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

Nestled in the heart of Key Wests historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern elegant designs. With 5 bedrooms, 5 full baths & 2 half baths, the home spans 4,000sf on a large 12,478sf lot. The 2-story primary home contains the living room, dining room, kitchen, 2 office spaces/dens, one of which could be a bedroom if desired, 2 half baths on the living level & a spectacular 2nd floor primary suite with office/ laundry & an enormous outside covered deck for private lounging. Thoughtful renovations include a stunning glass wall that opens between the outdoor dining pavilion & the top of the line kitchen w/ functional pass-through windows from the kitchen to the pool area. Reclaimed hardwood floors & tall ceilings ensure a perfect balance of historical character & contemporary functionality. The substantial living area, accented by natural light, offers a warm & inviting atmosphere & the gorgeous central pool w/ a water feature creates a stunning outdoor oasis & is perfect for entertaining. Surrounding the pool & outdoor dining pavilion are 2 phenomenal guest houses, housing a total of 4BD/4BA plus a full 1,512sf attic w/ staircase that is built for storage. Lots of off-street parking is offered along w/ a carport & small garage. Everything is new, from the hard wood floors & bathrooms to the salt generated heated pool & generator. This property is a rare offering that combines historical significance, luxurious living & an unbeatable location in one of Key Wests most coveted neighborhoods. Located in the X flood zone just 2 blocks from both Duval St. & the Historic Seaport, it is walkable to all the wonderful restaurants, galleries & shops.

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson House is Located centrally on Key Wests most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom Mansion and a 4 bedroom Villa. Each home offering a private pool.The mansion was refitted by a local designer in July 2022, including fresh paint and new furniture. Upon entering the mansion you will be greeted with 12 foot soaring ceilings, 2 first floor guest rooms with bath, parlor, living room, dining room and kitchen. The kitchen opens up to a private pool with decking and lounge chairs. A large family style outdoor table is provided for dining al fresco. Heading back inside you will take the Victorian staircase to the second floor. On the second floor you will find 4 bedrooms with en suite baths. The front primary suite offers a private balcony overlooking Simonton Street. A secondary balcony is provided for the rear primary suite overlooking the pool. Take the spiral staircase to the third floor and you will discover a large third floor private suite. Bright and airy the suite provides a living room, wet bar and balcony overlooking the pool. All three floors can also be accessed by exterior and interior staircases. Going back into the parking area, you will take a side entrance to the villa. The villa was renovated to the studs in 2014 with modern and sleek finishes. The villa offers 4 bedrooms and 4 baths, full kitchen, living room, private pool and outdoor bar. The 2 transient licenses give versatility for the property to be rented as an 11 bedroom and 11 bath estate or rented separately as a 7br main house and 4br villa. There are few large estates in Key West, which gives way to its popularity and advance bookings.

Morton Manor is a timeless estate nestled along the Gulfs bay waters, evoking a sense of simpler times. This boat basin is truly unique, offering not just protection from wind and waves with its jetties, but also accommodating 4 to 5 large vessels, from spacious center consoles to sportfish boats, thanks to its 8 depth. The home offers a resort-like experience reminiscent of the Caribbean, complete with amenities such as a sauna, a stunning bar and game room, a heated pool, and a private beach. This expansive, ground-level residence boasts 4 bedrooms, 4 bathrooms, a two-car garage, exposed wood beam ceilings, and a workshop. For those passionate about boating and seeking relaxation, Morton Manor is the ideal retreat.

Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street is also included in the sale where you can add a guest house or 2nd home. Enter through soaring glass doors into an elegant foyer, where turquoise Ocean Views are the focal point of the courtyard in the heart of the home. In the South wing, a gorgeous Great Room features access to both the courtyard and a covered veranda, boasting views of the grounds, pool, and Open Water. A well-appointed wet bar, complete with refrigerator and wine cooler, lends itself to entertaining. In the North wing, the showstopping Chefs Kitchen, with premium appliances, including gas range, and large island with storage and seating, is designed for hosting memorable gatherings. Visitors will enjoy superior accommodation in either the downstairs guest suite, or either of two upstairs en suite guest bedrooms. Retire to a palatial primary suite, with large walk-in closet with laundry, luxurious en suite, sitting area, and built-in wet bar, provided abundant privacy in the upstairs South wing. Wake up to magnificent Ocean Views and enjoy morning coffee on the private primary balcony. Outside, host memorable events in the lush backyard oasis. Lounge poolside on the sun deck or beachside in a shaded hammock. Grill up your fresh catch and enjoy sunset cocktails from the well-appointed, built-in outdoor kitchen, and cozy up by the firepit under a blanket of stars, to enjoy balmy ocean breezes. This spectacular property is designed for resort-style living, situated in sought-after Key Colony, boasting incomparable community amenities and with convenient proximity to delectable dining and stores in town

