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

Total Listings 159
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$6,295,000
Key West
Sunrise Shores   - MM: 4.00
7 Bed, 7 Baths, 7,055 SqFt Days Listed: 79
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other DockageConcret

Key West living on a grand scale, with 2 waterfront homes sharing nearly 200 of frontage on the Riviera Canal, private parking that accommodates 7-8 vehicles, and new interior / exterior updates (2019/2020). Waterfront pool and jacuzzi, 3 waterside docks, new underwater fishing lights, new landscaping a shared nursery space and joined decking connect both homes. A custom-built outdoor gym, sprawling covered veranda, boatlift, and an expansive shared privacy wall with 4-remote controlled entry gates round off just a few of the new outdoor amenities.The 2-story manor (4BR/4.5 BA) features a chefs kitchen with both Subzero and Wolf appliances, and a foldable impact glass wall completely opens your home to the outdoors. Custom furnishings and Brazilian cherry wood flooring throughout and

$6,200,000
Key West
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 3,302 SqFt Days Listed: 265
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

$5,995,000
Key West
Investment Co Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,214 SqFt Days Listed: 96
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 &

$5,800,000
Sunset Key
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,480 SqFt Days Listed: 399
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.

$5,250,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 2,759 SqFt Days Listed: 202
-11.00% ($649,000) 1 Price Change : Last Change 58 Days Ago
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

$4,600,000
Key West
Martello Towers   - MM: 1.00
5 Bed, 5 Baths, 3,522 SqFt Days Listed: 90
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.

$4,398,900
Key West
Vista Delmar Amd Plt   - MM: 4.00
6 Bed, 6 Baths, 4,562 SqFt Days Listed: 83
-6.37% ($299,100) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Fixed BridgeConcrete

Grand waterfront estate on a quiet cul-de-sac. 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 an elevator, 45 x 55 pool, waterfall, and grill area. 2 Go Lane offers a modern elevated 2 bedroom/1 bath home with huge screened in porch for dining al fresco with water views. 2 Go lane has an enclosed three car garage which would be a great addition to the covered parking at 0 Go Lane.

$4,090,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 3,006 SqFt Days Listed: 109
-16.53% ($810,000) 3 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$3,999,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
4 Bed, 4 Baths, 3,855 SqFt Days Listed: 94
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 2 pools, a spa, koi pond, 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.

$3,950,000
Key West
Vista Del Mar   - MM: 4.00
5 Bed, 5 Baths, 4,353 SqFt Days Listed: 123
-3.66% ($150,000) 1 Price Change : Last Change 5 Days Ago
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

$3,850,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,993 SqFt Days Listed: 229
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

$3,799,000
Key West
Old Town Unlisted   - MM: 1.00
6 Bed, 6 Baths, 3,920 SqFt Days Listed: 229
-13.64% ($600,000) 1 Price Change : Last Change 87 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

$3,700,000
Key West
W C Maloney Diagram   - MM: 2.00
5 Bed, 5 Baths, 4,152 SqFt Days Listed: 211
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

$3,700,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 3,306 SqFt Days Listed: 229
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This is a one of a kind house, currently owned by legendary Dale Earnhardt Jr. The property is in the heart of Old Town and is steeped in a rich and mysterious history, complete with a secret hidden hatch door to observe people in the parlor. This five-bedroom, three and a half bathroom home was built in 1863 during the Civil War era, and it retains most of its original architecture that was lovingly maintained. It has one of the deepest and largest pools in Key West, reportedly being about 13 to 14 feet deep. A gate from the second-floor porch opens allowing daring (or crazy) individuals to jump off the second floor into the pool. The Kitchen was artfully designed by Earnhardt to resemble the inside of a pirate ship including a large ships wheel at the end of the bar.

$3,499,900
Key West
Vista Delmar Amd Plt   - MM: 4.00
4 Bed, 4 Baths, 3,777 SqFt Days Listed: 83
-7.87% ($299,100) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Fixed BridgeConcrete

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

$3,499,000
Key West
Martello Towers   - MM: 1.00
5 Bed, 5 Baths, 3,146 SqFt Days Listed: 42
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 5BD/5.5BA 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 with rare water views of the Atlantic. This most elegant & private retreat sits on a huge 15,541 SF lot, lushly landscaped

$3,499,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 4,548 SqFt Days Listed: 282
-2.67% ($96,000) 1 Price Change : Last Change 24 Days Ago
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.

$3,350,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 2,486 SqFt Days Listed: 54
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Incredible opportunity to own both a delightful single family home in the coveted Truman Annex gated community AND a Four Bedroom Transiently Licensed Turn Key Luxury Vacation Rental Investment Home, fully outfitted to the highest standard and projected to achieve rental income in excess of $200,000 in the first calendar year of active rental. Collect the revenue of an exceptional vacation home with a special transient license, with the benefit of visiting and enjoying your beautifully classic yet unique Eyebrow home in the heart of Old Town - complete with sunny private pool, covered deck, and magnificently landscaped grounds featuring waterfalls of orchids spilling from a gorgeous Gumbo Limbo tree. Previously a full time residence...

$3,350,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,116 SqFt Days Listed: 43
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Truly one of a kind home on exclusive Noah Lane in Truman Annex is not to be missed. Three bedroom 3 bath home featuring an amazing 1000 sf of Epe covered porches (3) with recessed lighting and fans. Impact doors & windows, whole house generator, spectacular remote controlled gas fireplace with reclaimed 1906 NYC Subway tile, Crown Point furniture grade custom cabinetry & Dacor high end kitchen appliances, Quarter sawn 4 plank floors & staircases, custom window treatments, The master bath has Pratt & Larson tiles, steam shower, Perrin & Rowe fixtures, guest bath has a Jacuzzi tub, Widows Walk with water views,Salt Water Pool with water wall feature, brick patio, lush landscaping, covered carport & so so much more. Just steps from Duval St. & Mallory Sq. Truman Annex Transient License

$3,295,000
Key West
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 2,870 SqFt Days Listed: 228
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Location location location! Property situated on a corner lot with mixed-use commercial zoning, room for eight bedrooms and seven baths. Current licenses (including six transients) and flexible floor plan allow for many uses including guesthouse, boutique hotel, deluxe office space, single-family home or possibly a restaurant.. Built during the Lincoln Era, architectural details include wrap around porches, hardwood floors, and Old World craftsmanship. There is a heated swimming pool, off-street parking, and just a block walk to world famous Duval Street. Please make an appointment today to visit this amazing property and explore for yourself the many possibilities. No limits!

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 09-27-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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