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Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 1,014
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$4,250,000
Key West
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 3,171 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this versatile property is situated in the X flood zone and offers four off-street parking spaces. The main house, a meticulously renovated mid-century modern gem, welcomes you with a grand entrance foyer that flows into a spacious living, dining, and media area. Perfect for entertaining, the space features a working fireplace and a 76-inch TV. The gourmet kitchen boasts solid wood cabinetry, Bosch and Thermador appliances, an induction cooktop, column fridge/freezer, wine cooler, and an impressive 13-foot quartz waterfall island. Impact sliding doors open to a stunning saltwater pool complete with a sun ledge, slide, and waterfall. Surrounded by tropical landscaping, this backyard oasis also features an outdoor shower, fully equipped kitchen, and plenty of space for entertaining. The main house offers four bedrooms, each with generous closet space and outdoor access. The primary bedroom includes a new custom walk-in closet with solid maple built-ins. Another ensuite bedroom has been transformed into a stylish home office with a built-in Murphy bed. The two additional bedrooms share an elegant bathroom featuring a luxurious soaking tub and shower. Adjacent to the main house is a charming two bedroom, two bath Conch-style cottage that provides the perfect guest retreat or mother-in-law suite. This home features a fully equipped kitchen, Dade County pine accent walls, and a tranquil outdoor space to relax under the shade of swaying palm trees. Dont miss the chance to see this unique compound that provides the perfect blend of history, luxury, and the ultimate Key West lifestyle!

$4,250,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,524 SqFt Days Listed: 45
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

**BREATHTAKING RENOVATION** Nestled in the heart of Old Town, this century-old gem has been lovingly renovated and is waiting for you to call it home. This historic residence perfectly balances convenience and tranquility, offering a true slice of paradise just waiting for you.Every inch of this home has been thoughtfully updated and perfected--from the floors to the air ducts to the attic. The kitchen boasts luxurious black leather granite countertops, new Bosch appliances, and a beautifully modified centuries-old cabinet from England surrounding the sink. New flooring and high-impact resistant windows and doors have been installed throughout the entire home. The third bedroom, currently used as an office, features a large, bold window with a view of the pool.Upstairs, youll find two master en suites, each with a fully renovated bathroom and ample storage space. A new Miele washer and dryer and a bonus media room that doubles as a fourth bedroom for guests.This stunning residence offers an incredible outdoor living space with a refreshing pool, a beautiful outdoor kitchen, and a covered lanai, creating a serene oasis just blocks from Duval Street. Plus, a cedar-lined shed offers something truly rare in Key West: space for storage! This meticulously cared for home is situated on one of the most coveted streets in Old Town, youll be steps from groceries, restaurants, the beach, and the vibrant historic district. If youve been searching for your piece of Key West, this historic home offers everything youve dreamed of.*** Check under documents for a complete renovations list ***

$4,200,000
Marathon
Ocean East   - MM: 50.00
4 Bed, 4 Baths, 3,477 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.

Nestled in an exclusive gated neighborhood, this magnificent, 4 bedroom, home offers the pinnacle of Keys living! Step inside to discover a spacious living area that is perfect for entertaining, with breathtaking ocean views visible from every angle. The main floors covered porch is an ideal spot for savoring morning coffee or evening cocktails enjoying the sunset as the day winds down. The upscale kitchen is a masterpiece, featuring stunning quartz counters, a large island and breakfast bar with seating and white cabinets. Elite Jenn-Air appliances, including a refrigerator, induction range, oven, microwave, dishwasher, ice maker, and wine cooler, make this kitchen a culinary dream.The upstairs master suite is a private retreat, featuring large windows that offer panoramic views of the Atlantic Ocean views. This serene space includes a spacious walk-in closet and an en-suite luxury bathroom, creating a perfect sanctuary. The home also boasts 3 guest rooms, each with large walk-in closets and luxurious bathrooms, providing comfort and privacy for family/guests. The outdoor oasis is designed for ultimate relaxation and entertainment, featuring a pristine pool, plenty of pool and ocean side seating, cozy fire pit, refreshing outdoor shower, a gazebo and a fully-equipped outdoor kitchen, complete with a gas grill and refrigerator. The dock, equipped with a 12K boat lift, provides direct access to fishing, diving, sand bar excursions and sunset cruises making this a boaters paradise!The home offers plenty of parking. There is a single car garage and a two car garage. The two car garage is currently utilized as a game room, adding an extra layer of entertainment. Situated in the heart of Marathon, this home is perfectly located to enjoy all the amenities and attractions the area has to offer. You are within walking distance to Sombrero Beach! This exceptional property in the Florida Keys is truly an unique and desirable residence.

