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

Total Listings 861
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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: 52
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.

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: 87
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

31 N Bounty Lane  For Sale, MLS 582758
$3,699,999
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 5,038 SqFt Days Listed: 563
-10.84% ($450,001) 2 Price Changes : Last Change 310 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Upon walking through the artist-designed custom copper front door its obvious that the finishes and features of this property were done to a gold standard. The timeless and classic travertine marble floors throughout give the homes modern architecture a luxurious feel. The breathtaking views center on the coveted Florida Bay, and sweep 180 degrees to Key West. Setting a new benchmark for luxury in bayfront real estate, 31 North Bounty Lane showcases meticulous craftsmanship. The Neff-designed kitchen, while sophisticated and functional, is equipped with high-end Thermador appliances including an induction glass cooktop, double refrigerator, wine chiller, and double oven. Other features include a glass tile backsplash, exquisite green pebble granite, and a walk-in pantry.

189  Indian Mound Trail  For Sale, MLS 580281
$3,699,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,343 SqFt Days Listed: 737
-7.41% ($296,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip

SANCTUARY BEACH HOUSE- This unique Islamorada residence is supremely located on the Florida Bay with year-round sunset views. Tranquil, natural beauty embraces the beautiful azure waters which create a breathtaking backdrop for this beach-style home. One and a half lots on the bay feature a lush tropical vegetation, great lawn, large pool and spa, sandy beach, protected deep-water boat basin with boat ramp, Jacuzzi deck and rock pond with bridge. Once you enter through one of the two electric gated entrances, you are immediately struck by the privacy and tranquility, hence the name Sanctuary. This residence affords stunning, vast panoramas of the Florida Bay. Open and enclosed patios and porches offer abundant opportunities to relax in the sun or the shade.

11  Cypress Avenue  For Sale, MLS 589054
$3,695,000
Key Haven
Key Haven 8th Add   - MM: 5.00
3 Bed, 3 Baths, 4,385 SqFt Days Listed: 139
-7.60% ($304,000) 1 Price Change : Last Change 68 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Amazing opportunity to own a double lot home on Cypress Lake. This 4,385sf coastal/modern 3 bedroom, 3 1/2 bathroom home has an open floor plan with incredible water views from almost everywhere in the house. The enormous gourmet kitchen features state of the art appliances with Allmilmo White Lacquer and Ebony Macassar cabinets with custom built in walnut drawers with lighting. Impact glass windows and doors throughout, pre-finished hardwood floors, 2 car garage with a built in storage room. The elegant floating staircase leads you upstairs to the spare bedrooms and the massive master suite with a 480 sf dressing room that is sure to impress. The custom large pool with 1x1 mosaic tiles and infinity edge spa over looks the Craig Reynolds designed tropical garden that feature

1325  Coury Drive  For Sale, MLS 586300
$3,649,000
Key Colony
Key Colony Beach   - MM: 53.50
4 Bed, 4 Baths, 3,768 SqFt Days Listed: 335
-3.97% ($150,999) 2 Price Changes : Last Change 82 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Paradise Found and ready for you to move right in. Enjoy stunning Ocean views and magnificent sunsets in this spacious waterfront home. Concrete dock offers 2 new boat lifts 40,000 lbs and 10,000 lbs, 50 amp - 220 service, and jet ski davits. Open concept floor plan with enticing views of the water. Large Master Bedroom overlooking pool and ocean. Home is offered fully furnished. ** Boat slip at The Boathouse Marina is also available, call for details.**Full list of details and upgrades available upon request.

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: 158
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.

15410  Old State Road 4A   For Sale, MLS 589992
$3,549,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 2,205 SqFt Days Listed: 91
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Excellent investment opportunity to own an oceanfront estate in the FL Keys with a transient license to rent nightly,allowing you the best opportunity to maximize income when you are not staying there!This is extremely rare in Monroe County,as most rentals are restricted to min 28 days. Nikhila Sunrise Beach is a stunning private oceanfront estate that sits on her very own secluded 310FT natural beach scattered with lots of swaying palm trees! Enjoy ultimate privacy in this newly remodeled elevated 4BR 3BA home boasting 2 master-suites,1 on the main floor & 2nd on the top floor,each with their own screened private balconies & walk in closets.The 3rd BR on the main floor is split from the master-suite allowing utmost privacy, w/access to a bathroom that also serves as guest powder room....

