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Recently Sold Homes in Summerland Key, FL

244 homes

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SOLD
SEP 4, 2026
$775,000
2 Beds
2 Baths
816 sqft
701 Spanish Main Dr #47,
Cudjoe Key, FL 33042
Bluescape Real Estate
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SOLD
SEP 3, 2026
$1,435,500
3 Beds
3 Baths
2,022 sqft
887 Bay Dr,
Summerland Key, FL 33042
Realty Executives Florida Keys Summerland Branch
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SOLD
SEP 1, 2026
$1,090,000
3 Beds
2 Baths
1,522 sqft
17151 Marlin Dr,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
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SOLD
SEP 1, 2026
$5,000,000
4 Beds
3.5 Baths
3,208 sqft
1046 Flagship Dr,
Summerland Key, FL 33042
Keller Williams Key West Compass Realty
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SOLD
SEP 1, 2026
$1,449,000
3 Beds
3 Baths
1,500 sqft
22872 Buccaneer Ln,
Cudjoe Key, FL 33042
Meyer and Boumerhi Realty LLC
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SOLD
AUG 31, 2026
$920,000
3 Beds
2 Baths
1,200 sqft
22811 Buccaneer Ln,
Cudjoe Key, FL 33042
Island Welcome Real Estate LLC
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SOLD
AUG 31, 2026
$250,000
1 Bed
1 Bath
340 sqft
701 Spanish Main Dr #653,
Cudjoe Key, FL 33042
Bluescape Real Estate
SOLD
AUG 31, 2026
$615,000
2 Beds
2 Baths
1,092 sqft
27732 Astrangia Ave,
Little Torch Key, FL 33042
eXp Realty LLC KW Branch
SOLD
AUG 31, 2026
$1,075,000
3 Beds
2 Baths
1,280 sqft
417 Pirates Rd,
Little Torch Key, FL 33042
Lokation Real Estate
SOLD
AUG 28, 2026
$675,000
3 Beds
2 Baths
1,232 sqft
180 Sugarloaf Dr,
Sugarloaf Key, FL 33042
Preferred Properties (KW)
SOLD
AUG 28, 2026
$2,400,000
3 Beds
2 Baths
2,224 sqft
16843 E Point Dr,
Sugarloaf Key, FL 33042
Suzanne Moore Real Estate
SOLD
AUG 25, 2026
$375,000
2 Beds
1 Bath
1,184 sqft
290 46th St,
Summerland Key, FL 33042
Coldwell Banker Schmitt RE Co.
SOLD
AUG 25, 2026
$360,000
2 Beds
2 Baths
1,344 sqft
27917 Coral Shores Rd,
Little Torch Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
AUG 25, 2026
$130,000
Rocky Rd,
Summerland Key, FL 33042
SOLD
AUG 25, 2026
$100,000
Acosta Trl,
Summerland Key, FL 33042
SOLD
AUG 25, 2026
$100,000
Mira Rd,
Summerland Key, FL 33042
SOLD
AUG 24, 2026
$685,000
2 Beds
1 Bath
768 sqft
4039 Egret Ln,
Big Torch Key, FL 33042
Island Welcome Real Estate
SOLD
AUG 21, 2026
$1,000,000
2 Beds
2 Baths
1,023 sqft
1331 Hudgins Dr,
Summerland Key, FL 33042
Home Sold Realty, LLC
SOLD
AUG 21, 2026
$1,200,000
3 Beds
2 Baths
1,610 sqft
612 Blackbeard Rd,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
AUG 19, 2026
$975,000
5 Beds
3 Baths
2,572 sqft
596 W Shore Dr,
Summerland Key, FL 33042
Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
SOLD
AUG 18, 2026
$825,000
2 Beds
2 Baths
960 sqft
324 S Airport Dr,
Summerland Key, FL 33042
Berkshire Hathaway HomeServices Knight & Gardner Realty
SOLD
AUG 18, 2026
$955,000
2 Beds
2 Baths
1,280 sqft
22748 Blackbeard Ln,
Cudjoe Key, FL 33042
EXP Realty LLC
SOLD
AUG 17, 2026
$2,450,000
4 Beds
4 Baths
1,804 sqft
17385 Keystone Rd,
Sugarloaf Key, FL 33042
The Agency Florida Keys
SOLD
AUG 13, 2026
$950,000
2 Beds
2 Baths
1,150 sqft
1129 Hawksbill Ln,
Sugarloaf Key, FL 33042
Coldwell Banker Schmitt Real Estate Co. (KW)
SOLD
AUG 12, 2026
$70,000
19594 Caloosa St #29,
Summerland Key, FL 33042
Internet Realty of the Florida Keys
SOLD
AUG 11, 2026
$860,000
3 Beds
2 Baths
1,144 sqft
288 Spanish Main Dr,
Cudjoe Key, FL 33042
Buy The Keys
SOLD
AUG 10, 2026
$2,650,000
4 Beds
3 Baths
2,812 sqft
16805 Tamarind Rd,
Sugarloaf Key, FL 33042
The Agency Florida Keys
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
AUG 6, 2026
$1,000,000
4 Beds
3 Baths
2,448 sqft
165 Cutlass Ln,
Cudjoe Key, FL 33042
Expert Realty LLC (HQ)
SOLD
AUG 4, 2026
$985,000
3 Beds
2 Baths
1,056 sqft
24225 Caribbean Dr,
Summerland Key, FL 33042
SOLD
AUG 3, 2026
$775,000
2 Beds
2 Baths
842 sqft
701 Spanish Main Dr #172,
Cudjoe Key, FL 33042
Bluescape Real Estate
SOLD
AUG 3, 2026
$700,000
2 Beds
2 Baths
640 sqft
701 Spanish Main Dr #97,
Cudjoe Key, FL 33042
Coldwell Banker Schmitt RE Co.
SOLD
AUG 3, 2026
$150,000
15-BK2 Bad George Rd,
Summerland Key, FL 33042
Coldwell Banker Schmitt RE Co.
SOLD
JUL 31, 2026
$750,000
2 Beds
2 Baths
1,520 sqft
17326 Jamaica Ln,
Sugarloaf Key, FL 33042
Keller Williams Key West Compass Realty
SOLD
JUL 31, 2026
$985,000
3 Beds
2 Baths
1,056 sqft
24225 Caribbean Dr W,
Summerland Key, FL 33042
Coldwell Banker Schmitt RE Co.
SOLD
JUL 29, 2026
$160,000
22953 John Silver Ln,
Cudjoe key, FL 33042
SOLD
JUL 28, 2026
$2,750,000
4 Beds
2 Baths
1,917 sqft
1044 Lagoon Dr,
Summerland Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUL 27, 2026
$1,700,000
3 Beds
3 Baths
1,998 sqft
28573 Le Grand Rd,
Little Torch Key, FL 33042
Coldwell Banker Schmitt Real Estate Co
SOLD
JUL 24, 2026
$1,595,000
3 Beds
2 Baths
1,764 sqft
16640 Cypress Rd,
Sugarloaf Key, FL 33042
The Agency Florida Keys
SOLD
JUL 24, 2026
$1,250,000
2 Beds
2 Baths
1,600 sqft
508 Airport Dr S,
Summerland Key, FL 33042

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.

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.