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luxury houses with sea view for sale Monroe County, United States

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Seaside house with pool and terrace Key Largo (United States)

Welcome to a rare and exceptional homesite steps from the beach. Perfectly positioned on a coveted corner lot just steps from the ocean and Buccaneer Island, this property presents an incredible opportunity in one of Ocean Reef's most desirable neighborhoods. The lot offers endless potential to create a legacy home in a premier coastal setting. Currently, a charming, sun-filled cottage sits on the property—a 2-bedroom, 2-bath residence with an additional den that could be used as a 3rd bedroom—ideal for immediate enjoyment while you thoughtfully plan your custom renovation or future new construction. Light, airy, and undeniably “Keysey,” this is the property for you! Villa Cay is prized for its unbeatable proximity to the ocean and its walkable access to Ocean Reef's world-class amenities, making this location especially compelling for those seeking both lifestyle and long-term value. This is a rare chance to secure an extraordinary lot, enjoy a delightful cottage now, and build something truly special for generations to come. About Ocean Reef: Ocean Reef Club is a private, 2,500-acre club community located at the northern tip of Key Largo, offering one of the most comprehensive and exclusive lifestyles in the country. Members enjoy two championship golf courses, a 175-slip marina, private airport, tennis and pickleball facilities, spa and fitness center, diverse dining and boutique shopping, medical center, school, and a private beach on Buccaneer Island—all within a secure, private club/resort style environment.

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$5,250,000
110m²
2bedrooms
2bathrooms
land 0.1ha

By Ocean Reef Club Sotheby's International Realty

50
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Seaside house with pool Marathon (United States)

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. A 148-foot observation dock invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.

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$3,495,000
226m²
4bedrooms
4bathrooms
land 0.3ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and terrace Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$4,000,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

30

Seaside house with pool and terrace Key Largo (United States)

Positioned closer to the ocean than any other home on Sunrise Cay, 16 Sunrise Cay Drive offers a remarkable connection to the Atlantic and a distinctive arrangement of two private residences joined by a covered breezeway. Beautifully remodeled, this inviting retreat combines sophisticated coastal interiors with sweeping ocean views and exceptional flexibility for family and guests. The light-filled main residence is an intimate two-bedroom oceanfront home, with expansive windows, wraparound decks, and an elevator. Crisp white interiors, natural textures, and subtle touches of green create a fresh, relaxed elegance. The kitchen opens toward the ocean, while a newly added entertaining bar features custom cabinetry, warm natural finishes, and a striking sculptural chandelier. The spacious primary suite enjoys ocean views, vaulted ceilings, separate bathrooms, custom closets, a sitting area, and a private deck. Across the covered breezeway, the three-bedroom guest residence offers a home unto itself, with ensuite bedrooms, comfortable living areas, a full kitchen, its own elevator, and a private porch with ocean views across the shared swimming pool. The thoughtful layout allows everyone to gather easily while enjoying the comfort and privacy of separate living quarters. Outdoors, the pool and spa form a welcoming gathering place between the residences, surrounded by tropical landscaping and refreshing ocean breezes. Spectacular sunrises, unforgettable moonrises, and the soft reflected glow of western sunsets lend a different beauty to every hour. A private beach invites paddleboarding, while a boardwalk leads to an observation platform for fishing or simply enjoying the water. A 50-foot slip in the protected Sunrise Cay Marina completes the offering. With its extraordinary oceanfront position, gracious indoor-outdoor spaces, and uniquely versatile accommodations, 16 Sunrise Cay is a refined yet relaxed Florida Keys retreat.

