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luxury houses for sale Monroe County, United States

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50

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.

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$4,450,000
378m²
5bedrooms
5bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool Key Largo (United States)

Gracious waterfront living awaits at 35 Angelfish Cay Drive, a beautifully renovated canal-front residence in the heart of Ocean Reef Club, Key Largo's premier private club. Perfectly positioned on a deep-water canal with 120 feet of canal frontage, this home offers quick and effortless access to offshore fishing, snorkeling, and diving—an ideal retreat for boating and water-sport enthusiasts. Originally built in 2006 and elegantly reimagined in 2023, the home spans 6,300 square feet of refined interiors designed for relaxed yet luxury living. Featuring 5 bedrooms, 4 full baths, and 2 half baths, the residence offers abundant space for family and guests. Light-filled living areas flow seamlessly into a gourmet kitchen, multiple entertaining spaces, and expansive windows framing tranquil water views. Outside, a generous pool deck invites lounging and gatherings, with gentle steps leading to the private dock—perfect for keeping boats, paddleboards, and all your favorite water toys at the ready. Ideally located within Ocean Reef's amenity-rich environment, this home blends privacy, convenience, and timeless elegance for an unparalleled island lifestyle.

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$18,475,000
589m²
5bedrooms
6bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50

Seaside house with garden Key West (United States)

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

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$1,490,000
232m²
5bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

36

Property Marathon (United States)

Some homes in the Keys prioritize the house itself, while this one focuses on the opportunities it offers. Located oceanside in Harbor Isle at mile marker 48.5, this 3-bedroom, 3-bath waterfront home provides easy access to open water. The 7-day minimum rental allowance offers flexibility for buyers who want to enjoy their Keys home while also generating rental income when they're away. With quick ocean access, waterfront living, and a prime location in the heart of Marathon, this home is an ideal choice for those seeking a convenient and enjoyable living experience, whether you're here for a week, a season, or for the long haul. Don't forget to bring your boat, the water is calling!

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$825,000
123m²
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

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House with pool Big Pine Key (United States)

Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

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$4,450,000
435m²
3bedrooms
3bathrooms
land 0.5ha

By Ocean Sotheby's International Realty

32

House with pool and terrace Key Largo (United States)

Unrivaled boating access via the exclusive Members' Channel truly elevates this exceptional waterfront estate. Boasting 120 feet of newly renovated seawall, this charming 3-bedroom, single-story residence stands as one of the premier properties within the prestigious Ocean Reef community. Inside, the home transitions seamlessly to an expansive pool deck framed by breathtaking, long-canal vistas. Perfectly positioned for the ultimate resort lifestyle, you are just moments away from the vibrant Fishing Village and Buccaneer Island.

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$11,250,000
221m²
3bedrooms
3bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50

House with pool Key West (United States)

Experience quintessential island living in this stunning waterfront townhome at Flagler's Landing, where sweeping Gulf views meet a central Key West location with private boat dockage. This elevated residence offers ~1,387 sq ft of living space with open water views from the main living areas, private balcony, and both upstairs bedrooms. Designed for effortless entertaining, the main level features an open-concept layout with spacious living and dining areas. The gourmet kitchen anchors the space with a custom coral stone island (seating for six), custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony create an ideal indoor-outdoor flow for sunsets and ocean breezes. A powder bath completes this level. A spiral staircase leads to the second level, where the hallway offers built-in bookshelves and a front-facing balcony. Both serene bedrooms feature walk-in closets and expansive water views. The primary and guest suites share a full bath with a glass walk-in shower, large vanity, and jacuzzi-style tub. Additional features include central A/C, ground-level covered parking, dedicated storage, a laundry area, and a ground-floor brick patio. For boating enthusiasts, the property includes a private shallow-draft slip suitable for a ~24 ft boat. Residents also enjoy community access to a heated concrete pool. Situated near beaches, dining, shopping, and marinas, this home is a rare opportunity to own a piece of paradise in an exclusive Key West enclave.

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$1,249,000
129m²
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

50

House Marathon (United States)

Introducing this charming and newly upgraded Keys Conch Cottage tucked away in the desirable Tropicana subdivision in the heart of Marathon. Set on an impressive 8,000+ sq ft lot, this property offers the rare benefit of flexible mixed-use zoning, allowing for short-term vacation rentals, home-based businesses, and even the potential to divide the side portion of the lot for an on-property business space, an exceptional opportunity for versatility and income potential. It is currently an active, licensed vacation rental with repeat guests already in place. Inside, you'll find a cozy 2-bedroom, 1-bath layout complemented by a large, oversized workshop ideal for storage. The home has been thoughtfully updated with 3 brand-new mini-split air conditioning systems, providing excellent cooling and energy efficiency. All appliances have been upgraded within the last year to match white KitchenAid, giving the kitchen a clean, cohesive, modern look. Additionally, both the exterior and the entire interior of the home were freshly painted within the past year, offering a crisp, move-in-ready feel throughout. Brand-new impact windows and doors add further value with improved energy efficiency, security, and storm protection, while mature tropical landscaping enhances the authentic Old Florida Keys charm. Step into your private backyard retreat, where lush greenery creates a serene, secluded atmosphere. Enjoy a relaxing soak in the hot tub under the stars, entertain friends, or simply unwind in your own island oasis. The expansive lot provides ample parking for multiple vehicles, trailers, and boats—perfect for an active Keys lifestyle. With three public boat ramps just minutes away and close proximity to the world-famous Sombrero Beach, enjoying days on the water or in the sand is effortless. Whether you're seeking a personal island getaway, a strong income-producing investment, or a unique property with zoning flexibility, this is the place for you!

