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.

(703) PROPERTIES

MLS# 552025
$11,900,000
57865 Morton MARATHON, FL 33050
7 Beds 7.1 Baths Square Ft: 6631
Single Family - MLS#: 552025
Community: Crains Sub homes
Private Keys Estate. 12 Acres, 7 above & 5 under water. 4 buildings, 3 remodeled old Florida houses & 1 new home. Private harbor with covered boat docking. Salt water swimming pool, Extremely private,… luxury homes for sale

MLS# 552025

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
PEARL 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… 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
$6,900,000
601 County Rd. 939 CUDJOE KEY, FL 33042
4 Beds 4.2 Baths Square Ft: 4948
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# 552165
$6,700,000
220 Plantation ISLAMORADA, FL 33036
4 Beds 5 Baths Square Ft: 4600
Single Family - MLS#: 552165
Community: Plant Beach homes
Room for all your boats, water toys and horses. Information on SUBSTANTIAL TAX DEDUCTION in documents tab. Bayfront estate with irreplaceable boat basin plus dock and davits. 2 parcels from highway to… luxury homes for sale

MLS# 552165

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# 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# 552098
$5,750,000
1265 Coury KEY COLONY BEACH, FL 33051
4 Beds 4.1 Baths Square Ft: 5652
Single Family - MLS#: 552098
Community: Vista Del Sol homes
''As good as it gets'' this contemporary 4B/4.5Bath home in KCB. Only the finest materials used to create this masterpeice of modern architecture warmed by the use of dark woods. 30' ceilings in the living… luxury homes for sale

MLS# 552098

MLS# 549939
$5,000,000
84773 OLD 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
Very Rare Find: Ocean front property away from the noisy highway WITH white sand beach is very rare in the Florida Keys. But this one is far from noise and traffic. This spectacular Ocean Front Estate… 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# 552222
$4,895,000
308 Pine Tree CONCH KEY, FL 33050
3 Beds 3 Baths Square Ft: 2940
Single Family - MLS#: 552222
Community: Yacht Club Island homes
Ocean Front Estate situated on 1 1/3 acres of tropically hedged and landscaped property. 276' of concrete seawall, davits, water and electric. House is protected by a deep water boating channel with breakwater.… luxury homes for sale

MLS# 552222

MLS# 549514
$4,500,000
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# 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# 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# 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 OPEN OCEANFRONT ESTATE on MILLIONAIRE'S ROW in Islamorada. This Florida-style gated estate offers a CONCRETE DOCK with 2 SETS of BOAT DAVITS and a boat basin. The main house is 4BD/3.5BA… luxury homes for sale

MLS# 547546

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# 551817
$4,200,000
16650 OLD STATE ROAD 4A CUDJOE KEY, FL 33042
7 Beds 5 Baths Square Ft: 3150
Single Family - MLS#: 551817
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# 551817

MLS# 537938
$3,999,000
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# 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# 552915
$3,900,000
63 N Blackwater KEY LARGO, FL 33037
5 Beds 4 Baths Square Ft: 2615
Single Family - MLS#: 552915
Community: Paradise Point homes
Paradise Point! The Ultimate Keys Experience. 5B/4B CBS Pool Home w Sandy walk-in Beach overlooking Blackwater Sound. 220' of Waterfront w deepwater dockage. Dock features one Slip for a Yacht, Davits,… luxury homes for sale

MLS# 552915

MLS# 551648
$3,695,000
88547 Old ISLAMORADA, FL 33070
4 Beds 3 Baths Square Ft: 3438
Single Family - MLS#: 551648
Community: Key Heights homes
Millionaire Row. This home says “hospitality” from the moment you enter the large living area. Perfect for those who love to entertain. Your private drive is a journey through tropical manicured foliage… luxury homes for sale

MLS# 551648

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# 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# 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# 537876
$3,599,995
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# 547836
$3,599,000
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# 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# 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 zoned residential estate and offering 1.73 acres of privacy. Sandy beach, pool and fabulous dockage. 2005 home with all of the bells and whistles,… luxury homes for sale

MLS# 551065

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# 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# 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# 543049
$3,490,000
1305 Coury KEY COLONY BEACH, FL 33051
4 Beds 4 Baths Square Ft: 4110
Single Family - MLS#: 543049
Community: Coury Sub homes
New furnishings, new carpet, new a/v, new landscape. And a NEW second car garage. luxury homes for sale

