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

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50

House with pool 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.

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

By Ocean Sotheby's International Realty

43
Video

House with terrace Key Largo (United States)

Quintessential Florida Keys luxury awaits the most discerning buyer at 35 Cardinal Lane. Set on one of Ocean Reef's most prestigious waterfront homesites, this exceptional 42,750-square-foot parcel boasts an impressive 356 feet of water frontage along Angelfish Creek, offering abundant dockage and commanding, panoramic water views. Tucked away in a private, serene setting, the property presents a rare opportunity for an exquisite renovation or the creation of an extraordinary custom estate. The existing residence spans approximately 8,415 square feet and includes four bedrooms, four-and-a-half baths, and a dedicated office, providing a generous foundation for future vision. Ideally located within the exclusive Ocean Reef Club community, this offering represents a truly remarkable canvas in one of the Florida Keys' most coveted enclaves.

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$23,000,000
782
4bedrooms
5bathrooms
land 3,966

By Ocean Reef Club Sotheby's International Realty

50

House Marathon (United States)

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

… 
$1,799,000
103
2bedrooms
2bathrooms
land 486

By Ocean Sotheby's International Realty

50

House Plantation Key (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.

… 
$4,650,000
404
5bedrooms
5bathrooms
land 647

By Ocean Sotheby's International Realty

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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
589
5bedrooms
6bathrooms
land 1,659

By Ocean Reef Club Sotheby's International Realty

41

House Marathon (United States)

This marina townhome plus 40' deeded deep water liveaboard boat slip in the exclusive Bonefish Yacht Club offers the perfect blend of luxury living and resort-style amenities in the heart of the Florida Keys. Nestled within a private 34-residence community set across more than four acres of beautifully maintained tropical grounds, the property captures the feel of a secluded oceanside retreat. Inside, the home offers 1,464 sq. ft. of light-filled living space featuring a gourmet chef's kitchen with brand new stainless steel appliances, a dedicated dining area, and an open-concept living room that flows seamlessly to a waterside balcony overlooking the marina, perfect for alfresco dining and entertaining. The spacious primary suite features a private waterfront balcony, walk-in closet, and a ensuite bath. The guest suite also enjoys its own balcony, a full bath, and generous closet space. The ground level includes a private tiled garage and storage area, ideal for a vehicle, fishing equipment, and water toys, perfect for the avid angler. Bonefish Yacht Club residents enjoy exceptional amenities including a heated and chilled pool with expansive sun deck, a tiki lounge gathering area with wet bar and seating, tennis/pickleball courts, and a private community beach. Offering breathtaking water views and beautifully maintained resort amenities, this residence delivers a rare opportunity to enjoy luxury waterfront living with access to world-class boating, fishing, and the best of the Florida Keys lifestyle.

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$1,175,000
136
2bedrooms
3bathrooms
land 121

By Ocean Sotheby's International Realty

37

House Marathon (United States)

Lowest-Priced In-Ground Pool Home in Marathon with Weekly Rental Potential! 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 (2024), 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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$737,000
109
2bedrooms
2bathrooms
land 486

By Ocean 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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$1,874,000
237
3bedrooms
3bathrooms
land 7,487

By Ocean Sotheby's International Realty

24

House with terrace Key Colony Beach (United States)

Nicely renovated 2BD/2BA waterfront half-duplex in vibrant Key Colony Beach, offering impressive water views from both the front and back of the home. Stilted concrete construction, metal roof and impact windows make the insurances extremely affordable. Wake up to glowing sunrises over the water and wind down with color-soaked Keys sunsets from your private balconies perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor living. A deep-water pier-style dock accommodates boats up to 40 ft giving you instant access to world-class fishing, diving, and boating. Designed for adventure and convenience, the property includes parking for up to 3 vehicles, 2 covered spaces beneath the home and an additional uncovered driveway space ideal for extra parking or a boat trailer. A dedicated tackle room keeps gear organized and ready for your next trip offshore. Everything you love about Key Colony Beach is within easy walking distance, Sunset Park for oceanfront strolls and nightly sunsets, the Key Colony Beach Golf Course, tennis and pickleball courts, the Cabana Club with oceanfront pool and beach access (membership-based), and the Key Colony Beach Marina. Restaurants, walking paths, and the island's friendly, laid-back atmosphere are all right at your doorstep. With 7-day rentals permitted, this property offers excellent vacation-rental potential in one of the most desirable waterfront, boating communities in the Middle Keys. A bright, breezy coastal escape and always a pleasure to show.

