Upper Keys Homes For Sale

Florida Keys Luxury Real Estate, Florida Keys Luxury Homes For Sale, Florida Keys (FL)

Browse luxury homes and houses, ultra luxury single family waterfront homes for sale in the FLA Keys. Your source for the most exclusive properties with the hottest luxury real estate to hit the market, properties updated daily.

(803) PROPERTIES

MLS# 547695
$17,000,000
1 Walker's Island Unit 1 CONCH KEY, FL 33050
12 Beds 12.3 Baths
Single Family - MLS#: 547695
Community: Conch Key homes
SECLUDED ISLAND LIVING! Situated on one of the Keys' most private & pristine islands, this 62.9(2.9 upland) acre property offers three spectacular bail style residences, a grand main residence and two… luxury homes for sale

MLS# 547695

MLS# 546172
$12,900,000
1150 Bulevar De Palmas MARATHON, FL 33050
8 Beds 10.3 Baths Square Ft: 11674
Single Family - MLS#: 546172
Community: Waloriss Sub homes
Stunning estate property in prestigious Sombrero Beach. Designed & built by award winning D'Asign Source. This home has been featured in Fla Arch, Miami Design & won a platinum award for Builders overall… luxury homes for sale

MLS# 546172

MLS# 546204
$8,450,000
88839 Old Highway ISLAMORADA, FL 33036
11 Beds 13 Baths Square Ft: 3640
Single Family - MLS#: 546204
Community: Pearl City homes
PEAL CITY - Home where well-known author, HERBERT ZIM, did all of his writing. This 7.94 acre oceanfront estate is sited on desired Millionaire's Row. Five homes on 6.78 acres upland plus 1.16 acres bay-bottom,… luxury homes for sale

MLS# 546204

MLS# 546646
$7,900,000
97360 Overseas KEY LARGO, FL 33037
20 Beds 20.2 Baths Square Ft: 23036
Single Family - MLS#: 546646
Community: Mandalay homes
Spectacular Bay Front Compound secluded behind a gated entrance and 2.38 acres that stretch from highway to the Bay. This extraordinary residential compound features 10 bedrooms and 10 baths in each of… luxury homes for sale

MLS# 546646

MLS# 550240
$7,495,000
601 Old State CUDJOE KEY, FL 33042
4 Beds 4.2 Baths Square Ft: 7541
Single Family - MLS#: 550240
Community: Sugarloaf Townsite homes
Remarkable 9 acre open water Sugarloaf Estate. Exquisite 4 BR, 4 BA + 2 half main home boasts, 15 ft. ceilings, marble & cherry floors, dramatic mahogany staircase, formal dining , library & study w/wet… luxury homes for sale

MLS# 550240

MLS# 550960
$6,500,000
170 Sapodilla ISLAMORADA, FL 33036
3 Beds 3.1 Baths Square Ft: 4900
Single Family - MLS#: 550960
Community: Mat Sandy Bch homes
STUNNING BAYFRONT ESTATE OFFERING OVER 500 FEET OF WATERFRONT. LOCATED ON PRIVATE POINT AT THE END OF SAPODILLA DRIVE, GATED ESTATE WITH EXPANSIVE LIVING AREA, INFINITY POOL/SPA, TWO 2 CAR GARAGES, EXTENSIVE… luxury homes for sale

MLS# 550960

MLS# 546605
$6,200,000
76041 Overseas ISLAMORADA, FL 33036
7 Beds 6 Baths Square Ft: 3260
Single Family - MLS#: 546605
Community: Mat Ocean Bay homes
La Playa Estate - Seller will consider offers to divide - Main Residence with 200 ft. of waterfront to include dockage and channel for $3,900,000. Cottage with 150 ft. of waterfront and sandy beach for… luxury homes for sale

MLS# 546605

MLS# 543579
$5,995,000
89301 Old State ISLAMORADA, FL 33036
7 Beds 5.1 Baths Square Ft: 4952
Single Family - MLS#: 543579
Community: Misc Plantation Key homes
Bali-High! Price Reduction-1 Million. Owner's are motivated!!The perfect setting for an idyllic island lifestyle in the Florida Keys. This 7 bedroom/5.5 bath home is located on approximately 4 acres of… luxury homes for sale

MLS# 543579

MLS# 546585
$5,950,000
57478 Overseas Hwy MARATHON, FL 33050
4 Beds 3 Baths Square Ft: 2928
Single Family - MLS#: 546585
Community: Crains Sub homes
Property Description:5.55 acres, plus white sandy beach OCEAN FRONT. This property is already divided into 6 lots with 6 rogo exempt residential building rights & approx. 22,000 sq ft of commercial building… luxury homes for sale

MLS# 546585

MLS# 548794
$5,950,000
121 Coco Plum MARATHON, FL 33050
5 Beds 4.1 Baths Square Ft: 5800
Single Family - MLS#: 548794
Community: Misc Coco Plum homes
Asking price is for the completed home. D'Asign Source has all information regarding finishes and fixtures - OR - finish to your style for a limited time. The home is currently under construction. THIS… luxury homes for sale

