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141 Cortez Drive Property Photo 1
104
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
87895 Old Highway Property Photo 1
62
Coldwell Banker Schmitt Real Estate Co. Logo
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
83
Coldwell Banker Schmitt Islamorada Logo
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
70
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
75560 Overseas Highway Property Photo 1
64
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
36
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
156 San Remo Drive Property Photo 1
75
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
75261 Overseas Highway Property Photo 1
116
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
80908 Overseas Highway Property Photo 1
104
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$6,500,000
80908 Overseas Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt5,2445.2k
  • Built2000
140 Gulfside Drive Property Photo 1
64
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$6,500,000
140 Gulfside Drive 
Plantation Key, FL 33036
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,9723.0k
  • Built1992
75730 Overseas Highway Property Photo 1
33
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
28 Pen Key Club Property Photo 1
67
Coldwell Banker Schmitt Islamorada Logo
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
44 W Plaza Del Lago Property Photo 1
45
NEW
Homecoin.com Logo
Listing Provided By: Homecoin.com
$5,221,000
44 W Plaza Del Lago 
Lower Matecumbe, FL 33036
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt4,4634.5k
  • Built1986
80459 Old Highway Property Photo 1
80
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,975,000
80459 Old Highway 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt2,3582.4k
  • Built1960
74501 Overseas Highway Property Photo 1
65
Realty ONE Group Destination (ISL) Logo
Listing Provided By: Realty ONE Group Destination (ISL)
$4,750,000
74501 Overseas Highway 
Lower Matecumbe, FL 33036
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt3,7723.8k
  • Built2006
442 Palm Drive Property Photo 1
53
Coastal Realty of the Florida Keys Logo
Listing Provided By: Coastal Realty of the Florida Keys
$4,595,000
442 Palm Drive 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,0582.1k
  • Built1977
139 Bayview Isle Drive Property Photo 1
51
Coldwell Banker Schmitt Islamorada Logo
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
190 Biscayne Boulevard, # Property Photo 1
69
Coldwell Banker - Pinecrest Logo
Listing Provided By: Coldwell Banker - Pinecrest
$4,470,000
190 Biscayne Boulevard, # 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt2,8722.9k
  • Built1987
87950 Overseas Highway Property Photo 1
42
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,400,000
87950 Overseas Highway 
Plantation Key, FL 33036
  • Beds5
  • Baths 3 Total 3 Total
  • SqFt2,7642.8k
  • Built1973
96 W Plaza Del Sol Property Photo 1
45
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,290,000
96 W Plaza Del Sol 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,0043.0k
  • Built2019
119 W Plaza Del Lago Property Photo 1
44
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$4,000,000
119 W Plaza Del Lago 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt3,0003.0k
  • Built1988
218 Gulfview Drive Property Photo 1
51
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$3,950,000
218 Gulfview Drive 
Lower Matecumbe, FL 33036
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt3,6603.7k
  • Built1991
12 Tdr's Property Photo 1
1
LoKation Real Estate Logo
Listing Provided By: LoKation Real Estate
$3,780,000
12 Tdr's 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
128 W Plaza Del Sol Property Photo 1
50
Coldwell Banker Realty Logo
Listing Provided By: Coldwell Banker Realty
$3,750,000
128 W Plaza Del Sol 
Lower Matecumbe, FL 33036
  • Beds6
  • Baths 5 Total 5 Total
  • SqFt3,2023.2k
  • Built1986
72 W Plaza Granada Property Photo 1
53
Century 21 Circle Logo
Listing Provided By: Century 21 Circle
$3,699,000
72 W Plaza Granada 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,9372.9k
  • Built1990
80639 Old Highway, 201 Property Photo 1
47
Coldwell Banker Schmitt Islamorada Logo
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
85327 Overseas Highway Property Photo 1
49
Island Equity Real Estate Logo
Listing Provided By: Island Equity Real Estate
$3,500,000
85327 Overseas Highway 
Windley Key, FL 33036
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,8802.9k
  • Built2024
415 Palm Drive Property Photo 1
41
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$3,395,000
415 Palm Drive 
Lower Matecumbe, FL 33036
  • Beds4
  • Baths 2 Total 2 Total
  • SqFt2,9282.9k
  • Built1991
134 Bayview Isle Drive Property Photo 1
49
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$3,200,000
134 Bayview Isle Drive 
Plantation Key, FL 33036
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,5772.6k
  • Built1990
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, 204 Property Photo 1
46
Coldwell Banker Schmitt Islamorada Logo
Listing Provided By: Coldwell Banker Schmitt Islamorada
$3,195,000
80639 Old Highway, 204 
Upper Matecumbe Key Islamorada, FL 33036
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt2,5392.5k
  • Built2020
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