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$619,900
62m²
2bedrooms
1bathroom
land 0.1ha

By Ocean Sotheby's International Realty

50

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.

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$1,289,000
339m²
4bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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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.

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$1,999,000
323m²
4bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

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.

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$4,350,000
290m²
4bedrooms
4bathrooms
land 0.1ha

By 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.

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$385,000
46m²
2bedrooms
1bathroom
land 0ha

By Ocean Sotheby's International Realty

30
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Seaside house with pool Key Largo (United States)

Brand-new custom construction combines modern design, luxurious finishes, and exceptional privacy on a 15,185-square-foot homesite. Offering 3,323 square feet of air-conditioned living space across two levels, this beautifully appointed residence features four bedrooms, four-and-one-half baths, and warm wood flooring throughout. The gourmet kitchen is designed to impress with premium Wolf and Sub-Zero appliances, custom cabinetry, and striking quartzite countertops. A well-equipped bar area includes refrigerator drawers and a dedicated ice maker, making entertaining effortless. Impact-resistant windows and doors provide added security and peace of mind. Additional features include two-zone air conditioning, a paver driveway, and a spacious garage with generous storage beneath the home. Outdoors, a private pool and desirable southeastern exposure create an inviting setting for relaxation and entertaining. Situated on a quiet cul-de-sac and surrounded by lush native vegetation, the property offers a remarkable sense of privacy and seclusion—all just minutes from the Members' Fitness Center & Spa and the Academy at Ocean Reef.

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$6,500,000
309m²
4bedrooms
5bathrooms

By Ocean Reef Club Sotheby's International Realty

45
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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.

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$1,799,000
237m²
3bedrooms
3bathrooms
land 0.8ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool Marathon (United States)

A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

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$2,095,000
253m²
5bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

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$1,195,000
115m²
3bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

44

House with garden Marathon (United States)

Affordable Florida Keys Living with Weekly Rental Potential in the Heart of Marathon Whether you're searching for a full-time residence, a vacation retreat, or an income-producing investment property, this charming 3-bedroom, 2-bath Conch cottage offers exceptional value in today's market. This property blends classic Keys character with modern upgrades and desirable rental flexibility. Newly renovated the home is move-in ready and designed for easy island living. Interior features include quartz countertops, stainless steel appliances, impact-resistant windows, and energy-efficient mini-split A/C systems that help keep utility costs low. The low-maintenance lot provides ample parking and storage, making it ideal as a primary residence, second home, or vacation rental. Situated in a weekly rental area, this property offers excellent income potential while allowing owners to enjoy their own slice of paradise. Conveniently located just minutes from world-class boating, fishing, waterfront dining, shopping, and all the attractions that make the Florida Keys such a coveted destination, this Little Venice gem combines affordability, convenience, and investment opportunity. Don't miss this rare opportunity to own an affordable piece of the Florida Keys with the flexibility to enjoy it, rent it, or both. Schedule your private showing today!

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$655,000
114m²
3bedrooms
2bathrooms
land 0ha

By 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.

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$2,799,000
361m²
5bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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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.

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$10,750,000
474m²
4bedrooms
4bathrooms
land 0.5ha

By Ocean Sotheby's International Realty

47

House Key Colony Beach (United States)

Welcome to 8 7th Street in Key Colony Beach and the Florida Keys island lifestyle. No more dreaming of a blue water retreat; it is right here for you. Deep-water dockage for a 40-foot boat; this is the opportunity you've been waiting for: 200 ft wide canal, only five minutes to the open ocean & Gulf. World-class fishing, boating, diving, snorkeling, paddle boarding, kayaking in your backyard. Cast a line for reef fishing, backcountry, or head offshore to the famous Hump for tuna, mahi, wahoo, and more. Even diving for lobster, hogfish and lionfish also just minutes from your dock. Whether you're an angler, weekend boater, or simply want to wake up surrounded by blue water, this location delivers. Includes: 2 bedrooms, 2 full bathrooms, an open living, dining, and kitchen, all designed for easy Keys living. Two impact sliders open to beautiful canal views, filling the home with natural light and bringing that unmistakable island atmosphere indoors. You're even across from a 9 hole golf course, pickleball, tennis, bocce ball, horseshoes, cornhole, playground and dog park. Walk or bike to three restaurants, the marina, the post office, City Hall, and Sunset Park. Whether you're searching for a full-time Keys home, weekend getaway, fishing cottage, or investment opportunity, this one has it all.

