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Florida Keys Luxury Real Estate, Luxury Homes For Sale

(573) 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

MARATHON, FL 33050
$8,900,000
MARATHON, FL 33050
6600 Overseas

8 Beds 9.1 Baths Square Ft: 10852
Single Family Home - MLS#: 555978
Community: Casa Manana Shores - Mile Marker (MM) 50.5

This gated gulf front estate sits on +/- 4.89 acres and is a unique property in that it is designated for residential/commercial usage. The MU zoning designation is versatile and provides a plethora of…

MLS 555978

COUNTY, FL 33040
$7,900,000
E ROCKLAND KEY, FL 33040
32 Driftwood

7 Beds 4.1 Baths Square Ft: 8100
Single Family Home - MLS#: 554814
Community: Key Haven - Mile Marker (MM) 6.0

Private mini resort in Key West, Florida. 500 FEET OCEANFRONT- 8000 SQ FOOT LIVING-SECLUDED Used by MTV to film the 2006 Real World Key West. 500 feet of oceanfront, 7 bedrooms (sleeps 14 to 20) , 4 1/2…

MLS 554814

ISLAMORADA, FL 33036
$6,990,000
ISLAMORADA, FL 33036
84773 Old

17 Beds 13 Baths Square Ft: 6320
Single Family Home - MLS#: 554253
Community: Misc Windley Key - Mile Marker (MM) 85.0

Oceanfront Compound includes 6 houses, 17 bedrooms, 14 baths. 3 Main Oceanfront homes each with its own guest house. Your own private, gated compound for corporate/family retreats. Spectacular CBS homes…

MLS 554253

ISLAMORADA, FL 33036
$6,975,000
ISLAMORADA, FL 33036
88839 Old Highway

11 Beds 13 Baths Square Ft: 3640
Single Family Home - MLS#: 546204
Community: Pearl City - Mile Marker (MM) 89.0

PEARL CITY - Home where well-known author, HERBERT ZIM, did all of his writing. 7.94 acre oceanfront estate is sited on desired Millionaire's Row. Five homes (7 lots) on 6.78 acres upland plus 1.16 acres…

MLS 546204

KEY COLONY, FL 33051
$6,900,000
KEY COLONY BEACH, FL 33051
390 13th

4 Beds 5.1 Baths Square Ft: 4215
Single Family Home - MLS#: 556863
Community: Coury Sub - Mile Marker (MM) 53.5

Old World regal living with every modern amenity. Rare materials include onyx bathroom floors, mosaic glass pool tiles,Venetian plastered walls, solid 25 foot marble columns,travertine floors inside and…

MLS 556863

ISLAMORADA, FL 33036
$5,800,000
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

ISLAMORADA, FL 33036
$5,799,000
ISLAMORADA, FL 33036
220 Plantation Blvd

4 Beds 5 Baths Square Ft: 4600
Single Family Home - MLS#: 555172
Community: Plant Beach - Mile Marker (MM) 87.5

This bayfront home has it ALL including a SUBSTANTIAL TAX DEDUCTION! Spacious home for a large family has elevator and 3rd floor master suite. Room for all your boats and water toys. 5.05 acres plus .52…

MLS 555172

ISLAMORADA, FL 33036
$4,995,000
ISLAMORADA, FL 33036
84773 OLD

10 Beds 8 Baths Square Ft: 6262
Single Family Home - MLS#: 549939
Community: Misc Windley Key - Mile Marker (MM) 85.0

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…

MLS 549939

ISLAMORADA, FL 33036
$4,950,000
ISLAMORADA, FL 33036
76041 Overseas

7 Beds 6 Baths Square Ft: 3260
Single Family Home - MLS#: 546605
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

JUST REDUCED TO MOTIVATE BUYERS!!! Prime property with over 4 acres on the Atlantic Ocean with 350' of sandy beach. Private channel cut all they way to the dock!Permitted Vacation Rental in the Village.…

MLS 546605

COUNTY, FL 33042
$4,950,000
CUDJOE KEY, FL 33042
16750 Old State

6 Beds 5.1 Baths Square Ft: 5208
Single Family Home - MLS#: 555501
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 555501

KEY LARGO, FL 33037
$4,700,000
KEY LARGO, FL 33037
110 Coastal

5 Beds 5 Baths Square Ft: 8000
Single Family Home - MLS#: 554840
Community: Coral Coast Corrected Plat - Mile Marker (MM) 96

