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

Total Listings 1,171
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$3,875,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 3,004 SqFt Days Listed: 114
+12.32% ($425,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp56ft.

Welcome to Paradise in Port Antigua, one of Islamoradas best-kept secrets! This spacious 4-bedroom, 4-bath home, built in 2019, offers the ultimate Florida Keys lifestyle with modern coastal design, deep-water dockage, and exceptionally low insurance premiums with the possibility of assuming a 2.8% interest rate! Located in the highly sought-after Port Antigua community, residents enjoy unique deepwater dockage and over 1,000 feet of private, exclusive beach frontage.This thoughtfully designed home features a well-planned layout with two primary suites--one on each level--providing privacy and comfort for residents and guests. Each floor includes a separate living space, connected by an interior staircase (all above flood!). A kitchenette on the first level adds convenience, making this home ideal for multi-generational living or hosting visitors. Upstairs, the open-concept layout boasts a spacious kitchen island, high-end appliances, and a seamless flow into the dining and living areas. Balconies on both levels provide stunning canal views, offering perfect spots for outdoor relaxation.The upper level offers three bedrooms and two full baths, while the lower level includes an additional primary suite, two full guest baths, a wet bar, and a secondary living area with easy access to outdoor spaces. The generously sized bedrooms feature large closets, enhancing the homes comfort and functionality.Built for durability, this home includes a standing seam metal roof, all impact windows and doors, and tile floors throughout.Outside, the property boasts two garages--one with AC--a commercial-grade ice machine, and 56 feet of concrete dockage on a desirable 90-foot canal with deepwater access. A 20,000-pound boat lift is included, along with ample parking for vehicles and trailers. Theres even room for expansion if you wish to add more dockage or a pool. This home checks all the boxes and is move-in ready! Call today for more information.

$3,870,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,616 SqFt Days Listed: 76
-2.52% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Exquisite Craftsmanship Meets Coastal Elegance. This custom-built four-bedroom, three-and-a-half-bath residence reflects superior craftsmanship from a builder known for exacting standards, blending refined living and open water views from multiple vantage points. The heart of the home is an expansive main living area, where living, dining, and kitchen spaces flow beneath 9-foot ceilings. French doors open to a wraparound 40x28 veranda, offering multiple spaces for entertaining, dining, and relaxing while taking in the sweeping ocean views. A thoughtfully designed kitchen features premium appliances, generous walk-in pantry, and high-end finishes. Also on this level is a bedroom with en-suite bath and a half bath for guests. An elevator provides effortless access to every floor. Elegant interior details, including 8-foot solid-core doors, crown molding, and travertine flooring, enhance the homes bright, airy ambiance. The top floor offers a private sanctuary, with the primary suite spanning the entire rear of the home. A dedicated balcony, echoing the wraparound veranda below, provides a serene retreat with breathtaking open water views. The suite includes two spacious walk-in closets and a spa-inspired bathroom. Also on this level are a guest bedroom, guest bath, laundry room, and a fourth bedroom currently used as a walk-in closet with an adjoining sitting area or office. The ground level offers practical amenities, including a two-car garage and a large storage and workshop area. Crafted for outdoor living, the backyard features a spacious covered patio, a sparkling pool, and a 60-foot seawall with T-dock. Boating amenities include a 16,000-pound lift and an additional 3,000-pound lift, perfect for a skiff or jet skis. Immediate open water access and a short 6-8 minute boat ride to the Gulf. This residence artfully combines luxurious interiors with thoughtfully designed outdoor spaces, showcasing open water views and capturing the true essence of island living.

