Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Timeless European Elegance! This custom 4BD/5BA Mediterranean villa in gated Shark Key offers 5,180 SF of luxurious living. Features include soaring ceilings, gourmet Viking kitchen, office, game room, and stunning open-water views. Enjoy indoor-outdoor living with expansive decks, pool, fireplace, and multiple entertaining areas. The spacious primary suite includes a sitting area, wet bar, dual walk-ins, and private terrace. Additional highlights: Borano mahogany doors, elevator-ready design, chair lift, impact windows/doors, dual garages, and first-floor guest suite. Amenities include private lagoon, beach, tennis, pickleball & clubhouse. Furnished with exclusions.

Nestled on the ocean, this exceptional estate on Plantation Island in Duck Key presents an extraordinary opportunity to own a piece of paradise. Located on an expansive double lot, the property offers a rare chance to create a custom oceanfront compound with ultimate privacy. With 162 feet of concrete seawall and protected dockage for multiple vessels, its an ideal setting for boating enthusiasts and those seeking an unparalleled waterfront lifestyle. Designed with timeless elegance, the residence features solid concrete construction, newly installed impact windows and doors, and sweeping ocean views from nearly every room. The freshly painted exterior blends seamlessly with the natural surroundings, while the coastal-inspired interior offers relaxed yet refined living. This home provides the perfect canvas to elevate your vision of luxury living in the Florida Keys. Upon entering, you are greeted by a breathtaking open-concept living space, where walls of glass invite abundant natural light. A striking coral rock accent wall, a hallmark of Florida Keys beauty, creates a sophisticated focal point in the living room. The seamless flow between the living, dining, and kitchen areas fosters an inviting space for entertaining and relaxing. The gourmet kitchen, equipped with top-of-the-line appliances, is both a culinary haven and a place to gather, while the crushed shell travertine floors add an organic touch throughout the home. The residence includes four ensuite bedrooms upstairs, two of which offer direct ocean views, and an additional full bathroom on the main living level. Notable exterior features include a built-in jacuzzi with a wraparound deck, a concrete bait house, and a tiki hut. The expansive double lot offers unlimited potential for future development. With ample space for expansion, you can design a resort-style pool, private pickleball court, putting green, or additional structures to suit your lifestyle for creating a one-of-a-kind oceanfront estate.

Live where others dream--on arguably the most coveted stretch of Florida Bay. Nestled perfectly between Snake Creek and Tavernier Creek, this timeless estate captures the essence of waterfront living with its panoramic sunset views and year-round tranquility.Enter through private gates and follow the paver driveway to this architectural showpiece. Inside, soaring vaulted ceilings clad in rich Dade County pine create a grand yet inviting atmosphere, tailor-made for hosting and relaxing alike. The second-floor main living level is thoughtfully designed with an open-concept living room, dining area, and kitchen. The master suite and a second bedroom, along with a full guest bathroom, complete the upper level--all seamlessly connected to the outdoors by private screened porches in every room.The first floor offers two additional bedrooms, a full bathroom, and a spacious laundry room, accessible via an interior staircase--ideal for guests or extended family.Step outside to your private dock, stretching 100 feet into the bay with an additional 50-foot L extension and a water depth of approximately 5 feet--perfect for boating enthusiasts.Lovingly held by the same family for nearly 40 years, this is the first time this extraordinary property has been offered for sale in decades. Come experience a true slice of paradise.