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$18,750,000
532m²
5bedrooms
7bathrooms
land 0.3ha

By Ocean Reef Club Sotheby's International Realty

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Seaside house with pool and terrace Key West (United States)

Discover effortless waterfront living in the exclusive gated community of Shark Key. Beautifully designed and newly constructed, this stunning residence is offered fully furnished and turnkey, allowing you to move right in and begin enjoying the best of the Florida Keys. Combining coastal sophistication with relaxed island living, the home offers breathtaking open-water views, spectacular sunsets, and an exceptional indoor-outdoor living experience. Designed to embrace its waterfront setting, the residence features an inviting, open layout filled with natural light, beautiful water views, and a seamless connection to the outdoors. Expansive covered balconies and terraces extend the living space, providing wonderful areas for relaxing, dining, and entertaining while enjoying the surrounding tropical beauty and gentle island breezes. The private pool and outdoor living areas create a beautiful setting for spending time with family and friends or simply unwinding as the sun sets over the open water. Additional features include an elevator, enclosed storage, and abundant covered parking beneath the home. The generous ground-level area offers flexibility and possibilities for a variety of uses, adding to the property's convenience and appeal. Approved permits for an observation dock provide the opportunity to further enjoy the property's spectacular waterfront setting and sunset views. Located just minutes from Key West, Shark Key is one of the Florida Keys' most prestigious gated communities, offering residents an array of resort-style amenities, including tennis and pickleball courts, a swimming lagoon, and a private beach area. New construction, fully furnished, and completely turnkey, this is an opportunity to enjoy the beauty of the Florida Keys without the wait. Simply move in, settle in, and enjoy.

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$4,750,000
260m²
3bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

37

Seaside house with pool and terrace Marathon (United States)

Blue Lagoon, Pool Home in Marathon with pee-a-boo Ocean Views with Weekly Rentals! Currently rented Months Jan thru end April 2027! Embrace the laid-back Florida Keys lifestyle in this charming tropical cottage, ideally located in the desirable Little Venice subdivision of Marathon. Offering 2 bedrooms, 2 bathrooms, and beautiful peek-a-boo ocean views, this bright and airy stilt home is perfectly designed for both relaxation and entertaining. The spacious deck provides the perfect setting for enjoying ocean breezes, morning coffee, or evening gatherings with family and friends. Inside, the open-concept living area features vaulted ceilings and abundant natural light, while the updated kitchen boasts stainless steel appliances, granite countertops, and ample cabinetry for effortless entertaining. Recent improvements include updated bathrooms, a new A/C system (2023), hot water heater (2026), and a durable metal roof (2013). Tastefully furnished with coastal-inspired décor, this home is being offered fully furnished, making it move-in or rental ready. Situated on a rare double corner lot, the property features a sparkling in-ground heated pool surrounded by tropical landscaping, along with covered parking, generous workshop/storage space below, and ample room for boat and trailer parking. An assumable low-cost flood insurance policy adds additional value and peace of mind.

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$724,500
109m²
2bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and terrace 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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$2,599,000
361m²
5bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool and terrace Islamorada (United States)

Discover an extraordinary oceanfront retreat in the Florida Keys, where 1.38 acres of lush tropical grounds, 150 feet of private sandy beachfront, and sweeping Atlantic Ocean views create an exceptional setting for island living. Designed to embrace its spectacular surroundings, this 4,770-square-foot estate offers five bedrooms and five-and-a-half baths, including separate guest quarters for added privacy. Soaring 30-foot ceilings and expansive windows fill the interiors with natural light while showcasing breathtaking ocean views. Elegant furnishings and thoughtfully appointed living spaces complement the home's sophisticated yet relaxed coastal atmosphere. Offered fully furnished and turnkey, the property is ready for immediate enjoyment. Outdoors, a resort-style infinity-edge pool and spa overlook the turquoise Atlantic waters, creating a seamless connection between luxury living and the natural beauty of the Keys. The expansive private beach invites endless days of kayaking, fishing, swimming, or simply relaxing beneath the palms. A spacious two-car garage adds convenience to this exceptional property. With zoning that permits weekly rentals, the estate also presents an attractive opportunity for those seeking a luxury vacation retreat with income-producing potential. Whether envisioned as a private family compound, an unforgettable vacation escape, or a full-time residence, this remarkable estate captures the essence of Florida Keys living--privacy, natural beauty, and effortless oceanfront luxury.

