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3476 Winton Avenue, Sarasota
$1,300,000
9 Beds ⋅ 6 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

3476 Winton Avenue, Sarasota

4451 Charles Lane, Sarasota
$985,000
2 Beds ⋅ 3 Baths ⋅ Corwood SubDv. ⋅ 34234 Zip Code
Built in 1910, this original kit house offers a rare opportunity to own a remarkable piece of Sarasota history. Once ordered by mail from, the residence has been extensively renovated and lovingly maintained while preserving its architectural integrity, timeless character and enduring charm. The original doorbell and stately double-door entry offer a memorable welcome, immediately transporting you to an earlier era. Inside, original heart pine floors, a gas fireplace and thoughtful period details reflect the home’s rich heritage. Although technically 2 bedrooms, there is ample space to easily convert the large office to an additional bedroom. Filled with natural light, the beautifully appointed sunroom opens to an outdoor deck, creating a seamless connection between the interior and the surrounding landscape. Designed for both comfortable living and effortless entertaining, the kitchen is complemented by an impressive butler’s pantry. Upstairs, a versatile bonus room provides a quiet retreat, while an additional office, bedroom and full bathroom offer flexibility for guests or working from home. The luxurious primary suite features a private terrace, an expansive walk-through closet and a beautifully appointed bathroom. Outside, multiple levels of decking overlook a large swimming pool surrounded by lush tropical landscaping, creating a private backyard oasis ideal for relaxing and casual entertaining. A two-car garage and whole-house generator complete this truly exceptional residence. The home is set within Indian Beach–Sapphire Shores, one of Sarasota’s most distinctive and architecturally diverse neighborhoods and just steps from Indian Beach Park where dramatic sunsets are a nightly occurrence. Often referred to as the Museum District, this established bayfront community is known for its canopy-lined streets, Old Florida character and proximity to Sarasota Bay, The Ringling, Ca’d’Zan and the Asolo Repertory Theatre. Just minutes from downtown Sarasota, the neighborhood offers an exceptional combination of history, culture and coastal living.

4451 Charles Lane, Sarasota

5031 Barrington Circle Unit 601, Sarasota
$147,900
2 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code
Spacious, well-located, and easy to maintain — this 2-bedroom, 2-bath villa in Barrington Woods offers 1,204 square feet of comfortable single-level living in an established Sarasota community. A newer A/C system (2025) adds peace of mind, while a designated covered carport and inviting community pool make it easy to enjoy the Florida lifestyle. The location is hard to beat — just minutes from downtown Sarasota and Sarasota-Bradenton International Airport, with easy access to the Ringling Museum of Art, Asolo Theatre, New College of Florida, USF Sarasota-Manatee, Sarasota’s bayfront, shopping, dining, entertainment, and the beautiful Gulf beaches. Whether you’re looking for a full-time residence or a seasonal Florida retreat, this villa offers an appealing combination of space, low-maintenance living, convenience, and location. Come see the possibilities and make it your own!

5031 Barrington Circle Unit 601, Sarasota

1100 University Parkway Unit #54, Sarasota
$130,000
2 Beds ⋅ 1 Baths ⋅ Desoto Place SubDv. ⋅ 34234 Zip Code
Completely renovated from the ground up with all-new wiring, plumbing, and windows, this turnkey (fully furnished) 55+ Sarasota home offers a spacious feel paired with effortless, low-maintenance living. The standout feature is a fully conditioned lanai conversion, adding roughly 232 square feet of climate-controlled space to create an additional bedroom and inviting lounge. Natural light pours through the new windows onto seamless laminate flooring, illuminating a gorgeous kitchen equipped with stainless steel appliances, a tiled backsplash, and generous cabinetry. Major system upgrades include liquid propane (LP) powering the water heater—complete with a convenient exterior grill hookup—a modernized bath with a tiled walk-in shower, and primary bedroom built-ins. You will also appreciate the ultimate daily convenience of a brand-new washer and dryer located directly inside the home, keeping laundry inside rather than out in the weather. Outside, the property features a new carport and two storage sheds for maximum storage versatility. Living here is exceptionally seamless, as the community covers yard maintenance, water, sewer, trash, recycling, and basic cable while granting access to a heated screened pool, clubhouse with Wi-Fi and library, shuffleboard, and horseshoe pits. Ideally situated just one mile from the Ringling Museum and minutes from downtown Sarasota, Lido Key, and Siesta Key—with board-approved service and support animals welcome—this home offers the ultimate blend of coastal convenience, updated infrastructure, and affordable comfort.

