View 7 Bayberry Road Cheshire, CT MLS# 24163085
$419,900
3

Beds

1.1

Baths

1,341

Sq.Ft.

7 Bayberry Road

Cheshire, CT

View 767 Ives Row Cheshire, CT MLS# 24165723
$399,900
3

Beds

1.1

Baths

1,725

Sq.Ft.

767 Ives Row

Cheshire, CT

View 130 Bates Drive Cheshire, CT MLS# 24166447
$399,900
3

Beds

1.0

Baths

1,065

Sq.Ft.

130 Bates Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 840 Westside Road Cheshire, CT MLS# 24163158
$395,000
3

Beds

1.0

Baths

1,491

Sq.Ft.

840 Westside Road

Cheshire, CT

View 150 Poplar Drive Cheshire, CT MLS# 24161355
$389,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

150 Poplar Drive

Cheshire, CT

View 15 Philson Court Cheshire, CT MLS# 24143840
$385,000
Studio

Beds

0.0

Baths

15 Philson Court

Cheshire, CT

View 73 Southwick Court 73 Cheshire, CT MLS# 24164237
  • Adult Community
1 of 34
$369,900
2

Beds

2.1

Baths

1,450

Sq.Ft.

73 Southwick Court 73

Cheshire, CT

View 886 Coleman Road Cheshire, CT MLS# 24143842
$360,000
Studio

Beds

0.0

Baths

886 Coleman Road

Cheshire, CT

View 383 Lincoln Drive Cheshire, CT MLS# 24163027
$350,000
3

Beds

1.1

Baths

1,044

Sq.Ft.

383 Lincoln Drive

Cheshire, CT

View 562 Oak Avenue 562 Cheshire, CT MLS# 24170256
  • Recently Listed
1 of 19
$325,000
2

Beds

1.1

Baths

1,386

Sq.Ft.

562 Oak Avenue 562

Cheshire, CT

View 34 Lakeview Avenue Cheshire, CT MLS# 24154786
$324,900
2

Beds

1.0

Baths

822

Sq.Ft.

34 Lakeview Avenue

Cheshire, CT

View 321 Greens Loop 321 Cheshire, CT MLS# 24148097
$309,888
2

Beds

1.1

Baths

1,402

Sq.Ft.

321 Greens Loop 321

Cheshire, CT

View 5 Waterside Way Cheshire, CT MLS# 24138368
$299,900
Studio

Beds

0.0

Baths

5 Waterside Way

Cheshire, CT

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

Beds

0.0

Baths

6 Waterside Way

Cheshire, CT

View 70 Southwick Court 311 Cheshire, CT MLS# 24166840
  • Adult Community
1 of 35
$295,000
2

Beds

2.0

Baths

1,132

Sq.Ft.

70 Southwick Court 311

Cheshire, CT

View 12 Old Towne Road 12 Cheshire, CT MLS# 24167530
$279,900
2

Beds

2.1

Baths

1,500

Sq.Ft.

12 Old Towne Road 12

Cheshire, CT

View 325 Sandbank Road B4 Cheshire, CT MLS# 24168012
  • Recently Listed
1 of 38
$265,000
1.1

Baths

2,013

Sq.Ft.

325 Sandbank Road B4

Cheshire, CT

View Waterbury Road # Cheshire, CT MLS# 24047391
$260,000
Studio

Beds

0.0

Baths

Waterbury Road #

Cheshire, CT

View 422 North Brooksvale Road Cheshire, CT MLS# 24162296
$225,000
3

Beds

0.0

Baths

1,562

Sq.Ft.

422 North Brooksvale Road

Cheshire, CT

View 80 Southwick Court 201 Cheshire, CT MLS# 24156637
  • Adult Community
1 of 23
$209,000
1

Beds

1.0

Baths

807

Sq.Ft.

80 Southwick Court 201

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

104

Estimated median home price

$654,450
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 - 300K8
$300K - 400K12
$400K - 500K12
$500K - 600K9
$600K - 700K14
$700K - 800K14
$800K - 900K10
$900K - 1M5
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family75
Townhouse0
Condo17
Commercial4
Rental26
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/3/2026)

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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