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

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.

Nestled on a lushly landscaped, gated point lot, this elegant Oceanfront Duck Key Estate epitomizes resort-style seaside living. Offering sprawling dockage with enviable boating, custom 2021 pool, and sandy beach, your ideal Florida Keys lifestyle awaits! Fully renovated in 2020, every detail has been considered in this intuitively designed retreat; with expertly curated aesthetics blending relaxed sophistication with the surrounding turquoise waters, beckoning the outdoors in. Upon entry, the massive great room boasts cathedral tongue and groove ceilings and sweeping views of Toms Harbour. Entertain for the masses with a breezy open concept floor plan and an expertly-appointed Chefs Kitchen in the heart of the home. Premium Viking appliances, granite countertops, custom cabinetry, and sprawling island with seating allows for cultivating culinary masterpieces with ease. Wake to endless turquoise water views in the primary suite, which features private balcony, hidden TV lift, custom walk-in closet, and opulent en suite bath with dolomite stone shower. Visitors will enjoy elevated accommodation in either of two generous guest bedrooms, also complete with Ocean Views! Additional interior upgrades include a multi-use laundry room with office and pantry space, and two climate-controlled attics. Built to withstand the elements with impact resistant doors and windows. Enjoy year-round alfresco living from an expansive covered veranda. Downstairs, this exceptional property caters to outdoor entertaining with a backyard oasis complete with in-ground, concrete, saltwater pool and spa with heater, chiller, and custom lighting. Steps from the pool, a 56 dock with 20K and 10K lifts, allows for frequent boating. This unparalleled property also offers a sandy beach, private lagoon, and low-maintenance turf yard. Providing abundant privacy and incomparable Sunrises and Sunsets, this exquisite coastal estate offers a refined Florida Keys lifestyle where relaxation meets luxury.

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!

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

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.

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.

Magnificent bayfront estate with 2 homes plus a Keys Cottage. 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. Come and take a look and fall in love with this beautiful bayfront property.

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.

LUXURY AUCTION BIDDING OPEN! Bidding ends Monday, March 31st. Previously Listed $18,500,000. Current High Bid $8,500,000. Private Showings by Appointment.Experience unparalleled luxury at 400 South Street, the true Southernmost private residence in the Continental United States. This iconic Key West estate, winter home to esteemed American artist, the late Seward Johnson and his wife, seamlessly blends timeless elegance with modern amenities. The expansive 4,008-square-foot concrete home, situated on a generous lot plus almost one acre of bay bottom, offers five bedrooms and five and a half bathrooms. Upon entering, the formal living room evokes the charm of the Hemingway era, leading to a sunlit Florida room with sliding glass doors that open to a vast outdoor oasis. The primary suite and two guest bedrooms are accessible via an elevator, each opening to a large balcony that provides panoramic views of the Atlantic Ocean. The property boasts a magnificent 50 x 20-foot pool and ample lounging areas, perfect for enjoying ocean breezes and observing local birdlife. With its unique location adjacent to the iconic Southernmost Point buoy and proximity to Key Wests vibrant attractions, this estate offers an unparalleled living experience. Additionally, a coveted transient license allows for nightly rentals, presenting a prime investment opportunity or the option for a lavish private or corporate compound. Designated Multifamily (could accommodate up to 8 residential units) and located in the historic commercial tourist district, the possibilities are vast for a savvy investor. Part of the property needs complete renovation and the 1930 SF seawall requires partial restoration. THE Southernmost House is a rare gem in the United States! Due diligence package available upon bid registration.

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 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.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!

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! 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!

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.