Sugarloaf School in Summerland Key, FL For Sale

329 homes

Use arrow keys to navigate
$810,000
2950 Overseas Hwy #2,
Key West, FL 33040
Keller Williams Key West Compass Realty
Use arrow keys to navigate
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.
Use arrow keys to navigate
$869,000
2 Beds
2 Baths
936 sqft
3674 S Seas St,
Big Pine Key, FL 33043
Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
Use arrow keys to navigate
3D VIEW
$450,000
2 Beds
2 Baths
873 sqft
4 Coral Dr,
Key West, FL 33040
RE/MAX Keys Connection (KW)
Use arrow keys to navigate
$1,499,000
3 Beds
2 Baths
1,434 sqft
22939 Gasparilla Ln,
Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
Use arrow keys to navigate
$899,000
2 Beds
2 Baths
912 sqft
29114 Cedar Dr,
Big Pine Key, FL 33043
Coldwell Banker Schmitt Real Estate Co.
Use arrow keys to navigate
OPEN SAT, 10-12:30PM
3D VIEW
$1,085,000
3 Beds
2 Baths
1,352 sqft
29555 Enterprise Ave,
Big Pine Key, FL 33043
Coldwell Banker Schmitt Real Estate Co. (KW)
1.13 ACRES
$847,000
2 Beds
1 Bath
574 sqft
9 W Cooks Burg Pne,
Big Pine Key, FL 33043
The Island Collective Realty
NEW CONSTRUCTION
$839,000
3 Beds
3 Baths
1,500 sqft
27215 Mariposa Rd,
Ramrod Key, FL 33042
Meyer and Boumerhi Realty LLC
$325,000
Trinidad Ln,
Summerland Key, FL 33042
Vaught Realty
$899,000
1 Bed
1 Bath
552 sqft
31342 Avenue I,
Big Pine Key, FL 33043
Rob Severin Real Estate Co
NEW CONSTRUCTION
3D VIEW
0.34 ACRES
$1,599,900
3 Beds
2 Baths
1,196 sqft
559 Powell Ave,
Little Torch Key, FL 33042
RE/MAX Keys Connection (KW)
3D VIEW
$1,435,000
4 Beds
2 Baths
2,310 sqft
29562 Saratoga Ave,
Big Pine Key, FL 33043
Coldwell Banker Schmitt Lower Keys (KW)
$1,695,000
4 Beds
3 Baths
2,136 sqft
30363 Flamingo Ln,
Big Pine Key, FL 33043
Taylor & Assoc. RE, Inc.
$875,000
2 Beds
2 Baths
960 sqft
324 S Airport Dr,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
$895,900
2 Beds
2 Baths
960 sqft
22961 John Avery Ln,
Cudjoe Key, FL 33042
Casa Miami Real Estate
$1,599,000
3 Beds
3.5 Baths
2,295 sqft
1136 W Shore Dr,
Big Pine Key, FL 33043
Coldwell Banker Vanguard Realty
3D VIEW
1.14 ACRES
$4,995,000
3 Beds
3 Baths
4,687 sqft
3742 Sea Grape St,
Big Pine Key, FL 33043
Ocean Sotheby's International
0.29 ACRES
$465,000
3 Beds
2 Baths
1,431 sqft
30461 Poinciana Rd,
Big Pine Key, FL 33043
Keller Williams Realty Professionals (KW)
3D VIEW
0.51 ACRES
$995,000
2 Beds
1.5 Baths
960 sqft
29131 Watson Blvd,
Big Pine Key, FL 33043
Action Keys Realty of the Lower FL Keys LLC
3D VIEW
$590,000
3 Beds
2 Baths
1,560 sqft
22920 Privateer Drive,
Cudjoe Key, FL 33042
Global Luxury Realty LLC
3D VIEW
$550,000
2 Beds
2 Baths
960 sqft
27910 Porgie Path,
Little Torch Key, FL 33042
Xcellence
3D VIEW
$225,000
26837 Overseas Highway,
Summerland Key, FL 33042
Nicklaus Vance
3D VIEW
0.33 ACRES
$1,049,000
3 Beds
2 Baths
960 sqft
22953 John Silver Ln,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
0.37 ACRES
$1,399,000
3 Beds
2 Baths
1,356 sqft
51 Drost Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
$1,299,000
3 Beds
2 Baths
1,610 sqft
612 Blackbeard Rd,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
$1,175,000
3 Beds
2 Baths
2,368 sqft
27395 Saint Lucie Ln,
Ramrod Key, FL 33042
Coldwell Banker Schmitt Real Estate Co.
$1,399,000
3 Beds
2 Baths
1,398 sqft
885 Hawksbill Ln,
Sugarloaf Key, FL 33042
Coastal Collection Real Estate Inc.
$639,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #495,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
$664,000
2 Beds
2 Baths
1,036 sqft
29123 Rose Dr,
Big Pine Key, FL 33043
Bluescape Real Estate
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)
0.27 ACRES
$2,200,000
3 Beds
2 Baths
1,624 sqft
1330 Sugarloaf Blvd,
Sugarloaf Key, FL 33042
Brenda Donnelly Real Estate LLC
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
0.94 ACRES
$3,199,000
3 Beds
3 Baths
1,586 sqft
1148 Big Pine Ave,
Big Pine Key, FL 33043
Coldwell Banker Schmitt Real Estate Co
FOR SALE BY OWNER
$599,999
3 Beds
2 Baths
1,300 sqft
63 E Cahill Ct,
Big Pine Key, FL 33043
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 #15-5,
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

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.

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 Board of Realtors.

Sugarloaf School in Summerland Key, FL For Sale

329 homes

Nearby Real Estate

Nearby Zip Codes

Popular Cities in Florida

Summerland Key Neighborhoods

Summerland Key Property Types

Real Estate Guides

Find Rental Properties