Listings Per Page
5 10 15 20 25
Sort By
List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$3,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 3306
Year Built: 1923
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: This is a one of a kind house, currently owned by legendary Dale Earnhardt ...
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
$3,200,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Living Apx SqFt: 1904
Year Built: 1958
Area: 03 - Key West
Subdivision: East Martello Towers (2.0)
Description: Refined taste & elegant styling are everywhere you look in this neighborhoo...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Truman & Co. (KW)
Last Updated: August - 23 - 2024
IDX
$3,250,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 2950
Year Built: 2023
Area: 02 - Key West
Subdivision: Key West Investment Co Sub (1.0)
Description: The pinnacle of luxury can be found at 1501 South Street! This five-bedroom...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Beach, Tennis Court(s)
Waterfront Features: None
Listing Office: Saltwater Real Estate Florida Keys, Inc
Last Updated: December - 17 - 2025
IDX
$3,243,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 2650
Year Built: 1938
Area: 02 - Key West
Subdivision: George W Nichols Sub (1.0)
Description: Nestled within the sought-after Casa Marina neighborhood of Key West, this ...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Compass Florida, LLC
Last Updated: April - 18 - 2025
IDX
$3,399,000
Property Type: Vacant Land
Area: 05 - Stock Island to Shark Key
Subdivision: Key Haven 10th Add (5.0)
Description: An exceptional opportunity to purchase this premier waterfront vacant lot w...
Waterfront: 1
Property Type: Vacant Land
Community Features: Fire Hydrant
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: August - 17 - 2026
IDX
$3,250,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 2797
Year Built: 2019
Area: 14 - Sombrero Area
Subdivision: Boot Key View (49.0)
Description: Indulge in the luxurious waterfront lifestyle you've been dreaming of in th...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Beach
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: August - 31 - 2024
IDX
$3,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Living Apx SqFt: 2440
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Maison Matecumbe (81.0)
Description: Unit 403 of Maison Residences is an oceanfront and pool front property loca...
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 03 - 2024
IDX
$3,300,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Living Apx SqFt: 2205
Year Built: 1992
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Beach (17.0)
Description: This is a one of a kind, private oceanfront estate with endless views of sh...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Beach
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 03 - 2025
IDX
$3,335,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Living Apx SqFt: 2950
Year Built: 1956
Area: 08 - Summerland Key
Subdivision: Dobie's Sub (24.0)
Description: This newly renovated Oceanfront Pool home seamlessly blends luxury, privacy...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Bike Paths, Airport/Runway
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 19 - 2026
IDX
$3,398,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Living Apx SqFt: 2386
Year Built: 1958
Area: 04 - Key West
Subdivision: Riviera Shores (3.0)
Description: Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Community Boat Ramp
Listing Office: Buy The Keys
Last Updated: April - 13 - 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.