$3,800,000
Key Largo
Buccaneer Point   - MM: 98.00
5 Bed, 5 Baths, 2,658 SqFt Days Listed: 179
-15.56% ($700,000) 4 Price Changes : Last Change 36 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp

Welcome to the hidden gem of Buccaneer Point, where luxury meets sustainability! This fully solar-powered home boasts breathtaking 360-degree views, perfect for entertaining while ensuring your privacy. The open floor plan and large porches seamlessly blend indoor and outdoor living. The chefs kitchen is a culinary dream, equipped with top-of-the-line appliances, expansive quartz countertops, and ample storage. Each bedroom showcases modern design and spacious comfort, with the primary suite thoughtfully located in a separate wing for ultimate tranquility and stunning views. Step outside to your private outdoor oasis, featuring a rooftop terrace ideal for relaxing or hosting gatherings, all while soaking in spectacular sunrises and sunsets. The property also includes a large pool, jacuzzi, boat ramp, and a spacious dock and 2 boatlifts making it easy to embrace the Florida Keys lifestyle. Dont miss your chance to own this extraordinary retreat!

$3,800,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
4 Bed, 4 Baths, 2,519 SqFt Days Listed: 155
-10.59% ($450,000) 2 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The Ospreys are back! Welcome to The Ospreys Nest; your perch by the Ocean in one of Islamoradas most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20 dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story primary suite and beachside pool with heater and chiller for those hot summer days. True island living is here on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

$3,799,000
Key West
Gwynn Subdivision   - MM: 1.00
5 Bed, 5 Baths, 2,960 SqFt Days Listed: 198
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Introducing Blu on White one of Key Wests most stunning historic single level residences in desirable Old Town Key West. Exceptional location scoring a full 10 on the walkability scale with easy access to the beaches, White St. Pier, an array of galleries, restaurants and cafes.Taking full advantage of the generous 5800 sq ft. lot, this 5BD/4BA home offers so much space and versatility with almost 3000 sq ft. of interior living space. Currently configured as a 4BD/3BA main house with a separate 1/1 apartment with private entrance. The apartment is perfect for a nanny, mother in law and also offers an excellent source of income as it comes with a transient license which will permit nightly rentals. Current owner operates the apartment as a nightly vacation rental and numbers can be provided upon request. The main house is currently being operated as a monthly vacation rental with a strong rental history and excellent future bookings, which will convey with the sale.Originally two historic shotgun homes, this home has been expertly merged to create a breathtaking great room addition that overlooks the stunning saltwater pool and garden. Featuring a high vaulted ceiling with post and beam design, wide plank wood floors, skylights for additional natural lighting, built-in bookshelves and large impressive impact sliders creating an enviable ambiance you will never want to leave.Prepare to be captivated by the heart of the home, the luxuriously appointed kitchen, crafted with the finest materials & unparalleled design, this culinary haven is perfect for any aspiring chef and those who love family gatherings, with gas Viking stove & appliances, European style open shelving, excellent prep space and large interior dining area. Additional features include oversized saltwater pool, private tropical landscaped garden and cozy shaded Gazebo, storage shed and so much more.The epitome of a fine Key West Historic Home combining luxury and versatility

$3,799,000
Key West
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 3,171 SqFt Days Listed: 126
-10.61% ($451,000) 6 Price Changes : Last Change 30 Days Ago
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!!

$3,795,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 3,086 SqFt Days Listed: 259
-15.57% ($700,000) 3 Price Changes : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086 square feet of refined living space, this home features 3 bedrooms, 2 bathrooms, plus a versatile office/den and a large laundry room. The expansive 19,300 square foot lot is a tropical paradise, beautifully landscaped with fruit trees, an orchid house, landscape lighting, and irrigation from cisterns.Step inside to discover poured concrete floors that exude modern sophistication. The chefs kitchen is a culinary dream, equipped with Miele appliances and a Sub-Zero refrigerator. Entertain with ease in the separate bar area and enormous living space. The property also boasts a ducted vacuum system and a commercial-grade metal roof for added convenience and durability. Outdoor living reaches new heights with a stunning new pool, featuring a long ledge perfect for relaxing with cocktails. The large tiki hut serves as an outdoor lounge, complimented by a separate bar area under the house adjacent to the pool. The dock and boat lift provide direct access to the open water, making this home a boaters dream. Enjoy the convenience of an elevator, granting access from the garage and ground level to all floors. The rooftop deck offers 360-degree views, including vistas of the open ocean, perfect for sunset soirees or stargazing nights. This estate is designed for the discerning luxury buyer, offering the perfect blend of sophistication, comfort, and tropical charm. Dont miss the opportunity to own a piece of paradise on Sugarloaf Key! Low Insurances. Call for your private showing today! Video tour https://tinyurl.com/16705Tam

$3,795,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 2,741 SqFt Days Listed: 189
-1.43% ($55,000) 1 Price Change : Last Change 98 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits30ft.

