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

Total Listings 1,202
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$6,350,000
Lower Matecumbe
Lower Mat Harbor   - MM: 75.00
4 Bed, 4 Baths, 3,228 SqFt Days Listed: 626
-15.33% ($1,149,999) 3 Price Changes : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin,Boat

$400,000 PRICE REDUCTION !! ... Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway to the bay is almost 1.75 acres. It is perfect for those who value peace, relaxation, and the simple joys of what the Florida Keys has to offer.This home offers four bedrooms and four bathrooms and 110 of dock with multiple slips accommodating up to a 45 boat with 5 draft and 16k lift. This home has been thoughtfully designed with tasteful moldings, and warm, inviting finishes. The kitchen, is equipped with top-tier appliances, custom cabinetry, and a roomy island - perfect for those who love to cook and entertain. It smoothly transitions into the formal dining room, making it an ideal space for both quiet family dinners and larger celebrations.The second-floor suite, with its spacious layout, welcoming fireplace, and private balcony, is the ultimate retreat. The en-suite bathroom, has a dual vanity, a claw-foot soaking tub, and a walk-in shower, guarantees moments of relaxation.The first floor offers a smart design with separate living areas and bedrooms. The 1st floor suite includes a steam shower and a reinforced safe room that doubles as a walk-in closet. The additional two bedrooms and a den with surround sound and a wet bar are comfortably located on the opposite side of the home.Enjoy quiet moments on the covered patio or engage in lively gatherings around the spacious poolside patio, which leads directly to the sandy beach for amazing sunsets. Here, youll find ample seating, a fire pit, a Boat House and steps leading to the basin for swimming and exploring the Bays unique ecosystem.Serenity Cove is comfortably tucked away from the hustle of US1, offering a sense of privacy and security, while maintaining easy access to schools, shopping, dining that make Islamorada so desirable.

$6,350,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 4,700 SqFt Days Listed: 65
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.Concr

Welcome to Mykonos Villa, a luxurious 6-bedroom, 7.5-bathroom estate in Islamorada, FL. This home features an open layout with natural light, sleek finishes, and refined design.The gourmet kitchen, with a La Cornue stove, high-end appliances, and custom cabinetry, flows seamlessly into the living and dining areas, perfect for entertaining. A smart home system manages temperature, security, and pool features.Each bedroom includes a private en-suite bathroom. The master suite offers breathtaking views, a private balcony, spa-inspired bathroom, and spacious walk-in closet.Outdoors, enjoy a pool, hot tub, kitchen, 100 feet of private dockage, two boat lifts, and a fish cleaning station.Mykonos Villa--Live where the ocean greets luxury, and paradise is your everyday address.

$6,300,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 5,180 SqFt Days Listed: 108
-10.00% ($700,000) 1 Price Change : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Timeless European Elegance! This custom-built Mediterranean Villa is situated in the exclusive, gated community of Shark Key--one of the most coveted waterfront enclaves in the Florida Keys. Offering unparalleled privacy and security, this prestigious neighborhood is a haven for discerning homeowners. Spanning 5,180 square feet of meticulously designed living space, this four-bedroom, five-bathroom residence also features an office and a game area. The home boasts an airy, open floor plan with exquisite finishes and architectural details that exude elegance. The heart of the home is the spacious living room, where soaring ceilings and breathtaking open-water views set the stage for unforgettable gatherings. Adjacent, the gourmet chefs kitchen is a culinary dream, equipped with a top-of-the-line Viking six-burner gas range, ample pantry space & laundry, and a dining area that comfortably seats ten. Sliding doors lead to an expansive deck overlooking the pool and tranquil waters, perfect for enjoying sunsets or relaxing by the fireplace. Second Floor Retreat The primary suite is a serene sanctuary accessed through double doors, featuring a large bedroom & bath ensuite, a his & her walk-in closet, a sitting area with a wet bar, enjoy sweeping open water views on the outside deck. Two additional bedrooms, each with en-suite baths, are complemented by two outside lofts and central sitting area, ideal for unwinding while overlooking the lagoon and grounds. Distinctive Features Borano custom mahogany impact double front doors Elevator-ready design with dedicated areas on each floor, Chair lift from ground level to the first floor, a First floor bedroom suite with en-suite bath and sitting area, Two one-car garages with separate entries, Impact windows and doors throughout, Wet bar in the game room, First floor full guest bathroom for convenience. Funished with Exclusions.Amenities; Inland swimming lagoon & Beach, Tennis & Pickleball court, & Club House

