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Recently Sold Homes in Sugarloaf Key, FL

66 homes

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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)
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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
3 Beds
2 Baths
1,000 sqft
54 Palm Dr,
Key West, FL 33040
SOLD
FEB 27, 2026
$1,550,000
3 Beds
2 Baths
1,998 sqft
17094 Coral Dr,
Summerland Key, FL 33042
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
$1,550,000
3 Beds
3 Baths
1,998 sqft
17094 Coral Dr W,
Summerland Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
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)

Recently Sold Homes Near Sugarloaf Key, FL

We found 30 more homes matching your filters just outside Sugarloaf Key

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SOLD
OCT 26, 2026
$2,550,000
4 Beds
3 Baths
2,913 sqft
20920 5th Ave W,
Cudjoe Key, FL 33042
Compass Florida, LLC
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SOLD
OCT 8, 2026
$1,300,000
2 Beds
2 Baths
1,372 sqft
21012 6th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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SOLD
OCT 1, 2026
$195,000
701 Spanish Main Dr #610,
Cudjoe Key, FL 33042
Bluescape Real Estate
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SOLD
SEP 18, 2026
$1,700,000
45 Cannon Royal Dr,
Key West, FL 33040
Coldwell Banker Schmitt Real Estate Co
SOLD
SEP 16, 2026
$500,000
2 Beds
1 Bath
828 sqft
55 Boca Chica Rd #406,
Key West, FL 33040
SOLD
SEP 10, 2026
$5,000,000
4 Beds
4 Baths
3,677 sqft
26 Cannon Royal Dr,
Key West, FL 33040
Coastal Collection Real Estate Inc.
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SOLD
AUG 10, 2026
$1,500,000
2 Beds
2 Baths
1,587 sqft
22410 Jolly Roger Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUL 23, 2026
$1,400,000
4 Beds
3 Baths
2,136 sqft
142 Peg Leg Ln,
Cudjoe Key, FL 33042
Amerifirst Realty
SOLD
JUL 2, 2026
$900,000
3 Beds
2 Baths
2,198 sqft
21073 7th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUN 25, 2026
$2,150,000
24356 Overseas Hwy,
Summerland Key, FL 33042
KeyIsle Realty
SOLD
JUN 24, 2026
$925,000
21082 6th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUN 15, 2026
$2,500,000
3 Beds
2 Baths
1,714 sqft
653 Sawyer Dr,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
JUN 10, 2026
$830,000
3 Beds
2 Baths
1,203 sqft
153 Peg Leg Ln,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUN 5, 2026
$1,300,000
3 Beds
2 Baths
1,944 sqft
20838 5th Ave W,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUN 1, 2026
$2,675,000
4 Beds
3 Baths
2,951 sqft
20844 4th Ave W,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
MAY 22, 2026
$325,000
2 Beds
2 Baths
840 sqft
55 Boca Chica Rd #64,
Geiger Key, FL 33040
Coldwell Banker Schmitt Real Estate Co. (KW)
SOLD
MAY 11, 2026
$430,000
2 Beds
1 Bath
415 sqft
21857 Disturbed Pine Rd,
Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
MAY 11, 2026
$1,075,000
3 Beds
2 Baths
1,467 sqft
21855 Spain Blvd,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
MAY 11, 2026
$4,100,000
4 Beds
4 Baths
4,176 sqft
24 Cannon Royal Dr,
Key West, FL 33040
Ocean Sotheby's International Realty
SOLD
APR 30, 2026
$440,000
2 Beds
1.5 Baths
604 sqft
701 Spanish Main Dr #234,
Cudjoe Key, FL 33042
Bluescape Real Estate
SOLD
APR 24, 2026
$1,400,000
3 Beds
2 Baths
1,872 sqft
20841 8th Ave W,
Summerland Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
APR 23, 2026
$700,000
3 Beds
2 Baths
1,556 sqft
20963 7th Ave W,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
SOLD
APR 7, 2026
$212,500
55 Boca Chica Rd #47,
Key West, FL 33040
Keller Williams Key West Compass Realty
SOLD
MAR 31, 2026
$180,000
55 Boca Chica Rd #53,
Key West, FL 33040
Coldwell Banker Schmitt Real Estate Co
SOLD
MAR 18, 2026
$2,000,000
3 Beds
2 Baths
1,674 sqft
743 Pattison Dr,
Cudjoe Key, FL 33042
Island Welcome Real Estate
SOLD
MAR 13, 2026
$48,000
Bk 2 Windward Beach Est #24,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
FEB 27, 2026
$321,700
2 Beds
2 Baths
840 sqft
55 Boca Chica Rd #56,
Big Coppitt Key, FL 33040
Lokation Real Estate
SOLD
FEB 27, 2026
$95,000
4 Rogo Points Bad George Rd,
Summerland Key, FL 33042
LoKation Real Estate - Pompano Beach
SOLD
FEB 26, 2026
$1,750,000
3 Beds
2 Baths
2,047 sqft
20771 2nd Ave W,
Cudjoe Key, FL 33042
Island Welcome Real Estate
SOLD
FEB 23, 2026
$1,550,000
3 Beds
2 Baths
1,645 sqft
56 Colson Dr,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)

Browse Sugarloaf Key, FL homes by type

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.