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Recently Sold Condos in Middlebury, CT

37 homes

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SOLD
NOV 13, 2026
$562,350
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #66,
Middlebury, CT 06762
Century 21 AllPoints Realty
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SOLD
NOV 10, 2026
$530,856
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #46,
Middlebury, CT 06762
Century 21 AllPoints Realty
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SOLD
NOV 6, 2026
$524,229
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #53,
Middlebury, CT 06762
Century 21 AllPoints Realty
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SOLD
NOV 5, 2026
$582,954
3 Beds
2.5 Baths
2,206 sqft
North Benson Road #47,
Middlebury, CT 06762
Century 21 AllPoints Realty
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SOLD
NOV 2, 2026
$826,878
2 Beds
2.5 Baths
2,290 sqft
3 Pine Ridge #3,
Middlebury, CT 06762
Michaud Real Estate
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SOLD
OCT 30, 2026
$520,000
3 Beds
2.5 Baths
2,181 sqft
4 Kimberwick Court #4,
Middlebury, CT 06762
Nationwide Homes
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SOLD
OCT 29, 2026
$603,780
3 Beds
2.5 Baths
2,706 sqft
North Benson Road #48,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 23, 2026
$579,303
3 Beds
2.5 Baths
2,206 sqft
North Benson Road #52,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 9, 2026
$573,572
3 Beds
2.5 Baths
2,206 sqft
65 North Benson Road #65,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 1, 2026
$545,400
3 Beds
2.5 Baths
2,206 sqft
North Benson Road #64,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 18, 2026
$509,900
3 Beds
2.5 Baths
1,950 sqft
50 North Benson Road #50,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 17, 2026
$523,920
3 Beds
2.5 Baths
1,950 sqft
51 North Benson Road #51,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 16, 2026
$555,423
3 Beds
2.5 Baths
1,950 sqft
49 North Benson Road #49,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 14, 2026
$580,000
3 Beds
2.5 Baths
1,997 sqft
36 Highridge Rd,
Middlebury, CT 06762
SOLD
SEP 10, 2026
$580,000
3 Beds
2.5 Baths
1,997 sqft
36 Highridge Road #36,
Middlebury, CT 06762
RE/MAX RISE
SOLD
AUG 31, 2026
$670,000
4 Beds
3.5 Baths
3,512 sqft
36 Independence Circle,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
AUG 5, 2026
$569,900
3 Beds
3 Baths
1,808 sqft
72 Ridgewood Dr,
Middlebury, CT 06762
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
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 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
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
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
MAR 2, 2026
$545,000
3 Beds
3.5 Baths
2,403 sqft
2 Dogwood 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
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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
NOV 9, 2026
$172,500
2 Beds
1.5 Baths
960 sqft
585 Park Road #9-1,
Waterbury, CT 06708
RE/MAX RISE
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SOLD
NOV 3, 2026
$150,000
1 Bed
1 Bath
578 sqft
55 Porter Avenue #4A,
Naugatuck, CT 06770
Coldwell Banker Realty
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SOLD
NOV 2, 2026
$135,000
2 Beds
1.5 Baths
1,248 sqft
173 Kaynor Drive #E,
Waterbury, CT 06708
