Lower Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

LUXURY LIVING IN THE LOWER KEYS where the pace of life is a bit slower, and the fishing and diving are exceptional. The 16,875 sq. ft. property features 150 ft. of frontage along a 46 ft. wide canal, a 50 ft. concrete dock, and two boat lifts (the larger lift is 21,000 lbs.) Its a private, tropical setting where one can relax under the tiki or in the heated, salt system pool, enjoy down time in the hot tub, and entertain on the primary canal-side porch overlooking protected lands across the canal to the north. This impressive home offers 2812 sq. ft. of living area and an open floor plan with cathedral ceilings, wall-to-wall glass doors and windows in the great room, a formal dining area, a study that can easily be a fourth bedroom, and a master suite with water views. For guests theres a two-bedroom, one-bath wing boasting its own laundry room and canal-side porches. 3-zone central air and heat. Spacious two-car garage and ample ground level storage; plenty of space for guest parking and room to park your motor home and boat trailer. Fly privately into the Marathon International Airport or commercially into Key West International Airport.

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

Perhaps the largest residential property in the Keys, this sprawling Big Torch Key estate offers a coveted 12+ acres and incomparable 2,000 ft of waterfront, with concrete dock, davits, and boat house! Unbeatable access to both the Atlantic and the Gulf from deep Blue Fish canal! Relax and unwind with incomparable privacy at this unique estate, surrounded by nature. The home is an expertly designed fusion of Key West character and Old Florida charm. The open main living space is flooded with natural light and thoughtfully oriented to take full advantage of prevailing sea breezes. The space is ideal for entertaining with generous living and dining rooms blending harmoniously with an open chefs kitchen, boasting abundant cabinetry, large pantry, and premium appliances. Linger around the table with friends in the adjacent dining room or dine al fresco on the massive patio, complete with stunning Views of Niles Channel! Plans in place for a luxurious Infinity Pool to be built off of the living room of the main house, which will feature stunning Open Water Views! Seller to begin build pending DEP permit. A large guest bedroom and additional private guest house provide comfortable accommodation for visitors. A cherry wood staircase nestled in the heart of the home leads to a private main suite, with walk-in closet, en suite bathroom, stunning panoramic views of the Open Water, and private garden terrace, the ideal backdrop for enjoying peaceful Sunrise Views. A rooftop observation deck provides unobstructed views from Port Pine Heights to Cudjoe Bay. Equipped with impact windows, a whole-home generator, cisterns and elevator for added convenience. The lush topical grounds are adorned with a plethora of tropical trees such as plumeria and canary island palms. Toast to your dream Keys lifestyle from the comfort of a seaside tiki hut, the perfect place for enjoying Keys Famous Sunsets. Dont miss the opportunity to see this truly unique Keys paradise!

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.

Experience unparalleled island living on Sunset Key, an exclusive island community located in the heart of Key West Harbor. Accessible 24 hours a day via a dedicated island ferry, this extraordinary home offers the ultimate blend of privacy, luxury, and convenience. All this just a four minute boat ride from the vibrant streets of Key West.This bright and airy 4-bedroom residence is designed to capture breathtaking open ocean views. Large windows bathe the home in natural light, creating an inviting and serene atmosphere. The heart of the home is a fabulous chefs kitchen equipped with top-of-the-line appliances, perfect for creating culinary masterpieces while taking in the views of the sparkling water.Step outside to your beach-front oasis, where you can unwind and enjoy the gentle sea breeze or take in a spectacular sunset over the Gulf of Mexico. On the island, a wealth of world-class amenities awaits, including a gourmet restaurant, a rejuvenating spa, tennis courts, and more, ensuring your every need is met in this tropical paradise.With unparalleled luxury, exceptional views, and exclusive island living, this property offers the perfect retreat in one of the most sought-after destinations in the world.

Welcome to Cypress Point, an exceptional and highly private oceanfront estate on almost 1 acre on Cudjoe Key, where luxury and coastal beauty seamlessly blend. Behind a private electric gate, this 7-Bedroom, 6-Bath home, designed by Design Source, boasts the finest finishes and a wealth of amenities, including an oceanfront Pool, outdoor Theater, 6-hole Golf Green, Bocci Ball and a 7-car Garage--each detail crafted for ultimate enjoyment. Upon entering, youre greeted by rough-cut coral flooring, 8-foot doors, and an expansive Great Room that offers sweeping ocean views. The gourmet Kitchen is perfect for entertaining, featuring a Viking stove and microwave, refrigerator drawers, two farm sinks, quartz countertops, an ice maker, wine cooler, wet bar, and beverage cooler with Subzero refrigerator & freezer in the adjacent Butlers Pantry. A pop-up TV allows for both Kitchen and Living Room viewing. The dining area is enhanced with wide water views and summer kitchen for table side gilling. Also on the main level youll find 3 ensuite Guest Suites, 2 with gorgeous ocean views plus a 2 Bedroom Family Suite with Bath and veranda. The third floor showcases the luxurious Primary Suite, complete with endless ocean views, a private balcony, drop-down screen projector, morning kitchen, walk-in closet, and a spa-like ensuite with a massive shower, linen closet, and a drop down mirror with TV offering stunning ocean views or your favorite morning show. A 5th Guest Suite with a private balcony completes this level.For boating enthusiasts, the estate offers deep draft dockage with a 40K and 17K boat lift, two davits, and a 6K lb swim platform. Enjoy breathtaking views of the sunrise and sunset over the open ocean, channel, and canal. This stunning retreat is equipped with impact doors and windows, electric blinds, a whole-house generator, two 1,000-gallon propane tanks and laundry chutes. Built-in speakers throughout the property ensure an unforgettable ambiance.

LUXURY PROPERTY AUCTION: BID 21-31 MARCH. Listed for $18.5M. Starting Bids Expected Between $5M-$8M.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 9 residential units) and located in the historic commercial tourist district, the possibilities are vast for a savvy investor. THE Southernmost House is a rare gem in the United States!