View 1600 South Main Street Cheshire, CT MLS# 24076314
  • New Construction
1 of 21
$799,000
3

Beds

2.1

Baths

2,001

Sq.Ft.

1600 South Main Street

Cheshire, CT

View 81 Shea Circle 81 Cheshire, CT MLS# 24082475
  • New Construction with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$778,572
3

Beds

2.1

Baths

2,975

Sq.Ft.

81 Shea Circle 81

Cheshire, CT

View 296 Winthrop Drive Cheshire, CT MLS# 24145612
  • Recently Listed
1 of 34
OPEN HOUSE: Saturday 1/10 1:00 PM - 3:00 PM
$775,000
7

Beds

3.0

Baths

4,225

Sq.Ft.

296 Winthrop Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Soderman Way Cheshire, CT MLS# 24145517
$730,000
3

Beds

2.1

Baths

2,450

Sq.Ft.

22 Soderman Way

Cheshire, CT

View 214 Mountain Road Cheshire, CT MLS# 24130377
  • Virtual Tour
1 of 40
$725,000
5

Beds

3.0

Baths

3,432

Sq.Ft.

214 Mountain Road

Cheshire, CT

View 214 Mountain Road Cheshire, CT MLS# 24131000
  • Virtual Tour
1 of 40
$725,000
5

Beds

3.0

Baths

3,423

Sq.Ft.

214 Mountain Road

Cheshire, CT

View 35 Stonehenge Place Cheshire, CT MLS# 24147242
  • Recently Listed
1 of 38
OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
$725,000
4

Beds

2.1

Baths

3,377

Sq.Ft.

35 Stonehenge Place

Cheshire, CT

View 462 Castle Glenn Cheshire, CT MLS# 24142979
$719,900
3

Beds

2.1

Baths

3,290

Sq.Ft.

462 Castle Glenn

Cheshire, CT

View 462 Castle Glenn Cheshire, CT MLS# 24142999
$719,900
3

Beds

2.1

Baths

3,290

Sq.Ft.

462 Castle Glenn

Cheshire, CT

View 1600RR South Main Street Cheshire, CT MLS# 24102563
$699,900
3

Beds

3.0

Baths

1,908

Sq.Ft.

1600RR South Main Street

Cheshire, CT

View 1278 Avon Boulevard Cheshire, CT MLS# 24144322
$699,900
3

Beds

3.1

Baths

2,788

Sq.Ft.

1278 Avon Boulevard

Cheshire, CT

View 884 Moss Farms Road Cheshire, CT MLS# 24127626
$699,000
3

Beds

2.1

Baths

3,025

Sq.Ft.

884 Moss Farms Road

Cheshire, CT

View 896 Coleman Road Cheshire, CT MLS# 24143518
$689,000
4

Beds

2.1

Baths

2,586

Sq.Ft.

896 Coleman Road

Cheshire, CT

View 1278 Cheshire Street Cheshire, CT MLS# 24136353
$679,900
3

Beds

2.1

Baths

2,557

Sq.Ft.

1278 Cheshire Street

Cheshire, CT

View 88 Shea Circle 88 Cheshire, CT MLS# 24114771
  • New Construction
1 of 13
$674,900
3

Beds

2.1

Baths

2,450

Sq.Ft.

88 Shea Circle 88

Cheshire, CT

View 721 Ives Row Cheshire, CT MLS# 24144448
$674,900
4

Beds

2.1

Baths

3,205

Sq.Ft.

721 Ives Row

Cheshire, CT

View 25 Goldenrod Court Cheshire, CT MLS# 24126484
$670,000
4

Beds

2.1

Baths

2,311

Sq.Ft.

25 Goldenrod Court

Cheshire, CT

View 84 Shea Circle 84 Cheshire, CT MLS# 24106067
  • New Construction with Virtual Tour
1 of 13
$669,900
3

Beds

2.1

Baths

2,450

Sq.Ft.

84 Shea Circle 84

Cheshire, CT

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

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 - 400K9
$400K - 500K7
$500K - 600K9
$600K - 700K14
$700K - 800K10
$800K - 900K7
$900K - 1M7
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family62
Townhouse0
Condo22
Commercial4
Rental24
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 1/9/2026)

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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