Ocean Sotheby's International Realty
81888 Overseas Highway, 33036 Islamorada (United States)
Listings of the agency
Listings for sale: 1 to 20 / 73
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House with pool Marathon (United States)
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.
…$1,289,000339m²4bedrooms3bathroomsland 0.1haBy Ocean Sotheby's International Realty
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House Marathon (United States)
INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.
…$1,999,000323m²4bedrooms4bathroomsland 0.1haBy Ocean Sotheby's International Realty
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House with pool Tavernier (United States)
Truly turnkey and fully furnished, this newly completed coastal-modern residence delivers approximately 3,100 square feet of refined luxury, with four bedrooms and four bathrooms. Completed in 2025 and professionally curated by Wright Interiors, the home showcases custom millwork, designer finishes and integrated technology, complemented by durable CBS construction, impact glass and a sleek metal roof. Seamless indoor-outdoor living unfolds across a summer kitchen, outdoor bar, heated and chilled pool, lush tropical landscaping, and two climate-controlled garages, with elevator shaft ready for install. Approximately 60 feet of concrete dockage beneath custom composite decking is expertly configured for both a center console and skiff, with direct Florida Bay access, a 20,000-pound boat lift, floating dock, shore power and custom fish-cleaning station. Positioned within one of Islamorada's premier close-knit boating neighborhoods, with A-rated schools nearby, this exceptional residence offers an elevated Keys lifestyle for both weekend escapes and full-time living. Optional HOA membership extends access to a private bayfront park and boat ramp.
…$4,350,000290m²4bedrooms4bathroomsland 0.1haBy Ocean Sotheby's International Realty
- 30
Property Key Largo (United States)
Key Largo Kampground & Marina sits on 40 acres along the Atlantic, This is lot #164: Including a 2018 43' fifth wheel, 2BR/1BA, with an added shaded outdoor lounge area for sitting and relaxing. 4 total AC units (2 added). Two parking spaces for a vehicle plus boat or trailer. Deeded real property -- you own the land. True one-day rentals allowed, a rare advantage in the Florida Keys. The community takes care of the rest and offers two beaches South and North Beach, a marina, boat ramp, boat wash, fish cleaning station, 2 pools and 24-hour laundry.
…$385,00046m²2bedrooms1bathroomland 0haBy Ocean Sotheby's International Realty
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House Key Largo (United States)
Located on 1.85 acres of tropical and native landscaping, this mystical waterfront estate in Key Largo offers the perfect blend of privacy, comfort, and coastal living. Designed with both family life and entertaining in mind, this charming three bedrooms, two and a half bath residence features a spacious, light filled, open concept floor plan with clean architectural lines and seamless indoor- outdoor living. At the center of the home is a beautifully appointed kitchen anchored by an expansive island, creating the ideal gathering space for casual family meals and entertaining guests. Generous living spaces flow effortlessly to a covered central courtyard, extending the home's living area into a private outdoor sanctuary. Beyond the courtyard, the backyard unfolds into a breathtaking waterfront setting with direct ocean access. Surrounded by mature landscaping and exceptional privacy, this serene retreat feels like your own secluded oasis. Whether you are relaxing by the water, enjoying the tranquil surrounds, or setting out for a day on the ocean, this property captures the best of the Florida Keys lifestyle.
…$1,799,000237m²3bedrooms3bathroomsland 0.8haBy Ocean Sotheby's International Realty
- 50
Seaside house Summerland Key (United States)
Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction. Set along a protected canal with 125 feet of concrete dockage, two boat lifts, and direct deep-water access to both the Atlantic Ocean and Gulf of Mexico, this waterfront home is perfectly positioned for effortless days on the water, from world-class fishing and diving to sunset cruises and sandbar adventures. Impact windows and doors and thoughtfully designed indoor-outdoor living spaces create a home that is as durable as it is inviting. Sweeping open ocean views from the main living level and third-story observation deck provide the perfect backdrop for sunrise mornings and starlit evenings. A charming detached guest cottage connected by a covered breezeway creates a private compound ideal for hosting family and friends. The oversized homesite offers exceptional flexibility with ample room to add a custom pool, expand outdoor entertaining areas, or further enhance the property to suit your vision. Just 35 minutes from Key West, Pink Sands feels as though it belongs on Harbour Island while remaining firmly rooted in the authentic charm of Summerland Key. Blending Bahamian-inspired architecture with the confidence of newer CBS construction, exceptional boat dockage, direct ocean and Gulf access, and endless opportunities for future customization, this is a rare opportunity to own a distinctive Florida Keys waterfront home. Minutes from Looe Key Reef, Content Keys, and the backcountry flats, this exceptional location offers unparalleled access to some of the Florida Keys' most sought-after boating, fishing, diving, and paddleboarding destinations right from your private dock.
