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luxury waterfront houses for sale Monroe County, United States

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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

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

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

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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50

House with pool and terrace Key Colony Beach (United States)

Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

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$2,895,000
343m²
7bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

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

Set along 175 feet of direct Atlantic Ocean seawall, this completely remodeled 2026 Key Largo waterfront residence pairs contemporary coastal design with the boating lifestyle that defines the Florida Keys. Privately situated on a gated 14,220 SF corner lot at the end of a quiet cul-de-sac, the three-level home enjoys sweeping ocean views, easterly breezes, and an additional 100 feet of protected canal frontage. Boaters will appreciate a 26-by-14-foot cut-in boat slip with 5,000-pound davits, complemented by an additional 31 feet of concrete seawall. Cruise to nearby Rodriguez Key, explore the Atlantic's renowned fishing and diving grounds, or enjoy a short ride to Tavernier Creek for passage to Florida Bay and the Gulf side. Inside, a complete renovation introduces a refined coastal-modern aesthetic with warm neutrals, clean lines, and thoughtfully selected finishes. Expansive impact-rated windows and doors frame the waterfront setting, while the ocean-view kitchen features stainless steel appliances, a quartz center island, and adjoining dining area. Five bedrooms and three bathrooms offer comfortable accommodations for family and guests, with wraparound porches extending the living spaces outdoors. Framed by palms and tropical landscaping, the private pool and generous grounds invite a future summer kitchen, waterfront dining, and gathering spaces overlooking the Atlantic. A detached two-car garage, dedicated laundry, and main-level storage add everyday practicality, while a previously enclosed elevator shaft offers potential for future elevator installation. Conveniently accessible from Miami, this oceanfront residence offers an exceptional balance of privacy, refined coastal living, and direct access to the waters that make the Florida Keys one of the most sought-after boating destinations in South Florida.

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$4,799,000
223m²
5bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

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
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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

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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$1,799,000
323m²
4bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

House with pool and terrace Key West (United States)

Sweeping Gulf views. Private deeded boat dockage. Effortless Key West elegance. Situated in the coveted enclave of Flagler's Landing, this elevated waterfront residence captures breathtaking open-water views from virtually every room--offering a front-row seat to world-famous Key West sunsets. Spanning ~1,387 sq. ft. of light-filled living space, the home is thoughtfully designed for effortless entertaining. The main level features an open-concept layout anchored by a gourmet kitchen, complete with a custom coral stone island (seating for six), custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a brand-new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony create seamless indoor-outdoor flow for evening breezes and sunset entertaining. A half bath completes the main level. A spiral staircase leads to the upper level, where a built-in bookshelf hall opens to a front-facing balcony. Both serene bedrooms feature walk-in closets and expansive water views. The primary and guest suites share a spacious full bath equipped with a glass walk-in shower, large vanity, and a jacuzzi-style tub. Outside and below, additional amenities include ground-level covered parking, dedicated storage, a laundry area, and a private ground-floor brick patio. For boating enthusiasts, the home includes a deeded shallow-draft slip suitable for a ~24 ft. boat, along with access to a community heated concrete pool. Situated moments from beaches, dining, shopping, and marinas, this home presents a rare opportunity to own a luxury retreat in an exclusive Key West community.

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$1,249,000
129m²
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

50
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House with pool and terrace 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

45
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House with pool and terrace 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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House with pool and garden 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

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

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

38

House with terrace Key Colony Beach (United States)

Discover exceptional waterfront living in the heart of Key Colony Beach. This concrete constructed half duplex offers over 2,100 square feet with three bedrooms, three bathrooms inside and 37.5 feet of dockage. A highly desirable interior staircase welcomes you from the above flood first floor, seamlessly connecting both levels of the home. Downstairs is completely built above flood and features a one-bedroom, one-bathroom suite with an additional living area, ideal for guests or extended family. Step through sliding glass doors to a spacious wood deck and 37.5 feet of dockage. Enjoy the ocean breeze and shade under the lush buttonwood tree. Upstairs, enjoy open-concept living with a bright, airy kitchen, dining, and living area designed for effortless entertaining. The primary suite boasts a recently renovated bathroom with step-in tiled shower, quartz topped double vanity and tiled flooring. Nearby, a second guest bedroom offers its own ensuite for added comfort and privacy. Recent updates include a newer AC, a 2018 standing seam metal roof, and termite tenting with a transferable warranty, providing peace of mind for years to come. With its downstairs living, expansive square footage, and thoughtfully designed layout, this property presents a unique opportunity to own a well-cared-for waterfront residence in one of the most desirable areas of the Florida Keys. Key Colony Beach welcomes primary and seasonal guests with the 9-hole par 3 golf course, tennis and pickle ball courts, Sunset Park, City Hall, police department, multiple restaurants, boat ramp and marina. Enjoy the island lifestyle with amenities galore!