Set on 1.38 acres of pristine oceanfront in the Florida Keys, this private estate offers the perfect blend of luxury, serenity, and tropical beauty. With an enormous 150-foot private beach, this stunning 4,770-square-foot residence presents an unparalleled opportunity to experience the magic of oceanfront living.The home features five bedrooms and five and a half baths, including separate guest quarters for added privacy. Towering 30-foot ceilings create a grand, open atmosphere, while expansive windows frame breathtaking views of the Atlantic Ocean. Offered turnkey, this estate is move-in ready, with exquisite furnishings that complement its elegant design.Step outside to a resort-style infinity-edge pool with spa. A spacious two-car garage provides convenience, while the estates zoning allows for weekly rentals, making it a remarkable investment opportunity.This property is more than just a home--its a tropical oasis where you can kayak, fish, or build sandcastles right from your backyard. Whether you seek a family getaway or a primary residence, this estate offers the best of both worlds: a tranquil retreat surrounded by nature yet still within the comforts of the United States.

TROPHY OCEANFRONT ESTATE! This one-of-a-kind luxury estate offers an unparalleled coastal lifestyle on 120 feet of prime oceanfront. Designed for the discerning buyer, this breathtaking property combines elegance with the ultimate boating experience.The centerpiece of this estate is the 120,000 lb boat lift, capable of accommodating a 70 ft yacht--a rare find in the Keys. The property also features a private mooring buoy, 2 additional boat lifts, and a private boat basin equipped with a compressor-operated bubbler system to keep seaweed at bay. With exclusive bay bottom rights, its a true boaters paradise, offering the perfect space to keep your vessels safe. Inside, the estate is a showcase of luxury. It features 5 spacious bedrooms, an exercise room, 4 full baths, and 2 half baths, all thoughtfully designed for comfort and style. The main living area boasts vaulted ceilings and opens onto a massive tiled patio surrounding a raised pool and spa. This elevated design allows for a seamless flow between indoor and outdoor living, complete with a covered bar area for entertaining and breathtaking panoramic views of the Atlantic Ocean and Little Palm Island.The chefs kitchen is equipped with high-end appliances and an open layout, perfect for grand gatherings. A separate dining area is adjacent to the kitchen and living area. There is a laundry room and the 5th bedroom is currently set up as an office for added flexibility. The single-car garage provides peace of mind for your vehicle, large storage area under the house.Set on an expansive 37,400 sq. ft. lot, this estate is beautifully landscaped, resembling a resort with lush tropical gardens. A desalination plant and backup generator ensure complete self-sufficiency, while the private beach offers your own slice of paradise. This is a trophy property with unmatched boating capabilities and luxurious living. Dont miss your chance! Schedule your private tour today! Video tour https://tinyurl.com/1151Ocean

Youre not just buying a home--youre embracing an unparalleled waterfront lifestyle! This exquisite six-bedroom, four-bathroom residence, featuring two primary suites, is situated on a highly sought-after corner lot with breathtaking water views from every room. Boating enthusiasts will love the 220+/- feet of concrete dock, offering ample space to park yachts and welcome guests arriving by boat, complete with three boat lifts for ultimate convenience.Completely gut-renovated down to the studs in 2020, this custom home feels brand new, boasting a cool, neutral color palette that mirrors the surrounding turquoise waters while maintaining a warm and inviting ambiance. Owners have meticulously kept the property in pristine condition. A local realtor recently said it was the cleanest house shes been in in decades! Energy efficiency and low maintenance further accentuates effortless luxury living.Step outside to enjoy a custom saltwater pool, built in 2021, featuring both a heater and chiller for year-round relaxation. With direct Bay-to-Ocean access via Channel 5 Bridge, this location is a dream for boaters. Inside, Viking appliances and countless upgrades and custom touches elevate this homes elegance and functionality creating a wow factor throughout the stunning home.Opportunities like this are rare in the Florida Keys. Start living the dream in the most desirable area in the Florida Keys! Dont wait - schedule a showing today!