$6,300,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 4,509 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located on beautiful Sugarloaf Beach where nightly rentals are allowed this 1+ acre oceanfront property boasts a gorgeous wide sand beach, oceanfront infinity pool, and endless ocean views! Currently utilized as a successful vacation rental, this sprawling 2-Story 4,509 Sq. Ft. floor plan features 4 bedrooms, 3.5 bathrooms, office, media room, and attached 4+ car garage, just outside of Key West! Enter into the Great Room showing off soaring cathedral ceilings and Open Water Views through impact sliding glass doors leading to an expansive covered veranda for year-round indoor-outdoor entertaining! Spend the day lounging on 120 of private beach, or cool off in the infinity pool, complete with spa and coral rock deck, just steps from the sand. A convenient poolside outdoor wet bar offers beverage cooler, sink, and ice machine to host your beachside parties. An added bonus is the full cabana bathroom accessed from the pool deck, ideal for rinsing away salt and sand. Entertain for the masses with an expansive Chefs Kitchen, boasting loads of storage, premium appliances, spacious island with additional prep sink, and peninsula with counter seating. The spacious dining area is provides room for enjoying lavish meals with guests or dine al fresco on the massive covered veranda with peaceful turquoise Ocean Views! After a day in the sunshine retire to a luxurious primary suite with a massive walk-in closet, private balcony with Ocean Views, and an opulent en suite, complete with infinity edge soaking tub, walk-in steam shower, additional laundry room, and wet bar with mini fridge. Enjoy peace and privacy on this lushly landscaped lot surrounded by a nature preserve where one can view Key Deer all lots of varieties of migrating birds. Just minutes to the Key West airport and all of the magic Key West has to offer.

$6,250,000
Marathon
Sombrero Isle   - MM: 49.50
4 Bed, 4 Baths, 4,948 SqFt Days Listed: 182
-3.83% ($249,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift86ft.

Welcome to Casa De Artista, a one-of-a-kind luxury estate located in the exclusive enclave of Sombrero Isle. Set on over an acre of pristine land, this exceptional property offers an unparalleled opportunity to experience the ultimate in Keys living. With just 27 homes on the island, privacy and seclusion are guaranteed, yet youre only one block from the renowned Sombrero Beach.Boasting an incredible 415 feet of waterfront, this estate was extensively remodeled by DAsign Source in 2016 and feels like new. The property offers a wealth of luxurious amenities, including a sparkling pool and spa, sandy beach, deep-water dockage, and a detached artist studio--all surrounded by lush, manicured grounds filled with exotic palm trees.For boating enthusiasts, the estate features two boat lifts (24K and 5K) and an 86-foot dock, providing easy access to the Keys world-class fishing and diving spots. The main house offers 4 bedrooms and 3.5 baths total 4,649 sqft, with a beautifully crafted tongue-and-groove ceiling spanning the open-plan living and dining areas. The chefs kitchen is a true culinary haven, featuring high-end appliances, dual wine refrigerators, and double islands.Step outside through glass sliding doors into an outdoor living space designed for entertaining, complete with a built-in grill and beverage coolers. The detached artist studio is 299 sqft with its own half bath is an ideal retreat for creative pursuits or relaxation.Additional features include a massive 5,176-square-foot garage and storage area, perfect for accommodating all your toys and equipment. Floorplan is included in the photos to show layout. Located just 10 minutes from Marathon Airport and offering weekly rental potential, Casa De Artista epitomizes Florida Keys ultra-luxury living.Dont miss this rare opportunity to own a trophy property on Sombrero Isle!Video tour https://tinyurl.com/114Calle

