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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$3,775,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4.1
Living Apx SqFt: 3532
Year Built: 2000
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Gorgeous single family home located in the award winning Truman Annex Commu...
Pool: 1
Property Type: Residential
Community Features: Other Area Features
Waterfront Features: None
Listing Office: Compass Realty
Last Updated: August - 25 - 2024
IDX
$4,200,000
Property Type: Commercial
# of Bedrooms: 3
# of Bathrooms: 5
Living Apx SqFt: 7755
Year Built: 1942
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: An exceptional opportunity to own one of Old Town Key West's most recogniza...
Property Type: Commercial Sale
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 08 - 2026
IDX
$2,500,000
Status: Closed
Property Type: Commercial
Year Built: 1958
Area: 09 - Ramrod Key
Subdivision: Breezeswept Bch Est (27.5)
Description: Property currently operated by a Receiver and is Bank Owned. Profitable Bus...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: At Home in Key West, Inc.
Last Updated: September - 09 - 2024
IDX
$3,800,000
Status: Closed
Property Type: Commercial
# of Bathrooms: 0.2
Living Apx SqFt: 2315
Year Built: 1957
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Smugglers Marine is bayside just off Snake Creek across from the Coast Guar...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: Cornell Commercial Real Estate, Inc.
Last Updated: September - 10 - 2024
IDX
$3,800,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Living Apx SqFt: 4185
Year Built: 1946
Area: 02 - Key West
Subdivision: Webb Realty Co Sub (1.0)
Description: Major price improvement! The Grand Dame of Key West is absolutely ready for...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Other Area Features, Fire Hydrant, Bike Paths, Beach, Tennis Court(s)
Waterfront Features: None
Listing Office: Coldwell Banker Schmitt Real Estate Co. (KW)
Last Updated: August - 23 - 2024
IDX
$4,200,000
Status: Closed
Property Type: Vacant Land
Area: 09 - Ramrod Key
Subdivision: Silver Shores Est (27.0)
Description: Magnificent Gulf Front Estate! This amazing 'NEW' CBS Open Water home has 3...
Waterfront: 1
Property Type: Vacant Land
Community Features: Other Area Features
Listing Office: Internet Realty of the Florida Keys
Last Updated: September - 07 - 2024
IDX
$3,500,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Living Apx SqFt: 2343
Year Built: 1965
Area: 25 - Plantation Key
Subdivision: Indian Waterways (89.0)
Description: Over a half an acre bayfront property with 140ft directly on the Bay and lo...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Community Boat Ramp
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: September - 04 - 2024
IDX
$4,200,000
Status: Closed
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 7.2
Living Apx SqFt: 9655
Year Built: 2009
Area: 99 - Outside Florida
Subdivision: Other (999.9)
Description: Majestic custom estate in prestigious Pinecrest with top rated school syste...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Equestrian Sotheby's International Realty
Last Updated: December - 30 - 2025
IDX
$4,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Living Apx SqFt: 3066
Year Built: 1930
Area: 03 - Key West
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Description: MAJOR PRICE IMPROVEMENT! This beautiful Key West home on two lots just bloc...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Other Area Features, Bike Paths, Beach, Tennis Court(s)
Waterfront Features: None
Listing Office: Location 3 Real Estate of KW Inc (KW)
Last Updated: June - 29 - 2026
IDX
$3,875,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Living Apx SqFt: 2619
Year Built: 1963
Area: 02 - Key West
Subdivision: Webb Realty Co Sub (1.0)
Description: Welcome to the ''Polynesian Courtyard Retreat''. Set within the highly soug...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Beach, Tennis Court(s)
Waterfront Features: None
Listing Office: Keller Williams Key West Compass Realty
Last Updated: May - 22 - 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.