MLS# 543049

MLS# 551408
$3,400,000
1141 Ocean CUDJOE KEY, FL 33042
5 Beds 4.1 Baths Square Ft: 3411
Single Family - MLS#: 551408
Community: Summerland Beach homes
Summerland Key's most spectacular beach front estate. Incredible blue water views of the Atlantic. 2 master suits, observation deck, private balconies throughout. Exceptional design. Impact windows and… luxury homes for sale

MLS# 551408

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# 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# 550510
$3,250,000
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# 549698
$3,250,000
104300 Overseas KEY LARGO, FL 33037
8 Beds 7 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# 544656
$3,250,000
805 E Shore CUDJOE KEY, FL 33042
4 Beds 4.1 Baths Square Ft: 5784
Single Family - MLS#: 544656
Community: Summerland Beach homes
The moment you enter the driveway you begin to experience the luxury of this exquisite private estate.Fall in love with the captivating views of the neverending turquoise waters. Located on the edge of… luxury homes for sale

MLS# 544656

MLS# 550511
$3,250,000
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# 552397
$3,200,000
16 Hazel KEY LARGO, FL 33037
5 Beds 5 Baths Square Ft: 5835
Single Family - MLS#: 552397
Community: Monroe Park homes
Spectacular Open Water Views! Private location with all the amenities of a modern Luxury Home. Stunning 3 Story custom built home is over 9000 sf w 5835 sf under air. It features a personal Gym, Sauna… luxury homes for sale

MLS# 552397

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# 552235
$2,999,999
974 Flagship CUDJOE KEY, FL 33042
3 Beds 3.1 Baths Square Ft: 4200
Single Family - MLS#: 552235
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 unsurpassed watercolor views of the… luxury homes for sale

MLS# 552235

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# 551220
$2,999,000
1903 Sombrero MARATHON, FL 33050
4 Beds 4.1 Baths Square Ft: 3936
Single Family - MLS#: 551220
Community: Sombrero Properties homes
One of the absolute best locations in the Florida Keys,Beautifully appointed home on the golf course and deep water access off Sister's Creek that connects to either the Ocean or Gulf via the 7 Mile Bridge.… luxury homes for sale

MLS# 551220

MLS# 548589
$2,995,000
ISLAMORADA, FL 33036
4 Beds 5 Baths
Single Family - MLS#: 548589
Community: Key Heights homes
luxury homes for sale

MLS# 548589

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# 552473
$2,995,000
113 Windy Point MARATHON, FL 33050
4 Beds 3 Baths Square Ft: 3654
Single Family - MLS#: 552473
Community: Stirrup Key Sub homes
Amazing views from every room in this home. Sunrises and sunsets year round with 360 degree views from rooftop deck. Professionally decorated with exquisite taste, quality construction and wonderful floor… luxury homes for sale

MLS# 552473

MLS# 551376
$2,900,000
8 Little Conch Island CONCH KEY, FL 33050
5 Beds 5.1 Baths Square Ft: 4239
Single Family - MLS#: 551376
Community: Misc Conch Key homes
This Private Island Balinese home has 5 bedrooms, 5&1/2 baths with a designer kitchen with Wolf appliances & a 48'' SubZero fridge, a GE Overhead cooktop vent and convection and browning microwave. Wine… luxury homes for sale

MLS# 551376

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# 552162
$2,900,000
448 Barracuda KEY LARGO, FL 33037
8 Beds 7.1 Baths Square Ft: 7525
Single Family - MLS#: 552162
Community: Anglers Park homes
GRAND WATERFRONT. This is one of the largest waterfront homes offered in the Keys with 8 bedrooms, 8 baths and three separate living areas to accommodate an extended family or offer complete privacy for… luxury homes for sale

MLS# 552162

MLS# 551020
$2,900,000
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-worshipers! Glorious open water views from sunrise to sunset! Totally… luxury homes for sale

MLS# 551020

MLS# 552713
$2,900,000
87429 Old ISLAMORADA, FL 33036
2 Beds 2 Baths Square Ft: 1435
Single Family - MLS#: 552713
Community: Plant Beach homes
ATLANTIC SUNRISE ON PLANTATION KEY! Two acres oceanfront with 250 ft on the water. Letter from Village of Islamorada gives this parcel 4 legal single family dwelling units and 3,255 sq. ft. of commercial… luxury homes for sale

MLS# 552713

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# 552531
$2,900,000
111 Windy Point MARATHON, FL 33050
3 Beds 3 Baths Square Ft: 2516
Single Family - MLS#: 552531
Community: Stirrup Key Sub homes
Estate parcel with nearly two acres of land. The home sets on one lot. The additioanl lot could accomodate a Guest house or could be sold and developed separately. There is 660 feet of water frontage… luxury homes for sale

