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
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
78
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$7,499,000
16750 Old State Road 4A 
Sugarloaf Key, FL 33042
  • Beds6
  • Baths 5 Total 5 Total
  • SqFt5,2085.2k
  • Built1959
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
1083 Labat Lane Property Photo 1
71
NEW
Coldwell Banker Schmitt RE Co. Lower Keys Office Logo
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$5,950,000
1083 Labat Lane 
Cudjoe Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt2,2952.3k
  • Built1992
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
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
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
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
22572 Jolly Roger Drive Property Photo 1
70
Coldwell Banker Schmitt RE Co. Lower Keys Office Logo
Listing Provided By: Coldwell Banker Schmitt RE Co. Lower Keys Office
$4,299,000
22572 Jolly Roger Drive 
Cudjoe Key, FL 33042
  • Beds6
  • Baths 4 Total 4 Total
  • SqFt3,2253.2k
  • Built1963
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)
$4,195,000
733 Trinidad Lane 
Little Torch Key, FL 33042
  • Beds3
  • Baths 2 Total 2 Total
  • SqFt1,6361.6k
  • Built1987
225 Colson Drive Property Photo 1
60
Coldwell Banker Schmitt Real Estate Co. (KW) Logo
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
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
281 W Indies Drive Property Photo 1
37
Lokation Real Estate Logo
Listing Provided By: Lokation Real Estate
$3,125,000
281 W Indies Drive 
Ramrod Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,9142.9k
  • Built2020
17015 E Wahoo Lane Property Photo 1
23
Expert Realty LLC Logo
Listing Provided By: Expert Realty LLC
$3,087,000
17015 E Wahoo Lane 
Sugarloaf Key, FL 33042
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,0962.1k
  • Built1968
531 Seminole Drive Property Photo 1
55
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$3,000,000
531 Seminole Drive 
Cudjoe Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,6042.6k
  • Built1985
17398 E Dolphin Street Property Photo 1
44
Sunny Keys Realty LLC Logo
Listing Provided By: Sunny Keys Realty LLC
$2,950,000
17398 E Dolphin Street 
Sugarloaf Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,4042.4k
  • Built2021
17279 Pinetree Lane Property Photo 1
33
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
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
340 S Point Drive Property Photo 1
45
Action Keys Realty FL Keys Inc Logo
Listing Provided By: Action Keys Realty FL Keys Inc
$2,750,000
340 S Point Drive 
Sugarloaf Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,9352.9k
  • Built1973
271 W Indies Drive Property Photo 1
42
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,625,000
271 W Indies Drive 
Ramrod Key, FL 33042
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt2,3582.4k
  • Built2023
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
28573 Le Grand Road Property Photo 1
31
Broker's Edge Realty, Inc. Logo
Listing Provided By: Broker's Edge Realty, Inc.
$2,599,000
28573 Le Grand Road 
Little Torch Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,9982.0k
  • Built1989
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
20864 W 4th Avenue Property Photo 1
37
Coldwell Banker Schmitt Real Estate Co. (KW) Logo
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
15800 Old State Road 4a Road, 4a Property Photo 1
37
Expert Realty LLC (HQ) Logo
Listing Provided By: Expert Realty LLC (HQ)
$2,499,000
15800 Old State Road 4A Road, 4A 
Sugarloaf Key, FL 33042
  • Beds2
  • Baths 3 Total 3 Total
  • SqFt1,5481.5k
  • Built2006
489 Sawyer Drive Property Photo 1
38
Coldwell Banker Schmitt Lower Keys (KW) Logo
Listing Provided By: Coldwell Banker Schmitt Lower Keys (KW)
$2,499,000
489 Sawyer Drive 
Cudjoe Key, FL 33042
  • Beds2
  • Baths 2 Total 2 Total
  • SqFt1,2811.3k
  • Built1970
27450 W Indies Drive Property Photo 1
37
Coldwell Banker Schmitt Real Estate Co. (KW) Logo
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
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
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
17054 Coral Drive Property Photo 1
41
Truman & Co. (KW) Logo
Listing Provided By: Truman & Co. (KW)
$2,350,000
17054 Coral Drive 
Sugarloaf Key, FL 33042
  • Beds4
  • Baths 3 Total 3 Total
  • SqFt2,4222.4k
  • Built2004
28573 Le Grand Road Property Photo 1
31
Broker's Edge Realty, Inc. Logo
Listing Provided By: Broker's Edge Realty, Inc.
$2,299,000
28573 Le Grand Road 
Little Torch Key, FL 33042
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt1,9982.0k
  • Built1989
320 S Point Drive Property Photo 1
66
Berkshire Hathaway Knight & Gardner Logo
Listing Provided By: Berkshire Hathaway Knight & Gardner
$2,295,000
320 S Point Drive 
Sugarloaf Key, FL 33042
  • Beds5
  • Baths 3 Total 3 Total
  • SqFt2,4712.5k
  • Built1979
Real Estate Links Our Domains