$5,999,900
Marathon
Waloriss Subdivision   - MM: 49.50
6 Bed, 6 Baths, 3,987 SqFt Days Listed: 287
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 70ft.Rip Rap

Modern and solid concrete property gross sqft 7,117, with 6 bedrooms and 7.5 bathrooms, each bedroom featuring its own closet and bathroom, including 2 spacious main bedrooms. Located just half a mile from Sombrero Beach, it boasts a large heated pool with a jacuzzi and childrens area, a navigable canal, and a 70 dock just 5 minutes from the open sea. Enjoy a modern kitchen with state-of-the-art appliances, covered entertainment area, ample storage on the first floor, an elevator, 2 air conditioners and impact windows and doors.

$5,999,000
Key Haven
Key Haven 10th Add   - MM: 5.00
6 Bed, 6 Baths, 6,611 SqFt Days Listed: 180
-14.29% ($1,000,000) 4 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift200ft.

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.

$5,992,000
Summerland Key
Summerland Key Cove   - MM: 25.00
6 Bed, 6 Baths, 4,981 SqFt Days Listed: 116
-7.67% ($498,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Experience unparalleled luxury in this Brand New 2025 Custom Built Smart Home. 6,128 SQ FT concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an infinity-edge pool and spa that frame magnificent sunsets and ocean vistas. Seamlessly blending indoor and outdoor living, the expansive entertainment areas promise unforgettable gatherings. This magnificent custom home offers six spacious bedrooms with ensuite bathrooms, including a dual primary suite that can serve as two bedrooms or a private suite with an office. Additional features include: A state-of-the-art sound proof home theater room with Marantz 11.2 surround sound, 16 screen, and 8K JVC projector.Custom Canadian birch cabinetry and Thermador WiFi-enabled appliances throughout. A boaters Paradise
 designed for water enthusiasts, the property features: Two boat lifts (25,000 LB and 10,000 LB), A 6 x 90 concrete dock with two tiers for jet skis and kayaks. Deepwater access with a 90 wide, 28 deep channel leading directly to the Atlantic and Gulf.Proximity to world-class snorkeling and diving at Looe Key Coral Reef.Unmatched durability and sustanibility, built to exceed 180 MPH wind loads, solid concrete floors, walls & roof.This home includes: All high-impact Marvin & Euro-Wall windows and doors.70 solar panels (34.5 KW of power) and 4 Tesla Power Walls 57.6KW powers home.Three on-demand hot water systems and a 10,000-gallon rainwater cistern.Exceptional features include; Private elevator servicing all three levels. RV/Boat garage (15 W x 50 D x 14 H) with 50 AMP/220V service. Tesla charging station. WiFi-enabled smart home systems, including AC, pool pumps, and appliances. See Documents Tab / Possible Seller Financing.

$5,950,000
Marathon
Crains Subdivision   - MM: 58.00
3 Bed, 3 Baths, 5,220 SqFt Days Listed: 99
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 5,220 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer shaded spots for lounging and has direct access to the living areas. Double entry doors with intricate carved wood details welcome you into a light-filled home. The open-concept living area is graced by large windows and sliding glass doors that frame panoramic views and create a seamless connection between indoors and outdoors. A striking marble fireplace serves as the focal point. Every element of this home reflects thoughtful design, from the impact-rated doors and windows, in-house elevator plus marble floors, exquisite cabinetry, and refined finishes enhancing the homes timeless appeal. The main kitchen is a chefs delight, featuring granite countertops, two wine coolers, and abundant cabinetry. A cozy dining nook encased in windows offers stunning gulf views, creating the perfect setting for every meal. The primary suite is a sanctuary of luxury, featuring panoramic gulf views, a two-sided fireplace, and direct access to the pool. The en-suite bathroom offers a private sauna, jetted tub, walk-in shower, and makeup counter, creating a spa-like retreat. The guest quarters are designed for comfort and independence, offering a morning kitchen and two guest suites. Each suite includes its own en-suite bathroom and generous closet space, ensuring privacy and convenience for visitors. The large office can also serve as a 4th Bedroom. Additional amenities include a home theater room complete with reclining seats and bar plus an oversized 3-car garage with lift.

