Islamorada Real Estate

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Currently 141 Properties For Sale in Islamorada

We are experiencing a shortage of properties for sale throughout the Florida Keys. We have off-market listings that we make available to our clients, if you have the need for a specific type of property please contact us below.

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Islamorada Communities

Anglers Reef (3) Bay Colony Villas (1) Bay Harbour (3) Bay Ridge (1) Coral Harbour (8) Coral View (1) Davis Shores (1) Executive Bay (10) Fantasy Harbor (1) Galen Beach (1) Grove Park (1) Indian Waterways (1) Islamorada South (3) Kahiki Harbor (1) Lower Mat Beach (4) Lower Mat Harbor (1) Maison Matecumbe (1) Mat Ocean Bay (2) Mat Ocean Beach (4) Mat Ocean View (3) Mat Sandy Beach (1) Mate Lido Beach (1) Matecumbe Ocean Bay (1) Misc Upper Matacumbe (3) Ocean Harbor (5) Oceana (1) Palms Of Isla (2) Pearl City (1) Penn Key Club (1) Plantation Beach (3) Plantation By The Sea (2) Plantation Key Colony (3) Plantation Ridge (2) Plantation Tropical Park (1) Plantation Lake Estates (1) Port Antigua (12) Port Of Call (3) Russell Estates (4) Safety Harbor (7) Stillbeach (1) Strattons (9) The Russell Estates (1) Toners Nautical Sh (1) Treasure Harbor (2) Unplatted Upper Mate (1) Venetian Shores (7) White Marlin Beach (6) Windy Cove (8)

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Search Results

141 Results

Filter Results

Active

$42,000,000

6 Beds | 7 Baths | 9,843 sf ($4,267 / SqFt)

88041 Old Highway
ISLAMORADA, FL 33036

Active

$29,500,000

5 Beds | 7 Baths | 8,680 sf ($3,399 / SqFt)

82719 Old Highway
ISLAMORADA, FL 33036

Active

$25,000,000

7 Beds | 9 Baths | 6,935 sf ($3,605 / SqFt)

82768 Overseas Highway
ISLAMORADA, FL 33036

Active

$20,995,000

6 Beds | 9 Baths | 6,946 sf ($3,023 / SqFt)

88351 Old Highway
ISLAMORADA, FL 33036

Active

$14,500,000

5 Beds | 5 Baths | 9,011 sf ($1,609 / SqFt)

87895 Old Highway
ISLAMORADA, FL 33036

Active

$13,400,000

-10.07% (-$1,500,000)

6 Beds | 4 Baths | 4,394 sf ($3,050 / SqFt)

186 Bayview Drive
ISLAMORADA, FL 33036

2 Price Changes / 41 Days Ago

Active

$11,900,000

6 Beds | 7 Baths | 7,160 sf ($1,662 / SqFt)

180 Galleon Road
ISLAMORADA, FL 33036

Active

$10,900,000

4 Beds | 3 Baths | 4,512 sf ($2,416 / SqFt)

170 Sapodilla Drive
ISLAMORADA, FL 33036

Active

$10,900,000

8 Beds | 8 Baths | 5,392 sf ($2,022 / SqFt)

162 Bayview Drive
ISLAMORADA, FL 33036

Active

$10,500,000

6 Beds | 5 Baths | 6,100 sf ($1,721 / SqFt)

91 Iroquois Drive
ISLAMORADA, FL 33036

Active

$9,950,000

-7.44% (-$800,000)

6 Beds | 5 Baths | 6,866 sf ($1,449 / SqFt)

82238 Overseas Highway
ISLAMORADA, FL 33036

2 Price Changes / 19 Days Ago

Active

$8,999,000

6 Beds | 4 Baths | 4,394 sf ($2,048 / SqFt)

165 Bayview Drive
ISLAMORADA, FL 33036

Active

$8,800,000

5 Beds | 5 Baths | 4,770 sf ($1,845 / SqFt)

75931 Overseas Highway
ISLAMORADA, FL 33036

Active

$6,995,000

3 Beds | 3 Baths | 1,500 sf ($4,663 / SqFt)

75131 Overseas Highway
ISLAMORADA, FL 33036

Active

$6,950,000

4 Beds | 4 Baths | 3,790 sf ($1,834 / SqFt)

168 Galleon Road
ISLAMORADA, FL 33036

Active

$6,750,000

6 Beds | 5 Baths | 4,566 sf ($1,478 / SqFt)

83407 Old Highway
ISLAMORADA, FL 33036

Active

$6,600,000

-11.94% (-$895,000)

3 Beds | 2 Baths | 3,019 sf ($2,186 / SqFt)

100 List Street
ISLAMORADA, FL 33036

2 Price Changes / 2 Days Ago

Active

$6,350,000

-15.33% (-$1,149,999)

4 Beds | 4 Baths | 3,228 sf ($1,967 / SqFt)

75560 Overseas Highway
ISLAMORADA, FL 33036

3 Price Changes / 33 Days Ago

Active

$6,350,000

6 Beds | 7 Baths | 4,700 sf ($1,351 / SqFt)

400 Palm Drive
ISLAMORADA, FL 33036

Active

$5,990,000

4 Beds | 4 Baths | 2,574 sf ($2,327 / SqFt)

82779 Old Highway #21
ISLAMORADA, FL 33036

Active

$5,990,000

4 Beds | 4 Baths | 2,574 sf ($2,327 / SqFt)

82779 Old Highway #3
ISLAMORADA, FL 33036

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-19-2025.