Windermere FL Homes For Sale

5 Beds ⋅ 8 Baths ⋅ Reserve At Lake Butler Sound 45/120 SubDv. ⋅ 34786 Zip Code

Elegance defines this lakefront estate perched along the shores of Lake Butler, set behind the guarded-gates of the coveted Reserve at Lake Butler Sound—one of Windermere’s signature communities. This commanding residence offers 5 bedrooms, including 4 in the main house and a private guest-house suite that also features a show-stopping movie theatre and a downstairs entertainment room complete with bar and stage. A dramatic foyer introduces the formal living room, where soaring arched windows frame serene lakefront views beyond the resort-style pool and tropical surroundings. The upscale ambiance is elevated by a floor-to-ceiling custom stone fireplace, classic columns, tile flooring, and a seamless flow into the polished formal dining room, enhanced by an air-conditioned, glass-enclosed wine wall. The chef’s kitchen showcases rich wood cabinetry, a marble-topped island with seating, and ornate pendant lighting. Dark stone countertops, a custom tile backsplash, Wolf appliances, gas cooktop, Sub-Zero refrigerator, and built-in vegetable steamer create a refined and highly functional workspace, all enriched by natural light and warm architectural details. The breakfast area and spacious family room open to the outdoor living spaces through fully retractable L-shaped doors. The primary suite features new carpeting, a sitting area, French doors to the pool patio, and a luxurious bath with soaking tub, generous walk-in shower with triple showerheads, and a spiral staircase leading to a flex space transformed into an oversized closet. Also on the main level are an office, half bath, laundry room, and mudroom. A dramatic staircase leads to the second-floor family room and three additional bedroom suites. Outdoor living includes a covered family room with fireplace, tranquil koi pond surrounded by lush landscaping, tiled pool decking, heated saltwater pool and spa, and a covered boat dock on Lake Butler. Additional features include Savant whole-home music, a Generac generator powering 75% of the home, and distinguished neighborhood with roving security, community park, fishing pier, and back gate access to SR 535 and Windermere Prep. Home furnishings available separately.

11103 Bridge House Road, Windermere

$900,000

Windermere Town SubDv. ⋅ 34786 Zip Code

Build Your Dream Home in the Heart of Downtown Windermere! An incredible opportunity awaits on this desirable 0.38-acre corner lot with NO HOA, perfectly situated in the charming heart of Downtown Windermere! This exceptional vacant homesite offers a fantastic head start toward building your dream home, with approved building plans included in the sale, along with completed septic and well permits. Enjoy the perfect combination of small-town charm, outdoor recreation, and everyday convenience in one of Central Florida's most sought-after communities. Embrace the wonderful Windermere lifestyle with access to several resident-only parks featuring playgrounds, picnic and barbecue areas, beach volleyball, tennis, and frisbee golf. For those who love being on the water, launch your boat onto Lake Bessie, Lake Butler, or the renowned Butler Chain of Lakes and enjoy endless opportunities for boating, fishing, and soaking up the Florida sunshine. Just a leisurely stroll away, picturesque Downtown Windermere offers charming boutique shops, a variety of dining options, and a welcoming community atmosphere. Enjoy local favorites such as the weekly Farmers Market, Food Truck Nights, and seasonal events that bring the community together throughout the year. For additional shopping, dining, and entertainment, The Grove Orlando and Winter Garden Village at Fowler Groves are just a short drive away, featuring an impressive selection of popular retailers and restaurants. Rarely does an opportunity like this come along! With its prime downtown location, generous corner lot, no HOA, and the added convenience of approved building plans and completed septic and well permits, this property provides an exceptional opportunity to bring your vision to life. Build the home you've always dreamed of and experience the very best of the Windermere lifestyle!

105 Forest Street, Windermere

$2,700,000

5 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Virtually Staged. Pre-Construction. To be built. Experience bespoke living without the guesswork. Perfectly positioned on an expansive ~0.38-acre corner homesite in the heart of historic downtown Windermere, this pre-construction luxury estate offers a fully curated, turnkey vision where every architectural nuance and designer finish has already been expertly selected. Spanning 4,430 heated square feet (5,961 total under roof), this two-story transitional masterpiece balances warm natural textures with crisp, modern lines. The striking exterior pairs smooth stucco, organic stone cladding, bronze-framed windows, and a generous three-car garage. Inside, a two-story foyer and engineered hardwood floors lead to an expansive gathering room anchored by wood-wrapped ceiling beams, a paneled feature wall, and a gas fireplace set into a custom plaster surround. Culinary enthusiasts will fall in love with the chef’s kitchen, detailed with semi-custom cabinetry, light oak accents, reeded woodwork, solid stone surfaces, a substantial statement island, a custom plaster range hood, and a hidden walk-in pantry. The main level also hosts the owner’s retreat—a restful sanctuary complete with exposed ceiling beams, a morning beverage bar, an oversized custom closet, and a spa-grade bath equipped with a freestanding soaking tub, dual stone vanities, and a walk-in shower. Every square foot is thoughtfully calibrated for versatile modern living and entertaining. The main level balances productivity and wellness with a private executive study and a dedicated home fitness room, while an expansive second-story loft and media/flex theater provide effortless spaces for relaxation and hosting. Daily convenience is elevated through bespoke utility spaces, including a custom mudroom, an oversized laundry suite, and a dedicated pet spa complete with a built-in wash station. Outside, the living space expands onto an all-season covered lanai finished with rich wood ceiling details, natural stone accents, a full summer kitchen, and dedicated lounge and dining zones designed for year-round entertaining. Enjoy Windermere’s quintessential golf cart lifestyle: ride to weekly farmers' markets, stroll canopy-lined streets along the lakes, and take advantage of deeded Butler Chain of Lakes access, local tennis courts, golf clubs, top-tier schools, and world-class dining.

105 Forest Street, Windermere

$2,695,000

5 Beds ⋅ 7 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

An extraordinary expression of craftsmanship and architectural distinction, this custom Unnerstall residence was originally conceived as the builder's personal home, where exceptional attention to detail and thoughtful design are evident throughout. Beautifully positioned along the 4th hole of the Golden Bear Club's Jack Nicklaus Signature Golf Course, the estate captures sweeping fairway and tranquil water views within the guard-gated community of Keene's Pointe. Spanning 6,105 square feet of air-conditioned living space, the thoughtfully designed floor plan offers 5 bedrooms, 6 full bathrooms, 1 half bath, and an impressive collection of spaces tailored to today's luxury lifestyle. Soaring ceilings, elegant travertine flooring, exquisite Venetian plaster finishes, and distinctive architectural details create an atmosphere of timeless sophistication, while expansive windows invite natural light and showcase the picturesque surroundings. At the heart of the home, a beautifully appointed gourmet kitchen features rich custom cabinetry, stone countertops, professional-style appliances, and an expansive center island. Opening to a dramatic two-story family room, this inviting space creates a seamless flow for everything from intimate gatherings to grand-scale entertaining. Two dedicated offices, including a richly appointed executive study with custom built-ins and a fireplace, has exceptional flexibility, while a private fitness room and sun-filled bonus/game room provide additional spaces for recreation and relaxation. The expansive main-level primary suite is a sanctuary of comfort and elegance, featuring generous dual walk-in closets and a remarkable spa-inspired bathroom with a soaring two-story ceiling, architectural detailing, dual vanities, and a luxurious soaking tub. A second main-floor bedroom suite offers an ideal retreat for extended-stay guests, while three additional en-suite bedrooms provide beautifully appointed accommodations and privacy throughout the upper level. Beyond the interiors, the home's outdoor living spaces rival those of a private resort. An expansive covered lanai with automated retractable screens transitions effortlessly to a sparkling pool and spa, surrounded by lush, mature landscaping that creates a sense of seclusion while preserving the stunning golf course views. A distinctive copper-roofed gazebo, complete with a summer kitchen and bar, provides an unforgettable setting for alfresco dining, entertaining, and enjoying Florida's beautiful year-round climate. Additional appointments include an expansive paver driveway, a three-car garage with a dedicated golf cart entrance, and an array of custom finishes that reflect the home's exceptional quality and craftsmanship. Set amid the natural beauty of Keene's Pointe, with its winding streets, mature trees, and picturesque golf and water views, this remarkable residence offers an exceptional combination of architectural character, versatile living spaces, and the effortless elegance of the Windermere lifestyle.

11209 Macaw Court, Windermere

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Casa De Lago Rep SubDv. ⋅ 34786 Zip Code

Original-owner David Weekley Mediterranean in gated Casa Del Lago, on the coveted east side of Windermere near Isleworth and Keenes Pointe, minutes from Walt Disney World and an easy walk to Sunset Park Elementary.From the moment you step inside, rich hardwood floors draw you through the study, formal dining room, family room, and primary suite, giving the home a warmth and continuity rarely found at this price point. The gourmet kitchen is the heart of it all, with 42" cabinetry, granite counters, a cooktop crowned by a designer vent hood, and stainless GE appliances, all open to the family room so no one misses the conversation. Sliders lead to an expansive covered lanai and a generous backyard with plenty of room for a pool, a garden, or simply space to breathe. A 3-car garage handles vehicles, toys, and storage with ease. Cared for by a single owner since David Weekley handed over the keys, this home delivers the Windermere address buyers are searching for. Gated privacy, top-rated schools, and Winter Garden Village shopping and dining are all minutes away, with quick access to the 429 and the charm of Downtown Windermere.

7230 Sangalla Drive, Windermere

8214 Serenity Spring Drive Unit 2405, Windermere

$350,000

3 Beds ⋅ 3 Baths ⋅ Oasis Cove 2/Lakeside Village Ph X SubDv. ⋅ 34786 Zip Code

Live about as close to the magic as you can get without a Disney address. This home in gated Oasis Cove sits just 3 minutes from Disney property, so park days, dinner reservations, and fireworks nights are a quick drive instead of a trip. The 3 bed, 2.5 bath layout offers 1,512 sq ft and a 1-car garage, with upgraded flooring on the stairs and throughout the upper level. The HOA covers the roof, lawn care, and water, so electricity is your only utility bill, and the HVAC was replaced in 2024. Spend your free time at the resort-style pool and community amenities, or at the parks down the road, instead of maintaining a home. It works equally well for full-time residents and seasonal owners. Zoned for A-rated schools from elementary through high school. Buyer to verify school assignment, HOA coverage.

8214 Serenity Spring Drive Unit 2405, Windermere

$3,450,000

4 Beds ⋅ 5 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

Exceptional waterfront living on the prestigious Butler Chain of Lakes. Discover an extraordinary expression of waterfront luxury in the charming Town of Windermere, where timeless Tuscan and Mediterranean architecture meets the elegance of refined Florida living. Ideally along the shores of Lake Down, part of the desired Butler Chain of Lakes, this exceptional residence offers a rare opportunity to experience breathtaking water views, sophisticated interiors and an unparalleled boating lifestyle. From moment you arrive, exquisite stone detailing and custom wrought-iron double entry doors establish a sense of architectural distinction. Beyond the grand entrance, soaring ceilings, expansive living spaces, and thoughtfully curated design elements create an atmosphere of understated elegance and effortless sophistication. Designed for grand-scale entertaining and intimate gatherings, the home's gracious formal dining room provides an elegant setting for memorable occasions. At the heart of the residence, an expansive great room seamlessly integrates a gourmet kitchen, casual dining area, custom bar and inviting natural gas fireplace. Framed by captivating waterfront views, this exceptional gathering space offers the ideal balance of luxury, comfort and functionality. The main-level primary suite serves as a private sanctuary, offering serene views of Lake Down and a beautifully appointed en-suite bath featuring dual vanities, two spacious walk-in closets, a luxurious jetted soaking tub and an oversized travertine shower. An additional main-level bedroom provides exceptional versatility, ideally suited for guest accommodations, a private executive office, fitness studio or creative retreat. Upstairs, two generously proportioned bedrooms provide additional privacy and comfort. Thoughtfully reconfigured from the home's original three-bedroom upper-level layout, one of these bedrooms has been transformed into an exceptionally spacious retreat, complete with its private balcony. Abundant storage throughout the residence, a spacious laundry room with a recently updated washer and dryer, and a three-car garage further enhance the home's everyday convenience. Beyond the interiors, an extraordinary outdoor oasis awaits. An expansive covered and screened lanai, custom swimming pool, lush, mature landscaping and picturesque waterfront surroundings create a private resort-inspired setting. Whether hosting elegant outdoor gatherings, enjoying a leisurely afternoon poolside, or simply taking in the tranquil beauty of the lake, every moment invites relaxation and enjoyment. For boating enthusiasts, the property's enclosed boathouse offers a distinctive waterfront amenity, featuring a protected boat area and an inviting screened retreat. With direct access to the 13 interconnected lakes of the Butler Chain, an exceptional lifestyle of boating, waterskiing, wakeboarding, paddleboarding and waterfront exploration awaits just beyond your doorstep. Adding to its appeal is the timeless charm of Windermere itself. Enjoy the town's celebrated weekly farmers market, boutique shops, inviting restaurants, local brewery, wine market and cherished community events. All this is complemented by convenient access to Orlando's premier shopping, acclaimed dining destinations, world-renowned attractions and Orlando International Airport.

703 E 6th Avenue, Windermere

$1,550,000

5 Beds ⋅ 5 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code

BEAUTIFUL LAKE CAWOOD VIEWS AND WATER ACCESS SET THE SCENE FOR THIS NEWLY BUILT WINDERMERE HOME! Situated on a PREMIUM LOT in Lake Cawood Cove, this residence welcomes you with a SPACIOUS COVERED FRONT PORCH, thoughtfully selected upgrades, and an elegant, spacious design. This Ashton Woods DUVAL FLOOR PLAN offers approximately 3,612 square feet of living space, 5 BEDROOMS, 4 FULL BATHROOMS, 1 HALF BATHROOM, and a 3-CAR TANDEM GARAGE, with the opportunity to build your own PRIVATE BOAT DOCK. Inside, 10-FOOT FIRST-FLOOR CEILINGS, 9-FOOT SECOND-FLOOR CEILINGS, and 8-FOOT DOORS enhance the spacious feel. LUXURY VINYL PLANK FLOORING extends throughout the living areas, bedrooms, and staircase, while the bathrooms and laundry room feature tile flooring. At the heart of the home, the GOURMET KITCHEN showcases UPGRADED CABINETRY EXTENDING TO THE CEILING, creating a beautifully finished appearance with abundant storage. A SPACIOUS ISLAND with additional cabinetry on the back, an upgraded appliance package, and a customized pantry layout combine style with everyday functionality. The kitchen connects seamlessly to the breakfast area and an impressive GREAT ROOM WITH A SOARING 2-STORY CEILING. Windows welcome natural light and capture views toward the lake, creating an inviting setting for everyday living and entertaining. A separate dining room provides additional space for special gatherings. The FIRST-FLOOR BEDROOM SUITE includes a closet and private full bathroom, offering a comfortable retreat for guests. Upstairs, the spacious PRIMARY SUITE features a TRAY CEILING, a LARGE WALK-IN CLOSET, separate vanities, and a walk-in shower. An additional bedroom suite includes its own full bathroom, while two more bedrooms share another full bathroom. A versatile LOFT offers space for a lounge, study, or recreation area, and the conveniently located upstairs laundry room completes the second floor. Carefully selected enhancements include UPGRADED BATHROOM TILE with wall tile extending to the ceiling, LIGHTING UPGRADES, and wood stair railings. Additional features include sound insulation in selected walls, FOAM INSULATION in the block walls of the living space and garage, and prewiring for ceiling fans, security, and two additional wireless access points. An UPGRADED FRENCH DOOR opens to the COVERED LANAI, where beautiful water views and a conservation area toward Lake Cawood create a peaceful, natural backdrop. At the rear of the home, BEAUTIFUL SUNSET VIEWS OVER THE WATER provide a picturesque setting for relaxing evenings and outdoor gatherings. SUMMER KITCHEN PLUMBING AND ELECTRICAL PROVISIONS provide the flexibility to personalize your outdoor entertaining space. Enjoy convenient access to Windermere Preparatory School, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, and Central Florida’s world-famous theme parks. With its premium setting, distinctive finishes, and generous living spaces, this newly built residence offers an exceptional opportunity to enjoy the Windermere lifestyle. Schedule your private showing today! VIDEO, 3D TOUR, AND FLOOR PLAN LINKS ABOVE.

5638 Nectarine Drive, Windermere

$3,600,000

5 Beds ⋅ 7 Baths ⋅ Reserve At Lake Butler Sound SubDv. ⋅ 34786 Zip Code

Experience luxury living in the heart of Orlando, with a 24-hour guard-gated Reserve at Lake Butler Sound in Windermere! Situated on an expansive 0.83-acre homesite, this stunning Mediterranean-inspired estate offers over 7,200 square feet of elegant living space, featuring 5 bedrooms, 6.5 bathrooms, and a spacious 4-car garage. Impressive architectural details, soaring ceilings, elegant finishes, and generous living areas create the perfect blend of sophistication and comfort. The beautifully designed kitchen opens to inviting gathering spaces, while the luxurious primary suite offers a private retreat. Step outside to your own resort-style oasis featuring a sparkling pool, outdoor kitchen, and expansive grounds ideal for entertaining. Ideally located near premier shopping, dining, golf, and world-class attractions. A rare opportunity to own an exceptional estate in one of Windermere's most sought-after communities. Schedule your private showing today!

11066 Ullswater Lane, Windermere

$580,000

3 Beds ⋅ 3 Baths ⋅ Windermere Lndgs Ph 02 SubDv. ⋅ 34786 Zip Code

Welcome to 6206 Golden Dewdrop Trail in Windermere Landings — an opportunity to live in Windermere, one of Central Florida's most exclusive and sought-after addresses. Set among the Butler Chain of Lakes, Windermere is known for its privacy, tree-canopied streets, and lake lifestyle, yet it's just minutes to Restaurant Row, Winter Garden, and world-class attractions. This 3-bedroom, 2.5-bath, two-story home offers 1,984 square feet with an open main level and ceramic tile throughout the first floor: living and dining areas flow into a kitchen with granite counters, wood cabinetry, stainless appliances, and an island with seating. There's also a downstairs nook and a powder room on the first floor. Plantation shutters on all the windows and upgraded light fixtures run throughout the home. Upstairs, the primary suite has wood flooring and a double-vanity bath; two more bedrooms, a full bath, laundry, and a loft nook complete the level. Out back, a covered porch and paver patio overlook the privacy-fenced yard — ideal for enjoying Florida evenings at home. Windermere Landings offers a pool, clubhouse, and playground, all within this coveted Windermere location.

6206 Golden Dewdrop Trail, Windermere

$799,900

4 Beds ⋅ 3 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code

Virtually Staged. **POND VIEWS & DISNEY FIREWORKS!** Prepare to be impressed by this beautifully appointed 4-bedroom, 3-bath home in sought-after Windermere Isle, offering an inviting blend of stylish living, thoughtful upgrades, and a picturesque pond backdrop with a fountain and conservation views. Designed for both everyday comfort and entertaining, the open floor plan is enhanced by a decorative coffered ceiling in the dining room and a custom built-in entertainment feature that adds architectural interest and a polished focal point to the family room. The kitchen is equally impressive with granite countertops, tile backsplash, stainless steel appliances, abundant cabinetry, and a large center island, complemented by an adjacent informal dining area for casual meals. Everyday functionality is thoughtfully incorporated with a built-in drop zone just inside the garage entry, conveniently positioned near the walk-in pantry and kitchen. A first-floor bedroom with a full bath nearby provides wonderful flexibility for guests, while a creative nook beneath the stairs features a built-in desk, storage, and chalkboard wall, offering a fun space for homework, crafts, or play. Upstairs, **laminate flooring** extends throughout the stairs and entire second floor, where a spacious loft provides another inviting gathering space. The primary suite offers a relaxing retreat with two large walk-in closets and a beautifully appointed bath featuring dual vanities, a freestanding soaking tub, and glass-enclosed shower. The outdoor setting truly sets this home apart. A screened lanai with summer kitchen overlooks the fenced backyard and tranquil pond with fountain, creating the perfect backdrop for dining, entertaining, or simply unwinding while enjoying Disney fireworks in the distance. The home is also equipped with solar panels, while the two-car garage features an EV charger and overhead storage. Upgraded landscaping enhances the home’s curb appeal. Residents of Windermere Isle enjoy a resort-style community swimming pool with poolside cabana and playground, while HOA fees include lawn care, cable TV, and internet. Conveniently located near Walt Disney World, world-class shopping, dining, and major roadways. With its generous living spaces, versatile floor plan, beautiful pond setting, and desirable community amenities, this exceptional home offers an outstanding opportunity to enjoy the Windermere lifestyle!

8325 Vivaro Isle Way, Windermere

$369,990

3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code

Welcome to 7663 Bramwell Street, a well-kept 3-bedroom townhome in Windermere’s Wickham Park community, offering low-maintenance living in one of West Orange County’s most in-demand areas. With 1,510 sq ft, the home features an open main level where the living, dining, and kitchen areas flow together, ideal for everyday living and entertaining. The kitchen offers an open layout , a French door fridge and spacious bar and island. Upstairs, sits the primary suite, joined by two additional bedrooms with generous closet space and a full bath. Additional highlights include a 5 year old roof and ac, an inside laundry area, and an detached 2 -car garage. The HOA covers [exterior maintenance/lawn care/community pool], so you can spend more time enjoying Central Florida. Conveniently located near Winter Garden–Vineland Road, you’re minutes from shopping, dining, and major roadways, with easy access to the theme parks and the Horizon West area. Whether you’re a first-time buyer, downsizing, or adding to your investment portfolio, this townhome is a must-see. Schedule your showing today!