$5,895,000
Key Largo
Sunset Point   - MM: 95.00
4 Bed, 4 Baths, 1,872 SqFt Days Listed: 277
-4.15% ($255,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat SlipC

THE BEACH HOUSE ON SUNSET ROAD! Enjoy both sunrise & sunset from your own backyard in the Florida Keys! Welcome to a unique point of land on Florida Bay, offering two lots with almost an acre of land, a quarter-acre bay bottom and features over 200 feet of waterfront, a remodeled multi-story concrete home, a resort-style pool, dockage for multiple boats, and a sandy beach with sea oats creating an idyllic setting for enjoying the parade of boats and marine wildlife meandering by. The remodeled beach residence is situated on the southernmost lot, while the resort-style pool, framed by palm trees, is positioned on the northern lot. A gated entry and driveway lead guests to panoramic open water views across the pool and from the two-story, 4-bedroom, 2-bathroom home on two living levels. The main living level includes a kitchen, dining area, two guest bedrooms, and a full bathroom, plus three sets of French doors opening to an outside covered entertaining area. Interior stairs lead to the second living level with a vaulted tongue-and-groove open beam ceiling, a living/media room, side sitting parlor, third guest bedroom, primary suite, and an expansive upper deck for an even greater birds-eye view of the Bay. The waterfront area includes a concrete seawall, two concrete piers, a cut-in boat slip/basin for added protection, a large Chickee Hut with picnic table, two smaller boat ramps for launching paddleboards/kayaks, and a sandy beach with wade-in beach entry. A myriad of mature palms encircles the home and pool. At night, enjoy the lighted palms as they sway in the tropical breeze, providing the ultimate backdrop for your own personal resort. This one-of-a-kind point of land on the island of Key Largo is perfectly situated to not only enjoy the most colorful sunsets by night but also the captivating early morning sunrises. Enjoy your beachfront paradise or create your vision by constructing a larger estate - the choice is yours! Duplicate Listing, MLS #613012.

$5,750,000
Key West
Martello Towers   - MM: 1.00
6 Bed, 6 Baths, 3,751 SqFt Days Listed: 32
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12 ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chefs dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views perfect for outdoor lounging. Two charming, detached guest houses each with full baths and one offering a living room and kitchenette allows secluded spaces for all to enjoy. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill that provides the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear ocean, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Dont miss the opportunity to be able to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent.

$5,750,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 3,304 SqFt Days Listed: 308
-4.17% ($249,999) 1 Price Change : Last Change 138 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 78ft.

Step into paradise with this stunning retreat in Duck Key, Florida! This 4-bedroom, 4-bathroom haven offers an escape from the ordinary, with 72 feet of deep-water dockage, a 10,000 lb and 20,000 lb boat lift. The house is wrapped in shell stone, calacatta stone, le cornu stove, and features furniture from Restoration Hardware, marble floors, and baseboards.Florida is renowned for its incredible quality of life, with no state income tax and a consistently warm climate perfect for year-round enjoyment. Enjoy more than 230 days of sunshine each year and average temperatures ranging from the mid-70s in winter to the low 90s in summer. The state boasts a range of pristine beaches and turquoise waters that beckon for relaxation and adventure.Duck Key is not only a haven for water enthusiasts, but it also provides access to exceptional educational opportunities, with a mix of highly-rated public, private, and charter schools. Additionally, the area is known for its strong sense of community and character, contributing to a desirable and secure island lifestyle.Spend your days exploring vibrant marine life, diving into crystal-clear waters, or unwinding on pristine beaches. Nearby, discover a wealth of waterfront dining options where you can indulge in fresh seafood while soaking in breathtaking sunset views.Dont miss this opportunity to live in the second house from the entrance to Duck Key. This secure and luxurious island living opportunity is waiting for you!

