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Florida Keys Luxury Real Estate, Luxury Homes For Sale

(509) PROPERTIES

MARATHON, FL 33050
$12,900,000
MARATHON, FL 33050
1150 Bulevar De Palmas

8 Beds 10.3 Baths Square Ft: 11674
Single Family Home - MLS#: 555985
Community: Waloriss Sub - Mile Marker (MM) 49.5

The entrance of this magnificent estate greets you with a canopy of mature, tropical foliage, a marble paver driveway and gates for privacy. Situated on a point lot of almost two acres, this private family…

MLS 555985

KEY LARGO, FL 33037
$12,000,000
KEY LARGO, FL 33037
97251 Overseas

10 Beds 14.2 Baths Square Ft: 12800
Single Family Home - MLS#: 559871
Community: Mandalay - Mile Marker (MM) 97.5

PREMIER FAMILY COMPOUND ESTATE with over 250' of ocean frontage! Featuring 4 luxurious homes, club house, 9 slip marina with deep water channel, 2 boat lifts, paved drive throughout, elevators, 2 ocean…

MLS 559871

ISLAMORADA, FL 33036
$8,900,000
ISLAMORADA, FL 33036
87961 Old

8 Beds 9 Baths Square Ft: 7855
Single Family Home - MLS#: 559023
Community: Plant Beach - Mile Marker (MM) 87.5

Spectacular offering! Two adjacent ocean front estate properties in Islamorada with fabulous main house, guest boat house with pool, attached garage, wide open porches with endless ocean views...and adjacent…

MLS 559023

ISLAMORADA, FL 33036
$6,000,000
ISLAMORADA, FL 33036
87961 Old

6 Beds 7 Baths Square Ft: 5791
Single Family Home - MLS#: 560918
Community: Plant Beach - Mile Marker (MM) 87.5

Oceanfront estate on 4 acres with exquisite wide open water views. Private gated long driveway entrance to Main house 4 bedrooms ensuite baths. Two bedroom guest home connected by covered breezeways.…

MLS 560918

KEY COLONY, FL 33051
$5,999,000
KEY COLONY BEACH, FL 33051
390 13th

4 Beds 5.1 Baths Square Ft: 4215
Single Family Home - MLS#: 560127
Community: Coury Sub - Mile Marker (MM) 53.5

Tropical luxury with 300 degree ocean and bay views. Magnificent custom built home on private Cul De Sac exquisitely designed and appointed. An interior bathed in sunlight from perfectly placed windows;…

MLS 560127

ISLAMORADA, FL 33036
$5,500,000
ISLAMORADA, FL 33036
85261 Old

3 Beds 2 Baths Square Ft: 1839
Single Family Home - MLS#: 549574
Community: Misc Windley Key - Mile Marker (MM) 85.0

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…

MLS 549574

CONCH, FL 33050
$5,169,000
CONCH KEY, FL 33050
62400 Overseas Highway

5 Beds 5.1 Baths Square Ft: 4152
Single Family Home - MLS#: 558378
Community: Conch Key - Mile Marker (MM) 62.5

Little Conch Key is a development of 8 permitted Ballanese style homes.2 are completed. This offering is for the 6 vacant lots and the completed house unit 8. Refer to MLS#s 558063 for details on the…

MLS 558378

KEY LARGO, FL 33037
$4,900,000
KEY LARGO, FL 33037
95551 Overseas

5 Beds 5.1 Baths Square Ft: 9187
Single Family Home - MLS#: 560603
Community: Lime Grove Estates - Mile Marker (MM) 96.0

Casual Keys Elegance epitomizes this Grand Estate. Secluded Gated entrance leads you to this impeccable 5 Bedroom, 5.5 Bath home with 2 separate garages. Old Chicago bricks line the entry up to the foyer.…

MLS 560603

SUGARLOAF, FL 33042
$4,000,000
SUGARLOAF, FL 33042
16750 Old State

6 Beds 5.1 Baths Square Ft: 5208
Single Family Home - MLS#: 560699
Community: Sugarloaf Shores - Mile Marker (MM) 17.0

Unforgettable Keys Estate located behind a security gate, with lush tropical landscape, irrigation, bug mister, whole house generator, total remodel, beautiful views from every room,about 3 acres total.…

MLS 560699

BIG PINE, FL 33043
$3,999,999
BIG PINE KEY, FL 33043
29323 Forrestal

4 Beds 4.1 Baths Square Ft: 3872
Single Family Home - MLS#: 557315
Community: Pine Channel Estates - Mile Marker (MM) 29.5

