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141 Cortez Drive Property Photo 1
80
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$25,000,000
141 Cortez Drive 
Lower Matecumbe, FL 33036
  • Beds10
  • Baths 11 Total 11 Total
  • SqFt3,7723.8k
  • Built2002
82768 Overseas Highway Property Photo 1
135
American Caribbean Real Estate, Christie's International Real Estate Logo
Listing Provided By: American Caribbean Real Estate, Christie's International Real Estate
$25,000,000
82768 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds7
  • Baths 9 Total 9 Total
  • SqFt8,2888.3k
  • Built2017
87429 Old Highway Property Photo 1
119
The Firm Realty Group Logo
Listing Provided By: The Firm Realty Group
$19,990,000
87429 Old Highway 
Plantation Key, FL 33036
  • Beds6
  • Baths 7 Total 7 Total
  • SqFt6,6026.6k
  • Built2022
180 Galleon Road Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$19,000,000
180 Galleon Road 
Plantation Key, FL 33036
  • Beds6
  • Baths 9 Total 9 Total
  • SqFt7,1607.2k
  • Built2023
87895 Old Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Real Estate Co.
$14,500,000
87895 Old Highway 
Plantation Key, FL 33036
  • Beds5
  • Baths 8 Total 8 Total
  • SqFt9,0119.0k
  • Built2023
83283 Old Highway Property Photo 1
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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
170 Sapodilla Drive Property Photo 1
91
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada Logo
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
$11,500,000
170 Sapodilla Drive 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,5124.5k
  • Built2007
91 Iroquois Drive Property Photo 1
113
Beycome of Florida, LLC Logo
Listing Provided By: Beycome of Florida, LLC
$10,500,000
91 Iroquois Drive 
Lower Matecumbe, FL 33036
  • Beds6
  • Baths 5 Total 5 Total
  • SqFt6,1006.1k
  • Built1989
88011 Old Highway Property Photo 1
83
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada Logo
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
$9,900,000
88011 Old Highway 
Plantation Key, FL 33036
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt7,8137.8k
  • Built2006
168 Galleon Road Property Photo 1
65
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$7,450,000
168 Galleon Road 
Plantation Key, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt3,7903.8k
  • Built1970
80908 Overseas Highway Property Photo 1
104
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$7,345,000
80908 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt5,2445.2k
  • Built2000
86560 Overseas Highway Property Photo 1
20
Real Estate Sales Force Inc. Logo
Listing Provided By: Real Estate Sales Force Inc.
$7,300,000
86560 Overseas Highway 
Plantation Key, FL 33036
  • Square Feet1,080
  • $/SF$6,759
  • Built1928
  • ZoningI - Industrial District
75560 Overseas Highway Property Photo 1
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Realty ONE Group Destination (ISL) Logo
Listing Provided By: Realty ONE Group Destination (ISL)
$6,999,999
75560 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,2283.2k
  • Built2005
75131 Overseas Highway Property Photo 1
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Century 21 Circle Logo
Listing Provided By: Century 21 Circle
$6,995,000
75131 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,5001.5k
  • Built1957
75131 Overseas Highway Property Photo 1
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Century 21 Circle Logo
Listing Provided By: Century 21 Circle
$6,995,000
75131 Overseas Highway 
Lower Matecumbe, FL 33036
  • Lot Size1.10 Acres
  • $/acre$6,359,091
  • ZoningR1 - Residential Single
156 San Remo Drive Property Photo 1
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Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$6,950,000
156 San Remo Drive 
Plantation Key, FL 33036
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt3,5423.5k
  • Built1981
82900 Overseas Highway Property Photo 1
25
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$6,750,000
82900 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Lot Size7.78 Acres
  • $/acre$867,609
  • ZoningNR - Native Residential
75261 Overseas Highway Property Photo 1
102
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$6,500,000
75261 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt3,0143.0k
  • Built2020
0 Old Highway Property Photo 1
3
American Caribbean Real Estate, Christie's International Real Estate Logo
Listing Provided By: American Caribbean Real Estate, Christie's International Real Estate
$6,200,000
0 Old Highway 
Plantation Key, FL 33036
  • Lot Size10.00 Acres
  • $/acre$620,000
  • ZoningNR - Native Residential
75730 Overseas Highway Property Photo 1
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Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$5,900,000
75730 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,2641.3k
  • Built1963
18 Avacado Street Property Photo 1
49
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$5,875,000
18 Avacado Street 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt2,8452.8k
  • Built1967
0 Overseas Highway Property Photo 1
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Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$5,500,000
0 Overseas Highway 
Lower Matecumbe, FL 33036
  • Lot Size1.21 Acres
  • $/acre$4,545,455
  • ZoningRE - Residential Estate
28 Pen Key Club Property Photo 1
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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
85960 Overseas Highway Property Photo 1
109
Florida Keys Realty Group LLC Logo
Listing Provided By: Florida Keys Realty Group LLC
$5,400,000
85960 Overseas Highway 
Plantation Key, FL 33036
  • Square Feet10,994
  • $/SF$ 491
  • Built1987
  • ZoningNC - Neighborhood
80459 Old Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$5,250,000
80459 Old Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt2,3582.4k
  • Built1960
87950 Overseas Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$5,200,000
87950 Overseas Highway 
Plantation Key, FL 33036
  • Beds5
  • Baths 3 Total 3 Total
  • SqFt2,7642.8k
  • Built1973
74501 Overseas Highway Property Photo 1
65
Realty ONE Group Destination (ISL) Logo
Listing Provided By: Realty ONE Group Destination (ISL)
$4,999,999
74501 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt3,7723.8k
  • Built2006
75700 Overseas Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Real Estate Co.
$4,995,000
75700 Overseas Highway 
Lower Matecumbe, FL 33036
  • Lot Size1.46 Acres
  • $/acre$3,421,233
  • ZoningMF - Multi-Family
Mm #72 Mm #72, 0 Property Photo 1
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Bonvie Realty Logo
Listing Provided By: Bonvie Realty
$4,995,000
MM #72 MM #72, 0 
Craig Key, FL 33036
  • Lot Size0.36 Acres
  • $/acre$13,875,000
  • ZoningSR - Sub Urban
86560 Overseas Highway Property Photo 1
6
Real Estate Sales Force, Inc. Logo
Listing Provided By: Real Estate Sales Force, Inc.
$4,990,000
86560 Overseas Highway 
Plantation Key, FL 33036
  • Square Feet1,080
  • $/SF$4,620
  • Built1928
  • ZoningI - Industrial District
442 Palm Drive Property Photo 1
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NEW
Coastal Realty of the Florida Keys Logo
Listing Provided By: Coastal Realty of the Florida Keys
$4,950,000
442 Palm Drive 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,0582.1k
  • Built1977
218 Gulfview Drive Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,850,000
218 Gulfview Drive 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt3,6603.7k
  • Built1991
87950 Overseas Highway Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,800,000
87950 Overseas Highway 
Plantation Key, FL 33036
  • Beds5
  • Baths 3 Total 3 Total
  • SqFt2,7642.8k
  • Built1973
218 Gulfview Drive Property Photo 1
51
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$4,500,000
218 Gulfview Drive 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt3,6603.7k
  • Built1991
80939 Overseas Highway Property Photo 1
24
NEW
Century 21 All Keys Inc (KW) Logo
Listing Provided By: Century 21 All Keys Inc (KW)
$4,500,000
80939 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Square Feet0
  • $/SF$ 0
  • Built1963
  • ZoningHC - Highway Commercial
139 Bayview Isle Drive Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,495,000
139 Bayview Isle Drive 
Plantation Key, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,3042.3k
  • Built1983