33
Listing Provided By: Truman Co. (KW)
$11,900,000
1300 Sunset Boulevard 
Summerland Key, FL 33042
  • Beds6
  • Baths8
  • SqFt7,7207.7k
  • Built2015
  • Lot0.00 ac.
34
Listing Provided By: KeyIsle Realty-Lower Middle Upper Keys
$3,700,000
974 Flagship Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths4
  • SqFt4,2504.3k
  • Built2001
  • Lot0.00 ac.
44
Listing Provided By: Island Real Estate Company Florida Keys
$2,450,000
25381 First Street 
Summerland Key, FL 33042
  • Beds4
  • Baths5
  • SqFt3,2343.2k
  • Built2003
  • Lot0.26 ac.
46
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,999,000
434 Caribbean Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths4
  • SqFt3,0563.1k
  • Built2004
  • Lot0.14 ac.
53
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,949,990
329 N Airport Drive 
Summerland Key, FL 33042
  • Beds4
  • Baths4
  • 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
  • Baths4
  • SqFt2,7662.8k
  • Built2006
  • Lot0.14 ac.
42
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,695,000
1183 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths4
  • SqFt3,1193.1k
  • Built1985
  • Lot0.28 ac.
32
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
$1,400,000
280 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,3441.3k
  • Built1967
  • Lot0.28 ac.
46
Listing Provided By: Keller Williams Key West Compass Realty
$1,399,500
586 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds5
  • Baths4
  • SqFt3,6513.7k
  • Built1994
  • Lot0.00 ac.
58
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,399,000
240 S Airport Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3
  • SqFt2,3192.3k
  • Built2010
  • Lot0.14 ac.
22
Listing Provided By: Action Keys Realty FL Keys Inc
$1,378,000
25361 1St Street 
Summerland Key, FL 33042
  • Beds3
  • Baths3
  • SqFt2,5352.5k
  • Built1999
  • Lot0.18 ac.
71
Listing Provided By: Coldwell Banker Schmitt Real Estate Co.
$1,249,000
1090 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,5021.5k
  • Built1986
  • Lot0.39 ac.
30
NEW
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,200,000
650 Cruikshank Isle 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,6381.6k
  • Built1987
  • Lot0.27 ac.
32
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$1,140,000
296 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,2881.3k
  • Built1985
  • Lot0.14 ac.
43
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$1,120,000
24245 W Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3
  • SqFt2,4222.4k
  • Built2003
  • Lot0.14 ac.
34
Listing Provided By: Internet Realty of the Florida Keys
$1,095,000
24318 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths4
  • SqFt1,7131.7k
  • Built1978
  • 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
  • Baths4
  • SqFt2,4672.5k
  • Built1991
  • Lot0.17 ac.
43
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$999,000
1055 Flagship Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,8361.8k
  • Built1987
  • Lot0.23 ac.
29
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$989,000
1121 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt2,3042.3k
  • Built1986
  • Lot0.42 ac.
30
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$825,000
24394 W Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths3
  • SqFt1,2001.2k
  • Built1967
  • Lot0.14 ac.
31
Listing Provided By: Keller Williams Key West Compass Realty
$799,000
656 W Shore Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths3
  • SqFt1,7481.7k
  • Built1998
  • Lot0.23 ac.
28
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$789,000
1089 Ocean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths1
  • SqFt1,0201.0k
  • Built1975
  • Lot0.42 ac.
55
PRICE REDUCED
Listing Provided By: Century 21 Island Life BPK
$770,000
845 Gulf Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,0081.0k
  • Built1987
  • Lot0.14 ac.
32
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$700,000
24449 Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,2961.3k
  • Built1987
  • Lot0.15 ac.
31
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$699,000
867 Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,0321.0k
  • Built1988
  • Lot0.14 ac.
23
Listing Provided By: Preferred Properties (KW)
$699,000
869 Lagoon Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,5481.5k
  • Built1973
  • Lot0.34 ac.
24
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
$694,000
549 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,2801.3k
  • Built2019
  • Lot0.14 ac.
49
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$595,000
195 Airport Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths2
  • SqFt1,2001.2k
  • Built1993
  • Lot0.14 ac.
24
Listing Provided By: Keller Williams Key West Compass Realty
$549,999
940 E Caribbean Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths1
  • SqFt1,3921.4k
  • Built1972
  • Lot0.17 ac.
11
Listing Provided By: Sunny Keys Realty LLC
$499,999
24830 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,1881.2k
  • Built2015
  • Lot0.14 ac.
25
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$475,000
24943 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,1281.1k
  • Built1956
  • Lot0.14 ac.
18
Listing Provided By: Sunny Keys Realty LLC
$469,500
24820 Park Drive 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,3201.3k
  • Built2019
  • Lot0.14 ac.
22
Listing Provided By: Coastal Collection Real Estate Inc.
$469,000
25052 Palm Lane 
Summerland Key, FL 33042
  • Beds3
  • Baths2
  • SqFt1,4581.5k
  • Built1963
  • Lot0.00 ac.
25
Listing Provided By: Coldwell Banker Schmitt Real Estate Co. (KW)
$449,000
227 North Airport Drive 
Summerland Key, FL 33042
  • Beds1
  • Baths1
  • SqFt7560.8k
  • Built1994
  • Lot0.14 ac.
38
Listing Provided By: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
$449,000
25024 45Th Street 
Summerland Key, FL 33042
  • Beds5
  • Baths2
  • SqFt1,8121.8k
  • Built1958
  • Lot0.29 ac.
22
PRICE REDUCED
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$443,000
89 N Lake Drive 
Summerland Key, FL 33042
  • Beds2
  • Baths1
  • SqFt1,0241.0k
  • Built1976
  • Lot0.14 ac.