Magnificent Estate with pristine finishes,hand selected materials and attention to detail that meet your eye at every level.This home boasts 4 bed. suites,guest quarters,gourmet kitchen with glacial blue…

MLS 557315

KEY LARGO, FL 33037
$3,999,000
KEY LARGO, FL 33037
63 No Bounty

5 Beds 3.1 Baths Square Ft: 5000
Single Family Home - MLS#: 559723
Community: Buccaneer Point - Mile Marker (MM) 98.0

Spectacular Bay Front home in desirable neighborhood. Complete custom home built with superior craftsmanship. Impact resistant windows and sliding doors; Travertine Marble floors on first two levels,…

MLS 559723

DUCK, FL 33050
$3,999,000
DUCK KEY, FL 33050
234 Corsair

3 Beds 2.2 Baths Square Ft: 5497
Single Family Home - MLS#: 561229
Community: Plantation Island - Mile Marker (MM) 61.0

Behind a gated entry, at the end of an old Chicago brick drive, is a 5497 sq. ft. Mediterranean masterpiece. The estate sits on over an acre of prime ocean front on its own peninsula. Stunning views,…

MLS 561229

MARATHON, FL 33050
$3,995,000
MARATHON, FL 33050
121 Coco Plum

5 Beds 4.1 Baths Square Ft: 5800
Single Family Home - MLS#: 560096
Community: Misc Coco Plum - Mile Marker (MM) 54.0

5 beds 4.5 baths, brand new construction. True Beachfront/Oceanfront property. Guest quarters, highest end of everything, Anderson Impact glass, handchipped timber beams,CBS construction, 3 car garage,…

MLS 560096

MARATHON, FL 33050
$3,989,600
MARATHON, FL 33050
119 Coco Plum

5 Beds 4.2 Baths Square Ft: 7001
Single Family Home - MLS#: 559444
Community: Coco Plum Beach - Mile Marker (MM) 54.5

Spectacular Ocean Front priced to sell soon!This house has all of the fine finishings found in homes that high net worth individuals are seeking:Elevator, full house generator, granite, marble, heated…

MLS 559444

KEY COLONY, FL 33051
$3,950,000
KEY COLONY BEACH, FL 33051
205 15th

3 Beds 3.1 Baths Square Ft: 4840
Single Family Home - MLS#: 559689
Community: Coury Sub - Mile Marker (MM) 53.5

VILLA DE LA PAZ!! OCEAN FRONT ESTATE. SIZZLING SUNSETS ALL YEAR! AMENITIES INCLUDE: DEEP WATER DOCK, SANDY BEACH, SWIMMING POOL, & INCREDIBLE OPEN WATER VIEWS! UNSURPASSED IN QUALITY, DESIGN & CONSTRUCTION.…

MLS 559689

KEY COLONY, FL 33051
$3,900,000
KEY COLONY BEACH, FL 33051
1275 Coury

4 Beds 4 Baths Square Ft: 4630
Single Family Home - MLS#: 559731
Community: Coury Sub - Mile Marker (MM) 53.5

This luxurious custom designed home exemplifies the Florida Keys lifestyle with elegance and no detail left to the imagination. A custom elevator, onyx, marble, granite and Brazilian Cherry wood floor.…

MLS 559731

KEY LARGO, FL 33037
$3,887,000
KEY LARGO, FL 33037
126 E Shore

4 Beds 3.1 Baths Square Ft: 4192
Single Family Home - MLS#: 560140
Community: Buttonwood Shores - Mile Marker (MM) 100.0

Hidden gem private gated bayfront estate with exquisite custom design inside and out. Protected deep water dockage, incredible bay views, lovely landscape, heated plunge pool, 2 garages, elevator, custom…

MLS 560140

ISLAMORADA, FL 33036
$3,800,000
ISLAMORADA, FL 33036
423 & 427 Palm

6 Beds 5 Baths Square Ft: 4667
Single Family Home - MLS#: 560916
Community: Safety Harbor - Mile Marker (MM) 74.0

Great family compound or corporate retreat. 2 homes on almost 1 acre with 400' of waterfrontage and deep water protected dockage. Main house is a stunning contemporary 4 bed/3 bath, second house is a…

