Cheap Homes For Sale in Sugarloaf Key, FL

29 homes

Use arrow keys to navigate
$399,000
2 Beds
1 Bath
460 sqft
6 Beach Dr,
Key West, FL 33040
Coldwell Banker Schmitt Lower Keys (KW)
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
$599,000
2 Beds
2 Baths
1,010 sqft
4 Shore Dr,
Key West, FL 33040
Coldwell Banker Schmitt Islamorada
Use arrow keys to navigate
0.34 ACRES
$699,000
3 Beds
2 Baths
1,302 sqft
19421 Canal Dr,
Sugarloaf Key, FL 33042
Century 21 Circle- Islamorada
Use arrow keys to navigate
$739,000
3 Beds
2 Baths
1,296 sqft
19590 Tequesta St,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
Use arrow keys to navigate
$749,900
3 Beds
2 Baths
1,296 sqft
19543 Navajo St,
Sugarloaf Key, FL 33042
Expert Realty LLC
Use arrow keys to navigate
0.5 ACRES
$799,000
3 Beds
2 Baths
984 sqft
937 Loggerhead Ln,
Sugarloaf Key, FL 33042
Buy The Keys
1.01 ACRES
$899,000
3 Beds
2 Baths
1,968 sqft
19267 Hansen Trl,
Sugarloaf Key, FL 33042
Expert Realty LLC (HQ)
$942,000
3 Beds
1 Bath
1,400 sqft
12 Bay Dr,
Key West, FL 33040
Island Welcome Real Estate LLC
3D VIEW
0.29 ACRES
$995,000
3 Beds
2 Baths
1,300 sqft
17155 Hibiscus Ln,
Sugarloaf Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
3D VIEW
0.49 ACRES
$998,000
3 Beds
2 Baths
1,225 sqft
83 Sugarloaf Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)
$999,999
3 Beds
2 Baths
1,296 sqft
17 E Circle Dr #A,
Key West, FL 33040
Coastal Collection Real Estate Inc.
NEW CONSTRUCTION
3D VIEW
$1,100,000
3 Beds
2 Baths
1,404 sqft
49 Blue Water Dr,
Saddlebunch Key, FL 33040
RE/MAX Keys Connection (KW)
$1,129,000
2 Beds
2 Baths
932 sqft
24 Beach Dr,
Key West, FL 33040
Key West Luxury Real Estate Inc (KW)
NEW CONSTRUCTION
3D VIEW
$1,199,000
3 Beds
2 Baths
1,404 sqft
99 Palm Dr,
Key West, FL 33040
LPT Realty, LLC
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
0.3 ACRES
$1,595,000
3 Beds
3 Baths
3,000 sqft
182 Venetian Way,
Sugarloaf Key, FL 33042
LoKation Real Estate
3D VIEW
$1,649,000
3 Beds
3 Baths
1,589 sqft
6 Shore Dr,
Key West, FL 33040
RE/MAX Keys Connection (KW)
0.63 ACRES
$1,650,000
3 Beds
2 Baths
2,605 sqft
1481 Sugarloaf Blvd,
Sugarloaf Key, FL 33042
Ocean Sotheby's International Realty
0.29 ACRES
$2,375,000
5 Beds
4 Baths
2,772 sqft
205 S Point Dr,
Sugarloaf Key, FL 33042
LPT Realty, LLC
3D VIEW
0.29 ACRES
$2,549,000
4 Beds
3 Baths
2,594 sqft
265 S Point Dr,
Sugarloaf Key, FL 33042
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
3D VIEW
0.27 ACRES
$3,199,000
4 Beds
3.5 Baths
2,044 sqft
17183 Coral Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt RE Co.
3D VIEW
0.36 ACRES
$3,750,000
4 Beds
3.5 Baths
2,409 sqft
17387 Dolphin Street E,
Sugarloaf, FL 33042
Coldwell Banker Schmitt Real E
0.39 ACRES
$3,999,999
4 Beds
3 Baths
2,096 sqft
17015 Wahoo Ln W,
Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
0.77 ACRES
$5,200,000
4 Beds
3.5 Baths
2,660 sqft
17013 Coral Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
NEW CONSTRUCTION
3D VIEW
0.29 ACRES
$6,400,000
5 Beds
5 Baths
3,700 sqft
17162 Starfish Ln W,
Sugarloaf Key, FL 33042
The Agency Florida Keys
3D VIEW
2.33 ACRES
$8,995,000
6 Beds
4.5 Baths
5,208 sqft
16750 Old State Rd,
Sugarloaf Key, FL 33042
The Agency Florida Keys
NEW - 1 DAY AGO
NEW CONSTRUCTION
3D VIEW
0.3 ACRES
$9,970,000
6 Beds
6.5 Baths
4,894 sqft
1041 Buttonwood Dr,
Sugarloaf, FL 33042
Compass Florida, LLC
3D VIEW
5.33 ACRES
$19,750,000
6 Beds
6.5 Baths
4,402 sqft
15760 Old State Road 4A,
Sugarloaf, FL 33042
The Agency Florida Keys
Save Search in Sugarloaf Key, FL
Sugarloaf Key
$1+
1+ Beds
House
Condo
Townhome
Multi-Family
Mobile/Manufactured
Get emails when new homes match this search
Halloween on Trulia
Home prices got you spooked?
Imagine what it’s like living with ghosts to get a deal.Start the ghost hunt