1100 University Parkway Unit #54, Sarasota

1601 Midlothian Street, Sarasota
$124,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Tri Par Estates - Best kept secret in Sarasota! You own the lot and there are no monthly fees! This double wide mobile home is nicely situated on a dead-end corner lot. 2 Bedrooms, 1 full bath and a 1/2 bath. All the hard work has been done in 2025....beautiful new front porch $13,000, exterior paint $9,000, carport $18,000 & thermal windows $25,000 2023 to 2025 (one bathroom window excluded) entry doors $2,500. - Under home was inspected replaced insulation and new vapor barrier, $8,500 - many new window blinds, ceiling fans & light fixtures $700+... Stove 2 years old, refrigerator 1 year, A/C 2021. Other features include hardwood oak flooring throughout and a tankless water heater. Tri-Par has lots of activities centered around the beautiful pool, tiki hut or clubhouse. The park is conveniently located near the airport, Downtown Arts District, Marina, Benderson Park, eateries, shopping, banking, hospitals and I-75. Tri-Par receives a tax dispensation...When your annual County taxes are paid, from them Sarasota County submits $1932 to Tri-Par covering the park fees to Tri Par. Association says 55+, and rentals allowed.

1601 Midlothian Street, Sarasota

2753 Golf Course Drive Unit 104, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Rolling Green Glf Vil SubDv. ⋅ 34234 Zip Code
Do not miss this well-maintained end unit located in the desirable 55+, maintenance-free community of Rolling Green Golf Villages. This charming condo offers 2 bedrooms, 2 bathrooms, and a screened-in lanai perfect for enjoying your morning coffee. The master bedroom includes two closets and an ensuite bathroom, while the spacious guest bedroom has easy access to the second bathroom—ideal for visitors or use as an office. As an end unit, you’ll enjoy added natural light and extra privacy. The heated community pool and clubhouse are just a short walk or bike ride away. With exterior maintenance and landscaping included, you can enjoy carefree living. Fees also cover cable TV, water, sewer, trash, and pest control. Rolling Green offers a fantastic location close to restaurants and shopping at University Town Center, convenient access to I-75, and only minutes to Sarasota Airport. This condo is offered furnished, making it easy to move right in and enjoy your Florida retreat or call it home year-round.

2753 Golf Course Drive Unit 104, Sarasota

731 42nd Street, Sarasota
$1,295,000
4 Beds ⋅ 5 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Welcome to this stunning BRAND-NEW CONSTRUCTION home in Sarasota, offering 2,678 square feet of beautifully designed living space with 4 bedrooms, 4.5 bathrooms, a private pool and spa, and a 2-car garage. Designed for modern Florida living, the first floor features beautiful porcelain tile flooring, quartz countertops, and a kitchen equipped with a natural gas cooktop and oven. The open and inviting layout is ideal for both everyday living and entertaining. Upstairs, luxury vinyl plank flooring provides a stylish and durable finish throughout the additional living spaces and bedrooms. Each of the four bedrooms features its own private ensuite bathroom, offering exceptional comfort and privacy for family and guests. Step outside to your own private Florida retreat featuring a pool and spa within a completely screened enclosure. A covered lanai and outdoor shower create the perfect setting for entertaining, relaxing by the pool, and enjoying Sarasota's year round outdoor lifestyle. The exterior is complemented by fresh landscaping, landscape lighting, a full irrigation system, and gutters. Location is another standout feature. Enjoy being approximately 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle, 11 miles from Siesta Key Beach, and just 1 mile from The Ringling. Shopping, dining, entertainment, beaches, arts, and some of Sarasota's most popular destinations are all within easy reach. With brand new construction, 2,678 square feet of living space, four ensuite bedrooms, upscale finishes, a screened pool and spa, and an exceptional Sarasota location, this home offers the perfect combination of modern comfort and Florida living. Be the first to call it home!

731 42nd Street, Sarasota

4631 Summerwind Drive Unit 16, Sarasota
$147,500
Summer Wind SubDv. ⋅ 34234 Zip Code
This property is currently tenant occupied at a rate of $1600/mth. Being Sold with income in place through 2028. The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.

4631 Summerwind Drive Unit 16, Sarasota

5007 Boca Raton Avenue, Sarasota
$175,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Exceptional home located in popular Tri-Par Estates! Turnkey - everything stays except personel items! Friendly open floor plan, extra large master bedroom, large Florida room & shed/work shop! This home has had several improvements in recent years; flooring, siding, double glazed windows, plumbing, 3 mini splits individually operated under warranty and much more Tri-Par Estates is a 55+ community in which you own your home and the deeded land. A park fee of $1,932.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable also trash. Tri Par amenities include pickle ball courts, large pool, tiki hut, large pool patio area, hot tub, mini golf, laundry facilities, fitness room, clubhouse, sewing room, card clubs and many more activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Tri Par is a state park & recreation development.

