Recently Sold 2 Bedroom Homes in Winsted, CT

64 homes

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SOLD
JUL 22, 2026
$185,000
4 Beds
2 Baths
1,844 sqft
30 Upland Road,
Winsted, CT 06098
Northwest CT Realty
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SOLD
JUL 2, 2026
$210,000
4 Beds
2 Baths
1,874 sqft
107 Birdsall Street,
Winsted, CT 06098
Dave Jones Realty, LLC
SOLD
JUN 15, 2026
$300,000
4 Beds
2 Baths
3,146 sqft
138 Williams Ave,
Winsted, CT 06098
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SOLD
JUN 4, 2026
$925,000
4 Beds
2 Baths
1,373 sqft
258 Perch Rock Trail,
Winsted, CT 06098
Berkshire Hathaway NE Prop.
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SOLD
MAY 27, 2026
$276,000
4 Beds
1.5 Baths
1,416 sqft
57 Bridge Street,
Winsted, CT 06098
Northwest CT Realty
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SOLD
APR 27, 2026
$390,000
4 Beds
2 Baths
2,239 sqft
51 Pratt St,
Winsted, CT 06098
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SOLD
MAR 1, 2026
$250,000
4 Beds
2 Baths
1,971 sqft
43 Wallens Street,
Winsted, CT 06098
Litchfield County Real Estate
SOLD
FEB 27, 2026
$330,000
4 Beds
2 Baths
2,345 sqft
123 Wetmore Avenue,
Winsted, CT 06098
Hunter Real Estate, LLC
SOLD
JAN 14, 2026
$240,000
4 Beds
2 Baths
1,559 sqft
61 Rock St,
Winsted, CT 06098
SOLD
JAN 12, 2026
$1,000,000
4 Beds
2 Baths
2,557 sqft
216 Perch Rock Trl,
Winsted, CT 06098
SOLD
JAN 7, 2026
$280,000
4 Beds
2 Baths
2,444 sqft
10 Crescent Street,
Winsted, CT 06098
Dorrance Realty
SOLD
AUG 26, 2026
$420,000
5 Beds
3 Baths
2,496 sqft
26 Elm Street,
Winsted, CT 06098
LPT Realty
SOLD
AUG 10, 2026
$330,000
5 Beds
3 Baths
2,602 sqft
63 Meadow Street,
Winchester, CT 06098
Mark Tavares Realty, LLC
SOLD
JUL 15, 2026
$420,000
5 Beds
3 Baths
2,779 sqft
217 Walnut Street,
Winsted, CT 06098
Northwest CT Realty
SOLD
MAY 21, 2026
$691,000
5 Beds
1.5 Baths
1,258 sqft
156 Shore Drive,
Winsted, CT 06098
Showcase Realty, Inc.
SOLD
MAY 11, 2026
$250,000
5 Beds
2 Baths
3,063 sqft
27 Fairview Ave,
Winsted, CT 06098
SOLD
DEC 22, 2025
$305,000
5 Beds
2 Baths
2,344 sqft
49 Walnut Street,
Winsted, CT 06098
Northwest CT Realty
SOLD
JUL 21, 2026
$387,500
6 Beds
2.5 Baths
2,555 sqft
68 Wetmore Avenue,
Winsted, CT 06098
Lock and Key Realty, Inc
SOLD
MAR 18, 2026
$230,000
6 Beds
3 Baths
1,874 sqft
106 Rockwell Street,
Winsted, CT 06098
Showcase Realty, Inc.
SOLD
MAR 10, 2026
$330,000
6 Beds
2.5 Baths
2,376 sqft
157 Elm Street,
Winsted, CT 06098
Coldwell Banker Realty
SOLD
FEB 3, 2026
$275,000
6 Beds
2 Baths
2,280 sqft
50 Benton St,
Winsted, CT 06098
SOLD
JUN 29, 2026
$274,900
7 Beds
3 Baths
2,204 sqft
69 Prospect Street,
Winsted, CT 06098
Coldwell Banker Realty
SOLD
JUN 22, 2026
$485,000
7 Beds
5 Baths
3,538 sqft
51 Hinsdale Avenue,
Winsted, CT 06098
Turning Point Realty, LLC
SOLD
JUL 30, 2026
$483,000
8 Beds
4 Baths
2,000 sqft
71-73 Wheeler Street,
Winsted, CT 06098
The DIY Listing

Recently Sold Homes Near Winsted, CT

We found 25 more homes matching your filters just outside Winsted

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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.
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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
JUN 22, 2026
$205,000
2 Beds
2 Baths
1,156 sqft
111 Torringford Street #7,
Winsted, CT 06098
Country Manor Realty
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SOLD
JUN 15, 2026
$204,000
2 Beds
2 Baths
1,102 sqft
111 Torringford Street #33,
Winsted, CT 06098
Smith & DeGroat Real Estate
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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
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
AUG 25, 2026
$386,000
3 Beds
1.5 Baths
1,612 sqft
200 Old North Road,
Barkhamsted, CT 06063
Northwest CT 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
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 12, 2026
$650,000
3 Beds
2.5 Baths
2,144 sqft
162 Spencer Hill Road,
Winsted, CT 06098
Sullivan Real Estate Inc
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
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
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
JAN 22, 2026
$385,000
3 Beds
1.5 Baths
1,969 sqft
208 Spencer Hill Road,
Winsted, CT 06098
Northwest CT Realty
SOLD
FEB 25, 2026
$360,000
4 Beds
1.5 Baths
2,365 sqft
187 Torringford Street,
Winsted, CT 06098
William Raveis Real Estate
SOLD
AUG 11, 2026
$160,000
5 Beds
2 Baths
1,962 sqft
120 Torrington Rd,
Winsted, CT 06098
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
SOLD
FEB 6, 2026
$690,000
5 Beds
2.5 Baths
2,950 sqft
151 Losaw Road,
Winsted, CT 06098
Compass Connecticut, LLC
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.

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