MLS 560916

SUMMERLAND, FL 33042
$3,750,000
SUGARLOAF, FL 33042
1446 Calle Bogota

4 Beds 4 Baths Square Ft: 4706
Single Family Home - MLS#: 556927
Community: Summerland Beach - Mile Marker (MM) 25.0

Situated directly on the Atlantic on the southern tip of world famous Summerland Key with some of the most stunning views in the Keys. This 4 bedroom 4 bath home was built to perfection with over 4500…

MLS 556927

KEY LARGO, FL 33037
$3,600,000
KEY LARGO, FL 33037
557 Ocean Cay Dr

4 Beds 3.1 Baths Square Ft: 4768
Single Family Home - MLS#: 560318
Community: Port Largo - Mile Marker (MM) 100.0

''MiMo'' describes this Miami Modern architecturally designed & custom built Miami Beach style ocean front home at Ocean Cay. There is nothing ordinary about this contemporary symmetrical design with…

MLS 560318

ISLAMORADA, FL 33070
$3,600,000
ISLAMORADA, FL 33070
169 Indian Mound

3 Beds 3.1 Baths Square Ft: 4400
Single Family Home - MLS#: 559230
Community: Indian Harbor - Mile Marker (MM) 89.0

Own the View, Indulge in magnificence. Bayfront pool home with gracious entertaining space throughout. Custom designed by renowned architect 3BR/3.5BA + office + entertainment area + gym. Attention to…

MLS 559230

MARATHON, FL 33050
$3,500,000
MARATHON, FL 33050
124 Pirates Cove

5 Beds 3 Baths Square Ft: 2816
Single Family Home - MLS#: 561222
Community: Stirrup Key Sub - Mile Marker (MM) 52.5

Marvelous Gulf front home with 270 degree open water views and virtually no neighbor views on this 1 1/3 acre parcel. Located in a private gated community, the end of this peninsula makes it seem as though…

MLS 561222

KEY LARGO, FL 33037
$3,450,000
KEY LARGO, FL 33037

5 Beds 5.1 Baths
Single Family Home - MLS#: 559743
Community: Silver Shores - Mile Marker (MM) 96.0

MLS 559743

KEY LARGO, FL 33037
$3,250,000
KEY LARGO, FL 33037
104300 OVERSEAS

8 Beds 7 Baths Square Ft: 3240
Single Family Home - MLS#: 558981
Community: Baywood - Mile Marker (MM) 104.0

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,…

MLS 558981

ISLAMORADA, FL 33036
$3,200,000
ISLAMORADA, FL 33036
76180 Overseas

16 Beds 14 Baths Square Ft: 7785
Single Family Home - MLS#: 556818
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

Bay front compound offers 7 residences comprised of 2 duplexes and 3 homes on over 1.5acres of prime Islamorada real estate. Immediate back country & offshore access. Dockage for multiple vessels from…

MLS 556818

MARATHON, FL 33050
$3,099,000
MARATHON, FL 33050
111 Brian

4 Beds 3.1 Baths Square Ft: 4321
Single Family Home - MLS#: 561068
Community: SeaAir Estates - Mile Marker (MM) 52.0

Rarely does one find such and exquisite property that can be described nothing short of a personal private resort. From the open water view of the Gulf of Mexico to the waterside cabana and luxurious…

MLS 561068

ISLAMORADA, FL 33036
$3,000,000
ISLAMORADA, FL 33036
87963 Old Hwy

3 Beds 3.1 Baths Square Ft: 2064
Single Family Home - MLS#: 560917
Community: Plant Beach - Mile Marker (MM) 87.5

Charming Old-Florida style oceanfront home with substantial boat basin offering 2 lifts, well protected dockage for multiple boats! Long private drive, with lovely grounds, in ground pool. Huge open air…

MLS 560917

ISLAMORADA, FL 33070
$2,999,999
ISLAMORADA, FL 33070
88547 Old

4 Beds 3 Baths Square Ft: 5023
Single Family Home - MLS#: 558232
Community: Key Heights - Mile Marker (MM) 88.5

DEEP WATER 5 feet 400 Foot NEW PIER, 3 NEW boat lifts.Direct Oceanfront gatedEstate.Custom Designed concrete 4/3 multi-level fully furnished house. The pool,secluded driveway,covered parking,screened…