…$2,799,000361m²5bedrooms4bathroomsland 0.1haBy Ocean Sotheby's International Realty
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House Islamorada (United States)
Commanding 170 feet of private Florida Bay frontage and situated on over an acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings. Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors, providing vast screened porches both upstairs and down. The kitchen anchors the home with gorgeous views and a function ideal for entertaining or quiet evenings at home. A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amenities continue with a lagoon-style pool, putting green, and ample deep-water dockage with a boat lift, providing Bay to Ocean access in minutes via Channels 2 or 5. This offers effortless access to world-class boating and fishing. Just off the edge of the channel lies a rare bayside reef teeming with life and providing snorkeling right off your own dock. Located on the Lower Matecumbe island of Islamorada, Eagle Point balances modern coastal luxury with timeless island tranquility—an estate designed for those who seek both beauty and belonging by the water.
…$10,750,000474m²4bedrooms4bathroomsland 0.5haBy Ocean Sotheby's International Realty
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House with pool Islamorada (United States)
Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a spacious garage for ultimate flexibility. The gourmet kitchen flows seamlessly to a fully equipped outdoor kitchen and shaded lounge area—ideal for al fresco dining by the pool amid lush tropical landscaping. A rare combination of classic design, modern amenities, and timeless island charm. Effortless boating and space for all of your waterfront toys with 75' of deepwater dockage and quick access to both ocean and bay. Nearby homeowner’s park provides the added bonuses of a private, sandy beach and boat ramp. With the serene, wide canal views and cooling bay breezes, and this is where luxury, comfort, and natural beauty, convenience converge.
…$4,450,000378m²5bedrooms5bathroomsland 0.1haBy Ocean Sotheby's International Realty
- 29
Seaside apartment with pool Tavernier (United States)
Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal living in the highly sought-after, gated Summer Sea community. Bright, stylish, and filled with natural light, this home is your key to island paradise. Unwind while soaking in breathtaking sunsets from the private beach or the rooftop observation deck with panoramic views of the Florida Keys. Community resort-style amenities include a heated/chilled swimming pool, fully equipped fitness center, on-site storage, and a shared freezer/ice machine. Boaters take note: first-come, first-served dockage accommodates vessels up to 26 ft (tip-to-tip) with quick, easy access to the backcountry and open ocean. Spend your days fishing, kayaking, paddleboarding, or diving in crystal-clear waters. Located just minutes from dining, shops, and local favorites.
…$487,50074m²2bedrooms2bathroomsBy Ocean Sotheby's International Realty
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House Tavernier (United States)
Seller Financing possible, call for terms. Solid CBS construction in the heart of historic Tavernier. Built in 2018, this well-maintained 3-bedroom, 2-bath home offers quality construction, a functional layout, and easy Florida Keys living. Features include all-concrete CBS construction with a solid concrete roof, polished concrete floors, high vaulted ceilings, fresh interior paint, generous natural light, and double closets for added storage. The spacious kitchen offers a pantry, ample cabinetry, and bar-top seating that opens comfortably to the main living area. Enjoy the rear porch and refreshing ocean breezes in a quiet neighborhood filled with classic Keys character. Conveniently located near local parks, gyms, restaurants, shopping, and everyday amenities, with easy access throughout the Upper Keys. Move-in ready and equally well suited as a full-time residence, second home, or Florida Keys retreat.
…$699,000121m²3bedrooms2bathroomsland 0.1haBy Ocean Sotheby's International Realty
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Seaside house with pool Islamorada (United States)
Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access.
…$5,999,999507m²5bedrooms6bathroomsland 0.2haBy Ocean Sotheby's International Realty
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Seaside house with pool Marathon (United States)
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.
…$7,199,000372m²7bedrooms6bathroomsland 0.3haBy Ocean Sotheby's International Realty
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House Tavernier (United States)
Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterpiece is located in the highly desirable X flood zone, offering peace of mind and lower insurance costs. Step inside to a bright, airy floor plan that blends classic design with the relaxed Keys lifestyle. Soaring ceilings and abundant natural light create an open, welcoming feel throughout the living areas, beautifully complemented by custom LED lighting.The open-concept gourmet kitchen features stylish finishes, stainless steel appliances, quartz countertops, and a large island that's perfect for entertaining. The luxurious primary suite includes a spacious en-suite bathroom with a walk-in shower. Three additional bedrooms provide plenty of flexible space for family, guests, or a home office. New flooring and contemporary fixtures complete the fresh, move-in-ready interior. Outside, enjoy a large screened-in porch ideal for relaxing or hosting gatherings, plus an expansive backyard with room to add a pool and beautiful views of swaying palms and endless blue skies. Residents of Edenaire enjoy exclusive access to the community park, which includes a fenced picnic area, grill, trailer parking, boat ramp, and 72-hour dockage--giving you direct access to Tavernier Creek, the ocean, and the bay for boating, fishing, paddleboarding, and more. You will not find a 4 Bed 3 Bath home fort this price and in this neighborhood. X Flood, 2021 Roof. This property is currently rented and requires at least 24 hours' notice for all showings. Contact agent for lease details.