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$895,000
91
2bedrooms
2bathrooms
land 202

By Ocean Sotheby's International Realty

50

Property 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
214
3bedrooms
3bathrooms

By Ocean Sotheby's International Realty

50

House Key West (United States)

Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms. The main level is designed for effortless entertaining, featuring an open-concept design with spacious living and dining areas. The gourmet kitchen is anchored by a custom coral stone island with seating for six, equipped with 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 accessed through sliding glass doors create an inviting atmosphere for indoor-outdoor living, perfect for enjoying sunsets and ocean breezes. A powder bath completes this level. A spiral staircase leads to the second level, where the hallway features built-in bookshelves and access to an additional front-facing balcony. Both serene bedrooms enjoy expansive waterfront views and walk-in closets. The primary suite and guest bedroom provide a relaxing coastal setting for family or visitors, complemented by a full bath featuring a glass walk-in shower, a large vanity, and a jacuzzi-style tub. Additional features include central A/C, ground-level covered private parking, dedicated storage, a laundry area, and a charming ground-floor brick patio. For boating enthusiasts, the property includes a private shallow-draft boat slip suitable for an approximately 24 ft boat, enjoyable any season all year. Residents also enjoy community access to a heated concrete pool. Perfectly situated near beaches, restaurants, shopping, and marinas, this home provides a unique opportunity to own a premier piece of paradise in an exclusive enclave where properties rarely become available.

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$1,425,000
129
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

50

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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$3,300,000
361
5bedrooms
4bathrooms
land 1,133

By Ocean Sotheby's International Realty

50
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House 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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$6,150,000
507
5bedrooms
6bathrooms
land 1,659

By Ocean Sotheby's International Realty

45
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House with pool Key Largo (United States)

Gracious waterfront living awaits at 15 Harbor Island Drive, a spacious 5,400 sq. ft. family retreat tucked within one of Ocean Reef's most private and picturesque neighborhoods. Located on a quiet street surrounded by sparkling canals, this two-story residence offers exceptional indoor–outdoor living and an ideal layout for both multi-generational families and effortless entertaining. The home features five en-suite bedrooms, including a grand first-floor primary suite with soaring ceilings, dual walk-in closets, and two full baths. Sliders open directly to the pool deck, creating a serene extension of the suite. A second guest suite is also located on the main level, along with a separate laundry room and a private office for quiet productivity. A formal living room, dining room, and media room provide multiple gathering spaces, while the open-concept family room seamlessly blends the gourmet kitchen, dining area, and separate wet bar with the expansive pool patio. Custom millwork, crown molding, marble floors, and thoughtful architectural details create a sense of understated sophistication throughout. Upstairs, a striking iron-and-brass staircase leads to three additional guest suites and a spacious media room with a built-in Murphy bed for overflow guests—ideal for larger families and holiday gatherings. Boaters will appreciate the 75' dock system, complete with a fixed dock, floating dock, and lift suitable for large center consoles. Impact windows, a three-car garage, courtyard entry, and pavered circular driveway add to the home's ease of living. Whether hosting outdoor dinners on the covered pool patio, enjoying peaceful afternoons by the water, or setting out for a day on the ocean, this Harbor Island residence offers the finest in private waterfront living at Ocean Reef.

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$9,975,000
507
5bedrooms
6bathrooms
land 1,821

By Ocean Reef Club Sotheby's International Realty

38
Video

House with terrace Key Largo (United States)

Welcome to this lovely 4-bedroom, 4-bathroom home, where elegance meets comfort in every detail. The entrance includes a scenic driveway lined with mature trees and blooming orchids—offering both privacy and a truly picturesque welcome. This home boasts soaring high ceilings, a spacious 3-car garage, and a seamless blend of indoor and outdoor living. Step outside to your personal resort oasis featuring a sparkling pool complete with in-water bar stools and a convenient pass-through bar—perfect for entertaining. A separate covered cabana invites year-round enjoyment with its cozy fire pit and outdoor shower, offering a true spa-like experience. Designed for both relaxation and gatherings, this home is an entertainer's dream and a serene retreat all in one.