$4,195,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,600 SqFt Days Listed: 143
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

A rare opportunity, not to be missed! Located on prestigious Coury Drive, a hidden enclave in Key Colony Beach, you will find this beautiful home and neighboring lot. Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views.From the moment you arrive, you will appreciate the casual elegance of the home. Natural stone floors in a soft, neutral tone flow seamlessly throughout the house. High-end and thoughtful finishes are exquisitely appointed. The open floor plan with large glass doors provides an abundance of natural light, serene views, and easy indoor/outdoor living. The beautiful end-of-canal views grab your attention from the main living areas, primary bedroom and guest room, and the spacious wrap-around balconies. Perfect for your peaceful enjoyment or entertaining guests.The private backyard oasis offers another favorite spot for relaxation and fun with a large lap pool, hot tub, lanai and dock for your boat!Enjoy 3600 SF of well-appointed living space in addition to a generous 5000 SF of outdoor living space between the 2 open balconies and lanai. This does not include first-floor fully tiled enclosed area or garages.In 2007, the owner spared no expense building the home. Intentionally selecting the finest materials and workmanship and engineered the home for safety and beauty. For safety, the house comes with a concrete roof and walls, epoxy-coated rebar, impact glass, and an on-demand propane generator. For beauty, details include matched natural stone floors throughout, solid core doors, rounded walls, and more. See attachment for Property Highlights. The home has a good rental income history. Both Parcel IDs 00079872-006200 and ID 00079872-006100 to be sold together. Lot square footage is both parcels combined. Come take a look...you will be happy you did

$4,175,000
Marathon
Sombrero Subdivision   - MM: 49.50
4 Bed, 4 Baths, 3,458 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50 of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when youre not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

$3,999,999
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 3,476 SqFt Days Listed: 286
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 115ft.Rip Rap

Welcome to this aquatic paradise, a stunning waterfront property nestled in the heart of Marathon, where breathtaking views await. On Approx. 1/2 acre DOUBLE LOT parcel this stilted home is set on concrete columns, has lushly trimmed mangroves and a riprap shoreline. With its own observation dock, perfect for soaking in amazing VIEWS. Anglers will be in their element with a convenient fish cleaning station, equipped with water & power for an effortless catch-to-table experience. The excitement continues with exceptional fishing opportunities straight off the dock, enhanced by underwater fish lights that create a magical nighttime ambiance & attract a variety of sea life. The outdoors also features a fire pit area & theres ample room to install a pool in the large yard. Upon entering the home, the grandeur of soaring ceilings captivates, while the warmth of wood accent beams adds a rustic charm to the architectural splendor. The huge sunroom has an abundance of windows that invite the outside in with the amazing views. The circular bar becomes the heart of social gatherings, surrounded by an open living space that is both luxurious and inviting. Entertain with ease at the circular bar, a focal point of the home. The kitchen features granite countertops, stainless steel appliances, and a double oven. The master suite is complete with a walk-in closet. Dual vanities grace the master bathroom. A loft office area offers a quiet corner for work or creativity. Tile flooring throughout the house is not only stylish but also practical for life by the sea. This property spans a double lot that opens a world of possibilities--sell, build, or expand. With no vacation rentals allowed in this exclusive subdivision, residents revel in privacy and community spirit. A boat ramp at the top of your street endorses the nautical charm of this neighborhood. This home is a rare find, a blend of natural beauty and crafted luxury, all set against the stunning backdrop of the Florida Keys

$3,999,999
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,262 SqFt Days Listed: 61
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the epitome of refined Key West living in this beautifully renovated single-level home, situated in the desirable Casa Marina area. Sunlight floods the spacious interiors through oversized impact windows and doors, creating a seamless connection to the lush landscaping outside. Thoughtfully transformed into an island oasis, this home offers tranquil views of the salt generated heated pool and its cascading waterfall from the dining and living rooms. Designed for effortless entertaining, the expansive kitchen flows naturally into both the dining and living areas. Outfitted with new quartz countertops, Viking stainless-steel appliances, a 2 zone wine fridge, island & bar, the kitchen is a delight for culinary enthusiasts. Sold fully furnished, complete with new furniture and televisions, making it truly move-in ready--just bring your swimsuit and flip-flops. Other features include new designer porcelain tile floors throughout, freshly renovated bathrooms with custom vanities, in the primary suite a new soaking tub has also been added as well as custom closets. Practical amenities include a gated double carport, generator, landscape lighting, irrigation system, and full privacy walls. Freshly painted inside and out, this large 6,890sf corner property is a rare find, balancing luxury, comfort, and convenience in an idyllic location walkable to the beach & downtown.

