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71,576 matches found

$3,500,000
925 Fleming Street, Key West, FL 33040
View Photos (41)
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Living Apx SqFt: 2508
Year Built: 1933
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: JUST LISTED, this iconic Fleming Street residence has it all! Two-story hi...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 30 - 2025
IDX
$3,700,000
328 Whitehead Street, Key West, FL 33040
View Photos (30)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3.2
Living Apx SqFt: 2759
Year Built: 1942
Area: 01 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Stunning Estate on one of the largest parcels in Truman Annex. This histori...
Pool: 1
Property Type: Residential
Listing Office: Truman & Co. (KW)
Last Updated: August - 25 - 2024
IDX
$3,562,500
1233 Washington Street, Key West, FL 33040
View Photos (37)Videos (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 2585
Year Built: 2023
Area: 03 - Key West
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Description: BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarte...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: December - 29 - 2025
IDX
$3,750,000
107 Front Street 217, Key West, FL 33040
View Photos (26)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Living Apx SqFt: 2420
Year Built: 1991
Area: 01 - Key West
Subdivision: Harbour Place (1.0)
Description: Rarely do units become available in the Harbour Place condominiums in Truma...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Beach, Pool
Listing Office: Coastal Collection Real Estate Inc.
Last Updated: August - 25 - 2024
IDX
$3,750,000
74049 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (71)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Living Apx SqFt: 2596
Year Built: 1970
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Rare opportunity to own an ocean side single family home in the heart of Is...
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Luxe Properties, LLC.
Last Updated: October - 11 - 2026
IDX
$3,350,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 4592
Year Built: 1978
Area: 27 - Key Largo MM 97-107
Subdivision: Stillwright Pt (105.5)
Description: Introducing Kokomo on the Bay: An Exquisite Stillwright Point Estate. Welc...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 23 - 2025
IDX
$3,750,000
1010 Olivia Street, Key West, FL 33040
View Photos (45)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Living Apx SqFt: 2421
Year Built: 2025
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: New construction, Elevated 3BD/3.5BA with heated pool and gated off-street ...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Suzanne Moore Real Estate
Last Updated: October - 02 - 2026
IDX
$3,750,000
154 Redwing Road, Plantation Key, FL 33070
View Photos (51)
Status: Contingent/Show
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 2320
Year Built: 1977
Area: 25 - Plantation Key
Subdivision: Sunshine Estates (90.5)
Description: Experience the ultimate Florida Keys waterfront lifestyle in this exception...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Listing Office: Keller Williams Capital Realty - Coral Gables
Last Updated: August - 15 - 2026
IDX
$3,500,000
Canal View
View Photos (62)Videos (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Living Apx SqFt: 3433
Year Built: 2000
Area: 25 - Plantation Key
Subdivision: Indian Waterways (89.0)
Description: Discover unparalleled luxury and island charm in this beautiful resort-styl...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Community Boat Ramp
Listing Office: Coastal Realty of the Florida Keys
Last Updated: April - 03 - 2025
IDX
$3,500,000
1235 Washington Street, Key West, FL 33040
View Photos (37)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Living Apx SqFt: 1802
Year Built: 2023
Area: 03 - Key West
Subdivision: Tropical Bldt & Investment Co Sub (2.0)
Description: If you are looking for Key West Luxury Island living at its best, then here...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: November - 18 - 2025
IDX

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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.