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$5,150,000
313
4bedrooms
4bathrooms
land 1,983

By Ocean Reef Club Sotheby's International Realty

45
Video

House with terrace Key Largo (United States)

Tucked away at the end of a quiet cul-de-sac, 24 Dispatch Creek Court offers a rare combination of privacy, scale, and waterfront living in one of Ocean Reef's most desirable settings. Situated on an expansive 30,542-square-foot homesite with 280 feet of water frontage along picturesque Dispatch Creek, this exceptional residence is just a short boat ride from the Main Marina and the Ocean Reef entrance channel. Designed to accommodate large families and multigenerational living, the home encompasses approximately 8,600 square feet of thoughtfully designed living space. The floor plan features two primary suites, three additional guest bedrooms with ensuite baths, and an elegant study with private bath that can easily serve as a sixth bedroom. A chef's kitchen with butler's pantry serves as the heart of the home and opens seamlessly to a spacious family room, creating an inviting gathering space for everyday living. Formal living and dining rooms, soaring first-floor ceilings, abundant natural light, an elevator, and two separate laundry rooms further enhance the home's comfort and functionality. Walls of glass open to an impressive outdoor living environment where covered seating areas, a summer kitchen, and a stunning infinity-edge pool create the perfect backdrop for entertaining family and friends. Lush tropical landscaping surrounds the property, enhancing both beauty and privacy while framing long water views. The lower level offers a two-car garage with generous additional space for golf carts, vehicles, and scooters, along with substantial storage areas for boating gear, recreational equipment, and seasonal belongings. With extensive dockage, exceptional privacy, and a flexible floor plan designed for comfortable everyday living, 24 Dispatch Creek Court presents a rare opportunity to enjoy the very best of the Ocean Reef lifestyle.

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$14,500,000
801
5bedrooms
8bathrooms
land 2,833

By Ocean Reef Club Sotheby's International Realty

50
Video

House with terrace Islamorada (United States)

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1+ acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine-inspired quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels enhance the home's architectural character. The floor plan includes four bedrooms with three guest suites on the main level and a private third-floor primary retreat featuring two fireplaces, an office, tea room, sitting room, custom walk-in closet, private laundry room, spa-inspired bath, and balconies overlooking the living spaces below. The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen with a Viking grill, refrigeration, ice maker, bar seating, and covered dining overlooking the pool, beach, and bay. Additional spaces include a formal dining room with a hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge with mahogany coffered ceilings and coconut wood flooring. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep-water dockage, a white-sand beach, and crystal-clear waters provide immediate access to world-renowned fishing, diving, snorkeling, and boating. Additional features include an air-conditioned boat room with skiff ramp, over 4,000 SF of collector's garage space, Control4 smart home integration, an elevator, Sonos, and secure walled & gated grounds.

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$29,000,000
761
4bedrooms
6bathrooms
land 4,047

By Ocean Sotheby's International Realty

29

House Shark Key (United States)

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

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$12,500,000
551
6bedrooms
7bathrooms
land 1,740

By Ocean Sotheby's International Realty

50

House Duck Key (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
140
3bedrooms
3bathrooms
land 728

By Ocean Sotheby's International Realty

50

House Islamorada (United States)

Experience the ultimate Keys lifestyle in this beautifully furnished and impeccably maintained waterfront pool home in desirable Lower Matecumbe Key. Offering 60 feet of newly decked dockage along the tranquil ''Sleepy Lagoon'', this exceptional property combines relaxed island living with effortless boating access to both the ocean and bay. The light-filled second floor features an open-concept living, dining, and kitchen area with soaring cathedral ceilings and new vinyl flooring throughout. The recently remodeled kitchen showcases new cabinetry, stainless steel appliances, and an inviting layout ideal for entertaining. Two bright bedrooms with laminate flooring are located on this level, including a spacious primary with en-suite bath. Step outside onto the expansive second-floor balcony and enjoy breathtaking lagoon views while watching manatees glide by and fish jump in the tranquil waters below. The first floor offers additional flexible living space with an open bedroom/living area and full bath, featuring sliding glass doors that lead directly to the tropical backyard, pool, and dock. Designed for comfort and convenience, this turn-key home includes well-maintained accordion shutters on all non-impact windows, generous storage space for water toys and gardening equipment, and a securely anchored storage shed. Outdoor living is truly exceptional. Relax beneath the airy chickee hut, cool off in the in-ground pool after a day on the water, or entertain family and friends with freshly grilled BBQ favorites in the private backyard oasis. Additional features include a JetDock, fish cleaning station, spacious outdoor shower, fenced backyard for pets, and ample parking for boats, trailers, RVs, and recreational equipment. Residents may enjoy access to a beautiful sandy beach within the subdivision through a voluntary HOA membership. The beach is a protected turtle nesting habitat.

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$1,495,000
129
3bedrooms
3bathrooms
land 607

By Ocean Sotheby's International Realty

49

House Marathon (United States)

Welcome to your dream escape in the Florida Keys. This 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club offers 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 boat slip in Bonefish Marina (B-34), accommodating a boat up to 25 feet. 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.

