Cheshire

Cheshire, Connecticut: homes for sale, a current market snapshot and local insight for this New Haven County town.

Cheshire is a town of about 33.4 square miles in New Haven County, Connecticut, settled in 1694 as part of Wallingford and incorporated in 1780. It is known as "The Bedding Plant Capital of Connecticut" and for the Farmington Canal Heritage Trail, which passes historic Lock 12. The Cheshire Historic District covers the town center.

Cheshire housing market snapshot

  • Median sale price: $608K
  • Median days on market: 40
  • Sale-to-list price: 103.6%
  • Homes sold above list price: 71.7%

Source: Redfin, August 2026, ZIP 06410. Market figures change every month; for a home-specific analysis, contact Matt.

Places to know in Cheshire

  • Farmington Canal Heritage Trail and historic Lock 12
  • Roaring Brook Falls via the Quinnipiac Trail
  • Bartlem Recreational Area
  • Mixville Recreation Area
  • Hitchcock-Phillips House (Cheshire Historical Society)
  • Cheshire Historic District

Getting around

  • I-691 and I-84
  • CT Routes 10, 42, 68 and 70

Cheshire resources

Buying or selling in Cheshire?

Matt Nuzie of REMAX Right Choice was the #1 REMAX agent in Connecticut every year from 2017 through 2025, with more than 900 homes sold across Fairfield and New Haven Counties. Browse current Cheshire listings below, or call or text Matt at (203) 913-3698 for a free market analysis of your home.

Schools in Cheshire, CT

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Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Cheshire. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
Cheshire

Browse Properties in the Area

1827 Marion Road
For Sale
MLS® 24203808

$1,999,000

1827 Marion Road, Cheshire, CT 06410
21 Melrose Drive Unit Lot 2
Pending
MLS® 24060642

$1,815,000

21 Melrose Drive Unit: Lot 2, Cheshire, CT 06410
6 Beds 7 Baths 6,008 Sq.Ft.
25 Whispering Hollow Court
Pending
MLS® 24190202

$1,748,600

25 Whispering Hollow Court, Cheshire, CT 06410
6 Beds 6 Baths 10,485 Sq.Ft.
644 South Brooksvale Road
For Sale
MLS® 24207257

$1,630,000

644 South Brooksvale Road, Cheshire, CT 06410
5 Beds 4.5 Baths 6,361 Sq.Ft.
16 Mountaincrest Drive
For Sale
MLS® 24207532

$1,590,000

16 Mountaincrest Drive, Cheshire, CT 06410
5 Beds 4.5 Baths 5,021 Sq.Ft.
1 Mountaincrest Drive
For Sale
MLS® 24206472

$1,375,000

1 Mountaincrest Drive, Cheshire, CT 06410
4 Beds 4.5 Baths 3,718 Sq.Ft.
1481 Marion Road
Pending
MLS® 24083226

$1,299,000

1481 Marion Road, Cheshire, CT 06410
4 Beds 2.5 Baths 3,775 Sq.Ft.
3 Melrose Drive Unit Lot 9
Pending
MLS® 24058586

$1,299,000

3 Melrose Drive Unit: Lot 9, Cheshire, CT 06410
4 Beds 3.5 Baths 4,016 Sq.Ft.
885 South Brooksvale Road
For Sale
MLS® 24202325

$1,279,000

885 South Brooksvale Road, Cheshire, CT 06410
5 Beds 4.5 Baths 3,948 Sq.Ft.

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Work With Matt

Buying, selling or just weighing your options, start with a conversation. Matt, Connecticut's #1 REMAX agent from 2017 through 2025, personally leads your strategy, pricing and negotiation, with his own operations coordinator keeping every detail moving.
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Contact Details

MATTHEW NUZIE

Phone

(203) 913-3698

Email

[email protected]

Address

105 Technology Dr. Trumbull, CT 06611

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