Nestled in the heart of Key Largo at Mile Marker 98, this luxurious modern estate offers 4,592 square feet of impeccably designed living space, featuring 6 bedrooms and 5.5 bathrooms. With stunning architectural elements and sweeping bay views, this home is a masterpiece of indoor-outdoor living and elevated coastal design.Step inside to soaring ceilings, a striking spiral staircase, and floor-to-ceiling windows that flood the space with natural light. A private elevator provides effortless access to all levels of the home, adding both convenience and sophistication. The open-concept layout is anchored by a chefs kitchen, fully outfitted with premium Miele appliances, sleek porcelain countertops, and custom Italian cabinetry--designed for both beauty and functionality. The main living area seamlessly opens to the outdoors through 20-foot bi-fold accordion doors, blurring the line between inside and out.Sophisticated technology enhances everyday living, including a state-of-the-art KEF sound system and a full IP smart camera system for security and convenience.The primary suite is a private retreat with panoramic bay views, a morning bar, and an expansive Italian-designed walk-in closet. The ensuite bathroom rivals a luxury spa, featuring a soaking tub, dual rainfall shower system, and premium finishes imported from Spain.Outdoor living reaches new heights with multiple curated spaces: a fully turfed rooftop terrace with ocean views, a main-level saltwater pool with an oversized spa, and a third-floor alfresco kitchen complete with a wet bar--ideal for entertaining. The property also includes a private golf putting green and a custom dock equipped with a 20,000-pound boat lift and room for additional watercraft.Every inch of this residence has been thoughtfully crafted to maximize its breathtaking waterfront location while delivering an unparalleled lifestyle of comfort, elegance, and leisure.

Discover the epitome of luxury living in Key Largo! This exquisite residence offers 6 bedrooms and 6 bathrooms. Upon arrival, youll be captivated by the high ceilings that sets the stage for gracious entertaining. The propertys eastern exposure ensures that youll wake up to stunning sunrises and bask in abundant natural light throughout the day. The gourmet kitchen features all the essentials. The primary bedroom boasts a walk-in closet and a luxurious ensuite bathroom with dual vanity and a separate tub/shower, offering a serene retreat. Step outside to the private outdoor sanctuary, complete with a below-ground pool, balcony and Tiki where you can savor the breathtaking water views and create cherished memories. Seize the opportunity to experience waterfront living in Key Largo.

Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting outdoor living areas include a custom pool with special lighting and sun deck surrounded by lush green lawns and mature landscaping for privacy. This timeless escape is comprised of a spacious 3 bedroom/3.5 bath main home with a 2 bedroom/1 bath guest quarters, all masterfully crafted with select finishes.

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Dont miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

The Ultimate Bayfront OasisStep into a world of timeless sophistication and coastal warmth with this commanding, yet inviting, custom-built Bayfront Estate. This remarkable 5-bedroom, 6-full-bath, and 2-half-bath home spans over 6,000 square feet of meticulously designed living space across three levels. Nestled within the exclusive, gated community of Coral Coast--home to only 15 private estates--this residence offers unmatched privacy and breathtaking views of Florida Bay and the Everglades National Park. As you enter, youre immediately greeted by stunning vistas of the Bay and the warmth of Brazilian walnut hardwood floors, complemented by the grandeur of soaring ceilings in the great room. Culinary enthusiasts will delight in the spacious gourmet kitchen, thoughtfully designed with Monogram appliances, a gas stove, a Mystic River sink, and an oversized island perfect for gathering. Ample cabinetry, a breakfast bar, and a cozy nook overlooking the Bay complete this dream space. Exceptional layout for luxurious Upper Keys living; The main level features two spacious bedrooms with en-suite baths, as well as a Bay-facing office/den with a private bath, easily convertible into another bedroom. This level also includes a walk-in laundry room and a half bath for added convenience. Ascend the grand staircase to the top floor, or take the elevator that services all three levels. The third floor houses the Owners suite, which spans an entire wing of the home. This sanctuary boasts a spa-like bathroom with double vanities, a jet tub offering sweeping Bay views, and a private balcony. A third guest bedroom with an en-suite bath completes this level. On the ground floor, discover a guest suite with a private living area and kitchenette--perfect for self-contained accommodations. This level also features a large family recreation room with a fireplace and a full bar, plus a second walk-in laundry room to complement the one on the main floor.

