Islamorada Real Estate

118 matches found

$8,950,000
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10
Square Footage: 5392
Year Built: 2014
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning...
Listing Office: Coldwell Banker Realty - Coral Gables
Last Updated: December - 24 - 2025
IDX
$2,495,000
33 Pen Key Drive, Upper Matecumbe Key Islamorada, FL 33036
View Photos (59)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 4537
Year Built: 1987
Area: 23 - Upper Matecumbe
Subdivision: Penn Key Club (83.0)
Description: Legacy Retreat in Islamorada - Gated Waterfront Estate with Marina, Pool & ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 24 - 2025
IDX
$3,200,000
117 El Capitan Drive, Lower Matecumbe, FL 33036
View Photos (58)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2960
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: Newly remodeled waterfront home located in the highly desirable Port Antigu...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: December - 23 - 2025
IDX
$375,000
119 Cortez Drive 3G, Lower Matecumbe, FL 33036
View Photos (35)
Property Type: Residential
# of Bedrooms: 1
# of Bathrooms: 1
Square Footage: 518
Year Built: 1980
Area: 22 - Lower Matecumbe
Subdivision: Islamorada South (76.5)
Description: Welcome to this beautifully updated and move-in ready 1-bedroom, 1-bath ret...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: December - 23 - 2025
IDX
$950,000
83201 Old Highway 504, Upper Matecumbe Key Islamorada, FL 33036
View Photos (40)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1275
Year Built: 1982
Area: 23 - Upper Matecumbe
Subdivision: Beacon Reef (83.0)
Description: Exclusive Beacon Reef Unit 504 presents a rare opportunity in the heart of ...
Listing Office: Palm House Real Estate
Last Updated: December - 22 - 2025
IDX
$2,650,000
141 El Capitan Drive, Lower Matecumbe, FL 33036
View Photos (79)Videos (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2098
Year Built: 1988
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: Stunning canal-front home at the rare T-junction of two crystal-clear water...
Listing Office: Phantom Real Estate
Last Updated: December - 22 - 2025
IDX
$895,000
101 Gulfview Drive 202 & 30
View Photos (25)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1473
Year Built: 2003
Area: 22 - Lower Matecumbe
Subdivision: Bay Harbour (75.0)
Description: Beautiful 2 bed, 2 bath condo Bay Harbour in Islamorada. This condo boasts ...
Listing Office: Paradise Florida Keys Real Estate
Last Updated: December - 22 - 2025
IDX
$689,000
118 Cortez Drive A, Lower Matecumbe, FL 33036
View Photos (33)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1079
Year Built: 1980
Area: 22 - Lower Matecumbe
Subdivision: Islamorada South (76.5)
Description: Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 bat...
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 21 - 2025
IDX
$399,900
79901 Overseas Highway 218, Upper Matecumbe Key Islamorada, FL 33036
View Photos (32)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 1
# of Bathrooms: 2
Square Footage: 827
Year Built: 1976
Area: 23 - Upper Matecumbe
Subdivision: Palms of Isla (80.0)
Description: LET'S MAKET A DEAL! Seller has just reduced this condo by $50,000. At this...
Listing Office: Paradise Florida Keys Real Estate
Last Updated: December - 21 - 2025
IDX
$1,600,000
36 Park Road, Upper Matecumbe Key Islamorada, FL 33036
View Photos (40)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2277
Year Built: 2025
Area: 23 - Upper Matecumbe
Subdivision: Hammock (83.5)
Description: Stunning new custom pool home in the heart of Islamorada. This exceptional,...
Listing Office: Palm House Real Estate
Last Updated: December - 21 - 2025
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.