7663 Bramwell Street, Windermere

$465,000

3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 2b SubDv. ⋅ 34786 Zip Code

Welcome home to this highly upgraded, move-in ready outside end unit in the Vineyards of Horizons West. This unit features a fenced side yard with patio, walkway to garage, front porch and landscaping, pond and open views. The front of the unit has a quiet courtyard setting. Inside you will find a beautiful large gourmet kitchen w/upgraded cabinets and sink, including a large kitchen island. A very large open great room and dining area. The first floor is wood look "porcelain tile" with sealed grout for minimal upkeep. Downstairs also features a spacious half bath and a large storage area under the stairs and separate laundry area. The garage is oversized with a finished floor. Upstairs are three bedrooms and a loft. Bath in the primary has been upgraded to frameless glass, a large spacious closet with extra racks added. $48K in upgrades from the builder when new. Pond and open space views from the first and second floor make the setting of this unit even more appealing. A quiet community with a park-like atmosphere, community pool and playground, and walking distance to Windermere High School.

13731 Calera Alley, Windermere

$625,000

4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

Welcome to this beautiful home in a highly desirable community known for its top-rated schools and beautifully maintained surroundings. Lush landscaping, graceful palm trees, and a covered front porch create a warm welcome. Inside, the foyer opens to a formal dining room with an elegant chandelier and a home office enclosed by glass French doors. Neutral tones, arched walkways, and wood laminate flooring are found throughout the main living areas. The spacious, open floor plan flows into the kitchen featuring shaker cabinets, granite countertops, a decorative backsplash, stainless steel appliances, a wine rack, and a large custom pantry with built-in storage. A dedicated laundry area with folding space adds convenience. The light-filled living room opens to a breakfast nook with a stylish rattan light fixture, bay window seating, and sliding glass doors leading to the pool. The private primary suite features double-door entry, a custom walk-in closet with extensive built-ins, and a spa-inspired bathroom with dual vanities, a large soaking tub, and a separate glass-enclosed shower. Three additional bedrooms and two full guest bathrooms with tub/shower combinations provide plenty of space for family and guests. Step outside to your own tropical retreat, complete with a screened-in pool, shaded gazebo, and vinyl fencing for added privacy. Updates include HWT 2023, HVAC 2019, and roof replacement in 2020. Conveniently located near entertainment, shopping and dining at Winter Garden Village, Walt Disney World, and major roadways including Florida's Turnpike, this home offers both comfort and accessibility. Schedule your private showing today!

5021 Carillon Lane, Windermere

$559,900

4 Beds ⋅ 4 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code

?? REMODELED HOME IN WINDERMERE! HIGHLY MOTIVATED SELLER! ?? 5231 Lemon Twist Ln, Windermere ??? 4 Bedrooms | ?? 2.5 Bathrooms Discover a spacious home that combines comfort and style. Featuring a remodeled kitchen, updated bathrooms, and carpet-free flooring throughout, this home is ready for you to make it your own. All appliances are included! Generous living spaces plenty of room to relax, entertain, and create lasting memories. Don’t miss this opportunity to call Windermere home! The seller is highly motivated and welcomes! ?? Contact me to schedule your showing and submit!

5231 Lemon Twist Lane, Windermere

$630,000

4 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code

Virtually Staged. EXCELLENT OPPORTUNITY TO LIVE OR INVEST! This impressive Kipling model with lake views offers an exceptional combination of comfort, upgrades, and flexibility. The property features fully paid-off solar panels, a whole-house water filtration system, and electrical connections in the parking area with the option to install EV chargers. The main home has been thoughtfully updated. All bathrooms have been renovated, including 3 smart toilets with heated seats. The flooring throughout the main home has been replaced with high-quality waterproof luxury vinyl, providing a modern, seamless look that is both stylish and easy to maintain. The primary bedroom features a private balcony, offering an inviting additional space to relax and unwind. The kitchen features stainless steel KitchenAid appliances, granite countertops, backsplash, and LED-lit cabinetry. The spacious loft above the garage provides even more versatility and additional living space. The main home is currently VACANT and easy to show. Only the attached in-law suite is currently rented on a month-to-month basis, and the property can be delivered completely vacant at closing, ready for its new owners to move in. One of the property's greatest advantages is the in-law suite with a private entrance, making it ideal for extended family, guests, or as an opportunity to generate additional rental income. The parking area also offers the option to add a separate washer and dryer for the future occupant or guest of the in-law suite. This flexibility makes the property an excellent option for first-time homebuyers, families looking for additional space, or investors seeking additional income potential. Outside, the property features fencing and paver walkways, creating welcoming spaces to enjoy the outdoors. Strategically located just minutes from Disney, restaurants, shopping, and Central Florida's major attractions, this property combines location, upgrades, and multiple possibilities under one roof. Ready for its next owner!

8582 Powder Ridge Trail, Windermere

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Summerport Ph 02 SubDv. ⋅ 34786 Zip Code

Rare Windermere opportunity with water on TWO sides... Direct waterfront on one, and premium scenic water views on the other. Set on a premium 1.08-acre homesite with pond access and only one neighboring residence, this 4-bedroom, 4-bath home offers privacy, panoramic views, a private pool and spa, and nearly 3,400 square feet of living space. With more than $70,000 in recent improvements, the property combines an expansive indoor layout with exceptional outdoor living. Inside, soaring ceilings, designer finishes, and a grand staircase create a striking first impression. Designed for both everyday living and entertaining, the home features two spacious living areas, a well-appointed kitchen, formal dining room, butler’s pantry, dedicated office, and a custom home theater. Outfitted with a Sony 4K projector, Philips 110-inch film screen, Dolby Atmos surround-sound speakers, and seating for eight, the theater delivers an exceptional cinematic experience at home. Recent improvements include fresh interior paint, custom accent walls, a striking fireplace feature wall, updated designer lighting, a built-in Sub-Zero/Viking refrigerator, an undercounter ice maker, and reverse-osmosis water filtration. Additional highlights include a 2021 architectural roof and gutters, two HVAC systems replaced in 2020, and a split three-car garage with a climate-controlled third bay currently configured as a fitness space. Step outside to a private waterfront retreat with a pool and spa, stone firepit, expansive brick-paver lanai, and custom MegaView screen enclosure. The outdoor setting showcases panoramic water views with minimal visual obstructions, while the spacious driveway and welcoming front porch add to the home’s functionality. The backyard also provides views of Disney fireworks. Summerport amenities include a neighborhood park, playground, community beach, dock, walking and biking paths, clubhouse, community pool, fitness center, tennis and basketball courts, and gathering spaces. This Windermere residence offers a rare combination of acreage, privacy, direct waterfront, scenic water views, and resort-style outdoor living.

14038 Bluebird Park Road, Windermere

$669,000

4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code

Very nice two story executive home in the gated community of Lakes of Windermere. Location provides easy access to Disney employees parking, shopping in Windermere. The community is very well maintained and provides a community pool, playground and more.

8631 Greenbank Boulevard, Windermere

$995,000

34786 Zip Code

Introducing 1.44 private acres on Quail Cove Court, a rare opportunity to build your custom Windermere estate. Located in the Windermere Downs neighborhood but not subject to the HOA, this homesite is set at the end of a quiet street and framed by mature trees. There are no deed or build restrictions, so you can choose your builder and design a home that is entirely your own. Natural gas is available on site, and the property is served by septic. The Town of Windermere, the Butler Chain of Lakes, top golf, and fine dining are all just minutes away. Bring your vision and build the home you’ve imagined.

Quail Cove Court, Windermere

$350,000

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere - Lake Reams Townhomes SubDv. ⋅ 34786 Zip Code

Live Where the Magic Happens! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2.5-bath Townhome is located in the coveted Windermere area, perfectly situated just minutes from DISNEY’S BACKYARD!! A quiet placement towards the rear of the community, this unit provides peaceful views of the conservation and walking trail surrounded by majestic oak-lined streets that capture the charm and serenity of this sought-after community. Step inside to an inviting open-concept layout with tile flooring throughout the main level and a seamless flow between the Living, Dining and Kitchen areas, perfect for everyday living or entertaining. Stunningly renovated Kitchen features Granite countertops, Stainless Steel Appliances, Island, Stone Backsplash and Dinette space. Upstairs, all bedrooms provide comfort and privacy with newer carpet. The Primary Bedroom boasts a walk-in closet and ensuite Bathroom with garden tub/shower combo. The second Bedroom also features an ensuite bathroom. Relax outdoors in your private, fenced courtyard with artificial turf, the perfect spot for morning coffee or evening gatherings, leading to your detached 2-car rear entry garage. Have complete peace of mind with the big-ticket expenses that have been recently taken care of: Roof 2021, Hot Water Heater 2021, AC 2021 and new Plumbing shut off valves and main water pressure reducer valve 2024. Low HOA includes a sparkling Community Pool and walking trails throughout! Zoned for top-rated Schools and conveniently close to major Theme Parks, and fantastic Shopping and Dining in Lakeside Village and Winter Garden Village. Experience the best of Florida living: Quiet Nature, Disney Magic and Windermere Charm - all in one!

8516 Danforth Drive, Windermere

14500 Bridgewater Crossings Boulevard, Windermere

$400,000

4 Beds ⋅ 3 Baths ⋅ Tennyson Pk/Summerport SubDv. ⋅ 34786 Zip Code

Morning coffee at Foxtail, an evening walk for Kelly’s Homemade Ice Cream, and a move-in-ready home waiting when you get back. At 14500 Bridgewater Crossings Boulevard, that can be your everyday routine. Located in Windermere’s Summerport community, this 4-bedroom, 2.5-bath townhome combines a convenient neighborhood setting with fresh interior paint throughout, new luxury vinyl plank flooring upstairs, and no carpet anywhere in the home. A main-floor primary suite is a standout feature, offering the convenience of having your bedroom and private bathroom downstairs, with three additional bedrooms, a full bathroom, and a loft upstairs. Whether you need room for guests, a dedicated home office, or a second gathering space, the layout gives you options. Downstairs, the living and dining areas, kitchen, and guest half bath keep everyday activities on the main level. A courtyard provides an outdoor spot for plants, coffee outside, or unwinding at the end of the day, while a covered walkway connects the home to the two-car garage. And the neighborhood gives you plenty of reasons to step outside. Walk across the street for your favorite coffee or a scoop of ice cream, enjoy nearby Summerport Park, and appreciate the convenience of having Keene’s Crossing Elementary close by. Summerport’s community pool, clubhouse, fitness center, tennis courts, playgrounds, and walking paths make it easy to fit recreation into your routine without planning an entire day around it. Beyond the neighborhood, Publix at Cornerstone at Summerport keeps grocery runs convenient, while Winter Garden Village and Hamlin offer nearby shopping, restaurants, and entertainment. Walt Disney World is also within easy reach, whether your plans call for a full park day or a spontaneous evening out. With fresh updates already completed, a main-floor primary suite, and neighborhood favorites just a walk away, this home is ready for you to settle in and start enjoying everything beyond the front door. Schedule your private showing today.

14500 Bridgewater Crossings Boulevard, Windermere

$6,999,999

9 Beds ⋅ 16 Baths ⋅ Windsor Hill SubDv. ⋅ 34786 Zip Code

Under Construction. Seller is selling as is buyer to take over and find new builder....Great piece of land with the best location with main exterior done !!!!

9621 Windy Ridge Road, Windermere

$1,160,000

4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code

Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Chain of Lakes offer a special opportunity. Set on a beautiful corner lot just a few homes from the lake, 9601 Ambleside Drive offers something increasingly difficult to find: a move-in-ready home today, an exceptional amount of land, and the flexibility to imagine something entirely different for the future. Situated on a full, flat acre, the property offers a generous front yard while still leaving an enormous backyard with incredible possibilities. Offering more than 3,000 square feet of single-story living, 4 bedrooms, 2.5 baths, and garage parking for four vehicles, the home has been refreshed with a roof replaced in 2021, one of two HVAC systems replaced in 2022, new interior and exterior paint, lighting and fixtures, updated bathrooms, new door hardware, new front door, new carpet in many rooms, plumbing updates, new water softener, and new water heater. Generously sized rooms and an interconnected floor plan make this a wonderful home for entertaining. Wood flooring complements the main gathering areas, while expansive near-floor-to-ceiling windows and Solatubes bring in abundant natural light. The family room connects to the kitchen and air-conditioned Florida room, which features casement windows and plantation shutters. Updated in 2020, the kitchen features abundant cabinetry with wood pull-out drawers, a large island, quartz countertops, stainless-steel Samsung and LG appliances, and a glass-top convection range. The spacious primary suite features an ensuite bath and walk-in closet, plus French doors leading to a flexible bonus room ideal for a home office, nursery, or sitting room. Three additional bedrooms are also generously sized, and a large laundry room provides additional storage. What truly distinguishes this property is the opportunity it presents. Enjoy the beautifully refreshed residence today, reimagine the existing home through a comprehensive transformation, or create an entirely new custom residence on this exceptional one-acre homesite. Additional features include a 2-car attached garage plus a separate 2-car detached garage, dedicated irrigation well, and septic system pumped in April 2026. Lake Down Shores residents enjoy access to the community’s private HOA boat ramp onto the Windermere Chain of Lakes. The seller, an experienced luxury home builder, has already developed concepts specifically for the property, including plans for both a complete renovation of the existing residence and new construction. These concepts offer a compelling vision of what this remarkable homesite could become while letting the next owner choose the path that best reflects their lifestyle. Conceptual plans are available for review and are presented for inspiration only; future improvements and construction are subject to applicable governmental and HOA approvals. To experience the builder’s design aesthetic, finishes, and portfolio of completed residences, please ask to view Web Link 1.

9601 Ambleside Drive, Windermere

$1,475,000

5 Beds ⋅ 5 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code

NEWLY BUILT HOME WITH LAKE CAWOOD ACCESS ON APPROXIMATELY 1.70 ACRES! Discover refined lake living in this Ashton Woods Duval residence in Lake Cawood Cove, Windermere, with the opportunity to build your own PRIVATE BOAT DOCK. With approximately 3,612 square feet of living space, 5 BEDROOMS, 4 FULL BATHROOMS, 1 HALF BATHROOM, and a 3-CAR TANDEM GARAGE, this home combines generous space with thoughtfully selected upgrades. 10-FOOT CEILINGS ON THE FIRST FLOOR, 9-FOOT CEILINGS ON THE SECOND FLOOR, and 8-FOOT DOORS enhance the spacious feel. NEW LUXURY VINYL PLANK FLOORING extends throughout the home, including the staircase, while the bathrooms and laundry room feature tile flooring. The impressive great room features a SOARING 2-STORY CEILING, creating an open, airy atmosphere that connects seamlessly to the GOURMET KITCHEN and breakfast area. Designed for everyday enjoyment and entertaining, the kitchen features a SPACIOUS ISLAND, an upgraded appliance package, UPGRADED CABINETRY, additional storage cabinets at the back of the island, and a customized pantry layout. A separate dining room provides space for special gatherings. The FIRST-FLOOR BEDROOM SUITE includes a closet and private full bathroom, creating a comfortable retreat for guests. Upstairs, the spacious PRIMARY SUITE features a TRAY CEILING, a LARGE WALK-IN CLOSET, and a private bathroom with separate vanities and a walk-in shower. An additional bedroom suite includes its own full bathroom, while 2 more bedrooms share another full bathroom. A versatile LOFT and conveniently located laundry room complete the second floor. Carefully selected enhancements include UPGRADED BATHROOM TILE with wall tile extending to the ceiling, upgraded toilets, LIGHTING UPGRADES, and wood stair railings. Additional features include sound insulation in selected walls, FOAM INSULATION in the block walls of the living space and garage, and prewiring for ceiling fans, security, and 2 additional wireless access points. An UPGRADED FRENCH DOOR opens to the COVERED LANAI, creating an inviting connection to outdoor living. SUMMER KITCHEN PLUMBING AND ELECTRICAL PROVISIONS provide the flexibility to customize your outdoor entertaining space. A conservation area toward Lake Cawood provides a peaceful, natural backdrop. Enjoy convenient access to Windermere Preparatory School, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, and world-famous theme parks. With its desirable Windermere location, stylish finishes, and spacious layout, this newly built home provides an exceptional opportunity to enjoy the Florida lifestyle. Schedule your private showing today! VIDEO, 3D TOUR, AND FLOOR PLAN LINKS ABOVE.

5650 Nectarine Drive, Windermere

$3,250,000

4 Beds ⋅ 6 Baths ⋅ Acreage SubDv. ⋅ 34786 Zip Code

Finding a MODERN, CUSTOM-BUILT LAKEFRONT HOME in Windermere, set on 1.15 ACRES with NO HOA or CDD, is an increasingly rare opportunity. Add exceptional PRIVACY, your own PRIVATE BOAT DOCK with TWO BOAT LIFTS, extensive high-end upgrades and beautiful lake views, and this home truly stands apart. Offering approximately 4,200 square feet of thoughtfully designed living space, this striking contemporary residence combines luxurious finishes with an effortless indoor-outdoor lifestyle, all within minutes of Windermere's everyday conveniences. From the moment you enter, the home's clean architectural lines, expansive windows and natural light create an immediate sense of space and connection to the outdoors. Beautiful PORCELAIN TILE flooring flows throughout the main level, while warm WOOD FLOORING upstairs complements the modern design. At the heart of the home is a stunning GOURMET KITCHEN featuring contrasting granite countertops, extensive CUSTOM BLUM BIRCH CABINETRY with premium aluminum detailing, and an impressive suite of WOLF APPLIANCES, including a six-burner gas range top, convection steam oven, dual-fan convection oven and warming oven. A built-in coffee station, generous pantry storage and cleverly concealed cabinetry complete this exceptional space. The adjoining living area is anchored by a dramatic 72-INCH GAS FIREPLACE, creating an inviting setting for both everyday living and entertaining. The MAIN-FLOOR PRIMARY SUITE is a peaceful retreat, with large windows framing beautiful lake views and direct access to the lanai. Two separate custom-fitted walk-in closets provide exceptional storage, while the luxurious en-suite bathroom features a freestanding soaking tub, separate oversized shower, dual vanities and elegant FLOOR-TO-CEILING PORCELAIN TILE. Upstairs, THREE ADDITIONAL EN-SUITE BEDROOMS provide excellent privacy and comfort for family and guests. The expansive LOFT area offers an additional living and entertaining space, complete with a fitted kitchenette, granite countertops and wine cooler. Multiple oversized patio doors open onto both a front balcony and a generous REAR TERRACE OVERLOOKING THE LAKE, creating a wonderful setting for morning coffee, evening drinks or simply enjoying the peaceful surroundings. Outside, the lifestyle is every bit as impressive. Approximately 80 FEET OF LAKEFRONT, a PRIVATE DOCK WITH TWO BOAT LIFTS and a beautifully secluded setting create your own waterfront escape. The spacious LANAI features MOTORIZED SCREENS, allowing indoor and outdoor living to flow seamlessly together. There's also ample room to create a spectacular POOL AND OUTDOOR ENTERTAINING AREA if desired. And as the sun goes down, enjoy views of the DISNEY FIREWORKS illuminating the evening sky. Beyond its beautiful design, this home has been built and equipped with exceptional attention to quality, comfort and efficiency. Notable features include IMPACT INSULATED WINDOWS AND DOORS, enhanced interior insulation, a WHOLE-HOUSE NATURAL GAS GENERATOR, TWO RINNAI TANKLESS WATER HEATERS, motorized window shades, extensive custom storage and a THREE-CAR GARAGE with insulated doors and RHINO garage storge shelves. The generous homesite also offers potential for future expansion. Perfectly positioned in WINDERMERE, the property offers a rare combination of PRIVACY, WATERFRONT LIVING and everyday convenience, with easy access to shopping, dining, schools, major roadways and Orlando's world-famous attractions.

12620 S Lake Sawyer Lane, Windermere

$1,799,000

6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code

Lakefront living at its finest! This spectacular former model home on beautiful Lake Burden offers breathtaking waterfront views and an exceptional Florida lifestyle. Enjoy boating, water skiing, and fishing right from your own backyard, with a private boat dock and a beautiful swimming pool creating the ultimate outdoor retreat. This impressive 6-bedroom, 6-bathroom residence features a desirable double primary suite layout, oversized bedrooms, beautiful hardwood floors, upgrades throughout, and an oversized private office. The spacious second-floor loft provides additional flexible living space, while two second-floor balconies showcase premier lake views and offers the perfect setting to relax and take in the scenery. Entertain in style with a well-appointed outdoor kitchen and inviting pool area, ideal for gatherings and enjoying the Florida sunshine. Conveniently located near popular restaurants, shopping, and world-famous Disney attractions, this remarkable lakefront property combines space, comfort, and an unbeatable lifestyle. Experience the best of waterfront living in this extraordinary home!

