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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$25,000,000
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 10
Living Apx SqFt: 6935
Year Built: 2017
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranqu...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 28 - 2025
IDX
$25,000,000
Property Type: Vacant Land
Area: 05 - Stock Island to Shark Key
Subdivision: Key Haven 1st Add (5.0)
Description: Introducing Enchanted Island, an unparalleled private island located 1.5 mi...
Waterfront: 1
Property Type: Vacant Land
Community Features: Other Area Features
Listing Office: Ocean Sotheby's International Realty
Last Updated: April - 02 - 2026
IDX
$24,995,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 8
Living Apx SqFt: 9011
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Misc Plantation Key (85.0)
Description: Introducing a newly completed architectural masterpiece overlooking the tur...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Airport/Runway
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: February - 03 - 2026
IDX
$24,995,000
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 11
Living Apx SqFt: 10182
Year Built: 1995
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Experience unparalleled oceanfront living at the Chateau on the Ocean, a tu...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Beach, Tennis Court(s)
Listing Office: Coldwell Banker Realty - Aventura
Last Updated: April - 30 - 2026
IDX
$22,000,100
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 6
Living Apx SqFt: 6532
Year Built: 2000
Area: 01 - Key West
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Description: A truly one-of-one legacy estate set on Sunset Key, one of the most coveted...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Spa, Beach, Tennis Court(s), Pool
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 18 - 2026
IDX
$23,699,991
Status: Closed
Property Type: Commercial
Living Apx SqFt: 5459
Year Built: 1943
Area: 02 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: The sale of the Historic Key West Inns Lodging portfolio which includes the...
Property Type: Commercial
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: September - 09 - 2024
IDX
$23,657,265
Status: Closed
Property Type: Commercial
Year Built: 1994
Area: 01 - Key West
Subdivision: Old Town - Unlisted (1.0)
Description: Relocation of national tenant. 25 year corporate lease....
Property Type: Commercial Lease
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: September - 09 - 2024
IDX
$23,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Living Apx SqFt: 7522
Year Built: 1996
Area: 23 - Upper Matecumbe
Subdivision: Palm Harbor (82.0)
Description: PALM HARBOR is one of the most exquisite and incomparable estates in all of...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: September - 03 - 2024
IDX
$20,000,000
Status: Closed
Property Type: Commercial
Year Built: 1978
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: For Stats Only. 147 Unit Franchise Hotel...
Property Type: Commercial
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: September - 09 - 2024
IDX
$18,000,000
Status: Closed
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 14
Living Apx SqFt: 8949
Year Built: 2005
Area: 26 - Key Largo S of MM 96.9
Subdivision: Unplatted Lower K.L. (92.0)
Description: Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimat...
Pets Allowed: Pets Allowed
Waterfront: 1
Property Type: Residential
Community Features: Beach
Listing Office: Berkshire Hathaway HomeServices EWM Realty
Last Updated: March - 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.