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Recently Sold Homes in Middlebury, CT

126 homes

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SOLD
NOV 13, 2026
$650,000
3 Beds
2 Baths
2,007 sqft
285 Southford Road,
Middlebury, CT 06762
Showcase Realty, Inc.
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SOLD
NOV 13, 2026
$580,000
4 Beds
3.5 Baths
1,940 sqft
46 Washington Drive,
Middlebury, CT 06762
Century 21 Bay-Mar Realty
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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
$455,000
4 Beds
2.5 Baths
2,664 sqft
106 Country Club Road,
Middlebury, CT 06762
Regency Real Estate, LLC
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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
SOLD
NOV 4, 2026
$302,500
3 Beds
2 Baths
1,469 sqft
24 Yale Avenue,
Middlebury, CT 06762
Coldwell Banker Realty
SOLD
NOV 2, 2026
$826,878
2 Beds
2.5 Baths
2,290 sqft
3 Pine Ridge #3,
Middlebury, CT 06762
Michaud Real Estate
SOLD
OCT 30, 2026
$520,000
3 Beds
2.5 Baths
2,181 sqft
4 Kimberwick Court #4,
Middlebury, CT 06762
Nationwide Homes
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 28, 2026
$650,000
4 Beds
3.5 Baths
3,302 sqft
168 North Farm Road,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
OCT 28, 2026
$505,000
3 Beds
1.5 Baths
2,568 sqft
251 Lake Shore Drive,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 27, 2026
$844,760
3 Beds
2.5 Baths
2,796 sqft
29 Cambridge Court,
Middlebury, CT 06762
Lamacchia Realty
SOLD
OCT 26, 2026
$375,000
2 Beds
1 Bath
798 sqft
89 Sandy Beach Road #89,
Middlebury, CT 06762
Drakeley Real Estate, Inc.
SOLD
OCT 23, 2026
$510,000
3 Beds
2.5 Baths
1,837 sqft
133 Algin Drive,
Middlebury, CT 06762
RE/MAX Right Choice
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 20, 2026
$305,000
2 Beds
1.5 Baths
1,008 sqft
125 Shadduck Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 16, 2026
$865,000
3 Beds
3.5 Baths
3,494 sqft
25 Avalon Drive,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
OCT 15, 2026
$475,000
5 Beds
3 Baths
2,275 sqft
580 Watertown Rd,
Middlebury, CT 06762
SOLD
OCT 15, 2026
$715,000
4 Beds
3.5 Baths
2,806 sqft
80 Pine Hollow Drive,
Middlebury, CT 06762
Keller Williams Realty
SOLD
OCT 9, 2026
$620,000
4 Beds
3 Baths
3,162 sqft
90 Fenn Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 9, 2026
$499,900
3 Beds
2 Baths
1,900 sqft
112 Joy Road,
Middlebury, CT 06762
Better Living Realty, LLC
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 8, 2026
$535,000
3 Beds
2.5 Baths
1,552 sqft
123 Northwood Drive,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
OCT 6, 2026
$540,000
4 Beds
2.5 Baths
2,067 sqft
323 Watertown Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
OCT 6, 2026
$325,000
2 Beds
1 Bath
836 sqft
12 Yale Avenue,
Middlebury, CT 06762
THE CONNECTICUT AGENCY LLC
SOLD
OCT 6, 2026
$350,000
2 Beds
1 Bath
804 sqft
67 Christian Rd,
Middlebury, CT 06762
SOLD
OCT 5, 2026
$360,000
3 Beds
3 Baths
1,512 sqft
197 Bioski Rd,
Middlebury, CT 06762
SOLD
OCT 2, 2026
$585,000
3 Beds
2 Baths
2,156 sqft
85 Blueberry Knolls,
Middlebury, CT 06762
Regency Real Estate, LLC
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 29, 2026
$1,001,065
3 Beds
4 Baths
3,515 sqft
22 Somerset Dr,
Middlebury, CT 06762
SOLD
SEP 24, 2026
$949,417
3 Beds
2.5 Baths
2,878 sqft
Lot 41 Somerset Drive,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
SEP 22, 2026
$668,000
3 Beds
2.5 Baths
2,654 sqft
130 Fairhaven Drive,
Middlebury, CT 06762
Mapleridge Realty
SOLD
SEP 18, 2026
$900,000
3 Beds
2.5 Baths
4,236 sqft
625 Charcoal Avenue,
Middlebury, CT 06762
W. Raveis Lifestyles Realty
SOLD
SEP 18, 2026
$730,000
4 Beds
2.5 Baths
3,938 sqft
179 Burr Hall Road,
Middlebury, CT 06762
Regency Real Estate, LLC
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
$735,000
4 Beds
2.5 Baths
2,753 sqft
117 Crest Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes

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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.