Picture perfect Sunset Views over the open water at this 12-Acre waterfront compound located on Big Torch Key, a coastal community of large private estates located just 30 minutes outside of Key West. Driving down the gated 300 scenic driveway balmy breezes and tropical landscape lead you to the 4,315 sq. ft. open water residence. Once here you will enjoy world-class fishing and diving just minutes to the Ocean and Gulf from the protected canal front dockage complete with concrete dock, davits and boat house for gear storage. With over 2,000 of waterfront there is a massive amount of room for all of your toys. After a day out on the water you will want to play in your brand new infinity pool overlooking Keys famous sunsets over the open water and accessed directly from the Great Room. In the evening friends and family can gather on the pool side Porch or in the colossal Great Room featuring soaring ceilings and stunning views of the water while you cook up your catch in the Chefs Kitchen offering abundant cabinetry, breakfast bar, large pantry and premium appliances. At the end of the day Guests will retire in the main house Guest Suite or for more privacy in the separate 1,052 sq. ft. 2 Bedroom Guest Cottage while you retire in the 1,333 sq. ft. 2nd Story Master Suite, accessed by a grand cherry wood staircase or elevator, with private veranda overlooking the water. 2 roof top decks, one for garden and the other to view 360 degree panoramic views. The 12-acre property is completely private and has lots of amenities including paddle board and kayak access, nature trails, and waterfront Tiki to take in those wonderful sunsets.

This Key Haven Estate rests on over 15,000 square feet of land with more than 260 linear feet of water access all while boasting over 6500 square feet of the finest living accommodations in the Florida Keys. The main Home has 5 Bedrooms and 4 and 1/2 bathrooms, the guest house has 3 bedrooms and 3 bathrooms. 39 Evergreen has the finest finishings all encased in 11 inches of solid concrete using insulated concrete forms and solid poured floors and stairs. Utilizing this type of Construction not only provides tremendous safety and privacy but allows for the impact glass windows and doors to be protected by hidden European style roll down shutters. The home has a vast 60 long pool with multiple levels, waterfalls and 6 seats to the swim up bar in the custom gazebo, perfect for entertaining, or when you are finished in the homes Private 400+ Square foot Gym. This home can accommodate over 9 vehicles in its 3800 Square Foot garage and has a Generator and Fire Suppression system for additional safety and security.

Welcome to Casa De Artista, a one-of-a-kind luxury estate located in the exclusive enclave of Sombrero Isle. Set on over an acre of pristine land, this exceptional property offers an unparalleled opportunity to experience the ultimate in Keys living. With just 27 homes on the island, privacy and seclusion are guaranteed, yet youre only one block from the renowned Sombrero Beach.Boasting an incredible 415 feet of waterfront, this estate was extensively remodeled by DAsign Source in 2016 and feels like new. The property offers a wealth of luxurious amenities, including a sparkling pool and spa, sandy beach, deep-water dockage, and a detached artist studio--all surrounded by lush, manicured grounds filled with exotic palm trees.For boating enthusiasts, the estate features two boat lifts (24K and 5K) and an 86-foot dock, providing easy access to the Keys world-class fishing and diving spots. The main house offers 4 bedrooms and 3.5 baths total 4,649 sqft, with a beautifully crafted tongue-and-groove ceiling spanning the open-plan living and dining areas. The chefs kitchen is a true culinary haven, featuring high-end appliances, dual wine refrigerators, and double islands.Step outside through glass sliding doors into an outdoor living space designed for entertaining, complete with a built-in grill and beverage coolers. The detached artist studio is 299 sqft with its own half bath is an ideal retreat for creative pursuits or relaxation.Additional features include a massive 5,176-square-foot garage and storage area, perfect for accommodating all your toys and equipment. Floorplan is included in the photos to show layout. Located just 10 minutes from Marathon Airport and offering weekly rental potential, Casa De Artista epitomizes Florida Keys ultra-luxury living.Dont miss this rare opportunity to own a trophy property on Sombrero Isle!Video tour https://tinyurl.com/114Calle

Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms, while the fourth is a charming bunk room, perfect for family gatherings.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample closet space, two oceanfront balconies, and a two-car garage with electric charging. Experience maintenance-free living with potential for passive income in a safe, gated environment.The Islands of Islamorada enhances your lifestyle with 615 feet of pristine swimming beach and a private boat basin. Relax at two oceanfront pools, enjoy the oceanfront bar, or play pickleball. Golf enthusiasts can practice at the unique driving range extending into the ocean. Surrounded by lush landscaping, the community offers a variety of water activities to immerse you in the Keys lifestyle.These villas can also participate in a vacation rental program, providing a lucrative investment opportunity with a five-star hotel management company. With a dedicated concierge on-site, every desire can be fulfilled--from seaplane flights to gourmet dinners in South Beach. Discover unparalleled coastal elegance at The Islands of Islamorada, where every moment is a celebration of paradise.

