98
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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$2,900,000
Open House (09/05/2026 - 2:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1110
Year Built: 1978
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: What does everyone want? The smallest house in a great neighborhood! THIS...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 05 - 2026
IDX
$6,999,000
Open House (09/05/2026 - 12:00 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: Venture Realty Group
Last Updated: September - 05 - 2026
IDX
$999,999
Open House (09/05/2026 - 10:00 am)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1710
Year Built: 1973
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: This waterfront home offers 36 feet of dockage and a beautifully renovated ...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 05 - 2026
IDX
$1,550,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2941
Year Built: 1995
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 ba...
Listing Office: RE/MAX All Keys Real Estate
Last Updated: September - 04 - 2026
IDX
$11,000,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 3421
Year Built: 1997
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Extraordinary opportunity to own one of the Florida Keys' most spectacular ...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: September - 03 - 2026
IDX
$7,950,000
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: September - 03 - 2026
IDX
$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: September - 03 - 2026
IDX
$3,952,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2328
Year Built: 1987
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: THIS UPDATED BEAUTY LOCATED IN RENOWNED VENETIAN SHORES IS A TRUE MUST SEE!...
Listing Office: The Valencia Group Corp.
Last Updated: September - 02 - 2026
IDX
$2,400,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2309
Year Built: 1989
Area: 25 - Plantation Key
Subdivision: Plantation Lake Estates (87.0)
Description: Simply the best location, exclusive & extremely private. This is a rare fin...
Listing Office: RE/MAX All Keys Real Estate
Last Updated: September - 02 - 2026
IDX
$2,195,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 4537
Year Built: 1987
Area: 23 - Upper Matecumbe
Subdivision: Penn Key Club (83.0)
Description: Welcome to your legacy retreat in Islamorada's premier gated waterfront com...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 02 - 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.