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$7,400,000
443m²
5bedrooms
6bathrooms
land 0.6ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Summerland Key (United States)

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy genuine Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside. Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds: space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

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$1,650,000
242m²
3bedrooms
2bathrooms
land 0.3ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool and garden Islamorada (United States)

The Oasis Islamorada is a waterfront estate of exceptional scale, conceived as a private Florida Keys compound where architecture, land and water come together spanning nearly 3 meticulously landscaped acres. More than 400' of shoreline, sweeping ocean views and a protected deepwater basin create a marine setting rarely available within a single residential offering. Beyond the grand porte-cochère, the single-level main residence unfolds with soaring ceilings, white oak floors and 12-foot retractable glass walls that dissolve the boundary between interior and oceanfront living. At its center, a chef's kitchen pairs a cascading Calacatta marble island with Thermador appliances and a walk-in pantry, opening seamlessly to expansive living and dining spaces. The main residence includes four bedrooms and six full baths, with an impressive primary suite featuring a fireplace, dual walk-in closets, safe room and spa bath with steam shower. Additional suites offer en suite baths, private balconies and ocean views. A detached two-bedroom, two-bath guest residence brings the estate to six bedrooms while preserving privacy between owners and guests, with substantial grounds offering extraordinary flexibility for the future. Outside, the property assumes the scale of a private resort. Two resort-style pools with spas and sun decks are joined by a summer kitchen, alfresco dining and multiple waterfront terraces. A fitness center with sauna, soundproof theater and golf simulator complete the lifestyle offering. For the yachtsman, the protected deepwater basin accommodates substantial vessels with convenient direct Atlantic access. Built with an uncompromising focus on quality, security and enduring construction, The Oasis is more than an oceanfront residence. It is a legacy-scale Florida Keys estate offering the increasingly rare combination of acreage, significant shoreline, protected deepwater dockage, multiple residences and complete privacy within one extraordinary property

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$18,499,000
622m²
6bedrooms
8bathrooms
land 1.2ha

By Ocean Sotheby's International Realty

44

Seaside house with pool 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
Video

Seaside house with pool and terrace Key Largo (United States)

Welcome to 103 Andros Road, a stunning oceanfront estate nestled in the heart of Ocean Reef. This exceptional home is the perfect retreat for family relaxation, offering a serene escape from the demands of everyday life. Boasting 4,870 sq. ft. of living space, this 4-bedroom, 5 full bath, and 2 half bath residence is designed to embrace the breathtaking water views. The home's traditional yet sophisticated exterior complements its modern, minimalist interior, featuring clean lines and a comfortable atmosphere. A standout feature is the impressive infinity pool with glass walls, dual fire globes, and a 16' cascading waterfall, all overlooking the ocean. The open-concept living area flows seamlessly into the kitchen, dining, and bar spaces, with sliding glass doors that disappear into the walls to create an expansive indoor-outdoor experience. On the main floor, three beautifully appointed guest suites provide ample space and privacy. The entire second floor is dedicated to the master suite, and office, complete with wrap-around glass walls opening to a private balcony with panoramic ocean views. Every detail in this home has been thoughtfully curated with architectural touches that elevate its elegance.

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$27,750,000
452m²
4bedrooms
7bathrooms
land 1,295m²

By Ocean Reef Club Sotheby's International Realty

50
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Seaside house with pool and terrace 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.

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$5,999,999
507m²
5bedrooms
6bathrooms
land 0.2ha

By Ocean Sotheby's International Realty

50

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.

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$7,199,000
372m²
7bedrooms
6bathrooms
land 0.3ha

By Ocean 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

50

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.

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$315,000
204m²
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

16

Seaside house with pool and garden Key Largo (United States)

Wonderfully refreshed! Beautifully decorated four bedroom waterfront Sunrise Cay home. Far reaching views from the second floor of the bay and ocean. Ocean breezes from the front travel through to the back deck for sunset views. The primary suite has expansive water views. The very large screened lower level accommodates all the needs of active boaters and fishing enthusiasts with an extensive tackle room and substantial two car garage. Positioned on a 19,500 square feet large lot and built with over 5,000 square feet of finished living space, this home offers wonderful space, PRIME location, ample sunlight from both directions. The perfect home to enjoy the gorgeous natural beauty of Ocean Reef! 72 ft of canal front for a 42 ft boat on a 38 foot dock.