180 13th St, Key Colony Beach. Welcome to your dream home in the heart of Key Colony Beach. This stunning 5-bedroom, 4.5-bath canal-front home, built in 2022, offers modern coastal elegance and top-tier features, making it a true waterfront paradise. Boasting 80ft of water frontage, a 30ft composite dock, and 5ft control depth on a 100ft wide canal, this home provides easy access to both the Ocean and Gulf, perfect for boating enthusiasts.Step inside through the show-stopping Echo pivot door into a sunlit foyer with soaring 10ft ceilings. The spacious, open-concept living area greets you with 12ft ceilings and expansive accordion glass doors that blur the lines between indoor and outdoor living. Enjoy seamless flow from the living and dining areas to the covered porch, outdoor kitchen, and a heated/chilled pool--all perfect for entertaining or relaxing. Take the stairs to the rooftop sundeck and savor breathtaking water views.The gourmet chefs kitchen is a masterpiece, featuring Dolomite countertops, an expansive center island, and premium appliances, including a Miele induction stove top and Liebherr refrigerator. The abundant cabinetry provides ample storage, while the design and finishes elevate the heart of this home.The split-bedroom layout offers privacy, with the luxurious primary suite featuring two walk-in closets and porch access. Two ensuite bedrooms are perfect for guests, while a poolside bedroom provides access to a full bath. The home also includes a 5th bedroom, currently used as a private office, laundry room, powder room, and easy 2 stall garage access.With 7-day vacation rentals allowed, this property is ideal for generating lucrative rental income. Located near beaches, parks, golf courses, tennis courts, and top-tier dining, this home invites you to experience the true Florida Keys lifestyle. This property could be sold turnkey--dont miss your chance to own this incredible waterfront retreat. Contact me to schedule your private tour

$3,795,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 2,628 SqFt Days Listed: 76
-4.53% ($180,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builders constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between interior and exterior space. The house features elegant tile floors throughout the first floor, while the second level is distinguished by luxurious hickory wood flooring. The dining room is tailored to accommodate a bespoke layout, complete with ambient mood lighting and refined cove molding. A a generously proportioned bedroom and bathroom, complete with private access to the pool area, are nestled at the rear of the first floor. This stunning four-bedroom, five-bathroom residence boasts an impressive 2,628 square feet of living space, set amidst a meticulously landscaped 5,600 square-foot lot. The masterful landscaping is the work of a renowned expert, celebrated for work on the most exclusive properties in the Florida Keys. The main bedroom of this stunning residence boasts a robust layout and sliding doors that open onto the upstairs balcony. The expansive wrap-around balcony also provides access to the two additional bedrooms, each featuring its own bathroom. The propertys reflective metal cool roof is engineered to optimize energy efficiency and provide year-round comfort. Moreover, three independent air conditioning units ensure a consistently cool environment. There is also a 500 gallon underground gas tank and a 2.2kw house generator. Additional features include off-street parking for multiple vehicles, a private driveway, and secure electronic gates and security camera system, solidifying this propertys reputation as a masterpiece of timeless craftsmanship. Once you step inside, its allure will undoubtedly capture your heart.

