View 140 Willow Street STE 6 Winchester, CT MLS# 24143845
$99,000
1,165

Sq.Ft.

140 Willow Street STE 6

Winchester, CT

View 45 Riveredge Drive 45 Winchester, CT MLS# 24140645
$175,000
2

Beds

1.1

Baths

992

Sq.Ft.

45 Riveredge Drive 45

Winchester, CT

View 8 Oak Street Winchester, CT MLS# 24140653
  • Recently Listed
1 of 11
$179,900
2

Beds

1.1

Baths

832

Sq.Ft.

8 Oak Street

Winchester, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 605 East Wakefield Boulevard Winchester, CT MLS# 24139172
$12,500
Studio

Beds

0.0

Baths

605 East Wakefield Boulevard

Winchester, CT

View 52 White Street Winchester, CT MLS# 24132699
$29,000
Studio

Beds

0.0

Baths

52 White Street

Winchester, CT

View 111 Riverton Road APT 90 Winchester, CT MLS# 24129959
$179,900
2

Beds

1.1

Baths

1,204

Sq.Ft.

111 Riverton Road APT 90

Winchester, CT

View 508 Main Street Winchester, CT MLS# 24125194
$99,000
4,679

Sq.Ft.

508 Main Street

Winchester, CT

View 38 Riveredge Drive 38 Winchester, CT MLS# 24123674
$150,000
1

Beds

1.0

Baths

635

Sq.Ft.

38 Riveredge Drive 38

Winchester, CT

View 503 North Main Street Winchester, CT MLS# 24101761
$69,000
Studio

Beds

0.0

Baths

503 North Main Street

Winchester, CT

View 256 Colebrook Road Winchester, CT MLS# 24096527
$39,900
Studio

Beds

0.0

Baths

256 Colebrook Road

Winchester, CT

View 124 Rockwell Street Winchester, CT MLS# 24073710
$29,000
Studio

Beds

0.0

Baths

124 Rockwell Street

Winchester, CT

View 48 Bridge Street Winchester, CT MLS# 24073721
$23,900
Studio

Beds

0.0

Baths

48 Bridge Street

Winchester, CT

View 99 Hubbard Street Winchester, CT MLS# 24073744
$49,000
Studio

Beds

0.0

Baths

99 Hubbard Street

Winchester, CT

View 843-845 (lots - 10A,10 &1 East wakefield Boulevard Winchester, CT MLS# 24003236
$158,000
Studio

Beds

0.0

Baths

843-845 (lots - 10A,10 &1 East wakefield Boulevard

Winchester, CT

View 105,107 Mountain Road Winchester, CT MLS# 170616672
$59,900
Studio

Beds

0.0

Baths

105,107 Mountain Road

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

74

Estimated median home price

$314,900
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 - 200K9
$200K - 300K16
$300K - 400K14
$400K - 500K6
$500K - 600K2
$600K - 700K1
$700K - 800K5
$800K - 900K4
$900K - 1M2
$1M - Max4

Homes for Sale by Type in Winchester, CT

Property TypeCount
Single Family31
Townhouse0
Condo5
Commercial9
Rental15
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms0

(Data as of 11/11/2025)

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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