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

Total Listings 303
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$12,500,000 - Key West, FL

  • Beds: 5 Baths: 5
    Type: Single Family Home - MM: 0
  • MLS ID 120731
    Sq Ft: 17,500
  • Community: Old Town Unlisted Days on Market: 88
  • Waterfront: No
  • Side of Island: Median Dockage: None

Historic Harris School plus 6 lots and 5 ROGO units for sale. 2 story Indian Block structure built as one of the first schools in Florida. Situated on a 2 acre lot in the center of Old Town in the Solares Hill area. 3 blocks to Duval St., 5 blocks to Historic Seaport District. This unique offering does not occur in Key West often. Original classrooms boast 14 ft. ceilings (both floors). Grand staircases, lots of wood on interior of building. HNC-2 Zoning allows for residential, multi-family, offices, light commercial use, group homes, medical facilities and more. There are 7 lots (6 along Carstens Lane) with 5 ROGO units. Possible private compound use or just single family construction. Will finance with 30% down & market rates

$9,600,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 121099
    Sq Ft: 10,822
  • Community: Old Town Unrecord Days on Market: 28
  • Waterfront: No
  • Side of Island: Median Dockage: None

The Lowe Mansion has been relisted. It is a once in a lifetime opportunity. This home has not been offered for sale in over three decades. This majestic property stands alone in its beauty,historical significance,and quality of renovation. The privacy of this property is unparalleled. It sits on one of the largest parcels of land in Old Town amidst a magnificent tropical garden atop Solaris Hill, the highest point on the island. The estate includes the main house,private guest or caretakers house,large studio,conservatories,and numerous other structures. This opportunity is for those who desire the finest. Qualified individuals please request additional information on the home, and discuss scheduling of showings.

$5,749,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 0
  • MLS ID 119748
    Sq Ft: 3,416
  • Community: Sunset Key Days on Market: 309
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

Located on the prestigious private island of Sunset Key, just 5 minutes from Key West, by launch, sits a custom built ocean front 3,416 sq.ft. compound. In the main house, on the first level you are awed by incredible views of the Atlantic. Features include dramatically high coffered ceilings, custom moldings, wood flooring, and spacious open living areas. A second floor master suite includes a sitting room, spa-sized bath, and dressing room. A pergola connects the guest cottage with the main house accented by lush tropical landscaping, free form pool, water feature and spa. The private two story guest house includes 2 bedrooms and 2 baths with the same attention to detail. Beach, spa, gym and a gourmet restaurant are there for you.

$5,500,000 - Key West, FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 0
  • MLS ID 119858
    Sq Ft: 2,987
  • Community: Sunset Key Days on Market: 282
  • Waterfront: Yes - Waterview: Gulf Front,Oceanfront,Open Water
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock,Other Dockage

Recently listed waterfront residence on world famous Sunset Key. This waterfront beach house makes for the perfect island getaway. Located directly on the Beach with an unbelievable view of the open ocean and surrounding keys. This residence has three bedrooms with two and a half baths. The downstairs master bedroom has doors leading out to the pool area and the beach. Imagine living on your own secluded island, but being only three minutes from historic downtown Key West accessible only by an island ferry which runs 24 hours a day. On Sunset Key Island, there are no cars and no parking problems, only quiet island living with plenty of beaches, tennis courts, and resort amenities. Come see this incredible beachfront residence.

$5,300,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 0
  • MLS ID 120759
    Sq Ft: 2,804
  • Community: Sunset Key Days on Market: 65
  • Waterfront: Yes - Waterview: Gulf Front,Oceanfront,Open Water
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock,Other Dockage

Unbelievable three bedroom Waterfront residence on an oversized lot. Incredible views of Key West Harbor from the private waterfront pool and open balcony. Attention to detail was not overlooked in the construction of this private island residence. Sip your favorite beverage while watching the tall ships sail past on their way to their Sunset Celebration cruises or Swim in the refreshing clear blue waters from any of the three beaches within walking distance to this home. Tennis Courts, a Gourmet Restaurant, and many more features give homeowners and their guests a remarkable living experience. City utilities and services, island ferry running 24 hours a day, and other conveniences make this place a modern island paradise