Exceptional waterfront living with amazing open water views over looking Barnes Sound. A quick jaunt to Miami yet this tropical oasis feels like youre on your own private island estate. 60 concrete dock on a protected inlet for your boats and other watercrafts . Over 4100 sq ft of living area over 3 levels in a thoughtfully laid out floor plan with elevator access, wrap around decks, plus a rooftop terrace for sunning and entertaining with jaw dropping views. 3 suite Bedrooms, Study (or 4th BR) 3.5 Baths, Exercise Room, 2 extra deep garages, an expansive screened lanai on the ground level and terraces on the 2nd & 3rd levels.

Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms, while the fourth is a charming bunk room, perfect for family gatherings.Enjoy a state-of-the-art kitchen that flows into open-concept dining and living areas. Additional features include a powder room, ample closet space, two oceanfront balconies, and a two-car garage with electric charging. Experience maintenance-free living with potential for passive income in a safe, gated environment.The Islands of Islamorada enhances your lifestyle with 615 feet of pristine swimming beach and a private boat basin. Relax at two oceanfront pools, enjoy the oceanfront bar, or play pickleball. Golf enthusiasts can practice at the unique driving range extending into the ocean. Surrounded by lush landscaping, the community offers a variety of water activities to immerse you in the Keys lifestyle.These villas can also participate in a vacation rental program, providing a lucrative investment opportunity with a five-star hotel management company. With a dedicated concierge on-site, every desire can be fulfilled--from seaplane flights to gourmet dinners in South Beach. Discover unparalleled coastal elegance at The Islands of Islamorada, where every moment is a celebration of paradise.

$400,000 PRICE REDUCTION !! ... Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway to the bay is almost 1.75 acres. It is perfect for those who value peace, relaxation, and the simple joys of what the Florida Keys has to offer.This home offers four bedrooms and four bathrooms and 110 of dock with multiple slips accommodating up to a 45 boat with 5 draft and 16k lift. This home has been thoughtfully designed with tasteful moldings, and warm, inviting finishes. The kitchen, is equipped with top-tier appliances, custom cabinetry, and a roomy island - perfect for those who love to cook and entertain. It smoothly transitions into the formal dining room, making it an ideal space for both quiet family dinners and larger celebrations.The second-floor suite, with its spacious layout, welcoming fireplace, and private balcony, is the ultimate retreat. The en-suite bathroom, has a dual vanity, a claw-foot soaking tub, and a walk-in shower, guarantees moments of relaxation.The first floor offers a smart design with separate living areas and bedrooms. The 1st floor suite includes a steam shower and a reinforced safe room that doubles as a walk-in closet. The additional two bedrooms and a den with surround sound and a wet bar are comfortably located on the opposite side of the home.Enjoy quiet moments on the covered patio or engage in lively gatherings around the spacious poolside patio, which leads directly to the sandy beach for amazing sunsets. Here, youll find ample seating, a fire pit, a Boat House and steps leading to the basin for swimming and exploring the Bays unique ecosystem.Serenity Cove is comfortably tucked away from the hustle of US1, offering a sense of privacy and security, while maintaining easy access to schools, shopping, dining that make Islamorada so desirable.

