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Recently Sold Homes in Sugarloaf Key, FL

64 homes

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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)
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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
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SOLD
MAR 16, 2026
$687,500
17230 Angelfish Ln,
Sugarloaf Key, FL 33042
Truman & Co. (KW)
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SOLD
MAR 13, 2026
$1,050,000
2950 Overseas Hwy #16,
Key West, FL 33040
Keller Williams Key West Compass Realty
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SOLD
MAR 13, 2026
$1,050,000
Park Avenue 16,
Key West, FL 33040
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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)
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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)
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

Recently Sold Homes Near Sugarloaf Key, FL

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

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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
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SOLD
JUL 23, 2026
$1,400,000
4 Beds
3 Baths
2,136 sqft
142 Peg Leg Ln,
Cudjoe Key, FL 33042
Amerifirst Realty
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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
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SOLD
JUN 25, 2026
$2,150,000
24356 Overseas Hwy,
Summerland Key, FL 33042
KeyIsle Realty
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SOLD
JUN 24, 2026
$925,000
21082 6th Ave,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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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
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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)
SOLD
FEB 20, 2026
$4,000,000
3 Beds
3.5 Baths
4,045 sqft
51 Cannon Royal Dr,
Key West, FL 33040
Ocean Sotheby's International Realty
SOLD
JAN 21, 2026
$250,000
20812 1st Ave W,
Summerland Key, FL 33042
SOLD
JAN 9, 2026
$1,300,000
3 Beds
2 Baths
1,674 sqft
141 Arica Ln,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
SOLD
DEC 30, 2025
$150,000
3 Beds
1.5 Baths
1,072 sqft
55 Boca Chica Rd #83,
Key West, FL 33040
SOLD
DEC 24, 2025
$175,000
Studio
Vacant lan overseas Hwy,
Cudjoe key, FL 33042
SOLD
DEC 23, 2025
$175,000
Lot 2 Overseas Hwy,
Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)

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.