MLS# 548794

MLS# 549574
$5,900,000
85261 Old ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 1839
Single Family - MLS#: 549574
Community: Misc Windley Key homes
HUGE OCEANFRONT PARCEL IN ISLAMORADA offering a deep water basin...rare for oceanfront! 200' on the ocean! You will enjoy this gated compound with a remodeled ground level home with many extras including… luxury homes for sale

MLS# 549574

MLS# 548254
$5,800,000
133 Barry CUDJOE KEY, FL 33042
3 Beds 2.1 Baths Square Ft: 5484
Single Family - MLS#: 548254
Community: Barry Beach homes
Luxury Home with 3.4 acres of development land & 1.68 of bay bottom. LDR from Monroe county - 47 ROGOs. luxury homes for sale

MLS# 548254

MLS# 551141
$5,600,000
29323 Forrestal BIG PINE KEY, FL 33043
4 Beds 4.1 Baths Square Ft: 3872
Single Family - MLS#: 551141
Community: Pine Channel Estates homes
This home is one of the finest in the Keys.Solid concrete construction. Exotic materials used throughout. Fiber optic lighting and Infinity sound system in every room. Incredible pool with three waterfalls… luxury homes for sale

MLS# 551141

MLS# 549526
$5,000,000
65760 Overseas LONG KEY, FL 33001
4 Beds 4 Baths Square Ft: 4964
Single Family - MLS#: 549526
Community: Long Key Ocean Bay Colony homes
ONE OF A KIND!!! Luxury Beach Estate. One acre of Florida Keys sandy Beach. Home was built by an exclusive designer as primary residence. A true Keys Cracker Style Home, surrounded by 360 degree views… luxury homes for sale

MLS# 549526

MLS# 549939
$5,000,000
84773 Old Hwy ISLAMORADA, FL 33036
10 Beds 8 Baths Square Ft: 6262
Single Family - MLS#: 549939
Community: Misc Windley Key homes
The Conch, Lobster, Pelican & Egret at Alligator Reef. Your own private, gated compound for corporate or family retreats. These new CBS homes consist of two 3/2 homes and a 2/2 accessory house behind… luxury homes for sale

MLS# 549939

MLS# 550570
$4,997,000
119 Coco Plum MARATHON, FL 33050
5 Beds 4.2 Baths Square Ft: 7001
Single Family - MLS#: 550570
Community: Coco Plum Beach homes
Ocean Front Estate finished with top grade materials including granite kitchen, marble floors, Andersen Impact Windows, whole house generator system, elevator, four zone A/C, uplighted tray ceilings,… luxury homes for sale

MLS# 550570

MLS# 550054
$4,995,000
169 Indian Mound ISLAMORADA, FL 33036
3 Beds 4.1 Baths Square Ft: 4500
Single Family - MLS#: 550054
Community: Indian Harbor homes
Contemporary masterpiece in the Florida Keys. Custom design by famed architect David Harum. No detailed overlooked in this 3/4.5 bayfront pool home. Top of the line appliances, chef style gourmet kitchen.… luxury homes for sale

MLS# 550054

MLS# 548213
$4,990,000
544 Ocean Cay KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 5558
Single Family - MLS#: 548213
Community: Port Largo homes
Privacy, luxury & rare deep water dockage with this spacious 3 story Mediterranean style estate situated on a peninsula on the Atlantic with 5,550 square feet of living space. Features include a granite… luxury homes for sale

MLS# 548213

MLS# 548226
$4,899,000
1151 Ocean CUDJOE KEY, FL 33042
5 Beds 4.1 Baths Square Ft: 3750
Single Family - MLS#: 548226
Community: Summerland Beach homes
The Crown Jewel of Summerland Beach - Nothing like this fabulous, new, ocean front estate with private yacht basin in prestigious Summerland Beach. Approximately an acre of ocean frontage with incredible… luxury homes for sale

MLS# 548226

MLS# 544578
$4,800,000
308 Pine Tree CONCH KEY, FL 33050
3 Beds 3 Baths Square Ft: 2940
Single Family - MLS#: 544578
Community: Yacht Club Island homes
Some additional features are water softener system, new a/c on top floor (6 mo old), newly painted inside and out. Exterior painted with Sherwin Williams lifetime paint ($55 per gallon). Property built… luxury homes for sale

MLS# 544578

MLS# 545689
$4,599,000
4 Walker's Island Unit 4 CONCH KEY, FL 33050
6 Beds 6.1 Baths Square Ft: 5012
Single Family - MLS#: 545689
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL A)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545689

MLS# 545691
$4,599,000
6 Walker's Island Unit 6 CONCH KEY, FL 33050
6 Beds 6.1 Baths Square Ft: 5012
Single Family - MLS#: 545691
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL A)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545691

MLS# 545364
$4,500,000
551 Ocean Cay KEY LARGO, FL 33037
2 Beds 3 Baths Square Ft: 4645
Single Family - MLS#: 545364
Community: Port Largo homes
SPLENDOR ON THE OCEAN! Magnificent oceanfront pool home in the gated enclave of Ocean Cay. Bring your yacht-property includes 100 ft of protected deep-water dockage with boat lift, davits, water & shore… luxury homes for sale

