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Recently Sold 2 Bedroom Homes in Middlebury, CT

87 homes

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SOLD
DEC 18, 2025
$710,000
3 Beds
2.5 Baths
3,212 sqft
111 Dwyer Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
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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
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SOLD
DEC 16, 2025
$800,000
4 Beds
3.5 Baths
3,711 sqft
1 Hampshire Court,
Middlebury, CT 06762
Berkshire Hathaway NE Prop.
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SOLD
DEC 11, 2025
$240,379
2 Beds
1 Bath
1,085 sqft
152 Glenwood Ave,
Middlebury, CT 06762
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 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
$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 17, 2025
$238,700
2 Beds
2 Baths
1,136 sqft
3 Pommel Lane #3,
Middlebury, CT 06762
Showcase Realty, Inc.
SOLD
NOV 14, 2025
$600,000
4 Beds
3 Baths
3,382 sqft
39 Independence Circle #39,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
NOV 12, 2025
$669,900
3 Beds
3 Baths
3,488 sqft
117 Periwinkle Drive #117,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
NOV 12, 2025
$669,900
3 Beds
3 Baths
2,476 sqft
117 Periwinkle Dr,
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
$575,000
3 Beds
3.5 Baths
3,477 sqft
1 Dogwood Court #1,
Middlebury, CT 06762
Drakeley Real Estate, Inc.
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
$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 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 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 1, 2025
$511,000
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #38,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 30, 2025
$499,900
3 Beds
2.5 Baths
1,950 sqft
North Benson Road #42,
Middlebury, CT 06762
Century 21 AllPoints Realty
SOLD
SEP 29, 2025
$385,000
3 Beds
1 Bath
1,630 sqft
225 Whittemore Road,
Middlebury, CT 06762
William Pitt Sotheby's Int'l

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