MLS 558232

MARATHON, FL 33050
$2,995,000
MARATHON, FL 33050
57223 Morton

3 Beds 3 Baths Square Ft: 2272
Single Family Home - MLS#: 546606
Community: Grassy Key Beach - Mile Marker (MM) 57.5

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…

MLS 546606

ISLAMORADA, FL 33036
$2,950,000
ISLAMORADA, FL 33036
88060 Overseas

6 Beds 7 Baths Square Ft: 4999
Single Family Home - MLS#: 559233
Community: Plant Beach - Mile Marker (MM) 87.5

Gracious family home on the Bay in Islamorada. With 6 bedrooms and 7 full baths there is plenty of room for a large family or corporate entertaining. Walk from the dock with 2 boatlifts to the sandy beach…

MLS 559233

ISLAMORADA, FL 33036
$2,950,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit #11

4 Beds 4.1 Baths Square Ft: 3382
Single Family Home - MLS#: 543669
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

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…

MLS 543669

ISLAMORADA, FL 33036
$2,950,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit #12

4 Beds 4.1 Baths Square Ft: 3382
Single Family Home - MLS#: 543670
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

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…

MLS 543670

ISLAMORADA, FL 33036
$2,950,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit #1

4 Beds 4.1 Baths Square Ft: 3382
Single Family Home - MLS#: 543659
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

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…

MLS 543659

MARATHON, FL 33050
$2,950,000
MARATHON, FL 33050
318 & 320 120th Gulf

6 Beds 6.1 Baths Square Ft: 4416
Single Family Home - MLS#: 558708
Community: Hawaiian Village - Mile Marker (MM) 53.5

Walled & gated family compound or corporate retreat on the open water! Main house has 4 bedroom suites, screened porch, expansive living room, kitchen and great room with soaring ceiling, poolside kitchen,…

MLS 558708

SUMMERLAND, FL 33042
$2,900,000
SUGARLOAF, FL 33042
974 Flagship

3 Beds 3.1 Baths Square Ft: 4200
Single Family Home - MLS#: 557716
Community: Summerland Cove Isle - Mile Marker (MM) 25.5

Watercolor Views from this spectacular Oceanfront location are unsurpassed. Concrete home with plenty of amenities. High impact windows & doors. Marble, granite and stainless. Imported bronze double front…

MLS 557716

ISLAMORADA, FL 33070
$2,800,000
ISLAMORADA, FL 33070
138 N Rolling Hill

5 Beds 4.1 Baths Square Ft: 4646
Single Family Home - MLS#: 561042
Community: High Point - Mile Marker (MM) 89.0

OPEN WATER 5BD/4.5BA ESTATE HOME with GUEST COTTAGE, deep DOCKAGE & 2 BOAT LIFTS in ISLAMORADA. Enjoy watercolor sunsets from this gated estate on the open bay with sweeping open water views throughout.…

MLS 561042

KEY LARGO, FL 33037
$2,799,000
KEY LARGO, FL 33037
3 Sexton

5 Beds 5 Baths Square Ft: 4301
Single Family Home - MLS#: 560138
Community: Stillwright Pt - Mile Marker (MM) 105.5

The Jewel of StillWright Point!When only the best will do!This immaculate home boasts 5 full suites & 5 baths and is truly one of the most prestigious properties on the Island.Over 285 ft of waterfront…

MLS 560138

KEY LARGO, FL 33037
$2,799,000
KEY LARGO, FL 33037
558 Ocean Cay

6 Beds 4 Baths Square Ft: 7249
Single Family Home - MLS#: 561325
Community: Port Largo - Mile Marker (MM) 100.0

This OCEAN FRONT PROPERTY is nestled among the most prestigious homes at Ocean Cay, a gated and private ocean front community in Key Largo. Enjoy this magnificent property's endless views over the Atlantic…

MLS 561325

KEY LARGO, FL 33037
$2,750,000
KEY LARGO, FL 33037
68 S Andros

4 Beds 4 Baths Square Ft: 3944
Single Family Home - MLS#: 556756
Community: Ocean Isle Estates - Mile Marker (MM) 106.0

PRIVATE GATED OCEANFRONT VILLA on nearly an acre with over 300' on the ocean and 150' on a protected canal. This 5 bedroom, 4 bath home is nearly 4,000 sq. ft. and has been extensively remodeled including…

MLS 556756

MARATHON, FL 33050
$2,750,000
MARATHON, FL 33050
121 Calle Ensueno

4 Beds 3.1 Baths Square Ft: 3079
Single Family Home - MLS#: 560826
Community: Sombrero Isle - Mile Marker (MM) 49.5

Beautiful gated estate pool home in presitgous Sombrero Isle home minutes to Sombrero Beach and a minute to the ocean for fishing and diving. Etched glass doors lead you into the 20 ft impressive great…

