Florida Keys Homes for Sale, Single Family Houses, MLS Home Listings

Timeless European Elegance! This custom-built Mediterranean Villa is situated in the exclusive, gated community of Shark Key--one of the most coveted waterfront enclaves in the Florida Keys. Offering unparalleled privacy and security, this prestigious neighborhood is a haven for discerning homeowners. Spanning 5,180 square feet of meticulously designed living space, this four-bedroom, five-bathroom residence also features an office and a game area. The home boasts an airy, open floor plan with exquisite finishes and architectural details that exude elegance. The heart of the home is the spacious living room, where soaring ceilings and breathtaking open-water views set the stage for unforgettable gatherings. Adjacent, the gourmet chefs kitchen is a culinary dream, equipped with a top-of-the-line Viking six-burner gas range, ample pantry space & laundry, and a dining area that comfortably seats ten. Sliding doors lead to an expansive deck overlooking the pool and tranquil waters, perfect for enjoying sunsets or relaxing by the fireplace. Second Floor Retreat The primary suite is a serene sanctuary accessed through double doors, featuring a large bedroom & bath ensuite, a his & her walk-in closet, a sitting area with a wet bar, enjoy sweeping open water views on the outside deck. Two additional bedrooms, each with en-suite baths, are complemented by two outside lofts and central sitting area, ideal for unwinding while overlooking the lagoon and grounds. Distinctive Features Borano custom mahogany impact double front doors Elevator-ready design with dedicated areas on each floor, Chair lift from ground level to the first floor, a First floor bedroom suite with en-suite bath and sitting area, Two one-car garages with separate entries, Impact windows and doors throughout, Wet bar in the game room, First floor full guest bathroom for convenience. Funished with Exclusions.Amenities; Inland swimming lagoon & Beach, Tennis & Pickleball court, & Club House

$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.

Experience breathtaking 180-degree, unobstructed views of the Atlantic Ocean from this exceptional Key Largo oceanfront home, complete with a deeded boat slip just steps away. This spacious, turnkey residence features wraparound floor-to-ceiling windows and sleek invisible glass railings, seamlessly framing the ocean from most rooms.Offering 5 bedrooms and 6.5 bathrooms, this home includes a 3-stop elevator and an expansive multi-car garage. The primary suite feels as though it floats above the water, offering awe-inspiring views, a spa-like bathroom, and an oversized walk-in closet. Each of the additional four bedrooms boasts its own private bathroom for ultimate comfort and privacy.Designed for entertaining with an open-concept interior and spacious outdoor living space, which spans 175 feet along the oceanfront. Enjoy a resort-style pool with spa, a cozy fire pit, and a covered patio, all surrounded by lush, mature landscaping that provides added seclusion.Additional highlights include a private movie theater with reclining seats and a large screen, an 800 sq ft air-conditioned garage with a car lift--perfect for car enthusiasts--and ample outdoor parking, including covered spaces under a carport. For those who love the night sky, the concrete rooftop offers an ideal stargazing perch.This is coastal living at its finest--luxurious, private, and effortlessly elegant.

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

Sunset Haven This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stones throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108 of protected dockage with ramp, boat lift and tiki, ample parking and plenty of room for a pool if you need one.

Built in 2014, Bahia Bonita is an ultra-private bayfront estate in the heart of downtown Islamorada designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views from every room. If you have been wishing for an exceptional piece of Florida Keys paradise where natural beauty and luxury living meet modern, solid concrete construction, this thoughtfully designed home may exceed your expectations. Begin your day by stepping out of your primary suite to your bayfront terrace and into a second floor Infinity Edge pool. In the evening, slide open the wall of glass on the top floor to experience the brilliance of Islamoradas sunsets from your great room, gourmet kitchen or outdoor decks. Feel like grilling? Just one step away is an outdoor kitchen with adjacent bay view dining. For stargazing, venture up the spiral stairs to the rooftop deck for a breathtaking front row seat. Built to withstand sustained 200 mph winds, this home also includes accordion shutters over impact glass for the ultimate defense. Outside, enjoy 250+ linear feet of open water frontage and a 100 dock with two boat lifts fitted with hurricane and storm surge protection. This unparalleled storm resiliency is combined with modern sustainability features including a large cistern with state-of-the-art water purification system, a grid-tied solar array and integrated batteries eliminating the need for a generator. Other functional luxuries include an elevator, professional camera/security system, central wet-dry vacuum system, mature landscaping and an enormous three-car, 2,200 sf garage, complete with workshop and storage. This home also boasts marble floors throughout and a spectacular floating staircase. Plus, a fourth bedroom and bathroom can be easily added without modifying the structure or footprint at minimal expense. All within walking distance of Islamoradas favorite dining spots. Call today!