150  12th Street  For Sale, MLS 588296
$3,500,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 5,567 SqFt Days Listed: 190
-2.10% ($75,000) 1 Price Change : Last Change 130 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift120ft.Concr

Dreams do come true on Key Colony Bch in this exceptionally designed estate home. Welcomed with a mesmerizing 2 story foyer into the grand living room w/massive floor to ceiling windows offering delightful canal views. Thoughtfully crafted sleek kitchen w/Wolf gas range, Sub Zero & KitchenAid appliances, formal dining rm, 5 bedrooms & 2 are amazing master suites. Anglers & boaters will cherish memories you & your family will make w/120 ft concrete dock w/boat lifts to accommodate your yacht, jet skis & skiffs. Ideally located 10 mins to open ocean/gulf. Lush landscaping for privacy. Relax & entertain by your beach entry pool & spa. Garage for 4+ vehicles, outdoor kitchen, theater rm, elevator, whole house generator & game rm. No detail has been overlooked...your tropical paradise is here!

727  Washington Street  For Sale, MLS 588692
$3,500,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
4 Bed, 4 Baths, 3,855 SqFt Days Listed: 164
-16.67% ($700,000) 2 Price Changes : Last Change 76 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

SPECTACULAR PRICE REDUCTION. Luxury Homes arent everything to everyone, but everything to a select few! The uniqueness of this estate comes from the design that surrounds the courtyard, utilizing its 11,000 SF lot for the exclusive pleasure of its owners. Built in 1999, this luxury home has it all plus 2 pools, a spa, lush tropical foliage, 2 car garage, an efficiency apartment and 4 + car off-street parking. This one of a kind estate, is located in the prestigious Casa Marina neighborhood. Prepare to be amazed!

311  Elizabeth Street  For Sale, MLS 587921
$3,500,000
Key West
Old Town Unrecord   - MM: 1.00
9 Bed, 9 Baths, 3,973 SqFt Days Listed: 212
-11.39% ($450,000) 1 Price Change : Last Change 101 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Abundance in Old Town! This grand 9Bd, 5Ba historic home w/ guesthouse and pool underwent a full renovation in 2015 to create a uniquely designed floor plan offering endless possibilities. This luxury Old Town compound provides a unique investment opportunity with 2 transient & 1 non-transient rental license currently being professionally managed as a full time vacation rental business with over $375,000 of income annually. Offered turnkey furnished and in pristine condition, not a beat will be missed making this business opportunity and luxury real estate investment your own piece of Old Town Key West.

114  Coastal Drive  For Sale, MLS 590867
$3,499,000
Key Largo
Coral Coast Corrected Plat   - MM: 96.00
3 Bed, 3 Baths, 2,728 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Bella Villa Bahia . Nestled in the bay-front, gated community of Coral Coast this is a rare property. Built exclusively for this owner by renowned local builders, Garant Engineering, no expense was sparred. The attention to detail throughout the home is apparent. It is perfectly positioned in a cul-de-sac to maximize open water/sunset views. The approximately 100 feet of waterfront provide a precious sandy beach . A truly remarkable property and offering.

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: 286
-4.14% ($151,000) 1 Price Change : Last Change 129 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

97240  Overseas Highway  For Sale, MLS 590328
$3,450,000
Key Largo
Mandalay   - MM: 97.50
4 Bed, 4 Baths, 3,751 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.

This One Checks ALL the Boxes! Open Bayfront private estate property with sandy walk-in barefoot beach AND dockage with 20K lb. boat lift plus a tiki at the end! Beautiful open water views... direct sunset view... elegant ground level home so you can walk right out to the living room and kitchen into the pool... outdoor kitchen/bar and pizza oven... high-end kitchen with gas cooktop... open floor plan... separate 1/1 guest house... 3-car garage... privately gated on U.S. 1 with private electric gate and winding driveway! Plus a seaplane dock, room to land a helicopter on the beach, his/her bathrooms in the owners suite (one with spa tub, one with a sauna). This is a remarkable opportunity at this price! Ask for the 3-D walk-through tour link to virtually walk through the entire home.

