View 29 Nathan Hale Court Cheshire, CT MLS# 24187529
$650,000
4

Beds

2.1

Baths

3,301

Sq.Ft.

29 Nathan Hale Court

Cheshire, CT

View 46 Dundee Drive Cheshire, CT MLS# 24192046
  • Recently Listed
1 of 40
$650,000
4

Beds

2.1

Baths

2,751

Sq.Ft.

46 Dundee Drive

Cheshire, CT

View 345 Payne Drive Cheshire, CT MLS# 24190065
  • Recently Listed
1 of 40
$649,000
4

Beds

2.1

Baths

3,080

Sq.Ft.

345 Payne Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 722 Allen Avenue Cheshire, CT MLS# 24191300
$615,000
3

Beds

2.0

Baths

1,617

Sq.Ft.

722 Allen Avenue

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 836 Wolf Hill Road Cheshire, CT MLS# 24187037
$579,000
4

Beds

2.1

Baths

2,289

Sq.Ft.

836 Wolf Hill Road

Cheshire, CT

View 88 Dundee Drive Cheshire, CT MLS# 24189652
$561,885
4

Beds

2.1

Baths

1,424

Sq.Ft.

88 Dundee Drive

Cheshire, CT

View 341 Sharon Drive Cheshire, CT MLS# 24194294
  • Virtual Tour
1 of 32
$559,900
4

Beds

2.1

Baths

2,074

Sq.Ft.

341 Sharon Drive

Cheshire, CT

View 1050 Jarvis Street Cheshire, CT MLS# 24186173
  • New Construction
1 of 30
$550,000
4

Beds

3.0

Baths

2,506

Sq.Ft.

1050 Jarvis Street

Cheshire, CT

View 301 Wiese Road Cheshire, CT MLS# 24194933
  • Recently Listed
1 of 40
$549,999
3

Beds

1.1

Baths

1,797

Sq.Ft.

301 Wiese Road

Cheshire, CT

View 2 Saxon Woods Court Cheshire, CT MLS# 24188005
$549,900
3

Beds

2.0

Baths

2,459

Sq.Ft.

2 Saxon Woods Court

Cheshire, CT

View 115 Oak Avenue Cheshire, CT MLS# 24189669
$549,900
4

Beds

2.0

Baths

1,678

Sq.Ft.

115 Oak Avenue

Cheshire, CT

View 6 Soderman Way 6 Cheshire, CT MLS# 24181983
$519,900
3

Beds

2.1

Baths

1,850

Sq.Ft.

6 Soderman Way 6

Cheshire, CT

View 424 Cedar Lane Cheshire, CT MLS# 24183374
$505,000
4

Beds

2.1

Baths

2,266

Sq.Ft.

424 Cedar Lane

Cheshire, CT

View 16 Deepwood Drive Cheshire, CT MLS# 24182948
  • Virtual Tour
1 of 38
$500,000
3

Beds

2.0

Baths

1,566

Sq.Ft.

16 Deepwood Drive

Cheshire, CT

View 44 Williamsburg Drive Cheshire, CT MLS# 24190110
$499,900
4

Beds

2.0

Baths

1,554

Sq.Ft.

44 Williamsburg Drive

Cheshire, CT

View 1757 Musso View Avenue Cheshire, CT MLS# 24181266
$479,900
4

Beds

3.1

Baths

1,928

Sq.Ft.

1757 Musso View Avenue

Cheshire, CT

View 479 Blacks Road Cheshire, CT MLS# 24187815
$475,000
3

Beds

2.0

Baths

1,816

Sq.Ft.

479 Blacks Road

Cheshire, CT

View 140 Willow Street Cheshire, CT MLS# 24167158
$469,900
3

Beds

2.0

Baths

1,426

Sq.Ft.

140 Willow Street

Cheshire, CT

View 445 Lincoln Drive Cheshire, CT MLS# 24189577
$455,000
3

Beds

1.0

Baths

1,764

Sq.Ft.

445 Lincoln 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

108

Estimated median home price

$659,500
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 - 200K3
$200K - 300K9
$300K - 400K14
$400K - 500K14
$500K - 600K9
$600K - 700K15
$700K - 800K13
$800K - 900K11
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family73
Townhouse0
Condo21
Commercial6
Rental16
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 8/2/2026)

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.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2026 Smart Multiple Listing Service, Inc.