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$1,185,000
201m²
3bedrooms
3bathrooms
land 0ha

By Ocean 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
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House with terrace 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.

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$6,195,000
305m²
4bedrooms
5bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
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House with pool 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.

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$4,499,500
88m²
1bedroom
1bathroom
land 0.3ha

By Ocean Sotheby's International Realty

50
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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

50

House with pool and terrace Key Largo (United States)

Welcome to one of Buccaneer Point's most extraordinary waterfront estates-a breathtaking modern Balinese-inspired sanctuary where timeless architecture, exceptional craftsmanship, and resort-style living come together in perfect harmony. Situated on an oversized lot with more than 110 feet of waterfront, this custom CBS estate features a concrete roof, standing-seam metal roofing, and over $150,000 in professionally designed tropical landscaping. Dual electric gates welcome you with Royal Palms, Canary Island palms, bamboo, and mature privacy landscaping. Built for both everyday living and entertaining, the home offers expansive waterfront views, premium travertine and wood-look tile flooring, Hunter Douglas motorized shades, and a fully integrated Control4 Smart Home System. The chef's kitchen is equipped with premium JennAir appliances, double convection ovens, an additional wall oven, a six-burner gas range with griddle, pot filler, oversized island, custom cabinetry, and direct access to the waterfront balcony. The outdoor living space is designed for year-round enjoyment with a heated saltwater pool and spa, expansive travertine patio, outdoor kitchen with TV, bar seating, authentic Bakers Pride pizza oven, putting green, waterfront lounge area, cabana bath, covered entertaining space, irrigation system, mosquito misting system, pet run, and fully fenced grounds. Inside, the home offers four spacious bedrooms, including a main-level primary suite with private balcony access and coffee bar. The upper-level owner's retreat features dual walk-in closets, coffee and wine bar, dressing area, steam shower, separate his-and-hers bathrooms, and a private waterfront balcony. A custom wood elevator services every level, leading to a rooftop observation deck with power and water, offering panoramic views of Florida Bay, and some of the best sunsets in the Keys. Combining quality construction, premium amenities & outstanding waterfront location, this is a rare opportunity.

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$2,350,000
269m²
4bedrooms
4bathrooms
land 0.1ha

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

50
Video

House with pool and terrace Islamorada (United States)

Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge. Designed to accommodate family and guests with ease, the oversized home features five spacious bedrooms, four-and-a-half baths, a garage, and an upstairs flex space with a private balcony overlooking the pool and wide canal. Timeless finishes include a charming foyer, rich hardwood flooring throughout, a dedicated office, game room complete with a custom built-in bar, and abundant natural light that enhances every level of the home. Built for both comfort and peace of mind, the residence is equipped with impact-rated doors and windows, a whole-house generator, and a propane tank, providing year-round reliability and resilience. Whether you're entertaining poolside, hosting extended family, or setting out for a day on the water, this exceptional waterfront residence embodies the relaxed luxury and boating lifestyle that define Islamorada.

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$4,650,000
404m²
5bedrooms
6bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

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

Property with pool Key Largo (United States)

Experience the Florida Keys with this fractional ownership opportunity at Fisherman's Cove, a private residence club set along Blackwater Sound in Key Largo. This spacious residence offers approximately 2,300 square feet, featuring three bedrooms and three full bathrooms. The recently updated interior showcases a clean coastal-modern design with subtle island touches. A fully equipped kitchen with bar seating opens to the main living area, while a private balcony provides beautiful waterfront views. Owners enjoy access to premium amenities, including a rooftop owners' deck, resort-style pool with three private cabanas, and community boats such as a 26' Sea Fox and 24' Contender. Concierge and housekeeping services ensure a seamless stay. Conveniently located above Jimmy Johnson's Big Chill, with dining and entertainment just steps away. Ownership includes flexible use, typically 5-7 weeks per year, with additional time based on availability. This is a private ownership club and is not available for rental. All privileges are reserved for owners only. Interest 2 in Unit 1 is being conveyed as a deed to the property. Seller Financing Available!

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$295,000
214m²
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

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