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Recently Sold 2 Bedroom Homes in Winchester, CT

48 homes

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SOLD
FEB 17, 2026
$320,000
4 Beds
2 Baths
1,999 sqft
148 Danbury Quarter Road,
Winsted, CT 06098
The Washington Agency
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SOLD
FEB 6, 2026
$440,000
4 Beds
2.5 Baths
3,416 sqft
440 Platt Hill Road,
Winsted, CT 06098
Northwest CT Realty
SOLD
AUG 11, 2026
$160,000
5 Beds
2 Baths
1,962 sqft
120 Torrington Rd,
Winsted, CT 06098
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SOLD
JUL 9, 2026
$1,250,000
5 Beds
4 Baths
3,584 sqft
748 Lake Drive,
Winsted, CT 06098
Smith & DeGroat Real Estate
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SOLD
JUN 26, 2026
$1,600,000
5 Beds
2 Baths
3,693 sqft
424 East Wakefield Boulevard,
Winsted, CT 06098
William Pitt Sotheby's Int'l
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SOLD
FEB 6, 2026
$690,000
5 Beds
2.5 Baths
2,950 sqft
151 Losaw Road,
Winsted, CT 06098
Compass Connecticut, LLC
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SOLD
AUG 11, 2026
$1,900,000
6 Beds
2.5 Baths
2,200 sqft
614 E Wakefield Blvd,
Winsted, CT 06098
SOLD
SEP 4, 2026
$1,850,000
9 Beds
5.5 Baths
7,000 sqft
431 West Wakefield Boulevard,
Winsted, CT 06098
Berkshire Hathaway NE Prop.

Recently Sold Homes Near Winchester, CT

We found 30 more homes matching your filters just outside Winchester

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SOLD
SEP 25, 2026
$260,000
2 Beds
2 Baths
922 sqft
205 Old North Road,
Barkhamsted, CT 06063
Northwest CT Realty
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SOLD
SEP 25, 2026
$600,000
2 Beds
2.5 Baths
2,200 sqft
315 West Hill Road,
Torrington, CT 06790
Berkshire Hathaway NE Prop.
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SOLD
SEP 23, 2026
$115,000
2 Beds
1 Bath
882 sqft
60 Old New Hartford Road,
Barkhamsted, CT 06063
Northwest CT Realty
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SOLD
SEP 22, 2026
$172,500
2 Beds
1.5 Baths
992 sqft
21 Riveredge Drive #21,
Winsted, CT 06098
Century 21 AllPoints Realty
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SOLD
SEP 1, 2026
$960,000
2 Beds
1.5 Baths
1,472 sqft
204 East Wakefield Boulevard,
Winsted, CT 06098
Northwest CT Realty
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SOLD
AUG 28, 2026
$450,000
2 Beds
1 Bath
2,752 sqft
216 Old North Road,
Barkhamsted, CT 06063
Berkshire Hathaway NE Prop.
SOLD
AUG 26, 2026
$150,000
2 Beds
1 Bath
960 sqft
9 Baker St,
Winsted, CT 06098
SOLD
AUG 7, 2026
$392,000
2 Beds
3 Baths
1,329 sqft
160 White Pine Rd,
Torrington, CT 06790
SOLD
JUL 28, 2026
$65,000
2 Beds
2 Baths
1,204 sqft
111 Riverton Rd #57,
Winsted, CT 06098
SOLD
JUL 22, 2026
$190,000
2 Beds
1 Bath
1,042 sqft
167 West West Hill Road,
Barkhamsted, CT 06063
William Raveis Real Estate
SOLD
JUL 21, 2026
$280,000
2 Beds
1 Bath
1,040 sqft
471 Colebrook Rd,
Colebrook, CT 06021
SOLD
JUL 21, 2026
$155,000
2 Beds
1.5 Baths
1,154 sqft
57 Woodside Circle,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
JUL 17, 2026
$590,000
2 Beds
958 sqft
Address Not Disclosed,
New Hartford, CT 06057
The Washington Agency
SOLD
JUL 16, 2026
$223,500
2 Beds
1 Bath
1,028 sqft
142 Cedar Lane,
Torrington, CT 06790
KW Legacy Partners
SOLD
JUN 30, 2026
$290,000
2 Beds
1 Bath
993 sqft
149 East Mountain Avenue,
Winsted, CT 06098
Berkshire Hathaway NE Prop.
SOLD
JUN 22, 2026
$285,000
2 Beds
1 Bath
720 sqft
350 Walnut Street,
Winsted, CT 06098
Hudson Home Services LLC
SOLD
JUN 15, 2026
$135,000
2 Beds
2 Baths
1,154 sqft
192 Ledge Dr,
Torrington, CT 06790
SOLD
JUN 11, 2026
$151,000
2 Beds
2 Baths
992 sqft
35 Riveredge Dr,
Winsted, CT 06098
SOLD
JUN 10, 2026
$151,000
2 Beds
1.5 Baths
992 sqft
35 Riveredge Drive #35,
Winsted, CT 06098
The Washington Agency
SOLD
MAY 18, 2026
$345,000
2 Beds
1 Bath
952 sqft
278 Colebrook River Rd,
Colebrook, CT 06021
SOLD
MAY 18, 2026
$175,000
2 Beds
2 Baths
1,154 sqft
274 Cliffside Dr,
Torrington, CT 06790
SOLD
MAY 15, 2026
$175,000
2 Beds
2 Baths
1,154 sqft
274 Cliffside Drive #274,
Torrington, CT 06790
Ascend Realty LLC
SOLD
MAY 1, 2026
$180,000
2 Beds
1.5 Baths
1,391 sqft
28 Evergreen Road,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
APR 28, 2026
$210,000
2 Beds
2 Baths
1,154 sqft
65 Woodside Cir,
Torrington, CT 06790
SOLD
APR 24, 2026
$210,000
2 Beds
2 Baths
1,154 sqft
65 Woodside Circle #65,
Torrington, CT 06790
Dave Jones Realty, LLC
SOLD
APR 15, 2026
$300,000
2 Beds
2.5 Baths
1,946 sqft
174 Wallens Street APT A5,
Winsted, CT 06098
KW Legacy Partners
SOLD
APR 2, 2026
$225,000
2 Beds
1.5 Baths
1,172 sqft
9 John Street,
Winsted, CT 06098
William Raveis Real Estate
SOLD
APR 1, 2026
$212,000
2 Beds
2 Baths
1,154 sqft
319 Cliffside Drive,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
MAR 25, 2026
$370,000
2 Beds
2 Baths
1,274 sqft
171 Wallens Street,
Winsted, CT 06098
Tier 1 Real Estate
SOLD
MAR 13, 2026
$160,000
2 Beds
2 Baths
992 sqft
21 Riveredge Dr,
Winsted, CT 06098

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.