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

Total Listings 861
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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: 310
-3.13% ($155,000) 1 Price Change : Last Change 91 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.

88547  Old Highway  For Sale, MLS 576121
$4,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 1060
+4.65% ($200,000) 6 Price Changes : Last Change 590 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits400f

Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for income potential. Call today!

112 & 116  Buena Vista Court  For Sale, MLS 590270
$4,499,999
Lower Matecumbe
Port Antigua   - MM: 74.50
6 Bed, 6 Baths, 5,370 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift153ft.Concr

Never before on the market! This magnificent Port Antigua home on a double lot provides approximately 153 linear ft. of dockage. Enjoy beautiful bay views from this custom built Port Antigua pool home which is being sold fully furnished including the golf cart! Bring your toothbrush and start making family memories in this move-in ready home which was built to exacting standards. The commercial-grade, elegant 4-stop elevator takes you from the ground level to the rooftop deck which has a propane fire pit and and seating to enjoy fabulous sunsets. The 3rd floor features an open concept living, dining and kitchen with bay views as well as the master bedroom with his and hers separate full baths. Each floor has an on demand water heater, A/C , washer and dryer. The second floor has another

16750  Old State Road 4A   For Sale, MLS 589844
$4,499,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
6 Bed, 6 Baths, 5,208 SqFt Days Listed: 100
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

Arriving to your stunning 5,200 sq. ft. Oceanfront Estate you will be greeted by majestic gates opening to a professionally landscaped 2.5 acre property boasting an 8 Slip Boat Basin with 16,000 lb Lift and a designer Lagoon-Style Pool. Once here you will enjoy world-class fishing and diving within eyesight from your back yard. After a day on the water sip cocktails at the poolside Tiki or watch beautiful wildlife from the sand Beach. The colossal Great Room looks out to the ocean and features wood floors and an open Kitchen with stainless appliances plus a Dining Room that also boasts fantastic ocean views. More picture perfect views of the ocean, pool and gardens are seen from the grand Porch. Guest are accommodated in the private 3 BR Guest Suite

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: 713
-19.93% ($1,095,000) 2 Price Changes : Last Change 287 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....

58  Front Street  For Sale, MLS 589735
$4,399,000
Key West
Old Town Unlisted   - MM: 1.00
6 Bed, 6 Baths, 3,920 SqFt Days Listed: 105
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

17024 W Green Turtle Lane  For Sale, MLS 590241
$4,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 3,014 SqFt Days Listed: 76
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

One of a Kind Open water & canal front estate located on a quiet street, just 12 miles east of Key West. Relax on the porches or pool patio, enjoy breath taking views & perfect sunsets over-looking uninhabited islands. Recent renovation compliments the original exposed timber & beam 12-20 ceilings. The elegant main house sits on open water & canal featuring two ensuite bedrooms, a half bath & loft area. Wet bars in the living room and loft for entertaining. The gourmet kitchen features quartz counter tops, custom cabinets, and Viking appliances for the finickiest chef. This property includes a detached guest house/office with incredible bay views, additional guest quarters, detached air conditioned two car garage with storage loft, stone walkways, AC workshop/game room..

95551  Overseas Highway  For Sale, MLS 589328
$4,250,000
Key Largo
Lime Grove Estates   - MM: 96.00
5 Bed, 5 Baths, 8,308 SqFt Days Listed: 126
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Sailfish Estate is settled on two magnificently secluded oceanfront acres offering full views of a private lagoon and the Atlantic Ocean with deep water dockage. This five-bedroom home is sophisticated and inviting with open sunlit drenched living areas and Brazilian cherry hardwood floors throughout. Ideal for the home cook, this estate features a chefs kitchen with Thermador dual gas/electric, Subzero refrigerator, Bosch dishwasher, and wet bar with wine cooler and ice maker. The second level offers separate guest quarters with two-bedrooms that are attached by a covered breezeway. Old Chicago Brick walkways, pool and spa, 4 car garage and a grand foyer entrance add to Sailfish Estates island charm.