$3,999,000
Key Largo
Stillwright Point   - MM: 105.50
4 Bed, 4 Baths, 3,105 SqFt Days Listed: 58
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin,Boat

Introducing Kokomo on the Bay: An Exquisite Stillwright Point Estate. Welcome to Kokomo on the Bay, a rare opportunity situated on the tranquil waters of Stillwright Point. This estate is a sanctuary of sophistication, where luxury meets privacy in a stunning lush setting. As you approach the meticulously landscaped grounds, designed by the esteemed Brown & Crebbin, you are enveloped in warmth and elegance.The main residence boasts three beautifully appointed bedrooms, three bathrooms, and one half bathroom each designed with an eye for detail and comfort. Upon entering the home, you will find a spacious informal living area complete with a full bathroom and bar for entertaining. Ascending upstairs to the main level reveals two bedrooms, living area, and the kitchen. The primary suite is located on the third level with its own private access to the rooftop deck. The chefs kitchen features Sub Zero appliances, acrylic cabinetry, and ample storage throughout. Breathtaking panoramic views provide a stunning backdrop for year-round sunsets and entertaining from the rooftop deck. Each of the three levels of the main house is accessible via a private elevator, ensuring convenience and accessibility.The separate boat house, with its expansive glass walls, offers a fourth bedroom and mesmerizing open water views that create an enchanting escape for visitors. Additional amenities include gated entries for enhanced security, a state-of-the-art monitored CCTV system with infrared beam detectors, an attached garage, a bocce court, a resort-style pool, and much more. Luxury fixtures include Toto toilets, a 5,000-gallon cistern, and a backup generator.For boating aficionados, this property offers two boat lifts, a personal watercraft lift, and a functional boat and kayak ramp, ensuring effortless access to the water. Trex composite decking allows for easy maintenance making this property a perfect retreat for leisure and relaxation.

$3,999,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 2,320 SqFt Days Listed: 300
-4.76% ($200,000) 2 Price Changes : Last Change 106 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious Sunshine Estates community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble bathrooms/bedrooms, built in shelving and and uniquely designed glass block to reflect the colored sunsets. Large floating wood deck surrounded by lush foliage ; for morning coffee or catered events. Ground level consists of covered parking & rec room/maid quarters w/cabana bath & kitchen for indoor-outdoor entertaining. Crystal clear water, fishing, lobstering, & water-sports right in your own backyard. Quick ocean access via Tavernier Creek. Centrally located to restaurants, schools, shopping, churches & hospital. This is the home you have been waiting for!**BUYER TO VERIFY ALL INFORMATION.**

$3,995,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 757
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp80ft.

Welcome to your dream Florida Keys oasis! This stunning open water home is a luxurious waterfront retreat, offering the epitome of elegance and comfort. With 6 bedrooms and 6 bathrooms, this spacious estate is perfect for accommodating family and friends or hosting extravagant gatherings.Upon entering the property, youll be greeted by a sense of exclusivity and security, as it is gated and walled, ensuring your utmost privacy and serenity. The lush landscaping surrounding the home adds to its allure, creating a tranquil and inviting ambiance.The interior boasts an impeccable design with meticulous attention to detail. The custom kitchen is a chefs delight, featuring top-of-the-line appliances, premium finishes, and ample counter space for preparing gourmet meals. As you explore the residence, youll be captivated by the panoramic water views from every room, seamlessly blending the indoors with the breathtaking outdoors. One of the highlights of this exceptional property is its rooftop swimming pool and bar, where you can soak up the Florida sun while savoring refreshing cocktails and enjoying unobstructed vistas of the sparkling waters. Imagine entertaining guests under the stars, with the gentle ocean breeze as your companion. Additionally, this estate comes with a guest house for extended family or visitors who will be enchanted by the beauty of the Florida Keys. Sitting on over an acre of pristine Florida Keys property, this home offers an abundance of space for various outdoor activities and potential additions, should you desire to further customize your slice of paradise. As a waterfront haven, this property provides direct access to the water, allowing you to indulge in water sports, fishing, and boating whenever your heart desires. In conclusion, this exceptional Florida Keys estate combines the allure of open water living with exquisite design.

