Islamorada Real Estate

Find luxury property, townhouses, estates, houses & oceanfront homes for sale in Islamorada, FL with the real estate agents & realtors at OceanSIR.

Islamorada Homes For Sale

For Sale
MLS® 619367

$3,600,000

141 Canal Street, Plantation Key, FL 33070
5 Beds 6 Baths 5,061 Sq.Ft.
For Sale
MLS® 619284

$699,000

200 Wrenn Street Unit: APT 510, Plantation Key, FL 33070
2 Beds 2 Baths 1,179 Sq.Ft.
For Sale
MLS® 619243

$795,000

178 Coral Avenue, Plantation Key, FL 33070
4 Beds 3 Baths 1,380 Sq.Ft.
For Sale
MLS® 619187

$3,800,000

82779 Old Highway Unit: 15, Upper Matecumbe Key Islamorada, FL 33036
4 Beds 5 Baths 2,574 Sq.Ft.
For Sale
MLS® 619185

$3,800,000

82779 Old Highway Unit: 7, Upper Matecumbe Key Islamorada, FL 33036
4 Beds 5 Baths 2,574 Sq.Ft.
For Sale
MLS® 619186

$3,800,000

82779 Old Highway Unit: 8, Upper Matecumbe Key Islamorada, FL 33036
4 Beds 5 Baths 2,574 Sq.Ft.
For Sale
MLS® 619150

$6,750,000

83407 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
6 Beds 5 Baths 4,566 Sq.Ft.
For Sale
MLS® 618962

$1,199,000

319 Woods Avenue, Plantation Key, FL 33070
2 Beds 2 Baths 920 Sq.Ft.
For Sale
MLS® 618920

$4,900,000

150 List Street, Upper Matecumbe Key Islamorada, FL 33036
34,000 Sq.Ft.
For Sale
MLS® 618918

$4,900,000

150 List Street, Upper Matecumbe Key Islamorada, FL 33036
1 Bed 1 Bath 946 Sq.Ft.
For Sale
MLS® 618904

$4,645,000

75750 Overseas Highway, Lower Matecumbe, FL 33036
52,708 Sq.Ft.
For Sale
MLS® 618876

$2,999,000

80639 Old Highway Unit: 309, Upper Matecumbe Key Islamorada, FL 33036
3 Beds 3 Baths 2,275 Sq.Ft.
Active Under Contract
MLS® 618813

$340,000

119 Cortez Drive Unit: APT G11, Lower Matecumbe, FL 33036
1 Bed 1 Bath 518 Sq.Ft.
For Sale
MLS® 618633

$3,100,000

114 Sunset Drive, Lower Matecumbe, FL 33036
3 Beds 4 Baths 1,488 Sq.Ft.
Active Under Contract
MLS® 618498

$689,000

88181 Old Highway Unit: G21, Plantation Key, FL 33036
3 Beds 2 Baths 1,593 Sq.Ft.
For Sale
MLS® 618481

$6,490,000

137 Sapodilla Drive, Lower Matecumbe, FL 33036
5 Beds 6 Baths 5,456 Sq.Ft.
For Sale
MLS® 618449

$10,900,000

186 & 165 Bayview Drive, Lower Matecumbe, FL 33036
6 Beds 5 Baths 4,394 Sq.Ft.
For Sale
MLS® 618400

$3,800,000

82779 Old Highway Unit: 14, Upper Matecumbe Key Islamorada, FL 33036
4 Beds 5 Baths 2,574 Sq.Ft.
For Sale
MLS® 618338

$5,000,000

171 Kahiki Drive, Plantation Key, FL 33070
3 Beds 3 Baths 2,876 Sq.Ft.
For Sale
MLS® 618336

$369,000

135 Airstream Lane, Plantation Key, FL 33070
2 Beds 1 Bath 564 Sq.Ft.
For Sale
MLS® 618190

$2,495,000

33 Pen Key Drive, Upper Matecumbe Key Islamorada, FL 33036
3 Beds 4 Baths 4,537 Sq.Ft.

Map of Islamorada Real Estate

For Sale
Under Contract
Active Under Contract

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Islamorada Real Estate News & Updates

Preparing to Sell a Luxury Home in Islamorada
  • April 9, 2026
Islamorada Homebuyer Guide to Boating and Waterfront Access
  • April 2, 2026
Two Wood-Fired Steakhouses Opened in Islamorada Last Year. That's Not a Coincidence.
  • March 26, 2026
Second-Home Living in Islamorada: What Buyers Should Know
  • March 24, 2026
Everything You Need to Know About Theater of the Sea in Islamorada
  • April 19, 2023
A Complete Guide to Relaxing in Islamorada
  • April 28, 2022
6 Activities for the Whole Family in Islamorada
  • August 26, 2022
Eight Ways to Spruce Up Your Islamorada Home’s Interior
  • January 6, 2022
Buying a Home in Islamorada
  • August 13, 2024
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OCEAN SIR

License # : CQ1039964

Phone

305.712.8888

Email

marketing@oceansir.com

Address

81888 Overseas Highway Islamorada FL 33036 10055 Overseas Highway Marathon FL 33050 1075 Duval Street Suite 15C Key West FL 33040

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