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

Total Listings 207
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14  Sunset Key Drive  For Sale, MLS 589017
$6,200,000
Key West
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 3,302 SqFt Days Listed: 185
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

707  South Street  For Sale, MLS 591382
$5,995,000
Key West
Investment Co Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,214 SqFt Days Listed: 16
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

On an island filled with unique and special homes, this masterpiece stands out from the crowd. Fabulous gardens & meticulous craftsmanship envelop an owner in the most perfectly serene of environments. Everywhere one looks, anything one touches, perfection is sure to be the result. A rare and sprawling 14,351sf parcel of Casa Marina Area land topped with a historic home once used as a set on James Bonds License to Kill, 5BR/5.5BAs including a full guest house. Everything has been rebuilt & appeals to even the keenest eye. The guest cottage was totally rebuilt to mirror the main homes distinct styling with new floors, kitchen & bath. Large wrap-around covered verandas & a second floor balcony properly exploit the amazingly private and peaceful outdoor setting. Impact windows &

328  Whitehead Street  For Sale, MLS 590200
$5,899,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 2,759 SqFt Days Listed: 122
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This exclusive private compound with a transient license is the Crown Jewel of Truman Annex. Incredible Outdoor living space. One of only 3 properties with a Whitehead St. address & rear access from Admirals Lane. Formerly the Coast Guard Commanders Quarters. One of the largest lots in the Annex at 14,410 sf. There are two buildings; The main home is two story 3 bedrooms, 2 bathrooms & one half bath down. Wood floors & high ceilings up and down, large open kitchen with Wolf and SubZero Appliances. Every room up & down, front & back open to unbelievable 1,527 sf. of outdoor covered porches. Plus a two story 2bd/1.5 bath guesthouse connected by catwalk. Guesthouse has large outdoor pool bar with Miele appliances. Large heated pool, outdoor shower and private spa. Covered parking for 3-4 car

13  Sunset Key Drive  For Sale, MLS 587108
$5,800,000
Sunset Key
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,480 SqFt Days Listed: 319
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Centered on idyllic Crescent Beach on world famous Sunset Key Island, the location of this four-bedroom, three-and-a-half bathroom home is the best of the best. The tastefully done interior features crown moldings throughout. Abundant windows and French doors with transoms bring in ample natural light and provide beach and water views. An additional office completes the homes spacious living areas. From the backyard, get a front row seat for the jaw-dropping Key West sunsets and relax around the beachfront pool. Come see this incredible home priced at an equally incredible value.

724  Eaton Street  For Sale, MLS 590422
$4,985,000
Key West
Old Town Unrecord   - MM: 1.00
7 Bed, 7 Baths, 5,881 SqFt Days Listed: 104
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Located on the Southernmost tropical island in the US with average winter highs of 75 and average summer highs of 88, the Curry-Freeman House, circa 1865, is one of the oldest private residences in the Florida Keys. Custom-built by a prosperous seafaring merchant and ship-builder, the mansion was constructed by Old World craftsmen using only the finest materials available at a time when Key West flourished as one of the richest cities in the country. Since inception, the home has been a center of political and social prominence. Many family members have been and remain recognized pillars of the community, serving as elected public officials and hosts of countless political, civic and cultural affairs. the stately structure has withstood the test of time.

618  Free School Lane  For Sale, MLS 591209
$4,900,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 3,006 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

TRANSIENT LICENSE AND LUXURIOUS Furnishings NOW INCLUDED in price. Perfect KW location at the end of a charming lane in Center of Old Town with off-street parking for multiple cars. Formerly Nancys Secret Garden. Designer Dream home built with unmatched architectural details thru out. Enter the 14 entry foyer, flanked by expansive living room and huge formal dining room with 12 ceilings. Italian Marble FPL, zoned heat/cooling, marble and terrazzo floors, all en-suite bedrooms, Imported bathroom fixtures, on -demand hot water heaters, enormous walk-in closet, double shower plus outdoor shower, and gorgeous walled sunken pool with water feature. Professionally landscaped oversized lot. Built like a fortress of concrete and impact resistant doors and windows. Seller is a Florida realtor.

