Sort By:
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
59
Florida Keys Real Estate Group Logo
Listing Provided By: Florida Keys Real Estate Group
$6,877,000
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
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
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
46
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
24826 Calle Real Property Photo 1
80
Ocean Sotheby's International Realty Logo
Listing Provided By: Ocean Sotheby's International Realty
$3,785,000
24826 Calle Real 
Summerland Key, FL 33042
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt4,0684.1k
  • Built1960
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
451 E Shore Drive Property Photo 1
56
Island Welcome Real Estate Logo
Listing Provided By: Island Welcome Real Estate
$2,995,000
451 E Shore Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,4162.4k
  • Built1993
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
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
474 E Caribbean Drive Property Photo 1
37
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,340,000
474 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,6641.7k
  • Built1973
1165 Lagoon Drive Property Photo 1
47
Island Welcome Real Estate Logo
Listing Provided By: Island Welcome Real Estate
$2,275,000
1165 Lagoon Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt2,1562.2k
  • Built1995
474 W Shore Drive Property Photo 1
68
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$1,995,000
474 W Shore Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,1622.2k
  • Built2020
361 E Caribbean Drive Property Photo 1
33
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$1,499,000
361 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,8801.9k
  • Built1988
1312 Ocean Drive Property Photo 1
26
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,475,000
1312 Ocean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,3501.4k
  • Built2002
321 E Caribbean Drive Property Photo 1
31
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$1,349,000
321 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2641.3k
  • Built1994
876 Gulf Drive Property Photo 1
68
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$1,349,000
876 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,5401.5k
  • Built1978
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
25378 2nd Street Property Photo 1
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,300,000
25378 2Nd Street 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2861.3k
  • Built1958
845 Gulf Drive Property Photo 1
53
Expert Realty LLC (HQ) Logo
Listing Provided By: Expert Realty LLC (HQ)
$1,299,000
845 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,0081.0k
  • Built1987
937 Gulf Drive Property Photo 1
27
EXP Realty LLC Logo
Listing Provided By: EXP Realty LLC
$1,299,000
937 Gulf Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,9001.9k
  • Built2008
969 E Caribbean Drive Property Photo 1
36
NEW
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,299,000
969 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2501.3k
  • Built1995
1342 Ocean Drive Property Photo 1
97
Chaney Homes Logo
Listing Provided By: Chaney Homes
$1,250,000
1342 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt9921.0k
  • Built1983
76 W Shore Drive Property Photo 1
34
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,099,000
76 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,0281.0k
  • Built2001
1021 E Caribbean Drive Property Photo 1
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
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
24357 W Caribbean Drive Property Photo 1
34
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$899,000
24357 W Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt9000.9k
  • Built1977
87 N Lake Drive Property Photo 1
27
EXP Realty LLC Logo
Listing Provided By: EXP Realty LLC
$845,000
87 N Lake Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths 1 Total 1 Total
  • SqFt1,0241.0k
  • Built1976
25083 Palm Lane Property Photo 1
39
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
24943 Park Drive Property Photo 1
40
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$775,000
24943 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,1281.1k
  • Built1956
767 W Shore Drive Property Photo 1
34
Internet Realty of the Florida Keys Logo
Listing Provided By: Internet Realty of the Florida Keys
$767,000
767 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,1761.2k
  • Built1982
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
24820 Park Drive Property Photo 1
34
KeyIsle Realty Logo
Listing Provided By: KeyIsle Realty
$699,000
24820 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,3201.3k
  • Built2020
Niles Road, Blk 7 - Lot V V Property Photo 1
2
NEW
Keller Williams Key West Compass Realty Logo
Listing Provided By: Keller Williams Key West Compass Realty
$290,000
Niles Road, Blk 7 - Lot V V 
Summerland Key, FL 33042
  • Beds0
  • Baths 0 Total 0 Total
  • SqFt00.0k
  • Built
Real Estate Links Our Domains