Real Estate & Homes For Sale Near Sugarloaf Key, FL

We found 22 more homes matching your filters just outside Sugarloaf Key

Use arrow keys to navigate
$239,000
1 Bed
1 Bath
420 sqft
55 Boca Chica Rd #57,
Key West, FL 33040
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
Use arrow keys to navigate
$289,000
2 Beds
2 Baths
816 sqft
55 Boca Chica Rd #89,
Key West, FL 33040
Bascom Grooms Real Estate (KW)
Use arrow keys to navigate
$315,000
2 Beds
1 Bath
885 sqft
55 Boca Chica Rd #85,
Key West, FL 33040
Island Group Realty (KW)
Use arrow keys to navigate
$439,000
2 Beds
2 Baths
864 sqft
55 Boca Chica Rd #447,
Key West, FL 33040
Coldwell Banker Schmitt Real Estate Co
Use arrow keys to navigate
$485,000
2 Beds
1 Bath
800 sqft
55 Boca Chica Rd #132,
Key West, FL 33040
Keller Williams Key West Compass Realty
Use arrow keys to navigate
$532,000
2 Beds
2 Baths
1,064 sqft
55 Boca Chica Rd #27,
Key West, FL 33040
Expert Realty LLC (HQ)
Use arrow keys to navigate
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.
$1,270,000
3 Beds
2 Baths
1,320 sqft
174 Tortuga Ln,
Cudjoe Key, FL 33042
eXp Realty LLC
3D VIEW
$1,299,000
3 Beds
2 Baths
1,741 sqft
21025 3rd Ave,
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
NEW CONSTRUCTION
3D VIEW
0.5 ACRES
$1,645,000
3 Beds
2 Baths
1,696 sqft
165 Colson Dr,
Cudjoe Key, FL 33042
Island Welcome Real Estate
3D VIEW
$1,799,000
3 Beds
2.5 Baths
2,456 sqft
51 Sawyer Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
FOR SALE BY OWNER
$2,000,000
4 Beds
2 Baths
2,048 sqft
20843 2nd Ave W,
Cudjoe Key, FL 33042
NEW CONSTRUCTION
$2,060,000
5 Beds
3 Baths
1,978 sqft
94 Sacarma Dr,
Cudjoe Key, FL 33042
Realty Executives Florida Keys Old Town
0.25 ACRES
$2,299,995
3 Beds
2 Baths
2,020 sqft
459 Pattison Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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
0.27 ACRES
$2,499,999
6 Beds
5 Baths
3,568 sqft
6 Egret Ln,
Key West, FL 33040
Century 21 Circle - Key West
3D VIEW
0.27 ACRES
$2,699,999
4 Beds
2.5 Baths
2,452 sqft
20833 4th Ave W,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
3D VIEW
0.29 ACRES
$2,999,999
4 Beds
3 Baths
3,056 sqft
21090 5th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
1.2 ACRES
$5,650,000
13 Beds
7 Baths
5,022 sqft
21470 Overseas Hwy,
Cudjoe Key, FL 33042
Select Properties of NWFL
NEW CONSTRUCTION
0.33 ACRES
$6,200,000
5 Beds
4.5 Baths
4,624 sqft
36 Cannon Royal Dr,
Shark Key, FL 33040
Brenda Donnelly Real Estate LLC
NEW CONSTRUCTION
3D VIEW
0.43 ACRES
$12,500,000
6 Beds
6.5 Baths
5,930 sqft
31 Sea Lore Ln,
Key West, FL 33040
Ocean Sotheby's International Realty

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 MLS.

Cheap Homes For Sale in Sugarloaf Key, FL

29 homes

Save Search in Sugarloaf Key, FL

We found 22 more homes matching your filters just outside Sugarloaf Key

Nearby Real Estate

Nearby Zip Codes

Popular Cities in Florida

Neighborhoods near Sugarloaf Key

Sugarloaf Key Property Types

Real Estate Guides

Cheap Homes For Sale in Sugarloaf Key, FL

29 homes

Save Search in Sugarloaf Key, FL

Home prices got you spooked?

We found 22 more homes matching your filters just outside Sugarloaf Key