MLS# 552531

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# 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# 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

MLS# 552414
$2,890,000
206 N Ocean KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 2700
Single Family - MLS#: 552414
Community: Gulfstream Shores KL homes
Ocean Front Mediterranean Home. Bask in the Atlantic Water Views from Your Private Heated Pool. Open Floor Plan with exquisite Marble Flooring Thru Out. This Gorgeous Home has been Completely Renovated… luxury homes for sale

MLS# 552414

MLS# 550446
$2,875,000
127 Sapodilla ISLAMORADA, FL 33036
3 Beds 4 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# 551372
$2,850,000
100 Tingler Island MARATHON, FL 33050
4 Beds 4.1 Baths Square Ft: 3151
Single Family - MLS#: 551372
Community: Tinglers Island homes
Polynesian Island feel to this direct oceanfront home w/ guest house on private Tingler Island. Spectacular oceanfront views. Main house on direct ocean / guest house (built in 2003) on the canal across… luxury homes for sale

MLS# 551372

MLS# 551863
$2,800,000
170 Rushton ISLAMORADA, FL 33070
3 Beds 4 Baths Square Ft: 3894
Single Family - MLS#: 551863
Community: Seven Acres homes
Magnificent bay front concrete home in sought after gated community with swimming pool. Point lot surrounded by water on 3 sides. Stunning open water views. Situated on .70 acre with .22 acre of bay bottom.… luxury homes for sale

MLS# 551863

MLS# 549182
$2,795,000
1112 Venetian ISLAMORADA, FL 33036
5 Beds 5 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 & 5 bthrms, elevator, 3rd floor grand master ste. with an office & a private deck overlooking… luxury homes for sale

MLS# 549182

MLS# 549937
$2,790,000
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# 551465
$2,750,000
KEY LARGO, FL 33037
5 Beds 4.1 Baths
Single Family - MLS#: 551465
Community: Lime Grove Estates homes
luxury homes for sale

MLS# 551465

MLS# 548618
$2,700,000
37 S Bounty KEY LARGO, FL 33037
4 Beds 5 Baths Square Ft: 3870
Single Family - MLS#: 548618
Community: Buccaneer Point homes
TROPICAL LUXURY. The owners of this beautiful home have relocated and are ready to sell. If you need financing, below market seller financing is available up to 70% - so no bank problems here. luxury homes for sale

MLS# 548618

MLS# 546694
$2,700,000
58385 Morton MARATHON, FL 33050
4 Beds 3.1 Baths Square Ft: 3258
Single Family - MLS#: 546694
Community: Crains Sub homes
'SEA SPELL' Estate home with 1.5 acres of land plus an acre of bayottom. Unique design with two levels of living area,interior elevator, 8'thick poured concrete walls.Gated entry.In ground pool. Dock… luxury homes for sale

MLS# 546694

MLS# 550155
$2,699,000
124-128 Leoni ISLAMORADA, FL 33036
4 Beds 4.1 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# 552725
$2,650,000
45 N Bounty KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 3192
Single Family - MLS#: 552725
Community: Buccaneer Point homes
Enter, and be overwhelmed by the tropical beauty of this home. The four bedrooms each include a full bath, wrap-around screened porches allow nightly sunset views. This pristine property, under corporate… luxury homes for sale

MLS# 552725

MLS# 552822
$2,650,000
82703 Old ISLAMORADA, FL 33036
2 Beds 2.1 Baths Square Ft: 1951
Single Family - MLS#: 552822
Community: Strattons homes
This magnificent property offers over 2 acres directly on the ocean with a beach. Completely private yet located in the heart of Islamorada with 2 quaint homes that have been meticulously kept offering… luxury homes for sale

MLS# 552822

MLS# 547449
$2,600,000
75761 Overseas Hwy ISLAMORADA, FL 33036
3 Beds 2.2 Baths Square Ft: 3116
Single Family - MLS#: 547449
Community: Mat Ocean Bay homes
Oceanfront estate with Key West style custom built beach home. The architectural features and elegant interior appointments make this an exceptional dream home. Gated entryway with brick drive leads to… luxury homes for sale