MLS 560826

ISLAMORADA, FL 33036
$2,700,000
ISLAMORADA, FL 33036
1008 Venetian

5 Beds 4.1 Baths Square Ft: 4308
Single Family Home - MLS#: 558116
Community: Venetian Shores - Mile Marker (MM) 86.0

EXTRAORDINARY BAYFRONT HOME IN VENETIAN SHORES situated on a lot and a half offering 105' of concrete deep water dockage and a superior roof-top deck to capture the beautiful views. Tri-level home offers…

MLS 558116

KEY LARGO, FL 33037
$2,700,000
KEY LARGO, FL 33037
75 Mutiny

3 Beds 3.1 Baths Square Ft: 3000
Single Family Home - MLS#: 559974
Community: Buccaneer Point - Mile Marker (MM) 98.0

EXCEPTIONAL ESTATE HOME - Located in prestigious Buccaneer Point at MM98, this bay front home has extraordinary panoramic views of a moderately active waterfront. All in a secure, private, quiet, friendly…

MLS 559974

ISLAMORADA, FL 33070
$2,675,000
ISLAMORADA, FL 33070
432 S Coconut Palm

3 Beds 3.1 Baths Square Ft: 2903
Single Family Home - MLS#: 554419
Community: Plant Key Colony - Mile Marker (MM) 90.0

Privacy abounds at this resort like residence. Water frontage on 2 sides offers seclusion that is hard to find. Totally updated home provides 2 master suites in nearly 3000 sq. ft. Gourmet kitchen with…

MLS 554419

ISLAMORADA, FL 33036
$2,650,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit Unit 2

4 Beds 4 Baths Square Ft: 2895
Single Family Home - MLS#: 543660
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

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…

MLS 543660

ISLAMORADA, FL 33036
$2,650,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit #10

4 Beds 4 Baths Square Ft: 2895
Single Family Home - MLS#: 543668
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

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…

MLS 543668

KEY COLONY, FL 33051
$2,600,000
KEY COLONY BEACH, FL 33051
265 15TH

3 Beds 2.1 Baths Square Ft: 3029
Single Family Home - MLS#: 559171
Community: Coury Sub - Mile Marker (MM) 53.5

This beautiful and spacious residence located in prestigious KEY COLONY COURY SUBDIVISION offers superior construction, soaring catherdral ceilings, an inviting entrance and four bedrooms. The open great…

MLS 559171

ISLAMORADA, FL 33036
$2,500,000
ISLAMORADA, FL 33036
18 Pen Key Club

3 Beds 3 Baths Square Ft: 2609
Single Family Home - MLS#: 552388
Community: Penn Key Club - Mile Marker (MM) 83.0

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…

MLS 552388

MARATHON, FL 33050
$2,500,000
MARATHON, FL 33050
1250 70th

3 Beds 3 Baths Square Ft: 2602
Single Family Home - MLS#: 560099
Community: Roosevelt Point - Mile Marker (MM) 1 51.0

Come by Land, Air or Sea; your Keys Compound awaits you. After landing your sea plane in your private hangar walk the mature native gardens with the spirits of Franklin and Eleanor Roosevelt at your side.…

MLS 560099

ISLAMORADA, FL 33036
$2,499,000
ISLAMORADA, FL 33036
76001 Overseas

5 Beds 4 Baths Square Ft: 3172
Single Family Home - MLS#: 554412
Community: Matecumbe Ocean Bay - Mile Marker (MM) 75.0

Tranquil 2 +/- acre estate, featuring 2 homes. Main is a 3 bedroom 3 bath with attached garage and carport. 2nd home is a large 2 bedroom 1 bath located above a huge 2 car garage. Both homes are all concrete…

MLS 554412

ISLAMORADA, FL 33036
$2,497,000
ISLAMORADA, FL 33036
322 Tollgate Shores

5 Beds 5 Baths Square Ft: 4643
Single Family Home - MLS#: 560537
Community: Toll Gate Shores - Mile Marker (MM) 73.5

Magnificent bay front home situated on over an acre point lot. Surrounded by water on 3 sides with deep water dockage to accomodate large yachts. Offering 5 bedrooms, 5 baths, elevator, pool, beach, 2…

MLS 560537



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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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