View 6 Waterside Way Cheshire, CT MLS# 24138400
$299,900
Studio

Beds

0.0

Baths

6 Waterside Way

Cheshire, CT

View 365 Spruce Street Cheshire, CT MLS# 24137243
$475,000
3

Beds

2.0

Baths

1,633

Sq.Ft.

365 Spruce Street

Cheshire, CT

View 405 Sharon Drive Cheshire, CT MLS# 24137334
$590,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

405 Sharon Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 16 Deepwood Drive Cheshire, CT MLS# 24136988
$274,900
3

Beds

1.0

Baths

1,486

Sq.Ft.

16 Deepwood Drive

Cheshire, CT

View 781 Cook Hill Road Cheshire, CT MLS# 24134904
  • Virtual Tour
1 of 40
$575,000
3

Beds

2.1

Baths

2,593

Sq.Ft.

781 Cook Hill Road

Cheshire, CT

View 40 Southwick Court 201 Cheshire, CT MLS# 24136164
  • Adult Community
1 of 39
$285,000
2

Beds

2.0

Baths

954

Sq.Ft.

40 Southwick Court 201

Cheshire, CT

View 95 Orleton Court Cheshire, CT MLS# 24136034
$654,900
4

Beds

2.1

Baths

2,880

Sq.Ft.

95 Orleton Court

Cheshire, CT

View 1116 Wallingford Road Cheshire, CT MLS# 24135673
$245,000
Studio

Beds

0.0

Baths

1116 Wallingford Road

Cheshire, CT

View 315 Greens Loop 315 Cheshire, CT MLS# 24135648
$322,900
2

Beds

1.1

Baths

1,052

Sq.Ft.

315 Greens Loop 315

Cheshire, CT

View 167 Spring Street Cheshire, CT MLS# 24132885
$549,900
4

Beds

4.0

Baths

3,247

Sq.Ft.

167 Spring Street

Cheshire, CT

View 751 West Main Street APT G Cheshire, CT MLS# 24128773
$329,900
3

Beds

2.0

Baths

1,620

Sq.Ft.

751 West Main Street APT G

Cheshire, CT

View 37 Ives Hill Court 37 Cheshire, CT MLS# 24122147
$299,950
2

Beds

2.1

Baths

1,686

Sq.Ft.

37 Ives Hill Court 37

Cheshire, CT

View 25 Mountain Brook Drive Cheshire, CT MLS# 24128559
$650,000
4

Beds

2.1

Baths

4,630

Sq.Ft.

25 Mountain Brook Drive

Cheshire, CT

View 975 Waterbury Road Cheshire, CT MLS# 24126026
$399,900
4

Beds

3.0

Baths

2,544

Sq.Ft.

975 Waterbury Road

Cheshire, CT

View 136 Shea Circle 136 Cheshire, CT MLS# 24114755
  • New Construction
1 of 20
$529,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

136 Shea Circle 136

Cheshire, CT

View 132 Shea Circle 132 Cheshire, CT MLS# 24114761
  • New Construction
1 of 20
$524,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

132 Shea Circle 132

Cheshire, CT

View 134 Shea Circle 134 Cheshire, CT MLS# 24111372
  • New Construction with Virtual Tour
1 of 20
$494,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

134 Shea Circle 134

Cheshire, CT

View 135 Shea Circle 135 Cheshire, CT MLS# 24111375
  • New Construction with Virtual Tour
1 of 20
$504,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

135 Shea Circle 135

Cheshire, CT

View 130 Shea Circle 130 Cheshire, CT MLS# 24100425
  • New Construction with Virtual Tour
1 of 19
$494,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

130 Shea Circle 130

Cheshire, CT

View 131 Shea Circle 131 Cheshire, CT MLS# 24100427
  • New Construction with Virtual Tour
1 of 20
$494,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

131 Shea Circle 131

Cheshire, CT

About Cheshire

The residential suburban community of Cheshire enjoys a strong tax base supported by a significant industrial and commercial community.  Known as the “bedding plant capital of Connecticut,” the town has been able to retain much of its rural flavor by preserving thousands of acres of open space.  Just 14 miles north of New Haven and 25 miles southwest of Hartford, Cheshire enjoys access to Interstates 84, 91, and 691.

Listings in Cheshire, CT

95

Estimated median home price

$674,900
Cheshire CT Homes for Sale & Properties

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

Homes for Sale by Price in Cheshire, CT

PriceCount
$0 - 100K1
$100K - 200K3
$200K - 300K10
$300K - 400K10
$400K - 500K7
$500K - 600K9
$600K - 700K14
$700K - 800K9
$800K - 900K7
$900K - 1M7
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family61
Townhouse0
Condo23
Commercial4
Rental24
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 1/11/2026)

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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