$3,995,000
Marathon
Sombrero Prop Plat   - MM: 49.50
1 Bed, 1 Baths, 1,688 SqFt Days Listed: 230
-9.20% ($405,000) 1 Price Change : Last Change 129 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

GREAT NEW PRICE! BUT ONLY FOR A SHORT TIME! Extraordinary Opportunity in the Florida Keys Stunning 1.5-Acre Oceanfront parcel. The property presently features delightful one-bedroom cottage with boat dockage and a beach-entry pool. There is a lift for handicap access to main level. The site has the potential for constructing multiple residences or one lavish estate. This highly desirable property is situated in the prestigious Sombrero Beach area of Marathon, just a stones throw away from the renowned Sombrero Beach Park. The location provides biking and walking path and is centrally positioned near schools, shopping amenities, and the Marathon International Airport.Privacy is paramount with a gated entrance, fencing, and dense landscaping enhancing the propertys exclusivity. Transferable Building Rights are available for acquisition at $250,000 apiece, facilitating an expedited permitting process for construction endeavors of multiple units.

$3,988,000
Marathon
Sombrero Anglers C S   - MM: 49.50
6 Bed, 6 Baths, 3,749 SqFt Days Listed: 58
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Experience luxurious waterfront living on a grand scale in this timeless gated estate. This expansive three-story home, infused with European flair, is perfectly situated near Sombrero Beach, one of the best beaches in the Florida Keys.The estate features soaring tray ceilings and impact windows, allowing natural light to flood the space and enhance its grandeur. Elegant marble floors and bronze finishes add a touch of timeless sophistication. Unique amenities include a striking two-story stone fireplace, an elevator, a theater room with surround sound, a workout room, a formal dining room, and a covered wet bar adjacent to the swimming pool.Designed for comfort and privacy, the home boasts six bedrooms and five and a half baths, highlighted by a spacious master suite with two balconies, a walk-in closet, and a dressing room. There are also two guest suites with private baths and balconies, making a total of eight balconies throughout the property.The kitchen is equipped with custom cabinets and high-end stainless steel appliances, complemented by convenient laundry and pantry spaces. Open porches and balconies on every level seamlessly blend modern amenities with classic elegance.Outside, a deepwater dock extends 100 feet, complete with a boat lift capable of supporting boats up to 12,000 lbs. Decorative pavers enhance the private concrete swimming pool, hot tub, and driveway, all situated near a two-car garage surrounded by a privacy fence.Conveniently located with easy access to the Overseas Highway, this home is just minutes away from a variety of restaurants, two grocery stores, Home Depot, a modern fitness center, and nearly all the amenities one could desire.This home could make a fantastic large vacation rental. Come see for yourself!

$3,975,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 1,802 SqFt Days Listed: 440
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Dont miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

$3,970,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,616 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Amazing, wide open blue water views lure you onto the large balconies and patios of this custom built, 3600+ ft, concrete fortress. Enjoy entertaining friends and family with room to spare and views galore. Both the angler and boater will appreciate the great dockage for several vessels with IMMEDIATE access to the Ocean and a brief 6-8 minute cruise to Vaca Cut and the open Gulf. The 60 Ft Concrete Seawall has 2 lifts on the 30 ft Composite T-Dock. One 16k boat lift and 3k boat lift for your skiff or jetskis. Relaxing open patio for sunning and entertaining by the refreshing pool as well as an adjacent covered patio. Custom Built by Jeff Ryder, this home has quality finishes: 10 ft ceilings. crown molding, travertine flooring, Thermador and Sub-Zero appliances, jetted tub, impact windows and doors and more... Great spacious, open floorplan with one Ensuite bedroom on the main living level. The 4th bedroom is currently used as, one of three, Walk-In Closets. Equipped with an elevator to all levels. The 2 car garage is separate from the over 1800 sq ft Man Cave & great storage room on lower level. Lushly landscaped with paved, circular drive provides plenty of room for your vehicles, RV and boat trailer. It is apparent, this home has never been a rental and lightly lived in and waiting to become your piece of paradise!

