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Islamorada Waterfront Homes For Sale

(179) PROPERTIES

ISLAMORADA, FL 33036
$2,695,000
ISLAMORADA, FL 33036
149 Stromboli

5 Beds 4 Baths Square Ft: 3902
Single Family Home - MLS#: 556011
Community: Venetian Shores - Mile Marker (MM) 86.0

Exquisite design and details throughout, this gorgeous waterfront home located in prestigious Venetian Shores, with plenty of room for your yacht! Very impressive must see home with views of snake creek!…

MLS 556011

ISLAMORADA, FL 33036
$2,699,000
ISLAMORADA, FL 33036
138 Leoni

5 Beds 3 Baths Square Ft: 4209
Single Family Home - MLS#: 556936
Community: Venetian Shores - Mile Marker (MM) 86.0

HUGE home in Venetian Shores with 170ft. of dockage!! Beautifully remodeled 5 bedroom 3 bath home is perfect for Keys style living and entertaining. An elevator gives this home easy access. Split bedroom…

MLS 556936

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

ISLAMORADA, FL 33036
$2,750,000
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 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

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

ISLAMORADA, FL 33036
$3,200,000
ISLAMORADA, FL 33036
128 Madeira

4 Beds 4 Baths Square Ft: 3389
Single Family Home - MLS#: 557205
Community: Strattons - Mile Marker (MM) 82.5

In Heart of Upper Matecumbe lies one of Islamorada's Premier Properties. This property is located on the Fl Bay offering spectacular Sunset's, protected dockage, (up to 30ft), pool overlooking the open…

MLS 557205

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

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
$3,475,000
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

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
$3,600,000
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

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

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 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 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

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

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

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

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

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
$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
$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
$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



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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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