5007 Boca Raton Avenue, Sarasota

4956 Village Gardens Drive Unit 145, Sarasota
$245,000
2 Beds ⋅ 2 Baths ⋅ Village Gardens Apt SubDv. ⋅ 34234 Zip Code
Virtually Staged. Enjoy everyday living with the feel of a tropical getaway at Village Gardens, one of Sarasota’s hidden gems. Tucked beneath a canopy of towering palms, mature oaks, ferns and lush tropical landscaping, this charming community feels like a private oasis while keeping you close to everything Sarasota has to offer. Rarely available and beautifully remodeled, this villa-style condo offers an open, inviting floor plan filled with natural light. The great room flows into a completely redesigned kitchen where modern style meets functionality. Natural granite countertops, copper hardware, a farmhouse sink, soft-close cabinetry with a Lazy Susan, gas cooktop, built-in oven and microwave, and updated appliances create a kitchen that is as functional as it is beautiful. High windows and sliding glass doors bring an abundance of natural light into the main living space and lead to one of the home's most inviting features, the enclosed lanai. Complete with air conditioning and surrounded by wall-to-wall windows, this versatile space can be enjoyed year-round as an additional sitting room, home office or reading retreat. Inside, distinctive touches including solid wood barn doors add warmth and character to the bedroom suites, while the extensive renovation gives the home a fresh, updated feel throughout. Surrounded by the natural beauty that makes Village Gardens so special, this is far more than your typical condo. It's a unique Sarasota retreat offering character, thoughtful updates and a setting that truly feels like a little piece of paradise. Move right in, add your own personal touches and make it yours.

4956 Village Gardens Drive Unit 145, Sarasota

1510 Grantham Drive, Sarasota
$304,000
3 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
This well-maintained 3-bedroom, 2.5-bath townhome offers a bright, comfortable layout in a convenient Sarasota location. The open-concept main living area flows into a versatile Florida room, creating extra space for a home office, reading nook, play area, or relaxed entertaining. Sliding glass doors lead to the backyard patio, an ideal spot for morning coffee. Thoughtful updates include a 2023 HVAC system, hurricane-impact windows, and an impact-rated sliding glass door for added confidence during storm season. Upstairs, the spacious primary suite includes a private bath and walk-in closet. An attached one-car garage adds practical storage and everyday convenience. In-unit full size washer and dryer. Residents of Bradford Manor enjoy access to a community pool and spa, clubhouse, and dog park. Gulf beaches, downtown Sarasota, University Town Center, Nathan Benderson Park, SRQ Airport, I-75, shopping, dining, and recreation are all within easy reach—making this an appealing home base for enjoying Sarasota’s lifestyle.

1510 Grantham Drive, Sarasota

463 Acacia Drive, Sarasota
$680,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
Build something extraordinary in Sapphire Shores, one of Sarasota's most coveted bayfront neighborhoods, where canopied streets, custom architecture and the open water of Sarasota Bay set an unmistakable tone. This 10,230 square foot homesite is offered as a true blank canvas. The original residence has been removed and the lot cleared and prepped for redevelopment, so you begin with a clean, buildable parcel rather than a demolition project. Better still, municipality-approved building plans are already in place and available to the next owner, a rare head start that can save months of design, review and permitting time, or simply serve as inspiration for a vision entirely your own. Zoned RSF-2 for single-family use with public sewer and electric available at the site, and situated outside a designated flood zone, an increasingly rare combination this close to the water. Just down the street, Sun Circle Park opens to Sarasota Bay, a favorite spot for sunset views and morning walks along the shoreline. The Ringling Museum, the Sarasota Art Museum and New College are minutes away, with downtown Sarasota, St. Armands Circle and the beaches of Lido Key a short drive south. Whether you are planning a legacy residence or a refined spec build, few opportunities in this corridor pair this caliber of location with approved plans and a site that is ready to go. Buyer and buyer's agent to verify zoning, setbacks, buildable envelope, utility connections and permitting with the City of Sarasota.

463 Acacia Drive, Sarasota

3012 Clay Circle, Sarasota
$320,000
3 Beds ⋅ 2 Baths ⋅ Newtown Estates SubDv. ⋅ 34234 Zip Code
*****OWNER WILLING TO ENTERTAIN LEASE WITH OPTION TO PURCHASE ******One or more photos have been virtually staged. Welcome to 3012 Clay Circle, a beautifully updated 3-bedroom, 1 1/2-bath home nestled on a quiet cul-de-sac in the evolving community of Newtown Estates in Sarasota. Whether you're searching for your first home, downsizing, or adding to your investment portfolio, this move-in-ready residence offers modern updates, everyday comfort, and an outstanding location. Step inside to discover a fresh, contemporary interior featuring brand-new flooring throughout—there's no carpet anywhere in the home. The freshly painted interior creates a bright, inviting atmosphere, while the remodeled kitchen showcases new cabinetry, new stainless-steel appliances, and a functional layout designed for everyday living and entertaining. A new washer and dryer are also included, adding even more convenience for the new owner. Outside, the extended driveway provides plenty of parking for multiple vehicles, guests, or recreational equipment, while the cul-de-sac location offers added privacy with limited through traffic. Newtown Estates continues to benefit from ongoing investment and revitalization, making it one of Sarasota's neighborhoods to watch. The location places you just minutes from Downtown Sarasota, The Bay Park, the John & Mable Ringling Museum of Art, Sarasota-Bradenton International Airport, and an abundance of shopping, dining, healthcare, and entertainment options. Sports fans will appreciate being just a short drive from Ed Smith Stadium, the spring training home of the Baltimore Orioles, as well as year-round community events. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota's renowned arts and cultural district are all within easy reach.