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$799,000
85m²
2bedrooms
2bathrooms
land 0ha

By Ocean Sotheby's International Realty

15

Seaside property Marathon (United States)

Your Florida Keys address just got a lot more fun! Welcome to Slip B9 at Sombrero Marina--a liveaboard boat slip where your backyard is the water and your next adventure is always just a boat ride away. Whether you're looking for a full-time floating home, a Keys getaway, or simply your own spot to dock and enjoy island life, B9 is ready for you. Forget mowing the lawn--your days are for boating, fishing, sunset cocktails, and enjoying everything Marathon has to offer. Come tie up, settle in, and start living life the Keys way! This sale is for Slip B9 only. No boat is included or conveys with the sale.

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$275,000

By Ocean Sotheby's International Realty

22

Seaside property Marathon (United States)

A rare opportunity to own a 50-foot legal liveaboard boat slip at Bonefish Marina, one of the most desirable and well-managed marinas in the Middle Florida Keys. This oceanside marina offers protected dockage while providing quick, deep-water access to the Atlantic Ocean, making it ideal for cruisers, sportfishermen, and liveaboard enthusiasts alike. Bonefish Marina is a boating community comprised of 50 slips, thoughtfully designed to combine comfort, security, and convenience. Owners enjoy off-street parking, on-site laundry facilities, ice machine, bathhouse with showers, a welcoming clubhouse/common area, and a workshop space for light maintenance and projects. A dockmaster is on site, adding an extra level of oversight and peace of mind, and monthly rentals are permitted, offering flexibility for personal use or income potential. The marina's prime location places you just minutes from Coco Plum Beach, one of Marathon's most beloved sandy beaches. Known for its laid-back atmosphere, Coco Plum Beach offers expansive shoreline, shallow entry waters, and stunning sunrise views—perfect for morning walks, swimming, kayaking, or simply relaxing with your toes in the sand. It's a true island amenity rarely found so close to a liveaboard marina. Situated in the heart of the Middle Keys, Bonefish Marina provides easy access to local restaurants, shopping, fuel docks, and world-class fishing, diving, and boating destinations. Whether you're seeking a full-time liveaboard lifestyle, a seasonal base of operations, or a flexible investment in the Florida Keys boating market, this slip delivers an exceptional combination of location, amenities, and ocean access.

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$325,000

By Ocean Sotheby's International Realty

14

Seaside property Key Largo (United States)

Welcome to your serene dock oasis at DS-11, a prestigious offering for those who appreciate the marina lifestyle with a touch of luxury. This exceptional south side of D location offers gateway to the opulent sea life, boasting 90 ft. of dockage on the south side for optimal access and peaceful nature views. Designated golf cart parking, along with water and electric hookups ensures convenience and accessibility while the main marina provides easy access to all community amenities. Seize the chance to own a piece of paradise where every day feels like a vacation. Discover the joy of marina living at DS-11, the perfect spot for your sportfish or motor yacht.

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$3,000,000

By Ocean Reef Club Sotheby's International Realty

18

Seaside property with pool Key Largo (United States)

Tucked along the desirable north side of E Dock, Slip E22 offers an outstanding opportunity to own one of the few marina slips currently available at Ocean Reef Club. Measuring 70 feet in length with an impressive beam of approximately 21.5 feet, this slip comfortably accommodates the current owner's 78-foot motor yacht while providing excellent maneuverability and convenient access to the main channel. Well-equipped for larger vessels, the slip features twin 50-amp shore power connections, fresh water service, and the convenience of in-slip pump-out. The Ocean Reef Marina's experienced dock staff is always on hand to assist, creating a seamless arrival and departure experience. Its central marina location places you just moments from the fuel dock, Ship's Store, waterfront dining, and the many amenities that make Ocean Reef one of the country's premier private clubs. From your dock, you're only minutes from the Atlantic Ocean, where world-class fishing, diving, and snorkeling await, while equally convenient access to Florida Bay opens the door to spectacular sunset cruises and backcountry adventures. With only a handful of marina slips currently available for purchase, opportunities like Slip E22 are increasingly rare. Offered at $2,875,000, this is an exceptional chance to secure premier dockage in one of the most sought after marinas in the Florida Keys. Whether your passion is offshore sportfishing, cruising the Keys, or simply enjoying the effortless boating lifestyle that defines Ocean Reef Club, Slip E22 delivers the location, convenience, and service discerning boaters expect. Exceptional dockage. Effortless access. A coveted Ocean Reef address.

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$2,875,000

By Ocean Reef Club Sotheby's International Realty

44

Seaside house Marathon (United States)

Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

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$1,250,000
133m²
2bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool and garden Key West (United States)

Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a large sundeck with a covered dining area and extra lounging space to entertain. A Pool and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. Sold furnished (art work excluded)!

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$1,890,000
139m²
2bedrooms
2bathrooms
land 0ha

By 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.

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$699,000
121m²
3bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

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