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

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

The time to sell is now! THE TIME TO SELL IS NOW!
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 51 Hinsdale Avenue Winchester, CT MLS# 24168665
$475,000
7

Beds

5.0

Baths

3,538

Sq.Ft.

51 Hinsdale Avenue

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 111 Riverton Road 28 Winchester, CT MLS# 24165512
$184,900
2

Beds

1.1

Baths

1,204

Sq.Ft.

111 Riverton Road 28

Winchester, CT

View 1 Hamill Drive Winchester, CT MLS# 24164318
$349,900
3

Beds

1.1

Baths

1,600

Sq.Ft.

1 Hamill Drive

Winchester, CT

View 90 Colony Drive Winchester, CT MLS# 24164163
$335,000
3

Beds

1.0

Baths

1,282

Sq.Ft.

90 Colony Drive

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 35 Riveredge Drive 35 Winchester, CT MLS# 24147679
$159,500
2

Beds

1.1

Baths

992

Sq.Ft.

35 Riveredge Drive 35

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

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

76

Estimated median home price

$349,450
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 - 200K8
$200K - 300K14
$300K - 400K12
$400K - 500K8
$500K - 600K5
$600K - 700K2
$700K - 800K6
$800K - 900K3
$900K - 1M2
$1M - Max5

Homes for Sale by Type in Winchester, CT

Property TypeCount
Single Family34
Townhouse0
Condo4
Commercial9
Rental16
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home0
Farms0

(Data as of 6/2/2026)

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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