3012 Clay Circle, Sarasota

1598 29th Street, Sarasota
$265,000
3 Beds ⋅ 1 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code
Welcome to this three bedroom, one bath concrete block home on a corner lot in the city limits of Sarasota, with no HOA or deed restrictions. The living room opens directly to the kitchen, which offers wood cabinetry, a tile backsplash, stainless appliances, and tile flooring. All three bedrooms are carpeted with ceiling fans, and the bathroom has been fully updated with a tiled walk-in shower, wood vanity, and new lighting. There is also a washer and dryer hookup for an all in one unit. Recent improvements include a newer roof and updated electrical. Outside, mature oaks shade the yard and a wide concrete pad provides parking for multiple vehicles, a boat, or a trailer. Close to downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, and a short drive to Lido Beach, St. Armands Circle, and Siesta Key. A solid option as a primary residence, seasonal getaway, or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1598 29th Street, Sarasota

2841 Marrakesh Lane, Sarasota
$449,990
2 Beds ⋅ 2 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
Welcome to The Fieldview by David Weekley Homes—a luxury villa in the gated community of Gracewater, where timeless design, serene preserve views, and abundant natural light come together to create effortless Florida living. Begin each day in the expansive Owner’s Retreat, your private sanctuary features a spa-inspired bath and generously oversized walk-in closet designed for both style and function. At the heart of the home is the stunning designer kitchen, beautifully appointed with sophisticated finishes and generous workspace. Perfectly positioned for entertaining, the kitchen overlooks the generous dining room and living room, with views extending all the way out to the lanai, creating an open and connected space where cooking, dining, and gathering naturally come together. Natural light pours through a wall of glass with oversized sliders, seamlessly connecting the spacious living areas to the large lanai overlooking tranquil preserve views—perfect for morning coffee, entertaining friends, or simply relaxing and enjoying the surroundings. With 2 bedrooms plus a dedicated home office, The Fieldview offers flexibility for working from home, welcoming guests, or enjoying your favorite hobbies. Impact-rated windows throughout provide added peace of mind, energy efficiency, and year-round protection. Come experience The Fieldview at Gracewater—where designer style, thoughtful spaces, and beautiful indoor-outdoor living make every day feel a little more extraordinary. **This home offers a limited time interest rate incentive.

2841 Marrakesh Lane, Sarasota

1170 Grantham Drive, Sarasota
$259,999
2 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
Welcome to 1170 Grantham Drive, a beautifully situated end-unit townhome in the gated community of Bradford Manor Townhomes. This light and bright 2-bedroom, 2.5-bath home offers a comfortable, open-concept layout with tile flooring throughout the main living areas and plenty of natural light. The kitchen features Corian countertops and flows conveniently into the dining and living spaces, creating an inviting setting for everyday living and entertaining. Sliding glass doors lead to a private covered, screened-in lanai overlooking a peaceful wooded/greenbelt area, providing a relaxing outdoor retreat with added privacy. Upstairs, both bedrooms offer comfortable accommodations, with the primary suite featuring an ensuite bath and walk-in closet. A second full bath and convenient upstairs laundry complete the second level. Residents of Bradford Manor enjoy a gated community with a pool and spa/hot tub, along with grounds and exterior maintenance for a low-maintenance Florida lifestyle. The location is ideal for enjoying all that Sarasota has to offer, with convenient access to I-75, University Parkway, shopping, dining, downtown Sarasota and the area's beautiful Gulf Coast beaches. Nearby destinations include the UTC shopping and dining district, while downtown Sarasota offers an abundance of restaurants, boutiques, arts, entertainment and waterfront attractions. Enjoy easy access to Sarasota's outdoor lifestyle with destinations such as The Bay Park and Bayfront Park, along with downtown's parks, restaurants and cultural attractions. This is an excellent opportunity for a primary residence, seasonal getaway or investment property in a convenient Sarasota location.

