71,563 matches found

$3,800,000
122 Madeira Road, Upper Matecumbe Key Islamorada, FL 33036
View Photos (8)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Year Built: 1949
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: EXTREME PRICE REDUCTION! TROPICAL BAYSIDE ONE OF A KIND RETREAT! 1.97 ACR...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 03 - 2024
IDX
$3,995,000
Home - Ocean Side
View Photos (51)Virtual Tours (2)
Status: Closed
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 3411
Year Built: 2005
Area: 08 - Summerland Key
Subdivision: Summerland Beach (25.0)
Description: This custom-built ocean front estate was designed for the most discriminati...
Listing Office: Coldwell Banker Schmitt Real Estate Co. (KW)
Last Updated: August - 29 - 2024
IDX
$4,499,999
Expansive living room with McGuire Furniture
View Photos (45)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2309
Year Built: 1986
Area: 03 - Key West
Subdivision: Key West Beach Club 2 (2.0)
Description: Located in the Beach Club, this reimagined residence offers a rare combinat...
Listing Office: Preferred Properties (KW)
Last Updated: September - 16 - 2026
IDX
$4,499,500
Property Type: Residential
# of Bedrooms: 1
# of Bathrooms: 1
Square Footage: 946
Year Built: 1950
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Discover an extraordinary opportunity to own 34,000 square feet of prime ba...
Listing Office: Ocean Sotheby's International Realty
Last Updated: August - 17 - 2026
IDX
$4,499,500
Property Type: Vacant Land
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Discover an extraordinary opportunity to own 34,000 square feet of prime ba...
Listing Office: Ocean Sotheby's International Realty
Last Updated: August - 17 - 2026
IDX
$4,499,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2983
Year Built: 1982
Area: 15 - Sombrero Bch Rd to Vaca Cut Gulfside
Subdivision: Stirrup Key Sub (52.5)
Description: Set along the Gulf on 2 lots within the sought-after gated Stirrup Key comm...
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: September - 10 - 2026
IDX
$4,499,000
86560 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33070
View Photos (10)
Status: Pending
Property Type: Commercial
# of Bedrooms: 2
Square Footage: 1080
Year Built: 1928
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: This exceptional property features 3 acres of pristine industrial upland, c...
Listing Office: Real Estate Sales Force, Inc.
Last Updated: August - 19 - 2025
IDX
$4,225,000
200 Erie Drive, Cudjoe Key, FL 33042
View Photos (31)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 4514
Year Built: 2002
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: Magnificent Custom Built Waterfront Gated Estate. This One of a Kind Dream ...
Listing Office: Coldwell Banker Schmitt R.E.
Last Updated: August - 30 - 2024
IDX
$4,136,500
Status: Closed
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2773
Year Built: 1979
Area: 06 - Bay Point to Sugarloaf
Subdivision: Sugarloaf Shores (17.0)
Description: Captivating 25,000 sq. ft. point lot boasting stunning sunsets over Sugarlo...
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 19 - 2026
IDX
$4,250,000
153 Stromboli Drive, Plantation Key, FL 33036
View Photos (79)Virtual Tours (1)
Status: Closed
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 5
Square Footage: 4964
Year Built: 1998
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with ...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: June - 12 - 2026
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.