View 17 Chestnut Street Winchester, CT MLS# 24016983
  • Recently Listed
1 of 11
$250,000
5

Beds

2.0

Baths

1,932

Sq.Ft.

17 Chestnut Street

Winchester, CT

View 23 Curtice Street Winchester, CT MLS# 24016823
  • Recently Listed
1 of 14
$269,500
4

Beds

1.1

Baths

1,380

Sq.Ft.

23 Curtice Street

Winchester, CT

View 302 Norcross Road Winchester, CT MLS# 24016429
  • Recently Listed
1 of 10
$99,000
1

Beds

1.0

Baths

600

Sq.Ft.

302 Norcross Road

Winchester, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 874 West Wakefield Boulevard Winchester, CT MLS# 24016805
$749,000
3

Beds

2.0

Baths

2,240

Sq.Ft.

874 West Wakefield Boulevard

Winchester, CT

View 152 Mountain Road Winchester, CT MLS# 24016953
  • Recently Listed
1 of 37
$329,900
3

Beds

2.0

Baths

2,148

Sq.Ft.

152 Mountain Road

Winchester, CT

View 144 Marshall Street Winchester, CT MLS# 24013015
  • Recently Listed
1 of 39
$580,000
3

Beds

2.0

Baths

1,744

Sq.Ft.

144 Marshall Street

Winchester, CT

View 265 Colebrook Road Winchester, CT MLS# 24015301
  • Recently Listed
1 of 36
$359,900
2

Beds

1.0

Baths

1,232

Sq.Ft.

265 Colebrook Road

Winchester, CT

View 129 Forest Avenue Winchester, CT MLS# 24015087
  • Recently Listed
1 of 40
$739,900
3

Beds

2.1

Baths

2,400

Sq.Ft.

129 Forest Avenue

Winchester, CT

View 42 Upland Road Winchester, CT MLS# 24012423
  • Recently Listed
1 of 30
$209,900
2

Beds

1.0

Baths

1,236

Sq.Ft.

42 Upland Road

Winchester, CT

View 732 West Wakefield Boulevard Winchester, CT MLS# 24013914
$525,000
3

Beds

1.0

Baths

864

Sq.Ft.

732 West Wakefield Boulevard

Winchester, CT

View 45 Riveredge Drive # 45 Winchester, CT MLS# 24013886
$145,000
2

Beds

1.1

Baths

992

Sq.Ft.

45 Riveredge Drive # 45

Winchester, CT

View 247 North Main Street Winchester, CT MLS# 24013422
  • Recently Listed
1 of 31
$525,000
7

Beds

5.1

Baths

5,093

Sq.Ft.

247 North Main Street

Winchester, CT

View 25 Hillside Avenue Winchester, CT MLS# 24012978
  • Recently Listed
1 of 39
$599,900
6

Beds

5.0

Baths

5,001

Sq.Ft.

25 Hillside Avenue

Winchester, CT

View 136 Glendale Avenue Winchester, CT MLS# 24012477
$279,925
4

Beds

1.0

Baths

1,114

Sq.Ft.

136 Glendale Avenue

Winchester, CT

View 213 Spencer Hill Road Winchester, CT MLS# 24008613
$399,900
3

Beds

2.0

Baths

1,836

Sq.Ft.

213 Spencer Hill Road

Winchester, CT

View 287 Colebrook Road Winchester, CT MLS# 24010400
$54,500
Studio

Beds

0.0

Baths

287 Colebrook Road

Winchester, CT

View 246 Kingsbury Avenue Winchester, CT MLS# 24010266
$69,900
Studio

Beds

0.0

Baths

246 Kingsbury Avenue

Winchester, CT

View 88 Munro Place Winchester, CT MLS# 24008867
  • Virtual Tour
1 of 30
$319,000
4

Beds

2.0

Baths

2,800

Sq.Ft.

88 Munro Place

Winchester, CT

View 27 Benton Street Winchester, CT MLS# 24009455
$226,900
2

Beds

1.1

Baths

1,109

Sq.Ft.

27 Benton Street

Winchester, CT

View 107 Oakdale Avenue Winchester, CT MLS# 170625095
$368,000
3

Beds

2.1

Baths

2,521

Sq.Ft.

107 Oakdale Avenue

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

58

Estimated median home price

$319,950
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 - 100K10
$100K - 200K3
$200K - 300K14
$300K - 400K15
$400K - 500K0
$500K - 600K4
$600K - 700K4
$700K - 800K4
$800K - 900K1
$900K - 1M0
$1M - Max3

Homes for Sale by Type in Winchester, CT

Property TypeCount
Single Family28
Townhouse0
Condo1
Commercial8
Rental6
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 5/12/2024)

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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