1170 Grantham Drive, Sarasota

1003 Patterson Drive, Sarasota
$459,900
4 Beds ⋅ 4 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
Virtually Staged. ***PRICE REDUCED***Back on the market-Buyer's financing fell through. Updated duplex with private pool and new roof in Prime location only 1/2 mile to Sarasota Bay and Bay Shore Rd with million dollar homes. The property features two separate 2 BD 2BA units which are both currently vacant. The front Unit A previously rented for $1,600/mo. The rear Unit B previously rented for $1750/mo. Estimated total gross annual income of $42,000. Live in one side and rent the other or rent them both! Both units have same sq ft L/A of 899 sq ft but are slightly different. Unit A has a fireplace in the living rm. New roof in 2025. Water heater replaced in 2022. Additional updates include appliances, cabinets & flooring. Lots of parking with the tandem style driveway. Prime location just minutes to downtown Sarasota, Ringling School of Art, Jungle Gardens, Univeristy of South Florida, Bayfront and so much more! Great investment opportunity in prime Sarasota location!

1003 Patterson Drive, Sarasota

751 Maldives Trail, Sarasota
$519,990
2 Beds ⋅ 2 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
MODEL HOME OPPORTUNITY! Welcome to The Bishop at Gracewater, a beautifully upgraded and fully furnished Luxury Villa where all the designer details have already been done for you! This highly desirable model offers 2 bedrooms plus a versatile flex room, abundant natural light from impact-rated windows, and custom touches throughout, including designer lighting, feature walls, upgraded window treatments, and stylish furnishings. The open-concept design showcases a chef-inspired kitchen with a generous island, gas cooktop, farmhouse sink, stainless steel appliances, abundant cabinetry, and designer finishes. Retreat to the luxurious owner's suite with a spa-inspired rain shower or relax and entertain in the fully screened lanai— the lanai furniture is included! Discover your everyday vacation at Gracewater! Your all-access pass to the Pura Vida Clubhouse brings resort-style living right to your neighborhood, featuring a beach-entry pool, cabanas, fitness center, pickleball courts, dog park, and an on-site Lifestyle Manager to help bring the community experience to life. This location is hard to beat—Gracewater is just minutes from UTC Mall, Downtown Sarasota, St. Armands Circle, and Sarasota's world-famous sugar-sand beaches. Why wait to design and furnish a new home when you can own the model? Come experience The Bishop and start enjoying the Gracewater lifestyle from day one! **This home offers a limited time interest rate incentive.

751 Maldives Trail, Sarasota

1709 N Tamiami Trail Unit 418, Sarasota
$750,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Discover an exceptional waterside end unit in The Strand, built in 2022, one of the largest floorplans available. This pristine residence boasts fabulous views of the Whitaker Bayou to Sarasota Bay from the large private balcony, has never been rented out/has been meticulously maintained by the original owner. This one bedroom plus a huge den with barn doors, is easily utilized as a 2nd bedroom (versatile). Impact rated doors, windows and sliders, 9 ft ceilings, along with custom Hunter Douglas window treatments, stone counters in kitchen (and baths) with upgraded white cabinets w pullouts, neutral kitchen backsplash, luxury vinyl floors in main living areas. Brand new LG washer and dryer, brand new top efficiency Carrier HVAC (compressor and in unit system), brand new InSinkErator garbage disposal, a nest thermostat, luxury lighting through residence, Modern Forms fans in main bedroom, den and living room, USB wall receptacle outlets installed in kitchen and den. A handheld shower head was installed in the main bath. The primary spacious bedroom includes a walk-in closet with custom California closets which are also installed in the den closet. One space garage parking beneath the building, plenty of outdoor guest parking and extra storage space in a secured storage room. Resort style amenities: heated pool and spa, fitness center, on-site full-time management (M-F), gas fire pit and gas grills, EV charging stations, dog park, kayak launch with storage, dog park. Located approx. one mile from vibrant downtown Sarasota with fine dining, boutiques, galleries, the bay front parks and The Bay community activities. Pet friendly association, generous rental policy (1 wk minimum 52x/year), this residence delivers refined waterfront living and easy access to coastal recreation. Boat slips are available for purchase from time to time, please inquire with listing agents.

1709 N Tamiami Trail Unit 418, Sarasota

4625 Summerwind Drive Unit 13, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Summer Wind SubDv. ⋅ 34234 Zip Code
Tucked at the back of the sought-after Summer Wind community, this 2-bedroom, 2-bath villa backs directly to North Water Tower Park — and a private gate right off the community leads straight into it. Morning coffee on the screened lanai comes with a view of green space instead of a neighbor's fence, and the park itself brings a playground, pavilion, picnic tables, disc golf, and walking trails within easy reach. Leashed pets are welcome throughout the park too. Inside, the villa has been freshly painted throughout and updated with new Luxury Vinyl Plank flooring laid in August 2026. The primary suite is where this home really sets itself apart: a striking stained-glass window connects the primary bath to the bedroom — a genuine piece of history salvaged from an old English barn and sourced at Renninger's Antiques and Collector's Extravaganza in Mount Dora. The primary bath continues the custom feel with a hand-set marble mosaic tile marble floor, and a concrete countertop crafted by Ben Nettles Concrete Design in Sarasota. The second bathroom has also been refreshed with a new vanity, toilet, light fixture, and accessories, along with custom Italian stone tile sourced locally in Sarasota. Major systems are in great shape, too — the roof was replaced in 2023, and the AC unit is approximately 6 years old. Location is a true highlight: Summer Wind sits just minutes from Ringling College of Art and Design, and the community pool offers a relaxing spot to unwind close to home. This one blends character, craftsmanship, and a rare direct connection to green space — worth seeing in person.

