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Recently Sold Condos in Middlebury, CT

28 homes

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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.
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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 9, 2026
$575,000
3 Beds
3 Baths
2,090 sqft
2 Arrowwood Ct,
Middlebury, CT 06762
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SOLD
JUL 7, 2026
$630,000
4 Beds
2.5 Baths
3,224 sqft
1 Independence Circle #1,
Middlebury, CT 06762
Coldwell Banker Realty
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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
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 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 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 5, 2026
$207,500
1 Bed
1 Bath
889 sqft
35 Nutmeg Rd #A4,
Middlebury, CT 06762
SOLD
MAY 28, 2026
$620,000
3 Beds
2.5 Baths
2,658 sqft
193 Ridgewood Drive #193,
Middlebury, CT 06762
Drakeley Real Estate, Inc.
SOLD
APR 29, 2026
$222,500
1 Bed
1 Bath
889 sqft
35 Nutmeg Road Apt D1,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
APR 10, 2026
$625,000
3 Beds
2.5 Baths
2,646 sqft
16 Winding Trail #16,
Middlebury, CT 06762
Home Selling Team
SOLD
MAR 26, 2026
$430,874
2 Beds
2 Baths
2,011 sqft
13 Caveson Ct,
Middlebury, CT 06762
SOLD
FEB 26, 2026
$545,000
3 Beds
3.5 Baths
3,103 sqft
2 Dogwood Court #2,
Middlebury, CT 06762
Serhant Connecticut, LLC
SOLD
FEB 11, 2026
$799,200
Studio
12 Pine Rdg,
Middlebury, CT 06762
SOLD
JAN 14, 2026
$565,000
3 Beds
2.5 Baths
2,680 sqft
27 Winding Trail #27,
Middlebury, CT 06762
Serhant Connecticut, LLC
SOLD
JAN 5, 2026
$565,000
3 Beds
2.5 Baths
2,547 sqft
23 Caveson Ct,
Middlebury, CT 06762
SOLD
JAN 2, 2026
$565,000
3 Beds
2.5 Baths
2,547 sqft
23 Caveson Court #23,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
DEC 16, 2025
$837,591
Studio
14 Pine Rdg,
Middlebury, CT 06762
SOLD
NOV 26, 2025
$766,526
Studio
13 Pine Rdg,
Middlebury, CT 06762
SOLD
NOV 24, 2025
$695,000
3 Beds
3.5 Baths
2,688 sqft
18 Winding Trl,
Middlebury, CT 06762
SOLD
NOV 21, 2025
$695,000
3 Beds
4 Baths
4,051 sqft
18 Winding Trail #18,
Middlebury, CT 06762
Serhant Connecticut, LLC
SOLD
NOV 17, 2025
$238,700
2 Beds
2 Baths
1,136 sqft
3 Pommel Lane #3,
Middlebury, CT 06762
Showcase Realty, Inc.
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Middlebury
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Recently Sold Homes Near Middlebury, CT

