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Recently Sold 2 Bedroom Homes in Winchester, CT

48 homes

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SOLD
SEP 17, 2026
$320,000
2 Beds
1 Bath
1,128 sqft
729 West Wakefield Boulevard,
Winchester, CT 06098
LPT Realty
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SOLD
SEP 4, 2026
$721,000
2 Beds
1 Bath
760 sqft
812 West Wakefield Boulevard,
Winsted, CT 06098
Smith & DeGroat Real Estate
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SOLD
JUL 17, 2026
$360,000
2 Beds
1.5 Baths
1,440 sqft
212 Spencer Hill Road,
Winsted, CT 06098
Northwest CT Realty
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SOLD
JUL 10, 2026
$750,000
2 Beds
2 Baths
1,320 sqft
660 East Wakefield Boulevard,
Winchester, CT 06098
Smith & DeGroat Real Estate
SOLD
JUL 8, 2026
$225,000
2 Beds
1 Bath
1,008 sqft
226 South Rd,
Winsted, CT 06098
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SOLD
JUN 26, 2026
$320,000
2 Beds
1 Bath
975 sqft
621 Wynne Road,
Winsted, CT 06098
Northwest CT Realty
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SOLD
JUN 22, 2026
$205,000
2 Beds
2 Baths
1,156 sqft
111 Torringford Street #7,
Winsted, CT 06098
Country Manor Realty
SOLD
JUN 15, 2026
$204,000
2 Beds
2 Baths
1,102 sqft
111 Torringford Street #33,
Winsted, CT 06098
Smith & DeGroat Real Estate
SOLD
JUN 4, 2026
$195,000
2 Beds
1.5 Baths
1,204 sqft
111 Riverton Road #28,
Winsted, CT 06098
William Pitt Sotheby's Int'l
SOLD
MAY 8, 2026
$200,000
2 Beds
3 Baths
1,240 sqft
135 Smith Hill Rd,
Winsted, CT 06098
SOLD
APR 28, 2026
$63,000
2 Beds
1 Bath
816 sqft
116 Wahnee Rd,
Torrington, CT 06790
SOLD
FEB 20, 2026
$231,000
2 Beds
1 Bath
1,051 sqft
817 East Wakefield Boulevard,
Winsted, CT 06098
DB Associates of CT, LLC
SOLD
JAN 6, 2026
$500,000
2 Beds
1 Bath
712 sqft
409 W Wakefield Blvd,
Winsted, CT 06098
SOLD
DEC 30, 2025
$171,000
2 Beds
1.5 Baths
1,204 sqft
111 Riverton Road APT 90,
Winsted, CT 06098
Northwest CT Realty
SOLD
SEP 11, 2026
$400,000
3 Beds
2 Baths
1,324 sqft
195 Reaching Hill Road,
Winsted, CT 06098
eXp Realty
SOLD
AUG 14, 2026
$660,000
3 Beds
2.5 Baths
3,086 sqft
426 Platt Hill Road,
Winsted, CT 06098
Mary LeBlanc Realty
SOLD
AUG 7, 2026
$350,000
3 Beds
1.5 Baths
1,888 sqft
107 Roberts Avenue,
Winsted, CT 06098
D. Beckley Realty
SOLD
AUG 7, 2026
$305,000
3 Beds
1 Bath
1,392 sqft
111 Moore Avenue,
Winsted, CT 06098
William Raveis Real Estate
SOLD
AUG 4, 2026
$765,000
3 Beds
2.5 Baths
4,387 sqft
184 Smith Hill Road,
Winsted, CT 06098
Berkshire Hathaway NE Prop.
SOLD
JUL 6, 2026
$329,000
3 Beds
2 Baths
1,726 sqft
155 Spencer Hill Rd,
Winsted, CT 06098
SOLD
JUL 1, 2026
$550,000
3 Beds
2.5 Baths
2,011 sqft
257 Wallens Hill Road,
Winsted, CT 06098
Sullivan Real Estate Inc
SOLD
JUN 19, 2026
$110,000
3 Beds
1 Bath
1,435 sqft
34 Hannifin Road,
Winsted, CT 06098
Coldwell Banker Realty
SOLD
JUN 18, 2026
$1,050,000
3 Beds
3 Baths
2,097 sqft
674 East Wakefield Boulevard,
Winsted, CT 06098
Smith & DeGroat Real Estate
SOLD
JUN 12, 2026
$650,000
3 Beds
2.5 Baths
2,144 sqft
162 Spencer Hill Road,
Winsted, CT 06098
Sullivan Real Estate Inc
SOLD
JUN 8, 2026
$425,000
3 Beds
2 Baths
1,528 sqft
664 E Wakefield Blvd,
Winsted, CT 06098
SOLD
MAY 22, 2026
$475,000
3 Beds
2 Baths
1,781 sqft
123 Old North Road,
Winsted, CT 06098
Century 21 AllPoints Realty
SOLD
MAY 20, 2026
$1,200,000
3 Beds
2.5 Baths
1,556 sqft
722 Lake Drive,
Winsted, CT 06098
The Washington Agency
SOLD
APR 17, 2026
$370,000
3 Beds
2 Baths
1,715 sqft
351 Platt Hill Road,
Winsted, CT 06098
KW Legacy Partners
SOLD
MAR 19, 2026
$310,000
3 Beds
1.5 Baths
2,160 sqft
181 Torringford St,
Winsted, CT 06098
SOLD
MAR 18, 2026
$309,742
3 Beds
1 Bath
1,188 sqft
604 West Wakefield Boulevard,
Winsted, CT 06098
William Pitt Sotheby's Int'l
SOLD
MAR 3, 2026
$425,000
3 Beds
2 Baths
1,653 sqft
311 Taylor Brook Rd,
Winsted, CT 06098
SOLD
FEB 26, 2026
$475,000
3 Beds
2 Baths
2,167 sqft
197 Spencer Hill Road,
Winsted, CT 06098
Northwest CT Realty
SOLD
FEB 11, 2026
$370,000
3 Beds
1 Bath
2,033 sqft
375 Platt Hill Rd,
Winsted, CT 06098
SOLD
FEB 6, 2026
$309,250
3 Beds
1 Bath
960 sqft
107 Peck Road,
Winsted, CT 06098
W. Raveis Lifestyles Realty
SOLD
FEB 5, 2026
$375,000
3 Beds
3 Baths
2,747 sqft
117 South Road,
Winsted, CT 06098
William Raveis Real Estate
SOLD
JAN 22, 2026
$385,000
3 Beds
1.5 Baths
1,969 sqft
208 Spencer Hill Road,
Winsted, CT 06098
Northwest CT Realty
SOLD
JUL 10, 2026
$475,000
4 Beds
2.5 Baths
3,556 sqft
5 Stadler Heights,
Winsted, CT 06098
Northwest CT Realty
SOLD
JUL 7, 2026
$1,200,000
4 Beds
3 Baths
3,330 sqft
878 West Wakefield Boulevard,
Winsted, CT 06098
LPT Realty
SOLD
MAY 29, 2026
$433,000
4 Beds
3 Baths
2,240 sqft
118 South Road,
Winsted, CT 06098
Berkshire Hathaway NE Prop.
SOLD
FEB 25, 2026
$360,000
4 Beds
1.5 Baths
2,365 sqft
187 Torringford Street,
Winsted, CT 06098
William Raveis Real Estate
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Winchester
2+ Beds
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