4625 Summerwind Drive Unit 13, Sarasota

839 42nd Street, Sarasota
$405,000
3 Beds ⋅ 1 Baths ⋅ Phillips Joseph H Sub SubDv. ⋅ 34234 Zip Code
PRICE IMPROVEMENT ALERT! Unlock incredible potential in the heart of Sapphire Shores with this solid concrete block home situated on an expansive 0.26-acre lot. Zoned RMF2 (Multi-Family), this property offers rare versatility for investors or owner-occupants looking to build "sweat equity" in one of Sarasota’s most desirable coastal enclaves. The 3-bedroom layout features easy-care tile flooring throughout, a one-car garage, and a dedicated laundry room. With a proven rental history of $2,100/month, the home serves as a reliable income generator or a functional canvas for a custom renovation. The oversized lot provides ample space for expansion or creating a private outdoor retreat, all within Flood Zone X and free from HOA restrictions. The 868 Heated Sq Ft does not include the one car garage and the additional laundry room attached to it. Roof 2008 and A/C 2015. Live in it. Improve it. Rent it. Or bring your vision. Clean, ready to show and full of possibilities.

839 42nd Street, Sarasota

387 S Shore Drive, Sarasota
$7,595,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
SRQ Builders completed this Sapphire Shores waterfront estate in 2022. It has 117 feet of frontage on a protected yacht basin with views of Sarasota Bay. On 0.52 acres, the residence has four bedrooms, three full baths and one half bath in 5,592 square feet of air-conditioned living space, with 9,065 square feet under roof. The main floor holds all four bedrooms, three of them en-suite, along with the half bath. The lower level adds a game room, a second living area and flex space, and a private elevator serves both levels. Ceilings reach 18 feet over a stone feature wall with a 60-inch fireplace. The kitchen has two curved granite waterfall islands, a full Thermador package and a walk-in pantry. The primary suite looks out on the bay and has a 70-inch soaking tub and California Closets. Outside are two covered lanais, two outdoor kitchens, a tiki hut, a fire pit and a gas-heated pool and spa with a sun shelf and swim-up bar. The gated Trex dock has a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. The home also has impact windows, smart-home technology, three air-conditioning systems and five garage spaces. Downtown Sarasota, The Ringling and St. Armands Circle are a short drive away.

387 S Shore Drive, Sarasota

4925 Remington Drive, Sarasota
$584,900
3 Beds ⋅ 4 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code
Welcome to this beautifully designed 3-bedroom, 3.5-bath home in the desirable West of the Trail/Museum Area neighborhood, where an open-concept layout and thoughtful updates create a comfortable and inviting living experience. The split-bedroom floor plan offers two spacious en-suite bedrooms, while a third bedroom provides flexibility for guests, an office, or additional living space. The heart of the home is the open kitchen and great room, where the kitchen overlooks a spacious living and dining area. Recessed lighting, crown molding, and long sightlines to the fenced backyard enhance the sense of space and connection throughout the main living areas. A large paver patio just off the dining area provides an ideal setting for outdoor dining and entertaining. A solid and colorful front yard canopy protects ones vehicle from the sun, while the 10 year old roof, and well and consistently maintained 8 year old AC keeps all safe and comfortable inside. The kitchen features a stainless-steel appliance package, crisp cabinetry, marble countertops, a convenient marble breakfast bar, and updated fixtures. A unique dry bar with a wine refrigerator adds an elegant touch and makes entertaining effortless. Additional features include fashionable plank-style tile flooring throughout and a convenient interior laundry closet. Ideally situated in a desirable area west of the Trail and above the flood zone, this home offers an exceptional Sarasota lifestyle. Enjoy easy access to Sunset Park and Bayfront Park, where you can take in beautiful evening sunsets over Sarasota Bay. Downtown Sarasota is just two miles away, placing you close to the city's renowned cultural, dining, shopping, and entertainment destinations. The home is also conveniently located near some of Sarasota's most significant cultural and educational institutions, including the John and Mable Ringling Museum of Art, Asolo Repertory Theatre, Sarasota Ballet, Florida Studio Theatre, University of South Florida Sarasota-Manatee, and Ringling College of Art and Design. The University Parkway corridor is also nearby, providing convenient access to Sarasota-Bradenton International Airport and the UTC shopping and entertainment district. Offering an appealing combination of location, space, functionality, and lifestyle, this home is an excellent opportunity to enjoy all that IS Sarasota. Having the home come furnished is negotiable.