7413 Lake Albert Drive, Windermere

$435,000

3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 #35 36 SubDv. ⋅ 34786 Zip Code

Stunning modern townhome in the desirable Lake Burden community of Windermere! This beautifully designed 3-bedroom, 2.5-bathroom corner-lot townhome offers 1,743 sq ft of living space with all bedrooms upstairs, including a primary suite with walk-in closet. The modern kitchen features dark wood cabinets, granite countertops, a spacious island with room for three barstools, and slate stainless steel GE appliances. High ceilings and an open floor plan create a bright, inviting space perfect for entertaining. Two-car garage. Currently tenant-occupied with a lease through 12/31/2026 - a great opportunity for investors seeking immediate rental income, or for buyers planning ahead. Short walk to the community clubhouse with a large resort-style pool, shaded seating and picnic areas. Lake Burden is a nature lover's paradise featuring a fishing pier, a scenic lake with a mile-long walking and biking trail, outdoor fitness stations, playground and tennis courts, with trails connecting to Downtown Windermere. Zoned for Sunset Park Elementary, Horizon West Middle and Windermere High School. Short-term rentals are not permitted. Schedule your showing today!

11267 Grander Drive, Windermere

$620,000

4 Beds ⋅ 4 Baths ⋅ Windermere Sound Ph 2 SubDv. ⋅ 34786 Zip Code

Fully remodeled modern kitchen, Remodeled guest bath, Roof replaced in 2026, so no big-ticket surprises, TWO primary suites, each with a walk-in closet and a double-vanity bath, 3 full baths + half bath, Screened patio between the house and garage, Whole-house water filtration, impeccably maintained. ***No renovations. No repairs. No compromises. Just unpack and start living. Homes like this don't last. Call today and see it before someone else does!

13019 Garridan Avenue, Windermere

$2,899,000

7 Beds ⋅ 9 Baths ⋅ Lake Clarice Plantation SubDv. ⋅ 34786 Zip Code

Virtually Staged. Experience extraordinary luxury and cutting-edge technology at 4205 Clarice Court in Windermere! This impressive 7-bedroom, 8.5-bathroom estate offers 7,042 square feet of heated living space and underwent an extensive renovation down to the studs in 2021–2022. Designed for elevated living and entertaining, the home features custom 42x42 marble tile flooring, brand-new windows, spray foam insulation throughout, and a Control4 smart home system integrating lighting, music, TVs, and intercom. A Tesla solar system with eight backup batteries is designed to power the entire home, including appliances and A/C units. Three tankless water heaters and three A/C units with air filtration and UV-light systems add comfort and efficiency. The stunning remodeled main kitchen features commercial-size refrigerator and freezer, double ovens, two dishwashers, a built-in cappuccino maker, warming drawer, convection cooktop, drawer microwave, ice maker, reverse osmosis water system, and smartphone controls. A second full kitchen upstairs provides additional convenience. The luxurious primary suite features a Kohler smart shower system, while smart toilets are installed in two primary suites and a downstairs bathroom. Enjoy movie nights in the custom theater with a 150-inch screen and theater insulation. Step outside to a spectacular 2022 PebbleTec pool with custom waterfall, waterslide, multicolor LED lighting, smart controls, and both propane and electric pool heaters. The brand-new outdoor kitchen is equipped with a pizza oven, gas grill, cooktop, full-size sink, and soft-serve ice cream machine. Additional highlights include a custom backyard racetrack, indoor and outdoor cameras, ceiling speakers throughout the home and outdoor areas, Wi-Fi 7 mesh networking, epoxy-coated garage flooring, a garage A/C unit, and an optional vehicle lift designed to accommodate up to six-car parking. The property also boasts an incredible variety of more than 25 types of fruits and vegetables grown right in the yard. This one-of-a-kind Windermere estate combines impressive scale, advanced technology, resort-style outdoor living, and exceptional amenities for a truly distinctive lifestyle.

4205 Clarice Court, Windermere

$1,189,000

5 Beds ⋅ 5 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code

WATER VIEW! DISNEY FIREWORKS! 4,999 SQ FT OF LIVING SPACE! TWO PRIMARY SUITES, ONE ON EACH FLOOR! 3 CAR GARAGE! Located in the desirable Enclave community of Windermere, this spacious 5 bedroom home offers an exceptional floor plan with a primary suite on the first floor and a generously sized primary retreat upstairs. Highlights include expansive living areas, formal dining room, private office, dedicated Media Room, and a large upstairs Loft, offering plenty of space for entertaining, relaxing, and everyday living. The spacious kitchen features a pantry and ample storage, complemented by a covered lanai overlooking the water. A well designed Mudroom with extensive custom cabinetry and generous storage, plus a central vacuum system, adds everyday convenience. Beautifully maintained, this residence combines generous living space, comfort, and versatility, with excellent potential to personalize its interiors to your own style. Enjoy the best of Windermere living with beautiful water views, Disney fireworks in the distance, and an exceptional combination of space, functionality, and location.

17538 Black Rail Street, Windermere

$2,190,000

5 Beds ⋅ 6 Baths ⋅ Sawyer Shores Sub SubDv. ⋅ 34786 Zip Code

Virtually Staged. Under Construction. Estimated completion: January 2027. Commanding architecture, soaring interiors and access to Lake Sawyer define this new contemporary residence in sought-after Windermere. Set on a wide 0.39-acre lot, its striking facade makes an immediate impression, while approximately 100 feet of canal frontage opens the door to a lifestyle on the water. As the first home along the canal from the lake, the property enjoys a short waterway connection to Lake Sawyer, with an existing floating platform designed for a personal watercraft. Offering 3,582 square feet of conditioned living space and 4,865 total square feet, the home features five bedrooms, each with an en-suite bathroom, plus a powder room, dedicated office and three-car garage. Twelve-foot ceilings on both floors and a dramatic double-height space create an exceptional sense of scale. The open layout connects the kitchen, dining and living areas for effortless everyday living and entertaining, while the main-floor primary suite offers a comfortable retreat with a walk-in closet and spacious bathroom. Extensive cabinetry and built-ins bring a tailored aesthetic throughout the home. Planned finishes include stone countertops, porcelain tile and warm wood-look flooring, complemented by a gas cooktop and an electric fireplace. The design balances contemporary presence with inviting spaces that feel comfortable to live in. Outside, a private heated pool and covered rear lanai with a grill and sink set the scene for relaxed afternoons and evenings with guests. Planned artificial turf around the pool, hardscape surfaces and landscaping complete an outdoor setting designed for enjoyment with easy upkeep. With no HOA, this property pairs the appeal of new construction with a waterfront setting close to the lake. Within walking distance of Windermere Preparatory School, ranked No. 1 among private high schools in Orange County by Niche for 2027, and conveniently located near Windermere High School. Public schools listed for this address are Windermere Elementary, Bridgewater Middle and Windermere High, all earning an A in Florida's 2026 school grades. Buyers should verify current school zoning. Limited personalization may be considered, subject to builder approval and construction timing. Discover a home where the arrival is memorable, the interiors feel expansive and time on Lake Sawyer can become part of everyday life. Images include architectural renderings and virtual staging; final materials and finishes may vary.

6518 Sawyer Shores Lane, Windermere

$599,000

3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 03 P & Q SubDv. ⋅ 34786 Zip Code

Gorgeous 3 bedroom 2 bathroom home in the desirable subdivision of Lakes of Windermere. The open concept makes the living spaces feel larger and much more inviting. This home also features a split bedroom floorplan for privacy, NO carpet, ceramic tile in all common areas and wood flooring in bedrooms. Home features upgraded kitchen with quartz counter tops, Stainless Steel appliances, New bathrooms, New Roof in2024 and Many More. The kitchen opens up to the family room, perfect for entertaining and enjoying time with guests and family. Off the family room is a the screened patio and completely private back yard, potential to make it the oasis of your dreams. Home is conveniently located near A rated schools, shopping/dining, world class parks and attractions and major roads and highways. Do not miss it! It won't last! Schedule for a private showing today.

13125 Penshurst Lane, Windermere

$405,000

3 Beds ⋅ 3 Baths ⋅ Legado SubDv. ⋅ 34786 Zip Code

Welcome to this beautiful townhome in the desirable Legato community in Windermere! This spacious 3-bedroom, 2.5-bathroom home features an open floor plan and a 2-car garage, offering comfort, functionality, and convenience. Enjoy the community swimming pool and a prime location near Walt Disney World, shopping centers, restaurants, and everyday amenities. The property is currently vacant and ready for its next owner. With HOA allowing long-term rentals, this home presents an excellent opportunity for both owner-occupants and investors seeking a rental property in a desirable location. Don’t miss this opportunity!

8867 Herencia Alley, Windermere

8276 Maritime Flag St Unit 1204, Windermere

$324,900

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lk/Windermere Ph 12 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bathroom first-floor condo in the desirable Lakeside at Lake Windermere community! Offering an attractive combination of location, comfort, and investment potential, this property is an excellent opportunity for both homeowners and investors looking for a rental property in the heart of Central Florida. Conveniently located near Walt Disney World, Windermere, shopping, restaurants, and major roadways including I-4 and the 429, this condo offers easy access to the area's top attractions, employment centers, and everyday conveniences. Its location also makes it an appealing option for renters seeking proximity to Disney, the Windermere area, and nearby schools. Inside, you'll find a functional open-concept split floor plan with quality laminate flooring throughout. The kitchen features beautiful wood cabinetry, granite countertops, modern appliances, and plenty of counter space. The spacious dining area and great room create an inviting setting for entertaining family and friends. The generously sized primary bedroom accommodates a king-size bedroom suite and features a walk-in closet. The primary bathroom includes dual sinks, ample cabinetry, and a bathtub/shower combination. Two additional bedrooms are situated on the opposite side of the condo, conveniently located near the second full bathroom and laundry closet. Step through the sliding glass doors to enjoy your private screened-in patio, perfect for relaxing and enjoying Florida's year-round outdoor lifestyle. Residents enjoy a variety of community amenities, including a gated entrance, valet trash service, a beautiful clubhouse, a resort-style destination pool, a sand volleyball court, and a barbecue area. An Excellent Investment Opportunity you don't want to miss!!

8276 Maritime Flag St Unit 1204, Windermere

$1,050,000

4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

AVAILABLE FOR SALE OR LEASE. Keene's Pointe, 24-hour gated/attended golf community. Tucked adjacent to the Butler Chain of Lakes this home offers 4 bedrooms, 3 baths, formal living and dining and an office/den. As you enter this one level home you will find 3-way split functional plan. Boasting the primary ensuite separate from the three additional bedrooms with a spacious bath and TWO WALK-IN CLOSETS, and access to the covered/screened lanai. Spacious kitchen with an abundance of cabinetry, convenient desk area and island. Newer stainless Steel appliances. The kitchen, dinette and great room feature two sets of French doors that give way to the covered screened lanai and back yard. Beyond the screened lanai is an oversized paved patio and custom pergola seating. Privacy is included with the 6 ft vinyl fence. New Roof ('20), AC units(’18/’19), Hot Water Heater (’21/Natural Gas), Exterior Paint(’20) Shallow well for irrigation, termite bond, 5 Camera Ring System (8/21) including Flood lights and doorbell, expanded paver driveway (2025) for additional parking, blinds and plantation shutters, central vacuum system, and new septic pump('22) are just a few of the great features of this home. Located close to dining, shopping, expressways, tourist attractions, and top-rated public and private schools, this home and community has it all!

5944 Caymus Loop, Windermere

$1,348,000

5 Beds ⋅ 5 Baths ⋅ Casa Del Lago-Replat SubDv. ⋅ 34786 Zip Code

Virtually Staged. Set behind the gates of Casa Del Lago, 7231 Sangalla Drive offers a fresh interpretation of Windermere living, pairing nearly 4,000 square feet of interior space with a private pool and a location remarkably connected to the destinations that define Southwest Orlando. Recently refreshed, the residence features newly painted interiors and new light white oak luxury vinyl flooring throughout the home, excluding the bathrooms. The result is a lighter, more contemporary palette that carries naturally from room to room and gives the home an entirely new point of view. At the center of the main level, the kitchen combines granite countertops, an oversized island, stainless steel appliances, gas cooking and generous cabinetry and pantry storage. It opens to the living and breakfast areas, creating one continuous space for daily living and entertaining. A formal dining room and dedicated office add definition to the floor plan without interrupting its openness. The first-floor primary suite offers a spacious retreat with a walk-in closet, dual vanities and oversized walk-in shower. Additional bedrooms provide flexibility for guests, work or creative space, while the approximately 448-square-foot upstairs bonus room adds another layer of versatility for a media lounge, game room, fitness space or secondary living area. Outside, the architecture gives way to a distinctly Florida setting. A screened swimming pool, covered lanai and expansive paver deck extend the living space outdoors, complemented by low-maintenance turf and additional backyard space. A three-car garage completes the residence. Casa Del Lago is positioned within Windermere’s Lake Burden area, placing the home near Lakeside Village, Hamlin, Downtown Windermere, Golden Oak, Four Seasons Resort Orlando, Walt Disney World Resort and the Sand Lake Road dining district known as Restaurant Row. The location offers convenient access to shopping, dining, entertainment and major roadways while maintaining the privacy of a gated residential setting. A refreshed interior, private outdoor living and a Windermere address positioned at the center of it all.

7231 Sangalla Drive, Windermere

$769,000

4 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

NEW PRICE! MOVE-IN READY WINDERMERE HOME WITH PEACEFUL CONSERVATION VIEWS + $12,000 DECOR/RATE BUY DOWN CREDIT! Discover the perfect blend of comfort, style, and location in desirable Westside Village! This beautifully maintained 4-bedroom, 3.5-bath home features an inviting open-concept floor plan, classic tile roof, professionally landscaped yard, and spacious front porch. Enjoy tranquil conservation views from the backyard, creating a peaceful backdrop for relaxing or entertaining. The light-filled kitchen is designed for everyday living and effortless entertaining, featuring granite countertops, stainless steel appliances, and an oversized center island with abundant storage and seating. The kitchen flows seamlessly into the living room and breakfast nook, while French doors open to the patio for easy indoor-outdoor living. Enjoy a $12,000 decor credit toward a flooring upgrade and EV charger, offering an opportunity to personalize your home and add modern convenience. Westside Village offers an exceptional lifestyle with resort-style amenities, including a community pool, clubhouse, playground, paved walking trails, and scenic water features. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Walt Disney World, this home combines peaceful surroundings with easy access to everything Central Florida has to offer.

12785 Westside Village Loop, Windermere

$430,000

3 Beds ⋅ 3 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code

Virtually Staged. LOCATION, LOCATION, LOCATION! Welcome to Windermere Trails, one of Windermere’s most desirable communities. This beautiful 3-bedroom, 2.5-bath townhome offers 1,676 sq. ft. of living space, a 2-car garage, and an unbeatable location just steps from Bay Lake Elementary School. Enjoy the convenience of having shopping, dining, and everyday essentials nearby, including Publix at Lakeside Village, while being just minutes from Walt Disney World and major roadways. The home features an open and functional floor plan, stainless steel appliances, ceramic tile throughout the first floor, and spacious living areas designed for comfortable everyday living. Windermere Trails offers resort-style community amenities including a pool, splash pad, playground, dog park, open-air pavilion, walking areas, and beautiful green spaces. Exceptional Windermere location, convenient access to highly regarded area schools, shopping, dining, entertainment, and everything the Horizon West area has to offer. Schedule your showing today!

11963 Vermillion Avenue, Windermere

$597,000

4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to this exceptional, energy-efficient modern residence built in 2017, perfectly positioned with tranquil lake views in one of the area’s most desirable neighborhoods. Offering a spacious and thoughtfully designed main home alongside a full apartment—ideal as a private guest suite or a lucrative rental income opportunity—this property delivers unmatched versatility and lifestyle appeal. The main home features an expansive open-concept layout designed for daily living and sophisticated entertaining. The bright, airy living and dining area flow seamlessly into a modern kitchen, equipped with premium stainless steel appliances, abundant counter space, and extensive storage. A second family room offers additional possibilities for entertaining and comfort. Upstairs, the spacious primary suite features a dual-sink vanity and a walk-in shower. Two additional well-sized bedrooms offer exceptional flexibility for family, guests, or a home office. A large balcony spans the entire width of the home on both stories. A standout feature of this property is the fully independent detached granny flat, complete with its own kitchenette, bedroom, living room and full bathroom. Whether utilized for multi-generational living, visiting family, or leased out for steady rental income, this private space adds extraordinary value. Additional highlights include a secure two-car garage and patio. Situated in a vibrant community, residents enjoy resort-style amenities including a sparkling pool overlooking the lake, a dedicated dog park, playgrounds, scenic walking trails, and a picnic pavilion. This home boasts a few minute walk from top-rated schools, including Bay Lake Elementary, Horizon West Middle School and Windermere High School. This prime, highly sought-after location is just a few minute drive from historical downtown Windermere, equipped with charming boutiques and picturesque views, and in close proximity to top shopping and dining at Lakeside Village and Winter Garden Village, as well as world-famous Orlando attractions including Disney, Universal Studios, and SeaWorld. A rare find combining modern 2017 construction, income potential, and a premium neighborhood setting—schedule your private tour today!

8576 Powder Ridge Trail, Windermere

$365,000

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twnh SubDv. ⋅ 34786 Zip Code

Some pictures have been virtually staged. End-Unit Townhome, No Carpet Anywhere This is one the most affordable end-unit townhome in Windermere. As an end unit, it shares a wall on only one side and gets extra windows and natural light all day. The kitchen, dining, and living areas flow together into one bright, open space, and there's no carpet anywhere in the home. All kitchen and laundry appliances stay, so it's ready to move in. The layout has 2 bedrooms and 2.5 baths, and each bedroom has its own bath. The primary suite has a walk-in closet and an ensuite bath with dual vanities. Out back, a private fenced courtyard leads to an oversized rear-entry two-car garage with a pedestrian door. The HOA covers exterior maintenance, roof maintenance, landscaping, and pest control, and it includes the resort-style community pool and clubhouse. You're in the heart of Windermere, minutes from Lakeside Village, Horizon West, Winter Garden Village, and the Disney area, with quick access to major roads. Zoned for A-rated schools: [Elementary School], [Middle School], and [High School]. Easy, low-maintenance living, ready for its next owner. The thoughtfully designed floor plan provides each bedroom with convenient access to a bathroom. The generous primary suite features dual vanities, a walk-in closet, and a spacious ensuite bath designed for comfort and functionality. Step outside to enjoy the private fenced courtyard leading to the oversized rear-entry two-car garage with a pedestrian door, offering both convenience and privacy. Enjoy low-maintenance living with an HOA that covers exterior maintenance, landscaping, roof maintenance, pest control, and access to the beautiful resort-style community pool and clubhouse. Located in the heart of Windermere, this home offers an unbeatable location with top-rated A schools and easy access to Disney, Lakeside Village, Horizon West, Winter Garden Village, shopping, dining, and major roadways. This is a rare opportunity to own one of the finest townhomes to come on the market in quite some time. Don't miss your chance to make this exceptional home yours!

8634 Danforth Drive, Windermere

8179 Maritime Flag Street Unit 206, Windermere

$350,000

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Enjoy easy Florida living in this beautifully maintained first-floor, 3-bedroom, 2-bathroom condo in Windermere. The split floor plan offers privacy, while premium upgrades and 18-inch tile throughout the common areas make this move-in-ready home both comfortable and practical. Spend your weekends enjoying the community pool, fitness center, clubhouse, volleyball court, and grilling and picnic areas. Tennis courts and a playground are also available through the master association. HOA fees include water, sewer, garbage collection, and exterior maintenance, giving you more time to enjoy your surroundings. Conveniently located near Publix, Starbucks, shopping, and dining, this Windermere condo puts Walt Disney World, Disney Springs, Horizon West, and Winter Garden within easy reach. Whether you’re looking for a primary residence or a seasonal retreat, this home offers comfort, convenience, and more time for the Florida lifestyle you love.

8179 Maritime Flag Street Unit 206, Windermere

$3,150,000

4 Beds ⋅ 5 Baths ⋅ 34786 Zip Code

ONE-STORY, NEW CONSTRUCTION, MODERN FARMHOUSE ELEGANCE ON 1.3 PRIVATE ACRES IN WINDERMERE. Experience an unparalleled synthesis of modern luxury and tranquil, natural beauty. This remarkable custom estate, expertly crafted by Hanson Custom Homes, presents a rare opportunity in a secluded Windermere setting. Flanked by three mature oaks trees at the entrance this generous 1.3-acres of land offers a picturesque retreat from the hustle and bustle of the city while remaining conveniently close to urban amenities. Upon approach, you are immediately impressed by the home's striking modern farmhouse aesthetic. The architecture seamlessly blends classic board-and-batten siding with contemporary clean lines. The expansive, single-story residence is designed to make a statement, centered around a private courtyard that features rich, natural wood-framed doors and a matching header that creates a warm and inviting entrance. The Hawksnest design is expertly focused on maximizing natural Florida views throughout the entire property. Backing up to a dedicated conservation area, the home offers the ultimate in privacy, framed by mature native trees and lush vegetation. This private courtyard not only serves as a welcoming entrance but also provides convenient, private access to the home office. The meticulously planned interior includes custom kitchen cabinetry and unique design features that are perfect for entertaining friends and family. The chef’s kitchen blends modern organic design with high-end functionality. Floor-to-ceiling custom warm wood cabinetry creates a seamless aesthetic, integrating panel-ready 30" Thermador refrigerator and freezer units alongside built-in pantry storage. A premium 48" six-burner range takes center stage beneath a custom plastered range hood, complemented by a wall-mounted brass pot filler and sleek vertical sconce lighting embedded directly in the full-height quartzite backsplash. Thick, mitered-edge Taj Mahal quartzite countertops stretch across the perimeter and onto an expansive center island, which comfortably accommodates five counter stools. Walk-in pantry offers a secondary refrigerator, tons of additional storage and hidden Thermador microwave. A sophisticated split floor plan ensures the primary suite remains private and separate from the other bedrooms. This primary bedroom boasts a very large walk-in closet with custom lighted cabinetry and a master bath filled with natural light from large windows and an overhead skylight. With 4 Bedrooms, 4 Full Baths, 1 Half bath, and additional dedicated spaces for a Exercise/Theater Room, Office, and Game Room, this home offers endless versatility. The property also features a oversized pool with spa and an oversized 3-Car Garage. Located just a five-minute drive from downtown Windermere or Winter Garden Village, you are perfectly situated to major highways, shopping, employment centers, and Orlando's major theme parks.

