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

Total Listings 249
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$9,900,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 4
  • MLS ID 119330
    Sq Ft: 3,804
  • Community: New Town Unrecord Days on Market: 174
  • Waterfront: Yes - Waterview: Canal Front
  • Side of Island: Median Dockage: Davits

Presenting an exclusive waterfront estate in Key West with superior Moorish inspired design. Expansive ornamental grounds afford unparalleled indoor/outdoor living and entertainment possibilities. The home was designed and handcrafted to reflect the best of Moorish style and built using state-of-the-art luxurious materials, conveniences and appliances. A beautifully intricate dome crowns the formal living area. Chefs kitchen with breakfast area, master bedroom and bath, three bedrooms, two and one half baths, and separate staffs quarters with kitchen. A mangrove canal, lawns, abundant flora, waterfalls, fountains, pool, private beach, and outdoor kitchen envelop this most exotic of estates, a short hop from Old Town Key West.

$9,600,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 116814
    Sq Ft: 10,822
  • Community: Old Town Unrecord Days on Market: 723
  • Waterfront: No
  • Side of Island: Median Dockage: None

This home now relisted at a reduced price. It is a once in a lifetime opportunity. For the first time in three decades the historic Lowe Mansion is being offered for sale. This majestic property stands alone in its beauty,historical significance,and 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 the highest point on the island, Solares Hill. The property includes the main house,private guest or caretakers house,large studio,conservatories,and numerous other structures.Qualified individuals are welcome to request additional information, or arrange for a showing.

$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: 90
  • 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: 63
  • 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.

$3,750,000 - 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: 1019
  • 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: 260
  • 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: 216
  • 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.

$3,495,000 - Key West, FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 2
  • MLS ID 118781
    Sq Ft: 2,177
  • Community: Benj Alburys Subdivision Dia Days on Market: 268
  • 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.

$3,299,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 117372
    Sq Ft: 3,300
  • Community: Old Town Unrecord Days on Market: 593
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

Luxurious Home. Located in the Exclusive Truman Annex situated on Admirals Ln. Transient License for short term rental income is included.Impressive rental income history. This Huge 3 Story 5 Bedroom 4 Bath home is accented by hardwood floors,an open floor plan and beautiful finishes. 2 Car detached Garage. Old Key West charming architecture with several balconies and covered porches allow you to enjoy the tropical breezes and entertain your guests. Lounge in your spacious pool and unwind. Walking distance to both Atlantic and the Gulf as well as numerous surrounding restaurants, galleries and night life. Island living with Class.

$2,995,000 - Key West, FL

  • Beds: 5 Baths: 3
    Type: Single Family Home - MM: 1
  • MLS ID 119219
    Sq Ft: 4,500
  • Community: W C Maloney Diagram Days on Market: 190
  • Waterfront: No
  • Side of Island: Median Dockage: None

Quality craftsmanship defines this exquisite historical home in the Meadows. Original doors, windows and chandeliers blend seamlessly with modern materials. Flooring is 12 heart of pine. The kitchen is appointed with handcrafted cabinets, granite countertops, Bosch appliances and Viking gas range. On the second floor are two charming bedrooms with shared bath plus the master suite with large walk in closet. The master bath boasts a walk in shower and clawfoot tub. The third floor contains an office and fourth bedroom. Detached cottage with living area, kitchenette, bedroom and bath with outdoor shower. Gazebo with outdoor kitchen is perfect for entertaining while enjoying the spa and large pool with grotto waterfall. X Flood Zone.

$2,975,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 119120
    Sq Ft: 3,404
  • Community: Old Town Unlisted Days on Market: 205
  • Waterfront: No
  • Side of Island: Median Dockage: None

Exquisitely restored & renovated, this captivating Old Town home on a rare large lot is truly perfect & in mint condition. Enjoy a fabulous great room w/soaring ceilings & a new Heart of Pine wall that completely opens up to pool & lush private gardens. Totaling 4 bdrms/4.5 baths including 2 guest houses. Since these owners purchased this compound they have done nothing but refine every detail of this fabulous property. Upgrades include a generator, privacy wall & gate, sprinkler system, pool retiled & refinished, day kitchen in pool house, & off st pkg for 2, hurricane shutters, security, sound & camera system throughout, new doors, landscaping, window treatments & much more!

$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: 186
  • 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...

$2,600,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 0
  • MLS ID 119753
    Sq Ft: 2,457
  • Community: Webb Realty Co Subdivision Days on Market: 90
  • Waterfront: No
  • Side of Island: Median Dockage: None

NOTHING LIKE THIS Located in the coveted Casa Marina District, this property spreads over 27,000 sq ft. It includes a 2057 sq ft home (2/2)w/ l0 ft ceilings, a 399 sq ft cottage (1/1) and a 3 car garage on a 13,500 sq ft lot. In addition, there are 2 vacant buildable lots (City Approved). The lots are roughly 6,300 and 7,200 sq ft. Already surveyed. Build 2 more houses, leave it like it is, tennis court, large pool w/ surrounding gardens,putting green or... 2 recent parcels that sold in the Casa Marina District have been permitted for demolition. The 2 sales sold for $495,000 and $1,300,000 or $114 and $173 per sq ft respectfully. The lot sizes were 4,322 and 7,500 sq ft respectfully. Using a conservative (See additional in Agent Remarks)

$2,600,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 0
  • MLS ID 119581
    Sq Ft: 1,840
  • Community: Gulfrest Park #2 Days on Market: 126
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Subtropical Modernist Architecture. Preconstruction offering for an upscale home to be built at the corner of White and Newton Streets. This thoughtfully designed home has high end finishes throughout with a spacious open living area and 3 bedrooms, 3.5 baths. The home has two light filled structures separated by a courtyard with pool, covered dining, outdoor kitchen, fireplace and projection cinema. The main living area and master suite are on one side while the 2 guest rooms are in the other. Storage has been carefully designed to maximize space and create a place for everything. There are outdoor spaces, off-street parking for 2 cars, native landscaping and evening lighting. Minimalist modern style with careful attention to every detail.