$5,750,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
5 Bed, 5 Baths, 3,597 SqFt Days Listed: 162
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

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

$5,750,000
Key Largo
Key Largo Beach Addition   - MM: 100.00
5 Bed, 5 Baths, 4,473 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip50ft.

Extraordinary 6,043 Sq.Ft. waterfront home with the finest quality and finishes set in a private enclave of Buttonwood Circle. This entertainers dream home offers impressive ocean views, spacious living and dining areas and a gourmet kitchen. Highlights include a gorgeous main suite with a spacious balcony offering spectacular views and luxurious bath to be equipped with spa tub, separate shower and custom walk-in closet. Enjoy the desirable Florida indoor-outdoor lifestyle with seamless access to landscaped grounds which will include a sparkling pool and barbeque area. Featuring four additional bedrooms with ensuite bathrooms and a roof top deck ideal for entertaining, this will be a true retreat! Photos included are of renderings of the home.

$5,700,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 5,300 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Welcome to one of Shark Keys landmark estates--a custom-built, beautiful Mediterranean-inspired home. This exclusive property offers timeless architecture, open water views, and an unparalleled island lifestyle.Nestled on the northern end of Shark Key and set back from the road for privacy, this 5,300-square-foot estate sits on a 21,075-square-foot lot with breathtaking open water views. Designed for comfort and entertaining, the home features 4 bedrooms, 4.5 bathrooms, a private office, a home theater, an elevator, a full bar, and expansive balconies and elegant terraces that invite you to take in stunning sunrises and peaceful water views.Each of the bedrooms has an ensuite bathroom and private balcony, while the primary suite boasts incredible water views. The outdoor living spaces are equally impressive, featuring a pool, hot tub and ample room for entertaining and lounging. Theres also space to add an observation dock for a flats boat.Enjoy the exclusive amenities of Shark Key, including pickleball, tennis courts and a private sandy beach. Located just minutes from Key West, yet offering a private retreat, this estate is truly one of a kind.This lovingly maintained home presents an exciting opportunity to update and make it your own while preserving its classic Mediterranean charm.Dont miss this rare offering--schedule your private showing today!

$5,695,000
Key West
W C Maloney Diagram   - MM: 2.00
6 Bed, 6 Baths, 4,182 SqFt Days Listed: 105
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to the Majesty of the Meadows. This exquisite estate is truly an historic masterpiece that blends timeless charm with modern luxury in one of Key Wests most coveted neighborhoods. Nestled on a rare 11,200 sq. ft. lot, the property offers over 4,180 sq. ft. of living space, including a detached one-bedroom guest quarters, creating the ideal balance of comfort, style, and functionality.The grounds are a serene tropical oasis surrounded by meticulously designed landscape featuring mature native foliage and aromatic tropical plants, all irrigated by natural well water. At the heart of the backyard lies an expansive saltwater pool and spa with a cascading waterfall, framed by historic Key West curbstones. Ipe wood decking and a spacious patio enhance the estates natural beauty and functionality. A lighted gazebo with a built-in grill and cabinetry provides the perfect setting for outdoor dining and entertaining.Inside, the homes historic elegance is unmistakable. Soaring 14-foot coffered ceilings, intricate crown molding, and wide plank wood floors reflect masterful craftsmanship. The gourmet kitchen is a chefs dream, overlooking the pool and outdoor spaces. It features a six-burner Viking stove, dual ovens, and a 1,000-bottle wine cellar--ideal for both intimate gatherings and formal entertaining.Privacy and tranquility abound throughout the estate. The separate guest quarters offers a secluded retreat for visitors, while a luxurious steam room elevates relaxation. Every detail has been thoughtfully curated to preserve the homes historic character while enhancing modern comfort.Ideally located in a prime historic neighborhood, the estate is within walking distance of the vibrant Historic Seaport, Key West Bight Marina, the Atlantic beaches, and Duval Street. This legacy property is more than a home--its a true piece of Key Wests history in a setting that simply cannot be duplicated

