Islamorada Real Estate

80 matches found

$24,000
83265 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (29)
Open House (11/10/2026 - 2:00 pm)
Property Type: Rental Long Term
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1686
Year Built: 2017
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: Experience the best of the Florida Keys in this charming coastal cottage in...
Listing Office: LoKation Real Estate
Last Updated: November - 10 - 2026
IDX
$5,999,000
Open House (11/10/2026 - 4:00 pm)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 6
Square Footage: 3649
Year Built: 1984
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7...
Listing Office: LoKation Real Estate
Last Updated: November - 10 - 2026
IDX
$499,000
82770 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (6)
Property Type: Vacant Land
Area: 23 - Upper Matecumbe
Subdivision: Ocean View (82.5)
Description: PRIME ISLAMORADA LOCATION | VILLAGE CENTER ZONING Excellent opportunity ...
Listing Office: Sutter & Nugent, Inc.
Last Updated: November - 09 - 2026
IDX
$2,750,000
114 Sunset Drive, Lower Matecumbe, FL 33036
View Photos (37)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 1488
Year Built: 1968
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Artfully updated canal-front pool home on beloved Sunset Drive! This delig...
Listing Office: Ocean Sotheby's International Realty
Last Updated: November - 09 - 2026
IDX
$659,000
79901 Overseas Highway 410, Upper Matecumbe Key Islamorada, FL 33036
View Photos (24)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 981
Year Built: 1976
Area: 23 - Upper Matecumbe
Subdivision: Palms of Isla (80.0)
Description: Located in the heart of Islamorada, this 2 bedroom, 2 bath condo at The Pal...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: November - 06 - 2026
IDX
$2,950,000
80902 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (60)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 3550
Year Built: 1961
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning ...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: November - 06 - 2026
IDX
$375,000
75350 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (3)
Property Type: Do Not Use P Rights
Description: 1 each wet TDR- one wet lot transferable building right to use for market-r...
Listing Office: Century 21 Circle- Islamorada
Last Updated: November - 05 - 2026
IDX
$2,799,000
The pool has a swim jet and a heater/chiller
View Photos (66)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1947
Year Built: 1983
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: Welcome to your coastal retreat in the highly sought-after Port Antigua nei...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: November - 05 - 2026
IDX
$6,800
185 El Capitan Drive, Lower Matecumbe, FL 33036
View Photos (28)
Property Type: Rental Long Term
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2000
Year Built: 1985
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: 3 BEDROOMS & 3.5 BATHS FOR 6 MONTHS OR ANNUAL RENTAL . Utilities is at...
Listing Office: Balistreri Real Estate
Last Updated: November - 04 - 2026
IDX
$1,250,000
189 Carroll Street, Upper Matecumbe Key Islamorada, FL 33036
View Photos (37)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1525
Year Built: 2009
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beaut...
Listing Office: Ocean Sotheby's International Realty
Last Updated: November - 03 - 2026
IDX

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The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.