We found 30 more homes matching your filters just outside Middlebury

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SOLD
AUG 14, 2026
$200,000
2 Beds
1.5 Baths
1,330 sqft
925 Oronoke Road #13J,
Waterbury, CT 06708
Exceptional Real Estate LLC
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SOLD
AUG 11, 2026
$220,000
3 Beds
1.5 Baths
1,092 sqft
99 Ridge Road #7,
Naugatuck, CT 06770
RE/MAX RISE
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SOLD
AUG 4, 2026
$235,000
2 Beds
1.5 Baths
1,426 sqft
925 Oronoke Road #41D,
Waterbury, CT 06708
Greg DeFazio
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SOLD
AUG 3, 2026
$186,000
2 Beds
1.5 Baths
1,200 sqft
827 Oronoke Road #9-2,
Waterbury, CT 06708
Real Broker CT, LLC
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SOLD
JUL 31, 2026
$120,000
2 Beds
1 Bath
915 sqft
883 Rubber Avenue #2,
Naugatuck, CT 06770
Coldwell Banker Realty
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SOLD
JUL 31, 2026
$120,000
2 Beds
1 Bath
915 sqft
883 Rubber Avenue #3,
Naugatuck, CT 06770
Coldwell Banker Realty
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SOLD
JUL 31, 2026
$190,000
2 Beds
1.5 Baths
1,042 sqft
925 Oronoke Road #31C,
Waterbury, CT 06708
Showcase Realty, Inc.
SOLD
JUL 31, 2026
$180,800
2 Beds
1 Bath
924 sqft
925 Oronoke Road #32G,
Waterbury, CT 06708
Great Estates, CT
SOLD
JUL 31, 2026
$620,000
3 Beds
2.5 Baths
2,256 sqft
1077 Augusta Drive #1077,
Oxford, CT 06478
Keller Williams Realty
SOLD
JUL 27, 2026
$165,000
2 Beds
1.5 Baths
1,036 sqft
176 Lincoln Street #3,
Waterbury, CT 06710
Connecticut Real Estate
SOLD
JUL 20, 2026
$210,000
2 Beds
2 Baths
1,008 sqft
461 Spring St #1A,
Naugatuck, CT 06770
SOLD
JUL 13, 2026
$210,000
2 Beds
1.5 Baths
1,008 sqft
461 Spring Street #1A,
Naugatuck, CT 06770
Coldwell Banker Realty
SOLD
JUL 9, 2026
$240,000
3 Beds
2 Baths
1,245 sqft
7 Taft Point #58,
Waterbury, CT 06708
SOLD
JUL 7, 2026
$220,000
2 Beds
1.5 Baths
1,530 sqft
925 Oronoke Road #15F,
Waterbury, CT 06708
Dave Jones Realty, LLC
SOLD
JUL 7, 2026
$200,000
2 Beds
1.5 Baths
1,042 sqft
925 Oronoke Road #100I,
Waterbury, CT 06708
Century 21 Scala Group
SOLD
JUL 6, 2026
$190,000
3 Beds
2 Baths
1,092 sqft
38 Round Tree Dr #3,
Naugatuck, CT 06770
SOLD
JUN 29, 2026
$780,580
2 Beds
2.5 Baths
2,536 sqft
1097 St Andrews Drive Lot 9,
Oxford, CT 06478
EG Group Realty LLC
SOLD
JUN 29, 2026
$674,900
3 Beds
3 Baths
3,280 sqft
575 Inverness Court #575,
Oxford, CT 06478
Real Estate Two
SOLD
JUN 26, 2026
$220,000
3 Beds
1.5 Baths
1,092 sqft
30 Round Tree Drive #6,
Naugatuck, CT 06770
Coldwell Banker Realty 2000
SOLD
JUN 26, 2026
$182,500
1 Bed
1 Bath
785 sqft
7 Taft Point #59,
Waterbury, CT 06708
Newhart Properties, LLC
SOLD
JUN 25, 2026
$629,900
2 Beds
2 Baths
1,777 sqft
731 Championship Drive #731,
Oxford, CT 06478
West View Properties, LLC
SOLD
JUN 23, 2026
$244,900
2 Beds
1.5 Baths
1,200 sqft
827 Oronoke Road #1-7,
Waterbury, CT 06708
West View Properties, LLC
SOLD
JUN 18, 2026
$165,000
2 Beds
1.5 Baths
960 sqft
585 Park Road #7-2,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
MAY 29, 2026
$190,000
2 Beds
1.5 Baths
960 sqft
585 Park Road #7-3,
Waterbury, CT 06708
William Pitt Sotheby's Int'l
SOLD
MAY 29, 2026
$125,000
2 Beds
1.5 Baths
895 sqft
96 Angel Drive #C,
Waterbury, CT 06708
Farnam Realty Group
SOLD
MAY 28, 2026
$240,000
2 Beds
2 Baths
1,152 sqft
111 Mallane Ln #14B,
Naugatuck, CT 06770
SOLD
MAY 28, 2026
$214,900
2 Beds
2 Baths
1,008 sqft
461 Spring St #9E,
Naugatuck, CT 06770
SOLD
MAY 26, 2026
$240,000
2 Beds
1.5 Baths
1,152 sqft
111 Mallane Lane #14B,
Naugatuck, CT 06770
Dave Jones Realty, LLC
SOLD
MAY 22, 2026
$214,900
2 Beds
1.5 Baths
1,008 sqft
461 Spring Street #9E,
Naugatuck, CT 06770
Real Estate Two
SOLD
MAY 19, 2026
$300,500
3 Beds
1.5 Baths
1,782 sqft
350 Bristol Street APT C1,
Waterbury, CT 06708
Ascend Realty LLC

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