Islamorada Real Estate
104
matches found
$585,000
Property Type: Residential
# of Bedrooms: 1
# of Bathrooms: 1
Square Footage: 358
Year Built: 1988
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and S...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: April - 17 - 2026
IDX
$22,500,000
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 9
Square Footage: 8878
Year Built: 2026
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Introducing Isla House. A truly exceptional waterfront estate in the heart ...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 17 - 2026
IDX
$2,649,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 1768
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Welcome to Coral Cove Residence 3, perfectly positioned in the heart of Isl...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 17 - 2026
IDX
$6,700,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3860
Year Built: 1922
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean View (76.5)
Description: Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: April - 17 - 2026
IDX
$789,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1305
Year Built: 1960
Area: 23 - Upper Matecumbe
Subdivision: Hammock (83.5)
Description: Nestled in the heart of Islamorada, this ground-level residence captures th...
Listing Office: Coastal Realty of the Florida Keys
Last Updated: April - 17 - 2026
IDX
$6,500,000
Property Type: Commercial
# of Bathrooms: 2
Square Footage: 3995
Year Built: 1963
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Once in a lifetime investment in the heart of Islamorada. This exceptional ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 16 - 2026
IDX
$6,500,000
Property Type: Vacant Land
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Once in a lifetime investment in the heart of Islamorada. This exceptional ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 16 - 2026
IDX
$24,995,000
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 11
Square Footage: 10182
Year Built: 1995
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Experience unparalleled oceanfront living at the Chateau on the Ocean, a tu...
Listing Office: Coldwell Banker Realty - Aventura
Last Updated: April - 16 - 2026
IDX
$559,000
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: 🌊 Spectacular Direct Ocean Views!
✨ Islamorada's BestR...
Listing Office: Venture Realty Group
Last Updated: April - 16 - 2026
IDX
$13,950,000
Open House (04/19/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 7
Square Footage: 5900
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Experience the ultimate in coastal luxury and sophistication in this brand-...
Listing Office: The Agency Florida Keys
Last Updated: April - 15 - 2026
IDX
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.