$3,950,000
Marathon
Grassy Key   - MM: 58.90
5 Bed, 5 Baths, 3,011 SqFt Days Listed: 374
+3.95% ($150,000) 1 Price Change : Last Change 128 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

$3,950,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,488 SqFt Days Listed: 54
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels with 4 bedrooms, 3.5 baths, and high-end features, offering an oasis of elegance in the heart of Key WestStep inside and be in awe with the light-filled open floor plan where tall ceilings and plantation shutters highlight the living, dining and updated kitchen with quartz countertops, a breakfast bar, and premium finishes. The dining area features a stunning shell chandelier, and French doors open to a private back patio with lush landscaping, perfect for entertaining or unwinding under the stars. On the second floor, the primary suite exudes luxury with reeded wallpaper, seagrass wall-to-wall carpet, and a spa-like ensuite bath with gold fixtures, double vanities, and abundant natural light. A 2nd bedroom offers style and comfort, with a picturesque window in the separate bath. A stacked washer and dryer are located on the 2nd floor. The upper level provides privacy for guests with two additional bedrooms and a full shared bath. Throughout, the home showcases coastal sophistication with wood plank vinyl flooring, seagrass carpet in the bedrooms, reeded colonial-style wallpaper, and tasteful touches like gold bathroom fixtures and glass shower doors, embodying refined Key West charm. Enjoy a shared community pool, assigned covered parking, and walkable access to Duval Street, Mallory Squares sunset celebrations, Fort Zachary Taylor State Park, and Truman Waterfront Park. Whether a personal retreat or a smart investment, this property combines historic allure with modern luxury, providing an unparalleled Key West lifestyle. Video tour https://tinyurl.com/102-Admirals

$3,900,000
Key Haven
Key Haven 3rd Add   - MM: 5.00
4 Bed, 4 Baths, 2,057 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Ramp,Boa

Spectacular open water Key Haven residence with stunning panoramic views of the turquoise Gulf waters located just minutes from Key West. Spanning a large spacious 15,000 sq ft. corner lot where the two wide canals meet, with over 200 linear ft. of concrete seawall, accommodating multiple boats and sea faring toys. Private boat ramp, boat lift, and excellent easy access for all your boating needs.Features 4BD/3.5BA CBS two story home, with stunning vistas of the Gulf from every room. Newly remodeled kitchen features a unique three paneled window opening to pool and ocean allowing the gorgeous Gulf Breezes to flow through the house. All new cabinets and stainless steel appliances, newly tiled floors, and three sets of impact sliders opening up the property to the enviable outdoors.Pool, Jacuzzi, and covered living pavilion are a spectacular addition to the property with new Tiki, outdoor bar, and entertaining area offering the ideal spot for the family BBQ and weekend gathering. The spacious lot offers so much flexibility for entertaining and while the vista views are spectacular, the seawall position is perfectly positioned to protect your boat.Two car garage with storage for rods and reels, off street parking for an RV, boat trailers, multiple vehicles, and a wide selection of stunning palms and tropical landscaping are just some additional features of this exquisite home. Being offered turn-key with all furnishings to ensure a seamless transition for the new owners.

$3,900,000
Marathon
Tropic Island   - MM: 50.00
5 Bed, 5 Baths, 3,491 SqFt Days Listed: 87
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.

Luxurious, Modern masterpiece with incomparable boating just minutes to Sombrero Beach! Every detail has been considered in this immaculate 5-bedroom, 5-bathroom concrete built home, with impact doors/windows, in the heart of exciting Marathon! Unpack and relax, this turn-key home comes furnished and equipped for immediate enjoyment! Currently utilized as a successful vacation rental, this exceptional property is an ideal investment property or serene private oasis for personal use. Take advantage of deep-draft boating with world class fishing and diving just minutes away. The sprawling 80 composite dock comes equipped with 20K boat lift (2021), fillet station, water and electric service. After a day on the water, cool off in the resort-style pool boasting heater, chiller, sun deck, and paver pool deck! Built for elevated waterside entertaining with nearly 1000 Sq. Ft. of covered verandas, complete with tongue-and-groove ceilings and stunning canal views! Inside, this contemporary home offers two spacious floors and every modern convenience! The first floor comes complete with the first of two spacious living areas, convenient attached 2-car garage, laundry room, cabana bathroom, den with wet bar, and private en suite guest bedroom. Ascend the modern staircase with wrought iron railing and custom chandelier into an open-concept great room on the second floor, boasting separate dining and living areas and expertly-equipped Chefs Kitchen. Entertain for the masses with ample cabinetry, Cambria quartz countertops, high-end Cafe appliances, and large island with counter seating, additional storage, sink, and waterfall edge. Two additional guest bedrooms ensure elevated accommodation for visitors while you retire to an opulent primary suite with walk-in closet, additional closet, palatial en suite and Juliette balcony. Neighborhood offers beautiful Sombrero Beach, golf at Florida Keys Country Club and waterfront restaurants and marinas.