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$999,000
164
3bedrooms
3bathrooms
land 81

By Ocean Sotheby's International Realty

39

House Key Largo (United States)

Experience Buccaneer Point Estate's newest elevated waterfront living in this custom constructed CBS luxury residence, thoughtfully designed to blend sophisticated style with effortless comfort. Offering four generously sized bedrooms and three impeccably appointed bathrooms, one half bath in a home that features a well-designed layout, including two guest bedrooms connected by an elegant Jack-and-Jill bath. The expansive open-concept floor plan creates a seamless flow between the living, dining, and entertaining spaces, enhanced by abundant natural light streaming through oversized windows and sliding glass doors. Throughout the home, refined finishes and contemporary design elements complement picturesque lake views, creating a bright and inviting atmosphere. At the center of the residence, the chef-inspired kitchen showcases premium appliances, custom cabinetry, and sleek designer surfaces, offering both beauty and functionality for everyday living and entertaining alike. Outdoor living is equally impressive, with a private pool overlooking the tranquil lakefront setting and a spacious homesite providing ample room for boats, trailers, and recreational equipment. Situated within a sought-after waterfront community with a convenient nearby public or neighborhood boat ramp, the property offers exceptional convenience for boating enthusiasts and those looking to fully embrace the Florida Keys lifestyle. Direct bay access from Buccaneer Point or easy access to the south via Tavernier Creek for ocean side boating and if you prefer to the north via Adams Cut Combining modern architecture, luxurious finishes, and an outstanding location, this exceptional offering presents a rare opportunity to enjoy upscale coastal living in one of Key Largo's most desirable neighborhoods.

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$1,695,000
186
4bedrooms
4bathrooms
land 971

By Ocean Sotheby's International Realty

50
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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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$4,995,000
435
3bedrooms
3bathrooms
land 4,613

By Ocean Sotheby's International Realty

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House Islamorada (United States)

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater room. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels and provides quick access to the Atlantic and Bay. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, and outdoor entertaining spaces. Discreetly luxurious and effortlessly livable, The Oasis redefines waterfront living in the Florida Keys. Designed for ultimate security and safety, this home was built to provide unmatched peace of mind. Every element was designed with meticulous attention to detail and an uncompromising commitment to quality. The Oasis is not just a residence—it is a lifestyle statement in one of the Florida Keys' most desirable locations.

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$18,999,000
622
6bedrooms
8bathrooms
land 1.2ha

By Ocean Sotheby's International Realty

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House Islamorada (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
835
7bedrooms
10bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

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House Islamorada (United States)

This luxury bayfront home in the Florida Keys offers discriminant buyers a complete coastal lifestyle package with year-round sunset views, hurricane-rated construction, and premium boating amenities. The residence features 3,200 square feet of living space with four bedrooms, four and a half bathrooms, natural stone floors, and custom cabinetry throughout. Built with reinforced concrete, galvanized rebar, and a solid concrete roof, the home carries a 175-mph hurricane rating that provides exceptional durability and peace of mind for coastal living. Automatic hurricane curtains on the main porch add convenient storm protection. For boating enthusiasts, the property includes deepwater access with two heavy-duty boat lifts rated at 25,000 pounds and 12,000 pounds. A 200-square-foot enclosed tackle room and workshop with a refrigerator provides organized storage for fishing gear and marine equipment. These features enable owners to launch boats easily and pursue fishing or water activities on their schedule. The rooftop sun deck offers panoramic bay views and includes a fire pit for evening entertaining. This elevated outdoor space creates a private setting for watching daily sunsets over the water. The property's sunset-facing orientation means consistent western exposure throughout the year. Low-maintenance exterior features include artificial turf, coral hardscaping, and irrigated tropical landscaping designed for the Florida Keys climate. A 1,300-square-foot covered carport with 9.5-foot ceilings provides generous vehicle parking and additional storage space. The home is sold furnished and turnkey-ready, allowing new owners to begin their coastal lifestyle immediately without renovation or decoration needs. This combination of hurricane-resistant construction, superior boating infrastructure, low-maintenance design, and sunset views represents a rare opportunity in the Florida Keys luxury market for buyers seeking hassle-free waterfront living.

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$6,450,000
305
4bedrooms
5bathrooms
land 809

By Ocean Sotheby's International Realty

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House 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
232
3bedrooms
3bathrooms
land 283

By Ocean Sotheby's International Realty

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