MLS# 547449

MLS# 552467
$2,600,000
75794 Overseas ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 2653
Single Family - MLS#: 552467
Community: Matecumbe Ocean Bay homes
The gated community of Bonefish Bay at its finest! The distinctive Key West style with large verandas, Old Chicago brick patio and walkways, and grand vistas of the beach and bay hallmark this quality… luxury homes for sale

MLS# 552467

MLS# 551712
$2,599,000
117 Giardino ISLAMORADA, FL 33036
4 Beds 4.1 Baths Square Ft: 3561
Single Family - MLS#: 551712
Community: Venetian Shores homes
PRESTIGIOUS CUSTOM BUILT HOME: THREE STORY INCLUDING DOWNSTAIRS GUEST SUITE, INTERIOR STAIRCASE WITH ELEVATOR, LIVING AREA WITH EXTENDED ASHTRAY CEILINGS, GOURMET KITCHEN, OFFICE, PRIVATE MASTER SUITE,… luxury homes for sale

MLS# 551712

MLS# 534571
$2,595,000
20 South KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 3221
Single Family - MLS#: 534571
Community: Stillwright Pt homes
Imagine fabulous open Bay views from this three level home featuring 4 bedroom, 4 bath, pool, beach, and dockage! Enjoy sunsets every night year round on your large screened verandah OR your secluded… luxury homes for sale

MLS# 534571

MLS# 543662
$2,590,000
77521 Overseas Hwy Unit #4 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2719
Single Family - MLS#: 543662
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# 543662

MLS# 545875
$2,575,000
75751 Overseas Hwy ISLAMORADA, FL 33036
3 Beds 3.1 Baths Square Ft: 4121
Single Family - MLS#: 545875
Community: Mat Ocean Bay homes
Incredible ocean front 3/3/1 custom built by owner on Matecumbe Ocean Bay Beach.Top floor boasts 2 bedrooms 2 full baths,office & media room opens to spectacular 3rd floor ocean front sundeck. Main level… luxury homes for sale

MLS# 545875

MLS# 552388
$2,500,000
18 Pen Key Club ISLAMORADA, FL 33036
3 Beds 3 Baths Square Ft: 2609
Single Family - MLS#: 552388
Community: Penn Key Club homes
Islamorada's private, secluded gated community on the Bay, with pool, and boat dockage for each homeowner. This beautiful ground level home was completely rebuilt from the ground up in 2006. Travertine… luxury homes for sale

MLS# 552388

MLS# 548153
$2,500,000
76041 Overseas Highway ISLAMORADA, FL 33036
3 Beds 2 Baths Square Ft: 1276
Single Family - MLS#: 548153
Community: Mat Ocean Bay homes
A TRUE BEACH COTTAGE - enjoy 150 ft. and more than 2 acres of private natural sandy beach. Lots of potential - add a pool, tennis courts, garage, guest quarters. Or - use the existing dwelling unit allocation… luxury homes for sale

MLS# 548153

MLS# 547802
$2,500,000
29 Bowen KEY LARGO, FL 33037
9 Beds 5 Baths Square Ft: 8407
Single Family - MLS#: 547802
Community: Bowens Addn Riviera Village homes
7500 square foot home on two beautiful Bayfront acres with boat house, boat slip, davits, and even a protected boat basin. Potential to be a premier Key Largo estate. Seller will entertain offers between… luxury homes for sale

MLS# 547802

MLS# 552044
$2,500,000
138 Valencia ISLAMORADA, FL 33036
4 Beds 5 Baths Square Ft: 3644
Single Family - MLS#: 552044
Community: Venetian Shores homes
PRESTIGIOUS POOL HOME IN VENETIAN SHORES. OFFERING 4 BEDROOMS, 5 BATHS, PRIVATE MASTER SUITE AND 1 GUEST SUITE UPSTAIRS AND 2 GUEST SUITES DOWNSTAIRS, INTERIOR STAIRCASE WITH ELEVATOR, GOURMET KITCHEN,… luxury homes for sale

MLS# 552044

MLS# 549942
$2,500,000
84700 Old Hwy ISLAMORADA, FL 33036
7 Beds 5 Baths Square Ft: 3411
Single Family - MLS#: 549942
Community: Misc Windley Key homes
This spacious oceanfront estate offers a 4 bedroom 3 bath main house and 3 bedroom 2 bath guest house. Alligator Reef and Dolphin House are two lovely homes located on approximately one oceanfront acre.… luxury homes for sale