$5,000,000 - Key West, FL

  • Beds: 11 Baths: 5
    Type: - MM: 0
  • MLS ID 110775
    Sq Ft: 5,210
  • Community: Old Town Unlisted Days on Market: 2135
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

Financing Avail. Private gated compound located (2) blks from center of Duval St. One of the largest residential parcels in Old Town Key West. Corner property w/ 210 of frontage along Thomas/ Angela Sts.(5) existing residential rental units, approved plans & permit to build a new (2) story, 6th residence on corner. (6) water/ sewer/ solid waste accts. Heated pool w/ Jacuzzi, sundeck, BBQ, heated Jacuzzi, laundry, mature native trees, palms, orchids, irrigation system, ground lighting, exterior sound system, ADT security system, 24 hr. CCTV system, brick walkways. Compound setting has great potential for a private estate, retreat, vacation rentals, condo conversion, or interval ownership. Owner will consider trades - 1031 or other.

$4,850,000 - Key West, FL

  • Beds: 5 Baths: 5
    Type: Single Family Home - MM: 0
  • MLS ID 120791
    Sq Ft: 4,333
  • Community: Old Town Unlisted Days on Market: 81
  • Waterfront: No
  • Side of Island: Median Dockage: None

Historic Truman Annex Naval Officers home, circa 1906, featuring 5 bedrooms each with its own ensuite bathroom. Classic front double porches grace the facade of this home, one of the most grandiose in Old Town Key West. Home has been extensively restored to feature a chefs kitchen, formal sitting room, spacious dining area, media room, and guest cottage with large indoor/ outdoor living room not included in living square footage. Master suite boasts a sun-filled sitting room that serves as its entrance. Spacious guest rooms and closets throughout. Over 1000 sq. ft. covered decks and porches. Property has off-street parking via the gated access of Truman annex, yet offers an entrance off Whitehead Street for easy walking access.

$4,500,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 120683
    Sq Ft: 3,274
  • Community: Old Town Unlisted Days on Market: 102
  • Waterfront: No
  • Side of Island: Median Dockage: None

Enter the lush front garden of this one-of-a-kind estate & follow the winding brick path to the large, covered, front porch. The generous foyer opens to an office, 2 large guestrooms, a grand living room & an unforgettable veranda. The spectacular master suite & living room overlook the sparkling pool through walls of glass. The kitchen opens to the living room & veranda. The separate garage & guesthouse are as beautifully designed as the main residence. The resort style pool & patio offer an outdoor shower & are surrounded by tropical plantings for privacy. This large estate encompasses 2 parcels with the garage & guest house entry off Villa Mill Alley.

$4,495,000 - Key West, FL

  • Beds: 5 Baths: 5
    Type: Single Family Home - MM: 0
  • MLS ID 120415
    Sq Ft: 5,585
  • Community: Old Town Unlisted Days on Market: 156
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Incomparable recently renovated home on an estate sized lot in the heart of the historic district. The secluded home is sleek and modern with a large open floor plan including a showplace kitchen, a lavish master suite, three guest bedrooms with gorgeous ensuite bathrooms, large artist studio, multiple covered porches and spectacular outdoor living area with built-in kitchen. The expansive gardens are beautifully landscaped with meandering paths and one of the largest residential pools in Key West. This well designed private Old Town oasis embraces the indoor/outdoor Key West lifestyle with walls of sliding glass doors and lots of windows.

$3,850,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 2
  • MLS ID 115471
    Sq Ft: 3,259
  • Community: Sunshine Subdivision Plat 1 Days on Market: 1238
  • Waterfront: No
  • Side of Island: Median Dockage: None

This splendid tropical estate rests on 25013 square feet of land and extends from White Street right through to Sirugo Avenue. The completely renovated elevated residence has ocean views from the cupola and rooftop deck and a dramatic vista across the pool and lawn to the spectacular waterfall. In addition to the luxurious poolside master suite and two guest bedrooms with en suite baths, there is a charming study in the tower and a very efficient office overlooking the pool. This home was featured in the Oct. 01 issue of Architectural Digest. There is a whole-house generator and a hurricane protection system. For additional money, an adjoining property of two units having a total of 3 bedrooms,3 baths and a pool may also be purchased.