$3,750,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
4 Bed, 4 Baths, 3,257 SqFt Days Listed: 89
-3.60% ($140,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Spectacular home in what is arguably Key Wests finest Casa Marina neighborhood. 3,257 square feet (nearly twice the size of a typical Key West home) of high-end finishes around the corner from Dog Beach and Louies Backyard and a short walk to Duval. Exotic woods, marble, granites, soaring ceilings, and tropical ambiance are found throughout. A giant chefs eat-in kitchen (500 sq ft!) with marble floors, Arctic blue ice granite countertops, vaulted pine ceilings, and an outdoor deck is an entertaining dream. Huge formal living room, a sunny family room that opens to the pool deck and stone waterfall. A large and beautiful full second kitchen and a 2 bedroom renovated guest wing with a full private bath round out the main floor living spaces. Two separate and massive upstairs Master Suites with vaulted cedar ceilings (masterpieces unto themselves) and large closets provide unparalleled sleeping quarters while the rear Master has a balcony overlooking the pool. Two spacious attics offer ample storage. Built like a fortress with hurricane and termite-repellent materials, this gorgeous home was recently rebuilt to last and no flood waters this century have reached its doors. All five bathrooms feature marble tile from around the world. The house has two LEGAL units to be used as a duplex (with separate entrances), or a very spacious single-family home (with up to 6 bedrooms). Mother-in-Law suite, or nursery wing on main floor. The backyard oasis provides a peaceful, tropical setting to relax and unwind--off-street parking for three cars. A must-see villa that must be seen to be fully appreciated; catch it while you can. One of the owners is a Florida Licensed Realtor and the Listing Agent.

$3,750,000
Key West
Gg Watson Subdivision   - MM: 1.00
5 Bed, 5 Baths, 2,721 SqFt Days Listed: 111
-16.67% ($750,000) 3 Price Changes : Last Change 52 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key Wests historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled sanctuary where 14-foot cathedral ceilings crown an expansive open-plan living, dining, and chefs kitchen area. French doors seamlessly blend indoor and outdoor living, inviting you to a private paradise. The spacious kitchen features Caesarstone Quartz countertops, a Sub-Zero refrigerator, a Wolf gas range, Fisher & Paykel double-drawer dishwasher, beverage drawers, and a microwave drawer. Outdoors, indulge in Key West living at its finest with a sparkling heated swimming pool, a large deck for entertaining and sunbathing, a serene waterfall, and lush tropical landscaping. A covered sitting area offers the perfect spot to unwind. There is a Sonos sound with Focal low-profile speakers to fill the air with your favorite tunes throughout the main house. The main house features two guest rooms, a shared bathroom and a washer and dryer conveniently located between them, and a luxurious primary suite with its own washer and dryer. Impact windows and doors ensure peace of mind, while privacy fencing and off-street parking for two cars provide unmatched convenience. A super cute, separate guest house completes this property, offering two ensuite bedrooms, a kitchenette, a dining area, and a loft sitting space--perfectly positioned at the back for ultimate guest privacy. A storage shed for pool toys and tools ensures everything has its place. This Key West masterpiece is a rare gem, blending timeless charm with modern luxury. Dont miss the chance to own your own slice of paradise in this superb location! Easy to show! Video link https://n9.cl/1114packer

$3,750,000
Marathon
Pearces Subdivision   - MM: 47.50
4 Bed, 4 Baths, 2,469 SqFt Days Listed: 131
-2.60% ($100,000) 1 Price Change : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift35ft.

Welcome to 830 50th Court, a stunning Gulf-front property in Marathon, Florida, offering breathtaking open water views and spectacular sunsets. This tropical oasis is situated on two expansive lots totaling over 27,500 square feet, providing ample space and privacy. This home features 4 bedrooms and 3 bathrooms within approximately 2,469 square feet of living space. Pre-Firm home will allow the downstairs living area, which is a huge bonus on additional square footage, and insurance cost. The second floor is the crown jewel of this home. Absolutely stunning views of the gulf and sunsets. The second floor has a large living room that seamlessly connects to the new updated kitchen for a full entertainers dream. Split floor plan with each bedroom on either side of the second floor.Downstairs two bedrooms and one bathroom that is perfect for guest or family, an amazing lanai connects the two bedrooms. This is just a great home to sit and relax and cook the catch of the day with friends and family!Outdoor amenities include a 35-foot dock, with a 15,000 pound boat lift, providing direct access to the Gulf of Mexico, ideal for boating enthusiasts. The property also features a volleyball pool which is 3.5 feet deep on each side and 5.5 deep in the middle, perfect for relaxation and enjoying the Florida Keys sunshine. Additional highlights of this property include a gated entrance, fully fenced grounds, and lush tropical landscaping with fruit-producing trees. The concrete block construction, hurricane impact windows, shutters and metal roof offer durability and peace of mind. Located in the heart of Marathon, this property provides convenient access to local amenities, shopping, dining, and the Marathon Airport. This is an active vacation rental, so amazing for any investor, boater, lover of nature and fantastic sunsets, maybe youre a lover of them all. Call today for your private showing!

