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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$3,800,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3137
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: The Villas at the Islands of Islamorada is a meticulously designed, private...
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 30 - 2026
IDX
$2,550,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2521
Year Built: 1992
Area: 17 - Vaca Cut - Both Sides Holiday Inn/Key Colony
Subdivision: Coury Sub (53.5)
Description: Tucked away within the renowned Coury Subdivision at the most prestigious e...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: January - 30 - 2026
IDX
$5,345,000
Open House (02/08/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3336
Year Built: 1938
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: MOTIVATED SELLERS! Exceptional Old Town estate with pool, gardens, and 2 gu...
Listing Office: Truman & Co. (KW)
Last Updated: January - 30 - 2026
IDX
$3,800,000
Open House (01/31/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 2033
Year Built: 1948
Area: 03 - Key West
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Description: 1230 South Street stands as one of the most exquisite historic renovations ...
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: January - 30 - 2026
IDX
$2,650,000
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: January - 30 - 2026
IDX
$2,850,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 2
Square Footage: 2228
Year Built: 2005
Area: 26 - Key Largo S of MM 96.9
Subdivision: Tavernier Ocean Shores (92.0)
Description: Welcome to your private waterfront retreat. This 4-bedroom, 2-bathroom resi...
Listing Office: Fairchild Partners, Inc.
Last Updated: January - 30 - 2026
IDX
$1,335,000
Open House (02/07/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1820
Year Built: 1999
Area: 10 - Little, Middle, Big Torch Keys
Subdivision: Jolly Roger Estates (28.5)
Description: Enjoy indoor-outdoor living with multiple inviting porches and excellent, o...
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: January - 30 - 2026
IDX
$775,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1292
Year Built: 1948
Area: 02 - Key West
Subdivision: Gwynn Sub (1.0)
Description: Nestled on a charming street in the heart of Old Town Key West, 1115 Varela...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: January - 30 - 2026
IDX
$1,650,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 1
Square Footage: 1022
Year Built: 1964
Area: 25 - Plantation Key
Subdivision: Plant Key Colony (90.0)
Description: This 2B/1.5B home, located in the desirable neighborhood of Plantation Key ...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: January - 30 - 2026
IDX
$1,569,999
Open House (02/01/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2136
Year Built: 2024
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: Welcome to your dream coastal retreat! Perched on concrete stilts with swee...
Listing Office: Amerifirst Realty
Last Updated: January - 30 - 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.