View 1 Mountaincrest Drive Cheshire, CT MLS# 24206472
  • Recently Listed
1 of 42
$1,375,000
4

Beds

4.1

Baths

3,718

Sq.Ft.

1 Mountaincrest Drive

Cheshire, CT

View 273 Winthrop Drive Cheshire, CT MLS# 24210901
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM
$454,900
3

Beds

2.0

Baths

1,357

Sq.Ft.

273 Winthrop Drive

Cheshire, CT

View 388 Sharon Drive Cheshire, CT MLS# 24210609
  • Recently Listed
1 of 39
$419,900
3

Beds

2.0

Baths

1,512

Sq.Ft.

388 Sharon Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Berkshire Court Cheshire, CT MLS# 24210753
$725,000
4

Beds

2.1

Baths

2,873

Sq.Ft.

21 Berkshire Court

Cheshire, CT

View 662 Coleman Road Cheshire, CT MLS# 24211310
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 10/4 1:00 PM - 3:00 PM
$775,000
4

Beds

2.1

Baths

3,143

Sq.Ft.

662 Coleman Road

Cheshire, CT

View 980 Notch Road Cheshire, CT MLS# 24210481
  • Recently Listed
1 of 37
OPEN HOUSE: Saturday 10/3 10:30 AM - 12:30 PM
$434,900
3

Beds

2.0

Baths

1,729

Sq.Ft.

980 Notch Road

Cheshire, CT

View 190 Remus Road Cheshire, CT MLS# 24207733
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 10/3 11:00 AM - 1:00 PM
$525,000
4

Beds

2.0

Baths

2,033

Sq.Ft.

190 Remus Road

Cheshire, CT

View 368 Charles Drive Cheshire, CT MLS# 24208525
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$769,000
4

Beds

3.0

Baths

2,324

Sq.Ft.

368 Charles Drive

Cheshire, CT

View 531 Blacks Road Cheshire, CT MLS# 24209218
  • Recently Listed
1 of 41
OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM
$645,000
3

Beds

2.2

Baths

2,308

Sq.Ft.

531 Blacks Road

Cheshire, CT

View 8 Applewood Drive Cheshire, CT MLS# 24209466
  • Recently Listed
1 of 39
OPEN HOUSE: Sunday 10/4 1:00 PM - 3:00 PM
$735,000
4

Beds

2.1

Baths

2,900

Sq.Ft.

8 Applewood Drive

Cheshire, CT

View 488 Radmere Road A Cheshire, CT MLS# 24203083
  • Virtual Tour
1 of 25
$249,900
2

Beds

1.1

Baths

1,514

Sq.Ft.

488 Radmere Road A

Cheshire, CT

View 1100 Coleman Road Cheshire, CT MLS# 24205288
  • Recently Listed
1 of 38
OPEN HOUSE: Sunday 10/4 12:00 PM - 2:00 PM
$695,000
4

Beds

2.1

Baths

2,280

Sq.Ft.

1100 Coleman Road

Cheshire, CT

View 233 Forest Lane Cheshire, CT MLS# 24208227
  • Recently Listed
1 of 27
$319,900
3

Beds

1.1

Baths

1,413

Sq.Ft.

233 Forest Lane

Cheshire, CT

View 70 Heritage Drive Cheshire, CT MLS# 24208189
$649,900
3

Beds

2.1

Baths

2,605

Sq.Ft.

70 Heritage Drive

Cheshire, CT

View 70 Southwick Court 311 Cheshire, CT MLS# 24206360
  • Adult Community
1 of 15
$305,000
2

Beds

2.0

Baths

1,132

Sq.Ft.

70 Southwick Court 311

Cheshire, CT

View 122 Green Hill Lane Cheshire, CT MLS# 24208667
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 10/4 2:00 PM - 4:00 PM
$439,900
3

Beds

1.1

Baths

1,572

Sq.Ft.

122 Green Hill Lane

Cheshire, CT

View 644 South Brooksvale Road Cheshire, CT MLS# 24207257
$1,630,000
5

Beds

4.1

Baths

6,361

Sq.Ft.

644 South Brooksvale Road

Cheshire, CT

View 114 Broadview Road Cheshire, CT MLS# 24207774
$339,900
2

Beds

1.0

Baths

816

Sq.Ft.

114 Broadview Road

Cheshire, CT

View 295 Towpath Lane Cheshire, CT MLS# 24208080
$725,000
4

Beds

2.1

Baths

2,256

Sq.Ft.

295 Towpath Lane

Cheshire, CT

View 98 Merwin Circle Cheshire, CT MLS# 24205796
$599,900
4

Beds

3.0

Baths

2,748

Sq.Ft.

98 Merwin Circle

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

94

Estimated median home price

$562,500
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 - 200K6
$200K - 300K6
$300K - 400K11
$400K - 500K20
$500K - 600K7
$600K - 700K9
$700K - 800K12
$800K - 900K6
$900K - 1M1
$1M - Max15

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family62
Townhouse0
Condo20
Commercial6
Rental16
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/3/2026)

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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