Summerland Key, FL Real Estate & Homes For Sale

155 homes

Use arrow keys to navigate
7.09 ACRES
$235,000
7-10 Cudjoe Dr,
Summerland Key, FL 33042
Expert Realty LLC
Use arrow keys to navigate
$895,000
3 Beds
2 Baths
1,248 sqft
135 Tortuga Ln,
Cudjoe Key, FL 33042
Bruno Realty Group, Inc
Use arrow keys to navigate
$487,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #659,
Cudjoe Key, FL 33042
Bluescape Real Estate
Use arrow keys to navigate
$749,900
3 Beds
2 Baths
1,431 sqft
28110 Dorothy Ave,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Use arrow keys to navigate
$255,000
701 Spanish Main Dr #399,
Cudjoe Key, FL 33042
eXp Realty LLC KW Branch
Use arrow keys to navigate
$337,500
2 Beds
1 Bath
756 sqft
27965 Tarpon Ter,
Little Torch Key, FL 33042
KeyIsle Realty
Use arrow keys to navigate
$105,000
Vacant Land,
Little Torch Key, FL 33042
Ocean Sotheby's International Realty
FOR SALE BY OWNER
$999,000
2 Beds
3 Baths
1,200 sqft
21650 Overseas Hwy #101,
Cudjoe Key, FL 33042
3D VIEW
$799,000
2 Beds
1 Bath
806 sqft
701 Spanish Main Dr #49,
Cudjoe Key, FL 33042
RE/MAX Keys Connection (KW)
3D VIEW
0.39 ACRES
$2,499,000
4 Beds
2 Baths
2,739 sqft
21023 2nd Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
$275,000
1155 Thatch Ln,
Cudjoe Key, FL 33042
Coastal Collection Real Estate Inc.
$3,495,000
4 Beds
3.5 Baths
2,766 sqft
414 Caribbean Dr E,
Summerland Key, FL 33042
The Agency Florida Keys
$395,000
24285 Caribbean Dr W,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
$425,000
2 Beds
1 Bath
748 sqft
701 Spanish Main Dr #639,
Cudjoe Key, FL 33042
Expert Realty LLC
$289,000
1 Bed
1 Bath
340 sqft
701 Spanish Main Dr #653,
Cudjoe Key, FL 33042
Bluescape Real Estate
3D VIEW
$1,269,000
2 Beds
2 Baths
1,100 sqft
116 Spanish Main Dr,
Cudjoe Key, FL 33042
Florida Keys Realty Group LLC
0.27 ACRES
$1,250,000
5 Beds
5 Baths
2,258 sqft
4049 Egret Ln,
Big Torch Key, FL 33042
KeyIsle Realty
3D VIEW
$1,200,000
2 Beds
2 Baths
1,344 sqft
17286 Jamaica Ln,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
$170,000
Lot 27 Dorn Rd,
Summerland Key, FL 33042
Luxe Properties
3D VIEW
$1,100,000
3 Beds
1.5 Baths
960 sqft
4276 Dorn Rd,
Big Torch Key, FL 33042
Luxe Properties
3D VIEW
0.3 ACRES
$950,000
3 Beds
2 Baths
1,548 sqft
123 Venetian Way,
Sugarloaf Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
$1,399,000
2 Beds
2 Baths
1,372 sqft
21012 6th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
NEW CONSTRUCTION
3D VIEW
0.36 ACRES
$3,750,000
4 Beds
3.5 Baths
2,409 sqft
17387 Dolphin St E,
Sugarloaf, FL 33042
Coldwell Banker Schmitt Real Estate Co.
$1,399,000
3 Beds
2 Baths
1,434 sqft
22939 Gasparilla Ln,
Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
$325,000
Trinidad Ln,
Summerland Key, FL 33042
Vaught Realty
$895,900
2 Beds
2 Baths
960 sqft
22961 John Avery Ln,
Cudjoe Key, FL 33042
Casa Miami Real Estate
3D VIEW
$550,000
2 Beds
2 Baths
960 sqft
27910 Porgie Path,
Little Torch Key, FL 33042
Xcellence
3D VIEW
$949,000
3 Beds
2 Baths
960 sqft
22953 John Silver Ln,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
$639,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #495,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
3D VIEW
1.17 ACRES
$2,800,000
4 Beds
3 Baths
3,286 sqft
21640 Overseas Hwy,
Cudjoe Key, FL 33042
Key West Luxury Real Estate Inc (KW)
3D VIEW
0.29 ACRES
$3,399,000
3 Beds
3 Baths
3,056 sqft
21090 5th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
$1,725,000
4 Beds
3 Baths
2,440 sqft
22542 Jolly Roger Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Islamorada
$499,000
22552 Jolly Roger Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Islamorada
$30,000
Bk #15-lt 13,
Summerland Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
$30,000
Bk #15-lt 6,
Summerland Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
$30,000
Bk #15-5,
Summerland Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
$30,000
Cudjoe Dr #15-lt 13,
Summerland Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
$30,000
Cudjoe Dr #15-lt 6,
Summerland Key, FL 33042
American Caribbean Real Estate, Christie's International Real Estate
0.5 ACRES
$829,000
3 Beds
2 Baths
984 sqft
937 Loggerhead Ln,
Sugarloaf Key, FL 33042
Buy The Keys
OPEN THU, 12-2PM
3D VIEW
$1,150,000
2 Beds
2 Baths
1,344 sqft
20868 5th Ave W,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt RE Co.

All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Summerland Key, FL Real Estate & Homes For Sale

155 homes

Nearby Real Estate

Nearby Zip Codes

Popular Cities in Florida

Summerland Key Neighborhoods

Summerland Key Property Types

Real Estate Guides

Find Rental Properties