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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$2,999,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 2275
Year Built: 1994
Area: 23 - Upper Matecumbe
Subdivision: Maison Matecumbe (81.0)
Description: Set within a private gated enclave, this top-floor, corner unit captures th...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 04 - 2026
IDX
$1,190,000
Open House (03/19/2026 - 10:00 am)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1736
Year Built: 1989
Area: 25 - Plantation Key
Subdivision: Ocean Harbor (87.5)
Description: Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-afte...
Listing Office: Realty ONE Group Destination (ISL)
Last Updated: March - 04 - 2026
IDX
$580,000
Open House (03/04/2026 - 4:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 981
Year Built: 1976
Area: 23 - Upper Matecumbe
Subdivision: Palms of Isla (80.0)
Description: 🌊 Spectacular Direct Ocean Views!
✨ Islamorada's BestR...
Listing Office: Venture Realty Group
Last Updated: March - 04 - 2026
IDX
$3,290,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 3467
Year Built: 2026
Area: 25 - Plantation Key
Subdivision: Plant Beach (87.5)
Description: Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamor...
Listing Office: Pine River Realty, LLC
Last Updated: March - 04 - 2026
IDX
$15,990,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 9
Square Footage: 7590
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Pearl City (89.0)
Description: Newly completed in 2025, this exceptional oceanfront estate is located in t...
Listing Office: Berkshire Hathaway HomeServices EWM Realty
Last Updated: March - 04 - 2026
IDX
$850,000
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1330
Year Built: 1979
Area: 25 - Plantation Key
Subdivision: Coral Harbour (88.0)
Description: The first thing you notice as you walk up to this home is the view, bright ...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 03 - 2026
IDX
$1,150,000
Open House (03/05/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1248
Year Built: 1992
Area: 25 - Plantation Key
Subdivision: Port of Call (88.5)
Description: Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Hea...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 02 - 2026
IDX
$2,700,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 2309
Year Built: 1989
Area: 25 - Plantation Key
Subdivision: Plantation Lake Estates (87.0)
Description: Simply the best location, exclusive & extremely private. This is a rare fin...
Listing Office: RE/MAX All Keys Real Estate
Last Updated: March - 02 - 2026
IDX
$3,800,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 5
Square Footage: 2574
Year Built: 2020
Area: 23 - Upper Matecumbe
Subdivision: Russell Estates (83.2)
Description: The Villas at the Islands of Islamorada is a meticulously designed, private...
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 02 - 2026
IDX
$3,398,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 3481
Year Built: 1981
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Venetian Shores Has It All! Welcome to your slice of paradise in the heart ...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: March - 02 - 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.