MLS# 545364

MLS# 550765
$4,499,000
63 North Bounty KEY LARGO, FL 33037
5 Beds 3.1 Baths Square Ft: 5000
Single Family - MLS#: 550765
Community: Buccaneer Point homes
NOT your average Bayfront Keys home. Exclusive, custom Smart Home offering top quality construction and attention to detail. You will be impressed with this one. 210'dock stretches out into the Bay amongst… luxury homes for sale

MLS# 550765

MLS# 537938
$4,495,000
KEY LARGO, FL 33037
5 Beds 5.1 Baths
Single Family - MLS#: 537938
Community: Lime Grove Estates homes
luxury homes for sale

MLS# 537938

MLS# 545617
$4,495,000
89625 Old Highway ISLAMORADA, FL 33070
4 Beds 4 Baths Square Ft: 5848
Single Family - MLS#: 545617
Community: Misc Plantation Key homes
Spectacular gated oceanfront estate at a coveted Old Highway address in Islamorada. Ultimate privacy complemented by stunning landscaping, tennis court, swimming pool & spa, outdoor kitchen, fishing pier… luxury homes for sale

MLS# 545617

MLS# 547836
$4,480,000
559 Ocean Cay KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 5235
Single Family - MLS#: 547836
Community: Port Largo homes
Private, & luxurious Ocean Cay Estate with breathtaking open water views of the Atlantic & 100 ft. of protected deep water dockage for your yacht. This custom home has over 5000 sq. ft. of exquisite detail… luxury homes for sale

MLS# 547836

MLS# 550263
$4,450,000
97240 Overseas Hwy KEY LARGO, FL 33037
4 Beds 4.2 Baths Square Ft: 3557
Single Family - MLS#: 550263
Community: Misc Sub MM homes
WHITE SAND & SUNSETS Close your eyes and imagine a private white sand beach, turquoise water, gentle breezes, your boat at the end of a deep-water dock, a huge refreshing pool and sunsets all year long.… luxury homes for sale

MLS# 550263

MLS# 547546
$4,350,000
89375 Old ISLAMORADA, FL 33070
5 Beds 4.1 Baths Square Ft: 3510
Single Family - MLS#: 547546
Community: Misc Plantation Key homes
BREATHTAKING BANYAN CAY on MILLIONAIRE'S ROW in Islamorada. This Florida-style oceanfront estate offers a private beach, concrete pier with boat davits and a protected boat basin. The main house is 4BD/3.5BA… luxury homes for sale

MLS# 547546

MLS# 549514
$4,300,000
89351 Old ISLAMORADA, FL 33070
3 Beds 3.1 Baths Square Ft: 2088
Single Family - MLS#: 549514
Community: Misc Plantation Key homes
Oceanfront acreage with rare deep water boat basin for big boats, enough room for several. Basin dredged to 8' with 5' controlling depth dredged channel. Concrete seawall and boat ramp. Concrete house… luxury homes for sale

MLS# 549514

MLS# 546606
$4,250,000
57223 Morton MARATHON, FL 33050
3 Beds 3 Baths Square Ft: 2272
Single Family - MLS#: 546606
Community: Grassy Key Beach homes
Completely remodeled in 2007 this unique Gulf-Front estate property with over 340' of Gulf frontage, 1.8 +/- acres includes boat basin, tidal pool, rip-rap shoreline. Very private location at end of private… luxury homes for sale

MLS# 546606

MLS# 549945
$4,200,000
16650 OLD STATE ROAD 4A CUDJOE KEY, FL 33042
7 Beds 5 Baths Square Ft: 3150
Single Family - MLS#: 549945
Community: Sugarloaf Sub homes
Tropical oceanfront compound in gated Esttate Enclave of multi-million dollar homes! 4.8 acres of buildiable upland with 3 homes on open water. Pier/dock on ocean & protected boat dock for up to 3 35'… luxury homes for sale

MLS# 549945

MLS# 537876
$3,999,995
106 Coastal KEY LARGO, FL 33037
5 Beds 4 Baths Square Ft: 3030
Single Family - MLS#: 537876
Community: Coral Coast Corrected Plat homes
WHITE SANDY BEACH on the OPEN BAY with DEEP WATER DOCKAGE and a POOL in a private, gated community of only 15 estate homes. Home and grounds newly upgraded with charming island details, a new boat lift… luxury homes for sale

MLS# 537876

MLS# 550697
$3,995,000
537 Ocean Cay KEY LARGO, FL 33037
6 Beds 6.1 Baths Square Ft: 6019
Single Family - MLS#: 550697
Community: Port Largo homes
OCEANFRONT ESTATE. Mediterranean-style main house & separate guest house w/infinity-edge pool in desirable Ocean Cay. Direct oceanfront + protected deep-water dockage on the great Port Largo canal, home… luxury homes for sale

MLS# 550697

MLS# 544813
$3,990,000
244 Costa Bravo Drive ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 4500
Single Family - MLS#: 544813
Community: Port Antigua homes
One of a kind. 4 bedroom suites, working fireplace, wide open spaces with unobstructed views of the Bay, spacious kitchen overlooking expansive patio and Bay. Sweeping staircase to master bedroom suite… luxury homes for sale

