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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
1446 Calle Bogota Property Photo 1
49
NEW
United Realty Group Inc Logo
Listing Provided By: United Realty Group Inc
$6,295,000
1446 Calle Bogota 
Summerland Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,7064.7k
  • Built2010
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
1141 Ocean Drive Property Photo 1
66
Premier Brokers International Logo
Listing Provided By: Premier Brokers International
$5,900,000
1141 Ocean Drive 
Summerland Key, FL 33042
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt3,4213.4k
  • Built2005
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
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
$5,600,000
815 E Shore Drive 
Summerland Key, FL 33042
  • Beds7
  • Baths 6 Total 6 Total
  • SqFt4,5314.5k
  • Built1961
231 E Shore Drive Property Photo 1
15
NEW
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$3,899,000
231 E Shore Drive 
Summerland Key, FL 33042
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt3,1193.1k
  • Built2024
431 E Shore Drive Property Photo 1
68
Island Welcome Real Estate Logo
Listing Provided By: Island Welcome Real Estate
$3,199,000
431 E Shore Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,7152.7k
  • Built1993
361 Ave D Property Photo 1
62
Island Real Estate Company Florida Keys Logo
Listing Provided By: Island Real Estate Company Florida Keys
$2,899,999
361 Ave D 
Summerland Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,8181.8k
  • Built2022
1082 E Caribbean Drive Property Photo 1
59
NEW
KeyIsle Realty Logo
Listing Provided By: KeyIsle Realty
$2,595,000
1082 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,6622.7k
  • Built1997
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
1040 Gulf Drive Property Photo 1
63
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$2,199,000
1040 Gulf Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,2332.2k
  • Built2003
1165 Lagoon Drive Property Photo 1
42
NEW
The Keyes Company Logo
Listing Provided By: The Keyes Company
$2,150,000
1165 Lagoon Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt2,1562.2k
  • Built1995
1082 Bay Drive Property Photo 1
33
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,099,500
1082 Bay Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt1,4401.4k
  • Built1980
474 E Caribbean Drive Property Photo 1
37
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,095,000
474 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,6641.7k
  • Built1973
1330 Ocean Drive Property Photo 1
48
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$1,699,000
1330 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,1441.1k
  • Built1982
980 E Caribbean Drive Property Photo 1
32
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$1,500,000
980 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,2022.2k
  • Built1989
361 E Caribbean Drive Property Photo 1
33
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$1,494,000
361 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,8801.9k
  • Built1988
137 E Caribbean Drive Property Photo 1
46
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$1,329,000
137 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,1201.1k
  • Built1986
840 Lagoon Drive Property Photo 1
46
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$1,295,000
840 Lagoon Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,5281.5k
  • Built1986
845 Gulf Drive Property Photo 1
53
Expert Realty LLC (HQ) Logo
Listing Provided By: Expert Realty LLC (HQ)
$1,275,000
845 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,0081.0k
  • Built1987
969 E Caribbean Drive Property Photo 1
36
Coldwell Banker Schmitt Real Estate Co. (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,275,000
969 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2501.3k
  • Built1995
25074 5th Street Property Photo 1
19
Realty Executives Florida Keys Old Town Logo
Listing Provided By: Realty Executives Florida Keys Old Town
$1,200,000
25074 5th Street 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,6801.7k
  • Built1994
1342 Ocean Drive Property Photo 1
97
Chaney Homes Logo
Listing Provided By: Chaney Homes
$1,190,000
1342 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt9921.0k
  • Built1983
1021 E Caribbean Drive Property Photo 1
Coldwell Banker Schmitt RE Co. Lower Keys Office Logo
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$999,999
1021 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 1 Total 1 Total
  • SqFt8640.9k
  • Built1987
168 S Airport Drive Property Photo 1
37
Coldwell Banker Schmitt RE Co. Lower Keys Office Logo
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$980,000
168 S Airport Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,4131.4k
  • Built1959
24833 Park Drive Property Photo 1
32
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$959,000
24833 Park Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,1661.2k
  • Built1956
24357 W Caribbean Drive Property Photo 1
41
Key West Luxury Real Estate Inc (KW) Logo
Listing Provided By: Key West Luxury Real Estate Inc (KW)
$849,000
24357 W Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt9000.9k
  • Built1977
337 46th Street Property Photo 1
36
Internet Realty of the Florida Keys Logo
Listing Provided By: Internet Realty of the Florida Keys
$797,500
337 46Th Street 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt1,6001.6k
  • Built1958
25083 Palm Lane Property Photo 1
64
Preferred Properties (KW) Logo
Listing Provided By: Preferred Properties (KW)
$790,000
25083 Palm Lane 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,1061.1k
  • Built1992
87 N Lake Drive Property Photo 1
27
EXP Realty LLC Logo
Listing Provided By: EXP Realty LLC
$780,000
87 N Lake Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 1 Total 1 Total
  • SqFt1,0241.0k
  • Built1976
819 W Shore Drive Property Photo 1
23
LISTWITHFREEDOM.COM Logo
Listing Provided By: LISTWITHFREEDOM.COM
$749,000
819 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,4421.4k
  • Built1958
767 W Shore Drive Property Photo 1
34
Internet Realty of the Florida Keys Logo
Listing Provided By: Internet Realty of the Florida Keys
$739,000
767 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,1761.2k
  • Built1982
24943 Park Drive Property Photo 1
40
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$725,000
24943 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,1281.1k
  • Built1956
Niles Road, Lot 7 (tract V V) Property Photo 1
2
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$290,000
Niles Road, LOT 7 (TRACT V V) 
Summerland Key, FL 33042
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
Niles Road, Lot 7 (tract Ww) Property Photo 1
2
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$145,000
Niles Road, LOT 7 (TRACT WW) 
Summerland Key, FL 33042
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
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