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1300 Sunset Boulevard Property Photo 1
69
Truman & Co. (KW) Logo
Listing Provided By: Truman & Co. (KW)
$17,999,900
1300 Sunset Boulevard 
Summerland Key, FL 33042
  • Beds6
  • Baths 8 Total 8 Total
  • SqFt7,7207.7k
  • Built2015
21540 21470 Overseas Highway Property Photo 1
77
Select Properties of NWFL Logo
Listing Provided By: Select Properties of NWFL
$14,495,000
21540 21470 Overseas Highway 
Cudjoe Key, FL 33042
  • Square Feet0
  • $/SF$ 0
  • Built0
  • ZoningSR - Sub Urban
21540 21470 Overseas Highway Property Photo 1
77
Select Properties of NWFL Logo
Listing Provided By: Select Properties of NWFL
$14,495,000
21540 21470 Overseas Highway 
Cudjoe Key, FL 33042
  • Beds31
  • Baths 19 Total 19 Total
  • SqFt00.0k
  • Built1958
16750 Old State Road 4a Property Photo 1
79
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$7,995,000
16750 Old State Road 4A 
Sugarloaf Key, FL 33042
  • Beds6
  • Baths 6 Total 6 Total
  • SqFt5,2085.2k
  • Built1959
1446 Calle Bogota Property Photo 1
59
Florida Keys Real Estate Group Logo
Listing Provided By: Florida Keys Real Estate Group
$6,499,000
1446 Calle Bogota 
Summerland Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,7064.7k
  • Built2010
4500 Filer Cove Road Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$5,999,000
4500 Filer Cove Road 
Big Torch Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,3154.3k
  • Built1994
220 E Caribbean Drive Property Photo 1
16
Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$5,900,000
220 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds5
  • Baths 7 Total 7 Total
  • SqFt4,9815.0k
  • Built2023
815 E Shore Drive Property Photo 1
132
Better Homes and Gardens Real Estate Destinations Logo
Listing Provided By: Better Homes and Gardens Real Estate Destinations
$5,850,000
815 E Shore Drive 
Summerland Key, FL 33042
  • Beds7
  • Baths 6 Total 6 Total
  • SqFt4,5314.5k
  • Built1961
681 Sugarloaf Boulevard Property Photo 1
121
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$5,699,000
681 Sugarloaf Boulevard 
Sugarloaf Key, FL 33042
  • Beds6
  • Baths 4 Total 4 Total
  • SqFt3,2083.2k
  • Built1971
974 Flagship Drive Property Photo 1
54
KeyIsle Realty Logo
Listing Provided By: KeyIsle Realty
$5,600,000
974 Flagship Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt5,6085.6k
  • Built2001
999 Flagship Drive Property Photo 1
59
KeyIsle Realty Logo
Listing Provided By: KeyIsle Realty
$5,299,000
999 Flagship Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt3,5313.5k
  • Built2024
22572 Jolly Roger Drive Property Photo 1
68
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$4,499,000
22572 Jolly Roger Drive 
Cudjoe Key, FL 33042
  • Beds6
  • Baths 4 Total 4 Total
  • SqFt3,2253.2k
  • Built1963
783 Pattison Drive Property Photo 1
73
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$4,299,000
783 Pattison Drive 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,3882.4k
  • Built1980
733 Trinidad Lane Property Photo 1
117
Key West Luxury Real Estate Inc (KW) Logo
Listing Provided By: Key West Luxury Real Estate Inc (KW)
$4,295,000
733 Trinidad Lane 
Little Torch Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,6361.6k
  • Built1987
225 Colson Drive Property Photo 1
56
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$3,995,000
225 Colson Drive 
Cudjoe Key, FL 33042
  • Beds6
  • Baths 7 Total 7 Total
  • SqFt4,9765.0k
  • Built2010
17398 E Dolphin Street Property Photo 1
44
Sunny Keys Realty LLC Logo
Listing Provided By: Sunny Keys Realty LLC
$3,845,000
17398 E Dolphin Street 
Sugarloaf Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,4042.4k
  • Built2021
361 Ave D Property Photo 1
62
Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$3,260,000
361 Ave D 
Summerland Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,8181.8k
  • Built2022
531 Seminole Drive Property Photo 1
55
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$3,250,000
531 Seminole Drive 