326  Caroline Street  For Sale, MLS 586608
$4,795,000
Key West
Old Town Unrecord   - MM: 0.00
5 Bed, 5 Baths, 4,279 SqFt Days Listed: 354
-3.13% ($155,000) 1 Price Change : Last Change 136 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Amazing opportunity-available for the first time in over a decade. This magnificent estate enjoys over 13,000 square feet of tropical landscaping, including a three bedroom, three bathroom main house and full 2 story guesthouse with a connecting covered deck. The large garage provides enough space for two vehicles and plenty of storage. There is additional room inside the automatic gated parking area for 2 more vehicles. The main home was originally located across the street and was moved to its current corner location back in 1990. Enjoy hardwood floors, crown moldings, a fully updated kitchen, luxurious bedrooms,baths and more.

0 & 2  Go Lane  For Sale, MLS 591588
$4,698,000
Key West
Vista Delmar Amd Plt   - MM: 4.00
6 Bed, 6 Baths, 4,562 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Fixed BridgeConcrete

Amazing opportunity in Key West for a grand waterfront estate on a quiet cul-de-sac. 2 Go Lane offers a modern elevated 2 bedroom/1 bath home with huge screened in porch for dining al fresco with water views. 0 Go Lane is an exquisite residence and an entertainers dream with over 3700 square feet of living space plus a beautiful canal front courtyard. The kitchen is a chefs dream with stainless appliances including a Le Corneau stove, ample cabinet space, stunning custom island and a wine nook. The upper level offers 3 bedrooms with balconies and 2 baths. Main level master suite is a must see! The property has a 45 x 55 pool, waterfall, and grill area. 2 Go lane has an enclosed three car garage which would be a great addition to the covered parking at 0 Go Lane.

1100  Flagler Avenue  For Sale, MLS 591476
$4,600,000
Key West
Martello Towers   - MM: 1.00
5 Bed, 5 Baths, 3,522 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This stunning Mid Century modern home is in the coveted Casa Marina area of Key West. Step inside the property to find tropical gardens created by renowned landscape architect Raymond Jungles which provide a calming backdrop for this home with views from every room. This well known distinctive home was featured in Architectural Digest(10/16) and remains an unparalleled property. The main house has three bedrooms plus a living room, dining room and kitchen that open to the outdoors. The master suite has a private garden and outdoor shower with cascading orchids. The 45 foot pool separates the main home from the two bedroom guest house. Patios and covered loggias provide spaces for outdoor entertaining and relaxing. This 15,336 sq.ft. oasis is gated and walled for privacy.

22  Hilton Haven Road  For Sale, MLS 580606
$4,400,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
5 Bed, 5 Baths, 5,898 SqFt Days Listed: 757
-19.93% ($1,095,000) 2 Price Changes : Last Change 332 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift105ft.Concr

Wondrous waterfront estate only a few minutes from downtown Key West. Capturing the relaxed grandeur of a bygone era, this sprawling home features water views from almost every room in the house. Facing South with views from East to West, the main house was restored in 1995 with walls rebuilt in concrete to include Pella windows & Anderson glass pocket doors to complete the indoor/outdoor living dream. When entering the home through the huge hand made art pieces that comprise the front door you immediately see through to the fantastic central courtyard with pool and entertainment areas along with the open water beyond....

