Monroe County FL Homes For Sale

Summerland Estates SubDv. ⋅ 33042 Zip Code

Beautiful .55 acre lot in Summerland Key, FL. Summerland Key is a unique fly-in community with a private airstrip and marina close by. SUMMERLAND ESTATES SUMMERLAND KEY PB2-167 PT LT 25 (LOT A 90 FT X 264.75 FT). Buyer is responsible for conducting due diligence on the property prior to purchase.

Sunset Boulevard, Summerland Key

$1,600,000

Pine Key Acres SubDv. ⋅ 33043 Zip Code

Rare opportunity to own 1 acre in beautiful Big Pine Key, Florida! Build your dream island retreat in one of the most desirable areas of the Lower Keys. Enjoy the natural beauty, tropical surroundings, boating, fishing, snorkeling, and the laid-back Florida Keys lifestyle. Big Pine Key is known for its peaceful atmosphere, abundant wildlife, and proximity to the National Key Deer Refuge. Conveniently located with easy access to Marathon and Key West. Motivated seller—bring all reasonable offers! Don’t miss this chance to secure a large parcel in the Florida Keys. Buyer to verify building rights, permitting requirements, and all property information.

Racoon Run, Big Pine Key

$1,999,000

4 Beds ⋅ 3 Baths ⋅ Coco Plum Beach SubDv. ⋅ 33050 Zip Code

Set within Coco Plum area of Marathon, this waterfront residence presents a rare opportunity to own a premier canal-front property in the Florida Keys. Offering direct boating access to open water, this home embodies the ultimate island lifestyle for the avid boater and coastal enthusiast. The property features a desirable waterfront setting, elevated construction, and an exceptional layout that provides the perfect bones to transform it into your dream home. With endless potential for customization, this residence is ideal for creating a modern coastal retreat or luxury Keys estate tailored to your vision. Located on a quiet, highly sought-after street, it offers both privacy and convenience, just minutes from beaches, dining, and all that Marathon has.

2100 Avenue H, Marathon

$199,900

1 Beds ⋅ Marina Club/Blackwater Sound K SubDv. ⋅ 33037 Zip Code

Position your vessel in one of the most sought-after gated dry storage facilities in the Florida Keys with Boat Rack #RU62 at Marina Club at Key Largo, located at 103950 Overseas Hwy. This premium inside rack, situated up against the barn, offers added protection from the elements while maintaining convenient access for quick departures to open water. Rack #62 is a highly desirable diagonal rack, designed to accommodate larger vessels with ease—supporting boats up to approximately 38 feet in length, 13.2 feet in height, 10’6” in width, and up to 16,000 lbs. Its angled configuration allows for improved maneuverability and efficient storage compared to standard racks. Located in the heart of Key Largo, the renowned boating and dive capital of the world, this marina provides direct access to both the Atlantic Ocean and the Gulf of Mexico, putting world-class fishing, diving, and cruising right at your fingertips. Ownership includes access to the Marina Club’s exceptional concierge services, where certified technicians are available for engine servicing, warranty work, canvas repair, and a wide range of boat care needs. Enjoy unmatched convenience with push-button boat service—your vessel will be pulled from the rack, fueled, and ready to go by the time you arrive. After each use, your boat is professionally flushed and scrubbed, ensuring it stays in top condition with minimal effort. Whether you're a serious boater or simply want a hassle-free way to enjoy life on the water, this rack delivers protection, efficiency, and premier location in one of South Florida’s most desirable marinas.

103950 Overseas Highway Unit RU62, Key Largo

$3,495,000

5 Beds ⋅ 5 Baths ⋅ Marathon Beach SubDv. ⋅ 33050 Zip Code

LOCATION LOCATION LOCATION DIRECTLY ON THE GULF W/ GULF OF AMERICA AND MARINA VIEWS! Welcome to an extraordinary opportunity to own a newly constructed, luxury waterfront residence in the heart of the Florida Keys. Located in the exclusive Emerald Landings community in Marathon, this exceptional home offers breathtaking open-water views, a private 50' boat slip included, and a rare private beach, kayak launch, blending high-end coastal living with unmatched boating convenience. Thoughtfully designed for both luxury and functionality, this stunning property features 5 bedrooms and 5 bathrooms, including two spacious primary suites with private balconies overlooking the water. An open-concept floor plan showcases a chef's kitchen with quartz countertops and waterfall island, seamlessly flowing into the living and dining areas--ideal for entertaining or relaxing with panoramic sunset views. Outdoor living is elevated with a heated resort-style pool, expansive patios, and multiple spaces designed for al fresco dining and sunset gatherings. Premium finishes, coastal-inspired design, and modern technology are found throughout the home, offering a turn-key experience for owners and guests alike.This property is the perfect investment opportunity, boasting a proven short-term rental history and strong income potential, while also serving as an ideal future personal residence for those dreaming of a private retreat in the Keys. Whether used as a high-performing vacation rental, a seasonal escape, or a full-time waterfront home, this property offers unmatched versatility. Centrally located near world-class boating, dining, shopping, and beaches, this rare offering combines luxury, location, and lifestyle--a true Keys dream home with income-producing potential. Being offered furnished.