$2,600,000 - Key West, FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 3
  • MLS ID 119586
    Sq Ft: 2,973
  • Community: Benj Alburys Subdivisiond Days on Market: 126
  • Waterfront: Yes - Waterview: Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: Assigned Dock,Boat Slip

Old Town Waterfront with 55 Boat Slip! This 2,973 sq. ft. home on Eisenhower Drive is in an exclusive private waterfront neighborhood. The home features a 2 car garage, private elevator, huge master suite, over sized guest rooms, high ceilings, state of the art kitchen, spacious dining area, and a third floor bedroom/library/game room. The yards feature a pool and landscaping foliage designed with water conservation in mind. This is Key West living not only at its best but as never before. This residence has a transient license.

$2,595,000 - Key West, FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 1
  • MLS ID 119670
    Sq Ft: 2,860
  • Community: Webb Realty Co Subdivision Days on Market: 107
  • Waterfront: No
  • Side of Island: Median Dockage: None

Tropical modern Mid-Century residence in the Casa Marina.Enter into a large foyer and a 65 ft. great room, high gloss porcelain tiles and a state of the art kitchen opening to the pool and gardens through the L shaped wall of glass sliders. The kitchen features a 16ft quartzite island that stretches across 4 of the 7 glass sliding doors. Espresso cabinets host Bosch 800 series appliances, 2 built-in ovens and a Thermador built-in refrigerator. Inset into the island is the microwave draw, flat surface cooktop, and combination beverage and wine cooler. There are 3.5 baths that are truly outstanding. Each bedroom is abundant in space and closets with sliding glass doors to the gardens surrounded by privacy fencing.

$2,400,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Multi-units - MM: 0
  • MLS ID 118917
    Sq Ft: 3,912
  • Community: Old Town Unlisted Days on Market: 246
  • Waterfront: No
  • Side of Island: Median Dockage: None

A most UNIQUE & exquisite mixed-use historic property in the very heart of the upscale Old Town Key West commercial district, steps from Duval. First floor retail space with EXCELLENT visibility; Tranquil & charming 3 bedroom/2 bath residential unit on 2nd & 3rd floors of main house; lovely pool cottage w/private patio & hot tub with TRANSIENT license. Fine, detailed craftsmanship & Dade County Pine throughout. The options are numerous: Rent the retail and cottage to pay your mortgage and live in the fab upstairs apt; OR, run your own gallery or business on the 1st floor, live upstairs and rent the pool cottage; OR rent the entire property and watch your investment appreciate. Some furnishings included. This property literally has it all!

$2,395,000 - Key West, FL

  • Beds: 5 Baths: 6
    Type: Single Family Home - MM: 0
  • MLS ID 119371
    Sq Ft: 5,644
  • Community: Benj Alburys Subdivisiond Days on Market: 163
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

This estate is a fine example of the Victorian Queen Anne style of architecture, built in the late 1800s and restored in 1993. Wide expansive porches wrap around the mansion, overlooking a beautiful pool and mature tropical gardens. The 4,148 sq. ft. main house has large central hallways on both floors, original eight foot pocket doors, soaring 15 foot ceilings, separate dining and living rooms as well as a large library with handcrafted bookcases, three bedrooms and three baths. The guest house, formerly the carriage house, has 1,496 sq. ft. consisting of a two bedroom, two bath guest apartment, personal gym and poolside Florida room with bath. A garage, workshop and gated parking round out the picture. Built by C. B. Pendleton in 1885.

$2,375,000 - Key West, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 2
  • MLS ID 118084
    Sq Ft: 2,907
  • Community: Webb Realty Co Subdivision Days on Market: 433
  • Waterfront: No
  • Side of Island: Median Dockage: None

Featured in Architectural Digest, this spectacular home was renovated and designed 2 years ago. A well deserved face lift contemporized the structure while being sensitive to the islands historic aesthetic. An open floor plan, the house has 3 bedrooms ( the master is irresistible with a private roof-top deck), 3 luxury bathrooms and a voluminous great room. Impact glass doors and windows, high end finishes, a kitchen with an Aga gas range, Sub Zero refrigeration, and handsome stone countertops. A built in bar, with wine refrigerator, an entertainment center with speakers throughout, and a glorious garden and pool area with cabana and Ipe decking. At the far end of the pool is an office/work out space. Off street covered parking.

$2,300,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 3
  • MLS ID 118663
    Sq Ft: 3,529
  • Community: Benj Alburys Subdivisiond Days on Market: 300
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Assigned Dock,Boat Slip

Old Town Waterfront with 55 Boat Slip! This 3,529 sq. ft. home on Eisenhower Drive is in an exclusive private waterfront neighborhood. The home features a huge master suite, over sized bedrooms, high ceilings, state of the art kitchen, spacious dining area, den and a third floor bedroom/library/game room. The yards feature a pool and landscaping foliage designed with water conservation in mind. This is Key West living not only at its best but as never before. Transient license is available for this residence.

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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 07-29-2014.