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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$5,995,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 4660
Year Built: 2007
Area: 14 - Sombrero Area
Subdivision: Tinglers Island (49.5)
Description: Private oceanfront estate behind the gates of Tingler Island, one of Marath...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Beach
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate
Last Updated: April - 15 - 2026
IDX
$5,800,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 2430
Year Built: 1942
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: This exquisite private estate in the Truman Annex is one of the few propert...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Other Area Features, Manager on Premises
Waterfront Features: None
Listing Office: Equestrian Sotheby's International Realty
Last Updated: August - 25 - 2024
IDX
$5,300,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Living Apx SqFt: 4981
Year Built: 2025
Area: 08 - Summerland Key
Subdivision: Summerland Key Cove (25.0)
Description: Experience unparalleled luxury in this 2025 Custom Built Smart Home. Concre...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Airport/Runway
Listing Office: Island Real Estate Company Florida Keys
Last Updated: June - 14 - 2025
IDX
$5,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 5
Living Apx SqFt: 5501
Year Built: 1959
Area: 18 - East of Holiday Inn US #1 & Coco Plum
Subdivision: Coco Plum (54.6)
Description: Wow! This is a private Island Oasis in Marathon, on Bonefish Bay. First ti...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: September - 02 - 2024
IDX
$5,630,600
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 3000
Year Built: 2022
Area: 07 - Cudjoe Key
Subdivision: Cutthroat Harbor Est (23.0)
Description: At the very edge of the Cudjoe Key peninsula lies this beyond gorgeous, spr...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Coldwell Banker Schmitt RE Co.
Last Updated: August - 29 - 2024
IDX
$5,990,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 6
Living Apx SqFt: 4762
Year Built: 1993
Area: 20 - Duck Key, Coral Key, Conch Key
Subdivision: Toms Harbor (61.0)
Description: This magnificent, exclusive estate on Duck Key offers a rare opportunity to...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Spa, Clubhouse, Tennis Court(s)
Listing Office: Charles Rutenberg Realty Ft Lauderdale
Last Updated: April - 24 - 2026
IDX
$5,870,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Living Apx SqFt: 3173
Year Built: 1994
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: An Oasis in Downtown, Old Town Key West! A truly spectacular property on on...
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Beach Club Brokers (KW)
Last Updated: August - 25 - 2024
IDX
$5,650,000
Status: Closed
Property Type: Commercial
# of Bedrooms: 19
# of Bathrooms: 19
Living Apx SqFt: 9228
Year Built: 1958
Area: 24 - Windley Key
Subdivision: Unplatted Windley Key (88.0)
Description: A unique Islamorada oceanfront ''boutique motel'' providing immediate ocean...
Waterfront: 1
Property Type: Commercial
Listing Office: Cornell Commercial Real Estate, Inc.
Last Updated: September - 10 - 2024
IDX
$5,950,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Living Apx SqFt: 4094
Year Built: 2020
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Private Old Town property with built-in income and exceptional flexibility....
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Other Area Features
Waterfront Features: None
Listing Office: Preferred Properties (KW)
Last Updated: April - 22 - 2026
IDX
$5,087,250
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5.1
Living Apx SqFt: 6422
Year Built: 2005
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: The finest of the bay front parcels in the heart of Islamorada! Peaceful, ...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 03 - 2024
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.