View 83 Shea Circle 83 Cheshire, CT MLS# 24106112
  • New Construction with Virtual Tour
1 of 13
$669,900
3

Beds

2.1

Baths

2,450

Sq.Ft.

83 Shea Circle 83

Cheshire, CT

View 86 Shea Circle 86 Cheshire, CT MLS# 24106133
  • New Construction
1 of 13
$669,900
3

Beds

2.1

Baths

2,450

Sq.Ft.

86 Shea Circle 86

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

The time to sell is now! THE TIME TO SELL IS NOW!
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 501 Radmere Road Cheshire, CT MLS# 24143042
$650,000
4

Beds

2.1

Baths

2,656

Sq.Ft.

501 Radmere Road

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

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 975 Wolf Hill Road Cheshire, CT MLS# 24140877
  • Virtual Tour
1 of 41
$575,000
3

Beds

3.0

Baths

1,882

Sq.Ft.

975 Wolf Hill Road

Cheshire, CT

View 160 Willow Street Cheshire, CT MLS# 24136138
$569,900
3

Beds

2.0

Baths

1,748

Sq.Ft.

160 Willow Street

Cheshire, CT

View 1023 King Road Cheshire, CT MLS# 24146203
$559,999
4

Beds

1.1

Baths

2,228

Sq.Ft.

1023 King Road

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 100 Lynwood Dr Extension Cheshire, CT MLS# 24146309
$535,000
3

Beds

1.1

Baths

1,360

Sq.Ft.

100 Lynwood Dr Extension

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 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 265 Lancaster Way Cheshire, CT MLS# 24144936
  • Virtual Tour
1 of 40
$499,999
5

Beds

3.1

Baths

2,212

Sq.Ft.

265 Lancaster Way

Cheshire, CT

View 328 South Brooksvale Road Cheshire, CT MLS# 24137624
$499,900
5

Beds

2.1

Baths

2,320

Sq.Ft.

328 South Brooksvale Road

Cheshire, CT

View 621 Wiese Road Cheshire, CT MLS# 24143809
$499,000
3

Beds

2.0

Baths

1,704

Sq.Ft.

621 Wiese Road

Cheshire, CT

View 127 Shea Circle Cheshire, CT MLS# 24079263
  • New Construction with Virtual Tour
1 of 25
$494,900
2

Beds

2.1

Baths

1,850

Sq.Ft.

127 Shea Circle

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

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

97

Estimated median home price

$670,000
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 - 200K2
$200K - 300K10
$300K - 400K7
$400K - 500K12
$500K - 600K8
$600K - 700K16
$700K - 800K9
$800K - 900K7
$900K - 1M7
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family64
Townhouse0
Condo22
Commercial4
Rental24
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 1/3/2026)

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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