View 269 Academy Road Cheshire, CT MLS# 24164730
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 4/18 11:00 AM - 2:00 PM
$789,900
4

Beds

3.0

Baths

3,020

Sq.Ft.

269 Academy Road

Cheshire, CT

View 88 Nob Hill Road Cheshire, CT MLS# 24163693
  • Virtual Tour
1 of 40
$639,900
4

Beds

2.1

Baths

2,344

Sq.Ft.

88 Nob Hill Road

Cheshire, CT

View 486 Oak Avenue 52 Cheshire, CT MLS# 24164487
$198,900
2

Beds

1.0

Baths

900

Sq.Ft.

486 Oak Avenue 52

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 463 Payne Drive Cheshire, CT MLS# 24164625
$689,900
5

Beds

3.1

Baths

3,170

Sq.Ft.

463 Payne Drive

Cheshire, CT

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 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 104 Laurel Terrace Cheshire, CT MLS# 24164294
$485,000
3

Beds

2.0

Baths

1,846

Sq.Ft.

104 Laurel Terrace

Cheshire, CT

View 25 Stonegate Circle Cheshire, CT MLS# 24156003
  • Adult Community
1 of 38
$499,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

25 Stonegate Circle

Cheshire, CT

View 31 Soderman Way 31 Cheshire, CT MLS# 24160690
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 4/18 12:00 PM - 3:00 PM
$974,263
3

Beds

3.1

Baths

2,975

Sq.Ft.

31 Soderman Way 31

Cheshire, CT

View 25 Stonegate Circle Cheshire, CT MLS# 24163807
  • Adult Community
1 of 38
$499,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

25 Stonegate Circle

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 1244 Long Hill Road Cheshire, CT MLS# 24162959
$449,900
3

Beds

1.1

Baths

1,356

Sq.Ft.

1244 Long Hill Road

Cheshire, CT

View 1358 South Main Street Cheshire, CT MLS# 24159711
$749,000
4

Beds

4.2

Baths

3,610

Sq.Ft.

1358 South Main Street

Cheshire, CT

View 107 Country Club Road Cheshire, CT MLS# 24163501
$509,000
3

Beds

2.1

Baths

2,088

Sq.Ft.

107 Country Club Road

Cheshire, CT

View 40 Abbey Court Cheshire, CT MLS# 24163131
  • Virtual Tour
1 of 37
$579,000
3

Beds

2.1

Baths

2,108

Sq.Ft.

40 Abbey Court

Cheshire, CT

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 16 Melrose Drive Cheshire, CT MLS# 24163084
$1,350,000
4

Beds

3.2

Baths

4,519

Sq.Ft.

16 Melrose Drive

Cheshire, CT

View 38 Mountain Road Cheshire, CT MLS# 24161844
$439,900
4

Beds

2.0

Baths

1,704

Sq.Ft.

38 Mountain Road

Cheshire, CT

View 1851 Blackberry Place Cheshire, CT MLS# 24162093
  • New Construction
1 of 3
$1,070,000
4

Beds

3.0

Baths

3,029

Sq.Ft.

1851 Blackberry Place

Cheshire, CT

View 151 Victoria Drive Cheshire, CT MLS# 24161870
$769,900
2

Beds

2.2

Baths

2,948

Sq.Ft.

151 Victoria 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

96

Estimated median home price

$644,900
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 - 200K4
$200K - 300K7
$300K - 400K13
$400K - 500K10
$500K - 600K9
$600K - 700K10
$700K - 800K9
$800K - 900K11
$900K - 1M7
$1M - Max15

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family67
Townhouse0
Condo19
Commercial3
Rental29
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 4/17/2026)

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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