4925 Remington Drive, Sarasota

1703 N Tamiami Trail Unit 210, Sarasota
$374,999
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Established short-term rental performance, excellent guest reviews, and the option to retain current management make Unit B210 at The Strand of Sarasota a compelling opportunity for investors seeking documented rental history in a desirable waterfront community. From 2023 through 2026 YTD, the property has generated more than $174,000 in platform payouts under current management, including approximately $40,000 in 2023, $55,000 in 2024, $41,000 in 2025, and $38,000 in 2026 YTD. The unit has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This established performance and guest feedback provide valuable insight into its appeal to Sarasota visitors and vacation renters. Buyers may retain current management for continuity in rental operations. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. B210 enjoys a desirable and more private setting overlooking beautifully maintained gardens, with views of the resort-style pool, fitness center, and spa. Its location offers convenient enjoyment of the amenities without the heavier foot traffic often associated with residences directly facing the main amenity areas. Inside, this well-maintained condo features a comfortable and inviting layout ideal for vacation stays, a seasonal Sarasota retreat, or a full-time residence. Buyers have the flexibility to pursue rental use, personal enjoyment, or a combination of both. The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. This waterfront setting allows residents and guests to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand may also purchase boat docks as they become available for sale from other owners. Resort-style amenities enhance the community's appeal to residents and vacation renters alike. Enjoy the pool and spa, fitness center, onsite dog park and dog run, fire pit and outdoor gathering areas, BBQ grills, beautifully maintained grounds, and a kayak launch providing convenient access to Whitaker Bayou. These amenities complement Florida's year-round outdoor lifestyle. The Strand places owners and guests just minutes from Downtown Sarasota and the Rosemary District, with convenient access to St. Armands Circle, Sarasota-Bradenton International Airport, shopping, dining, entertainment, cultural attractions, and popular Gulf Coast beaches. Enjoy easy access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the attractions that make Sarasota a desirable coastal destination. For investors, B210 combines documented rental performance, strong guest satisfaction, resort-style amenities, privacy, and a prime Sarasota location. For buyers seeking a seasonal getaway or full-time residence, it offers waterfront living with an established rental history and added flexibility. Garden and pool views, reduced foot traffic, a waterfront community, onsite dog park, kayak launch, resort-style amenities, a 4.95/5 guest rating, Guest Favorite recognition, and more than $174,000 in historical platform payouts come together in one exceptional property. Schedule your private showing to explore B210's investment potential and experience The Strand lifestyle.

1703 N Tamiami Trail Unit 210, Sarasota

918 Orange Avenue, Sarasota
$6,000,000
Petroutsa Brothers Sub SubDv. ⋅ 34236 Zip Code
PRIME MULTIFAMILY DEVELOPMENT OPPORTUNITY IN SARASOTA’S HISTORIC DISTRICT | RESTORATION ZONE Discover a rare multifamily development opportunity in Downtown Sarasota’s Historic District, ideally positioned on a highly visible corner lot within a designated Sarasota Restoration Zone. Located just minutes from the heart of Downtown Sarasota, this property offers developers, builders, and investors the opportunity to create new construction condominiums, luxury townhomes, or a boutique multifamily residential development in one of Sarasota’s most sought-after and rapidly evolving areas. Zoned for multifamily development with potential for up to 24 residential units, this site offers exceptional flexibility for a variety of residential development concepts. The property is particularly well suited for condos, luxury townhomes, multifamily residences, or an upscale urban residential community designed to take advantage of Sarasota’s continued growth and strong demand for new housing. One of the property’s major advantages is that utilities are already on site, including water, sewer, electric, and other essential services, potentially helping reduce infrastructure costs and simplify the development process. The location provides an exceptional walkable Downtown Sarasota lifestyle, with convenient access to restaurants, cafés, shopping, entertainment, cultural attractions, art galleries, theaters, Sarasota Bay, and the vibrant downtown district. Sarasota continues to experience significant residential growth, with new construction and redevelopment transforming the surrounding area and creating increased demand for well-located multifamily housing. PROPERTY HIGHLIGHTS: Prime corner lot in Sarasota’s Historic District Located within a Sarasota Restoration Zone, Multifamily zoning, Potential for up to 24 residential units, Ideal for condominium development or luxury townhomes, Excellent opportunity for multifamily redevelopment, Water, sewer, electric and utilities already on site, Walkable to Downtown Sarasota, Close to restaurants, shopping, entertainment, arts and Sarasota Bay, Surrounded by ongoing new construction and redevelopment, Strong demand for new residential housing, High-visibility corner location, Excellent opportunity for developers, builders and investors, Potential for significant redevelopment and investment upside A rare Sarasota development opportunity in a highly desirable location. With multifamily zoning, Restoration Zone designation, utilities already on site, and the ability to potentially develop up to 24 residential units, this property offers a compelling opportunity to participate in the continued transformation and growth of Downtown Sarasota and the surrounding Historic District. Contact us today for zoning information, development details, site information, and to explore the potential of this exceptional Sarasota multifamily development site.

