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33040 Real Estate Homes For Sale - (Single Family Houses) in 33040 Zip Code

Total Listings 288
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$6,895,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,558 SqFt Days Listed: 35
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

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

$6,995,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 4,279 SqFt Days Listed: 35
-6.73% ($505,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Old Town Key West Gem - 326 Caroline St. Welcome to 326 Caroline Street, a historic estate in the heart of Old Town Key West. Located in the prestigious Truman Annex and directly across the street from the Truman Little White House, this property offers a rare blend of history, privacy, and tranquility just steps from Duval Street. Set on over 13,000 square feet of lush tropical landscaping, the estate includes a three-bedroom, three-bathroom main house and a two-story guesthouse connected by a covered deck. Enjoy hardwood floors, crown moldings, and an updated kitchen with custom cabinetry and KitchenAid appliances, top of the line Mitsubishi Central HVAC system and many other luxurious custom finishes. The property features a large garage for two vehicles, plus gated parking for two more--an exceptional find in Old Town. Originally located across the street, the main home was moved to its corner location in 1990, adding a unique historical touch.With spacious decks, sunshine on your pool and lush landscaping, this serene retreat is perfect for relaxing or entertaining. Dont miss this opportunity to own a piece of Key West paradise--schedule your private showing today!

$7,000,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 3,875 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Step into Luxury Living at Its Finest..Welcome to this magnificent custom-built home nestled within the prestigious gated community of Shark Key, one of the Florida Keys most coveted waterfront enclaves. Offering unparalleled security with 24-hour surveillance, Shark Key provides a serene and secure haven for discerning homeowners.This elegant residence spans 3,875 square feet of meticulously crafted living space and features four bedrooms that exude sophistication and style at every turn. Experience a bright, open floor plan adorned with exquisite finishes and architectural details, seamlessly blending indoor and outdoor living.Automated window treatments and a Uro-Wall that folds inviting the outdoors in, transforming the spacious living area into an extension of the lush outdoor oasis. The covered lanai is an entertainers dream, showcasing a luxurious heated infinity pool and spa with a waterfall, all overlooking the breathtaking blue waters of the Gulf of Mexico.Gourmet Chefs Kitchen..
The gourmet kitchen is a culinary masterpiece, equipped with top-of-the-line Wolf and Miele appliances. A large island with seating for four serves as the centerpiece, perfect for hosting family and friends. Adjacent to the kitchen, the dining area offers stunning open water views, while the nearby bar room features a wine EuroCave, ice drawer & refrigerator drawer, and convenient access to the lanai and pool area.Primary Suite Retreat..
Escape to the second-floor with two master suites the primary master suite, a private sanctuary with a spa-like ensuite bath, expansive walk-in closet, and a tranquil sitting area ideal for watching sunsets over the Gulf. The thoughtfully placed laundry room is conveniently nearby.Additional Features
..This home also includes parking beneath the residence and ample storage space, ensuring both functionality and convenience.

$7,000,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 5,180 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Welcome to luxury living at its finest! This custom-built Mediterranean estate 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.

$7,249,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,173 SqFt Days Listed: 83
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. Whats interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as the ultimate turnkey property. There are a total of 5 bedrooms and 4 bathrooms: 3 bedrooms and 2 bathrooms in the main house and two 1 bedroom, 1 bathroom private cottages. This expansive property includes a covered seating and dining area under the gazebo, which overlooks the resort-style heated pool and outdoor kitchen. The value of this home is not only its privacy with exotic landscaping, but its ability to generate income when you are away. Schedule your private showing of The Royal Compound to appreciate the uniqueness of this one-of-a-kind property!