1815 Windermere Road, Windermere

$1,999,000

4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Gracious Golf-Course Living in Keene’s Pointe . Welcome to an exceptional retreat in the prestigious, 24-hour guard-gated community where refined interiors, resort-style outdoor living and the coveted Windermere lifestyle come together beautifully. Perfectly positioned on 0.35 acres overlooking the 8th fairway of The Golden Bear Club’s Jack Nicklaus Signature golf course, this extensively updated 4-bedroom, 4-bath residence offers 3,912 square feet of living space designed for both elegant entertaining and comfortable everyday living. From the moment you enter, thoughtful upgrades and sophisticated finishes set the tone. Rich wood floors, designer lighting, custom window treatments and beautifully renovated living spaces flow into the heart of the home: a show-stopping gourmet kitchen featuring quartz countertops, an impressive 9-foot island, six-burner gas cooktop, wine refrigerator and stand-alone ice maker. Whether hosting a celebration or enjoying a quiet evening at home, this kitchen was made to gather around. The home's flexible floor plan is one of its greatest luxuries. Three bedrooms and three full baths are conveniently located on the first floor, including an expansive primary suite with a spa-inspired bath, oversized walk-in jetted shower and spectacular 12x14 ft. closet. A generously sized secondary primary bedroom features its own en-suite bath, while a dedicated home office with French doors provides a private and polished work-from-home environment. Upstairs becomes a retreat of its own, with a spacious bonus/gathering room, full bath and large bedroom accommodating two queen beds—an ideal arrangement for extended family, older children, visiting guests or a private second living area. Then step outside to your own Florida resort. The screen-enclosed Gunite pool has been completely resurfaced with new inset tile and is complemented by a new pool heater, pump and motor. A covered outdoor kitchen and bar invite year-round entertaining, the perfect setting for evenings under the stars—all framed by peaceful views across the golf course. And the improvements go far beyond what you can see. Recent investments include a new Carrier HVAC system with Wi-Fi-enabled Ecobee smart thermostats and UV systems, a refurbished whole-house Briggs & Stratton generator, enhanced landscape lighting, whole-house water purification, automated electric blinds in the primary suite, an EV charging outlet and overhead garage storage. Country Club living at its membership opportunities at The Golden Bear Club offer golf, tennis, fitness, swimming, dining, clubhouse amenities and an active social lifestyle. This is more than a beautifully renovated home. It is a thoughtfully designed sanctuary offering the space to gather, the privacy to retreat, and an extraordinary setting in which to enjoy the very best of Windermere living. Turnkey luxury. Golf-course views. Resort-style outdoor living. Welcome home to Keene’s Pointe.

8229 Tibet Butler Drive, Windermere

$4,350,000

5 Beds ⋅ 5 Baths ⋅ Lake Down Shores SubDv. ⋅ 34786 Zip Code

Welcome to 9602 Maywood Drive, a privately gated lakefront estate on Windermere's prestigious Butler Chain of Lakes. The home was reimagined through a renovation of more than $1 million by the award-winning firm KBF Design Gallery, and every detail was carefully considered. From dawn to dusk, the estate looks out over unobstructed sunrises and sunsets on Lake Down, the Butler Chain’s Northernmost lake known for crystal-clear water and premier largemouth bass fishing. As evening falls, it offers front-row views of the Walt Disney World and Universal Studios Orlando fireworks. Oversized custom steel-and-glass doors open to a grand foyer with soaring 26-foot ceilings. Overhead hangs a statement designer chandelier, mounted on a lift system for easy upkeep. Beyond it, Lake Down comes into view through walls of glass and draws you into light-filled living spaces. They are open and airy, yet warm and thoughtfully designed. At the heart of the home, the chef's kitchen is built for both everyday living and grand entertaining. It features a full Thermador appliance suite, a built-in GE Monogram pizza oven, two additional ovens including a speed oven, gas range, a warming drawer, a prep sink, and extensive custom storage. Next to it, a handsomely appointed bar offers generous wine storage, a sink, and an ice maker. It's an ideal setting for hosting guests. The main level includes a comfortable family room, an elegant dining area, a laundry room, and a guest bedroom and full bath. The primary suite is privately set apart on this floor and has dedicated his-and-hers closets. Its open, spa-inspired bath includes a deep soaking tub, a multi-head shower, a vanity, and a private water closet. Upstairs are three additional bedrooms, each with its own en-suite bath, along with a second living area and an impressive private theater. Outdoors, a resort-style retreat invites relaxed living in every season. It has a sparkling saltwater pool, a fully equipped summer kitchen, generous spaces to lounge and dine, and expansive, manicured green space. The renovated two-story dock featuring a hydraulic boat lift is made for fishing, boating the chain, or simply enjoying the view over the clear waters of Lake Down. The HOA free estate also includes smart-home technology for everyday convenience, exterior IP camera system with High Res cameras, gated access to the property, a new tile roof (2024), four AC units, and two hot-water heaters. There's a three-car garage with ample on-site parking, no HOA, and zoning for A-rated schools. A turnkey lakefront estate of this caliber is a rare find in Windermere, just minutes from Orlando's finest dining, shopping, and attractions.

9602 Maywood Drive, Windermere

2009 Westover Reserve Boulevard, Windermere

$1,095,000

4 Beds ⋅ 4 Baths ⋅ Westover Reserve Ph 02 SubDv. ⋅ 34786 Zip Code

ELEGANCE, PRIVACY & EXCEPTIONAL OUTDOOR LIVING IN GATED WESTOVER RESERVE. Beautifully maintained custom residence set on approximately half an acre in one of Windermere’s desirable gated communities. From the moment you arrive, the property makes an impression. The expansive front yard is framed by mature landscaping and established greenery, creating a welcoming sense of privacy and a beautiful approach to the home. The generous lot provides a rare feeling of space and separation that is increasingly difficult to find in Windermere. The front and rear grounds are equally impressive, with generous lawn areas, established landscaping and mature vegetation creating a sense of scale, privacy and tranquility. The backyard is an extraordinary private retreat, with expansive green space and peaceful conservation views providing a beautiful natural backdrop. The screened outdoor living area surrounds a private pool, offering an ideal setting for relaxing, entertaining and enjoying the Florida lifestyle with no neighbors in the back. The combination of the oversized yard, conservation setting, mature landscaping and pool area creates an outdoor environment that feels exceptionally private and resort-like. Inside, the approximately 3,678-square-foot residence offers an inviting combination of refined architectural details, thoughtful updates and comfortable Florida living. Soaring ceilings, abundant natural light and thoughtfully designed living spaces create an impressive yet warm atmosphere. The formal living and dining areas provide elegant spaces for entertaining, while the spacious family room, complete with a gas fireplace, serves as a comfortable gathering area. The beautifully redone kitchen blends style, functionality and modern technology, featuring updated cabinetry, stone countertops, a breakfast bar, pantry and brand-new appliances. The adjoining dining area provides an inviting setting for everyday meals and entertaining. The split-bedroom floor plan offers privacy, with the primary suite positioned as a relaxing retreat and additional bedrooms located on the opposite side of the home. The primary suite features high ceilings, a spacious walk-in closet, dual vanities, garden-style tub and separate shower, along with French doors providing direct access to the screened lanai. A dedicated office/den adds flexibility for work, study or additional living space, while the upstairs oversized bonus room provides another versatile area that can adapt to a variety of needs. Additional recent improvements enhance the home’s comfort, functionality and appeal, including a redone laundry room with state-of-the-art washer and dryer, new light fixtures throughout the home, a new water heater, new garage doors and a new irrigation system serving both the front and rear grounds. Additional highlights include a three-car garage, screened lanai, private pool and spa, roof replaced in 2017, and pool improvements including resurfacing and updated equipment. Located within gated Westover Reserve, this residence combines a substantial homesite, beautiful interior spaces, thoughtful modern updates and remarkable outdoor living in a highly desirable Windermere setting. A truly special property where space, privacy, elegance and exceptional Florida outdoor living come together.

2009 Westover Reserve Boulevard, Windermere

$649,000

4 Beds ⋅ 3 Baths ⋅ Lakes Of Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. WHIMSICAL POOL HOME | Welcome to the highly desired community of the Lakes Of Windermere. Enjoy the beauty of park-side living and the comfort of your own private pool retreat in this immaculate, move-in-ready home in the desirable Lakes of Windermere community. Featuring four bedrooms, three bathrooms, and 2,455 square feet of thoughtfully arranged living space, this inviting single-story residence features an expansive open floor plan. A roof replaced in 2023, air-conditioning system replaced in 2021, new water heater, and newly replaced pool cage screens add meaningful value to a home that is beautifully prepared for its next chapter. A welcoming covered front porch overlooks the treed community park across the street, creating a peaceful setting for morning coffee or an unhurried evening outdoors. Inside, generous living spaces and an airy, flowing layout provide room to gather, entertain, and settle comfortably into everyday life. The spacious formal living and dining areas offer flexibility for both intimate occasions and larger celebrations, while the heart of the home unfolds into an expansive kitchen and adjoining family room. A preparation island, breakfast bar, abundant cabinetry, generous counter space, dual dining room options and stainless steel appliances make the kitchen as practical as it is inviting. Its open connection to the family room keeps conversation flowing and brings the main living spaces together with views toward the pool. Privately positioned within the floor plan, the spacious primary suite offers a relaxing escape, complemented by two walk-in closets and an en-suite bathroom with separate vanities, a soaking tub, and a separate shower. Three additional bedrooms provide comfortable accommodations and flexibility for guests, a home office, or creative pursuits, while a conveniently located half bathroom serves the main living area. Outdoors, the screened private pool becomes a natural extension of the home, offering space to unwind in the sunshine or enjoy a refreshing swim. The covered lanai provides a shaded setting for outdoor dining and entertaining, with a built-in exhaust hood for your BBQ setup and mature landscaping that enhances the inviting surroundings while providing a completely private pool area. An attached two-car garage accessed from the rear preserves the welcoming character of the front elevation while adding everyday convenience. Beyond the home, Lakes of Windermere offers a large community pool and sun deck, tennis, basketball, and volleyball facilities, three playgrounds, and a fishing pier on Lake Sawyer. Pine Loop Park adds a shaded gathering gazebo and an approximately 0.9-mile sidewalk loop for leisurely walks or an afternoon jog. Ideally located close to A-List schools, all four Walt Disney World theme parks and resorts, with shopping, dining, and daily conveniences nearby, this beautifully maintained residence brings together spacious interiors, inviting outdoor living, valuable updates, and a prime Windermere setting. Call me to schedule your private showing now.

7030 Mapperton Drive, Windermere

8168 Boat Hook Loop Unit 302, Windermere

$297,997

2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Welcome to this spacious 2-bedroom, 2-bathroom third-floor condo in an elevator building, meaning no noisy above neighbors, in a convenient Windermere location, situated within walking distance from the community clubhouse and its extensive resort-style amenities. Offering an open floor plan, generous living spaces, and a low-maintenance lifestyle, this home is well suited for a full-time residence, second home, or investment property. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the spacious kitchen features a breakfast bar, tons of cabinet storage, and large pantry closet. Both bedrooms are generously sized with ample closet space. The primary suite includes a private en-suite bathroom and walk-in closet. An enclosed outdoor living area provides additional space to relax, enjoy your morning coffee, or unwind at the end of the day. The community clubhouse is located just steps away and offers a variety of amenities, including a large swimming pool, fitness center, library, fireplace gathering area, kitchen facilities for entertaining, volleyball court, and playground. Located in Windermere with convenient access to Walt Disney World, shopping, A rated schools, dining, entertainment, and major Central Florida attractions. Disney's Magic Kingdom is approximately 10 minutes away, making this property an attractive option for those seeking a primary residence, vacation home, or investment opportunity in the Orlando area. Schedule your private showing today and discover the convenience and lifestyle this Windermere condo has to offer.

8168 Boat Hook Loop Unit 302, Windermere

5092 Isleworth Country Club Drive, Windermere

$8,500,000

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive and has been beautifully reimagined with an extensive transformation over the last two years. The result is a sophisticated, move-in-ready home where timeless architectural character blends seamlessly with thoroughly modern style. Originally built by Pellegrini Homes and expanded to 7,100 square feet, the residence retains its signature architectural details, including custom ceilings, travertine floors with intricate tile inlays, and carefully crafted shell stone columns. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, magnificent chandelier, and stately stone fireplace. A former bonus room has been thoughtfully transformed into the home's impressive new chef's kitchen, featuring custom cabinetry, an Italian-made 48-inch ILVE range, a luxury appliance collection, and elegant finishes. The original kitchen has been reimagined as a sophisticated entertaining bar with custom cabinetry, a built-in espresso cabinet, wine storage, and dedicated space for morning coffee and smoothies. Both spaces connect effortlessly to the casual dining area and formal dining room, creating an exceptional flow for everyday living and entertaining. The family room offers an open, airy setting with a built-in media display and effortless connection to the lanai. The main-level owner's suite provides a private retreat with a cozy fireplace, dual closets, and a lavish bath featuring dual vanities, a walk-in shower, and a luxurious soaking tub framed by elegant stone columns. A new main-level bedroom with private en-suite bath and an enlarged loft suite add flexibility for family and guests. Throughout the residence, new flooring, custom cabinetry and built-ins, designer lighting including bespoke Italian Murano glass fixtures, custom drapery, automated shades, and beautifully appointed furnishings create a cohesive, elevated aesthetic. Custom London-made closet lighting adds another layer of thoughtful detail, while modernized infrastructure, integrated technology, whole-home Wi-Fi, security, and smart-home features provide a seamless foundation for today's lifestyle. Outside, the residence has been transformed into an exceptional setting for both relaxation and entertaining. The pool has been resurfaced, outdoor living areas expanded, and a new outdoor kitchen and grilling area added, while a completely redesigned landscape, lighting, fencing, and fountain features enhance the grounds. Upstairs, the bedroom suites and expansive balcony capture panoramic views of the golf course and sparkling waters of Lake Bessie. The European-style lanai, with its graceful balustrade, creates an inviting setting for al fresco gatherings and captivating sunsets. This exceptional estate offers a rare combination of timeless architectural character, comprehensive modern improvements, sophisticated design, and an enviable golf-front setting within Isleworth.

5092 Isleworth Country Club Drive, Windermere

$950,000

4 Beds ⋅ 3 Baths ⋅ Windermere Isle-Ph 2 SubDv. ⋅ 34786 Zip Code

Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to contribute 1% of the loan amount toward the buyer's interest rate buy-down. Welcome to 8524 Vivaro Isle Way in the sought-after Windermere Isle community! This beautifully appointed home combines thoughtful upgrades, comfortable living, and inviting outdoor spaces. Enjoy the Florida lifestyle with a private custom pool and fully screened lanai, perfect for relaxing and entertaining. A fenced yard adds privacy, while remote-controlled pool lighting creates a welcoming ambiance for evening swims and outdoor gatherings. The kitchen features upgraded 42-inch cabinetry with crown molding, granite countertops, upgraded cabinet hardware, a single-basin undermount sink, and a stylish backsplash. Upgraded tile flooring extends throughout the foyer, dining room, family room, office, gallery, kitchen/breakfast area, laundry room, and bathrooms, with carpet in the remaining living areas. The dining area includes a dry bar with two wine racks that can be removed upon request. The primary suite offers a relaxing retreat with a raised-height vanity, upgraded undermount sink, semi-frameless shower enclosure, tiled shower, oversized ceiling-mounted rain showerhead, and upgraded hanging hardware. A custom closet organizer provides convenient storage, while blackout blinds in the primary bedroom enhance privacy and light control. Blackout blinds are also installed in the additional bedroom with views of the Walt Disney World Magic Kingdom fireworks. Additional features include 8-foot interior doors, a 9-foot sliding glass door, upgraded bathroom vanities and interior finishes, and upgraded ceiling fans and light fixtures throughout. The living room is equipped with an installed TV mount, ready for a big-screen entertainment setup. Extra garage shelving provides additional storage, and an added electrical outlet offers convenience. A blue-light system installed on the AC unit is designed to help sanitize the HVAC system and inhibit microbial growth. As an added incentive, the seller is offering a transferable home warranty, including pool coverage, through 2028, providing additional peace of mind for the next homeowner. Conveniently located near shopping, dining, parks, and recreation, the home offers access to Winter Garden Village, Lakeside Village, Hamlin, and Walt Disney World-area attractions. With its private pool, screened outdoor living space, thoughtful upgrades, entertainment-ready features, and transferable home warranty, this property offers a wonderful opportunity to enjoy Central Florida living!

8524 Vivaro Isle Way, Windermere

$6,950,000

7 Beds ⋅ 8 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Set behind the guarded gates of Keene's Pointe, lies this masterfully crafted 7-bedroom, 8-bath lakefront estate by Stonebridge Custom Homes presenting an extraordinary opportunity for those seeking uncompromising elegance and everyday indulgence. Expertly designed to invite abundant natural light throughout its over 8700 sqft magnificent interiors while still offering complete privacy and astounding wooded and lake views over its 4+ acre grounds. A stately brick-paver drive, twin motor courts with garage parking for 4 cars and a golf cart, set the tone for the refined lifestyle that awaits within. Through 10-foot solid double doors, the foyer opens to a two-story travertine-tiled formal living area with dramatic stone fireplace and towering windows that frame views of the pool and lake. The kitchen is a culinary masterpiece, featuring a hidden walk-in pantry, Thermador commercial grade appliance suite, including full-size refrigerator and separate freezer, Bosch Dishwasher, Scotsman Ice maker, Busby cabinets, granite countertops, and a double island setup designed for effortless entertaining. A beverage bar connects the kitchen to the formal dining room and iron-gated wine room with 45 bottle Brisa wine refrigerator. The open-concept layout offers casual dining off the kitchen and a family room that flows seamlessly into theatre-style lounge. The first-floor primary suite is a study in calm sophistication, featuring sitting area, poolside terrace access, coffee bar, 2 custom walk-in closets, and a spa-inspired ensuite with dual granite topped vanities, soaking tub, and multi-head steam shower. An executive study, bonus storage, mudroom and laundry, 2 powder rooms, and a private ensuite for visiting guests, complete the first floor. Upstairs, a bonus room for exercise or crafting, an open area for study or reading, add’l laundry, and 5 spacious bedrooms complemented by 4 full baths, ensure every guest enjoys comfort and privacy. From hidden storage and bonus rooms to thoughtfully curated finishes, every detail has been considered with intention and care. Impeccably maintained and thoughtfully updated where it matters, delivering peace of mind as well as prestige (See feature sheet for a full list of updates). Five sets of wall-to-wall sliders open the beautifully appointed interiors to the private outdoor retreat where guests will want to linger. A summer kitchen and outdoor bar overlook the pool with rock waterfall and spa, while an outdoor gas fireplace anchors evenings that stretch long past sunset. The covered lanai areas are enhanced by electronically controlled invisible screens and a mosquito misting system. The beautifully landscaped grounds and fenced backyard extend to a private dock with covered boathouse and electronic lift, providing effortless access to the pristine waters of Lake Tibet and the interconnected Butler Chain of Lakes. Residents of Keene’s Pointe enjoy a country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, pickleball, dining, and a vibrant social calendar. Positioned minutes (3.5 mi.) from historic Windermere with easy access to Orlando's attractions. Furnishings and Regal LS4 Power Boat are negotiable for a truly turnkey move.

6113 Grosvenor Shore Drive, Windermere

9310 Isleworth Gardens Drive, Windermere

$3,595,000

3 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set within the Gardens of Isleworth, an intimate enclave of custom homes surrounded by lush gardens, water features, bridges and walking paths, this elegant single-story garden villa offers elevated garden views. The residence pairs timeless Mediterranean architecture with sophisticated finishes and a seamless indoor-outdoor design. Beautiful finishes throughout the interior include travertine flooring, wood-beamed ceilings and solid wood doors, creating a warm and gracious aesthetic. The expansive kitchen is designed for both everyday living and entertaining, with double islands, Quartzite countertops, a marble mosaic backsplash, Wolf appliances, a gas range, wet bar and butler’s pantry. A stone fireplace provides a focal point in the living room, while the spacious family room opens through panoramic sliding doors to a covered lanai, extending the living spaces naturally outdoors.The primary suite offers a private retreat with a morning bar, sitting area, spa-inspired bath and generous walk-in closet. A wood-floored study with custom built-ins provides an elegant setting for work, while additional bedrooms offer comfort and privacy for family and guests. Additional interior highlights include the laundry room, powder bath, and a three-car garage.Beyond the interiors, the home embraces its lush garden setting with tranquil pond views and an expansive outdoor living area. The covered lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa, creating a private setting for relaxed afternoons and beautiful entertaining. The Gardens of Isleworth offer convenient living in a beautiful setting within Central Florida’s most iconic golf course community.

