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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$5,500,000
Status: Closed
Property Type: Vacant Land
Area: 23 - Upper Matecumbe
Subdivision: Windy Cove (84.0)
Description: RARE SHOVEL READY ONE OF A KIND OCEAN FRONT DEVELOPMENT OPPORTUNITY in the ...
Waterfront: 1
Property Type: Vacant Land
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: March - 05 - 2025
IDX
$5,400,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Living Apx SqFt: 2845
Year Built: 1967
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: This remarkable property is located in Islamorada's downtown area and offer...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 03 - 2024
IDX
$5,850,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Living Apx SqFt: 3010
Year Built: 2020
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Two Transient Homes Now Available For Sale. Just one block off world-famous...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: April - 01 - 2026
IDX
$5,800,000
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 7
Living Apx SqFt: 3209
Year Built: 1924
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Introducing 522 Elizabeth Street, a fully reimagined Key West masterpiece o...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Waterfront Features: None
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: September - 26 - 2025
IDX
$5,800,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Living Apx SqFt: 3500
Year Built: 2025
Area: 11 - Big Pine Key, No Name Key
Subdivision: Sands Sub (31.0)
Description: Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ul...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Listing Office: Flat Fee MLS Realty
Last Updated: April - 14 - 2026
IDX
$5,500,000
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 5
Living Apx SqFt: 2960
Year Built: 1998
Area: 27 - Key Largo MM 97-107
Subdivision: Port Largo (100.0)
Description: LUXURY
Indulge in this exquisite residence in the exclusive gated communi...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 05 - 2024
IDX
$5,250,000
Status: Closed
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 6.2
Living Apx SqFt: 5999
Year Built: 1958
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: Timeless Classic
This one-of-a-kind private estate is nestled on 3.48 acre...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 05 - 2025
IDX
$5,400,000
Status: Closed
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10
Living Apx SqFt: 6611
Year Built: 2001
Area: 05 - Stock Island to Shark Key
Subdivision: Key Haven 10th Add (5.0)
Description: Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a Europe...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 28 - 2026
IDX
$7,400,000
Status: Closed
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 7
Living Apx SqFt: 8306
Year Built: 1981
Area: 14 - Sombrero Area
Subdivision: Sombrero Isle (49.5)
Description: Welcome to your private paradise on prestigious Sombrero Isle with NEW PRIC...
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: December - 09 - 2025
IDX
$5,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Living Apx SqFt: 3304
Year Built: 1938
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Old Town compound consisting of a beautiful Great House, two bedroom and tw...
Pets Allowed: Pets Allowed
Pool: 1
Property Type: Residential
Community Features: Other Area Features
Waterfront Features: None
Listing Office: Century 21 Executive Team
Last Updated: August - 27 - 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.