MLS# 544813

MLS# 550666
$3,975,000
88964-66 Overseas ISLAMORADA, FL 33070
2 Beds 2 Baths Square Ft: 1132
Single Family - MLS#: 550666
Community: Randall Adams homes
This beautiful property offers a total of 6 acres with 245 feet of bay frontage. Parcel is approximately 1000 feet deep. There are two 1BR/1BA cottages and 2 new, deep-water docks with davit pads. Great… luxury homes for sale

MLS# 550666

MLS# 544938
$3,950,000
822 FLAGSHIP CUDJOE KEY, FL 33042
5 Beds 7 Baths Square Ft: 7068
Single Family - MLS#: 544938
Community: Summerland Cove Isle homes
This palatial luxury homes for sale

MLS# 544938

MLS# 548154
$3,900,000
76041 Overseas ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3260
Single Family - MLS#: 548154
Community: Mat Ocean Bay homes
La Playa Estate - this is the Main Residence of large estate on 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access. Permitted Vacation Rental in The Village. Rental History… luxury homes for sale

MLS# 548154

MLS# 548270
$3,900,000
1223 Ocean CUDJOE KEY, FL 33042
4 Beds 3.1 Baths Square Ft: 3800
Single Family - MLS#: 548270
Community: Summerland Beach homes
Simply the Finest home in the Finest Location! Superbly built & oriented to take advantage of the Direct Atlantic views and prevailing Southeasterly Breezes. This exemplary 4 bedroom 3.5 bath Luxury Estate… luxury homes for sale

MLS# 548270

MLS# 547897
$3,890,000
285 14th KEY COLONY BEACH, FL 33051
5 Beds 5.2 Baths Square Ft: 5611
Single Family - MLS#: 547897
Community: Coury Sub homes
This outstanding oceanfront estate w/ everything one could imagine. 320+-ft of waterfront on a half acre+. Ocean breezes, sunsets, attention to detail, makes for a true paradise. Master suite boasts aquamarine… luxury homes for sale

MLS# 547897

MLS# 544811
$3,850,000
298 SOUTH ISLAMORADA, FL 33036
4 Beds 3 Baths Square Ft: 3938
Single Family - MLS#: 544811
Community: Plantation Lake Estates homes
Spectacular Islamorada OCEANFRONT home, POOL, DOCKAGE & ELEVATOR! Architecturally signficant, romantic, beautifully appointed, quality construction designed to age gracefully with minimal maintenance.… luxury homes for sale

MLS# 544811

MLS# 534159
$3,800,000
220&22 Costa Bravo ISLAMORADA, FL 33036
4 Beds 4 Baths
Single Family - MLS#: 534159
Community: Port Antigua homes
THE BEST OF EVERYTHING...white sandy beach out your back door and deeded boat slip out your front door! Two townhomes (currently zoned duplex) located in very desirable Port Antigua offering 2bd/2ba up… luxury homes for sale

MLS# 534159

MLS# 548699
$3,750,000
95625 Overseas KEY LARGO, FL 33037
5 Beds 4.1 Baths Square Ft: 5168
Single Family - MLS#: 548699
Community: Lime Grove Estates homes
Oceanfront luxury home situated on 1.84 acres of pristine waterfront. Mediterranean style home, 3 years old, offers 5 bedrooms, 4.5 baths within 5,100 sq. ft. of A/C space. Spacious gourmet kitchen with… luxury homes for sale

MLS# 548699

MLS# 550690
$3,750,000
7551 Gulfstream MARATHON, FL 33050
4 Beds 4 Baths Square Ft: 6000
Single Family - MLS#: 550690
Community: N Marathon Shores homes
Magnificent estate on the Gulf of Mexico with never ending views/fully walled and gated with lush landscaping pool, helicopter landing pad, jacuzzi, sound system inside and out. Luxurious walls of glass… luxury homes for sale

MLS# 550690

MLS# 550009
$3,700,000
81223 Old ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 1809
Single Family - MLS#: 550009
Community: Unplatted Upper Mate homes
5 Acre Islamorada Beachfront Estate, Your level of privacy and tranquility awaits you, uninterrupted views, walks down a 200' sandy beach, crystal clear water, relaxing oceanfront pool, surrounded by… luxury homes for sale

MLS# 550009

MLS# 545694
$3,700,000
8 Walker's Island Unit 8 CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 545694
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL B)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545694

MLS# 545690
$3,699,000
5 Walker's Island Unit 5 CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 545690
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL B)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545690

MLS# 543659
$3,690,000
77521 Overseas Hwy Unit #1 ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3382
Single Family - MLS#: 543659
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543659

MLS# 543670
$3,690,000
77521 Overseas Hwy Unit #12 ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3382
Single Family - MLS#: 543670
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543670

MLS# 543669
$3,690,000
77521 Overseas Hwy Unit #11 ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3382
Single Family - MLS#: 543669
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543669