9310 Isleworth Gardens Drive, Windermere

$3,999,000

5 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot ceilings, expansive windows, and views of the course, filling the home with natural light and warmth, as well as a functional dining room with built-in cabinetry, perfect for entertaining. Designed with both elegance and functionality in mind, the home features wide-plank hardwood flooring throughout, custom drapery and shades, and extensive upgraded lighting and finishes. The private office is a standout, complete with rich built-in cabinetry and a wood-accent ceiling that creates a sophisticated workspace. The primary suite is a true retreat, accessed through a private vestibule-style entrance offering a serene escape. Inside, enjoy access to the outdoors, a spa-inspired bath with a freestanding tub, an oversized walk-in shower, and a spacious custom walk-in closet with built-ins. The chef’s kitchen is thoughtfully appointed with built-in refrigeration and dishwasher, an appliance garage, a large center island, Butler’s pantry with wine refrigeration, and a generous breakfast nook. A mud area with built-ins adds everyday convenience, while the family room showcases custom built-ins for effortless living. The home offers a versatile and spacious layout, including two ensuite bedrooms with walk-in closets on the main level, and two additional bedrooms upstairs connected by a shared bath. The second floor also features a loft with built-ins that can easily function as a fifth bedroom, playroom or media room, along with a bonus space overlooking the golf course—currently used as a gym, but ideal for a game room or lounge. Outdoor living is equally impressive, featuring a saltwater pool and spa, fire pit, cabana with summer kitchen, and a private putting green. The fenced yard and retractable screened lanai create a seamless indoor-outdoor experience, while a convenient exterior-access half bath serves the pool area. Additional highlights include a well-appointed laundry room with stacked washer and dryer, and a four-car garage with high ceilings and custom flooring, and much more! This turn-key home can be purchased fully furnished and decorated. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a rare opportunity to own a meticulously designed, luxury estate that blends comfort, style, location, and stunning golf course views into one extraordinary residence.

6120 Greatwater Drive, Windermere

$2,199,000

4 Beds ⋅ 6 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code

SINGLE STORY LIVING and PRIVATE PEDESTRIAN-GATED ACCESS to WINDERMERE PREPARATORY SCHOOL from within the community distinguish this custom Waterstone home. Built in 2014 and located behind a staffed, guard-gated entrance, the residence offers approximately 4,169 square feet, four bedrooms, four full baths, two half baths, and a three-car garage. Two stately palms welcome you to the beautifully landscaped 0.44-acre homesite, while landscape lighting highlights the grounds after sunset. From the moment you enter, the view opens to the CENTRAL COURTYARD, SALTWATER POOL, and SPA. Direct access from the kitchen, family room, and primary suite makes the courtyard part of daily life. Covered lanais, generous lounging areas, a summer kitchen with a full-size motorized screen, and an outdoor fireplace provide space to gather and dine outdoors. The courtyard has been freshly painted, and the travertine pavers were recently sealed. Inside, soaring ceilings, tray details, crown molding, and expansive windows bring light and courtyard views into the living spaces. The kitchen features Wolf and Sub-Zero appliances, rich wood cabinetry, dual islands, bar seating, and a concealed walk-in pantry. The spacious primary suite includes hardwood flooring, a sitting area, two expansive custom walk-in closets, and a bath with a soaking tub, oversized rainfall shower, and generous vanity space. An adjoining flex room can serve as a home office, gym, or private retreat. Additional features include two newer air-conditioning units serving the multizone HVAC system, a sound system throughout the indoor and outdoor living areas, a whole-house Lorex camera system, a porte-cochère, and an expansive paver driveway. Waterstone is near Windermere High School, with convenient access to Winter Garden Village, Lakeside Village, Walt Disney World, and major Orlando routes. Schedule a private showing to experience this distinctive Windermere courtyard home.

11532 Waterstone Loop Drive, Windermere

$1,488,000

4 Beds ⋅ 4 Baths ⋅ Tildens Grove Ph 01 47/65 SubDv. ⋅ 34786 Zip Code

Welcome to 12721 Jacob Grace Court, an exceptional residence nestled within the highly sought-after gated enclave of Tildens Grove in Windermere. Ideally positioned on a quiet cul-de-sac, this remarkable property sits on over a half-acre homesite with serene conservation and pond views, offering a rare combination of privacy, space, and natural beauty. From the moment you enter, you are greeted by an inviting floor plan filled with abundant natural light and elegant finishes throughout. Just past the two-story foyer, executive home office and formal living room, the expansive main living areas are thoughtfully designed to flow seamlessly, creating the perfect setting for both everyday living and sophisticated entertaining. The heart of the home is the beautifully renovated kitchen, featuring generous cabinetry, quality appliances, and ample counter space, all overlooking the main living and dining areas with stunning private views. The primary suite serves as a tranquil retreat, complete with a spa-inspired bath and spacious walk-in closet. Additional second floor bedrooms provide balcony access and flexibility for family, while a first-floor bedroom and bonus room offer an ideal layout for a private guest sanctuary. Step outside and discover one of the home’s most captivating features—a sprawling backyard with a two-story screen enclosure that is anchored by a resort-style pool, spa and expansive entertaining areas set against conservation and water views. Residents of Tildens Grove enjoy a premier lifestyle with gated access, tree-lined streets, tennis courts, playground and proximity to top-rated schools, boutique shopping, dining, golf, and all the attractions that make Windermere one of Central Florida’s most desirable locations.

12721 Jacob Grace Court, Windermere

11446 Jasper Kay Terrace Unit 202, Windermere

$290,000

2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Welcome to easy Florida living in the desirable Lakeside community of Windermere! This beautifully maintained 2-bedroom, 2-bathroom condo offers a comfortable open-concept layout with plenty of natural light and a warm, inviting feel throughout. The spacious living and dining areas create an ideal setting for both everyday living and entertaining, while the well-appointed kitchen offers modern appliances, generous counter space, and plenty of room. The primary suite features a private en-suite bath and ample closet space, while the second bedroom offers flexibility for guests, a home office, or additional living needs. Step outside to your private balcony and enjoy your morning coffee or unwind at the end of the day while taking in the peaceful community surroundings. Residents of Lakeside enjoy a variety of amenities designed for an active and relaxed lifestyle, including a community pool, fitness center, and walking trails. Conveniently located near shopping, dining, entertainment, and highly sought-after Windermere-area schools, this home offers the perfect combination of comfort, convenience, and community. Whether you're looking for a low-maintenance primary residence, a place to settle into the Windermere lifestyle, or a smart addition to your real estate portfolio, this condo is ready to welcome you home.

11446 Jasper Kay Terrace Unit 202, Windermere

$560,000

4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

WINDERMERE OPPORTUNITY! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 2,214 sq. ft. in the desirable Westside Village community. Built in 2018, this home offers a spacious open-concept layout designed for both everyday living and entertaining. The first floor features luxury vinyl flooring, while the upgraded kitchen offers marble countertops, generous workspace and an open flow into the main living areas. A versatile bonus/flex space provides additional room for a media area, game room, home office or additional living space. Enjoy the benefits of solar panels, offering added energy-efficiency potential. Includes custom drapes on all windows. IMPORTANT: Solar panels are subject to an existing financing obligation that must be assumed by the Buyer, subject to approval by the solar financing/provider company. Buyer to independently verify remaining balance, monthly payment, transfer requirements and all solar terms. Westside Village offers resort-style community amenities including a pool, clubhouse, playground and walking trails. Ideally located near shopping, dining, major roadways and the Disney area. Previous marketing of the property has also highlighted views of the Disney fireworks from the home. Buyer may qualify for up to $3,000 in lender credits toward closing costs when financing with Seller’s preferred lender. Schedule your private showing today and discover the space, location and lifestyle this Windermere home!

11543 Charnock Drive, Windermere

$3,250,000

3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The gourmet kitchen features a 10-ft center island and top of the line appliances. The primary suite includes a recently renovated bathroom with a generously sized shower and soaking tub. Outside, a fully fenced garden setting surrounds the pool and spa. A summer kitchen and fireplace make the space inviting for outdoor dining and relaxing in the Florida Sunshine.

6126 Payne Stewart Drive, Windermere

$4,395,000

6 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence with contemporary interiors and expansive views across the course. Beyond the private entry gate to the property, a long, dramatic drive leads to the circular motor court anchored by a distinctive tiered fountain, creating an impressive arrival to this beautifully reimagined Isleworth estate. Inside, soaring ceilings and a dramatic two-story foyer introduce beautifully updated living spaces, where new flooring, refined architectural details and distinctive backlit feature walls create a fresh, elevated aesthetic. Primary living spaces include formal living and dining rooms, a kitchen with casual dining, and a home office. The six-bedroom residence offers two bedrooms on the main level, one on the lower level and three on the upper level. The expansive primary suite is includes a large bath finished with oversized floor-to-ceiling stone tile, a freestanding soaking tub, walk-in shower and dual-sink vanity. Designed for year-round enjoyment, the outdoor living experience begins in the enclosed Florida room and unfolds onto a sprawling pool deck overlooking the golf course. A large pool is complemented by an intimate oasis dining area surrounded by a pool moat, a separate sundeck and a covered outdoor grilling area, creating multiple spaces for entertaining, dining and relaxing. With its exceptional arrival, thoughtfully renovated interiors and expansive indoor-outdoor living, this distinctive estate offers a refined setting within one of Isleworth’s most sought-after golf-course locations.

5186 Vardon Drive, Windermere

$530,000

4 Beds ⋅ 2 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code

This 4-bedroom, 2-bath pool home in the gated community of Eden Isle offers approximately 2,020 square feet of single-story living with an open floor plan, high ceilings, and plenty of space for both everyday living and entertaining. Step outside and enjoy your own private Florida retreat featuring a screened-in pool and a fully fenced backyard; ideal for relaxing, entertaining, or enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom with a soaking tub, separate shower, double vanity, and plenty of room to unwind. Major improvements provide added peace of mind, including a roof replaced in 2022, HVAC system replaced in 2021, and a new hot water heater. Eden Isle residents enjoy access to a community playground and private community boat ramp on Lake Speer, making it easy to enjoy the Florida lifestyle both on and off the water. Conveniently located in sought-after Windermere with easy access to shopping, dining, entertainment, major roadways, and Central Florida's world-famous attractions. Schedule your private showing today!

13738 Eden Isle Boulevard, Windermere

$1,598,000

4 Beds ⋅ 4 Baths ⋅ Reserve At Lake Butler Sound SubDv. ⋅ 34786 Zip Code

Set on 0.54 acre at the end of a quiet cul-de-sac in the Reserve at Lake Butler Sound, 6533 Cartmel Lane offers single-story living within one of Windermere’s established guard-gated communities. Mature landscaping, a paver driveway and a substantial architectural entry frame the residence, while the private pool opens to an expansive backyard that gives the property a notable sense of space and privacy. Inside, high ceilings and generous natural light shape a thoughtfully arranged split-bedroom floor plan. The primary suite is positioned apart from the secondary bedrooms, creating a more private retreat within the home. Just beyond the bedroom, a bonus room offers a flexible extension of the suite, suited to a sitting room, study or quiet reading space. The principal living areas are distinct yet connected, allowing the home to feel open without sacrificing definition. Generous windows bring natural light throughout, while the formal dining area and multiple gathering spaces create an easy progression from one room to the next. Outdoor living is centered around the screened lanai and pool, both overlooking the broad rear lawn. The scale of the homesite gives the exterior a sense of openness, while the three-car garage provides additional parking and storage. A tile roof completes the home’s architectural profile. Reserve at Lake Butler Sound was conceived as a gated residential community of luxury homes, shaped by consistent architectural and landscape standards intended to preserve a cohesive and harmonious setting. Controlled access established landscaping and a carefully maintained residential environment contribute to a sense of privacy, permanence and distinction. Approximately six minutes away, downtown Windermere offers a refined small-town setting defined by tree-lined streets, local parks, neighborhood dining and the popular Friday farmers' market. Just beyond the community, a public boat ramp provides access to Lake Butler and the interconnected Butler Chain of Lakes, while several of Central Florida’s notable golf courses are within easy reach. Walt Disney World, Universal Orlando, Sand Lake Road, downtown Orlando and Orlando International Airport are approximately 20 to 30 minutes away. With its single-story design, generous homesite and setting within one of Windermere’s established luxury communities, 6533 Cartmel Lane offers a refined expression of Central Florida living, defined by privacy, space and convenient access to the area’s lakes, golf, entertainment and travel connections.

6533 Cartmel Lane, Windermere

$625,000

4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

The best sought-after Windermere location! This beautiful Lakes of Windermere 4 bedroom 2.5 bath home was just updated this summer with NEW ROOF, NEW APPLIANCES, NEW CARPETS, FRESHLY PAINTED INSIDE AND OUT, plus garage and floor fully painted. ELECTRIC VEHICLE CHARGER IN GARAGE. NO rear neighbors: Enjoy a calm, quiet pond view from your covered 15x7 back porch. Or meet the neighbors by relaxing on your covered 17x12 front porch facing the tree-lined street! The kitchen/family room combo is light and bright with soaring 2-story ceiling and windows galore! All matching new SS appliances plus lots of wood cabinets and long breakfast bar in the kitchen that adjoins a dinette area with built in desk. All bedrooms are upstairs with new carpets. The extra large Primary suite includes a window seat, and bathroom with garden tub, separate shower, dual sinks, linen closet and private water closet. Three more comfortable bedrooms and bath are down the hall. The Lakes of Windermere community clubhouse and pool are a short walk away in addition to tennis, basketball, volleyball, and soccer courts, three playgrounds, a lake dock with fishing access, and scenic walking trails through the community including GAZEBO AT THE PINE LOOP PARK (Nobelton Drive and Mapperton Drive) a shaded space for community parties and events. Zoned for A+ rated Windermere High School! Short drive to Disney World, and close to 429 for easy access to Orlando and Horizon West for the best shopping and restaurants. Ready for immediate occupancy. Call to see it today!

12809 Holdenbury Lane, Windermere

$549,990

3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code

Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. This Cawood floor plan features interior finishes from the AW Collection Coastal, blending clean lines and neutral tones and textures. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

13317 Lush Lime Alley, Windermere

$2,995,000

6 Beds ⋅ 9 Baths ⋅ Bellaria SubDv. ⋅ 34786 Zip Code

Set on nearly an acre within the prestigious guard-gated community of Bellaria, this remarkable estate combines grand-scale living, exceptional flexibility, and an unbeatable location. Impressive curb appeal creates an immediate sense of arrival, enhanced by a spacious U-shaped driveway and an oversized three-car garage. Beyond the entry, a dramatic formal living room welcomes you with soaring two-story ceilings, abundant natural light, and an elegant bar area complete with a wine refrigerator. The expansive kitchen serves as the heart of the home, featuring a massive center island, extensive cabinetry, generous prep space, and a full suite of stainless steel appliances. A formal dining room provides a refined backdrop for special occasions, while the adjoining breakfast nook offers a relaxed setting for everyday meals. The sprawling first-floor primary suite is a private retreat with impressive proportions and separate his-and-hers walk-in closets. Its spacious bathroom features dual vanities, an oversized walk-in shower, and a soaking tub designed for relaxation. An additional guest suite on the main level provides comfort and privacy for visitors, while a dedicated formal office creates an ideal space for working from home. Upstairs, five additional bedrooms provide tremendous flexibility for family and guests. A spacious loft offers another casual gathering area, while the separate bonus room could easily be transformed into a private home theater, game room, fitness studio, or additional entertainment space. With six bedrooms, multiple living areas, and thoughtfully designed spaces throughout, the home is exceptionally well suited for both everyday living and large-scale entertaining. Outside, an expansive covered patio extends the living space and features a full summer kitchen, making it ideal for dining, entertaining, and enjoying Florida’s year-round sunshine. The enormous backyard offers remarkable possibilities, with ample room to create a custom resort-style pool. Bellaria’s prime location places you just minutes from Winter Garden Village, charming Downtown Windermere, Restaurant Row, world-renowned theme parks, and an outstanding selection of shopping, dining, and entertainment. Offering extraordinary space, privacy, and potential in one of Windermere’s most sought-after gated communities, this impressive estate presents a rare opportunity to create the ultimate luxury lifestyle.

13101 Bellaria Circle, Windermere

$7,450,000

7 Beds ⋅ 10 Baths ⋅ Keenes Pointe Unit 03 46/104 SubDv. ⋅ 34786 Zip Code

Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired architecture with transitional interiors. A long brick-paver driveway leads to a circular motor court, porte cochère, tile roof, stone accents, and arched windows. Oversized glass entry doors frame immediate lake views and open to two-story formal living spaces featuring newly installed wood flooring, detailed ceilings, clerestory windows, and abundant natural light. The kitchen includes an oversized island, quartz countertops, glazed custom cabinetry, double ovens, premium appliances, and a walk-in pantry. Open gathering areas and expansive windows provide continuous views of Lake Tibet. Additional interior features include a game room, dedicated home theater, and a private primary suite with an oversized walk-in closet and updated bathroom. Each secondary bedroom includes an ensuite bathroom. The bathrooms have been updated, the interior has been freshly painted, and the carpeting has been replaced. A detached guest house offers additional flexible living space. Added in 2019, the covered outdoor kitchen and dining pavilion features a wood-paneled ceiling, large dining and preparation island, built-in grill, pizza oven, wine cooler, and oversized refrigerator. The outdoor area also includes a resort-style pool, heated spa, expansive lawn, sand volleyball court, and soccer area overlooking the lake. A private dock with boat lift provides direct access to Lake Tibet and the Butler Chain of Lakes.

9343 Tibet Pointe Circle, Windermere

9010 Reflection Pointe Drive, Windermere

$945,000

4 Beds ⋅ 4 Baths ⋅ Windermere Trails SubDv. ⋅ 34786 Zip Code

Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination of style, comfort and Central Florida convenience. Unwind beside your own heated saltwater pool and spa while enjoying views of the Disney fireworks. Inside, tile flooring extends throughout the home, creating a clean and cohesive look that is both attractive and easy to maintain. Fresh interior paint in 2026 enhances the bright, welcoming atmosphere. The formal dining room makes a beautiful first impression with its gorgeous coffered ceiling, providing an elegant setting for holiday dinners, celebrations and evenings with friends. The kitchen is designed for anyone who appreciates generous workspace and exceptional storage. A substantial amount of cabinetry is complemented by expansive granite countertops, a tiled backsplash and an oversized walk-in pantry. Pendant lighting highlights the breakfast bar, creating a natural place for casual meals and conversation. Built-in stainless steel appliances and a Bosch Dacor refrigerator installed in 2022 complete this impressive space. A drinking water filtration system and a whole-house water softener add everyday convenience. The kitchen opens naturally to the spacious family room, where a stacked stone accent wall adds warmth, texture and architectural interest. Views of the pool create a beautiful backdrop and keep the indoor living areas connected to the outdoor setting. Whether hosting a crowd or enjoying a quiet evening at home, the open arrangement allows everyone to remain part of the conversation. Go outside to the heated saltwater pool and spa. With the propane heater, the pool can be enjoyed well beyond the traditional swimming season, while the space offers plenty of room for lounging, dining and entertaining. The pool filtration equipment was replaced in 2024. The thoughtfully planned four-bedroom, 3.5-bath layout provides flexibility for a family, guests or a home office. The washer and dryer (2022) are also included. A complete Bosch HVAC system, including interior and exterior equipment, was installed in spring 2024 and carries a 10-year parts/labor warranty w/required annual maintenance. The water heater is from 2019, and the exterior and tile roof were professionally power washed in 2024. An interior ADT security system and exterior CCTV camera system provide additional peace of mind. A separate two-car (with epoxy floor in 2023 and one-car garage epoxy in 2026) provides three total spaces for vehicles, storage or hobbies. Just inside one of the garages, a drop station features areas for phone charging, along with space for packages, bags and daily essentials. Windermere Trails offers a resort-style community pool, walking trails, playgrounds, pavilions, a dog park and fitness areas. Surrounded by the natural beauty of the Butler Chain of Lakes, the community is close to highly regarded A-rated schools, Lakeside Village, Hamlin Town Center, Winter Garden Village, Horizon West and the renowned dining of Dr. Phillips. Nearby SR 429 provides convenient connections to the Turnpike, SR 408 and I-4, while Walt Disney World, Disney Springs, shopping, golf, boating, restaurants and medical services are all nearby. Beautifully maintained and ready now, this home combines inviting interior spaces, a private pool retreat, recent improvements and a location that places the best of Central Florida at your doorstep.

9010 Reflection Pointe Drive, Windermere

$489,900

3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code

Virtually Staged. NEW ROOF COMING SOON! Welcome to 13535 Bramham Lane, a spacious and airy 3-bedroom, 2-bath, single-story home offering plenty of room to spread out and make it your own. Freshly painted throughout, the home features tile flooring in the main living areas with carpeting in the bedrooms. The versatile floor plan includes living and dining areas along with a spacious great room, providing multiple spaces for entertaining, relaxing, and everyday living. The kitchen features granite countertops and stainless steel appliances and opens to the great room, creating a comfortable gathering space at the heart of the home. Outside, nicely landscaped grounds create a welcoming first impression, while the charming front porch is perfect for morning coffee or enjoying the Florida weather. A back patio provides additional outdoor living space for grilling, entertaining, or simply relaxing. Complete with a two-car garage, this home offers a wonderful combination of space, comfort, and flexibility. Located within a gated community featuring sidewalks throughout, residents can enjoy a neighborhood setting designed for walking and outdoor living, along with a community pool. It's so close to Disney that you can hear the train whistle!

