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Recently Sold Single Family Homes in Middlebury, CT

63 homes

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SOLD
JAN 27, 2026
$645,000
4 Beds
3.5 Baths
3,244 sqft
51 Cross Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JAN 22, 2026
$435,000
4 Beds
2 Baths
1,904 sqft
62 Nick Rd,
Middlebury, CT 06762
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SOLD
JAN 16, 2026
$300,000
2 Beds
2 Baths
1,099 sqft
73 Yale Avenue,
Middlebury, CT 06762
Manzi Real Estate
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SOLD
JAN 15, 2026
$4,050,000
6 Beds
4 Baths
5,816 sqft
7-11 Sandy Beach Road,
Middlebury, CT 06762
William Pitt Sotheby's Int'l
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SOLD
JAN 14, 2026
$390,000
3 Beds
2 Baths
1,861 sqft
32 Yale Avenue,
Middlebury, CT 06762
Coldwell Banker Realty
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SOLD
DEC 22, 2025
$400,000
5 Beds
2 Baths
2,023 sqft
140 Yale Ave,
Middlebury, CT 06762
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SOLD
DEC 22, 2025
$495,000
4 Beds
2 Baths
2,302 sqft
182 Bayberry Terrace,
Middlebury, CT 06762
Regency Real Estate, LLC
SOLD
DEC 18, 2025
$710,000
3 Beds
2.5 Baths
3,212 sqft
111 Dwyer Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
DEC 18, 2025
$820,000
4 Beds
2.5 Baths
2,700 sqft
11 Hunting Ridge Road,
Middlebury, CT 06762
Real Estate Two
SOLD
DEC 18, 2025
$899,000
3 Beds
3 Baths
3,323 sqft
23 Somerset Dr,
Middlebury, CT 06762
SOLD
DEC 16, 2025
$800,000
4 Beds
3.5 Baths
3,711 sqft
1 Hampshire Court,
Middlebury, CT 06762
Berkshire Hathaway NE Prop.
SOLD
DEC 4, 2025
$495,000
3 Beds
2.5 Baths
2,311 sqft
116 Yale Avenue,
Middlebury, CT 06762
Dave Jones Realty, LLC
SOLD
NOV 26, 2025
$600,000
4 Beds
3 Baths
3,682 sqft
39 Independence Cir,
Middlebury, CT 06762
SOLD
NOV 25, 2025
$409,000
3 Beds
2 Baths
1,498 sqft
115 Porter Avenue,
Middlebury, CT 06762
Advantage Realty Group, Inc.
SOLD
NOV 17, 2025
$456,000
3 Beds
2 Baths
1,340 sqft
18 East Ridge Drive,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
NOV 17, 2025
$975,000
4 Beds
2.5 Baths
3,471 sqft
82 Mirey Dam Road,
Middlebury, CT 06762
Coldwell Banker Realty
SOLD
NOV 7, 2025
$480,000
3 Beds
3 Baths
2,496 sqft
30 Nick Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 24, 2025
$304,150
3 Beds
2 Baths
941 sqft
82 Tucker Hill Road,
Middlebury, CT 06762
Coldwell Banker 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 14, 2025
$435,000
3 Beds
3.5 Baths
1,596 sqft
28 Maple Drive,
Middlebury, CT 06762
William Raveis Real Estate
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 3, 2025
$465,000
3 Beds
3 Baths
1,768 sqft
1996 Straits Turnpike,
Middlebury, CT 06762
Litchfield Hills Properties LLC

Recently Sold Homes Near Middlebury, CT

We found 30 more homes matching your filters just outside Middlebury

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SOLD
JUL 2, 2026
$575,000
3 Beds
2 Baths
1,470 sqft
2 Judd Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
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SOLD
JUL 2, 2026
$480,000
3 Beds
2.5 Baths
1,734 sqft
298 Chipman Street,
Waterbury, CT 06708
Tedesco Real Estate
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SOLD
JUL 2, 2026
$309,900
2 Beds
1 Bath
1,228 sqft
74 Pullen Avenue,
Watertown, CT 06779
Showcase Realty, Inc.
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SOLD
JUL 1, 2026
$355,000
3 Beds
1 Bath
1,193 sqft
90 Larchmont Avenue,
Waterbury, CT 06708
Vylla Home (CT) LLC
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SOLD
JUL 1, 2026
$385,000
4 Beds
1 Bath
1,580 sqft
57 Barnes Road,
Watertown, CT 06795
William Pitt Sotheby's Int'l
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SOLD
JUL 1, 2026
$319,900
4 Beds
2 Baths
1,804 sqft
27 Theroux Avenue,
Waterbury, CT 06708
Regency Real Estate, LLC
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SOLD
JUL 1, 2026
$430,000
3 Beds
2.5 Baths
1,739 sqft
422 Jones Road,
Naugatuck, CT 06770
eXp Realty
SOLD
JUN 30, 2026
$318,000
3 Beds
1 Bath
1,098 sqft
140 Devonwood Drive,
Waterbury, CT 06708
Brass Moon Realty
SOLD
JUN 30, 2026
$600,000
4 Beds
3 Baths
2,763 sqft
81 Amanda Lane,
Naugatuck, CT 06770
Showcase Realty, Inc.
SOLD
JUN 30, 2026
$435,000
3 Beds
1.5 Baths
1,652 sqft
104 Grove Street,
Naugatuck, CT 06770
RE/MAX RISE
SOLD
JUN 30, 2026
$500,000
3 Beds
3 Baths
2,400 sqft
148 Walnut Street,
Naugatuck, CT 06770
Showcase Realty, Inc.
SOLD
JUN 29, 2026
$272,000
4 Beds
2 Baths
1,158 sqft
99 Essex Avenue,
Waterbury, CT 06704
King Realty Group LLC
SOLD
JUN 26, 2026
$320,000
2 Beds
2 Baths
1,365 sqft
50 Ferndale Avenue,
Waterbury, CT 06708
Dave Jones Realty, LLC
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
$365,000
3 Beds
1.5 Baths
1,416 sqft
26 Sprucewood Road,
Watertown, CT 06795
William Raveis Real Estate
SOLD
JUN 26, 2026
$470,000
3 Beds
3 Baths
1,732 sqft
5 Kimberly Lane,
Woodbury, CT 06798
RE/MAX RISE
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
$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 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

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.