$3,750,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,585 SqFt Days Listed: 499
-5.06% ($200,000) 2 Price Changes : Last Change 65 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing bathtub in beautiful shower enclosure in second floor bath. Euro sliders that create a 16 foot opening to Ipe decking, oolite walking paths with crushed granite. Saltwater pool with all Pentair equipment, automation for heater/chiller, waterfall, LED lighting, 65K BTU multi speed pump. Remote controlled gate for secure off street parking and separate secure off street golf cart space. Lush landscaping with lighting and irrigation. Warranties still in place. Owner is Florida licensed real estate agent.

$3,750,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 3,182 SqFt Days Listed: 55
-1.32% ($50,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.

LUXURY CANAL FRONT HOME IN ISLAMORADA!Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3 bedrooms and 2.5 bathrooms, a great living room, pristine kitchen, and walk in laundry room/ office. The fenced in backyard welcomes you to enjoy your private yard surrounded in turf, low maintenance landscaping, and no neighbors directly across. The concrete dock holds a 20,000 lb boat lift and room for multiple boats! Along with this stunning home, you will also have access to the White Marlin Private Homeowners Beach, and all the close amenities in the area!

$3,749,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 1,802 SqFt Days Listed: 563
-5.69% ($226,000) 2 Price Changes : Last Change 27 Days Ago
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.

$3,700,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 3,166 SqFt Days Listed: 116
-1.33% ($50,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift82ft.Concre

Exclusive Duck Key Waterfront Retreat with Breathtaking Ocean ViewsExperience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise.Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water.Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails.Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer.Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. Theres also ample space to add a pool for the ultimate outdoor escape.Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs.Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key.Situated in one of the Florida Keys most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living.Schedule your private showing today and make this coastal retreat your forever home!

$3,699,000
Key Colony
Coury Subdivision   - MM: 53.50
6 Bed, 6 Baths, 2,990 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Luxurious waterfront single-family home with expansive canal views nestled in a prime location with breathtaking panoramic views. This completely remodeled six bedroom, four bathroom estate is the epitome of luxury living. Fully renovated in 2022, this stunning home combines elegance, comfort, and sophisticated design with no detail overlooked. Upon entry, you are greeted by a grand, oversized foyer featuring well-concealed storage to keep everything organized and out of sight. A short flight of sleek, glass-railed stairs leads you to the main living level, where open-concept spaces and natural light fill every room. From the moment you step inside, youll be captivated by the rich beauty of Italian plank tile that flows seamlessly throughout the home, creating an atmosphere of refinement. The spacious layout is perfect for grand entertaining and serene relaxation, with expansive living areas inviting you to enjoy every inch of this exquisite space. The chefs kitchen features top-of-the-line appliances, custom cabinetry, and a large island ideal for preparing meals or gathering with loved ones. Each of the four bathrooms is designed with elegance in mind, featuring high-end finishes and modern fixtures that create an atmosphere of pure luxury. Step outside to your slice of paradise: a 50-foot Trex dock perfect for docking your boat or simply enjoying the view and a large saltwater pool with an attached spa to unwind while taking in the surrounding beauty. This home is not just a residence; its a lifestyle. Whether lounging by the pool, taking in the sunset over the canal, or entertaining guests in one of the many open-concept living spaces, this property offers unparalleled luxury. Dont miss your chance to own this waterfront masterpiece - schedule your private showing today!