$3,899,000
Summerland Key
Summerland Estates   - MM: 25.00
5 Bed, 5 Baths, 3,119 SqFt Days Listed: 222
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin

Oceanfront, New Construction home in the exclusive Residences at Summerland Key community, where weekly rentals are allowed! This new, gated development boasts a private boat basin which will feature a new composite dock with electric, water and fillet station for easy and frequent boating, with an assigned dock space to convey with home purchase! The home is a two-story, Oceanfront paradise, intuitively designed with entertaining in mind. A bright and spacious open-concept floor plan features 10 high ceilings, impact windows and loads of natural light. Equipped for culinary pursuits, the stunning Chefs Kitchen features a premium appliance package, quartz countertops, pantry, and large island with seating. Plenty of room for family and guests with 5 spacious bedrooms and 5.5 Bathrooms. An expansive back veranda is accessed through the Great Room, an ideal spot for enjoying morning coffee while taking in the prevailing sea breezes. Steps from the veranda is a large pool deck and sparkling infinity pool; cool off after a day on the water in this backyard oasis! Enjoy year-round sunshine from any of 3 decks totaling over 325 Sq. Ft. each, including a rooftop observation deck offering 360-degree views of Open Water, Sunrises and Sunsets! As an added bonus, the home comes equipped with Tesla Solar, elevator, and 296 Sq. Ft. of downstairs storage. This turn-key, home is designed for elevated seaside living. Enjoy resort-style amenities, this well-appointed community will come equipped with a shared Sport Court for tennis, pickleball, and basketball. Lounge in a hammock by the Oceanside, or enjoy year-round sunshine via kayaks, canoes and paddleboards, this well-equipped development offers move-in ready Keys living. Just minutes from shops and restaurants in town, but nestled within a quiet, gated community, this enviable location offers peace, relaxation, and convenient proximity to town! ACT NOW, home prices likely to increase as units are sold!

$3,895,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,197 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Newly reimagined, tucked behind a picturesque white picket fence and lush tropical gardens lies, 1231 South Street. Designed to embody the relaxed elegance of the Key West lifestyle, this Conch-style retreat is a true sanctuary, featuring a main residence and a completely private guest cottage. Thoughtfully blending modern updates this single-story residence invites you to experience the essence of island living. Begin your mornings on the wraparound porch surrounded by vibrant greenery on an 8,500 SQ FT lot, expertly designed by Craig Reynolds landscape architects. This remarkable property features 4 bedrooms and 3 baths, meticulously designed for comfort and style.The spacious (24 x 20) living area features soaring ceilings and abundant natural light are perfect for hosting large gatherings. Throughout the home you will find freshly painted walls.The kitchen and dining room have been repositioned to flow naturally. The kitchen has been newly outfitted with Quartz counters. Maple cabinets, and a Wolf stainless-steel gas range complete this space . The expansive primary ensuite bedroom offers a walk-in closet, vaulted ceiling, and access to the private outdoor shower. A second ensuite bedroom includes outdoor access, a generous closet, and a unique loft space perfect for additional storage or quiet relaxation. Separate from the home you will find a private one bedroom guest cottage with an additional bath ideal for overnight guests.Outdoors, a free-flowing saltwater lagoon pool with a stone waterfall anchors the private oasis, perfect for al fresco dining. The fenced backyard offers ultimate privacy, while the covered patio, complete with ceiling fans and skylights provides a haven for conversations or watching the game. Additional features of this property include 2 private outdoor showers, laundry room, and a custom-designed carport.1231 South is located just blocks from White Streets galleries, beaches, Old Town and all Key West has to offer!

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 12-28-2024.
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