Cudjoe Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,6042.6k
  • Built1985
20820 W 7th Avenue Property Photo 1
23
Beycome of Florida, LLC Logo
Listing Provided By: Beycome of Florida, LLC
$3,100,000
20820 W 7Th Avenue 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,0002.0k
  • Built1972
20886 W 4th Avenue Property Photo 1
61
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$3,100,000
20886 W 4Th Avenue 
Cudjoe Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt3,0423.0k
  • Built2008
17279 Pinetree Lane Property Photo 1
48
Key West Luxury Real Estate Inc (KW) Logo
Listing Provided By: Key West Luxury Real Estate Inc (KW)
$2,950,000
17279 Pinetree Lane 
Sugarloaf Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,0161.0k
  • Built1956
1008 Calico Jack Circle Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,699,900
1008 Calico Jack Circle 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,3681.4k
  • Built1995
320 S Point Drive Property Photo 1
66
NEW
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$2,699,000
320 S Point Drive 
Sugarloaf Key, FL 33042
  • Beds5
  • Baths 3 Total 3 Total
  • SqFt2,4712.5k
  • Built1979
489 Sawyer Drive Property Photo 1
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Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,650,000
489 Sawyer Drive 
Cudjoe Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2811.3k
  • Built1970
1151 Sugarloaf Boulevard Property Photo 1
31
Truman & Co. (KW) Logo
Listing Provided By: Truman & Co. (KW)
$2,600,000
1151 Sugarloaf Boulevard 
Sugarloaf Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt2,1442.1k
  • Built1959
15800 Old State Road 4a Road, 4a Property Photo 1
37
Expert Realty LLC (HQ) Logo
Listing Provided By: Expert Realty LLC (HQ)
$2,599,000
15800 Old State Road 4A Road, 4A 
Sugarloaf Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,5481.5k
  • Built2006
20864 W 4th Avenue Property Photo 1
37
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$2,499,000
20864 W 4th Avenue 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt3,0563.1k
  • Built2004
17054 Coral Drive Property Photo 1
42
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$2,499,000
17054 Coral Drive 
Sugarloaf Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,4222.4k
  • Built2004
27450 W Indies Drive Property Photo 1
37
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$2,499,000
27450 W Indies Drive 
Ramrod Key, FL 33042
  • Beds2
  • Baths 4 Total 4 Total
  • SqFt1,9682.0k
  • Built1984
17270 Old State Road, 4a Property Photo 1
54
Expert Realty LLC (HQ) Logo
Listing Provided By: Expert Realty LLC (HQ)
$2,499,000
17270 Old State Road, 4A 
Sugarloaf Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2021.2k
  • Built1988
24931 Overseas Highway Property Photo 1
19
Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$2,495,000
24931 Overseas Highway 
Summerland Key, FL 33042
  • Beds2
  • Baths 4 Total 4 Total
  • SqFt1,9652.0k
  • Built1975
24931 Overseas Highway Property Photo 1
27
Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$2,495,000
24931 Overseas Highway 
Summerland Key, FL 33042
  • Square Feet1,965
  • $/SF$1,270
  • Built1975
  • ZoningCFS - Commercial Fishing
22684 Jolly Roger Drive Property Photo 1
47
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,495,000
22684 Jolly Roger Drive 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,8191.8k
  • Built1977
948 Gulf Drive Property Photo 1
47
Listing Provided By: Coldwell Banker Schmitt Real Estate Co.
$2,399,000
948 Gulf Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,0102.0k
  • Built2000
24794 Overseas Highway Property Photo 1
11
NEW
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$2,399,000
24794 Overseas Highway 
Summerland Key, FL 33042
  • Square Feet1,968
  • $/SF$1,219
  • Built1982
  • ZoningSC - Sub Urban
205 S Point Drive Property Photo 1
53
LoKation Real Estate Logo
Listing Provided By: LoKation Real Estate
$2,375,000
205 S Point Drive 
Sugarloaf Key, FL 33042
  • Beds5
  • Baths 4 Total 4 Total
  • SqFt2,7722.8k
  • Built1985