Mark Tavares Realty, LLC
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SOLD
OCT 30, 2026
$175,250
2 Beds
1.5 Baths
986 sqft
85 Aetna Street #10,
Naugatuck, CT 06770
Coldwell Banker Realty
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SOLD
OCT 30, 2026
$645,000
2 Beds
2 Baths
2,008 sqft
567 Inverness Court #567,
Oxford, CT 06478
Compass Connecticut, LLC
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SOLD
OCT 29, 2026
$197,000
3 Beds
1.5 Baths
1,092 sqft
5 Ridge Road #10,
Naugatuck, CT 06770
Coldwell Banker Realty 2000
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SOLD
OCT 28, 2026
$251,500
2 Beds
1.5 Baths
1,764 sqft
350 Bristol Street #C4,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
OCT 23, 2026
$250,000
2 Beds
1.5 Baths
1,426 sqft
925 Oronoke Road #26G,
Waterbury, CT 06708
Redfin Corporation
SOLD
OCT 23, 2026
$195,000
3 Beds
1.5 Baths
1,163 sqft
49 Ridge Road #2,
Naugatuck, CT 06770
Social & Co Realty
SOLD
OCT 22, 2026
$238,000
2 Beds
1.5 Baths
1,330 sqft
925 Oronoke Road #27G,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
OCT 16, 2026
$260,000
2 Beds
1.5 Baths
1,152 sqft
119 Taft Point #3,
Waterbury, CT 06708
Calcagni Real Estate
SOLD
OCT 16, 2026
$215,000
2 Beds
1.5 Baths
1,330 sqft
925 Oronoke Road #13C,
Waterbury, CT 06708
RE/MAX RISE
SOLD
OCT 16, 2026
$1,495,000
2 Beds
2 Baths
1,197 sqft
112 West Lake Road #112,
Woodbury, CT 06798
Compass Connecticut, LLC
SOLD
OCT 13, 2026
$182,500
3 Beds
1.5 Baths
1,092 sqft
19 Coach Circle #6,
Naugatuck, CT 06770
Showcase Realty, Inc.
SOLD
OCT 8, 2026
$150,000
3 Beds
1.5 Baths
1,092 sqft
49 Ridge Road #4,
Naugatuck, CT 06770
Dow Della Valle
SOLD
OCT 7, 2026
$730,818
2 Beds
2.5 Baths
2,454 sqft
1093 St Andrews Drive #7,
Oxford, CT 06478
EG Group Realty LLC
SOLD
OCT 5, 2026
$185,000
2 Beds
1.5 Baths
1,094 sqft
782 Oronoke Road #32,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
OCT 5, 2026
$275,000
3 Beds
1.5 Baths
1,786 sqft
350 Bristol Street #C12,
Waterbury, CT 06708
KW Legacy Partners
SOLD
OCT 1, 2026
$174,000
2 Beds
1.5 Baths
960 sqft
585 Park Road #10-3,
Waterbury, CT 06708
Century 21 Bay-Mar Realty
SOLD
SEP 29, 2026
$187,000
2 Beds
1.5 Baths
960 sqft
585 Park Road #5-8,
Waterbury, CT 06708
William Raveis Real Estate
SOLD
SEP 24, 2026
$228,000
2 Beds
1.5 Baths
1,261 sqft
10 Taft Point #8,
Waterbury, CT 06708
Century 21 Scala Group
SOLD
SEP 18, 2026
$240,000
2 Beds
1.5 Baths
1,420 sqft
7 Taft Point #51,
Waterbury, CT 06708
Berkshire Hathaway NE Prop.
SOLD
SEP 16, 2026
$240,000
3 Beds
1.5 Baths
1,072 sqft
68 Round Tree Drive #3,
Naugatuck, CT 06770
Keller Williams Realty
SOLD
SEP 16, 2026
$171,000
2 Beds
2 Baths
1,144 sqft
30 Kay Ln #D,
Waterbury, CT 06708
SOLD
SEP 15, 2026
$171,000
2 Beds
1.5 Baths
1,144 sqft
30 Kay Lane #K,
Waterbury, CT 06708
RE/MAX RISE
SOLD
SEP 15, 2026
$210,000
1 Bed
1 Bath
1,094 sqft
10 Taft Pointe #2,
Waterbury, CT 06708
Fercodini Properties, Inc.
SOLD
SEP 14, 2026
$895,377
2 Beds
2.5 Baths
2,454 sqft
1113 St Andrews Drive,
Oxford, CT 06478
EG Group Realty LLC
SOLD
SEP 14, 2026
$678,850
2 Beds
2.5 Baths
2,454 sqft
1119 St Andrews Drive Lot 44,
Oxford, CT 06478
EG Group Realty LLC
SOLD
SEP 8, 2026
$210,000
2 Beds
1.5 Baths
1,330 sqft
925 Oronoke Road #27F,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
AUG 31, 2026
$239,900
2 Beds
1.5 Baths
1,042 sqft
925 Oronoke Rd,
Waterbury, CT 06708

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