MAGNIFICENT NEW LUXURY BEACH FRONT HOME! The shoreline is white sand and the sunsets are year round. Located in an exclusive community w/only 15 one acre parcels. Pier dock 240 ft w/ 4ft control depth.…

MLS 554840

ISLAMORADA, FL 33070
$4,600,000
ISLAMORADA, FL 33070
89351 Old

3 Beds 3.1 Baths Square Ft: 2088
Single Family Home - MLS#: 555585
Community: Misc Plantation Key - Mile Marker (MM) 85.0

Oceanfront acreage with rare deep water boat basin for large boats. Concrete seawall and boat ramp. Concrete house with 2/2 up and 1/1 apt down. Huge chickee hut bar, large detached garage. More than…

MLS 555585

KEY LARGO, FL 33037
$4,500,000
KEY LARGO, FL 33037
551 Ocean Cay

2 Beds 3 Baths Square Ft: 4645
Single Family Home - MLS#: 545364
Community: Port Largo - Mile Marker (MM) 100.0

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…

MLS 545364

ISLAMORADA, FL 33070
$4,300,000
ISLAMORADA, FL 33070
89401 Old

5 Beds 5.1 Baths Square Ft: 3973
Single Family Home - MLS#: 556683
Community: Misc Plantation Key - Mile Marker (MM) 85.0

Oceanfront estate on desired Old Highway. Home has deep-water boat basin, great ocean views, and gracious, island-style home with beautiful swimming pool and spacious outdoor entertaining area. Privacy…

MLS 556683

MARATHON, FL 33050
$4,250,000
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

COUNTY, FL 33050
$4,100,000
CONCH KEY, FL 33050
308 PINETREE

3 Beds 3 Baths Square Ft: 2940
Single Family Home - MLS#: 555946
Community: Toms Harbor - Mile Marker (MM) 61.0

Georgeous Mediterranean Oceanfront Home with fantastic Ocean views and sunrises, The Cool side of the Street. Yes here in the Fla Keys, 10 feet draft with almost 300 feet of dockage! Up to 110 yacht not…

MLS 555946

ISLAMORADA, FL 33070
$3,999,000
ISLAMORADA, FL 33070
89151 Old

5 Beds 5.1 Baths Square Ft: 3929
Single Family Home - MLS#: 553433
Community: Trop Coral Reef - Mile Marker (MM) 89.0

EXQUISITE OCEANFRONT ESTATE! Ocean views galore! Pool & spa, beach, dockage with lifts. 5 bd/5.5 bth, spacious master suite, huge workshop/tackle room, game room with guest quarters, elevator, rooftop…

MLS 553433

COUNTY, FL 33042
$3,999,000
CUDJOE KEY, 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 on the southern tip of world Summerland Key this magnificent home has some of the most stunning views in the Keys. This 4 bedroom 4 bath home was built to perfection with over 4500 Sq Ft under…

MLS 556927

ISLAMORADA, FL 33070
$3,950,000
ISLAMORADA, FL 33070
169 Indian Mound

3 Beds 3.1 Baths Square Ft: 4400
Single Family Home - MLS#: 554454
Community: Indian Harbor - Mile Marker (MM) 89.0

ABOVE AND BEYOND contemporary ''work of art'' home in Plantation Key!! When only the best will do, look no further! Smart home technology offered in this 3bd/3.5ba pool home with outstanding bayviews,…

MLS 554454

MARATHON, FL 33050
$3,950,000
MARATHON, FL 33050
58477 Morton

4 Beds 3.1 Baths Square Ft: 3955
Single Family Home - MLS#: 556666
Community: Crains Sub - Mile Marker (MM) 58.0

A gated, secured 1.66 acre estate never before on the market. Endless Gulf views, protected harbor, tennis court, pool, putting green, gym, 4,000 SF with views from every room. The pool is heated and…

MLS 556666

ISLAMORADA, FL 33070
$3,900,000
ISLAMORADA, FL 33070
89625 Old Highway

4 Beds 4 Baths Square Ft: 5848
Single Family Home - MLS#: 545617
Community: Misc Plantation Key - Mile Marker (MM) 85.0

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…

MLS 545617

ISLAMORADA, FL 33036
$3,690,000
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
$3,690,000
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

