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

Beds

0.0

Baths

287 Colebrook Road

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 80 John Street Winchester, CT MLS# 24008788
$349,999
2

Beds

2.0

Baths

1,514

Sq.Ft.

80 John Street

Winchester, CT

View 339 West Wakefield Boulevard Winchester, CT MLS# 24002936
$595,000
3

Beds

2.0

Baths

1,322

Sq.Ft.

339 West Wakefield Boulevard

Winchester, CT

View 817 E Wakefield Boulevard Winchester, CT MLS# 24006473
$399,900
2

Beds

1.1

Baths

1,051

Sq.Ft.

817 E Wakefield Boulevard

Winchester, CT

View 843-845 (lots - 10A,10 &1 East wakefield Winchester, CT MLS# 24003236
$169,000
Studio

Beds

0.0

Baths

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

Winchester, CT

View 114 Oak Street Winchester, CT MLS# 24004000
$275,000
3

Beds

1.1

Baths

2,192

Sq.Ft.

114 Oak Street

Winchester, CT

View 129 Shore Drive Winchester, CT MLS# 170624607
  • Virtual Tour
1 of 11
$225,000
Studio

Beds

0.0

Baths

129 Shore Drive

Winchester, CT

View 86 Maple Street Winchester, CT MLS# 170622729
$145,000
4

Beds

2.0

Baths

1,428

Sq.Ft.

86 Maple Street

Winchester, CT

View 175 Main Street Winchester, CT MLS# 170619435
$1,100,000
Studio

Beds

5.1

Baths

7,170

Sq.Ft.

175 Main Street

Winchester, CT

View 183 Main Street Winchester, CT MLS# 170619436
$1,100,000
Studio

Beds

4.1

Baths

8,778

Sq.Ft.

183 Main Street

Winchester, CT

View 105,107 Mountain Road Winchester, CT MLS# 170616672
$69,000
Studio

Beds

0.0

Baths

105,107 Mountain Road

Winchester, CT

View 259 Torringford Street Winchester, CT MLS# 170612988
$1,800,000
Studio

Beds

0.0

Baths

259 Torringford Street

Winchester, CT

View 84 Manchester Heights Winchester, CT MLS# 170612552
$330,000
4

Beds

2.0

Baths

1,526

Sq.Ft.

84 Manchester Heights

Winchester, CT

View 142 Main Street Winchester, CT MLS# 170612368
$329,900
Studio

Beds

0.0

Baths

3,965

Sq.Ft.

142 Main Street

Winchester, CT

View 21 Greenwoods Avenue Winchester, CT MLS# 170603578
$265,000
8

Beds

4.0

Baths

2,918

Sq.Ft.

21 Greenwoods Avenue

Winchester, CT

View 265 West Lake Street Winchester, CT MLS# 170608794
$725,000
3

Beds

1.1

Baths

1,112

Sq.Ft.

265 West Lake Street

Winchester, CT

View 161 Meadow Street Winchester, CT MLS# 170592279
$329,900
Studio

Beds

0.0

Baths

5,858

Sq.Ft.

161 Meadow Street

Winchester, CT

View 981 Main Street Winchester, CT MLS# 170592286
$279,900
Studio

Beds

0.0

Baths

981 Main 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

53

Estimated median home price

$330,000
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 - 100K7
$100K - 200K2
$200K - 300K13
$300K - 400K10
$400K - 500K2
$500K - 600K4
$600K - 700K5
$700K - 800K4
$800K - 900K1
$900K - 1M1
$1M - Max4

Homes for Sale by Type in Winchester, CT

Property TypeCount
Single Family24
Townhouse0
Condo0
Commercial10
Rental9
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 6/7/2024)

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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