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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$1,399,000
Open House (10/10/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1374
Year Built: 1953
Area: 03 - Key West
Subdivision: Macros Subd (2.0)
Description: Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Str...
Listing Office: Expert Realty LLC (HQ)
Last Updated: October - 07 - 2026
IDX
$875,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1804
Year Built: 2020
Area: 27 - Key Largo MM 97-107
Subdivision: Key Largo Beach (100.0)
Listing Office: EXP Realty, LLC
Last Updated: October - 07 - 2026
IDX
$550,000
Open House (10/09/2026 - 1:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 973
Year Built: 1971
Area: 13 - 7 Mile Bridge to Sombrero Bch Rd E & W
Subdivision: Sombrero Ridge Two (49.5)
Description: Waterfront living meets effortless island style at this beautiful 2-bedroom...
Listing Office: Engel & Völkers Marathon
Last Updated: October - 07 - 2026
IDX
$550,000
Open House (10/09/2026 - 9:00 am)
Property Type: Residential
# of Bedrooms: 1
# of Bathrooms: 1
Square Footage: 675
Year Built: 1967
Area: 17 - Vaca Cut - Both Sides Holiday Inn/Key Colony
Subdivision: Tall Ocean Beach (53.5)
Description: Sweeping open-water views take center stage at this beautifully updated one...
Listing Office: Engel & Völkers Marathon
Last Updated: October - 07 - 2026
IDX
$2,500
Property Type: Rental Long Term
# of Bedrooms: 2
# of Bathrooms: 1
Square Footage: 1680
Year Built: 1972
Area: 27 - Key Largo MM 97-107
Subdivision: Port Largo (100.0)
Description: Charming, turnkey furnished 2-bedroom, 1-bath duplex apartment in the heart...
Listing Office: Ocean Sotheby's International Realty
Last Updated: October - 07 - 2026
IDX
$2,000
Property Type: Rental Long Term
# of Bedrooms: 1
# of Bathrooms: 1
Year Built: 1972
Area: 27 - Key Largo MM 97-107
Subdivision: Port Largo (100.0)
Description: Charming, turnkey furnished 1-bedroom, 1-bath duplex apartment in the heart...
Listing Office: Ocean Sotheby's International Realty
Last Updated: October - 07 - 2026
IDX
$1,350,000
Open House (10/11/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1387
Year Built: 2001
Area: 02 - Key West
Subdivision: Flaglers Landing (2.0)
Description: DEEDED BOAT SLIP ON ISLAND!
A standout waterfront opportunity in Key West,...
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 07 - 2026
IDX
$1,399,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2
Square Footage: 2006
Year Built: 1998
Area: 09 - Ramrod Key
Subdivision: Breezeswept Bch Est (27.5)
Description: Welcome to 27416 Tobago Lane, where waterfront living and the Florida Keys ...
Listing Office: KeyIsle Realty
Last Updated: October - 07 - 2026
IDX
$2,400
Property Type: Residential
# 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 - 07 - 2026
IDX
$799,000
Open House (10/10/2026 - 9:30 am)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 963
Year Built: 2005
Area: 07 - Cudjoe Key
Subdivision: Venture Out (23.0)
Description: Boating is at the heart of life at Venture Out Unit 321. This elevated, can...
Listing Office: Bluescape Real Estate
Last Updated: October - 07 - 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.