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Recently Sold Homes in Middlebury, CT

117 homes

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SOLD
NOV 20, 2025
$200,000
1070 Long Meadow Road,
Middlebury, CT 06762
Suburban Homes & Condos
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SOLD
NOV 17, 2025
$456,000
3 Beds
2 Baths
1,340 sqft
18 East Ridge Drive,
Middlebury, CT 06762
Showcase Realty, Inc.
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SOLD
NOV 17, 2025
$975,000
4 Beds
2.5 Baths
3,471 sqft
82 Mirey Dam Road,
Middlebury, CT 06762
Coldwell Banker Realty
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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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SOLD
NOV 14, 2025
$600,000
4 Beds
3 Baths
3,382 sqft
39 Independence Circle #39,
Middlebury, CT 06762
William Raveis Real Estate
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SOLD
NOV 12, 2025
$669,900
3 Beds
3 Baths
3,488 sqft
117 Periwinkle Drive #117,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
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SOLD
NOV 12, 2025
$669,900
3 Beds
3 Baths
2,476 sqft
117 Periwinkle Dr,
Middlebury, CT 06762
SOLD
NOV 12, 2025
$805,975
Studio
10 Pine Rdg,
Middlebury, CT 06762
SOLD
NOV 10, 2025
$575,000
3 Beds
3.5 Baths
3,115 sqft
1 Dogwood Ct,
Middlebury, CT 06762
SOLD
NOV 7, 2025
$480,000
3 Beds
3 Baths
2,496 sqft
30 Nick Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
NOV 6, 2025
$614,000
Studio
8 Pine Rdg,
Middlebury, CT 06762
SOLD
NOV 6, 2025
$575,000
3 Beds
3.5 Baths
3,477 sqft
1 Dogwood Court #1,
Middlebury, CT 06762
Drakeley Real Estate, Inc.
SOLD
NOV 3, 2025
$530,328
Studio
36 N Benson Rd,
Middlebury, CT 06762
SOLD
OCT 30, 2025
$615,000
4 Beds
2.5 Baths
2,553 sqft
1 Independence Cir,
Middlebury, CT 06762
SOLD
OCT 30, 2025
$530,328
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #36,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 30, 2025
$549,936
3 Beds
2.5 Baths
2,252 sqft
North Benson Road #43,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 30, 2025
$615,000
4 Beds
2.5 Baths
3,224 sqft
1 Independence Circle #1,
Middlebury, CT 06762
Regency Real Estate, LLC
SOLD
OCT 27, 2025
$520,000
3 Beds
3 Baths
2,147 sqft
8 Kimberwick Ct,
Middlebury, CT 06762
SOLD
OCT 24, 2025
$304,150
3 Beds
2 Baths
941 sqft
82 Tucker Hill Road,
Middlebury, CT 06762
Coldwell Banker Realty
SOLD
OCT 22, 2025
$425,000
2 Beds
1.5 Baths
2,025 sqft
112 Periwinkle Dr,
Middlebury, CT 06762
SOLD
OCT 22, 2025
$520,000
3 Beds
2.5 Baths
2,147 sqft
8 Kimberwick Court #8,
Middlebury, CT 06762
Gina Jacobs Real Estate
SOLD
OCT 22, 2025
$510,000
2 Beds
2.5 Baths
2,593 sqft
112 Periwinkle Drive #112,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 17, 2025
$699,102
Studio
9 Pine Rdg,
Middlebury, CT 06762
SOLD
OCT 17, 2025
$505,834
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #39,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 16, 2025
$525,000
2 Beds
2.5 Baths
1,917 sqft
6 Pommel Lane #6,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 15, 2025
$770,000
2 Beds
2 Baths
2,522 sqft
1 Oakwood Dr,
Middlebury, CT 06762
SOLD
OCT 14, 2025
$435,000
3 Beds
3.5 Baths
1,596 sqft
28 Maple Drive,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
OCT 14, 2025
$593,360
Studio
40 N Benson Rd,
Middlebury, CT 06762
SOLD
OCT 14, 2025
$240,000
2,376 sqft
288 Watertown Road Lot 2,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
OCT 10, 2025
$593,360
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #40,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 9, 2025
$360,000
3 Beds
2 Baths
1,526 sqft
351 Lake Shore Dr,
Middlebury, CT 06762
SOLD
OCT 9, 2025
$420,000
3 Beds
1.5 Baths
1,636 sqft
93 Fenn Road,
Middlebury, CT 06762
Better Living Realty, LLC
SOLD
OCT 7, 2025
$541,566
Studio
41 N Benson Rd,
Middlebury, CT 06762
SOLD
OCT 6, 2025
$541,566
3 Beds
2.5 Baths
2,206 sqft
North Benson Road #41,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
OCT 3, 2025
$465,000
3 Beds
3 Baths
1,768 sqft
1996 Straits Turnpike,
Middlebury, CT 06762
Litchfield Hills Properties LLC
SOLD
OCT 2, 2025
$511,000
Studio
38 N Benson Rd,
Middlebury, CT 06762
SOLD
OCT 1, 2025
$511,000
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #38,
Middlebury, CT 06762
Century 21 AllPoints Realty

