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Recently Sold Homes in Sugarloaf Key, FL

50 homes

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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
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SOLD
NOV 14, 2025
$225,000
1A Palm Dr,
Key West, FL 33040
Keller Williams Key West Compass Realty
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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)
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SOLD
NOV 6, 2025
$940,000
3 Beds
2 Baths
1,200 sqft
17225 Jamaica Ln,
Sugarloaf Key, FL 33042
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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

Recently Sold Homes Near Sugarloaf Key, FL

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

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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 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
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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
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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
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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 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 18, 2026
$2,000,000
3 Beds
2 Baths
1,674 sqft
743 Pattison Dr,
Cudjoe Key, FL 33042
Island Welcome Real Estate
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)
SOLD
DEC 18, 2025
$175,000
Vacant lan overseas Hwy,
Cudjoe key, FL 33042
SOLD
DEC 12, 2025
$1,164,000
3 Beds
2 Baths
1,400 sqft
164 Tortuga Ln,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
SOLD
DEC 12, 2025
$1,164,000
2 Beds
2 Baths
1,400 sqft
164 Tortuga Ln,
Cudjoe Key, FL 33042
SOLD
DEC 10, 2025
$175,000
Rogo Lots Overseas Hwy,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
NOV 14, 2025
$170,000
Vacant spain Rd,
Cudjoe key, FL 33042
SOLD
OCT 28, 2025
$3,275,000
5 Beds
4 Baths
3,817 sqft
20816 4th Ave W,
Cudjoe Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty

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.