234  Corsair Road  For Sale, MLS 588775
$4,200,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 5,497 SqFt Days Listed: 159
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp3

One of the most prestigious waterfront estate homes on Duck Key! A rare palatial home built on 1 acre w/ open water views & wraparound 300 foot concrete seawall connecting to two decorative Venetian-style bridges. The privacy wall, gated entrance & brick driveway accent this masterpiece in a lush tropical setting. The 5,497 sq ft home featuring 4 Bed 4.5 Bath is designed in a perfect mix of Modern, Old World and Coastal elegance with soft hues of cream, sand and blues. Automatic opening blinds and drapes, an elevator & dumb waiter are just a few of the luxury features. Almost every room in this comfortable home has spectacular open water views with all kinds of living space perfect for entertaining inside and out. The swimming pool terrace and upstairs balcony are unparalleled.

30680  Winifred Street  For Sale, MLS 588433
$3,999,000
Big Pine Key
Wickfield Acres   - MM: 30.00
3 Bed, 3 Baths, 2,660 SqFt Days Listed: 181
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift400ft

Ultimate Privacy is yours from this resort style property, hidden from US 1, in the heart of a Nature Preserve is this incredible 3.5-acre gated estate. The original 1962 home has been restored to a standard that has preserved a perfect balance of the classic elements and added all the beautiful modern amenities you could dream of. This fully automated, smart home offers 2660 sq. ft living with 3 on suite guest suites, additional half bath, private infinity pool, chefs kitchen, garage and marina that provides safe dockage for several boats. The marina is currently configured with a 17k boatlift and a 2-bunk jet ski lift. Over 350 trees have been planted on the property creating a tropical oasis, private beach with hammocks & fire pit.Tour: https://my.matterport.com/show/?m=XDcekBP2KsZ

240  Costa Bravo Drive  For Sale, MLS 589104
$3,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 4,134 SqFt Days Listed: 137
-13.06% ($600,000) 2 Price Changes : Last Change 74 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.

Celebrate sunset views EVERY night from this beachfront Port Antigua home which also has dockage across Costa Bravo Dr. on the protected canal. The main living level boasts an open floor plan and vaulted ceilings, 3 bedrooms, 3 baths plus an office! The kitchen is open to the living and dining areas so that you can enjoy views of the bay while preparing the days catch and features a large cooking island with ample seating, Stainless steel GE Profile and Jenn-Air appliances. Enjoy bay views from the living area where 12 ft. sliding glass doors pocket out of sight and open to a spacious covered porch. Everything tastes better when you are enjoying bay views from the dining area. Another set of 12 ft. sliding glass doors in the dining area pocket to let the outside in. In addition.....

103  Anchor Drive  For Sale, MLS 586854
$3,985,000
Key Largo
Anchor Drive Subdivisiond   - MM: 905.00
3 Bed, 3 Baths, 2,911 SqFt Days Listed: 294
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned DockConcret

820  Shelter Bay Drive  For Sale, MLS 590891
$3,850,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 5,175 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,DavitsConc

Fantastic deep water dockage & gorgeous views of Shelter Bay at this half acre open water point estate in Key Colony Beach. The 4 Bedroom 5 Bath plus Office, Loft & Sunroom home was custom built & designed and boasts 5,175 sq. ft. with soaring ceilings & lots of glass to enjoy the views. Days are enjoyed lounging by the Bayfront Pool complete w/spa & pool side cabana Bath. Lots of room for all of your toys with 232 of seawall including finger pier, lift & davits plus a 9 car garage with tackle room for all of your gear. Well equipped with elevator and whole house generator. Key Colony Beach is a fantastic coastal community offering a gorgeous beach, beach club, golf, tennis, restaurants and shops all within walking distance.

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: 105
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

298  South Drive  For Sale, MLS 581391
$3,800,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
4 Bed, 4 Baths, 3,938 SqFt Days Listed: 659
-23.85% ($1,190,000) 5 Price Changes : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift38ft.