3726  Sunrise Lane  For Sale, MLS 591020
$4,100,000
Key West
Vista Del Mar   - MM: 4.00
5 Bed, 5 Baths, 4,353 SqFt Days Listed: 43
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled between two canals proudly placed on Key Wests most exclusive & private Sunrise Lane. On an extraordinary 17,600 SF lot, elegant & manicured, this amazing multi-level home has 4 or 5 bedrooms & 4 1/2 baths spanning 4,353 SF of living space. The stunning resort pool & surrounding terrace offers 2 waterfalls framed by mature lush vegetation and an atmosphere saturated with privacy. Enjoy serene views of the water from within your fortress sanctuary. The primary level plays host to a stately gathering room w/ fireplace, gourmet outfitted kitchen w/ high end appliances, including integrated Miele espresso machine, huge family room & finally 2 bedrooms / 2.5 Baths opening to a magnificent heated pool. Impact glass windows & doors, granite counters, Onyx, marble & re-claimed pine floors

727  Washington Street  For Sale, MLS 591415
$3,999,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
4 Bed, 4 Baths, 3,855 SqFt Days Listed: 14
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Luxury Homes arent everything to everyone, but everything to a select few!This One of a Kind Estate is topical living at its finest. Its uniqueness comes from the design of a home that surrounds the courtyard, offering its owners an expansive private area and utilizing its eleven thousand square foot lot for the exclusive pleasure of its owners. Built in 1999, a main home and a group of cottages surround the huge private courtyard that offers 3 pools, a spa, lush tropical foliage, attached 2 car garage with efficiency apartment above, a whole house generator plus off-street parking for 4+ cars. Prepare to be amazed.

313  William Street  For Sale, MLS 589738
$3,850,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,993 SqFt Days Listed: 149
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautiful, magnificent, just a couple of words used to describe the award winning George A. T. Roberts house, a circa 1900 historic home. Totaling 4BD/4.5BA, including the pool house & guest cottage, its been restored with an easy elegance. A classic Queen Anne beauty, it is one of the special ones & sits on a huge 9,573sf double lot in the heart of the Old Town Historic Seaport District. Upon entering the grand foyer you will find the staircase, open living room, Bay windows, dining room & den/library all with high ceilings and Dade County pine throughout. Enjoy a spacious and updated gourmet kitchen, perfectly placed and opening onto a glorious outdoor covered porch that spans 34 X 16 (across the entire width of the home) with ample seating areas and views

58  Front Street  For Sale, MLS 589735
$3,799,000
Key West
Old Town Unlisted   - MM: 1.00
6 Bed, 6 Baths, 3,920 SqFt Days Listed: 149
-13.64% ($600,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

HUGE $600,000 PRICE REDUCTION! Conch Casa Grande is the largest home in Truman Annex, with 4636 sq ft of living space. With 11 foot ceilings and detailed woodwork, this grand home captures the essence of another era. Just off the front hall is the first of six bedrooms. There are four bedrooms on the 2nd floor, and a 6th bedroom on the 3rd floor. All six bedrooms have en suite bathrooms. This home has a TRUMAN ANNEX SPECIAL TRANSIENT LICENSE, which has generated as much as $216,000 a year in gross annual income. This year, gross income is already at $160,000 through the summer, even with no bookings from March 22 to May 31 due to Covid19.It is a condition of entering into a sales contract that the Buyer separately purchase from Seller the furniture and art work presently on the premise

  Go Lane  For Sale, MLS 591587
$3,799,000
Key West
Vista Delmar Amd Plt   - MM: 4.00
4 Bed, 4 Baths, 3,777 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Fixed BridgeConcrete

Exquisite new waterfront home in Key West with pool on a double lot! This residence is an entertainers dream with over 3700 square feet of living space plus a beautiful canal front courtyard, 45 x 55 pool, waterfall,and grill area. This timeless floor plan offers a main level master and elevator to all levels. The kitchen is a chefs dream with stainless appliances including a Le Corneau stove, ample cabinet space, stunning custom island and a wine nook. The upper level offers 3 bedrooms with balconies and 2 baths. Main level master offers double vanity, soaking tub, seamless glass shower, and a huge walk-in closet. This private gated estate is just minutes from Old Town and offer easy boating access. Features: designer chandeliers, sprinkler system, impact windows & more!

