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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$5,475,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Living Apx SqFt: 3978
Year Built: 1992
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Welcome to your private tropical retreat in the heart of Islamorada, Florid...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths
Listing Office: Ocean Sotheby's International Realty
Last Updated: May - 05 - 2026
IDX
$5,087,250
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5.1
Living Apx SqFt: 6422
Year Built: 2005
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: The finest of the bay front parcels in the heart of Islamorada! Peaceful, ...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 03 - 2024
IDX
$5,750,000
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Living Apx SqFt: 2635
Year Built: 1952
Area: 23 - Upper Matecumbe
Subdivision: Caribee Beach (80.0)
Description: CARIBEE BEACH HOUSE is the perfect mix of old school Islamorada charm combi...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Coastal Realty of the Florida Keys
Last Updated: March - 05 - 2025
IDX
$5,490,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Living Apx SqFt: 4908
Year Built: 2010
Area: 14 - Sombrero Area
Subdivision: Sunrise Isle (50.0)
Description: Redefine what's next at one of the few Middle Keys' private, gated islands:...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths, Beach
Listing Office: Ocean Sotheby's International
Last Updated: September - 10 - 2025
IDX
$5,700,000
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4.1
Living Apx SqFt: 5800
Year Built: 2004
Area: 26 - Key Largo S of MM 96.9
Subdivision: Lime Grove (3.0)
Description: Enjoy This Polynesian Style Grand Estate, Currently Under Construction And ...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Spa
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: September - 04 - 2024
IDX
$5,475,000
Status: Closed
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 2.1
Living Apx SqFt: 2999
Year Built: 2002
Area: 01 - Key West
Subdivision: Sunset Key (Tank) Island Unrcd (0.0)
Description: This home is uniquely designed and there is not another one like it! One of...
Pets Allowed: Pets w/Restrictions, Other See Remarks
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Fire Hydrant, Community Dockage, Beach, Tennis Court(s)
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 30 - 2025
IDX
$5,040,000
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Living Apx SqFt: 3421
Year Built: 2005
Area: 08 - Summerland Key
Subdivision: Summerland Beach (25.0)
Description: Luxury Oceanfront Estate on Ocean Drive, Summerland Key! Discover the ultim...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Airport/Runway
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 03 - 2025
IDX
$4,000,000
Status: Closed
Property Type: Commercial
Living Apx SqFt: 4080
Year Built: 1976
Area: 13 - 7 Mile Bridge to Sombrero Bch Rd E & W
Subdivision: Marathon Beach (49.0)
Description: There is approximately 4. acres of land The property has been divided to ...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: RE/MAX Realty Group
Last Updated: December - 20 - 2025
IDX
$5,250,000
Status: Closed
Property Type: Commercial
# of Bedrooms: 16
# of Bathrooms: 16
Living Apx SqFt: 9082
Year Built: 1950
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: A boutique hotel situated on the aqua blue waters of Florida Bay will trans...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 10 - 2024
IDX
$5,900,000
Property Type: Commercial
# of Bedrooms: 13
# of Bathrooms: 13
Living Apx SqFt: 4557
Year Built: 1954
Area: 15 - Sombrero Bch Rd to Vaca Cut Gulfside
Subdivision: Marathon Heights (50.5)
Description: A rare and unique income producing Hotel in Marathon. Tropical Cottages is...
Property Type: Commercial Sale
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: September - 16 - 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.