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83283 Old Highway Property Photo 1
83
Listing Provided By: Coldwell Banker Schmitt Islamorada
$14,000,000
83283 Old Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds7
  • Baths 9 Total 9 Total
  • SqFt6,6966.7k
  • Built2001
207 & 209 E Carroll Street Property Photo 1
126
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$7,900,000
207 & 209 E Carroll Street 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds8
  • Baths 6 Total 6 Total
  • SqFt4,9314.9k
  • Built1961
28 Pen Key Club Property Photo 1
67
Listing Provided By: Coldwell Banker Schmitt Islamorada
$5,450,000
28 Pen Key Club 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,0443.0k
  • Built1964
12 Flamingo Hammock Road Property Photo 1
80
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada Logo
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
$5,000,000
12 Flamingo Hammock Road 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,6302.6k
  • Built2004
28 Pen Key Drive Property Photo 1
76
Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,450,000
28 Pen Key Drive 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,0443.0k
  • Built1964
80639 Old Highway, 201 Property Photo 1
47
Listing Provided By: Coldwell Banker Schmitt Islamorada
$3,500,000
80639 Old Highway, 201 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,5392.5k
  • Built2020
80639 Old Highway, 204 Property Photo 1
46
Listing Provided By: Coldwell Banker Schmitt Islamorada
$3,250,000
80639 Old Highway, 204 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,5392.5k
  • Built2020
105 Carroll Street, 6 Property Photo 1
20
Century 21 All Keys Inc (KW) Logo
Listing Provided By: Century 21 All Keys Inc (KW)
$3,195,000
105 Carroll Street, 6 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,5762.6k
  • Built2023
80639 Old Highway, 308 Property Photo 1
25
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$1,975,000
80639 Old Highway, 308 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,2512.3k
  • Built1994
202 Bay Street Property Photo 1
25
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$1,175,000
202 Bay Street 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,5441.5k
  • Built1961
79901 Overseas Highway, 514 Property Photo 1
20
Listing Provided By: Coldwell Banker Schmitt Islamorada
$749,000
79901 Overseas Highway, 514 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt9811.0k
  • Built1976
81801 Overseas Highway, 722 Property Photo 1
40
Listing Provided By: Coldwell Banker Schmitt Islamorada
$710,000
81801 Overseas Highway, 722 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds1
  • Baths 1 Total 1 Total
  • SqFt5500.6k
  • Built1988
79901 Overseas Highway, 502 Property Photo 1
31
Listing Provided By: Coldwell Banker Schmitt Islamorada
$675,000
79901 Overseas Highway, 502 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,0531.1k
  • Built1976
80450 Overseas Highway, 101 Property Photo 1
38
Coastal Realty of the Florida Keys Logo
Listing Provided By: Coastal Realty of the Florida Keys
$589,000
80450 Overseas Highway, 101 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,2321.2k
  • Built1983
79901 Overseas Highway, 519 Property Photo 1
32
Listing Provided By: Coldwell Banker Schmitt Real Estate Co.
$549,000
79901 Overseas Highway, 519 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds1
  • Baths 2 Total 2 Total
  • SqFt8270.8k
  • Built1976
2 Tdrs Property Photo 1
1
American Caribbean Real Estate, Christie's International Real Estate Logo
Listing Provided By: American Caribbean Real Estate, Christie's International Real Estate
$495,000
2 TDRs 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
0 Overseas Highway Property Photo 1
1
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$495,000
0 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
80639 Old Highway, 204 Property Photo 1
46
Listing Provided By: Coldwell Banker Schmitt Islamorada
$420,000
80639 Old Highway, 204 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,5392.5k
  • Built2020
79901 Overseas Highway, 104 Property Photo 1
27
Realty ONE Group Destination (ISL) Logo
Listing Provided By: Realty ONE Group Destination (ISL)
$410,000
79901 Overseas Highway, 104 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds1
  • Baths 1 Total 1 Total
  • SqFt4090.4k
  • Built1976
1 Tdr Property Photo 1
1
VRNR, LLC Logo
Listing Provided By: VRNR, LLC
$350,000
1 TDR 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built