Welcome to the ultimate tropical sanctuary in Key Largo! An extraordinary waterfront estate with two homes, spanning over 2.5 acres along Tarpon Basin. This breathtaking property offers unparalleled sunset vistas, a coral jetty framed by a lagoon, a boat ramp, lush mangroves, and a canopy of majestic mahogany trees.Green sloping land is elevated for privacy and optimal protection . The estate features two impeccably remodeled homes with high-end finishes. The main house includes three bedrooms, four elegantly appointed bathrooms, a full kitchen, and spacious living areas. The second home offers two beautifully crafted bedrooms, two luxurious bathrooms, and a full kitchen. Both homes are adorned with lavish spa-like bathrooms and hand-carved, imported Bali doors and casings.The Suburban/Commercial Zoning offers limitless investment possibilities, or a private sanctuary, a high-end vacation rental, an exclusive event venue, or a family compound. Imagine creating an oversized dream home surrounded by tropical splendor.Just 65 minutes from Miami International Airport, this one-of-a-kind estate is perfect as a peaceful hideaway, a lucrative income property, or a stunning family compound. Create your private sanctuary and embrace the essence of the Florida Keys lifestyle.

Welcome to your private tropical retreat in the heart of Islamorada, Florida Keys. This stunning gated oceanfront estate showcases unparalleled beauty with a private walk-in sandy beach, offering direct access to crystal-clear waters. Designed for both relaxation and recreation, the property features 5 spacious bedrooms, 6.5 luxurious bathrooms, a resort-style pool, a pickleball court, and a putting green, all set amidst lush, tranquil landscaping.Wake up to spectacular ocean views from nearly every room, and enjoy the serenity of your tropical surroundings. This property is offered turn-key, fully furnished and equipped, making it an ideal primary residence, second home, or lucrative vacation rental opportunity in one of the Keys most desirable locations.Your dream oceanfront lifestyle awaits in Islamorada -- where every day feels like a vacation.

Tucked away along the shimmering waters of Florida Bay, this rare bayfront estate offers a blend of privacy, comfort, and laid-back coastal living. This one-of-a-kind retreat is ideal for gathering with family and friends or simply soaking in the peace and quiet of the bay. A gated drive leads to the Cottage and the Florida Bay House, both thoughtfully nestled among swaying palms and tropical foliage. The Florida Bay House, originally built in 1961 and expanded in the early 70s, offers 3 bedrooms and 3 baths, including a spacious master suite upstairs. The cozy Cottage, dating back to 1956, serves as a charming guest house, Take in year-round sunsets from your jetty that stretches into the bay, perfect for lounging in the sun by day or stargazing at night. Launch kayaks or paddleboards from your private boat ramp and head straight into the calm, clear waters of Florida Bay for a day of boating fun. Whether youre seeking a serene family compound or a unique investment opportunity, this property is a true slice of paradise. Contact us today to schedule a private tour and experience the relaxed magic of Florida Bay living. This home can be purchased with the additonal property at 95490 Overseas Highway for a total price of $7,900,000. MLS 615010

Modern Waterfront Retreat with Rooftop Terrace & Resort-Style Amenities:Embrace the pinnacle of coastal living in this timeless 3-bedroom, 3-bathroom waterfront retreat, where modern design meets durability. Constructed with solid concrete and a new roof completed in 2020, this residence offers the perfect balance of luxury and functionality. Floor-to-ceiling windows and French doors frame sweeping water views and bathe the open-concept interior with natural light, creating a seamless flow between indoor and outdoor living.The gourmet kitchen is designed for both everyday living and grand entertaining, featuring premium finishes including a six-burner gas range and stainless steel appliances. Hardwired electric shutters on the upper level offer convenience and peace of mind, while thoughtful design throughout the home enhances its effortless elegance. Step outside into your own private resort-style oasis. The summer kitchen features a wet bar, warming drawer, beverage fridge, and ice maker. A covered rooftop terrace provides an idyllic setting for sunset cocktails, while the professionally landscaped backyard is anchored by a custom inground pool with a tanning ledge and a Keystone gas fire pit--perfect for relaxing or entertaining. The fully fenced backyard is accessed by a classic Chicago brick driveway, enhancing both curb appeal and privacy. Boating enthusiasts will appreciate the expansive T-dock with a boat lift and ample space for additional vessels, offering direct access to both the Atlantic and the Gulf. An enclosed garage offers secure parking and storage, while the lower-level flexible space presents exciting opportunities for expansion or customization.This home is a rare blend of architectural integrity, refined finishes, and resort-inspired amenities in one of the most sought-after waterfront communities. It invites you to enjoy the Florida Keys lifestyle to its fullest--indoors and out.

