Islamorada Real Estate
74
matches found
$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: October - 13 - 2026
IDX
$3,799,999
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 928
Year Built: 1963
Area: 22 - Lower Matecumbe
Subdivision: Matecumbe Ocean Bay (75.0)
Description: Estate Opportunity
Spanning 34,409 SF, this exceptional parcel offers a...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: October - 13 - 2026
IDX
$13,750,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 5489
Year Built: 2019
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Situated on one of Islamorada's premier and most sought-after bayfront stre...
Listing Office: The Agency Florida Keys
Last Updated: October - 13 - 2026
IDX
$2,700
Property Type: Rental Long Term
# of Bedrooms: 1
# of Bathrooms: 2
Square Footage: 827
Year Built: 1976
Area: 23 - Upper Matecumbe
Subdivision: Palms of Isla (80.0)
Description: Welcome to this inviting 1-bedroom, 1.5-bathroom condo at The Palms of Isla...
Listing Office: Real Estate Sales Force, Inc.
Last Updated: October - 13 - 2026
IDX
$6,999,000
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: October - 12 - 2026
IDX
$3,750,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2596
Year Built: 1970
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Rare opportunity to own an ocean side single family home in the heart of Is...
Listing Office: Luxe Properties, LLC.
Last Updated: October - 11 - 2026
IDX
$2,699,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 3315
Year Built: 2017
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Located on a quiet lane in the heart of Islamorada, 154 Carroll Street offe...
Listing Office: Ocean Sotheby's International Realty
Last Updated: October - 09 - 2026
IDX
$375,000
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: October - 06 - 2026
IDX
$1,495,000
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: October - 05 - 2026
IDX
$18,000,000
Property Type: Commercial
# of Bathrooms: 2
Year Built: 2011
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: ''The Pulse of Islamorada'' ... Iconic Islamorada Restaurant & Cabana Bar a...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: October - 04 - 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.