This Islamorada Gem is located in a very private ocean front enclave. The open living/dining area over looks the ocean with 20 ceilings through floor to ceiling windows. Both master suites open to ocean view terraces. A luxurious den with 50 flat screen Apple TV is a quiet retreat. All levels are serviced by elevator. Situated on a gated 1/2 acre lushly landscaped lot with paver drive and two car garage, this home is one of only 4 in the enclave. The 38 protected dock has 20K LB lift in the HOA marina. The new marina park is newly landscaped. Concrete pool and spa has new equipment. A fully equipped poolside bar has new appliances including stainless grill, refrigerator and Ice maker. Quality construction with West Indies design. Offered furnished.

116  Buena Vista Court  For Sale, MLS 590197
$3,795,000
Lower Matecumbe
Port Antigua   - MM: 74.50
6 Bed, 6 Baths, 5,370 SqFt Days Listed: 79
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift77ft.Concre

Never before on the market. Enjoy beautiful bay views from this custom built Port Antigua pool home which is being sold fully furnished including the golf cart! Bring your toothbrush and start making family memories in this move-in ready home which was built to exacting standards. The commercial-grade, elegant 4-stop elevator takes you from the ground level to the rooftop deck which has a propane fire pit and and seating to enjoy fabulous sunsets. The 3rd floor features an open concept living, dining and kitchen with bay views as well as the master bedroom with his and hers separate full baths. Each floor has an on demand water heater, A/C , washer and dryer. The second floor has another living area with bay views, wet bar and under counter refrigerator, 3 guest bedrooms with en-suite

77001  Overseas Highway  For Sale, MLS 588012
$3,750,000
Lower Matecumbe
Mat Ocean Bay   - MM: 77.00
6 Bed, 6 Baths, 4,696 SqFt Days Listed: 208
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampRip Rap

Tucked away on two exquisite oceanfront acres with sandy beach is this perfect island retreat. Lush tropical gardens with tall coconut palms cocoon the 5 bedroom, 5 1/2 bath 4700SF residence plus separate poolside guest quarters. A welcoming foyer opens to a showcase stairway which leads to the top floor master suite with private oceanfront balcony and spacious master bath with double walk-in closets.The open living area with endless ocean views boasts fine finishes such as tiled custom bar, polished porcelain tile floors, and soothing colors reflecting the casual Keys life style. The gorgeous kitchen features a granite-topped island with high quality appliances, a pantry and laundry room. Wrap-around porches offer lazy ocean gazing over the sandy beach to the sparkling Atlantic...

552  Ocean Cay   For Sale, MLS 589898
$3,729,000
Key Largo
Port Largo   - MM: 100.00
4 Bed, 4 Baths, 3,442 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits100f

The Jewel of Ocean Cay. This magnificent 4 bedroom, 3 bath retreat awaits for you in the Upper Keys premier ocean-front, gated community. As you enter the foyer, you are greeted with the warm and spaciousness of this recently renovated open concept home. Complete with a wet bar downstairs, the entertainment stage is set with a pool and fantastic ocean views. The Master Suite fills the top floor with its own sitting area, walk-in closets, ensuite and dedicated laundry space. With one of the widest deep-water canals in the Upper Keys, the 100ft of dockage has both a boat lift and davits for all your watercraft. This is truly a one-of-a-kind property.

708  Eaton Street  For Sale, MLS 589737
$3,700,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 3,306 SqFt Days Listed: 105
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 5 Bedroom 3.5 bath 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,

974  Flagship Drive  For Sale, MLS 575049
$3,700,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 4,250 SqFt Days Listed: 1149
+15.63% ($500,000) 1 Price Change : Last Change 865 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat SlipConcrete

Stunning watercolor views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall that wraps around the property, including the boat basin with two boat lifts. Relax in large pool with over-spill hot tub & a big patio area for entertaining that drinks in the Ocean view. Interior elegance abounds: wood cabinetry, granite, marble, stainless appliances and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs TV and game room has a lovely deck that faces the Ocean, where you can see for miles.

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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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

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