View 335 Redwood Lane Cheshire, CT MLS# 24177299
  • Recently Listed
1 of 40
$579,900
4

Beds

2.1

Baths

1,758

Sq.Ft.

335 Redwood Lane

Cheshire, CT

View 754 Rustic Lane Cheshire, CT MLS# 24168504
$609,900
3

Beds

2.1

Baths

2,410

Sq.Ft.

754 Rustic Lane

Cheshire, CT

View 250 Robin Court C Cheshire, CT MLS# 24178643
$209,900
2

Beds

1.0

Baths

1,120

Sq.Ft.

250 Robin Court C

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 80 Pound Ridge Road Cheshire, CT MLS# 24178201
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 5/30 11:00 AM - 1:00 PM
$599,900
4

Beds

2.1

Baths

2,554

Sq.Ft.

80 Pound Ridge Road

Cheshire, CT

View 139 Contour Drive Cheshire, CT MLS# 24175579
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
$489,900
3

Beds

2.1

Baths

1,808

Sq.Ft.

139 Contour Drive

Cheshire, CT

View 327 West Main Street Cheshire, CT MLS# 24177431
  • Recently Listed
1 of 39
$611,000
4

Beds

2.0

Baths

2,123

Sq.Ft.

327 West Main Street

Cheshire, CT

View 20 Watch Hill Road Cheshire, CT MLS# 24178385
  • Recently Listed
1 of 19
$459,900
4

Beds

2.1

Baths

2,086

Sq.Ft.

20 Watch Hill Road

Cheshire, CT

View 58 Old Towne Road 58 Cheshire, CT MLS# 24175597
  • Recently Listed
1 of 54
OPEN HOUSE: Saturday 5/30 9:30 AM - 12:30 PM
$549,000
3

Beds

2.1

Baths

2,160

Sq.Ft.

58 Old Towne Road 58

Cheshire, CT

View 2175 Plank Road Cheshire, CT MLS# 24178038
  • Recently Listed
1 of 44
$519,900
4

Beds

2.1

Baths

2,496

Sq.Ft.

2175 Plank Road

Cheshire, CT

View 59 Williams Road Cheshire, CT MLS# 24175251
$659,900
3

Beds

2.1

Baths

2,124

Sq.Ft.

59 Williams Road

Cheshire, CT

View 405 Sheridan Drive Cheshire, CT MLS# 24177386
$529,900
6

Beds

3.0

Baths

2,015

Sq.Ft.

405 Sheridan Drive

Cheshire, CT

View 488 Oak Avenue 45 Cheshire, CT MLS# 24177627
$199,900
2

Beds

1.0

Baths

900

Sq.Ft.

488 Oak Avenue 45

Cheshire, CT

View 43 Hawthorne Drive Cheshire, CT MLS# 24174204
$519,900
3

Beds

2.0

Baths

2,346

Sq.Ft.

43 Hawthorne Drive

Cheshire, CT

View 620 Riverside Drive Cheshire, CT MLS# 24177078
$599,900
4

Beds

2.1

Baths

2,520

Sq.Ft.

620 Riverside Drive

Cheshire, CT

View 21 Fawn Drive Cheshire, CT MLS# 24174427
$375,000
3

Beds

1.0

Baths

1,404

Sq.Ft.

21 Fawn Drive

Cheshire, CT

View 115 Thorn Hollow Road Cheshire, CT MLS# 24176619
  • Recently Listed
1 of 31
$599,900
2

Beds

2.0

Baths

2,077

Sq.Ft.

115 Thorn Hollow Road

Cheshire, CT

View 32 Quarry Village Road 32 Cheshire, CT MLS# 24174471
$349,000
2

Beds

1.1

Baths

1,310

Sq.Ft.

32 Quarry Village Road 32

Cheshire, CT

View 1718 Musso View Avenue Cheshire, CT MLS# 24176091
$325,000
2

Beds

1.1

Baths

1,784

Sq.Ft.

1718 Musso View Avenue

Cheshire, CT

View 375 Sycamore Lane Cheshire, CT MLS# 24174238
$559,000
4

Beds

2.1

Baths

2,057

Sq.Ft.

375 Sycamore Lane

Cheshire, CT

View 76 Glenbrook Drive Cheshire, CT MLS# 24174813
$579,000
3

Beds

2.1

Baths

1,937

Sq.Ft.

76 Glenbrook Drive

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

115

Estimated median home price

$639,900
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 - 300K7
$300K - 400K10
$400K - 500K14
$500K - 600K17
$600K - 700K19
$700K - 800K9
$800K - 900K11
$900K - 1M8
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family85
Townhouse0
Condo18
Commercial4
Rental25
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/30/2026)

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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