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

Total Listings 172
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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: 261
  • 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: 810
  • 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: 177
  • 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: 150
  • 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.

$3,950,000 - 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: 1106
  • 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: 347
  • 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: 303
  • 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.

$3,599,000 - 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: 314
  • 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.

$3,349,000 - Key West, FL

  • Beds: 5 Baths: 5
    Type: Single Family Home - MM: 0
  • MLS ID 120175
    Sq Ft: 3,200
  • Community: Old Town Unrecord Days on Market: 85
  • Waterfront: No
  • Side of Island: Ocean Dockage: None

Casa Del Mar is a custom built home within the Truman Annex at the edge of Old Town Key West and the Truman Waterfront. Waterviews of the ocean and the famed sunsets are found from the den off of the master bedroom on the second floor and from the widows walk. The home sits on a lot and a half which provides room for the four parking spaces (two covered in carport) and separate guest house & bath. The home has deep balconies front and back and the lagoon style pool features a large waterfall. Inside the living area flows to the pool with a formal dining room, den, and full bath on the first floor. The master & two guest bedrooms are on the second with an additional bed/bath on the third. One owner is FL Realtor. See addtl fees.

$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: 277
  • 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: 292
  • 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: 273
  • 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: 4 Baths: 3
    Type: Single Family Home - MM: 3
  • MLS ID 119586
    Sq Ft: 2,973
  • Community: Benj Alburys Subdivisiond Days on Market: 213
  • 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: 194
  • 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.

$2,500,000 - 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: 177
  • 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)

$2,400,000 - 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: 333
  • 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. Options: Rent the retail and cottage to pay your mortgage and live in the beautiful 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 outstanding property = LOCATION!

$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: 520
  • 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.

$2,295,000 - Key West (Shark Key) , FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 11
  • MLS ID 114213
    Sq Ft: 4,000
  • Community: Shark Key Days on Market: 1373
  • Waterfront: Yes - Waterview: Bay Front,Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: None

REDUCED $200,000.! Shark Key Custom Built Waterfront Estate was designed for the most discriminating buyer looking for quality & luxury. This home offers 4000 square feet with 3 Bd/3.5Ba, for the ultimate in 1 floor living. The Kitchen is a chefs dream granite countertops, stainless steel appliances & large walk in pantry, Floor to ceiling windows in the living area with gorgeous views of the Gulf of Mexico. The Master suite overlooks the open water with entry to the porch area, huge master bath and walk in closet. All custom baths and fine fixtures through out, Copper Roof. Amenities include inland swimming lagoon & beach, two tennis courts, club house for your enjoyment. Shark Key HOA is a mandatory association.

$2,295,000 - Key West, FL

  • Beds: 6 Baths: 5
    Type: Single Family Home - MM: 1
  • MLS ID 117674
    Sq Ft: 4,712
  • Community: Old Town Unlisted Days on Market: 624
  • Waterfront: No
  • Side of Island: Median Dockage: None

Classic 1800s Old Town property which is a combination of the Henry Lowe House and the Samuel Kemp House, built in 1840. This 5 bedroom / 4.5 bath 3 story home with 1 bedroom / 1 bathroom guest cottage has all the amenities youre looking for! This historic home offers a spacious living area with large open kitchen which is great for entertaining. Additional features include large porches throughout, high ceilings, Dade County Pine, hardwood flooring, large covered deck, fantastic pool & hot tub & off-street parking. Converted cistern as wine cellar. There is also a 60,000 watt generator so youre never in the dark. On the National Registry of Historic Places.

$2,175,000 - Key West, FL

  • Beds: 5 Baths: 5
    Type: Single Family Home - MM: 1
  • MLS ID 118727
    Sq Ft: 3,489
  • Community: Tropical Subdivision Days on Market: 372
  • Waterfront: No
  • Side of Island: Median Dockage: None

Three Story Exquisite 5bd/5.5bath home in Old Town Key West. Recently built with Old World Chefs Kitchen, custom cabinetry, large open living room with many French doors and tons of light. Travertine Stone floors and Brazilian cherry wood floors throughout the house, Brazilian cherry wood custom staircase. Incredible master suite with lots of closets. Three covered porches with mature gardens and towering Royal Palm Trees. Quiet peaceful area with great sunrise and sunset sky views from all the porches. Park like setting in the Heart of Old Town. Separate carpark building. Property is located in an X-Zone. Owner/Agent is a Licensed Real Estate Agent.

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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 10-24-2014.