Islamorada

134 matches found

$2,650,000
141 El Capitan Drive, Lower Matecumbe, FL 33036
View Photos (79)Videos (1)
Open House (01/17/2026 - 11:00 am)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2098
Year Built: 1988
Area: 22 - Lower Matecumbe
Subdivision: Port Antigua (74.5)
Description: Stunning canal-front home at the rare T-junction of two crystal-clear water...
Listing Office: Phantom Real Estate
Last Updated: January - 15 - 2026
IDX
$8,999,000
165 Bayview Drive, Lower Matecumbe, FL 33036
View Photos (72)Videos (1)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 4
Square Footage: 4394
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Embrace true waterfront living in this 6 bedroom, 4 bathroom home, featurin...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: January - 14 - 2026
IDX
$12,900,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 4
Square Footage: 4394
Year Built: 1991
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Welcome to BAYVIEW HIDEAWAY a generously sized, COMPLETELY RENOVATED home w...
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: January - 14 - 2026
IDX
$3,499,000
Ground floor front
View Photos (51)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 3182
Year Built: 2017
Area: 22 - Lower Matecumbe
Subdivision: White Marlin Bch (74.5)
Description: LUXURY CANAL FRONT HOME IN ISLAMORADA! Brand new offering of the most ex...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: January - 13 - 2026
IDX
$3,290,000
114 Royal Lane, Plantation Key, FL 33036
View Photos (84)
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: January - 13 - 2026
IDX
$395,000
Sliding glass doors to the screened terrace
View Photos (26)Videos (1)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 989
Year Built: 1977
Area: 25 - Plantation Key
Subdivision: Plant By The Sea (87.5)
Description: Experience the best of Keys living in this beautifully maintained townhouse...
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: January - 13 - 2026
IDX
$5,493,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 3052
Year Built: 1979
Area: 25 - Plantation Key
Subdivision: Toners Nautical Sh (87.0)
Description: Oceanfront luxury living in Islamorada. Experience the ultimate in coastal...
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 13 - 2026
IDX
$2,495,000
33 Pen Key Drive, Upper Matecumbe Key Islamorada, FL 33036
View Photos (59)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 4
Square Footage: 4537
Year Built: 1987
Area: 23 - Upper Matecumbe
Subdivision: Penn Key Club (83.0)
Description: Legacy Retreat in Islamorada - Gated Waterfront Estate with Marina, Pool & ...
Listing Office: Ocean Sotheby's International Realty
Last Updated: January - 12 - 2026
IDX
$889,000
82207 Old Highway, Upper Matecumbe Key Islamorada, FL 33036
View Photos (38)Virtual Tours (1)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1224
Year Built: 1948
Area: 23 - Upper Matecumbe
Subdivision: Strattons (82.5)
Description: Ground-level living in the heart of Islamorada! Situated on an oversized pa...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: January - 12 - 2026
IDX
$1,625,000
124 Venetian Way, Plantation Key, FL 33036
View Photos (51)Virtual Tours (1)
Open House (01/18/2026 - 2:00 pm)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 2096
Year Built: 2023
Area: 25 - Plantation Key
Subdivision: Venetian Shores (86.0)
Description: Island Living in Prestigious Venetian Shores! Welcome to this newly custom...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: January - 12 - 2026
IDX

1 2 3 4 5 6 ... 14
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.