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$9,900,000
467m²
4bedrooms
4bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50
Video

Seaside house with pool and terrace Islamorada (United States)

Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water. The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$4,750,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

49

Seaside house with pool Marathon (United States)

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

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$899,000
164m²
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

29

Seaside house with terrace Islamorada (United States)

Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully updated 1BR/1BA retreat featuring fabulous ocean views from your private rooftop deck. Blending timeless Florida Keys charm with modern finishes, this home offers durable concrete construction with beautiful interior finishes, impact windows, an updated electrical panel, and parking for two vehicles. Relax under the covered Chickee Hut while enjoying spectacular Atlantic sunrises and unforgettable sunset skies. Community amenities include dock privileges, the Atlantic Ocean Jetty Area, a community Chickee Hut, and a low HOA fee of just $149/month, all conveniently located near Snake Creek Marina. Looking for a weekend getaway, vacation rental, or full-time island escape, this is your opportunity to experience the best of Florida Keys living.

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$439,000
38m²
1bedroom
1bathroom
land 0ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Marathon (United States)

Perfectly positioned on an expansive corner lot within the exclusive island enclave of Duck Key, this exceptional 3-bedroom, 3-bath residence captures breathtaking ocean views and a sense of openness rarely found in the Keys. Set directly across from the ocean and adjacent to a privately owned great lawn, the property enjoys an enhanced feeling of space, privacy, and tranquility. The upper level offers 2 bedrooms and 2 full baths, thoughtfully designed to maximize natural light and showcase stunning water views. The open-concept living, dining, and kitchen spaces flow effortlessly together, creating an airy, sun-filled interior where the outdoors become part of everyday living. Sliding glass doors from both the primary suite and main living area open to a beautiful balcony, where sweeping ocean views create a captivating backdrop from sunrise to sunset. From the moment you enter, the views command your attention. The lower level offers a 1-bedroom, 1-bath layout with laundry and is designated as legal non-conforming--ideal for guests, extended family, or flexible lifestyle needs. Outside, a spectacular private resort-style pool creates a true tropical retreat, complete with a cascading waterfall, spray fountains, and a zero-entry beach-style entrance. Life in Duck Key is about far more than the home itself. This sought-after island community offers walkability, golf-cart convenience, and relaxed coastal elegance. Enjoy two marinas with fuel, boat storage, and watersport access, along with optional Club Duck Key amenities including pickleball, tennis, swimming, and a vibrant social atmosphere. Two island restaurants further enhance the ease of daily living. Perfectly positioned midway between Miami and Key West, Duck Key offers exceptional convenience with easy access to Marathon and its private airport, all while preserving the privacy, charm, and exclusivity of island living. This is your chance to embrace the island life.

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$1,195,000
140m²
3bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

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$1,374,499
234m²
4bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool and garden Tavernier (United States)

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

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$26,400,000
835m²
7bedrooms
10bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

50
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Seaside house with pool and terrace Key Largo (United States)

Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

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$2,780,000
232m²
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

48
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Seaside house with pool and terrace Key Largo (United States)

Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for everyday use and entertaining, while each bedroom suite offers privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

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$3,705,000
261m²
4bedrooms
5bathrooms
land 0ha

By Ocean Sotheby's International Realty

47
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Seaside house with pool and garden Islamorada (United States)

Wake up to endless ocean views and the effortless simplicity of life on the beach. This pristine three-bedroom, two-bath oceanfront retreat offers a private, gated setting with a pool, spacious covered patio, and beautiful beach and ocean views from the upper porch, lower-level patio, living area, and two of the three bedrooms. Fully remodeled in 2021, this charming getaway was thoughtfully refreshed throughout, including impact windows and doors, a metal roof, new flooring, appliances, central air conditioning, pool equipment, and an electric entry gate. Coastal cottage-inspired furnishings and finishes create a casual, welcoming atmosphere designed for effortless island living. From mornings overlooking the ocean to afternoons by the pool, this beautifully maintained home captures the relaxed simplicity of the Florida Keys lifestyle.

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$2,790,000
130m²
3bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$3,800,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

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