Over an acre on a private point in Key Colony Beach surrounded by water on 3 sides. Unparalleled location, relaxation and recreation-this house has it all. It doesnt get any better than this. A canal sits on one side with a dock for water toys. The back looks out onto Vaca Cut protecting your boat with 25k lb lift and quick access to the ocean. Swimming pool and waterfall spa glisten with iridescent blue tiles surrounded by views on all sides. The deck and and covered patio provide areas to lounge in the sun or shade, cook in your outdoor kitchen and dine while watching dolphins play. With room for over 100 people, entertaining is a joy here. The living room windows offer views of turquoise waters. Dining room and kitchen share the views as well. Chefs kitchen with double oven, granite counter tops and top of the line appliances. Italian marble floors throughout the house. On the main floor you will find a den or bedroom, a laundry room and several air conditioned garages. Garages are currently set up as an office, playroom and storage. A gorgeous half bath has a custom marble floor. Another full bath can be accessed from the den or from the outside for guests using the pool. Venture up the marble staircase with picture windows all the way up and custom wrought iron railings to the second floor landing with incredible views. Watch the sunset from the Master Bedroom right from your bed or from the balcony. The Master Bath has a spa tub, mosaic shower and honey onyx marble double vanity. A custom walk in closet finishes this suite. There are 3 additional bedrooms all with en suite bathrooms and walk in closets. This home was built to withstand 200mph wind. Steel and poured concrete along with Anderson Hurricane custom windows makes this house a fortress, along with security system, landscape lighting and so much more. Fully furnished - just bring your bathing suit!

Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights for tennis and pickleball courts. A rare blend of elegance and coastal bliss.

Discover the unparalleled beauty and tranquility of this Bayfront Estate, nestled on the pristine shores of Lower Matecumbe in the Florida Keys. Surrounded by lush, meticulously landscaped grounds, this exceptional property offers direct waterfront on the crystal clear waters of the Gulf. Experience breathtaking sunsets over the horizon, world-class tarpon fishing just steps away, and private dockage with ample space for multiple boats.Unwind in the stunning infinity pool, blending seamlessly with the serene surroundings. This is a rare opportunity where every moment feels like a dream!Developed with two buildings, splitting the living between the two making this unique design quite special. Embrace this exciting design or modify and create your own design. Blending the two buildings brings all living together. Other treasures of this estate property include a 2 car garage, separate guest suite, expansive indoor outdoor entertaining overlooking the bay, separate concrete building for versatile use, boat lift, boat ramp, German inspired fireplace, electric gate, sprawling green space, and so much more.Owner is ready to sell. What an opportunity!

Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boaters paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning station, this home is perfectly appointed for waterfront living. Easy ocean access through the nearby Channel 5 Bridge adds to its appeal for avid anglers and adventure seekers alike. Inside, the home features eight spacious bedrooms, each with its own ensuite bath, plus two additional half baths for convenience. The master suite is a private sanctuary with a spa-inspired bath, while the open layout showcases spectacular water views through impact windows and sliding glass doors. An elevator ensures effortless access to all levels, and the wraparound balcony invites you to savor unobstructed panoramas. The gourmet kitchen, complete with high-end stainless steel appliances and gas cooktop, is a chefs delight, complemented by an outdoor kitchen for alfresco entertaining. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The kitchen has a large island with quartzite counters and a waterfall edge, GE Monogram appliances and walk in pantry. The primary suite offers ocean views, his and hers closets and a magnificent bath with a double vanity, free standing tub and ingenious double shower. There is a junior primary suite on this level with its own breakfast bar and refrigerator. The game room is on the 3rd floor with exceptional ocean views, service bar and 600 bottle wine vault! Also on this floor are 4 guest bedrooms with ensuite baths. This oceanfront oasis is gated for privacy and features a 3 car garage plus an additional single car garage! The pavered driveway leads to the front door and entrance foyer where you see the pool and oceanfront beauty shining through. To the left is the gym to work off last nights dinner and the pool deck and dock are straight ahead ready for some fun today. There is plenty of shade by the outdoor kitchen or you can relax on the oceanfront chaises. The pool with sun shelf and spa are ready for your friends and family to enjoy. Need a little extra shade? An oceanfront tiki sits beside a fire pit for the perfect transition from day to night! Tiki torches along the waterfront are the perfect evening accent!