$5,650,000
Key Largo
Key Largo Beach Addition   - MM: 100.00
5 Bed, 5 Baths, 4,306 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Enjoy endless ocean views with this ultra-sleek and modern 4,306 Sq. Ft. home. Exquisite indoor and outdoor living areas are complete with floor-to-ceiling windows and breathtaking ocean views. A gorgeous chefs kitchen has a custom island and top of the line appliances. The main suite retreat has a large, custom walk-in closet, private balcony and a generously sized bathroom with dual vanities, frameless shower and Jacuzzi. The remaining 4 bedrooms all have walk-in closets and en-suite bathrooms. With a private roof top deck ideal for entertaining and relaxing, a beautiful L-shaped pool, covered terrace, and private dock with direct ocean access, this home is Florida living at its finest. Photos included are of conceptual renderings of the home.

$5,600,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 5,608 SqFt Days Listed: 1076
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,BasinConcr

Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which drinks in the Ocean view. Interior features abound: wood cabinetry, granite, marble, and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs level has a lovely deck that faces the Ocean, perfect to relax, enjoy the sunsets, and where you can see for miles and miles. Gated and fenced.

$5,565,000
Marathon
Woodburns Subdivision   - MM: 49.50
3 Bed, 3 Baths, 2,428 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage90ft.

Private Waterfront Estate in the Florida KeysThis gated, one-acre estate offers the ultimate blend of privacy, nature, and waterfront living in the heart of the Florida Keys. Nestled among lush, mature tropical landscaping, the property feels like a secluded island retreat. As you pass through the gates, you are welcomed by a beautifully manicured paradise with a coral-cut shoreline, a firepit at the waters edge, and panoramic sunset views over the open water. Just offshore, two small uninhabited islands provide a unique opportunity for exploration.The 3-bedroom, 3-bathroom home is designed for comfort and indoor-outdoor living, with an open concept living room, kitchen, and dining area that seamlessly flows into multiple outdoor living spaces. The upper level includes two spacious bedrooms and two bathrooms, while the conforming lower level offers an additional bedroom, bath, sitting area, and a separate entrance--perfect for guests or an in-law suite. A tool/storage room on the ground floor adds to the convenience of this beautiful estate. The wraparound balcony that surrounds the entire home includes several screened-in areas, enhancing the flow of indoor-outdoor living.Updated with a new metal roof in 2024, the home features stainless steel appliances and breathtaking water views. The property boasts approximately 520 feet of shoreline and a custom dock, including an 84-foot by 4-foot dock with a 21-foot by 8-foot extension and a double floating dock for two jet skis--perfect for boating enthusiasts. Covered parking for four cars is available under the elevated home, with additional parking along the entrance way leading to a circular driveway.Set on three originally platted lots (12, 13, and 14), the property offers the flexibility to separate, redevelop, or keep as a private compound. Located just a short walk from fine dining, shopping, and more, this rare waterfront offering combines serenity, convenience, and endless possibilities.

$5,500,000
Key Largo
Monroe Park   - MM: 112.50
4 Bed, 4 Baths, 5,007 SqFt Days Listed: 239
-15.38% ($1,000,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Other Dock

Exceptional waterfront living with amazing open water views over looking Barnes Sound. A quick jaunt to Miami yet this tropical oasis feels like youre on your own private island estate. 60 concrete dock on a protected inlet for your boats and other watercrafts . Over 4100 sq ft of living area over 3 levels in a thoughtfully laid out floor plan with elevator access, wrap around decks, plus a rooftop terrace for sunning and entertaining with jaw dropping views. 3 suite Bedrooms, Study (or 4th BR) 3.5 Baths, Exercise Room, 2 extra deep garages, an expansive screened lanai on the ground level and terraces on the 2nd & 3rd levels.

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 03-31-2025.
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