805 39th Street Gulf, Marathon

$3,690,000

3 Beds ⋅ 3 Baths ⋅ Coco Plum Beach SubDv. ⋅ 33050 Zip Code

Stunning Furnished Coastal Modern 3-bedroom, 3-bath modern waterfront estate built by the Florida Keys' premier builder, D'Asign Source. This three-story solid concrete home offers exceptional design, craftsmanship, and strength, perfectly positioned on over a quarter acre with 110 feet of deep-water frontage along a 300-foot-wide canal. Boaters will love the 10,000 lb boat lift, 85 feet of dockage, and direct deep-water access to the Gulf and Atlantic. A fish cleaning station with water, bait freezer, and commercial ice machine make this property a dream for anglers and water enthusiasts. Inside, expansive glass doors and windows flood the living space with natural light and showcase panoramic canal views. The chef's kitchen features Viking appliances, quartz countertops, wine cooler, and premium finishes, while the open-concept design connects seamlessly to multiple balconies and outdoor living areas. The master suite includes an oversized rainfall shower and a private balcony overlooking the water, while two guest bedrooms provide bright, inviting retreats. Outdoor living is the heart of this home, featuring a custom 440 sq. ft. pool with hot tub and sunshelf, surrounded by soft sand, hammocks, and lush tropical landscaping. Entertain in style at the covered outdoor bar and grilling area, or unwind with sunsets from the private rooftop lounge overlooking the Gulf of Mexico. Additional features include four+ parking spaces, trailer parking, high-speed WiFi, multiple smart TVs, and a fully fenced yard that's pet-friendly. Tis property combines luxury, durability, and a true Keys lifestyle — offering modern design, deep-water access, and spectacular views in one of Marathon's most sought-after waterfront neighborhoods.

118 Avenue E, Marathon

$500,000

1 Beds ⋅ 1 Baths ⋅ Ocean Pointe 04 SubDv. ⋅ 33070 Zip Code

Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental history and the flexibility for nightly rentals, this property is more than just a home—it's an investment in the Keys lifestyle. Offered fully furnished and turn-key, you can start earning income or enjoying paradise immediately. Ocean Pointe is a gated, resort-style community offering exceptional amenities, including: Heated oceanfront pool Marina with boat ramp and dockage Private beach area Tennis courts Clubhouse with lounge and restaurant Ideally situated in Tavernier, between Key Largo and Islamorada, you’ll be moments from world-class dining, shopping, fishing, diving, and the vibrant charm of the Upper Keys. Seize this rare chance to own a piece of Ocean Pointe—where luxury meets investment potential in one perfect package.

500 Burton Drive Unit 4204, Tavernier

$595,000

Doctors Arm 1st Add SubDv. ⋅ 33043 Zip Code

Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please confirm options with the Monroe County Planning Department. Lot 1 & 2 being sold together, will not sell separately. Don’t miss your chance to build in one of the Keys’ most desirable locations!

2080 Coral Way, Big Pine Key

$1,055,000

3 Beds ⋅ 3 Baths ⋅ Eden Pines Colony SubDv. ⋅ 33043 Zip Code

Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with built-in cabinetry extending into the dining area, and pocket sliding doors leading to a screened porch overlooking the canal—the perfect place to relax and enjoy the island breeze after a day on the water. Downstairs is a pre-FIRM finished enclosure offering approximately 480 square feet with an additional 1 bedroom and 1 bathroom, providing flexible space for guests, hobbies, or extra storage. The fenced lot, drive-through garage, and large utility/laundry area provide plenty of room for boating gear, fishing equipment, and all the essentials for waterfront living. One of the property’s most unique features is the added privacy with no neighbors on one side, as the county owns the two adjacent lots which will remain undeveloped, creating additional space and a peaceful setting. Located in the desirable Eden Pines neighborhood of Big Pine Key, the home is just minutes from the community boat ramp, local restaurants, and shopping. Outdoor enthusiasts will appreciate being close to some of the Keys’ most beloved destinations including Bahia Honda State Park, the National Key Deer Refuge, and the Looe Key National Marine Sanctuary, known for its incredible snorkeling and diving. Spend your days boating to nearby sandbars, fishing the backcountry flats, paddleboarding through mangrove channels, or enjoying sunset cruises. Only about 30 minutes from the dining, nightlife, and culture of Key West, this property is ideal whether you're looking for a Florida Keys waterfront home, Big Pine Key canal-front retreat, vacation getaway, or investment opportunity in the Lower Keys.

29051 Magnolia Lane, Big Pine Key

$12,900,000

Driftwood Estates SubDv. ⋅ 33050 Zip Code

REDUCED......OVER 20 ACRE LAND AND MARINA ON OCEAN SIDE WITH FANTASTIC BUSINESS OPPORTUNITY IN MARATHON FL....Driftwood marina and storage has been in business for many years and now needs new owner to take over and replace the buildings and create new business venture and marinas and build ocean front resort hotel for visitors coming to Marathon.

13900 Overseas Hwy, Marathon

$925,000

3 Beds ⋅ 2 Baths ⋅ Indian Harbor SubDv. ⋅ 33070 Zip Code

Beautifully renovated 3-bedroom, 2-bathroom home in desirable IndianHarbor, this property has been completely updated with high-end finishes and thoughtful details throughout. Open-concept living area and kitchen, The house features new large impact windows and a layout that utilized all of the space. The kitchen features brand-new stainless-steel appliances, custom cabinetry, quartzite countertops, and a large granite island for meal prep or casual dining. The outside features a fully fenced and turfed back yard, and the underneath of the house has been concreted for convenient covered parking. 12 feet of clearance leaving room for an RV or the ability to add an above flood enclosure.

177 Iroquois Street, Tavernier