Magnificent custom built Bay Front mansion located in Coral Coast. A distinctive gated enclave of only 15 luxury estates. This marvelous Beachfront home is set in the natural beauty of native hardwood hammocks. The home enjoys the rare combination of a private pristine white sandy beach combined with the benefit of a 220-foot dock, multiple boat lifts, ample dockage, and 5 feet of depth. The satisfaction of owning this home, meticulously designed to provide the ultimate in comfort and luxury, goes far beyond the beauty of its surroundings.No expense was spared in Design, Construction, and Materials. State of the art construction techniques such as Post Tensioned concrete slabs, Brazilian Oak hardwood floors, long lasting 1000-gallon buried propane gas tank, high end Elite solid wood cabinetry, Classic elegant Crema Marfil marble on all interior & exterior ground floors, driveways, staircases, terraces, and an elevator serving all levels are just the beginning of a long list of special features too numerous to mention here.This property is strategically located just 40 minutes from the mainland for convenient access when arriving to or leaving from paradise. Beyond a retreat for personal relaxation, this Beachfront estate offers ample space for the entire family and guests. Watching the sunset, playing beach volleyball, Kayaking, paddle boarding, or hosting beachside barbecues at this exquisite home will be part of cherished memories with family and friends for years to come.

Defined by its architectural prowess and unique style, this home stands as a rare and exceptional creation, unlike anything else in the Florida Keys. Ascending the staircase flanking a grand pivot door, you enter a sheltered vestibule offering sweeping views of the Florida Bay, bridging indoor and outdoor living. Every detail, from form to function, has been meticulously crafted to provide both visual drama and refined comfort. The thoughtful design fosters a seamless transition from the grandeur of nature to the luxury of the interior. Bali-inspired architecture combines warm, earthy tones, natural stone, and the finest finishes, creating an inviting and sophisticated ambiance. Designed and fully furnished by Steven G. Interiors and spanning 5,100 square feet, the estate offers four bedrooms, including separate guest quarters, five bathrooms, and a bonus room ideal for a private office or gym. The additional 5,000 square feet of ground-level space offers endless potential for customization. Floor-to-ceiling windows flood the interior with natural light, enhancing the open-concept designed for both private moments and grand entertaining. The gourmet kitchen features Wolf and SubZero appliances, double-drawer refrigerators, a striking waterfall island with Taj Mahal quartz, a butlers pantry, and a pass-through to the outdoor kitchen and bar. Two-toned cabinetry with a bronze finish complements the modern elegance throughout the home. A custom wine storage feature wall adds a luxurious touch, while recessed built-ins enhance bedroom spaces. The primary suite features a steam shower with surround sound, heated Toto toilets, separate vanities and closets, and a disappearing TV lift. Located in the Buccaneer Point Estates, this property offers deepwater dockage, ideal for boating and fishing. This home is a statement of refined living, blending unparalleled craftsmanship, cutting-edge technology, and a seamless connection to nature where elegance and luxury converge.

Casa Manana Shores, located in the heart of Marathon, is a developers dream or a private owners potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete seawall, including a cut-in protected boat slip. There is even room for a helicopter landing pad to be installed. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction. It has ten bedrooms, six and a half bathrooms, a sauna, game room and great room. Repairs are needed, and the interior needs significant updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with a mini split air conditioner. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile zoning designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property presents the opportunity to create the ultimate secluded retreat of your dreams!