MLS# 545688
$3,599,000
3 Walker's Island Unit 3 CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 545688
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL B)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545688

MLS# 543049
$3,595,000
1305 Coury KEY COLONY BEACH, FL 33051
4 Beds 4 Baths Square Ft: 4110
Single Family - MLS#: 543049
Community: Coury Sub homes
Price lowered... owner says SELL! For a limited time seller is offering a $50,000 furniture credit at D'Asign Source, 50 hour credit with a designer at D'Asign Source, new carpet was just installed, new… luxury homes for sale

MLS# 543049

MLS# 550510
$3,500,000
102 Sunrise MARATHON, FL 33050
4 Beds 4.1 Baths Square Ft: 4200
Single Family - MLS#: 550510
Community: Sunrise Isle homes
BEAUTIFUL NEW BEACHFRONT with endless watercolor views of the Atlantic. This four bedroom home is located on a gated private island of only 20 home sites overlooking a sand beach one side with protected… luxury homes for sale

MLS# 550510

MLS# 539320
$3,500,000
81912 Overseas Hwy ISLAMORADA, FL 33036
4 Beds 2 Baths Square Ft: 1500
Single Family - MLS#: 539320
Community: Strattons homes
Located in the heart of Upper Matecumbe lies a spectacular Hideaway.Enjoy sunsets from the porch , the pool or the dock. You can also take a short stroll to any number of restaurants in the area as well… luxury homes for sale

MLS# 539320

MLS# 548872
$3,500,000
1224 Duval St KEY WEST, FL 33040
3 Beds 2.1 Baths Square Ft: 2543
Single Family - MLS#: 548872
Community: Old Town Unrecord homes
Romantic and Elegant.Historic one of a kind Duval St.Landmark.Filled with Charms of days gone by,recently restored to the Grand Architectual intent of it's original builder Jose Valdes and his wife Anna.Still… luxury homes for sale

MLS# 548872

MLS# 548697
$3,500,000
295 14th KEY COLONY BEACH, FL 33051
4 Beds 5.1 Baths Square Ft: 3853
Single Family - MLS#: 548697
Community: Coury Sub homes
Beautiful custom built Mediterranean home with sunset and ocean views. Custom kitchen, granite countertops and private master bedroom. Custom pool, deep water dockage and boat lift are just some of the… luxury homes for sale

MLS# 548697

MLS# 550511
$3,500,000
102 Sunrise MARATHON, FL 33050
4 Beds 4.1 Baths Square Ft: 4200
Single Family - MLS#: 550511
Community: Sunrise Isle homes
Distinctive Architectural Elements & Exquisite detailing characterize this magnificent OCEANFRONT Jewel.Private BEACH,infinity waterfall POOL,DOCKAGE, Prestigious Sunrise Isle PRIVATE Gated Beachfront… luxury homes for sale

MLS# 550511

MLS# 551065
$3,499,000
75560 Overseas ISLAMORADA, FL 33036
3 Beds 4 Baths Square Ft: 3228
Single Family - MLS#: 551065
Community: Lower Mat Harbor homes
Floridian style bayfront beauty in lovely Lower Matecumbe with a true sandy beach, pool and and fabulous dockage. Newer home with all of the bells and whistles, wide open veranda offering breathtaking… luxury homes for sale

MLS# 551065

MLS# 549468
$3,499,000
197 Lowe KEY LARGO, FL 33070
4 Beds 3 Baths Square Ft: 2682
Single Family - MLS#: 549468
Community: Tavernier Beach homes
Oceanfront home located on charming Lowe Street in historical Old Tavernier. This home has been completely remodeled and is a designer's showcase with views forever. Separate guest suite. Huge concrete… luxury homes for sale

MLS# 549468

MLS# 542728
$3,499,000
83283 Old Hwy ISLAMORADA, FL 33036
6 Beds 4.1 Baths Square Ft: 3436
Single Family - MLS#: 542728
Community: Russell Estates homes
Oceanfront home with beautiful sandy beach on 1.5 acres in Islamorada. The 3 bedroom, 3.5 bath main house has gorgeous dark Brazilian Cherry wood floors throughout and, with its high Florida Cypress ceilings,… luxury homes for sale

MLS# 542728

MLS# 549281
$3,499,000
1446 Calle Bogota CUDJOE KEY, FL 33042
4 Beds 4 Baths Square Ft: 3984
Single Family - MLS#: 549281
Community: Summerland Beach homes
Nothing Like It! The dream of living on the water on a tropical island has now come together in this spectacular ocean front, point estate. This magnificent property is surrounded by water on 3 sides.… luxury homes for sale

MLS# 549281

MLS# 551220
$3,495,000
1903 Sombrero MARATHON, FL 33050
4 Beds 4.1 Baths Square Ft: 3936
Single Family - MLS#: 551220
Community: Sombrero Properties homes
Beautifully appointed new home on the golf course and deep water access of Sister's Creek that connects to either the Ocean or Gulf via the 7 Mile Bridge. Finishings include granite and marble counters,… luxury homes for sale

MLS# 551220

MLS# 543667
$3,490,000
77521 Overseas Hwy Unit #9 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2895
Single Family - MLS#: 543667
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543667