3608 Sunrise Drive & 3612 Sunrise Drive are located next door to each on Riviera canal in Key West. You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes. Make this a large family compound or reconfigure to one large estate. The possibilities are endless.See MLS#s 614840 & 614841 for more photos and property details.

Property is being sold with MLS #614840This waterfront home on a canal in Key West is ready for your creative touch! With 3 bedrooms, 2 bathrooms, a large 9794 sqft lot and there is plenty of room for the boating enthusiasts. It has a large in ground pool and outdoor fire pit area. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase or both homes. Make this a large family compound or reconfigure to one large estate. The possibilities are endless.**

Property is being sold with MLS #614841This 3 bedroom 3 bathroom home is located on Riviera canal in Key West. It sits on a 10,000+sqft lot, has a newer pool, outdoor kitchen, 24,000lb boat lift, and outdoor shower. There is plenty of parking, air-conditioned storage and large patio for outdoor entertainment. With its original cuban tile and vaulted ceilings if offers a charming old Key West vibe. **You have the opportunity to own over 20,000sqft of canal frontage in Key West with the purchase of both homes located at 3608 & 3612 Sunrise Drive.Make this a large family compound or reconfigure to one large estate. The possibilities are endless.**

Two Waterfront Homes on Four Open Water Gulf-Front Lots - A Rare Opportunity1401 51st St & 1235 51st Gulf St, Marathon, FL 33050, are being sold together as a unique waterfront compound offering breathtaking open water views, privacy, and endless possibilities. This package includes two stilted homes totaling four bedrooms, four bathrooms, and a guest suite and more, along with a newly built three-bay garage featuring two hydraulic car lifts and a 42-foot-long bay within a 1,211 sq. ft. concrete bunker constructed in 2015.Situated on over 55,000 square feet of uplands, the property provides ample space for a private estate, rental investment, or development opportunity. It is not on SFA, and building rights are available for purchase if expansion is desired. A deep-water dock is already in place, with approximately 575 feet of shoreline offering additional dockage potential.This gated and fully fenced compound is surrounded by lush, mature tropical landscaping, creating an unparalleled sense of seclusion. Motorized drive-through gates on both ends provide access to a beautifully maintained property featuring meandering pathways, a coral-cut shoreline, and a firepit at the waters edge. Two small uninhabited islands just offshore add to the unique charm of this exceptional retreat.Located in the heart of Marathon, this property combines privacy, convenience, and direct boating access. Whether you are looking for a private family compound, an income-producing investment, or a coastal sanctuary, this offering is truly one of a kind. See properties listed separately in mls#613880 and mls#613879

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12 ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chefs dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views perfect for outdoor lounging. Two charming, detached guest houses each with full baths and one offering a living room and kitchenette allows secluded spaces for all to enjoy. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill that provides the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear ocean, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Dont miss the opportunity to be able to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent.

Extraordinary 6,043 Sq.Ft. waterfront home with the finest quality and finishes set in a private enclave of Buttonwood Circle. This entertainers dream home offers impressive ocean views, spacious living and dining areas and a gourmet kitchen. Highlights include a gorgeous main suite with a spacious balcony offering spectacular views and luxurious bath to be equipped with spa tub, separate shower and custom walk-in closet. Enjoy the desirable Florida indoor-outdoor lifestyle with seamless access to landscaped grounds which will include a sparkling pool and barbeque area. Featuring four additional bedrooms with ensuite bathrooms and a roof top deck ideal for entertaining, this will be a true retreat! Photos included are of renderings of the home.