$7,950,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,998 SqFt Days Listed: 330
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in the heart of Key Wests historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern elegant designs. With 5 bedrooms, 5 full baths & 2 half baths, the home spans 4,000sf on a large 12,478sf lot. The 2-story primary home contains the living room, dining room, kitchen, 2 office spaces/dens, one of which could be a bedroom if desired, 2 half baths on the living level & a spectacular 2nd floor primary suite with office/ laundry & an enormous outside covered deck for private lounging. Thoughtful renovations include a stunning glass wall that opens between the outdoor dining pavilion & the top of the line kitchen w/ functional pass-through windows from the kitchen to the pool area. Reclaimed hardwood floors & tall ceilings ensure a perfect balance of historical character & contemporary functionality. The substantial living area, accented by natural light, offers a warm & inviting atmosphere & the gorgeous central pool w/ a water feature creates a stunning outdoor oasis & is perfect for entertaining. Surrounding the pool & outdoor dining pavilion are 2 phenomenal guest houses, housing a total of 4BD/4BA plus a full 1,512sf attic w/ staircase that is built for storage. Lots of off-street parking is offered along w/ a carport & small garage. Everything is new, from the hard wood floors & bathrooms to the salt generated heated pool & generator. This property is a rare offering that combines historical significance, luxurious living & an unbeatable location in one of Key Wests most coveted neighborhoods. Located in the X flood zone just 2 blocks from both Duval St. & the Historic Seaport, it is walkable to all the wonderful restaurants, galleries & shops.

$7,999,000
Key West
Old Town Unrecord   - MM: 1.00
11 Bed, 11 Baths, 4,295 SqFt Days Listed: 234
-5.89% ($501,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson House is Located centrally on Key Wests most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom Mansion and a 4 bedroom Villa. Each home offering a private pool.The mansion was refitted by a local designer in July 2022, including fresh paint and new furniture. Upon entering the mansion you will be greeted with 12 foot soaring ceilings, 2 first floor guest rooms with bath, parlor, living room, dining room and kitchen. The kitchen opens up to a private pool with decking and lounge chairs. A large family style outdoor table is provided for dining al fresco. Heading back inside you will take the Victorian staircase to the second floor. On the second floor you will find 4 bedrooms with en suite baths. The front primary suite offers a private balcony overlooking Simonton Street. A secondary balcony is provided for the rear primary suite overlooking the pool. Take the spiral staircase to the third floor and you will discover a large third floor private suite. Bright and airy the suite provides a living room, wet bar and balcony overlooking the pool. All three floors can also be accessed by exterior and interior staircases. Going back into the parking area, you will take a side entrance to the villa. The villa was renovated to the studs in 2014 with modern and sleek finishes. The villa offers 4 bedrooms and 4 baths, full kitchen, living room, private pool and outdoor bar. The 2 transient licenses give versatility for the property to be rented as an 11 bedroom and 11 bath estate or rented separately as a 7br main house and 4br villa. There are few large estates in Key West, which gives way to its popularity and advance bookings.

$18,500,000
Key West
Filer Boyle Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,008 SqFt Days Listed: 200
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Discover the epitome of unique luxury in the Florida Keys with the REAL Southernmost House of the Continental United States of America, a property that perfectly blends history, elegance, and an unrivaled location. Positioned adjacent to the iconic Southernmost Point buoy, where the Atlantic Ocean meets the Gulf of Mexico, this concrete 4,008-square-foot home stands as a landmark at the southernmost edge of the Continental United States on a large 17,000 sq. ft. lot. This exceptional property is the beloved home of renowned and honored American Artist, SEWARD JOHNSON and his wife. Johnson is famous for his life size figurative sculptures which are exhibited in public spaces locally (Marilyn Monroe at our Tropic Cinema) and internationally. This multi-family designated home boasts five bedrooms and five and a half bathrooms. Enjoy the charm and elegance of a historic home with modern amenities. As you enter through the front door into a formal living room, you are transported back to the Hemingway era. The formal living room opens up to a Florida room with tropical vibes, and glass sliding doors lead to the pool area. The home also features sealed coral stone flooring. From the living room, an elevator leads to the upstairs primary bedroom and two guest bedrooms, surrounded by a large balcony with endless vistas over the property and the Atlantic Ocean.Enjoy swimming in a beautiful large 50 x 20 ft. pool and the spacious outdoor lounging area with Ocean breezes. Bird watching will be your new favorite pastime. With its unique location, this property offers unparalleled ocean views and proximity to all of Key Wests vibrant attractions. Southernmost Beach is on the on the same block, with its sandy beach and restaurant. The property is equipped with a coveted transient license, allowing for nightly rentals, making it a prime investment opportunity for vacation rentals or a lavish private residence. THE Southernmost House is a rare gem in the heart of Key West.

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 01-22-2025.
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