13535 Bramham Lane, Windermere

$1,280,000

4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Experience the charm of Old Windermere at 104 E 1st Ave, ideally situated in the heart of one of Central Florida’s most sought-after communities. Set on an oversized 0.45-acre corner lot surrounded by mature landscaping, this beautifully reimagined single-story home offers 4 bedrooms, 2.5 bathrooms, 2,441 square feet of living space, and a 2-car garage. Transformed through an extensive renovation by Davila Homes, the residence was thoughtfully redesigned and expanded, creating the feel of a brand-new home while preserving the charm of its Old Windermere setting. The interiors showcase elevated finishes throughout, including a beautifully designed gourmet kitchen with top-of-the-line appliances, sophisticated living spaces, and carefully selected details throughout. Outside, the home embraces the Florida lifestyle with a private pool and outdoor kitchen, creating an ideal setting for entertaining, weekend gatherings, or simply enjoying the privacy and space of nearly half an acre. What truly sets this property apart is its Old Windermere location. Enjoy the character and lifestyle of living within the Town of Windermere, surrounded by tree-lined streets and just moments from local parks, dining, shopping, community events, and everything that makes this area so special—all with no HOA. Combining the character of Old Windermere with the quality, design, and finishes of a beautifully renovated home, 104 E 1st Ave offers a rare opportunity to enjoy nearly half an acre, exceptional indoor-outdoor living, and a truly turnkey residence in the heart of Windermere.

104 E 1st Avenue, Windermere

$19,500,000

6 Beds ⋅ 10 Baths ⋅ Isleworth Amd 03 SubDv. ⋅ 34786 Zip Code

Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Blanche along the coveted Butler Chain of Lakes. This exceptional residence is designed for the most discerning buyer seeking luxury, exclusivity, and resort-style living on approximately 2.5 acres. Encompassing over 13,494 square feet of refined living space and more than 20,476 total square feet, the estate features six luxurious bedroom suites, eight full baths, and two half baths. Every bedroom offers oversized walk-in closets, while the primary suite is a private sanctuary complete with a sitting room, hidden passage access to the study, private morning kitchen, and direct stairway access to the lower-level fitness retreat. Designed for both grand entertaining and intimate living, the home showcases vanishing glass sliders that seamlessly connect the living room, family room, and bar area to expansive outdoor living spaces and screened terraces overlooking breathtaking sunset views across Lake Blanche. The resort-inspired outdoor setting features a heated saltwater infinity-edge pool and spa, summer kitchen, outdoor shower, and tranquil waterfront ambiance. Exceptional amenities include a full theater room with private bath, elevator servicing all three levels, extensive storage throughout, lower-level gym with steam shower and sauna-ready space, dual laundry features including a dog shower and dog door, and a separate guest house complete with living room, kitchenette, and full bath. Equipped with all-new smart-home technology and integrated systems. The gourmet kitchen is thoughtfully appointed with dual ovens, six-burner gas range, steamer, warming drawer, freestanding refrigerator and freezer, two refrigerator drawers, dual full-size dishwashers, and two microwave ovens. Completing this remarkable offering is a five-car garage, private boat dock with electric lift and jet ski slip, and an unmatched combination of sophistication, comfort, and privacy in one Of Central Florida's most prestigious golf and country club communities along the Butler Chain of Lakes.

5192 Vardon Drive, Windermere

$645,000

4 Beds ⋅ 3 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code

This spacious Single-Family Home is located at the Windermere Ashlin Park, 4 bedrooms 3 full bathrooms. ?Large kitchen, bar kitchen island with basin, equipped with stainless steel appliances, closet pantry, open to breakfast nook. Family/Great room with sliding door overlooking covered patio and fenced backyard. Large laundry room with electric washer and dryer with storage cabinet. Security system installed, cable/internet distribution box . Double garage with 2 separate electric door openers. Community Pool and Club. The property is conveniently located with easy access to S.R. 535 and toll road 419. Schools, shopping areas and nearby Disney and tourist attractions.

7252 Backwoods Trail, Windermere

$379,900

3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Lake Reams Twnh SubDv. ⋅ 34786 Zip Code

LIVE IN OR INVEST WHERE OTHERS DREAM OF VACATIONING!!! Amazing opportunity in Windermere, one of Central Florida’s most desirable locations, just minutes from the magic of Walt Disney World and located in a highly rated school zone! This beautiful 3-bedroom, 2.5-bath townhouse offers the perfect combination of location, comfort, and lifestyle, featuring a spacious and functional layout plus a private fenced backyard, ideal for relaxing, entertaining, and enjoying the Florida lifestyle. Experience a beautiful community surrounded by nature and exceptional amenities, including a community pool, playground, walking trails, scenic lakes, and lush green spaces. Conveniently located near highly rated schools, shopping, dining, major roadways, and Central Florida’s world-famous attractions. Whether you’re looking for your next home or an investment opportunity in one of the Orlando area’s most sought-after locations, this is an opportunity you don’t want to miss!. LIVE IT. INVEST IN IT. LOVE WINDERMERE !!!

8608 Brookvale Drive, Windermere

$689,900

5 Beds ⋅ 3 Baths ⋅ Vineyards Of Horizons West Phase 1b SubDv. ⋅ 34786 Zip Code

The best family living location! Welcome home to this fabulous 5 bedrooms, 3 full baths, 2 car garage located in the peaceful community of Vineyards in Windermere Florida. Gorgeous subdivision convenient to major roadways, A+ Rated Schools, Shopping, entertainment and so much more. Just minutes away from Walt Disney World. Spacious Master ensuite with walk-in closet. Modern Kitchen with stainless steel appliances with a gas range, granite counter tops and dark wood cabinets! Screened patio with beautiful spacious view of the large yard and conservation. Community comes with a Park/playground and community pool. Do not miss this awesome opportunity!!! Enjoy the benefits of solar energy in this home, equipped with solar panels that help reduce reliance on traditional electricity and may lower monthly utility costs. By harnessing the sun’s energy, the system offers an environmentally friendly way to help power your home while adding an appealing energy-saving feature to everyday living.

6614 Bridgewater Village Rd, Windermere

$700,000

1 Beds ⋅ 1 Baths ⋅ Marsh Sub SubDv. ⋅ 34786 Zip Code

Charming 1 Bedroom 1 Bath Craftsman Cottage on a spacious lot in Downtown Windermere * Whole House Natural Gas Generator keeps the lights and hot water on during all storms * Mature Oak Trees * The covered porches on the front and rear offer additional spaces to entertain, watch nature or read your favorite book while you slow down and truly experience the "Old Windermere" lifestyle * Home has been lovingly maintained and will impress even the most finicky Buyer * Don't miss this rare opportunity * Must see inside to really appreciate the home * A Garage can be added on the front and a Virtual Garage is in the pictures * there is enough room to add another Bedroom Suite in the backyard - Call for details

628 Forest Street, Windermere

$485,000

4 Beds ⋅ 2 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code

Virtually Staged. Space, flexibility, and a fantastic Windermere location! Set on a prime CUL-DE-SAC LOT in the GATED Lakes of Windermere-Peachtree community, this spacious 3-bedroom + BONUS, 2-bath, 2-car garage home offers a versatile floor plan with the convenience of MAIN-LEVEL LIVING plus an oversized BONUS ROOM upstairs. A NEWER A/C (2022) adds to the appeal. Inside, you will find a welcoming foyer that opens to combined formal living and dining spaces before making your way into the kitchen that connects seamlessly with a casual dining area and spacious family room, creating an easy layout for everyday living and entertaining. Sliding glass doors extend the living space outdoors to a COVERED LANAI. Privately positioned at the back of the home, your PRIMARY SUITE features a WALK-IN CLOSET and private EN-SUITE BATH. Bedrooms two and three share a second full bath, keeping the primary living spaces, bedrooms and baths conveniently together on one level. Upstairs, the bonus room delivers valuable flexibility and can easily serve as a MEDIA ROOM, second living area, HOME OFFICE, guest space or 4TH BEDROOM. Lakes of Windermere-Peachtree offers a beautiful natural setting surrounded by trees and conservation, along with a COMMUNITY POOL and PLAYGROUND. The home is ZONED FOR “A” RATED SCHOOLS, including WINDERMERE HIGH SCHOOL, and is ideally located just off Reams Road with easy access to SR-429. Walt Disney World, Orange County National Golf Center, Four Seasons Golf & Sports Club, ESPN Wide World of Sports, shopping, dining and everyday conveniences are all just minutes away. LOCATION, LAYOUT & VERSATILITY – this Windermere home delivers all three. Call today to schedule a tour and let us say WELCOME HOME!

13424 Hopkinton Court, Windermere

$445,000

3 Beds ⋅ 3 Baths ⋅ Carrington SubDv. ⋅ 34786 Zip Code

Welcome to 12333 Via Derna Pl, a beautifully updated townhome located in the highly desirable Carrington community of Windermere. Offering 1,919 sq. ft. of living space, this spacious 3-bedroom, 2.5-bath home features a bright open-concept floor plan designed for both comfortable everyday living and entertaining. Recent updates to the family room, kitchen, and shared bathroom give the home a fresh, modern feel, while abundant natural light creates a warm and inviting atmosphere throughout. The property is also EV-ready, with infrastructure already in place for an electric vehicle charger. Ideally located near highly rated schools, shopping, dining, major roadways, and Central Florida’s world-famous attractions, this move-in-ready home offers an excellent combination of location, space, and modern convenience. The Tesla charger and window curtains are not included in the listing price but may be negotiated separately. Schedule your private showing and discover everything this Windermere home has to offer!

12333 Via Derna Place, Windermere

$1,270,000

6 Beds ⋅ 5 Baths ⋅ Palms/Windermere SubDv. ⋅ 34786 Zip Code

Experience elevated Florida living in this extraordinary 4,585-square-foot estate, ideally positioned in the heart of Windermere and just 2 miles from Magic Kingdom. Built in 2025 and presented in pristine, like-new condition, this remarkable residence offers an exceptional combination of sophisticated design, expansive living spaces, and an enviable location. Every detail has been thoughtfully considered to create a home that is as impressive as it is functional. From the moment you enter, the scale and elegance of this residence are immediately apparent. The expansive floor plan features six generously sized bedrooms, a dedicated private office, and a substantial bonus room, providing an extraordinary level of flexibility for today's lifestyle. The separate office is ideal for working from home, while the spacious bonus room can easily be transformed into a home gym, media room, children's playroom, or additional entertainment space. Upstairs, an impressive nearly 600-square-foot loft creates an entirely separate living and entertainment experience. Complete with a built-in wet bar, this remarkable space is perfectly suited for movie nights, game days, entertaining guests, or simply relaxing with family. Designed with modern luxury and everyday convenience in mind, the home features a dedicated laundry room on each floor, an abundance of additional closets, a large walk-in pantry, and generous garage space. There is no shortage of room for storage, hobbies, vehicles, and everything that comes with an elevated lifestyle. Perhaps the most exceptional feature is the location. Situated just minutes from Walt Disney World, you can enjoy the convenience of being only 2 miles from Magic Kingdom while even taking in the spectacular nightly Disney fireworks from your own home. The community also offers a playground, providing a wonderful space for children to play and enjoy the outdoors. At the same time, you'll be close to the highly sought-after Windermere school district, shopping, dining, golf, and everything Central Florida has to offer. Impeccably maintained, exceptionally spacious, and truly move-in ready, this stunning Windermere residence delivers a rare combination of luxury, convenience, and location. With six bedrooms, a dedicated office, a massive bonus room, an expansive loft with wet bar, two laundry rooms, and extraordinary storage, this is a home designed to accommodate both grand entertaining and effortless everyday living.

14360 Crest Palm Avenue, Windermere

$3,290,000

5 Beds ⋅ 7 Baths ⋅ Casabella SubDv. ⋅ 34786 Zip Code

Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers residence offers approximately 5,502 square feet of beautifully appointed living space, featuring 5 private ensuite bedrooms and 2 half bathrooms. From the moment you enter, the home impresses with sophisticated architectural details, soaring ceilings, abundant natural light, and expansive spaces thoughtfully designed for both refined everyday living and effortless entertaining. The gourmet kitchen is equipped with premium appliances, custom cabinetry, an oversized island, ample counter space, and an open-concept design that flows seamlessly into the family room and dining areas. The first-floor primary suite offers a tranquil private retreat, complete with a spa-inspired bathroom featuring dual vanities, a spacious walk-in shower, and generous his-and-her closet areas. Also located on the first floor is an additional private suite and a dedicated office, while the second floor offers the remaining bedrooms, a secondary primary suite, a spacious loft, and versatile living areas. Step outside to an impressive outdoor living space featuring a private heated in-ground pool, upgraded covered lanai with a summer kitchen, and beautifully landscaped surroundings, creating an ideal setting for entertaining or relaxing in complete privacy. Additional features include a three-car garage, tile roof, elegant finishes, abundant storage, and carefully curated furnishings throughout. Offered fully furnished, this exceptional residence presents a rare opportunity to enjoy a turnkey Windermere lifestyle within one of Central Florida’s sought-after gated communities. Ideally positioned near premier shopping, fine dining, golf, entertainment, major roadways, and world-renowned attractions, this Casabella estate brings together luxury, privacy, comfort, and convenience.

4243 Isabella Circle, Windermere

$2,685,000

5 Beds ⋅ 7 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Expansive golf course and water views abound from this impressive Keene’s Pointe estate residence, located on the 3rd green of the renowned Jack Nicklaus Signature Golf Course. Be welcomed by a grand foyer that flows seamlessly into a formal dining room: a refined, inviting space that blends timeless architectural character with luxury finishes. Framed by exposed wood beams, arched wall details, and wrought iron accents, the room feels warm yet grand. Nearby, the living room offers a more relaxed ambiance that elevates everyday living while providing a sophisticated backdrop for entertaining. An expansive primary bedroom and bathroom suite, office, and pool bath are located off the foyer. The chef’s kitchen feature stainless steel appliances—including a double oven and built in refrigerator—that create a seamless, upscale workflow, while the adjacent breakfast nook provides a sunlit place to enjoy morning coffee. A secondary suite on the first floor is perfect for visiting guests. Three upstairs bedroom suites share a common space for homework or socializing and a large bonus room with bar and balcony is a favorite place to entertain friends. A designated home theater is perfect for relaxing while enjoying favorite shows. Outside is a summer kitchen, fireplace, and lounge area for enjoying the Florida weather. The large resort-style pool and spa with waterfall complete the setting. Home is located across the street from the golf course driving range. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

8142 Tibet Butler Drive, Windermere

5373 Isleworth Country Club Drive, Windermere

$7,200,000

5 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

5373 Isleworth Country Club Drive, Windermere

$625,000

4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

WATER-VIEW SETTING + NIGHTLY MAGIC KINGDOM FIREWORKS + PRIME WINDERMERE LOCATION! Welcome to 12909 Cragside Lane, a beautifully renovated 4-bedroom, 2.5-bath, 2,460-square-foot single-story home in Lakes of Windermere. Located directly across from a neighborhood pond and fountain, the home offers a uniquely Central Florida setting with nightly views of the Magic Kingdom fireworks just steps from your front door. The exceptional location also provides convenient access to highly regarded public and private schools, childcare, Horizon West amenities and Walt Disney World. This move-in-ready home has been extensively updated, with many of the major expenses of homeownership already completed. Improvements include a new roof, HVAC system, water heater, Resideo smart WiFi thermostat, interior and exterior paint, hard-surface flooring throughout with no carpet, light fixtures and ceiling fans — all in 2021; new refrigerator, range/oven, dishwasher, washer and dryer, backyard fencing, paver outdoor-living area and gazebo in 2023; new kitchen countertops and guest-bath flooring, countertop, sinks and faucets in 2025; and refreshed front and rear landscaping and AT&T Fiber wiring in 2026. The fencing, paver improvements, gazebo and landscaping were reviewed and approved through the community HOA architectural-review process. Inside, the bright and spacious floor plan features an open kitchen and family room along with additional flexible living spaces ideal for a home office, recreation, entertaining or additional gathering space. Crown molding, architectural details and updated finishes complement the extensive mechanical and cosmetic improvements throughout. The fenced backyard provides an inviting extension of the living space with its paver patio, gazebo and refreshed landscaping, while the covered front porch faces toward the peaceful pond and fountain setting. Lakes of Windermere offers a community pool, parks, playgrounds, tennis and basketball courts, sidewalks and recreational spaces. The location is especially convenient to Sunset Park Elementary, Horizon West Middle School and Windermere High School, with Windermere Preparatory School also nearby, along with multiple daycare and early-learning options approximately a mile from the home. Shopping, dining and recreation throughout Horizon West are close at hand, while Walt Disney World and Magic Kingdom are just minutes away. With its water-view setting, nightly Disney fireworks, extensive renovations, newer roof and major systems, hard-surface flooring throughout, upgraded outdoor living spaces, excellent school access, fiber connectivity and highly convenient Windermere location, 12909 Cragside Lane offers an exceptional combination of lifestyle, location and move-in-ready condition.

12909 Cragside Lane, Windermere

$359,000

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twhm SubDv. ⋅ 34786 Zip Code

Welcome to the peaceful townhome community of The Lakes of Windermere, conveniently nestled just behind Walt Disney World’s Magic Kingdom! Enjoy beautiful green space out front and a tranquil conservation area in the back. The affordable HOA provides added peace of mind by covering exterior and roof maintenance, landscaping, and access to the sparkling community pool. This 2-bedroom, 2.5-bath townhome with a 2-car garage offers a flexible floor plan filled with inviting living spaces. A tiled entry foyer welcomes you into the first floor. Crown molding throughout adds an elegant finishing touch to the home’s inviting interior. The open kitchen features granite countertops, white subway tile backsplash, an undermount sink with a beautiful view, 42" wood-grain cabinetry, closet pantry and stainless steel appliances. The adjoining breakfast nook provides plenty of space for casual dining. Just off the kitchen is a separate dining room with beautiful wood flooring that could easily serve as a home office, den or flex space. The wood flooring continues into the bright and comfortable living room overlooking the private courtyard. Step outside to your fenced courtyard, complete with grass, pavers and a concrete patio area ready to accommodate your outdoor living needs. The courtyard also provides convenient access to the detached 2-car garage. Upstairs the beautiful wood flooring continues. The spacious primary suite is a true retreat. A modern barn door opens to the ensuite bath featuring dual undermount sinks, a walk-in closet, linen closet and an oversized soaking tub and shower combination. The second bedroom also offers a walk-in closet and its own private ensuite bathroom—ideal for guests, family or a roommate arrangement. An upstairs laundry area adds everyday convenience. Enjoy easy access out front to the bike/walking path that leads just over 1 mile to Lakeside Village Center, home to Publix, Starbucks, cafés, banks, recreation areas, and other everyday conveniences. The Lakes of Windermere is highly sought after for its desirable location, convenient access to high rated schools, shopping, dining, and all of the Walt Disney World parks. And with the Magic Kingdom nearby, you can even enjoy the magic of nightly fireworks right from your front door. With its flexible floor plan, private outdoor space, conservation setting, 2-car garage, and exceptional location, this townhome has so much to offer. Now is your opportunity to own a beautiful home in one of Windermere’s most convenient communities!

12417 Cruxbury Drive, Windermere

$3,300,000

4 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations. This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home's open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions. Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a "Touchless" Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain. Life here extends beyond the property itself. Located on one of Windermere's most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida's premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways. Whether you're enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living. Original house was built in 1961 but completely expanded and remodeled in 2000 - present owner made upgrades in 2023 - call for details

515 W 2nd Avenue, Windermere

$4,250,000

34786 Zip Code

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 158 feet wide and one of four being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. LOT 4 IS ALSO AVAILABLE AT THIS SAME PRICE. OTHER PRICING FOR LOTS 2 and 3 AVAILABLE BY REQUEST. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere

$425,000

2 Beds ⋅ 1 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Opportunity awaits at 9764 Gotha Road! This 2-bedroom, 1-bathroom home offers 1,216 square feet of living space, a private fenced yard, and NO HOA. Whether you're searching for a place to call home or looking to add another property to your investment portfolio, this home offers plenty of flexibility and potential. Inside, you'll find tile throughout the main living areas and hardwood flooring in both bedrooms. The converted garage provides additional flex space that can be utilized as a home office, game room, workout area, hobby space, or bonus room, with the laundry conveniently located within the space. Enjoy the outdoors from the screened front patio or take advantage of the wood privacy-fenced yard with room to entertain, garden, or create your own outdoor retreat. The property is serviced by a private well and septic system, features a gas water heater, and best of all-no HOA restrictions or monthly HOA fees. Located in the established Gotha area with convenient access to shopping, dining, major roadways, and surrounding Central Florida communities, this property presents an opportunity for homeowners and investors alike. Bring your vision and see the possibilities 9764 Gotha Road has to offer. Schedule your private showing today!

9764 Gotha Road, Windermere

$5,250,000

34786 Zip Code

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 215 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere

$4,750,000

34786 Zip Code

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere

5050 Isleworth Country Club Drive, Windermere

$3,189,000

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

5050 Isleworth Country Club Drive, Windermere

$1,300,000

5 Beds ⋅ 4 Baths ⋅ Town Of Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere’s weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.