MLS# 543661
$3,490,000
77521 Overseas Hwy Unit Unit 3 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2877
Single Family - MLS#: 543661
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543661

MLS# 543668
$3,490,000
77521 Overseas Hwy Unit #10 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2895
Single Family - MLS#: 543668
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543668

MLS# 547138
$3,400,000
177 Indian Mound ISLAMORADA, FL 33070
4 Beds 4.1 Baths Square Ft: 4354
Single Family - MLS#: 547138
Community: Indian Waterways homes
ISLAMORADA OPEN BAY FRONT w/ GREAT DOCKAGE, BOAT LIFT & SANDY BEACH. Upstairs is a 3/2 with wide porches, beautiful wood beam ceilings, a fireplace, a gourmet kitchen, bar, and an interior elevator to… luxury homes for sale

MLS# 547138

MLS# 544740
$3,400,000
111 Windy Point MARATHON, FL 33050
3 Beds 3 Baths Square Ft: 2516
Single Family - MLS#: 544740
Community: Stirrup Key Sub homes
Pristine Estate Parcel tucked away in the gated island community of Stirrup Key, Marathon.Two platted lots,each nearly an acre. 660 feet of open water on the Gulf of Mexico. Exceptional home with high… luxury homes for sale

MLS# 544740

MLS# 543660
$3,390,000
77521 Overseas Hwy Unit Unit 2 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2895
Single Family - MLS#: 543660
Community: Mat Ocean Bay homes
Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes for sale

MLS# 543660

MLS# 549522
$3,345,000
58458 OVERSEAS MARATHON, FL 33050
3 Beds 3 Baths Square Ft: 4387
Single Family - MLS#: 549522
Community: Crains Sub homes
Grassy Key Family Compound.If you want privacy, approx 180' sandy beach, a beautiful pool and unending views of the Atlantic, plus your own channel with dockage this is the home you have been looking… luxury homes for sale

MLS# 549522

MLS# 545763
$3,340,000
74860 Overseas ISLAMORADA, FL 33036
8 Beds 6 Baths Square Ft: 6551
Single Family - MLS#: 545763
Community: Mat Sandy Bch homes
Two homes on a secluded, gated, tropical peninsula. Main house is over 5000 square feet with 5BR/4BA. Second house is 3BR/2BA. Plenty of deep water dockage and views of Sandy Cove lagoon and some ocean… luxury homes for sale

MLS# 545763

MLS# 550446
$3,300,000
127 Sapodilla ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 4162
Single Family - MLS#: 550446
Community: Mat Sandy Bch homes
This fabulous gated home overlooks Sandy Cove Basin with an open water view and lots of privacy. Located on an over 36,000 square foot lot with 200 feet of concrete dock, another 100 feet of deepwater… luxury homes for sale

MLS# 550446

MLS# 547660
$3,300,000
111 Coastal KEY LARGO, FL 33037
5 Beds 4 Baths Square Ft: 4745
Single Family - MLS#: 547660
Community: Coral Coast Corrected Plat homes
THIS IS A 'ONCE IN A LIFETIME' OPPORTUNITY TO OWN A 3 BEDROOM PLUS OFFICE-DEN & EXERCISE ROOM W/SITTING AREA, DECKS & BALCONIES, FOR A TOTAL OF 4745 SQFT UNDER AIR & TOTAL SQFT OF 6584 INCL. A 2-CAR GARAGE.… luxury homes for sale

MLS# 547660

MLS# 549758
$3,300,000
1557 Long Beach Unit 3 BIG PINE KEY, FL 33043
6 Beds 6 Baths Square Ft: 2799
Single Family - MLS#: 549758
Community: Long Beach Estates homes
Imagine yourself on a hammock on your own private beach overlooking the ocean in the Florida Keys. Don't imagine it, live it! This home offers a private sandy beach, private pond at front entrance, along… luxury homes for sale

MLS# 549758

MLS# 547912
$3,300,000
1121 Sombrero Blvd MARATHON, FL 33050
3 Beds 3.1 Baths Square Ft: 3082
Single Family - MLS#: 547912
Community: Sombrero Properties homes
Florida Keys Elegant House on Boot Key Harbour. 3BD/3.5 BA, D'Asign Source construction, state of the art interior decor!, pool, spa, overlooking the crystal clear water and blue sky, five boat slips,… luxury homes for sale

MLS# 547912

MLS# 549698
$3,250,000
104300 Overseas KEY LARGO, FL 33037
8 Beds 8 Baths Square Ft: 3240
Single Family - MLS#: 549698
Community: Baywood homes
Fabulous opportunity for a hideaway family compound on Florida Bay. Sweeping views and stunning sunsets. Enjoy with friends and family while covering expenses. All separate suites, dock, two tiki huts,… luxury homes for sale

MLS# 549698

MLS# 549182
$3,250,000
1112 Venetian ISLAMORADA, FL 33036
5 Beds 4 Baths Square Ft: 4688
Single Family - MLS#: 549182
Community: Venetian Shores homes
OPEN WATER with breathtaking bay views! Grand entry, expansive living & dining area, high ceilings, 5 bdrms & 4 bthrms, elevator, 3rd floor grand master ste. with an office & a private deck overlooking… luxury homes for sale

