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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$3,175,000
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: May - 16 - 2026
IDX
$2,495,000
Open House (05/17/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3136
Year Built: 1928
Area: 02 - Key West
Subdivision: Gwynn Sub (1.0)
Description: NEW LISTING! Old Town Key West Four-Unit Property in a Prime Old Town Key W...
Listing Office: Location 3 Real Estate of KW Inc (KW)
Last Updated: May - 16 - 2026
IDX
$2,495,000
Property Type: Commercial
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3136
Year Built: 1928
Area: 02 - Key West
Subdivision: Gwynn Sub (1.0)
Description: NEW LISTING! Old Town Key West Four-Unit Property in a Prime Old Town Key W...
Listing Office: Location 3 Real Estate of KW Inc (KW)
Last Updated: May - 16 - 2026
IDX
$879,000
Open House (05/17/2026 - 10:00 am)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 936
Year Built: 1992
Area: 11 - Big Pine Key, No Name Key
Subdivision: Port Pine Heights (29.0)
Description: Tucked away on a quiet dead-end street in Big Pine Key, this beautifully up...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
Last Updated: May - 16 - 2026
IDX
$1,250,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 927
Year Built: 1980
Area: 10 - Little, Middle, Big Torch Keys
Subdivision: Jolly Roger Estates (28.5)
Description: Location, location, location. This home has stunning sunrise and ocean vie...
Listing Office: Keller Williams Realty Premier Properties - Kendall
Last Updated: May - 16 - 2026
IDX
$1,825,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 1280
Year Built: 1965
Area: 19 - Crawl Key & Grassy Key
Subdivision: Grassy Key (58.9)
Description: Professional Pictures are coming soon.
A Private Waterfront Love Story i...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: May - 16 - 2026
IDX
$799,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 885
Year Built: 1969
Area: 17 - Vaca Cut - Both Sides Holiday Inn/Key Colony
Subdivision: Key Colony Beach (53.5)
Description: Discover this charming 2 bedroom, 2 bathroom waterfront home in the heart o...
Listing Office: RE/MAX All Keys Real Estate
Last Updated: May - 16 - 2026
IDX
$7,900,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 4048
Year Built: 1989
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Discover paradise in Islamorada, with beautiful ocean views, protected cana...
Listing Office: Palm House Real Estate
Last Updated: May - 16 - 2026
IDX
$5,300,000
Open House (05/16/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2511
Year Built: 1990
Area: 27 - Key Largo MM 97-107
Subdivision: Key Largo Ocn Shores (100.0)
Description: A rare uninterrupted view, luxury oceanfront estate where architecture, nat...
Listing Office: Vera Realty, LLC
Last Updated: May - 16 - 2026
IDX
$37,500
Property Type: Timeshare
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1120
Year Built: 1983
Area: 01 - Key West
Subdivision: Galleon Resort PH 1 (1.0)
Description: Experience deeded ownership of the same week, each year (Week 45) at the hi...
Listing Office: Truman & Co. (KW)
Last Updated: May - 16 - 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.