$3,700,000 - Key West (Shark Key) , FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 11
  • MLS ID 118845
    Sq Ft: 6,228
  • Community: Shark Key Days on Market: 479
  • Waterfront: Yes - Waterview: Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: None

Perfection awaits you in this elegant 5 bedroom/4.5 bath Shark Key Estate. Situated on almost an acre lot, the breathtaking waterfront views will impress. This home features a grand entrance foyer, an open and spacious living room with a beautiful fireplace, a formal dining room, soaring 13 ceilings, an impressive gourmet professional kitchen, elevator and extensive attention to detail throughout. The Garage boasts parking for 10 cars with 2 car lifts and an elevator to all levels. The Large Master Bedroom is located on the main level. Matching guest suites are located on the second level with their own sitting room and mini bar. Luxury pool and patio with built-in fountain create unparalleled entertainment possibilities.

$3,600,000 - Key West (Key Haven) , FL

  • Beds: 5 Baths: 3
    Type: Single Family Home - MM: 5
  • MLS ID 119062
    Sq Ft: 4,184
  • Community: Key Haven 10th Add Days on Market: 435
  • Waterfront: Yes - Waterview: Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: None

Ensconce yourself in the classic, elegant luxury of this remarkable Gulf front home. Nestled on a private road at the end of Key Haven, this stunning open water home built w/impeccable craftsmanship & peerless attention to detail features high ceilings, oversized crown moldings & baseboards, custom painted recessed metal tile ceilings, 8ft doors, elevator, RV garage, electronical controlled lighting, top of the line Viking & Sub Zero appliances & much more. 5BR/3.5BA, office, study, dressing room, custom wet bar & even a chandelier that can be lowered w/the push of a button! Lounge on your porch where the sunrise views will take your breath away! Planted w/native landscaping for ease, impact glass for simplicity & generator for convenience.

$3,450,000 - Key West (Shark Key) , FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 11
  • MLS ID 118992
    Sq Ft: 5,375
  • Community: Shark Key Days on Market: 446
  • Waterfront: Yes - Waterview: Bay Front,Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: Other Dockage

Magnificent Custom Built Shark Key Estate on one of the largest lots on Shark Key located on a beautiful point with water on two sides & water deep enough for boat access. Four bedrooms three and one half bath designed by Dennis Bebe with a panoramic views of the sunsets. Superior master craftsmanship, elevator off the garage to all floors, the large master suite & bath, private office & storage is dedicated to the second story with over 1500 Sq. Ft., walk in closets, wet bar and private porch. Located on the first floor is Spectacular one-of-a-kind kitchen, dining, three bedroom guest wing each with private baths and porches. Beautiful Orchid House and room for a pool. Shark Key is a mandatory homeowners association.

$3,195,000 - Key West, FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 2
  • MLS ID 120680
    Sq Ft: 2,177
  • Community: Benj Alburys Subdivision Dia Days on Market: 102
  • Waterfront: No
  • Side of Island: Median Dockage: None

A RARE JEWEL. Built in 1929 this four bedroom four and one half bath home has been meticulously renovated and restored by the current owners. Natural Dade County Pine interiors in beautiful condition, a gourmet kitchen that fits right into the architecture, separate living and dining rooms, an office plus a climate controlled wine room. Theres a separate and beautiful guest cottage with outdoor shower. The large loggia has views of the house, heated pool with water feature and the stunning stands of extraordinary palms and landscaped gardens that complete this amazing setting. Covered carport with storage and electric gates. All in impeccable condition and structurally re-engineered to withstand the elements for another 100 years.

$2,875,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 120751
    Sq Ft: 3,000
  • Community: Webb Realty Co Subdivision Days on Market: 87
  • Waterfront: No
  • Side of Island: Median Dockage: None

A masterpiece of Modern custom design located on a corner lot in the Casa Marina. The living and dining rooms are framed by glass doors that fold open and bring the outside inside, creating a venue for entertaining with a well equipped kitchen that is any chefs delight. The lavish master suite pampers you at every turn with a large sitting area, custom walk-in closet and bath area which is enhanced by a freestanding oval tub. There are 3 en suite guest bedrooms, one with a private deck. The residence has been meticulously landscaped, with state of the art lighting, reflecting pool, Zen garden and rare tropical plants. There is a large rectangular swimming pool, accented by a multi-colored mosaic waterfall. Air-conditioned garage.

