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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$2,199,900
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 1887
Year Built: 2010
Area: 25 - Plantation Key
Subdivision: Tropical Atlantic Shores (90.0)
Description: Experience the best of Florida Keys waterfront living in this exceptional h...
Listing Office: Century 21 Circle- Islamorada
Last Updated: October - 15 - 2026
IDX
$1,395,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 1840
Year Built: 2017
Area: 13 - 7 Mile Bridge to Sombrero Bch Rd E & W
Subdivision: Sombrero Anglers C N (49.5)
Description: Welcome to 219-2 Sombrero Beach Road, a 4-bedroom, 3-bath waterfront retrea...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate
Last Updated: October - 15 - 2026
IDX
$3,250,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2665
Year Built: 2026
Area: 13 - 7 Mile Bridge to Sombrero Bch Rd E & W
Subdivision: Thompson & Adams Sub (49.5)
Description: Tucked away within Shipman Point, an intimate waterfront enclave of just fi...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: October - 15 - 2026
IDX
$1,800,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1268
Year Built: 1985
Area: 25 - Plantation Key
Subdivision: Futura Yacht Club (88.5)
Description: RARELY AVAILABLE AT FUTURA YACHT CLUB! This beautifully remodeled end-unit ...
Listing Office: TrustLarry Real Estate
Last Updated: October - 14 - 2026
IDX
$3,400
Property Type: Rental Long Term
# of Bedrooms: 3
# of Bathrooms: 1
Square Footage: 1220
Year Built: 2022
Area: 05 - Stock Island to Shark Key
Subdivision: Big Coppitt Estates (10.0)
Description: $3,400/Month | 3 Bedrooms | 1 Bathroom
Great rental opportunity in Big ...
Listing Office: Expert Realty LLC (HQ)
Last Updated: October - 14 - 2026
IDX
$999,999
Open House (10/17/2026 - 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: Embrace the ultimate island lifestyle in this beautifully renovated waterfr...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: October - 14 - 2026
IDX
$789,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 548
Year Built: 1943
Area: 02 - Key West
Subdivision: Moffats Sub (2.0)
Description: Welcome to 1422 Catherine Street in The Heart of Key West.
Two structure...
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: October - 14 - 2026
IDX
$4,950,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2441
Year Built: 2008
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old...
Listing Office: Truman & Co. (KW)
Last Updated: October - 14 - 2026
IDX
$615,600
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1274
Year Built: 2016
Area: 05 - Stock Island to Shark Key
Subdivision: Maloney Sub (5.0)
Description: This lovely townhome is located within the Islander Village HOA, a Local's ...
Listing Office: Location 3 Real Estate of KW Inc (KW)
Last Updated: October - 14 - 2026
IDX
$2,800,000
Open House (10/15/2026 - 10:00 am)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 1950
Year Built: 2023
Area: 25 - Plantation Key
Subdivision: Plant Key Colony (90.0)
Description: Welcome to Islamorada, one of the most desirable islands in the Florida Key...
Listing Office: Still Water Properties
Last Updated: October - 14 - 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.