MLS# 549182

MLS# 545687
$3,199,000
2 Walker's Island Unit 2 CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 545687
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL B)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545687

MLS# 551020
$3,150,000
262 Sunset ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 2835
Single Family - MLS#: 551020
Community: Lower Mat Bch homes
Situated right on the ocean, with the bay in sight, this 3 bdrm, 3 bath home is the perfect tropical retreat for avid fishermen or sun-worshippers! Glorious open water views from sunrise to sunset! Totally… luxury homes for sale

MLS# 551020

MLS# 550147
$3,100,000
23069 Redfish CUDJOE KEY, FL 33042
5 Beds 5.1 Baths Square Ft: 4430
Single Family - MLS#: 550147
Community: Cudjoe Acres homes
Private gated Keys Estate with open water views. Chestnut & marble floors, gourmet kitchen, elevator, private boat basin, ramp & 2 lifts. Lounge by by your pool or beach. 5 bds/ 5.1 baths + a library… luxury homes for sale

MLS# 550147

MLS# 550191
$3,100,000
166 Bayview ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2478
Single Family - MLS#: 550191
Community: Safety Harbor homes
This property is actually a single family home with a dock and drop dead view and it is connected to a buildable lot with it's own dock and bay front views that can be split off. luxury homes for sale

MLS# 550191

MLS# 545692
$3,099,000
7 Walker's Island Unit 7 CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 545692
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL B)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545692

MLS# 550919
$3,000,000
113 Coastal KEY LARGO, FL 33037
3 Beds 2.1 Baths Square Ft: 2800
Single Family - MLS#: 550919
Community: Coral Coast Corrected Plat homes
BEACHFRONT TREASURE. This custom built home has three bedrooms plus an office and recreation room. It is located in a gated community of only 15 waterfront residences. The combination of a white sand… luxury homes for sale

MLS# 550919

MLS# 549937
$3,000,000
900 & 809 94th MARATHON, FL 33050
6 Beds 5.1 Baths Square Ft: 3131
Single Family - MLS#: 549937
Community: Misc Marathon East G homes
Hidden Jewel on the AtlanticPrivate estate hidden from the world offering 4 bdrm 3.5 bath Main home, Guest House and the famous Bamboo Cottage with 1 bdrm 1 bath. Beautiful Groves of Palms, lovely Grass… luxury homes for sale

MLS# 549937

MLS# 551145
$2,999,999
974 Flagship CUDJOE KEY, FL 33042
3 Beds 3.1 Baths Square Ft: 4200
Single Family - MLS#: 551145
Community: Summerland Cove Isle homes
Spectacular Oceanfront location. Built like a fortress, concrete home with high impact windows & doors. Bronze doors welcome you at this estate home. Experience the the unsurpassed watercolor views of… luxury homes for sale

MLS# 551145

MLS# 550521
$2,999,900
106 Sunset ISLAMORADA, FL 33036
4 Beds 3.1 Baths Square Ft: 2676
Single Family - MLS#: 550521
Community: Lower Mat Bch homes
ELEGANT ISLAMORADA HOME w/SANDY OCEANFRONT BEACH, PROTECTED DOCKAGE & DAVITS! Charming newer home on desirable Sunset Drive with 10-foot ceilings, hard wood floors and breezy ocean view balconies. This… luxury homes for sale

MLS# 550521

MLS# 550155
$2,999,000
124-128 Leoni ISLAMORADA, FL 33036
4 Beds 3.1 Baths Square Ft: 2822
Single Family - MLS#: 550155
Community: Venetian Shores homes
Unsurpassed Quality in Venetian Shores. Anything you would expect to find in a high-end home is here and then some! Travertine tile throughout, beautiful kitchen, even top of the line Gladiator garage… luxury homes for sale

MLS# 550155

MLS# 549685
$2,999,000
1355 Ocean CUDJOE KEY, FL 33042
3 Beds 3 Baths Square Ft: 3094
Single Family - MLS#: 549685
Community: Summerland Estates homes
Ocean Mar. Don't dream of a Caribbean life, live it. Where time stands still in our island paradise; Ocean Mar is the perfect home for the outdoor lover and fishing enthusiasts. The large picturesque… luxury homes for sale

MLS# 549685

MLS# 550019
$2,995,000
169 SUNSET ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2254
Single Family - MLS#: 550019
Community: Lower Mat Bch homes
Looking for Ocean views, Sunrise & Sandy Beach? This ground level home has 109 feet of sandy beach, 4 bedrooms and 4 bathrooms, fireplace, florida room, seawall, with 47' of dockage directly accross the… luxury homes for sale

MLS# 550019

MLS# 546203
$2,995,000
57805 Morton MARATHON, FL 33050
6 Beds 6.1 Baths Square Ft: 5174
Single Family - MLS#: 546203
Community: Crains Sub homes
Bayfront Estate totaling 6BR/6.5BA on approx. 2 acres of land. Renovated main house is 5BR/5.5Ba +/-3900 sq. ft. Pool, boat basin, boat ramp and dock with lift. Dockage for multiple boats. Property is… luxury homes for sale

