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Recently Sold Homes in Middlebury, CT

109 homes

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SOLD
AUG 3, 2026
$602,500
4 Beds
2.5 Baths
3,300 sqft
321 Artillery Road,
Middlebury, CT 06762
William Raveis Real Estate
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SOLD
JUL 31, 2026
$475,000
3 Beds
2 Baths
1,575 sqft
420 Charcoal Avenue,
Middlebury, CT 06762
Stone Crest Realty LLC
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SOLD
JUL 29, 2026
$520,000
4 Beds
2.5 Baths
2,020 sqft
566 Benson Road,
Middlebury, CT 06762
William Raveis Real Estate
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SOLD
JUL 29, 2026
$815,000
3 Beds
2.5 Baths
3,217 sqft
38 Avalon Drive,
Middlebury, CT 06762
Lamacchia Realty
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SOLD
JUL 29, 2026
$569,900
3 Beds
2.5 Baths
2,428 sqft
72 Ridgewood Drive #72,
Middlebury, CT 06762
Serhant Connecticut, LLC
SOLD
JUL 17, 2026
$559,900
3 Beds
3 Baths
2,403 sqft
3 Winding Trl,
Middlebury, CT 06762
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SOLD
JUL 16, 2026
$559,900
3 Beds
2.5 Baths
3,179 sqft
3 Winding Trail #3,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
JUL 15, 2026
$650,000
3 Beds
2 Baths
1,548 sqft
927 Southford Rd,
Middlebury, CT 06762
SOLD
JUL 14, 2026
$370,006
5 Beds
4 Baths
3,172 sqft
658 Watertown Rd,
Middlebury, CT 06762
SOLD
JUL 10, 2026
$416,000
2 Beds
1 Bath
1,639 sqft
818 Middlebury Road,
Middlebury, CT 06762
Higgins Group Real Estate
SOLD
JUL 10, 2026
$575,000
3 Beds
2.5 Baths
2,256 sqft
2 Arrowwood Court #2,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUL 10, 2026
$607,000
3 Beds
2.5 Baths
1,780 sqft
178 Ridgewood Dr,
Middlebury, CT 06762
SOLD
JUL 9, 2026
$900,000
4 Beds
3 Baths
4,451 sqft
286 Mirey Dam Road,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
JUL 9, 2026
$575,000
3 Beds
3 Baths
2,090 sqft
2 Arrowwood Ct,
Middlebury, CT 06762
SOLD
JUL 7, 2026
$850,000
3 Beds
2.5 Baths
3,253 sqft
122 Crest Road,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
JUL 7, 2026
$630,000
4 Beds
2.5 Baths
3,224 sqft
1 Independence Circle #1,
Middlebury, CT 06762
Coldwell Banker Realty
SOLD
JUL 7, 2026
$607,000
3 Beds
2.5 Baths
2,414 sqft
178 Ridgewood Drive #178,
Middlebury, CT 06762
Berkshire Hathaway NE Prop.
SOLD
JUL 6, 2026
$400,000
3 Beds
1.5 Baths
1,572 sqft
301 Steinmann Avenue,
Middlebury, CT 06762
Coldwell Banker Realty
SOLD
JUN 30, 2026
$706,000
3 Beds
2.5 Baths
2,870 sqft
15 Central Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUN 30, 2026
$670,000
4 Beds
3.5 Baths
2,484 sqft
223 Carriage Drive,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUN 30, 2026
$937,500
5 Beds
2.5 Baths
3,301 sqft
851 South Street,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
JUN 30, 2026
$759,900
3 Beds
3.5 Baths
4,094 sqft
64 Watertown Road,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
JUN 30, 2026
$625,000
3 Beds
2.5 Baths
2,251 sqft
10 Pelham Way #10,
Middlebury, CT 06762
Drakeley Real Estate, Inc.
SOLD
JUN 29, 2026
$224,000
2 Beds
1 Bath
1,085 sqft
152 Glenwood Avenue,
Middlebury, CT 06762
West View Properties, LLC
SOLD
JUN 29, 2026
$615,000
2 Beds
2.5 Baths
1,848 sqft
408 Breakneck Hill Road,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
JUN 29, 2026
$84,500
3 Beds
1 Bath
1,176 sqft
37 Atwood St,
Middlebury, CT 06762
SOLD
JUN 29, 2026
$70,000
Ferndale Avenue,
Middlebury, CT 06762
Regency Real Estate, LLC
SOLD
JUN 26, 2026
$510,000
2 Beds
2 Baths
1,962 sqft
80 Anawan Avenue,
Middlebury, CT 06762
ERA Insite Realty Services
SOLD
JUN 23, 2026
$554,000
3 Beds
3 Baths
2,403 sqft
24 Ridgewood Dr,
Middlebury, CT 06762
SOLD
JUN 22, 2026
$560,000
2 Beds
3 Baths
1,802 sqft
24 Highridge Rd,
Middlebury, CT 06762
SOLD
JUN 22, 2026
$554,000
3 Beds
3.5 Baths
2,879 sqft
24 Ridgewood Drive #24,
Middlebury, CT 06762
Real Estate Two
SOLD
JUN 19, 2026
$560,000
3 Beds
2.5 Baths
1,802 sqft
24 Highridge Road #24,
Middlebury, CT 06762
Serhant Connecticut, LLC
SOLD
JUN 18, 2026
$500,000
3 Beds
2.5 Baths
2,500 sqft
283 Whittemore Road,
Middlebury, CT 06762
RE/MAX Heritage
SOLD
JUN 17, 2026
$465,000
3 Beds
3 Baths
1,600 sqft
541 Benson Road,
Middlebury, CT 06762
Joseph Martino Real Estate
SOLD
JUN 15, 2026
$500,000
5 Beds
2 Baths
2,428 sqft
281 Watertown Rd,
Middlebury, CT 06762
SOLD
JUN 15, 2026
$875,000
3 Beds
2.5 Baths
2,990 sqft
245 Upper Whittemore Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUN 12, 2026
$569,500
3 Beds
2.5 Baths
2,295 sqft
1 Arrowwood Court #1,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUN 8, 2026
$675,000
4 Beds
4 Baths
3,254 sqft
84 Munson Road,
Middlebury, CT 06762
Dorrance Realty
SOLD
JUN 5, 2026
$207,500
1 Bed
1 Bath
889 sqft
35 Nutmeg Rd #A4,
Middlebury, CT 06762
SOLD
JUN 5, 2026
$398,000
3 Beds
2 Baths
1,296 sqft
107 Joy Rd,
Middlebury, CT 06762

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.