$2,850,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 0
  • MLS ID 120837
    Sq Ft: 1,984
  • Community: Sunset Key Days on Market: 63
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock

Beautifully finished three bedroom Residence on Sunset Key Island. 3 Bed homes are rarely available on Sunset Key. No expense was spared with elegant marble floors, granite countertops, exotic hardwood floors upstairs, balconies off every room, and incredible views of the famous Key West sunset over the open ocean. Talk about a touch of real paradise! Access to the island by 24/7 ferry service makes this a truly unique destination.

$2,800,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 0
  • MLS ID 120866
    Sq Ft: 1,984
  • Community: Sunset Key Days on Market: 59
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock

Have You Ever Dreamed Of Living On Your Own Private Island? Spectacular 3 bedroom, 3 bath residence on Sunset Key Island located in the center of Key West Harbor. Access by 24/7 ferry service makes living on Sunset Key the most unique living experience in the Florida Keys. Enjoy the Gourmet restaurant, Spa, Fitness Center, three Beaches within walking distance, Deep Water Boat docks for homeowners, Tennis Courts, Boating and Water access to both the Atlantic and Gulf of Mexico, and much more. This is like having your own Four Star Resort, with a convenient International Airport only minutes away. Give us a call now for more information.

$2,795,000 - Key West, FL

  • Beds: 7 Baths: 5
    Type: Single Family Home - MM: 3
  • MLS ID 119240
    Sq Ft: 5,412
  • Community: Riviera Shores Days on Market: 405
  • Waterfront: Yes - Waterview: Canal Front
  • Side of Island: Ocean Dockage: Boat Lift Other

Superbly restored & renovated w/fine craftsmanship & sophisticated finishes, this 7BD/5.1BA gracious family home is impeccably built. The moment you enter the walled waterfront estate you will feel its timeless beauty. A grand sweeping staircase, fireplace & walls of impact glass enhance this sun filled home. 5,412sf of living space includes 3BD/2BA guesthouse, media room & enormous Florida room. Lounge by one of the largest home pools on the island accented w/a custom built spa & outside bar area or on your large 2nd floor patio-deck. Seawall, boat lift, double garage, 2 carports, even one for your RV & boat, all built w/attention to detail...new plumbing, new electric, new A/C...The understated ultimate statement...

$2,750,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 118757
    Sq Ft: 3,536
  • Community: Old Town Unrecord Days on Market: 497
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

A Historic Masterpiece, come revel in this homage to the art filled mansions of long ago. In the heart of Old Town w/5BR/4.5BA, incl. 1BR/1BA guest cottage, relax by one of the largest pools in Key West or indulge your creative side in the detached studio/office. Massive greatroom & flowing design make entertaining a delight. Master BR has soaring ceilings & a pair of his/her closets bigger than most Manhattan apartments! Access to Bakers Ln via an electronic locked gate, Dynasty & SubZero appliances, storage for over 3000 bottles of wine, 25KW gen., video security system, off-st parking for 8 SMART cars, 18ft above sea level, even a well to water the extensive grounds! This is one of the rare properties that can truly say it has it all!

$2,750,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 1
  • MLS ID 120727
    Sq Ft: 2,457
  • Community: Webb Realty Co Subdivision Days on Market: 93
  • Waterfront: No
  • Side of Island: Median Dockage: None

Located in the coveted Casa Marina District, this property encompasses over 27,000 square feet. The spacious, one level main home features two bedrooms and two baths. The one bedroom and one bath guest cottage sits adjacent to the three car garage. There are six wells on the property which currently irrigate the property. In addition, there are two vacant buildable lots; one with approximately 6,300 sf and the other 7,200 sf. There are so many possibilities for this property.

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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 03-05-2015.