43
Listing Provided By: Truman Co. (KW)
$11,900,000
1300 Sunset Boulevard 
Summerland Key, FL 33042
  • Beds6
  • Baths6fb/2hb6-2
  • SqFt7,7207.7k
  • Built2015
  • Lot0.00 ac.
67
NEW
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$3,900,000
24622 Overseas Highway 
Summerland Key, FL 33042
  • Beds8
  • Baths5fb5
  • SqFt4,2964.3k
  • Built2009
  • Lot0.28 ac.
34
Listing Provided By: KeyIsle Realty-Lower Middle Upper Keys
$3,700,000
974 Flagship Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths3fb/1hb3-1
  • SqFt4,2504.3k
  • Built2001
  • Lot0.00 ac.
67
PRICE REDUCED
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$2,899,000
24200 Overseas Highway 
Summerland Key, FL 33042
  • Beds5
  • Baths4fb4
  • SqFt3,5683.6k
  • Built1977
  • Lot2.63 ac.
66
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$2,700,000
815 E Shore Drive 
Summerland Key, FL 33042
  • Beds7
  • Baths4fb/1hb4-1
  • SqFt4,5314.5k
  • Built1961
  • Lot0.59 ac.
51
NEW
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$2,500,000
24622 Overseas Highway 
Summerland Key, FL 33042
  • Beds8
  • Baths5fb5
  • SqFt4,2964.3k
  • Built2009
  • Lot0.28 ac.
44
Listing Provided By: Island Real Estate Company Florida Keys
$2,450,000
25381 First Street 
Summerland Key, FL 33042
  • Beds4
  • Baths4fb/1hb4-1
  • SqFt3,2343.2k
  • Built2003
  • Lot0.26 ac.
32
Listing Provided By: KeyIsle Realty-Lower Middle Upper Keys
$2,350,000
875 E Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb/1hb3-1
  • SqFt2,6642.7k
  • Built2018
  • Lot0.00 ac.
74
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$2,237,500
451 E Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb3
  • SqFt2,4162.4k
  • Built1993
  • Lot1.05 ac.
50
Listing Provided By: Island Real Estate Company Florida Keys
$2,100,000
24856 Calle Real 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb/1hb2-1
  • SqFt2,2832.3k
  • Built1995
  • Lot0.19 ac.
87
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
$1,999,000
1171 Ocean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb3
  • SqFt2,5752.6k
  • Built1970
  • Lot0.62 ac.
49
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,750,000
329 Airport Drive #N 
Summerland Key, FL 33042
  • Beds4
  • Baths3fb/1hb3-1
  • SqFt2,4792.5k
  • Built1998
  • Lot0.40 ac.
51
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,729,000
414 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths3fb/1hb3-1
  • SqFt2,7662.8k
  • Built2006
  • Lot0.14 ac.
16
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,695,000
1183 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb/1hb3-1
  • SqFt3,1193.1k
  • Built1985
  • Lot0.28 ac.
57
Listing Provided By: Beycome Brokerage Realty LLC
$1,650,000
118 Caribbean Drive #E 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb/1hb3-1
  • SqFt2,2092.2k
  • Built1973
  • Lot0.21 ac.
48
Listing Provided By: Keller Williams Key West Compass Realty
$1,375,000
829 Lagoon Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,8001.8k
  • Built1980
  • Lot0.02 ac.
46
Listing Provided By: Keller Williams Key West Compass Realty
$1,349,500
586 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds5
  • Baths3fb/1hb3-1
  • SqFt3,6513.7k
  • Built1994
  • Lot0.00 ac.
22
Listing Provided By: Action Keys Realty FL Keys Inc
$1,298,000
25361 1St Street 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb3
  • SqFt2,5352.5k
  • Built1999
  • Lot0.18 ac.
32
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,199,000
1090 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,5021.5k
  • Built1986
  • Lot0.39 ac.
36
Listing Provided By: Keller Williams Key West Compass Realty
$1,150,000
16 S Airport Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths2fb/1hb2-1
  • SqFt1,8241.8k
  • Built1958
  • Lot0.41 ac.
32
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,100,000
296 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,2881.3k
  • Built1985
  • Lot0.14 ac.
49
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,049,000
950 Bay Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb/1hb3-1
  • SqFt2,4672.5k
  • Built1991
  • Lot0.17 ac.
41
NEW
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$949,000
1092 Bay Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,6111.6k
  • Built1992
  • Lot0.14 ac.
26
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$939,000
1121 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt2,3042.3k
  • Built1986
  • Lot0.42 ac.
27
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$900,000
1167 Flagship Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,2001.2k
  • Built1979
  • Lot0.21 ac.
31
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$899,000
25368 2nd Street 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,3921.4k
  • Built1958
  • Lot0.14 ac.
54
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$897,500
442 W Shore Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths4fb4
  • SqFt1,3451.3k
  • Built1963
  • Lot0.28 ac.
42
Listing Provided By: Berkshire Hathaway HomeServices Freewheeler Realty
$735,000
544 W Shore Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths2fb2
  • SqFt1,6461.6k
  • Built1966
  • Lot0.28 ac.
32
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$700,000
24449 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,2961.3k
  • Built1987
  • Lot0.15 ac.
31
Listing Provided By: Keller Williams Key West Compass Realty
$699,000
637 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,0401.0k
  • Built1993
  • Lot0.14 ac.
37
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$689,000
969 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,2501.3k
  • Built1995
  • Lot0.14 ac.
40
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
$675,000
549 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,2801.3k
  • Built2019
  • Lot0.14 ac.
32
Listing Provided By: Keller Williams Key West Compass Realty
$675,000
433 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3fb3
  • SqFt1,5601.6k
  • Built1986
  • Lot0.14 ac.
31
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$647,000
867 Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,0321.0k
  • Built1988
  • Lot0.14 ac.
30
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$647,000
867 Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2fb2
  • SqFt1,0321.0k
  • Built1988
  • Lot0.14 ac.
40
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$575,000
554 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2fb2
  • SqFt1,4071.4k
  • Built1963
  • Lot0.14 ac.