1108  Venetian Boulevard  For Sale, MLS 585884
$3,445,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,696 SqFt Days Listed: 364
-13.77% ($550,000) 1 Price Change : Last Change 88 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits120f

This Venetian Shores Bay Front home offers everything for the serious boater. With 120 of concrete dock, a 60,000 # extra wide boat lift and davits for your bay boat this home can handle all your vessels. There is plenty of depth and a wide channel (88) will accommodate boats as large as 65 with easy ocean access through Snake Creek. The third floor is an open concept living room, dining room and kitchen with built in cabinets has expansive open water views. There are 3 bedrooms with fantastic views on the second floor. The master has his and her bathrooms and walk-in closets. The ground floor has two bedrooms with a Jack and Jill bathroom. There is also a storage room for all of your boating accessories. With over 12,000 sq ft this is one of the largest lots in Venetian Shores

144  Bayview Drive  For Sale, MLS 573791
$3,395,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1225
-12.93% ($504,000) 18 Price Changes : Last Change 167 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custom home is 99% complete, pool is in, landscaping is underway. This spectacular home is not to be missed if you are looking for a yachtsmans location w/over 110ft of deep water dockage w/unlimited beam on deep water Hurricane Creek. Cathedral ceilings grace this masterpiece and its 3 bedroom and 3.5 baths is complimented by custom LED lighting, drop down TV. Incredible storage, 2 garages, generous and spacious covered gathering areas. The residence boasts an extraordinary creekside covered balconies overlooking Hurricane Creek with views of the Florida Bay making this a Florida Keys Treasure. The finished work detail is to much to list. Contact agent for full details and showing appointment.

101660  Overseas Highway  For Sale, MLS 588724
$3,375,000
Key Largo
Tarpon Acres   - MM: 102.00
3 Bed, 3 Baths, 2,176 SqFt Days Listed: 162
-6.22% ($224,000) 1 Price Change : Last Change 73 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Tranquility on Tarpon Bay ~ This is a rare opportunity to own almost 4 acres on the bay with 200 feet of bay frontage and a stunning residence. Enjoy entering through your own tree lined natural drive where you are greeted at the gated entry by locally quarried coral entrance columns, custom made copper sconces and brick paver driveway. The home immediately commands a presence with the artfully designed roof overhang of synthetic shake shingles designed to enhance the home further from the high pitched concrete roof, complimentary cooper sconces on the columns, double impact entry doors and sweeping stairwell. The newly designed interior will not disappoint with the cathedral styled high ceilings, rare for a concrete roof, and a one of kind sculpted mangrove chandelier highlighted by...

62  Front Street  For Sale, MLS 587478
$3,350,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 2,486 SqFt Days Listed: 244
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...

701  8Th Street  For Sale, MLS 580294
$3,320,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
9 Bed, 9 Baths, 7,642 SqFt Days Listed: 736
-28.60% ($1,330,000) 22 Price Changes : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift230ft.Concr

Key Colony Beach waterfront gated estate. 2 Beautiful custom built homes. Main house has 5 beds, 4 baths, upper and lower living rooms, covered porches, heated pool/Spa , garage with workshop with direct access to dock area. Custom touches throughout. Attached Guest/Staff house has 2 bed, 1 bath with separate entrance . Main and guest house being offered fully furnished.Additional custom build(Ryder built) guest house has 2 beds, 3 baths, anglers room which could be converted into additional bedrooms, covered porches on canal side, garage with access to dock area. Furnished.There is 230 Ft of deep water docking with fast access to either ocean or gulf. 2 boat lifts, electric service to docking area, 50 Amp/30 Amp, 220/110 and a dedicated Spotless water system for rinsing bo

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: 51
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 05-26-2020.

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Key Largo, Florida 33070

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