101 Lee Street, Windermere

$1,299,000

5 Beds ⋅ 3 Baths ⋅ Lake Down Cove SubDv. ⋅ 34786 Zip Code

Virtually Staged. Set on just over an acre in Windermere, this updated 5-bedroom, 3-bath pool home offers 3,356 square feet of living space, plus a separate flex/bonus room that can be used as a media room, game room, office or additional living space. Located on a cul-de-sac in Lake Down Cove, the property offers something increasingly hard to find in Windermere: an updated home with a private pool, a flexible floor plan and more than an acre of land. Inside, high ceilings and large windows bring in plenty of natural light, while large-format marble-look porcelain tile runs throughout the main living areas. The spacious family room features a modern linear electric fireplace and opens to the kitchen and casual dining area, with views of the pool and backyard. A separate dining room is located just off the entry, and an interior Juliet balcony from the second floor overlooks the family room. The updated kitchen features dark shaker-style soft-close cabinetry, quartz countertops, a large island, farmhouse sink and glass tile backsplash. A six-burner ZLINE gas range with griddle, pot filler and stainless steel hood anchors the cooking area, along with double ovens, a microwave drawer and stainless steel appliances. Three of the five bedrooms are located downstairs, including the primary suite. The primary bedroom overlooks the pool and features crown molding, two walk-in closets and double doors leading outside. The primary bathroom includes dual vanities with quartz countertops, a freestanding soaking tub and a large frameless glass shower finished with marble-look porcelain tile. Two additional bedrooms and a second full bathroom are also downstairs, with one bedroom well suited for use as a home office. The second bathroom has direct access to the pool area. Upstairs are two additional bedrooms, a full bathroom and a separate flex room that could be used as a media room, game room, office or additional living area. The upstairs bathroom features a dual vanity with quartz countertops, a tub/shower combination and updated finishes. One of the upstairs bedrooms also features a private outdoor balcony and an interior Juliet balcony overlooking the family room below. Outside, the 1+ acre lot provides plenty of room to enjoy the property. The private pool is surrounded by a large patio with a partially covered area, while the fenced backyard offers mature trees and generous open space. The outdoor kitchen includes a built-in grill, refrigerator, sink, stone surround and counter space, and a wood-burning fire pit adds another gathering area in the backyard. Additional features include a downstairs laundry room with quartz countertops, sink and extensive cabinetry, plus an oversized two-car garage with workspace and additional storage. With five bedrooms plus a flex room, 3,356 square feet, an updated interior, private pool and more than an acre of land, this Windermere home offers an uncommon amount of space both inside and out. Conveniently located near shopping, dining, community events and major roadways, with easy access throughout Windermere and the greater Orlando area.

2540 Hempel Cove Ct, Windermere

$646,428

3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code

Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Interior finishes reflect the AW Collection Artisan with upgrades including 42" kitchen cabinets, quartz countertops, tiled backsplash, stainless steel appliances and luxury vinyl plank flooring throughout the main living areas. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and elegant design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

13325 Lush Lime Alley, Windermere

$2,500,000

5 Beds ⋅ 5 Baths ⋅ Lake Davis Reserve A & B SubDv. ⋅ 34786 Zip Code

A rare opportunity to own one of just 18 custom estate homes in this exclusive Windermere enclave of Lake Davis Reserve. Set on more than half an acre, this impressive five-bedroom residence spans over 4,600 square feet, offering a remarkable sense of privacy and seclusion while remaining right in the heart of Windermere. From the moment you enter through the custom iron doors, the craftsmanship and attention to detail are unmistakable. Expansive living spaces, beautiful wood-look porcelain flooring, custom millwork and thoughtfully designed lighting create a home that feels luxurious yet exceptionally comfortable. Custom-designed fireplaces throughout the home provide striking focal points and give each living space its own sense of character and warmth. The chef's kitchen features abundant cabinetry, generous counter space, a large prep island, granite countertops, water softener and a vented cooktop, all opening seamlessly to the main living areas. The spacious primary suite is conveniently located on the first floor and offers a true private retreat, complete with its own custom fireplace, oversized walk-in shower and soaking tub. Additional generously sized bedrooms ensure everyone enjoys ample space, while upstairs, a large flex room with custom built-in cabinetry provides an ideal setting for entertaining, relaxing or movie nights. A dedicated gym adds even more versatility to the floor plan. Outside, the home's sense of privacy becomes even more apparent. A covered lanai, with wiring for remote-controlled screens, opens to a secluded backyard retreat framed by mature tropical landscaping. Completed in 2022, the heated saltwater pool features a PebbleTec finish, multicolor LED lighting, dual sun shelves and an illuminated pergola waterfall. An extended pool deck, outdoor audio, summer kitchen with natural gas, exterior bathroom and app-controlled pool and landscape lighting create an exceptional environment for entertaining or simply enjoying the Florida lifestyle in complete comfort. As evening approaches, the west-facing backyard provides beautiful sunset views in front of your patio gas fireplace. That feeling of seclusion is what makes Lake Davis Reserve so special. Despite its peaceful, private setting, the home sits in the heart of Windermere, with Windermere Preparatory School, Windermere High School and zoning for Windermere Elementary all close by. Disney, SR-429 and premier shopping and dining are just minutes away. Opportunities to purchase in Lake Davis Reserve are exceedingly rare, with only 18 custom estate homes behind its gates. Beautiful in photographs and even better in person, this is a home that simply needs to be experienced. The privacy, scale, custom finishes and atmosphere are difficult to fully capture in photographs. If your buyers are looking for luxury, security and seclusion without sacrificing the convenience of Windermere living, 5526 Marleon Drive deserves to be at the top of their viewing list.

5526 Marleon Drive, Windermere

$1,159,000

4 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code

Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living. The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island, integrated lighting, and generous storage. A separate TV/media room provides the perfect space for movie nights, entertainment, or relaxing with family. Upstairs, the spacious primary suite offers a private retreat with a truly special feature: Disney fireworks can be enjoyed right from the comfort of your bed. The suite also includes a generous walk-in closet and a spa-inspired primary bathroom featuring a freestanding soaking tub, dual vanities, and an oversized shower with separate his-and-hers shower fixtures. Extensive custom details can be found throughout the home, including Italian wallpaper, custom window treatments, bespoke cabinetry, decorative wall paneling, wood accents, designer lighting, and integrated LED lighting. Every element has been thoughtfully selected to create a comfortable contemporary interior. Designed for the Florida lifestyle, the outdoor living space features a spacious covered lanai with plenty of room for dining and lounging, overlooking the private heated pool and landscaped backyard. The seamless connection between the indoor and outdoor spaces makes this home equally suited for everyday living and entertaining. With a first-floor en-suite bedroom, dedicated office, media room, custom-designed kitchen, extensive interior upgrades, heated pool, and Disney fireworks views from the primary suite, this home offers an exceptional combination of style, comfort, and functionality. Thoughtfully customized and beautifully maintained, this is a home designed to be enjoyed inside and out.

12989 Westside Village Loop, Windermere

8168 Boat Hook Loop Unit 303, Windermere

$320,000

3 Beds ⋅ 2 Baths ⋅ Lakeside At Lakes Of Windermere SubDv. ⋅ 34786 Zip Code

Welcome to 8168 Boat Hook Loop, Unit 303, a beautifully maintained condominium offering comfortable, low-maintenance living in a desirable community. This move-in ready residence features a spacious three-bedroom, two-bathroom floor plan designed for both everyday living and entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. The kitchen features 42-inch upper cabinets, stone countertops, and a functional layout with ample storage and preparation space. Updates include a replaced HVAC system and hot water heater, providing added comfort and peace of mind. The spacious primary suite offers a comfortable retreat with a private en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Enjoy the convenience of condominium living with access to community amenities and a location close to shopping, dining, entertainment, and major roadways.

8168 Boat Hook Loop Unit 303, Windermere

$3,580,000

5 Beds ⋅ 7 Baths ⋅ Casabella SubDv. ⋅ 34786 Zip Code

Welcome to 4302 Isabella Circle, an exceptional 5-bedroom, 6.5-bath residence offering 5,362 square feet of living space on an expansive 0.88-acre homesite within the gated Casabella community of Windermere. Offered completely furnished, this Spanish-inspired home combines generous interior living spaces with an impressive outdoor setting and water views. Inside, soaring ceilings, hardwood flooring and an expansive living area with a full wet bar create an inviting environment for both everyday living and entertaining. The open-concept gourmet kitchen features granite countertops, KitchenAid stainless-steel appliances and a gas range. The spacious first-floor primary suite offers abundant closet space and a well-appointed en suite bath, while a secondary primary suite is located upstairs along with three additional en-suite bedrooms. The fully fenced backyard is a true extension of the home, featuring an infinity-edge pool, spa, firepit, multiple lounge areas and a glass-enclosed lanai with a full summer kitchen featuring Viking appliances and a dedicated dining area. The oversized homesite provides exceptional outdoor space while maintaining beautiful water views. Additional features include a study/office with built-ins, a converted garage space currently utilized as a media/game room with the ability to be converted back, and a fully paid-off solar panel system with no remaining lease obligation. Conveniently located near shopping, dining, schools and the many amenities of the Windermere area. The combination of nearly an acre of land, extensive outdoor entertaining areas, water views, furnishings and owned solar makes 4302 Isabella Circle a distinctive offering in Casabella.

4302 Isabella Cir, Windermere

$880,000

4 Beds ⋅ 3 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath pool home with a versatile bonus room, situated on an oversized corner lot in the gated community of Eden Isle. Residents enjoy access to a private boat ramp on Lake Speer. A spacious covered front porch leads into an open living area with views of the pool and a generously sized kitchen. Outside, the covered lanai overlooks the private salt water pool and large, fully fenced backyard. The primary suite features a tray ceiling, walk-in closet, and an updated bathroom with marble-look tile, dual vanities, a soaking tub, and frameless glass shower. Three additional bedrooms and a full bathroom are located on the opposite side of the home. The bonus room is ideal for a home office, media room, or playroom.

6309 Earthgold Drive, Windermere

$870,000

4 Beds ⋅ 3 Baths ⋅ Windermere Trls SubDv. ⋅ 34786 Zip Code

Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated Salt Water Pool, New Air Conditioner 2025, New Hot Water Heater 2025, Gourmet Kitchen with Hand Cut European Backsplash, Butler Pantry and Walk In Pantry, New Dishwasher 2024. Remodeled Master Shower 2023. Custom Stair Railing, New Paver Front porch and Driveway. Double Pain Windows and Extra Insulated exterior Walls. Watch Disney Fireworks from your front porch. Community Pool with Cabana, walking trials, tot lot, outdoor physical fitness areas, 3 parks, dog park with washing station. Windermere High School voted top school in USA today. Elementary school in Neighborhood, Windermere Prep 3 miles, Close to Publix, Restaurants, and Theme Parks. Butler Chain Public Boat Ramp at Keene Point Park 5 minutes.

9043 Horizon Pointe Trail, Windermere

$354,000

2 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code

Virtually Staged. SOME PHOTOS HAVE BEEN VIRTUALLY STAGED. MOVE-IN READY and listed below recent appraisal - Seller is willing to contribute $8,000 towards Buyer's closing costs/Buy-down with an acceptable offer. Ideally located in the highly desirable Wickham Park community of Windermere! This desirable END UNIT 2-bedroom, 2.5-bath townhome offers CAREFREE, LOW-MAINTENANCE LIVING with the added benefit of its end-unit location and an outstanding setting directly across the street from expansive OPEN GREEN SPACE and an ORANGE COUNTY COMMUNITY PARK. Designed for easy Florida living, the home features a recently painted interior and a comfortable, functional floor plan with two bedrooms, each offering its own private full bath. Step outside to the PRIVATE COURTYARD connecting the home to a DETACHED TWO-CAR GARAGE—creating an inviting outdoor space with added privacy and versatility. Major improvements have already been completed, making this home truly MOVE-IN READY: HVAC replaced in 2021, NEW ROOF in 2023, exterior painted in 2024, recently painted interior, and all toilets replaced in 2026. Wickham Park residents enjoy desirable COMMUNITY AMENITIES, including a COMMUNITY POOL and CLUBHOUSE, along with a sought-after Windermere location convenient to Walt Disney World, Orlando theme parks and attractions, shopping, dining, entertainment, schools, and major Central Florida roadways. Enjoy the best of the FLORIDA LIFESTYLE with the convenience and ease of low-maintenance townhome living. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, or simply a low-maintenance Windermere home close to Disney and Orlando's world-famous attractions, this END-UNIT townhome delivers LOCATION, CONVENIENCE, OUTDOOR SPACE, and CAREFREE LIVING. With the big-ticket updates already completed, all that's left to do is move in and enjoy. Schedule your private showing today!

7430 Bentonshire Avenue, Windermere

$775,000

4 Beds ⋅ 3 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code

SELLER IS OFFERING A $10,000 CREDIT TO THE BUYER that can be used toward a rate buy-down, closing costs, or paying off the solar panels. Welcome to 8291 Procida Isle Lane, a stunning ONE-STORY 4 bedrooms, 3 full bathrooms POOL home with a TILE roof and 2-car garage in the highly sought-after Windermere Isle community. Offering 2,224 square feet of beautifully designed living space, this meticulously maintained home combines modern upgrades, everyday comfort, and an incredible backyard retreat. The heart of the home is the gourmet kitchen featuring a LARGE island with quartz countertops with seating for four, modern pendant lights, gas cooktop, stainless steel Whirlpool appliances with built-in oven, 42-inch cabinets with crown molding, and a large pantry. WOOD LOOK TILE flows throughout the main living areas, while the bedrooms feature luxury vinyl plank flooring. The spacious primary suite features a tray ceiling, walk-in closet, and a beautifully upgraded en-suite bathroom with DUAL vanities and an OVERSIZED walk-in shower. The home has been freshly painted inside and out with Sherwin Williams Emerald, including designer accent walls in the hallway and patio, and the entire exterior and roof have been recently pressure washed. Step outside and discover your own private resort-style oasis! The HEATED SALTWATER POOL, built in 2021, features a tanning shelf with two submerged loungers, bubbler fountains, and a stunning WATERFALL surrounded by a natural stone patio. A wood pergola with café lighting creates the perfect outdoor seating area. As the sun goes down, tiki torch landscape lighting sets the mood for evenings around the fire pit. Also, you can enjoy the DISNEY FIREWORKS from your own backyard! Additional upgrades include solar panels to help reduce electric costs, a whole-house WATER FILTRATION SYSTEM and WATER SOFTENER, TESLA EV charger in the garage, and SMART HOME features including a smart thermostat, doorbell, locks, and garage control. Washer, dryer are included. Located in Windermere Isle with a community pool and low HOA which includes cable TV and Internet, this home is just minutes from Hamlin Town Center, the 429, shopping, dining, and Disney parks. Whether you're looking for a forever home or a Florida retreat, this exceptional property offers the perfect combination of luxury, outdoor living, and location. Schedule your private showing TODAY!

8291 Procida Isle Lane, Windermere

$950,000

4 Beds ⋅ 3 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining, and family rooms, PLUS a private detached 1BR/loft in-law suite complete with a kitchenette and living space. Ideal for multi-generational living or private guest quarters! Fully updated from top to bottom: new stucco-finished block construction, spray-foam insulation, new roof with solid wood decking, new siding, soffits, gutters, and a brand-new septic system and drain field. Enjoy the sprawling, fully fenced backyard shaded by towering mature oaks, featuring a custom paver patio and storage shed. Walk to Gotha Park (tennis, playground, pavilion) or stroll with your dog to Yellow Dog Eats. Zoned for top-rated Thornebrooke Elementary, with quick access to Disney, dining, and major highways. Modern peace of mind meets country charm—schedule your tour today!

1243 Dingens Avenue, Windermere

$1,648,000

5 Beds ⋅ 5 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code

Welcome to this iconic Arthur Rutenberg custom estate offering 5 bedrooms, 4.5 baths, plus a private executive office with approximately 4,219 sq ft of refined living space on a rare 0.47-acre lot. Crafted with soaring ceilings, elegant tile flooring throughout the public areas, and rich hardwood floors in the bedrooms, custom millwork, plantation shutters, and designer marble and onyx finishes throughout. The gourmet kitchen is built for entertaining with custom cabinetry, large center island, stone countertops, and premium Viking and Miele appliances. The home offers two private primary suites including a spacious primary suite and a separate in-law master suite, each with spa-like en-suite bath, plus two additional bedrooms connected by a Jack-and-Jill bath. Additional highlights include a dedicated private theater room, elegant wet bar with wine cellar, and a executive office. Resort-style outdoor living features a screened saltwater pool and heated spa, outdoor kitchen, fireplace and TV, perfect for year-round Florida entertaining. Recent Capital Improvements include two new Carrier Infinity HVAC systems, new gas tankless water heater, new irrigation system, new pool pump and heater, whole-home advanced security, and integrated Sonos sound system.

1480 Hempel Avenue, Windermere

$575,000

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully fully renovated Windermere home, where every room has been thoughtfully updated to create a fresh, modern, move-in-ready living experience. Located in the desirable Preston Square community, this 4-bedroom, 3-bath home offers a convenient location near Sunset Park Elementary, Horizon West Middle and Windermere High, along with easy access to shopping, dining, entertainment and the growing Horizon West area. With stylish updates throughout and an excellent Windermere location, this is a home you won’t want to miss!

6828 Helmsley Circle, Windermere

$3,599,000

5 Beds ⋅ 7 Baths ⋅ Casabella Ph 2 SubDv. ⋅ 34786 Zip Code

EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMERE Discover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere, where elegant architecture, exceptional outdoor living, and one of the community’s most desirable lots come together. The true highlight of this property is its exceptional waterfront setting. The lake beautifully surrounds the rear of the home, pool, and outdoor living areas, creating a rare sense of privacy and tranquility. From the expansive covered lanai and upper-level balcony, enjoy breathtaking water views and a peaceful backdrop that makes this property truly special. Featuring two spacious levels and soaring ceilings, this magnificent home offers approximately 5,073 square feet of luxurious living space with 5 bedrooms, all featuring private en-suite bathrooms and walk-in closets. The primary suite is conveniently located on the first floor and offers a spa-inspired bathroom, large windows, and a serene connection to the outdoor surroundings. The gourmet kitchen combines functionality and elegance with modern wood cabinetry, stainless steel appliances, and generous counter space, creating an inviting space for both everyday living and entertaining. The open living areas feature impressive proportions and abundant natural light, perfectly complementing the home's sophisticated Mediterranean-inspired architecture. Step outside to your private resort-style retreat. The expansive outdoor living area features a private pool, heated spa, and spacious gourmet summer kitchen, creating the perfect setting for entertaining guests or enjoying relaxing evenings overlooking the lake. From the elegant façade and impressive two-story design to the spectacular waterfront setting and exceptional outdoor living spaces, this residence offers a rare combination of luxury, privacy, and breathtaking views. Located in Casabella at Windermere, a prestigious gated community known for its spacious homesites and elegant residences, the property is conveniently located near premier shopping, dining, top-rated schools, major roadways, and Orlando’s world-famous attractions. A truly remarkable opportunity to own a one-of-a-kind luxury estate in one of Windermere’s most desirable communities.

3986 Isabella Circle, Windermere

$410,000

3 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code

Location, lifestyle, and move-in-ready convenience come together in this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Windermere/Lake Burden community. Perfectly positioned directly across from the community pool, this home offers the ideal combination of comfort, style, and resort-inspired living. A charming covered front porch welcomes you inside, where you'll find a bright, open floor plan featuring tile flooring throughout the main level and a versatile flex room that makes the perfect home office, study, playroom, or additional living space. The spacious living room is filled with natural light and features elegant French doors that open to your private outdoor retreat. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing solid surface countertops, stainless steel appliances, abundant cabinetry, and a large center island with breakfast bar that overlooks the main living area. Step outside to your own private, fenced brick-paver courtyard, an ideal space for morning coffee, evening gatherings, or relaxing outdoors. The detached two-car garage provides ample parking and additional storage. Living in Lake Burden means enjoying an exceptional lifestyle with amenities just moments from your door, including a resort-style community pool, clubhouse with kitchen and lounge, tennis courts, trails, fishing pier, boardwalk, playground, softball field, picnic areas, and beautiful Lake Burden. Whether you enjoy an active lifestyle or peaceful evenings by the water, this community truly has something for everyone. Conveniently located just minutes from Disney, Winter Garden Village, Downtown Windermere, top-rated schools, shopping, dining, and major highways, this home is ideal as a primary residence, second home, or investment property. Offering prime location, flexible living space, a private courtyard, two-car garage, this is a rare opportunity to own a move-in-ready home in one of Central Florida's most sought-after communities. Mortgage savings may be available for buyers of this listing. Schedule your private showing today!

11425 Brownstone Street, Windermere

$2,240,000

4 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Welcome to Keene’s Pointe - 24-hour gated/attended golf community situated around The Golden Bear Club, an 18-hole Jack Nicklaus golf course featuring golf, tennis, fitness, dining and swimming. This custom home positioned on a private lot overlooking the sixth hole offers single-story living with a split floor plan. Designed with function in mind, the primary suite and office are situated on one side for added privacy, while three additional bedroom en-suites and the laundry room are located on the opposite side. A double-door invites you into the formal living and dining room with wet bar. Quality finishes throughout, including 8-foot interior doors, custom woodwork and detailed ceiling designs, custom drapes and power blinds, camera system, and much more. The kitchen is equipped with stainless appliances, granite countertops, cooking island, spacious breakfast bar, a hidden walk-in pantry, and a built-in desk area. The family room features a stone gas fireplace with built-in cabinetry and flows naturally into the bonus room with half bath boasting beautiful wood paneled walls, perfect for use as a media room, playroom, or game room. The primary suite includes a sitting area, a 16x13 custom closet, and a well-appointed bathroom with jetted tub, walk-in shower, and dual vanities with makeup area. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for entertaining and functionality, with heated pool and spa with rock waterfall and fountains and summer kitchen with grill, sink and an area for a beverage refrigerator. The fenced back yard is private with a putting green, mosquito misting system and fire pit. Enjoy nightly Disney fireworks visible from the living room, primary bedroom, kitchen, and outdoor living space. The low-maintenance exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools, this highly desired community has it all!

