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Recently Sold Homes in Winchester, CT

48 homes

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SOLD
MAR 20, 2026
$33,500
256 Colebrook Road,
Winsted, CT 06098
Sullivan Real Estate Inc
SOLD
MAR 19, 2026
$310,000
3 Beds
1.5 Baths
2,160 sqft
181 Torringford St,
Winsted, CT 06098
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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
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SOLD
FEB 26, 2026
$475,000
3 Beds
2 Baths
2,167 sqft
197 Spencer Hill Road,
Winsted, CT 06098
Northwest CT Realty
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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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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
FEB 17, 2026
$320,000
4 Beds
2 Baths
1,999 sqft
148 Danbury Quarter Road,
Winsted, CT 06098
The Washington Agency
SOLD
FEB 12, 2026
$412,894
150 Ashley Rd,
Winsted, CT 06098
SOLD
FEB 11, 2026
$370,000
3 Beds
1 Bath
2,033 sqft
375 Platt Hill Rd,
Winsted, CT 06098
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
FEB 6, 2026
$309,250
3 Beds
1 Bath
960 sqft
107 Peck Road,
Winsted, CT 06098
W. Raveis Lifestyles Realty
SOLD
FEB 6, 2026
$690,000
5 Beds
2.5 Baths
2,950 sqft
151 Losaw Road,
Winsted, CT 06098
Compass Connecticut, LLC
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
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
DEC 19, 2025
$180,000
3 Beds
1 Bath
980 sqft
99 Norfolk Road,
Winsted, CT 06098
Coldwell Banker Realty
SOLD
DEC 19, 2025
$260,000
3 Beds
2.5 Baths
1,542 sqft
73 Norfolk Road,
Winsted, CT 06098
Litchfield Hills Real Estate
SOLD
DEC 17, 2025
$206,000
3 Beds
2 Baths
1,734 sqft
142 Mountain Rd,
Winsted, CT 06098
SOLD
DEC 8, 2025
$194,900
2 Beds
1.5 Baths
1,204 sqft
111 Riverton Road Apt 61,
Winsted, CT 06098
Stone Crest Realty LLC
SOLD
DEC 4, 2025
$439,900
3 Beds
1.5 Baths
1,892 sqft
819 East Wakefield Boulevard,
Winsted, CT 06098
Northwest CT Realty
SOLD
DEC 2, 2025
$270,000
2 Beds
1 Bath
1,880 sqft
101 Norfolk Road,
Winsted, CT 06098
Showcase Realty, Inc.
SOLD
NOV 18, 2025
$362,000
4 Beds
2 Baths
1,910 sqft
147 Smith Hill Road,
Winsted, CT 06098
Northwest CT Realty
SOLD
NOV 14, 2025
$370,000
3 Beds
2 Baths
2,024 sqft
166 Torringford Street,
Winsted, CT 06098
Vision Real Estate
SOLD
NOV 7, 2025
$300,000
2 Beds
1.5 Baths
1,323 sqft
331 Colebrook Road,
Winsted, CT 06098
Essentia Realty
SOLD
OCT 29, 2025
$388,750
3 Beds
2.5 Baths
1,584 sqft
111 Old North Road,
Winsted, CT 06098
Coldwell Banker Realty
SOLD
OCT 28, 2025
$425,000
2 Beds
1 Bath
512 sqft
548 East Wakefield Boulevard,
Winsted, CT 06098
Executive Real Estate Inc.
SOLD
OCT 28, 2025
$375,000
3 Beds
1.5 Baths
1,833 sqft
126 Forest Avenue,
Winsted, CT 06098
The Washington Agency
SOLD
OCT 28, 2025
$198,000
2 Beds
1.5 Baths
1,204 sqft
111 Riverton Road APT 37,
Winsted, CT 06098
The Washington Agency
SOLD
OCT 28, 2025
$8,400
649 Jewel Rd,
Winsted, CT 06098
SOLD
OCT 20, 2025
$190,000
2 Beds
2 Baths
1,156 sqft
111 Torringford Street APT 25,
Winsted, CT 06098
Connecticut Realty, LLC
SOLD
OCT 17, 2025
$261,000
1 Bed
1 Bath
604 sqft
115 Laurel Way,
Winsted, CT 06098
Realty One Group Cutting Edge
SOLD
OCT 14, 2025
$1,500,000
4 Beds
3 Baths
2,496 sqft
538 Wheelers Point,
Winchester, CT 06098
William Pitt Sotheby's Int'l
SOLD
SEP 30, 2025
$320,000
3 Beds
1 Bath
960 sqft
128 Danbury Quarter Road,
Winsted, CT 06098
William Raveis Real Estate
SOLD
SEP 26, 2025
$340,000
4 Beds
3 Baths
2,492 sqft
3 Stadler Hts,
Winsted, CT 06098
SOLD
SEP 22, 2025
$101,500
3 Beds
2 Baths
1,324 sqft
195 Reaching Hill Rd,
Winsted, CT 06098
SOLD
SEP 17, 2025
$880,000
3 Beds
3 Baths
1,851 sqft
740 Lake Dr,
Winsted, CT 06098
SOLD
SEP 10, 2025
$1,215,000
8 Beds
4.5 Baths
5,231 sqft
435/434 West Wakefield Boulevard,
Winsted, CT 06098
Berkshire Hathaway NE Prop.
SOLD
SEP 3, 2025
$320,000
3 Beds
2 Baths
1,616 sqft
107 Old North Road,
Winsted, CT 06098
Century 21 AllPoints Realty

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.