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Recently Sold Homes in Summerland Key, FL

245 homes

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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 27, 2026
$268,000
701 Spanish Main Dr #146,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
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SOLD
APR 27, 2026
$1,100,000
3 Beds
2 Baths
1,204 sqft
857 Caribbean Dr E,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
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SOLD
APR 27, 2026
$445,000
2 Beds
2 Baths
1,056 sqft
27973 Snapper Ln,
Little Torch Key, FL 33042
Vaught Realty
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SOLD
APR 27, 2026
$360,000
2 Beds
2 Baths
1,032 sqft
27735 Sea Whip St,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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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)
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SOLD
APR 24, 2026
$750,000
2 Beds
2 Baths
766 sqft
701 Spanish Main Dr #333-334,
Summerland Key, FL 33042
Bluescape Real Estate
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 22, 2026
$320,000
2 Beds
2 Baths
980 sqft
248 Yardarm Rd,
Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
APR 21, 2026
$400,000
2 Beds
2 Baths
954 sqft
184 Cutlass Ln,
Cudjoe Key, FL 33042
SOLD
APR 17, 2026
$720,000
3 Beds
2 Baths
1,062 sqft
630 Barry Ave,
Little Torch Key, FL 33042
Island Welcome Real Estate
SOLD
APR 16, 2026
$200,000
2 Beds
1 Bath
664 sqft
701 Spanish Main Dr #457,
Cudjoe Key, FL 33042
Florida Keys Realty, Inc.
SOLD
APR 16, 2026
$310,000
701 Spanish Main Dr #181,
Cudjoe Key, FL 33042
Waterfront Keys Realty Inc.
SOLD
APR 13, 2026
$910,000
2 Beds
2.5 Baths
1,140 sqft
151 Cutthroat Dr,
Cudjoe Key, FL 33042
Keller Williams Key West Compass Realty
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
SOLD
APR 9, 2026
$207,000
701 Spanish Main Dr #658,
Cudjoe Key, FL 33042
Bluescape Real Estate
SOLD
APR 7, 2026
$175,000
33042-4336 4336,
Summerland Key, FL 33042
SOLD
APR 6, 2026
$175,000
Vacant Picard Ln,
Summerland Key, FL 33042
KeyIsle Realty
SOLD
APR 3, 2026
$2,250,000
4 Beds
3 Baths
2,055 sqft
24266 Caribbean Dr W,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
APR 2, 2026
$2,280,000
2 Beds
2 Baths
1,577 sqft
1176 Thatch Ln,
Cudjoe Key, FL 33042
Homecoin.com
SOLD
APR 1, 2026
$480,000
701 Spanish Main Dr #384,
Cudjoe Key, FL 33042
Truman & Co. (KW)
SOLD
APR 1, 2026
$775,000
2 Beds
2 Baths
912 sqft
701 Spanish Main Dr #385,
Cudjoe Key, FL 33042
SOLD
MAR 31, 2026
$737,000
2 Beds
2 Baths
865 sqft
701 Spanish Main Dr #102,
Cudjoe Key, FL 33042
Bluescape Real Estate
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
SOLD
MAR 30, 2026
$2,220,000
3 Beds
3 Baths
2,010 sqft
948 Gulf Dr,
Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
MAR 27, 2026
$210,000
1 Bed
1 Bath
404 sqft
701 Spanish Main Dr #67,
Cudjoe Key, FL 33042
SOLD
MAR 27, 2026
$630,000
2 Beds
2 Baths
864 sqft
701 Spanish Main Dr #577,
Cudjoe Key, FL 33042
SOLD
MAR 27, 2026
$328,000
2 Beds
2 Baths
830 sqft
28292 Dorothy Ave,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Islamorada
SOLD
MAR 27, 2026
$555,000
2 Beds
1 Bath
960 sqft
219 Caribbean Dr E,
Summerland Key, FL 33042
Island Real Estate Company Florida Keys
SOLD
MAR 24, 2026
$808,000
2 Beds
2 Baths
900 sqft
22979 Sharp Ln,
Cudjoe Key, FL 33042
Island Welcome Real Estate
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
$185,000
1223 Rogers Ln,
Cudjoe Key, FL 33042
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 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
$352,000
2 Beds
1 Bath
870 sqft
27945 Tarpon Ter,
Little Torch Key, FL 33042
Lokation Real Estate
SOLD
MAR 16, 2026
$687,500
17230 Angelfish Ln,
Sugarloaf Key, FL 33042
Truman & Co. (KW)
SOLD
MAR 16, 2026
$1,400,000
3 Beds
3 Baths
1,500 sqft
570 Blackbeard Rd,
Little Torch Key, FL 33042
Meyer and Boumerhi Realty LLC
SOLD
MAR 13, 2026
$48,000
Bk 2 Windward Beach Est #24,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
MAR 11, 2026
$2,725,000
3 Beds
2 Baths
2,058 sqft
1147 Flagship Dr,
Summerland Key, FL 33042
Coldwell Banker Schmitt Lower Keys (KW)
SOLD
MAR 11, 2026
$1,235,500
2 Beds
2 Baths
887 Grenada Ln,
Little Torch Key, FL 33042

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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.