View 1117 Waterbury Road 1B Cheshire, CT MLS# 24180677
$249,900
3

Beds

2.0

Baths

1,380

Sq.Ft.

1117 Waterbury Road 1B

Cheshire, CT

View 20 Stacy Court Cheshire, CT MLS# 24176783
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 6/6 11:00 AM - 1:00 PM
$599,900
4

Beds

3.0

Baths

2,140

Sq.Ft.

20 Stacy Court

Cheshire, CT

View 129 Pleasant Drive Cheshire, CT MLS# 24180912
  • Recently Listed
1 of 40
$379,900
3

Beds

2.0

Baths

1,663

Sq.Ft.

129 Pleasant Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 1757 Musso View Avenue Cheshire, CT MLS# 24181266
  • Recently Listed
1 of 36
$499,900
4

Beds

3.1

Baths

1,928

Sq.Ft.

1757 Musso View Avenue

Cheshire, CT

View 401 Juniper Lane Cheshire, CT MLS# 24178918
  • Recently Listed
1 of 15
$429,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

401 Juniper Lane

Cheshire, CT

View 205 Mountain Road Cheshire, CT MLS# 24180150
  • Recently Listed
1 of 40
$449,900
3

Beds

1.1

Baths

1,796

Sq.Ft.

205 Mountain Road

Cheshire, CT

View 109 Greens Loop 109 Cheshire, CT MLS# 24180577
  • Recently Listed
1 of 29
$329,888
2

Beds

1.1

Baths

1,052

Sq.Ft.

109 Greens Loop 109

Cheshire, CT

View 936 South Meriden Road Cheshire, CT MLS# 24174221
  • Recently Listed
1 of 39
OPEN HOUSE: Sunday 6/7 12:00 PM - 2:00 PM
$459,900
4

Beds

2.1

Baths

1,992

Sq.Ft.

936 South Meriden Road

Cheshire, CT

View 335 Redwood Lane Cheshire, CT MLS# 24177299
$579,900
4

Beds

2.1

Baths

1,758

Sq.Ft.

335 Redwood Lane

Cheshire, CT

View 80 Pound Ridge Road Cheshire, CT MLS# 24178201
  • Recently Listed
1 of 44
OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM
$549,900
4

Beds

2.1

Baths

2,554

Sq.Ft.

80 Pound Ridge Road

Cheshire, CT

View 139 Contour Drive Cheshire, CT MLS# 24175579
  • Virtual Tour
1 of 40
$489,900
3

Beds

2.1

Baths

1,808

Sq.Ft.

139 Contour Drive

Cheshire, CT

View 20 Watch Hill Road Cheshire, CT MLS# 24178385
$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 6/6 1:00 PM - 3:00 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
$519,900
4

Beds

2.1

Baths

2,496

Sq.Ft.

2175 Plank 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
  • Adult Community
1 of 31
$599,900
2

Beds

2.0

Baths

2,077

Sq.Ft.

115 Thorn Hollow Road

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

111

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 - 200K2
$200K - 300K6
$300K - 400K11
$400K - 500K14
$500K - 600K17
$600K - 700K18
$700K - 800K8
$800K - 900K10
$900K - 1M8
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family85
Townhouse0
Condo17
Commercial3
Rental22
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/6/2026)

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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