1214  Olivia Street  For Sale, MLS 590058
$3,700,000
Key West
W C Maloney Diagram   - MM: 2.00
5 Bed, 5 Baths, 4,152 SqFt Days Listed: 131
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Steeped in history and class, this grand mansion is elegant and simply breathtaking! This 4,152 square foot home boasting 5 bedrooms sits on a 11,209 square foot landscape that ensures privacy on all sides! Filled with some of the most beautiful light seen in any Key West home, this home feels so good. From the beautiful all white kitchen, soft living area, large dining room and reading area, one never feels at a loss for someplace to go. The wine connoisseur will marvel at the 1000 bottle climate controlled wine cellar, perfect for a home that begs to have large dinner parties. The extra wide IPE back porch captures the breezes and has so much seating area. There is a large pool and Jacuzzi that is surrounded by old Key West curbstones. Add on a gazebo for outdoor grilling and fun

66  Front Street  For Sale, MLS 590493
$3,700,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 2,932 SqFt Days Listed: 96
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Lushly landscaped oasis with 3 story, detached single family home w/ classic Key West architectural design in the Truman Annex, including the special Truman Annex transient license. Enjoy your own heated pool w/ waterfall. The first level is an open design including kitchen, dining, living area, powder room; and, just off the dining, a den thats easily converted to additional sleeping quarters. The 2nd level has laundry and 2 main suites sharing a spacious deck overlooking the pool. The 3rd floor has 2, dormered bedrooms w/ shared bath. Up just one more set of stairs is a widow walk w/ glorious vistas of Old Town & sunset over the Gulf. Wood floors throughout, impact glass windows & doors, and pool house w/ powder room & outdoor shower abutting a two-car garage with electric gate.

708  White Street  For Sale, MLS 588804
$3,595,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 4,548 SqFt Days Listed: 202
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Magnificent, recently built home (2005) in the heart of Old Town with all the luxury features you have been dreaming of. With over 4,000 sq. ft on a 6,654 sq. ft. lot this 5 bedroom (or 4 bedroom and den), 5 bath masterpiece has a soaring 24 foot ceiling in the great room, Brazilian Cherry floors, Tray ceilings, two living rooms, Anderson impact windows, plantation shutters throughout, and a laundry room on each floor. All of the bedrooms have baths en-suite and balconies, with a master bedroom on each floor. Outdoors is your private sanctuary with IPE tropical decking, landscape lighting, sprinkler system, large, newly resurfaced pool and spa, and covered parking. This is a very rare combination of location, square footage, and newer construction. Offered partially furnished.

901  Casa Marina Court  For Sale, MLS 586986
$3,499,000
Key West
Martello Towers   - MM: 1.00
5 Bed, 5 Baths, 3,524 SqFt Days Listed: 330
-4.14% ($151,000) 1 Price Change : Last Change 174 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Sophisticated & stunning Casa Marina home situated on an impeccably manicured corner parcel. Hidden from the street by a high wall, this graceful 5 BD/5.5 Ba home caters to the ultimate in comfort. Glass doors are off virtually every room to covered patios overlooking pristine gardens with meandering paths leading to a huge resort size heated & chilled pool. Beautifully appointed with a fabulous open kitchen with pass through to a spacious outdoor dining/ living room & wet bar. Incredible living space with family room, living room, dining room, covered porches both front and back & an elegant master suite.. Enjoy the convenience of a garage as well as a 2nd floor bedroom w/ rare water views of the Atlantic. This most elegant & private retreat sits on a huge15,541 SF lot, lushly

4  Go Lane  For Sale, MLS 590508
$3,320,000
Key West
Vista Delmar Amd Plt   - MM: 4.00
5 Bed, 5 Baths, 3,100 SqFt Days Listed: 95
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Key west living at its finest. Spectacular waterfront property where the Gulf of Mexico meets the Atlantic Ocean. Jump on your boat, go under the bridge and make a right turn to the Atlantic ocean or a left turn into the Gulf of Mexico. Spacious 10,000 sq.ft. lot with beautiful gardens. This 5bd 5ba home is the perfect escape from the real world. Schedule your personal tour today.

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 07-09-2020.

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