918 Orange Avenue, Sarasota

2509 Dixie Avenue, Sarasota
$313,500
3 Beds ⋅ 1 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34234 Zip Code
Welcome to 2509 Dixie Ave, Sarasota, FL 34234 — an exciting opportunity to secure a partially renovated 3-bedroom, 1-bath home before the final touches are complete. Whether you are a first-time homebuyer, investor, or buyer searching for a property with flexible living or income-producing potential, this home offers value, location, and opportunity. Renovations are already underway, making this the perfect chance for a buyer to get in early and secure the property before completion. Updates in progress include a new roof, updated A/C system, updated electrical, new flooring, updated windows, new kitchen cabinets and countertops, stainless steel appliances, fresh interior and exterior paint, and improvements to the front porch. Additional finishing work is still being completed. This property offers a functional layout with three bedrooms and strong potential as a primary residence, rental property, or shared housing opportunity, subject to local regulations and buyer verification. Buyers looking for a home with upside and future value will appreciate the ability to purchase while improvements are still in progress. Located just minutes from Downtown Sarasota with convenient access to US-41 and US-301, this home is close to shopping, dining, employment centers, and everyday conveniences. Sarasota’s city and Gulf beaches are less than 15 minutes away, adding even more appeal to this well-located property. Opportunities like this do not last long. Get in now, secure your home early, and take advantage of the chance to own a newly updated property before renovations are fully complete. Schedule your showing today and see the potential for yourself.

2509 Dixie Avenue, Sarasota

1553 29th Street, Sarasota
$150,000
2 Beds ⋅ 1 Baths ⋅ Carver Park SubDv. ⋅ 34234 Zip Code
Short Sale. Welcome to this charming 1953 Sarasota cottage, where timeless character meets modern comfort in one of the city's most convenient locations. This adorable 2-bedroom, 1-bath home features durable luxury vinyl plank flooring throughout, creating a bright and cohesive living space that is easy to maintain. The roof was replaced in 2023, providing added peace of mind. Location is everything, and this property delivers! Ideally situated just minutes from Sarasota Bayfront Park, UTC, and Downtown Sarasota’s vibrant shopping, dining, arts, and entertainment scene. Enjoy easy access to the iconic St. Armands Circle, Lido Beach (approximately 5 miles away), and the world-renowned Siesta Key Beach. Ringling College of Art and Design, New College of Florida, The John & Mable Ringling Museum of Art, Sarasota-Bradenton International Airport, and everyday conveniences are all just a short drive away. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this charming Sarasota cottage offers an exceptional location and endless potential. This property is being sold as-is and is a Short Sale and is subject to lender approval

1553 29th Street, Sarasota

1235 32nd Street, Sarasota
$270,000
2 Beds ⋅ 1 Baths ⋅ North Riverside Park SubDv. ⋅ 34234 Zip Code
Charming 2BR/1BA Home Near Ringling College – Move-In Ready! Welcome to this inviting and beautifully maintained 2-bedroom, 1-bathroom home, tucked away in a peaceful neighborhood just two blocks from Ringling College of Art and Design. Offering the perfect blend of comfort, privacy, and convenience, this move-in-ready home is ideal as a full-time residence, seasonal retreat, or investment property. Step inside to a bright, open-concept floor plan with seamless flow between the living room and kitchen, creating a welcoming space for everyday living and entertaining. Outside, you'll fall in love with the expansive, fully fenced backyard featuring lush tropical landscaping that creates your own private oasis. Campers, dogs, boats, great yard. Whether you're relaxing, gardening, hosting friends, or giving pets plenty of room to play, this outdoor space offers endless possibilities. The oversized 30-foot patio is perfect for outdoor dining, entertaining, or simply enjoying Florida's beautiful year-round weather. Enjoy peace of mind with numerous major updates, including new roof (2022), new HVAC system (2022), windows and electrical panel replaced (2017), all kitchen appliances, washer, and dryer replaced (2023) and front and backyard newly shelled (2026) New Paint 2026. The location is truly exceptional, with easy access to many of Sarasota's most desirable attractions, including Ringling College of Art and Design, Sarasota's renowned museum campus, Sarasota-Bradenton International Airport (SRQ), Downtown Sarasota, World-famous Gulf Coast beaches, local colleges and universities, excellent dining, shopping, arts, and entertainment. Whether you're looking for your next home, a winter escape, or an income-producing investment, this charming property offers outstanding value in one of Sarasota's most convenient locations.

1235 32nd Street, Sarasota

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