$3,695,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,197 SqFt Days Listed: 147
-5.13% ($200,000) 2 Price Changes : Last Change 20 Days Ago
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!

$3,695,000
Big Torch Key
Misc Big Torch Key   - MM: 28.00
3 Bed, 3 Baths, 2,134 SqFt Days Listed: 73
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift300ft.

Tucked away on Big Torch Key, one of the Florida Keys best-kept secrets, this rare 3 acre luxurious custom estate offers the ultimate in privacy, tranquility and breathtaking waterfront views.With 357 feet of pristine shoreline on the Niles Channel and 180 views, this west-facing retreat is perfectly positioned for year-round sunset vistas. The design seamlessly connects over 4000 ft. of indoor and outdoor living, offering 2100 ft. of air-conditioned, light-filled interior and 2000 ft. of covered wrap-around screened-in porches. The elevated classically styled Key West Sea Captain architecture maximizes the view, allowing for ocean breezes and panoramas from nearly every room.The mid-century modern interior features an open concept design with floor-ceiling pocket slider doors to bring the outdoors in. The third floor master suite is a private sanctuary with a TV lounge, desk area, custom closets, and a spa-like ensuite bath with a soaking tub. Two additional bedrooms offer serene accommodations with custom built-in cabinetry while the homes three full bathrooms are elegantly appointed. The second floor opens to an additional 460-ft. shady patio while the third floor sundeck provides a private perch to take in the vast unobstructed views.Outside, the estate is also equipped for the active fisherman and boater featuring a 300-foot Lifetime dock with fiber grate decking and a 5,000-pound boat lift, floating swim platform, fish cleaning station and full dock utilities. Beyond the T-dock with its 4-foot draft, there is a 4-post boat slip allowing installation of a larger lift for bigger vessels. The Niles Channel affords quick access to both Gulf and Atlantic waters with 40-foot clearance at the Niles Channel bridge, while back country flats fishing is minutes away.A tiki bar, small beach and lush, tropical landscaping including many specimen trees (mahogany, gumbo limbo, blolly) and many species of palm ...(see documents for full description)

$3,675,000
Key Largo
Buccaneer Point   - MM: 98.00
3 Bed, 3 Baths, 1,979 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

Investors! First time youll have the opportunity to buy this choice lot on the bay of Mutiny Place on popular Buccaneer Point Estates! Introducing a bespoke bay front residence on the Florida Bay never before on the market. Situated on the point of Mutiny Place, this property exudes exclusivity with a perfect balance of seclusion, accessibility, and breathtaking views. Encompassing just over half an acre along the serene Florida Bay, this property boasts bay and lake access, a private boat ramp, and unobstructed sunset vistas year-round. Enjoy as your vacation home or redevelop an estate sized property with an accessory structure, pickleball court or cabana pool cottage. Privacy envelops this estate-sized lot, featuring meticulously landscaped grounds that showcase native and mature flora, including countless unique palm varietals, trees, and grass, framing this coastal haven. Bask by the heated resort-style pool, unwind in the captivating Zen garden featuring a fire pit, and unwind under the pool-side tiki hut. Possibilities for more structure exist on the large lakefront lot by separating the 2 parcels.The residence is a thoughtfully designed three-bedroom, three-bathroom home with an open floor plan and interior stairs. Key features include pristine hardwood floors, split bedrooms on the main living level, hardwood cathedral ceilings with endless bay views, a secluded master suite occupying the entire third story, and twelve-foot-wide porches. Complete with Andersen impact sliding doors, PGT impact windows, and a new metal roof. Boating enthusiasts will appreciate the convenience of a 9k boat lift on a deep water pier dock and a private boat ramp for launching skiffs, paddles, and kayaks. Quick oceanside access north and south through Adams Cut or Tavernier Creek. Immerse yourself in the epitome of coastal luxury and tranquil living at 81 Mutiny Place.

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 04-30-2025.
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