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  1. Building Photo - Highland Farms
    2 BEDS
    $2,595
    Total Monthly Price Total Monthly Price New
    Base Rent$2,595
    Required Monthly FeesNone
    Total Monthly Price$2,595
         - 12 Month Lease

    Highland Farms

    1728 Highland Ave, Cheshire, CT 06410
    (860) 385-6517
  3. Interior Photo - Riverpointe Cheshire
    1 BED
    $2,504+
    2 BEDS
    $3,029+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,375 - $2,900
    Required Monthly Fees$129
    Utilities & EssentialsVaries
    Total Monthly Price$2,504 - $3,029

    Riverpointe Cheshire

    106 Stonebridge Ct, Cheshire, CT 06410
    (475) 255-6658
  4. STUDIO
    $1,846+
    1 BED
    $2,291+
    2 BEDS
    $3,017+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,235 - $3,102
    Required Monthly Fees$115
    Total Monthly Price$1,846 - $3,217
         - 12 Month Lease

    Lakeside of Cheshire

    50 Hazel Dr, Cheshire, CT 06410
    (475) 405-1173
  6. Building Photo - 480 Radmere Rd
    2 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    480 Radmere Rd

    480 Radmere Rd, Cheshire, CT 06410
  9. Building Photo - 1941 Peck Ln
    3 BEDS, 2 BATHS
    $3,495
    Total Monthly Price Total Monthly Price New
    Base Rent$3,495
    Required Monthly FeesNone
    Total Monthly Price$3,495
         - 12 Month Lease

    1941 Peck Ln

    1941 Peck Ln, Cheshire, CT 06410
    Apply
  10. 3 BEDS, 1.5 BATHS
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495
         - 12 Month Lease

    84 Main Street Unit 1

    84 Main Street, Cheshire, CT 06410
    Apply
  11. 1 BED, 1 BATH
    $975
    Total Monthly Price Total Monthly Price New
    Base Rent$975
    Required Monthly FeesNone
    Total Monthly Price$975
         - 12 Month Lease

    361 W Main St Unit Studio second floor

    361 W Main St, Cheshire, CT 06410
  12. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600
         - 12 Month Lease

    356 Highland Ave

    356 Highland Ave, Cheshire, CT 06410
  13. Building Photo - 85 Brentwood Dr
    4 BEDS, 3 BATHS
    $4,200
    Total Monthly Price Total Monthly Price New
    Base Rent$4,200
    Required Monthly FeesNone
    Total Monthly Price$4,200

    85 Brentwood Dr

    85 Brentwood Dr, Cheshire, CT 06410
  14. Building Photo - 1123 Waterbury Rd
    2 BEDS, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    1123 Waterbury Rd Unit 2A

    1123 Waterbury Rd, Cheshire, CT 06410
  15. 2 BEDS, 1.5 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    135 Fairway Dr Unit 135

    135 Fairway Dr, Cheshire, CT 06410
  16. 2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    1226 Marion Ave

    1226 Marion Ave, Southington, CT 06489
  17. Building Photo - Pond View Apartments
    1 BED
    $1,575+
    2 BEDS
    $1,735+
    Plus Fees - 12 Month Lease

    Pond View Apartments

    360 Highland Ave, Cheshire, CT 06410
  18. Building Photo - Waterbury
    2 BEDS, 1.5 BATHS
    $2,150
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150
    Required Monthly FeesNone
    Total Monthly Price$2,150

    Waterbury

    380 Hitchcock Rd, Waterbury, CT 06705

Cheshire at a Glance

Average Rent

$2,061
(All bedrooms and property types)
Learn more about
Average Rent in Cheshire
8

School Rating

out of 10 Rating
Learn more about
Schools in Cheshire

Cheshire, CT Apartments for Rent

Known for its agricultural heritage and designation as "The Bedding Plant Capital of Connecticut," Cheshire combines historic charm with contemporary living. Founded in 1694 and incorporated in 1780, Cheshire features a preserved historic district and offers apartments with an average rent of $2,150 for one-bedroom units. Located just 14 miles north of New Haven and 25 miles south of Hartford, the town provides convenient access to Interstate 84 and Interstate 691.

Apartments in Cheshire offer access to outdoor recreation, including the Farmington Canal Heritage Trail, which runs through town. The community includes several parks such as Cheshire Park, Bartlem Recreational Area, and Mixville Recreation Area, featuring playgrounds, swimming areas, and fishing spots. The town offers proximity to multiple employment centers throughout the region, while maintaining its distinct New England character.

Renting in Cheshire

Average Rental Rates and Apartment Sizes

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

Private University
Public University
Private University
Private University
Public University
GreatSchools Rating
Cheshire High School

Public High School

Public
Grades 9-12
1,239 Students
GreatSchools Rating
Humiston School

Public High School

Public
Grades 9-12
25 Students
GreatSchools Rating
Dodd Middle School

Public Middle School

Public
Grades 6-8
622 Students
GreatSchools Rating
Highland School

Public Elementary School

Public
Grades K-5
818 Students
GreatSchools Rating
Doolittle School

Public Elementary School

Public
Grades K-5
518 Students
GreatSchools Rating
Norton School

Public Elementary School

Public
Grades K-5
429 Students
GreatSchools Rating
Chapman School

Public Elementary School

Public
Grades K-5
359 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Apartments for Rent Near Cheshire

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Frequently asked questions about renting in Cheshire, CT

What are the average rent costs in Cheshire, CT?

The average rent in Cheshire, CT is $2,061.

What are the average rent costs of a studio apartment in Cheshire, CT?

The average rent for a studio apartment in Cheshire, CT is $1,873.

What are the average rent costs of a one bedroom apartment in Cheshire, CT?

The average rent for a 1 bedroom apartment in Cheshire, CT is $2,061.

What are the average rent costs of a two bedroom apartment in Cheshire, CT?

The average rent for a 2 bedroom apartment in Cheshire, CT is $2,783.

What are the average rent costs of a three bedroom apartment in Cheshire, CT?

The average rent for a 3 bedroom apartment in Cheshire, CT is $2,889.

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