…$745,000128m²4bedrooms3bathroomsland 0.1haBy Ocean Sotheby's International Realty
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Land Key Largo (United States)
Unit 163 Key Largo Kampground And Marina A Condo Or 856-1605/1606 Or 1037-673 Or 1584-1004/06 Or 1584-1007/08Aff Or 2896-1732.
…$355,000By Ocean Sotheby's International Realty
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Land Islamorada (United States)
Start building immediately with this Waterfront TDR for use in the Village of Islamorada for a Single Family Residence on the water. Buyer has to verify with the Village if TDR is applicable to vacant lot. Buyer has to pay all closing costs associated with the transaction and the transfer fees to the Village. The Letter of Development Rights Determination from the Village is on file and can be provided upon request.
…$355,500By Ocean Sotheby's International Realty
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Property with pool Key Largo (United States)
Discover effortless Florida Keys living at Fisherman's Cove, an exclusive private residence club overlooking Blackwater Sound in Key Largo. This 1/8 fractional ownership offers approximately 2,300 square feet of beautifully appointed living space with three spacious bedrooms, three full bathrooms, and a recently renovated interior blending contemporary finishes with relaxed island style. Designed for both comfort and entertaining, the residence features a fully equipped gourmet kitchen with bar seating and an expansive private balcony ideal for taking in the waterfront surroundings. Ownership extends well beyond the residence itself, with access to an impressive collection of amenities including a resort-style pool with three private cabanas, rooftop owners' deck, concierge and housekeeping services, and two owners-only boats, a 26' Sea Fox and 24' Contender, for enjoying the waters of the Florida Keys. Located above Jimmy Johnson's Big Chill, Fisherman's Cove places dining, entertainment, boating, and waterfront relaxation all within steps of your residence. Owners enjoy flexible year-round use, typically 5-7 weeks annually, with opportunities for additional stays based on availability. Fisherman's Cove is a private residence club with privileges reserved exclusively for owners. Rentals are not permitted. This is a 1/8 Fractional Ownership Opportunity.
…$315,000204m²3bedrooms3bathroomsBy Ocean Sotheby's International Realty
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House Tavernier (United States)
Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.
…$6,195,000305m²4bedrooms5bathroomsland 0.1haBy Ocean Sotheby's International Realty
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House Islamorada (United States)
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.
…$4,499,50088m²1bedroom1bathroomland 0.3haBy Ocean Sotheby's International Realty
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Seaside property with pool Islamorada (United States)
Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping.
…$715,00051m²1bedroom1bathroomBy Ocean Sotheby's International Realty
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House Key Largo (United States)
A rare opportunity to own a never-before-offered, newly constructed residence in Key Largo's South Creek Village. Built by Construct All and meticulously maintained, the home reflects a thoughtful approach to modern Keys living, with solid CBS construction, a metal roof, impact-resistant windows and doors, and clean, coastal interiors that feel both considered and comfortable. Set on a corner lot, the five-bedroom, three-bath floor plan offers flexibility for family, visiting guests, or extended stays. Natural light carries through open living spaces and into a well-appointed kitchen with generous counterspace, custom cabinetry, and an easy connection to the main gathering areas. Beyond the interiors, the property offers something increasingly difficult to find in the Keys: room to make the grounds your own. There is ample space for a pool, along with accommodations for an RV, boats, trailers, and multiple vehicles. The 12'+ carport is equipped with electric hurricane screens, providing an added layer of storm protection. South Creek Village also offers a private, voluntary homeowners association with access to a waterfront park and boat ramp, as well as first-come dockage for up to 72 hours, an uncommon convenience for launching, loading, or keeping the boat nearby for a weekend on the water. From here, the best of Key Largo is close at hand, with marinas, waterfront dining, parks, John Pennekamp Coral Reef State Park in your backyard, and the surrounding waters offering endless opportunities for fishing, diving, snorkeling, and boating. Equally suited to year-round living or time spent away, this is a home defined not simply by its newer construction, but by the freedom it affords: space for family, space for the boat, and a natural connection to the water and lifestyle that make the Florida Keys unlike anywhere else. Just an hour from Miami and centrally positioned near the best dining and attractions Key Largo has to offer.
…$1,190,000206m²5bedrooms3bathroomsland 0haBy Ocean Sotheby's International Realty
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