MLS# 549942

MLS# 552107
$2,500,000
125 VILLABELLA ISLAMORADA, FL 33036
5 Beds 5.2 Baths Square Ft: 4000
Single Family - MLS#: 552107
Community: Venetian Shores homes
Your Private resort with bamboo indoor/outdoor living area adjacent to 50'pool and Spa. Verandas on all 3 levels with passenger elevator. A master suite the size of a house. A private guest suite for… luxury homes for sale

MLS# 552107

MLS# 551814
$2,500,000
265 15th KEY COLONY BEACH, FL 33051
4 Beds 2.1 Baths Square Ft: 3029
Single Family - MLS#: 551814
Community: Coury Sub homes
A must see Open Water Home in prestigious Coury Sub. Spectacular views from the expansive great room, master bedroom and wrap around balcony. This custom home offers superior construction, soaring cathedral… luxury homes for sale

MLS# 551814

MLS# 551945
$2,500,000
308 Cypress CONCH KEY, FL 33050
4 Beds 3 Baths Square Ft: 2524
Single Family - MLS#: 551945
Community: Yacht Club Island homes
Beautiful ocean front house with awesome views of the sparkling Atlantic and glorious sunrises. 141' dock. Built on grade so there are no stairways to climb. Living area on one level. Large clean storage… luxury homes for sale

MLS# 551945

MLS# 547912
$2,500,000
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# 551193
$2,500,000
90 Calle Ensueno MARATHON, FL 33050
5 Beds 3.1 Baths Square Ft: 3288
Single Family - MLS#: 551193
Community: Sombrero Isle homes
Beautiful designer home in exclusive Sombrero Isles close to the beach. Glass pocket walls allow a full view from living/dining area. Awesome pool with waterfall & a private waterfront. Quick access to… luxury homes for sale

MLS# 551193

MLS# 550191
$2,499,000
166 Bayview ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2478
Single Family - MLS#: 550191
Community: Safety Harbor homes
This property can be divided with drop dead Bay Views and good dockage!This single family home with a dock and and it is connected to a buildable lot with it's own dock and bay front views that can be… luxury homes for sale

MLS# 550191

MLS# 550019
$2,495,000
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# 546304
$2,495,000
75731 Overseas ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2644
Single Family - MLS#: 546304
Community: Mat Ocean Bay homes
OCEAN FRONT 3 BEDROOM 3 BATH WITH A STUDY AND A LOFT, HARDWOOD FLOORS, GRANITE COUNTER TOPS AND TOP OF THE LINE APPLIANCES, POOL & SPA, SALT WATER LAGOON, 1/1 GUEST HOUSE ON THE BEACH, GATED, VERY PRIVATE,… luxury homes for sale

MLS# 546304

MLS# 550057
$2,495,000
924 Flagship CUDJOE KEY, FL 33042
5 Beds 3.1 Baths Square Ft: 3800
Single Family - MLS#: 550057
Community: Summerland Cove Isle homes
Crown jewel of Summerland Key, the most sought after island of the lower keys. Located on Flagship Drive on the tip of the island with unobstructed sunset views. Crystal clear water and deep channels… luxury homes for sale

MLS# 550057

MLS# 543663
$2,490,000
77521 Overseas Hwy Unit #5 ISLAMORADA, FL 33036
4 Beds 4 Baths Square Ft: 2719
Single Family - MLS#: 543663
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# 543663

MLS# 545764
$2,490,000
74860 Overseas ISLAMORADA, FL 33036
5 Beds 4 Baths Square Ft: 4551
Single Family - MLS#: 545764
Community: Mat Sandy Bch homes
With over 5000 square feet of living space, this majestic residence is the largest of 3 homes located on a secluded, gated, tropical peninsula in Islamorada. Offering ocean views across the protected… luxury homes for sale

MLS# 545764

MLS# 551160
$2,475,000
1213 Ocean CUDJOE KEY, FL 33042
4 Beds 3 Baths Square Ft: 2789
Single Family - MLS#: 551160
Community: Summerland Beach homes
A distinctive property that highlights the beauty of the Florida Keys with lush landscaping and exceptional views across Niles Channel from a two story central living area & master suite that also over… luxury homes for sale

MLS# 551160

MLS# 552089
$2,450,000
36 North KEY LARGO, FL 33037
4 Beds 4 Baths Square Ft: 3546
Single Family - MLS#: 552089
Community: Stillwright Pt homes
ENDLESS FUN. At the end of this street you will find the perfect home for enjoying all the Keys has to offer. This nearly new four bedroom, four bath, three level home has an elevator and plenty of room… luxury homes for sale

MLS# 552089



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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 (Shoreline Properties) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.

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