MLS# 546203

MLS# 548758
$2,990,000
14 North KEY LARGO, FL 33037
5 Beds 3.2 Baths Square Ft: 5259
Single Family - MLS#: 548758
Community: Stillwright Pt homes
BEAUTIFUL BAYFRONT! Located on two open water lots with two docks and two beaches, this stunning new five bedroom home has it all. No detail has been overlooked. From the kitchen of your dreams to the… luxury homes for sale

MLS# 548758

MLS# 547778
$2,900,000
556 Ocean Cay KEY LARGO, FL 33037
3 Beds 3 Baths Square Ft: 3388
Single Family - MLS#: 547778
Community: Port Largo homes
OUTSTANDING OCEANFRONT. This exquisite oceanfront home has never-ending views of the Atlantic on one side and protected canal dockage for a yacht up to 100 feet on the other. It is Caribbean style with… luxury homes for sale

MLS# 547778

MLS# 549727
$2,900,000
141 Ivanhoe KEY LARGO, FL 33070
4 Beds 3 Baths Square Ft: 2718
Single Family - MLS#: 549727
Community: Hammer Point homes
FOREVER SUNSETS! Enjoy amazing sunsets nightly from this bayfront,4/3, CBS, Mediteranian-style home in Hammer Point. Designed for entertaining with numerous indoor & outdoor settings & a gorgeous kitchen… luxury homes for sale

MLS# 549727

MLS# 549753
$2,900,000
75790 Overseas ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 2697
Single Family - MLS#: 549753
Community: Mat Ocean Bay homes
This fine home features 2,600 square feet, tropical wood flooring, 10' ceilings and 8' French doors. The kitchen is appointed with custom cabinets, granite countertops and top of the line appliances.… luxury homes for sale

MLS# 549753

MLS# 546793
$2,900,000
448 Barracuda KEY LARGO, FL 33037
8 Beds 7.1 Baths Square Ft: 7525
Single Family - MLS#: 546793
Community: Anglers Park homes
WOW, WHAT A HOUSE! This new Masterpiece located on prestigious Adam's Waterway features 7,100ft A/C living plus 1,100 sq ft 3 car garage, 5 Star Cherry Kitchen w/ granite counter tops and SS Appliances,… luxury homes for sale

MLS# 546793

MLS# 551181
$2,900,000
753 E Shore CUDJOE KEY, FL 33042
4 Beds 3.1 Baths Square Ft: 3044
Single Family - MLS#: 551181
Community: Summerland Beach homes
Keys resort-style living at it's finest! Stunning oceanfront 1/2 acre estate w/oceanfront pool, sandy beach, 320' dock w/3 lifts & lush tropical landscaping. Newly built home boasts soaring ceilings,… luxury homes for sale

MLS# 551181

MLS# 550101
$2,900,000
30695 Winifred BIG PINE KEY, FL 33043
4 Beds 4.1 Baths Square Ft: 3300
Single Family - MLS#: 550101
Community: Whispering Pines homes
3 ACRE IN PARK LIKE SETTING 3300 sq ft HOME 400 FEET OF OCEAN FRONT 270 FEET MORE OF CANAL FRONT TO PARK YOUR YACHT AND A LARGE BOAT BASIN TO HANDLE A 50 FOOTER.HOUSE FEATURES FIREPLACE WITH BLUE CORAL… luxury homes for sale

MLS# 550101

MLS# 550934
$2,900,000
308 Sabal St CONCH KEY, FL 33050
5 Beds 5 Baths Square Ft: 3552
Single Family - MLS#: 550934
Community: Yacht Club Island homes
Rare opportunity to own an ocean front estate size property on Yacht Club Island Duck Key. 5 bedroom/5bath 3500 square feet of luxury with the Atlantic Ocean lapping at your 138 Ft. protected dock.Billiards… luxury homes for sale

MLS# 550934

MLS# 545686
$2,899,000
1 Walker's Island Unit 1 CONCH KEY, FL 33050
4 Beds 4.1 Baths Square Ft: 3200
Single Family - MLS#: 545686
Community: Conch Key homes
THE VILLAS AT WALKER'S ISLAND (MODEL C)- An island within an island, the previous home to Flipper, & as such is regarded by many as one of the finest addresses in the Florida Keys. Situated on one of… luxury homes for sale

MLS# 545686

MLS# 543257
$2,899,000
431 E Shore CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 5042
Single Family - MLS#: 543257
Community: Summerland Estates homes
The moment you arrive at this Open Water Island Retreat, you will know you have found your home in Paradise. This Spacious Estate is an Investors Dream, since it is licensed by Monroe Ct. as a Transient… luxury homes for sale

MLS# 543257

MLS# 549910
$2,895,000
CONCH KEY, FL 33050
5 Beds 4 Baths
Single Family - MLS#: 549910
Community: Harbour Island homes
luxury homes for sale

MLS# 549910



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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than (Realty World Freewheeler) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.

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