Islamorada Real Estate

74 matches found

$6,999,000
Open House (09/24/2026 - 4:00 pm)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 6
Square Footage: 3649
Year Built: 1984
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7...
Listing Office: LoKation Real Estate
Last Updated: September - 24 - 2026
IDX
$5,999,999
Open House (09/26/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 5456
Year Built: 2000
Area: 22 - Lower Matecumbe
Subdivision: Mat Sandy Bch (75.0)
Description: Big, beautiful, and exceptionally solid, this waterfront Islamorada residen...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 24 - 2026
IDX
$3,100,000
117 El Capitan Drive, Lower Matecumbe, FL 33036
View Photos (60)
Open House (09/27/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2960
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: Newly remodeled waterfront home located in the highly desirable Port Antigu...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: September - 23 - 2026
IDX
$3,850,000
74049 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (71)Virtual Tours (1)
Open House (09/26/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 2596
Year Built: 1970
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Rare opportunity to own an ocean side single family home in the heart of Is...
Listing Office: Luxe Properties, LLC.
Last Updated: September - 23 - 2026
IDX
$10,950,000
77350 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (33)Videos (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Square Footage: 6577
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Davis Shores (77.0)
Description: Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Key...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: September - 22 - 2026
IDX
$3,150,000
74560 Overseas Highway, Lower Matecumbe, FL 33036
View Photos (20)Videos (1)
Property Type: Commercial
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 6071
Year Built: 1983
Area: 22 - Lower Matecumbe
Subdivision: Mat Sandy Bch (75.0)
Description: 74560 Overseas Highway is a dynamic waterfront commercial asset with multip...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 22 - 2026
IDX
$2,000,000
Beautifully updated and move in ready home.
View Photos (36)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1228
Year Built: 1980
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: What does everyone dream of? The smallest house in the best neighborhood --...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: September - 22 - 2026
IDX
$2,495,000
Open House (09/27/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 1829
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Perfectly positioned in the heart of Upper Matecumbe Key, this stunning re...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 21 - 2026
IDX
$1,675,000
159 Iroquois Drive, Lower Matecumbe, FL 33036
View Photos (48)
Open House (09/26/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2034
Year Built: 1964
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Bch (74.0)
Description: Discover island living at its finest in this beautifully remodeled 3-bedroo...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 21 - 2026
IDX
$1,890,000
74980 Overseas Highway 3, Lower Matecumbe, FL 33036
View Photos (76)
Open House (09/26/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 3
Square Footage: 2845
Year Built: 1989
Area: 22 - Lower Matecumbe
Subdivision: Sandglass (74.5)
Description: Experience the ultimate Florida Keys lifestyle in this stunning split-level...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 21 - 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.