Nestled on the exclusive, gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent new construction oceanfront estate redefines luxury living. With only 20 residences on this private island, youll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans 3,415 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle.Set on over 20,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage outfitted with a 20,000LB lift along a private canal ideal for boating enthusiasts seeking convenient, safe access to open waters. The open-concept floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic.Outdoor amenities include a resort-style pool with water features and a relaxing jacuzzi, creating a true island oasis for entertaining or unwinding. Each bedroom is designed with an en-suite bathroom for the utmost privacy, while the primary suite serves as a luxurious retreat with panoramic views, a spa-inspired bathroom, and a custom walk-in closet.This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach. Shopping, dining, and Marathon Airport private airstrip within a few miles of the home. Dont miss the rare opportunity to own your piece of paradise in the beautiful Florida KeysModel home available for preview showings. Take advantage and choose your finishes and decors prior to completion. Seldom are new construction residences offered in the Florida Keys, reach out for a private model home tour and additional details.

This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with tasteful decor, exuding elegance while providing a personal, comfortable atmosphere. The property is in downtown Islamorada, Florida Keys, and includes a private beachfront terrace, a third-story private balcony, and a tranquil pool with a tiki hut, making it ideal for relaxation and entertaining. The outdoor spaces feature a cozy firepit, offering the perfect setting for intimate gatherings with the sound of the waves as a backdrop. As a vacation rental, this residence is a lucrative investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.

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

Beautiful adjoining oceanfront gated estates available individually or together for a reduced price! Each parcel has a single family residence with vacationrental income potential and are zoned Suburban Commercial for development opportunities.*UPDATE: There are 50 TDRs (TREs) available, reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deepbasin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptionsfor remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 6238 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbshome, metal roof.) This is a duplicate listing. Broker part owner/family owned.

Step into Luxury Living at Its Finest..Welcome to this magnificent custom-built home nestled within the prestigious gated community of Shark Key, one of the Florida Keys most coveted waterfront enclaves. Offering unparalleled security with 24-hour surveillance, Shark Key provides a serene and secure haven for discerning homeowners.This elegant residence spans 3,875 square feet of meticulously crafted living space and features five bedrooms and three & half baths that exude sophistication and style at every turn. Experience a bright, open floor plan adorned with exquisite finishes and architectural details, seamlessly blending indoor and outdoor living.Automated window treatments and a Euro-Wall that folds inviting the outdoors in, transforming the spacious living area into an extension of the lush outdoor oasis. The covered lanai is an entertainers dream, showcasing a luxurious heated infinity pool and spa with a waterfall, all overlooking the breathtaking blue waters of the Gulf of Mexico.The gourmet kitchen is a culinary masterpiece, equipped with top-of-the-line Wolf and Miele appliances. A large island with seating for four serves as the centerpiece, perfect for hosting family and friends. Adjacent to the kitchen, the dining area offers stunning open water views, while the nearby bar room features a wine EuroCave, ice drawer & refrigerator drawer, and convenient access to the lanai and pool area.Primary Suite Retreat..
Escape to the second-floor with two master suites the primary master suite, a private sanctuary with a spa-like ensuite bath, expansive walk-in closet, and a tranquil sitting area ideal for watching sunsets over the Gulf. The thoughtfully placed laundry room is conveniently nearby.Additional Features
..This home also includes parking beneath the residence and ample storage space, ensuring both functionality and convenience. Elevator to three floors.

Southern Shore - A Modern Coastal Masterpiece Nestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living. Inside, the home features four luxurious en-suite bedrooms, offering breathtaking ocean views. The chef-inspired kitchen is outfitted with custom floor-to-ceiling cabinetry, sleek quartz countertops, and top-of-the-line appliances. State-of-the-art smart home technology, custom-built closets, and the convenience of an elevator elevate both form and function in this sophisticated residence. The interior spaces reflect a perfect balance of elegance and comfort. With floor-to-ceiling windows throughout, the home captures the essence of the tropical lifestyle, offering stunning vistas of the ocean from nearly every room--living areas, kitchen, and bedrooms alike. The outdoor spaces of this estate are designed to host gatherings in style, featuring a rooftop deck, multiple terraces, and a luxurious pool and spa area with an outdoor shower. For boat enthusiasts there is a 12K lift boat and letter from the Village Planning and Building Department allowing a 24K 4 post lift. All protected by a gated entry. Located within the serene Plantation Key community, this property also includes a misting system and occupies an expansive lot with direct ocean access. This is the ultimate tropical sanctuary for those seeking a premier location with unparalleled views, superior construction, and a full suite of luxurious amenities. Note: The owner is a licensed Florida real estate agent. For additional details, please refer to the full property description available in the document tab.

With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. Whats interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as the ultimate turnkey property. There are a total of 5 bedrooms and 4 bathrooms: 3 bedrooms and 2 bathrooms in the main house and two 1 bedroom, 1 bathroom private cottages. This expansive property includes a covered seating and dining area under the gazebo, which overlooks the resort-style heated pool and outdoor kitchen. The value of this home is not only its privacy with exotic landscaping, but its ability to generate income when you are away. Schedule your private showing of The Royal Compound to appreciate the uniqueness of this one-of-a-kind property!

