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

Total Listings 674
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$6,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 260
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift400ft.Concr

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!

$6,500,000
Plantation Key
Sunshine Estates   - MM: 90.50
3 Bed, 3 Baths, 2,459 SqFt Days Listed: 146
-5.80% ($400,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

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.

$6,700,000
Marathon
Sunrise Isle   - MM: 50.00
5 Bed, 5 Baths, 3,415 SqFt Days Listed: 141
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift106ft.Concr

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.

$6,750,000
Upper Matecumbe Key Islamorada
The Russell Estates   - MM: 83.50
6 Bed, 6 Baths, 4,566 SqFt Days Listed: 92
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

$6,895,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,558 SqFt Days Listed: 104
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

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.

$6,900,000
Key Largo
Southcliff Ests   - MM: 95.00
5 Bed, 5 Baths, 1,352 SqFt Days Listed: 1129
-23.33% ($2,100,000) 2 Price Changes : Last Change 191 Days Ago
Multi-Units - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Basin,Boat

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.

$6,900,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 3,019 SqFt Days Listed: 110
-7.94% ($595,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.

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!

$6,950,000
Plantation Key
Treasure Harbor   - MM: 86.50
4 Bed, 4 Baths, 3,790 SqFt Days Listed: 43
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

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.

$6,950,000
Shark Key
Shark Key   - MM: 11.00
5 Bed, 5 Baths, 3,875 SqFt Days Listed: 74
-0.71% ($50,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

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.

$6,995,000
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 422
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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

$6,999,000
Key Largo
Cardsound Point 1   - MM: 905.00
3 Bed, 3 Baths, 3,649 SqFt Days Listed: 509
-22.22% ($2,000,000) 2 Price Changes : Last Change 68 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Sl

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.

$6,999,000
Duck Key
Harbour Island   - MM: 61.00
3 Bed, 3 Baths, 2,780 SqFt Days Listed: 274
-6.67% ($500,000) 1 Price Change : Last Change 21 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

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.

$7,000,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,728 SqFt Days Listed: 155
+4.48% ($300,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift

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!

$7,164,000
Marathon
Woodburns Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,212 SqFt Days Listed: 36
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage92ft.

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

$7,350,000
Key Largo
Key Largo Ocean Shores   - MM: 100.00
4 Bed, 4 Baths, 3,015 SqFt Days Listed: 105
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampRip Rap

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!

$7,945,000
Key Largo
Key Largo Ocean Shores   - MM: 98.00
3 Bed, 3 Baths, 4,500 SqFt Days Listed: 63
-0.38% ($30,000) 3 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 250ft.

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.

$8,300,000
Key Largo
Sunrise Point   - MM: 95.00
10 Bed, 10 Baths, 5,392 SqFt Days Listed: 253
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

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.

$8,499,000
Marathon
Crains Subdivision   - MM: 58.00
4 Bed, 4 Baths, 5,168 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

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.

$8,500,000
Key West
Filer Boyle Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,008 SqFt Days Listed: 269
-54.05% ($10,000,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

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.

$8,800,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
5 Bed, 5 Baths, 4,770 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-01-2025.
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