ISLAMORADA, FL 33036
$3,690,000
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
$3,649,000
ISLAMORADA, FL 33036
88890 Overseas

2 Beds 2 Baths Square Ft: 1132
Single Family Home - MLS#: 553548
Community: Randall Adams - Mile Marker (MM) 89.0

BAYFRONT ESTATE ON 6 ACRES. Nearly 1/4 mile off US 1 you'll find this spacious, serene property with 245 ft. on the bay. Two CBS cottages each with private pier are a perfect Keys' getaway. Property is…

MLS 553548

ISLAMORADA, FL 33036
$3,649,000
ISLAMORADA, FL 33036
88890 Overseas

2 Beds 2 Baths Square Ft: 1132
Single Family Home - MLS#: 552960
Community: Randall Adams - Mile Marker (MM) 89.0

BAYFRONT ESTATE ON 6 ACRES-Nearly 1/4 mile off US 1 you’ll find this spacious, serene property with 245 ft. on the bay. Two 1/1 cottages, each with private pier, are a perfect Keys’ getaway, or build…

MLS 552960

LAYTON, FL 33001
$3,600,000
LONG KEY, FL 33001
65760 Overseas

5 Beds 5 Baths Square Ft: 4964
Single Family Home - MLS#: 554280
Community: Long Key Ocean Bay Colony - Mile Marker (MM) 69.

One of a kind Keys style estate home on over an acre of sandy beach. Pool, Dock for up to 2 boats right off the beach and boat lift. This is a true no compromise home.

MLS 554280

ISLAMORADA, FL 33036
$3,600,000
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

KEY LARGO, FL 33037
$3,500,000
KEY LARGO, FL 33037

5 Beds 5.1 Baths
Single Family Home - MLS#: 556609
Community: Silver Shores - Mile Marker (MM) 96.0

MLS 556609

KEY LARGO, FL 33037
$3,500,000
KEY LARGO, FL 33037
96130 Overseas

4 Beds 3 Baths Square Ft: 3050
Single Family Home - MLS#: 555741
Community: Lime Grove Estates - Mile Marker (MM) 96.0

''Lazy Palms'' This one has it all! Updated 4BD/3BA, downstairs AND upstairs master suites, open floor plan looking out to the gorgeous Florida Bay sunsets, infinity pool, sandy walk-in beach and 150'…

MLS 555741

KEY LARGO, FL 33070
$3,500,000
KEY LARGO, FL 33070
91991 Overseas

4 Beds 3.1 Baths Square Ft: 4446
Single Family Home - MLS#: 553429
Community: Tavernier Sub - Mile Marker (MM) 91.0

Beautiful, gated oceanfront estate located in Tavernier that has a lot to offer. Comfortable design, concrete, elevated main home with 4 Bd,3.5 bath & den all on one level. Spacious entertainment area…

MLS 553429

KEY LARGO, FL 33037
$3,500,000
KEY LARGO, FL 33037
558 Ocean Cay

6 Beds 3 Baths Square Ft: 6644
Single Family Home - MLS#: 555239
Community: Port Largo - Mile Marker (MM) 100.0

OCEANFRONT ESTATE with extraordinary panoramic ocean views located on prestigious Ocean Cay in Key Largo, one of the Upper Keys finest developments offering a spacious living area, kitchen and large bedrooms,…

MLS 555239

ISLAMORADA, FL 33036
$3,490,000
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

ISLAMORADA, FL 33036
$3,490,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit Unit 3

4 Beds 4 Baths Square Ft: 2877
Single Family Home - MLS#: 543661
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 543661

ISLAMORADA, FL 33036
$3,490,000
ISLAMORADA, FL 33036
77521 Overseas Hwy , Unit #9

4 Beds 4 Baths Square Ft: 2895
Single Family Home - MLS#: 543667
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 543667

ISLAMORADA, FL 33036
$3,475,000
ISLAMORADA, FL 33036
136 W Plaza Del Sol

4 Beds 4.1 Baths Square Ft: 5126
Single Family Home - MLS#: 556843
Community: Port Antigua - Mile Marker (MM) 74.5

This stunning, contemporary home is one of the most spectacular properties on the market at this time. Enter through the heavy, ornamental double iron & glass doors into the foyer flooded with natural…

