View 111 Torringford Street 33 Winchester, CT MLS# 24174220
$189,900
2

Beds

2.0

Baths

1,102

Sq.Ft.

111 Torringford Street 33

Winchester, CT

View 104 Maloney Court Winchester, CT MLS# 24172219
$279,000
3

Beds

1.0

Baths

1,008

Sq.Ft.

104 Maloney Court

Winchester, CT

View 111 Torringford Street 7 Winchester, CT MLS# 24173166
$179,900
2

Beds

2.0

Baths

1,156

Sq.Ft.

111 Torringford Street 7

Winchester, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 00 Chapel Road Winchester, CT MLS# 24171867
$200,000
Studio

Beds

0.0

Baths

00 Chapel Road

Winchester, CT

View 217 Walnut Street Winchester, CT MLS# 24168016
$399,000
5

Beds

2.2

Baths

2,779

Sq.Ft.

217 Walnut Street

Winchester, CT

View 149 East Mountain Avenue Winchester, CT MLS# 24170791
$274,900
2

Beds

1.0

Baths

993

Sq.Ft.

149 East Mountain Avenue

Winchester, CT

View 436 Main Street Winchester, CT MLS# 24170540
$250,000
2,177

Sq.Ft.

436 Main Street

Winchester, CT

View Address not provided Winchester, CT MLS# 24169258
$239,000
7

Beds

3.0

Baths

2,400

Sq.Ft.

Address not provided

Winchester, CT

View 350 Walnut Street Winchester, CT MLS# 24170101
$285,000
2

Beds

1.0

Baths

720

Sq.Ft.

350 Walnut Street

Winchester, CT

View 102 Wallens Street Winchester, CT MLS# 24168531
$349,900
3

Beds

2.0

Baths

1,898

Sq.Ft.

102 Wallens Street

Winchester, CT

View 621 Wynne Road Winchester, CT MLS# 24161635
$339,900
2

Beds

1.0

Baths

975

Sq.Ft.

621 Wynne Road

Winchester, CT

View 107 Birdsall Street Winchester, CT MLS# 24150688
$240,000
4

Beds

2.0

Baths

1,874

Sq.Ft.

107 Birdsall Street

Winchester, CT

View 140 Willow Street STE 6 Winchester, CT MLS# 24143845
$89,000
1,165

Sq.Ft.

140 Willow Street STE 6

Winchester, CT

View 118 Meadow Street Winchester, CT MLS# 24140514
$269,999
3

Beds

2.0

Baths

1,652

Sq.Ft.

118 Meadow Street

Winchester, CT

View 605 East Wakefield Boulevard Winchester, CT MLS# 24139172
$12,500
Studio

Beds

0.0

Baths

605 East Wakefield Boulevard

Winchester, CT

View 32 Norfolk Road Winchester, CT MLS# 24130958
$299,900
Studio

Beds

0.0

Baths

32 Norfolk Road

Winchester, CT

View 7 Stadler Heights Winchester, CT MLS# 24122124
$389,000
Studio

Beds

0.0

Baths

7 Stadler Heights

Winchester, CT

View 57 Main Street Winchester, CT MLS# 24112807
$375,000
3

Beds

0.0

Baths

3,660

Sq.Ft.

57 Main Street

Winchester, CT

View 57 Main Street Winchester, CT MLS# 24112471
$375,000
1.0

Baths

3,660

Sq.Ft.

57 Main Street

Winchester, CT

View 124 Rockwell Street Winchester, CT MLS# 24073710
$24,900
Studio

Beds

0.0

Baths

124 Rockwell Street

Winchester, CT

About Winchester

Often called the “Gateway to the Berkshire Mountains,” Winchester blends the natural beauty of lakes and freshwater springs with more than 650 flourishing businesses.  The result is a strong local economy within a relaxed small-town lifestyle.  Winsted is the downtown district of Winchester, home to the campus for Northwestern Connecticut Community Technical College.  The town is noted for its magnificent ecclesiastical architecture and for one of the state’s largest lakes.

Listings in Winchester, CT

73

Estimated median home price

$349,900
Winchester CT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, CT.

Homes for Sale by Price in Winchester, CT

PriceCount
$0 - 100K11
$100K - 200K6
$200K - 300K14
$300K - 400K14
$400K - 500K8
$500K - 600K5
$600K - 700K1
$700K - 800K5
$800K - 900K3
$900K - 1M2
$1M - Max4

Homes for Sale by Type in Winchester, CT

Property TypeCount
Single Family31
Townhouse0
Condo2
Commercial8
Rental16
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms0

(Data as of 6/15/2026)

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

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