6102 S Hampshire Ct, Windermere

$939,000

5 Beds ⋅ 5 Baths ⋅ Westover Club Ph 01 44/139 SubDv. ⋅ 34786 Zip Code

WELCOME HOME ! WELL MAINTAINED , LARGE, 5 BEDROOM, 4 BATH HOME . ALSO INCLUDES OFFICE, MOVIE ROOM , STORAGE ROOM AND LOFT. OVERSIZE 3 CAR GARAGE,BRICK PAVER DRIVEWAY AND PATIO. FEATURES POOL AND POND WITH WATER FOUNTAIN. CLOSE TO MILLENNIA MALL,DOWNTOWN ORLANDO ,RESTAURANT ROW,DISNEY,UNIVERSAL,PARKS AND RECREATION. NO REAR NEIGHBORS AND QUIET NEIGHBORHOOD. KITCHEN FEAUTERES ISLAND, UPGRADED STAINLESS STEEL APPLIANCES, GRANITE COUNTER TOPS AND LARGE WALK IN PANTRY. DONT MISS OUT !

9609 Westover Club Circle, Windermere

$2,050,000

5 Beds ⋅ 6 Baths ⋅ Wauseon Ridge SubDv. ⋅ 34786 Zip Code

Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of Windermere. Known for its lush natural landscapes, scenic trails, recreation parks, charming local shops, restaurants, beautiful lakes, top-rated schools, and exceptional quality of life, Windermere offers a truly desirable place to call home. This exceptional property also includes a 1/24th ownership interest in private deeded lakefront property, located directly across the street, featuring Lake Butler Chain of Lakes access, a private dock, and boat ramp. Enjoy the peaceful surroundings and beautiful lake views right from your home—and take advantage of this rare opportunity to enjoy lakefront view in Windermere. Step inside and discover an impressive open-concept layout with integrated formal living and dining areas, creating a spacious and inviting atmosphere. The stunning kitchen features upgraded appliances, sleek flush cabinetry, and a spacious walk-in pantry, making it both stylish and highly functional. This one-of-a-kind residence offers 5 bedrooms, including 4 private bedroom suites, each with its own bathroom. There is a main suite on each floor, providing exceptional flexibility and privacy. The upstairs main suite is a true retreat, complete with a large private balcony overlooking a beautiful lake view—perfect for relaxing and enjoying the serene surroundings. Another outstanding feature is the convenience of two laundry areas: a full laundry room on the first floor and a laundry closet upstairs. The home showcases cutting-edge modern design and upgraded finishes throughout, including: • Designer lighting features throughout the home, controlled by smart switches from your phone • Striking floating staircase • Durable TPO roofing • Energy-efficient foam insulation • Oversized premium JELD-WEN windows • High-quality PGT sliding glass doors • Modern finishes and thoughtful upgrades throughout Every detail has been thoughtfully designed to combine luxury, comfort, technology, and functionality. Stop searching—you’ve found your dream home among the lakes!

11113 Lake Butler Boulevard, Windermere

$527,500

3 Beds ⋅ 3 Baths ⋅ Windermere Trails Phase 1c SubDv. ⋅ 34786 Zip Code

This beautifully renovated 3-bedroom, 2.5-bath luxury home in a prime Windermere location offers the perfect blend of modern elegance, comfort, and peaceful Florida living. The bright open-concept layout creates a seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. Recent renovations include new stairs with sleek glass railings, beautifully updated bathrooms, a smart bidet toilet, and new appliances, giving the home a fresh feel, while the downstairs showcases beautiful high-gloss tile flooring that adds to the bright, upscale atmosphere. Upstairs, an additional flex/living area offers the perfect space for a home office, yoga studio, reading retreat, or lounge. One of the home’s standout features is the expansive upstairs balcony, accessible from two bedrooms and overlooking the lake, where you can enjoy your morning coffee or unwind surrounded by mature trees, birds, and nature in a wonderfully quiet setting. The home also features a two-car garage and is conveniently located near the best schools, shopping, dining, entertainment, major roadways, and everyday amenities. With its lake views, open-concept design, extensive updates, flexible living spaces, peaceful natural surroundings, and sought-after Windermere location, this move-in-ready home offers an exceptional combination of luxury, tranquility, and convenience.

8630 Powder Ridge Trail, Windermere

$673,000

4 Beds ⋅ 3 Baths ⋅ Summerport Edens Hammock SubDv. ⋅ 34786 Zip Code

Beautiful 4 bedrooms, 2.5 bathrooms single-family home in the desirable Windermere area. This spacious home features a thoughtfully designed floor plan with the primary bedroom and en-suite bathroom conveniently located on the first floor, along with a dedicated office and laundry room. The main level also offers a formal dining room, a welcoming family room, and a well-appointed kitchen, creating an ideal space for everyday living and entertaining. Upstairs, you’ll find additional bedrooms offering privacy and flexibility for family or guests. Enjoy a comfortable outdoor space with a conservation area in the backyard and a convenient location close to shopping, dining, major highways, and nearby amenities. This home offers the perfect combination of comfort, functionality, and location. Schedule your showing today!

5421 Gemgold Court, Windermere

$398,000

3 Beds ⋅ 3 Baths ⋅ Legado 95/47 Lot 99 SubDv. ⋅ 34786 Zip Code

Priced to sell! Great location and highly desired community! This beautifully maintained two-level townhome in the charming Legado community of Windermere offers 1,578 sq. ft. of modern living space, featuring 3 bedrooms and 2.5 bathrooms. This home combines modern construction, energy efficiency, comfort, and convenience in one of Windermere’s sought-after locations. The kitchen features upgraded granite countertops, backsplash, 42" cabinets, stainless steel appliances, and an oversized island. The open-concept living area is perfect for entertaining and gathering with family and friends. The attached two-car garage provides additional convenience. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary suite with a large private balcony offering beautiful views of the Magic Kingdom fireworks. The primary bedroom also features a spacious walk-in closet and an ensuite bathroom with dual sinks. The washer and dryer are conveniently located on the second floor. Ceiling fans with remote controls are installed in all bedrooms and the main living area. The highly desirable Legado community offers a peaceful setting surrounded by conservation areas and a relaxing pond, while providing excellent amenities including a community pool and playground. The property is currently tenant-occupied, with the lease having started in December 2024. This makes it an excellent opportunity for investors seeking an income-producing property in a highly desirable area. The location is unbeatable in Windermere, close to top-rated schools, shopping, dining, outdoor activities, and the Walt Disney World resorts and theme parks. Convenient access to 535, I-4, the Florida Turnpike, and 429, as well as nearby hospitals and major attractions. School zoning: Windermere High School, Horizon West Middle School, and Castleview Elementary School. Priced to sell! Don’t miss this opportunity to own a beautifully maintained townhome in one of Central Florida’s most desirable communities. Schedule your showing today!

8860 Herencia Alley, Windermere

$1,500,000

5 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code

An exceptional residence where refined design and effortless living converge. Meticulously remodeled throughout, the home welcomes you with bespoke modern woodwork gracing the foyer, living room, bedrooms, and loft — a testament to artisan-level craftsmanship rarely found at any price point. The loft has been reimagined as a private cinema, complete with a high-resolution projector, integrated ceiling speaker system, and commanding 120-inch screen, delivering a true theater experience within the comfort of home. Beyond the interiors, the residence reveals its most captivating feature: an infinity-edge pool that appears to dissolve into the tranquil lake beyond, framed each evening by the Disney Magic Kingdom fireworks illuminating the horizon — a nightly spectacle reserved for a fortunate few. Offered FULLY FURNISHED with curated modern pieces, the home transitions seamlessly to its next owner. A three-car garage, perimeter security camera system, and smart lock entry complete the offering, balancing sophistication with modern convenience. A rare opportunity to acquire a turnkey residence of this caliber — private showings available by appointment.

17526 Black Rail Street, Windermere

$1,870,000

6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code

Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living space, a 3-car garage, and a flexible layout designed for both everyday living and entertaining. Featuring the builder’s major upgrades and owned by just one owner since purchased directly from the builder, this home has been exceptionally well maintained. Inside, soaring ceilings and generous living spaces create an immediate sense of openness, while expansive sliding doors bring the beautiful lake views right into the heart of the home. The spacious kitchen is ready for everything from quiet family dinners to a full house of guests. With two primary suites — one downstairs and one upstairs — plus an additional first-floor bedroom, the floor plan offers great flexibility for guests, multigenerational living, or a home office setup. Upstairs, oversized bedrooms, a large bonus room, and private balconies provide even more room to spread out and enjoy the views. The outdoor space is just as special, featuring an extended covered lanai, outdoor kitchen, mature landscaping, and a peaceful lakefront backdrop. Morning coffee by the water, weekend barbecues, sunset dinners — this home was made for Florida living. Located in Lake Burden South, in the heart of Windermere, this home offers a peaceful residential setting with convenient access to shopping, dining, entertainment, and everything the area has to offer. Big home, beautiful setting, fantastic layout — and a lake view that never gets old. Come see this one in person!

7467 Lake Albert Drive, Windermere

$1,845,000

6 Beds ⋅ 6 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

A rare opportunity in Windermere for the buyer who values space, privacy and flexibility. Set on approximately 1.15 acres with no HOA, 4282 McKinnon Road offers nearly 5,900 square feet, six bedrooms, six baths, a pool and three-car garage — all in a highly sought-after Windermere location. The floor plan is exceptionally well suited for modern luxury living, with the primary suite, guest suite and private office all on the first floor, plus expansive additional living space upstairs. It works beautifully for multigenerational living, extended guests, work-from-home needs or simply for buyers who want room to spread out without sacrificing function. Recent improvements include new windows, newer HVAC systems, a 2018 roof, updated flooring, fresh paint and additional upgrades throughout — allowing the next owner to enjoy the scale and flexibility of an estate property without taking on a long list of immediate projects. What truly sets this property apart is the freedom it offers: over an acre, no HOA, substantial living space, a pool and room for future possibilities such as additional garage or guest space, subject to applicable zoning and approvals. Zoned for Windermere Elementary, Bridgewater Middle and Windermere High School, and also conveniently located near Windermere Preparatory School and Foundation Academy, the home is just minutes from downtown Windermere, approximately 20 minutes to Disney and offers easy access to the 429. 4282 McKinnon is compelling not simply because of its size, but because of how difficult this combination is to duplicate in Windermere. For the buyer looking for a more private, flexible and substantial way to live, this is one worth seeing.

4282 Mckinnon Road, Windermere

$5,500,000

6 Beds ⋅ 8 Baths ⋅ Lake Olivia Reserve SubDv. ⋅ 34786 Zip Code

Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and expansive windows designed to frame the lake. Planned features include a gourmet kitchen with premium cabinetry and quartz surfaces, dual primary suites, private elevator, theater room, wet bar, and 4-car garage. Outdoor living will include a resort-style lanai, summer kitchen, custom pool and spa, and a private dock with direct lake access. Set on approximately 1.6+ acres in one of Windermere’s most desirable locations, this is a rare opportunity to secure a brand-new lakefront residence before completion.

1330 Lake Olivia, Windermere

$3,990,000

6 Beds ⋅ 7 Baths ⋅ Casabella SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings, abundant natural light, and expansive living areas designed for both everyday comfort and entertaining. The gourmet kitchen features premium appliances, custom cabinetry, an oversized island, generous workspace, and a seamless connection to the family room and dining areas. The first-floor primary suite provides a private retreat with a spa-inspired bathroom featuring dual vanities, a walk-in shower, and spacious closet areas. Additional bedrooms, a second-floor media room, loft, office, and flexible living spaces provide exceptional versatility. The outdoor living area features a private in-ground pool, covered lanai, and beautifully landscaped surroundings. Additional highlights include a three-car garage, tile roof, refined finishes, abundant storage, and carefully selected furnishings throughout. Offered fully furnished, this residence provides a seamless opportunity to enjoy Windermere living in one of Central Florida’s desirable gated communities. Conveniently located near premier shopping, dining, golf, entertainment, major roadways, and area attractions, this Casabella estate combines elegance, comfort, and convenience.

4201 Isabella Circle, Windermere

$1,488,000

4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Virtually Staged. Owner is ready to move on... BOAT INCLUDED IN PURCHASE PRICE: Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift. This option would be $3.9MM

212 W 1st Avenue, Windermere

$1,450,000

7 Beds ⋅ 5 Baths ⋅ Palms/Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. Introducing an exceptional two-story luxury residence in Palms of Windermere, a sought-after, upscale, and intimiate community in the heart of Orange County. Built by Dreamfinders homes, this expertly crafted home model offers 7 bedrooms, 4.5 bathrooms, a 2026 Dreamscape Designed Pool, expansive living areas, bespoke stone and wood finishes, and upgraded designer lighting throughout. This home combines generous space with thoughtful design and modern Florida living. Upon entry, the home welcomes you with upgraded flooring, designer lighting, and an open, spacious layout. The main living area seamlessly connects the gourmet kitchen, dining room, and family room, creating an inviting environment for everyday living and entertaining. The kitchen features 42-inch wraparound cabinetry, expansive countertops, an oversized island, upgraded appliances, and a gas-line provision. Nine-foot hidden sliding glass doors extend the living space outdoors, opening to a newly completed backyard retreat.The 2026 private pool by Dreamscape Pools serves as the centerpiece of the outdoor space, featuring an upgraded pebble finish, water features, heat-resistant pool tile, enhanced drainage, and elevated decking. A new privacy fence and freshly installed sod complete the backyard, creating a private setting for relaxing and entertaining. The west-facing orientation provides beautiful evening sunset views. The first floor includes a spacious owner's suite with an upgraded, spa-inspired bathroom featuring a glass-enclosed shower, a decorative wall niche, and two generous walk-in closets. A separate flex room offers versatility for a home office, study, playroom, or additional guest space. The main level also includes a conveniently located laundry area, providing added functionality.Upstairs, six additional bedrooms provide flexibility for family, guests, or multigenerational living. Multiple walk-in closets provide generous storage, while three full bathrooms and a second laundry area enhance everyday convenience. A spacious bonus room and additional flex area provide the opportunity to create a private theater, game room, lounge, fitness studio, or customized entertainment space. Completing the home is an oversized garage with ample room for vehicles, recreational equipment, and additional storage. Ideally positioned near Reams Road and Ficquette Road, Palms of Windermere offers convenient access to Walt Disney World, Hamlin Town Center, Horizon West's shopping and dining, and surrounding community amenities. With its expansive floor plan, upgraded interior features, newly completed pool, and desirable location, this residence presents an exceptional opportunity to enjoy spacious, resort-inspired living in the Windermere area. Welcome to Palms of Windermere, where space, style, and Florida living come together.

14274 Crest Palm Avenue, Windermere

$1,699,000

4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional craftsmanship, and breathtaking golf course views. A grand foyer welcomes you with an impressive circular staircase, setting the stage for the home's sophisticated design and gracious living spaces. The gourmet kitchen is a chef's dream, featuring a large center island, breakfast bar, premium finishes, and seamless flow into the main living areas, where a cozy wood-burning fireplace creates a warm and inviting atmosphere. A wraparound covered front porch adds classic Southern charm and provides the perfect place to relax and unwind. Designed for effortless indoor-outdoor living, the spectacular backyard is an entertainer's paradise. Enjoy a sparkling saltwater pool, gas-heated spa, newly installed outdoor kitchen, and a retractable screened lanai—all overlooking the picturesque fairways of the Golden Bear Golf Course. Located within the highly sought-after gated community of Keene's Pointe, residents enjoy 24-hour guarded security, an award-winning golf course, tennis courts, a resort-style community pool, and an exceptional lifestyle in one of Central Florida's premier neighborhoods. This extraordinary residence offers the perfect blend of luxury, comfort, and breathtaking surroundings.

8241 Tibet Butler Drive, Windermere

$6,850,000

5 Beds ⋅ 6 Baths ⋅ Isleworth West SubDv. ⋅ 34786 Zip Code

Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are highlighted by picturesque lake views. The seamless flow from room to room takes full advantage of a layout built for living. The chef’s kitchen with island, gas cooktop, stainless appliances, hidden walk-in pantry, and built-in hutch offer an abundance of space for entertaining or family gatherings. The primary retreat offers an escape from the ordinary with peaceful lake views, a master bath with jetted tub, garden and water view shower, and a showstopping two-story custom closet that will be the envy of all. The executive office with wood walls and built-in shelving offers a luxurious setting for attending to business from home. Three secondary bedrooms on the main floor are all spacious and feature ensuite bathrooms. Upstairs is a fourth bedroom, gym, library, and open media room with balcony. Outdoor amenities include a screened patio with summer kitchen, oversized resort-style pool with travertine decking, large green space, and private dock with covered boat lift plus dock-mounted jet-ski lifts, and 3-car garage. Home also includes a full-house generator. This coveted location within Isleworth West offers an intimate setting with a limited number of homesites and no pass-through traffic. Community is regarded as Central Florida’s most exclusive address with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional membership opportunities.

6055 Louise Cove Drive, Windermere

$525,000

3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code

Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout. The updated kitchen features renovated cabinetry, while both bathrooms have been tastefully upgraded. The spacious primary suite includes a large walk-in closet, and elegant crown molding adds character to the primary bedroom and dining area. Additional highlights include the roof installed four years ago, beautiful tile flooring throughout the home with carpet in the living room and bedrooms, stylish glass shower doors in the secondary bathroom, and an attached two-car garage. Every detail reflects the pride of ownership and care this home has received over the years. Residents also enjoy access to fantastic community amenities, including a swimming pool, tennis courts, and a basketball court, providing opportunities for recreation just steps from home. This is a peaceful retreat with the opportunity to enjoy the sought-after Windermere style. This home is a beautiful place to call your own.

6679 Duncaster Street, Windermere

$3,500,000

4 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Golf & Country Club, one of the worlds most prestigious golf club communities, this championship course was designed by Arnold Palmer and set along the Butler Chain of Lakes. The neighborhood is defined by beautifully landscaped scenery, sweeping water views, and exceptional 24 hour guard gated privacy. This estate offers exceptional potential supporting four beds, six baths, a private office, inside gym, approached by a private driveway with ample guest parking and a 4 car garage. The two story residence opens with a regal marble foyer and fountain feature. Inside, vaulted ceilings, skylights, and wall to wall sliding glass doors fill the main living areas with natural light while framing views of the pool, sauna, golf views and rolling fairways beyond. A grand fireplace and wet bar create an inviting space for entertaining. The chef’s kitchen centers on a dramatic island and is highlighted by a striking copper range hood, warm cabinetry, and an open eat in layout designed for both everyday living and hosting. Above the garage, a private accessory dwelling unit provides flexible secondary living space or maids living. Each of the spacious bedrooms offers its own view and is finished with marble baths. A dedicated home gym adds further convenience. Exceptional amenities and sophisticated living in the world renowned community of Isleworth.

5524 Worsham Court, Windermere

$3,400,000

6 Beds ⋅ 7 Baths ⋅ 34786 Zip Code

Spectacular Private Lakefront Estate on Lake Olivia, Windermere Near The Grove Shops & Restaurants. Enter through custom Iron gates to this extraordinary Mediterranean estate set on 1.75 private acres along the shores of Lake Olivia. Featuring six bedrooms, all with ensuite baths, this exceptional home offers nearly 6,000 square feet of living space, mature landscaping, and no HOA. Ideal for multigenerational living, the attached one-bedroom in-law apartment features a private entrance, full kitchen, living area, and ensuite bedroom—perfect for extended family or guests. The chef’s kitchen is a showstopper, featuring double islands, granite countertops, a professional Wolf gas range with double ovens, a 48-inch Sub-Zero refrigerator/freezer, a wine fridge, and a butler’s pantry. Elegant finishes, formal living and dining rooms, and a private upstairs media/game room complete the interior. Enjoy Florida living in the expansive 1,200+ sq. ft. screened lanai with remote hurricane shutters, summer kitchen, stone fireplace, and a stunning lagoon-style saltwater pool with heart-shaped spa. The luxurious primary suite offers French doors overlooking the pool and lake, custom closets, and a spa-inspired bath. Boating enthusiasts will love the oversized boathouse, screened dock room, motorized boat lift, and direct access to Lake Olivia, a private spring-fed lake with no public access, ideal for boating, waterskiing, and fishing. Over $200,000 in recent enhancements include a whole-house generator, new A/C system, updated lighting and ceiling fans, remote hurricane shutters, Leaf Guard gutters, roof tile servicing and sealing, new side pavers, and fresh interior paint. A rare opportunity to enjoy privacy, luxury, and true multigenerational living on one of Central Florida’s most desirable private lakes. Convenient to shopping, major highways, and area attractions. Move-in ready! 360° virtual tour and floor plan available. Seller may consider a Lease Purchase Option.

9679 Westover Roberts Rd, Windermere

Windermere FL Homes For Sale

Windermere FL Homes For Sale

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