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Recently Sold Homes in Sugarloaf Key, FL

51 homes

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SOLD
MAY 14, 2026
$2,715,000
4 Beds
3 Baths
1,820 sqft
77 Bay Dr,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
MAY 1, 2026
$1,725,000
4 Beds
4 Baths
2,454 sqft
78 Bay Dr,
Key West, FL 33040
Coastal Collection Real Estate Inc.
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SOLD
APR 30, 2026
$1,410,000
3 Beds
2 Baths
1,200 sqft
17152 Marlin Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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SOLD
APR 28, 2026
$1,249,000
2 Beds
2 Baths
1,056 sqft
17170 Amberjack Ln,
Sugarloaf Key, FL 33042
The Agency Florida Keys
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SOLD
APR 9, 2026
$1,600,000
3 Beds
2 Baths
1,648 sqft
17125 Wahoo Ln,
Sugarloaf Key, FL 33042
The Agency Florida Keys
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SOLD
MAR 30, 2026
$850,000
3 Beds
3 Baths
1,400 sqft
17171 Seagrape Ln,
Sugarloaf Key, FL 33042
Century 21 Circle - Key West
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SOLD
MAR 23, 2026
$1,575,000
4 Beds
3 Baths
2,353 sqft
17176 Bonita Ln W,
Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)
SOLD
MAR 20, 2026
$650,000
2 Beds
2 Baths
1,150 sqft
14 Coral Dr,
Key West, FL 33040
Expert Realty LLC (HQ)
SOLD
MAR 17, 2026
$850,000
3 Beds
2 Baths
1,392 sqft
17137 Bonita Ln W,
Sugarloaf Key, FL 33042
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
SOLD
MAR 16, 2026
$687,500
17230 Angelfish Ln,
Sugarloaf Key, FL 33042
Truman & Co. (KW)
SOLD
MAR 13, 2026
$1,050,000
2950 Overseas Hwy #16,
Key West, FL 33040
Keller Williams Key West Compass Realty
SOLD
MAR 13, 2026
$1,050,000
Park Avenue 16,
Key West, FL 33040
SOLD
MAR 6, 2026
$1,525,000
3 Beds
2 Baths
1,788 sqft
17227 Allamanda Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
MAR 6, 2026
$1,100,000
4 Beds
3 Baths
2,464 sqft
19749 Date Palm Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)
SOLD
MAR 4, 2026
$1,150,000
38 Park Ave,
Key West, FL 33040
SOLD
MAR 2, 2026
$1,150,000
2950 Overseas Hwy #38,
Key West, FL 33040
Keller Williams Key West Compass Realty
SOLD
FEB 27, 2026
$420,000
1 Bed
1 Bath
852 sqft
54 Palm Dr,
Key West, FL 33040
SOLD
FEB 27, 2026
$1,550,000
3 Beds
3 Baths
1,998 sqft
17094 Coral Dr,
Summerland Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
FEB 27, 2026
$825,000
3 Beds
2 Baths
1,248 sqft
17245 Jamaica Ln,
Sugarloaf Key, FL 33042
Truman & Co. (KW)
SOLD
FEB 27, 2026
$3,900,000
3 Beds
2 Baths
1,964 sqft
16200 Old State Rd,
Sugarloaf Key, FL 33042
SOLD
FEB 27, 2026
$47,500
Bad George Rd,
Summerland Key, FL 33042
SOLD
FEB 27, 2026
$3,900,000
3 Beds
2 Baths
1,964 sqft
16200 Old State Rd #4A,
Sugarloaf Key, FL 33042
Expert Realty LLC (HQ)
SOLD
FEB 23, 2026
$1,200,000
3 Beds
2 Baths
1,437 sqft
17144 Coral Dr,
Sugarloaf Key, FL 33042
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
SOLD
FEB 20, 2026
$1,075,000
3 Beds
2 Baths
1,248 sqft
17226 Jamaica Ln,
Sugarloaf Key, FL 33042
Flat Fee MLS Realty
SOLD
FEB 19, 2026
$810,000
3 Beds
3 Baths
1,380 sqft
57 Palm Dr,
Key West, FL 33040
Suzanne Moore Real Estate
SOLD
JAN 28, 2026
$1,650,000
3 Beds
2 Baths
1,750 sqft
17213 Starfish Ln,
Sugarloaf Key, FL 33042
Truman & Co. (KW)
SOLD
JAN 23, 2026
$1,800,000
4 Beds
3 Baths
2,422 sqft
17054 Coral Dr,
Sugarloaf Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
JAN 20, 2026
$935,000
3 Beds
3 Baths
1,859 sqft
146 Sugarloaf Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
JAN 14, 2026
$1,400,000
3 Beds
2 Baths
1,728 sqft
17166 Wahoo Ln,
Summerland Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
JAN 12, 2026
$600,000
19535 Indian Mound Dr,
Sugarloaf Key, FL 33042
SOLD
NOV 24, 2025
$225,000
2 Beds
624 sqft
1 Palm Dr #A,
Key West, FL 33040
SOLD
NOV 14, 2025
$225,000
1A Palm Dr,
Key West, FL 33040
Keller Williams Key West Compass Realty
SOLD
NOV 6, 2025
$1,900,000
4 Beds
3.5 Baths
2,400 sqft
17077 Bonita Ln W,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
NOV 6, 2025
$940,000
3 Beds
2 Baths
1,200 sqft
17225 Jamaica Ln,
Sugarloaf Key, FL 33042
SOLD
NOV 5, 2025
$1,550,000
3 Beds
2 Baths
2,028 sqft
15 Bay Dr,
Key West, FL 33040
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
OCT 31, 2025
$2,512,500
4 Beds
3 Baths
2,886 sqft
1260 Sugarloaf Blvd,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
OCT 22, 2025
$210,000
Johnson Rd,
Summerland Key, FL 33042
SOLD
OCT 21, 2025
$630,000
17477 Cayman Dr,
Sugarloaf Key, FL 33042
SOLD
OCT 7, 2025
$490,000
Keystone Rd,
Summerland Key, FL 33042
SOLD
OCT 1, 2025
$1,125,000
3 Beds
2 Baths
1,470 sqft
16 Boulder Dr,
Key West, FL 33040
Select Properties of NWFL

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.