MLS 556843

MARATHON, FL 33050
$3,450,000
MARATHON, FL 33050
121 Coco Plum

5 Beds 4.1 Baths Square Ft: 5800
Single Family Home - MLS#: 554611
Community: Misc Coco Plum - Mile Marker (MM) 54.0

Your very own natural, white sand beach awaits... right now you have the rare opportunity to complete this luxurious oceanfront home to your exact specifications. Beautiful D'Asign Source details with…

MLS 554611

KEY LARGO, FL 33037
$3,400,000
KEY LARGO, FL 33037
101900 Overseas

25 Beds 24 Baths Square Ft: 3049
Single Family Home - MLS#: 554762
Community: Lee Shores Amd Plat - Mile Marker (MM) 104.0

DEVELOPMENT OPPORTUNITY! 200 feet of bayfront. First Building Complete. Plans are for a bayfront condo-hotel of 5 Caribbean-style buildings housing 10 private residences on Florida Bay. 4 duplex buildings,…

MLS 554762

MARATHON, FL 33050
$3,400,000
MARATHON, FL 33050
90 Tingler

5 Beds 4.1 Baths Square Ft: 5563
Single Family Home - MLS#: 553736
Community: Misc Sombrero Area - Mile Marker (MM) 50.0

A sparkling gem on the Atlantic in Marathon w/great boat access on a small private island of only 8 homes. Quality built home with beautiful cherry cabinets, crown moldings, interesting design details.…

MLS 553736

ISLAMORADA, FL 33036
$3,390,000
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
$3,200,000
ISLAMORADA, FL 33036
76041 Overseas

4 Beds 4.1 Baths Square Ft: 3260
Single Family Home - MLS#: 548154
Community: Mat Ocean Bay - Mile Marker (MM) 75.0

JUST REDUCED! La Playa Estate - Main Residence - offers 4BR/ 4.5BA and 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access for boats up to 3 ft. draft.Spacious rooms with…

MLS 548154

MARATHON, FL 33050
$3,200,000
MARATHON, FL 33050
1250 70th

3 Beds 3 Baths Square Ft: 2602
Single Family Home - MLS#: 556707
Community: Roosevelt Point - Mile Marker (MM) 1 51.0

Gated Gulf front compound at Roosevelt Point. Stunning Gulf views with deep water dockage for 80' plus boat & smaller boats on davits/dock on over 345' of shoreline. One-of-a-kind waterside 31' x 43'…

MLS 556707

KEY LARGO, FL 33037
$3,000,000
KEY LARGO, FL 33037
75 Mutiny

3 Beds 3.1 Baths Square Ft: 1747
Single Family Home - MLS#: 556861
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 556861

COUNTY, FL 33042
$2,999,999
CUDJOE KEY, FL 33042
974 Flagship

3 Beds 3.1 Baths Square Ft: 4200
Single Family Home - MLS#: 552235
Community: Summerland Cove Isle - Mile Marker (MM) 25.5

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…

MLS 552235

ISLAMORADA, FL 33036
$2,995,000
ISLAMORADA, FL 33036
82929 Old

4 Beds 3 Baths Square Ft: 2697
Single Family Home - MLS#: 554605
Community: Russell Estates - Mile Marker (MM) 83.2

Exquisite, Serene, Compelling...Prominently positioned on Upper Matecumbe Key, this magnificent oceanfront estate features panoramic views,soaring ceilings,custom gourmet kitchen,guest house,lush gardens,…

MLS 554605

KEY LARGO, FL 33037
$2,950,000
KEY LARGO, FL 33037
68 S Andros

5 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

ISLAMORADA, FL 33070
$2,900,000
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

KEY LARGO, FL 33037
$2,800,000
KEY LARGO, FL 33037
559 Ocean Cay

4 Beds 4 Baths Square Ft: 5235
Single Family Home - MLS#: 555163
Community: Port Largo - Mile Marker (MM) 100.0

Private, & luxurious Ocean Cay 4BR/4BA 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…

MLS 555163

ISLAMORADA, FL 33036
$2,750,000
ISLAMORADA, FL 33036
75560 Overseas

3 Beds 4 Baths Square Ft: 3228
Single Family Home - MLS#: 551065
Community: Lower Mat Harbor - Mile Marker (MM) 75.0

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,…

MLS 551065



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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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