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

Total Listings 290
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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: 12
  • 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

$9,900,000 - 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: 317
  • 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: 866
  • 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: 233
  • 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: 206
  • 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.

$5,275,000 - 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: 5
  • 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.

$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: 2059
  • 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.

$4,595,000 - Key West, FL

  • Beds: 6 Baths: 5
    Type: Single Family Home - MM: 0
  • MLS ID 120697
    Sq Ft: 5,595
  • Community: Old Town Unrecord Days on Market: 18
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

In 1881, during the days in which Key West flourished as the wealthiest city in America, George Curry, son of Floridas first millionaire, began construction of this Victorian mansion in the heart of historic Old Town. Today, in 2014, this magnificent jewel retains all her grandeur. No creature comfort is overlooked. There are a total of six bedrooms and seven baths. The original carriage houses and servant quarters serve as three guest bedrooms en-suite with private covered living area pool side. The state of the art kitchen is everything a gourmet chef could possibly desire. Imagine dinning poolside on the elegant porch surrounded by lush gardens and basking in the opulent beauty of this restored mansion. Call for your private showing.

$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: 26
  • Waterfront: No
  • Side of Island: Median Dockage: None

Enter the lush front garden & follow the winding brick path to the large, covered, front porch. This one-of-a-kind Key West estate comes furnished with interiors by Alexander Baer (list of exclusions to buyer). 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: 80
  • 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.

$3,950,000 - 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: 1162
  • 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: 403
  • 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: 359
  • 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: 370
  • 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: 141
  • 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.

$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: 26
  • 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.

$2,995,000 - 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: 333
  • 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: 348
  • 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!

$2,950,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 2
  • MLS ID 118757
    Sq Ft: 3,536
  • Community: Old Town Unrecord Days on Market: 421
  • 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!

$2,875,000 - 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: 11
  • 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.

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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 12-19-2014.