Recently Sold Homes Near Middlebury, CT

We found 30 more homes matching your filters just outside Middlebury

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SOLD
JUN 30, 2026
$600,000
4 Beds
3 Baths
2,763 sqft
81 Amanda Lane,
Naugatuck, CT 06770
Showcase Realty, Inc.
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SOLD
JUN 30, 2026
$500,000
3 Beds
3 Baths
2,400 sqft
148 Walnut Street,
Naugatuck, CT 06770
Showcase Realty, Inc.
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SOLD
JUN 29, 2026
$272,000
4 Beds
2 Baths
1,158 sqft
99 Essex Avenue,
Waterbury, CT 06704
King Realty Group LLC
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SOLD
JUN 29, 2026
$367,500
4 Beds
2 Baths
2,254 sqft
308 Highland Avenue,
Waterbury, CT 06708
Realty ONE Group Connect
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SOLD
JUN 29, 2026
$674,900
3 Beds
3 Baths
3,280 sqft
575 Inverness Court #575,
Oxford, CT 06478
Real Estate Two
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SOLD
JUN 26, 2026
$320,000
2 Beds
2 Baths
1,365 sqft
50 Ferndale Avenue,
Waterbury, CT 06708
Dave Jones Realty, LLC
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SOLD
JUN 26, 2026
$271,000
2 Beds
1 Bath
954 sqft
53 Glenview Avenue,
Waterbury, CT 06708
Dave Jones Realty, LLC
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
$138,900
2 Beds
1 Bath
672 sqft
69 Nancy Lane,
Naugatuck, CT 06770
Showcase Realty, Inc.
SOLD
JUN 26, 2026
$470,000
3 Beds
3 Baths
1,732 sqft
5 Kimberly Lane,
Woodbury, CT 06798
RE/MAX RISE
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
$426,500
3 Beds
1 Bath
1,296 sqft
360 Old Sherman Hill Road,
Woodbury, CT 06798
Brass Moon Realty
SOLD
JUN 23, 2026
$306,000
3 Beds
1 Bath
1,098 sqft
15 Nixon Avenue,
Naugatuck, CT 06770
Mark Tavares Realty, LLC
SOLD
JUN 23, 2026
$290,000
2 Beds
1 Bath
1,436 sqft
25 Ray Street,
Waterbury, CT 06708
Showcase Realty, Inc.
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 23, 2026
$766,250
4 Beds
3 Baths
3,687 sqft
47 J Ryan Way,
Watertown, CT 06795
Regency Real Estate, LLC
SOLD
JUN 22, 2026
$445,000
4 Beds
3 Baths
1,921 sqft
166 Round Hill Road,
Naugatuck, CT 06770
Coldwell Banker Realty
SOLD
JUN 18, 2026
$282,000
3 Beds
1.5 Baths
1,770 sqft
398 Wilson Street,
Waterbury, CT 06708
Klemm Real Estate Inc
SOLD
JUN 18, 2026
$230,000
4 Beds
2 Baths
1,502 sqft
591 Rubber Avenue,
Naugatuck, CT 06770
Regency Real Estate, LLC
SOLD
JUN 18, 2026
$165,000
2 Beds
1.5 Baths
960 sqft
585 Park Rd 7-2,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
JUN 16, 2026
$475,000
4 Beds
2 Baths
1,805 sqft
138 Millville Avenue,
Naugatuck, CT 06770
Coldwell Banker Realty 2000
SOLD
JUN 15, 2026
$235,000
3 Beds
1 Bath
1,018 sqft
139 Chester Avenue,
Waterbury, CT 06704
Full Service Realty LLC
SOLD
JUN 15, 2026
$600,000
3 Beds
2.5 Baths
2,347 sqft
96 Kimberly Lane,
Watertown, CT 06795
Better Living Realty, LLC
SOLD
JUN 15, 2026
$398,000
3 Beds
1.5 Baths
2,484 sqft
25 Walnut Street,
Naugatuck, CT 06770
eXp Realty
SOLD
JUN 15, 2026
$855,000
4 Beds
3.5 Baths
6,950 sqft
1461 Bunker Hill Road,
Watertown, CT 06795
Nationwide Homes
SOLD
JUN 13, 2026
$370,000
4 Beds
1.5 Baths
1,924 sqft
55 Moore Avenue,
Naugatuck, CT 06770
Coldwell Banker Realty 2000
SOLD
JUN 12, 2026
$360,000
3 Beds
1.5 Baths
1,526 sqft
7 Plainfield Drive,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
JUN 12, 2026
$250,000
3 Beds
1 Bath
982 sqft
267 Bamford Avenue,
Waterbury, CT 06708
Santana Realty Group LLC
SOLD
JUN 12, 2026
$523,000
6 Beds
4 Baths
4,045 sqft
35 Lilly Street,
Waterbury, CT 06708
Regency Real Estate, LLC
SOLD
JUN 12, 2026
$415,000
6 Beds
3 Baths
3,393 sqft
163 Draher Ave,
Waterbury, CT 06708

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.