Beautiful 300 of oceanfront property on Lower Matecumbe Key. This offering consists of two 100 lots, vacant & contiguous, a 100 lot with a triplex apartment building, and 2 additional Transferable Development Rights. This gives you endless possibilities for redevelopment of the property. The two vacant lots have an additional 200 of bay bottom. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property.Recap: 300 of oceanfront made up of 2 vacant lots, 1 lot with 3 apartments, bay bottom on the vacant lots, and 2 additional transferable building rights.Note: One of the owners is a State of Florida Real Estate Licensee

Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post--the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury.Surrounded by breathtaking 360-degree views, the propertys expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life.Crafted to perfection, the estates concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite.Boasting over 130 feet of concrete dockage, the estate is a boaters dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience.This private haven is truly like no other in the Florida Keys--a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

Set against the backdrop of one of Key Wests most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare property spans half a city block, commanding attention with its vast landscaped grounds,sweeping open spaces, and a stunning pool surrounded by an elaborate courtyard with a meditation garden--ideal for grand entertaining or peaceful relaxation.This estate built was by A. Maitland Adams in the early 1930s, who was said to be a partner of Charles Thomas, Ernest Hemingways fishing companion.If the walls could talk at this iconic residence, it would tell you that this is the very home where renowned author Philip Caputo penned Indian Country and where Gregory Peck and Harry Truman played cards in the dining room. The home features five bedrooms and four and a half bathrooms, including a second-story guest apartment that offers privacy and versatility. Recent updates to the home include travertine marble floors, new roof (2025), high-impact windows and doors, a chefs kitchen, and a welcoming fireplace. Located in the coveted and exclusive Casa Marina neighborhood, this home radiates a sense of timeless elegance and modern luxury. Set on nearly half an acre, this corner estate is the finest of its kind in Key West, offering a lifestyle that is nothing short of spectacular.With every detail thoughtfully curated, this property is a rare opportunity to own a piece of island history, sophistication, and unparalleled beauty.

Welcome to 30 Ocean Front Drive... a one acre open water estate with floor-to-ceiling panoramic ocean views from wall to wall! The 3/2 main home is meticulously updated and the 1/1.5 guest house addition opens to an infinity edge pool with swim-up bar and integrated full outdoor kitchen, all under an expansive gazebo. The one-of-a-kind pool also offers zero-entry, a tanning platform plus a separate swim-out, and it is also lap length in between. The guest house features bi-fold NanaWall glass doors to welcome in expansive ocean views and an indoor/outdoor Bang Olufsen stereo system for entertaining. The concrete home itself offers an elevator to all interior levels plus an exterior stop on the pool deck, impact windows/doors, Pedini kitchen, Miele appliances, marine-grade Carrier a/c systems, quartz counters, landscape lighting, lush tropical landscaping and more. One car garage and two carports. Privately gated double lot with 193 ft. on the ocean and a boat ramp. All updates and addition by DAsign Source. Must see!

OPEN HOUSE in APRIL 18-19-20 from10AM to 6 PM. Welcome to The Oasis, a sanctuary of elegance nestled in the heart of Key Largo, Florida. Gracefully situated along the azure waters of the Atlantic Ocean, this exquisite villa epitomizes modern sophistication and timeless charm. Spanning an expansive 46,300 sqft of prime real estate with over 86 feet of ocean frontage, it offers breathtaking, uninterrupted ocean views. The 75-foot infinity-edge pool, private beach with boat ramp provides an extraordinary resort-style experience. Imagine swimming in your private section of the Atlantic Ocean. This home is a testament to natural beauty and refined design, presenting a unique investment opportunity. Architectural plans are available for extension to 7 bedrooms, and 5 bathrooms, permit prepared for a 250 feet long boat dock.

This unique property combines privacy, comfort, and the beauty of coastal living. With ample space for gatherings and adventures on the bay, youll fall in love with the charm and tranquility of this magnificent bayfront estate. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels plus deeded baybottom make this a truly unique property. Gated for privacy, the driveway passes the Coral House, which is used as a licensed vacation rental. Continue towards the bay where the Cottage and Florida Bay House are nestled into the mature tropical landscaping. Florida Bay is straight ahead with a jetty into the Bay which is the perfect spot for sunning or stargazing. The boatramp next to the jetty is handy for launching kayaks and paddleboards to explore Florida Bay. Originally built in 1961, the Florida Bay House was expanded in the early 70s and has 3 bedrooms and 3 baths with the master suite upstairs. The Cottage was built in 1956 and is a quaint guest house. The Coral House has 4 bedrooms and 3 baths, was built in 1992 and is in the X flood zone. Dont miss the opportunity to own this slice of paradise! Contact us today to schedule your private tour and experience the magic of this beautiful bayfront property.