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  1. Building Photo - Highland Farms
    2 BEDS
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $2,495
    Required Monthly FeesNone
    Total Monthly Price$1,795 - $2,495
         - 12 Month Lease

    Highland Farms

    1728 Highland Ave, Cheshire, CT 06410
    (860) 385-6517
  4. STUDIO
    $1,595+
    1 BED
    $2,175+
    2 BEDS
    $2,825+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,570 - $2,800
    Required Monthly Fees$25
    Total Monthly Price$1,595 - $2,825
         - 12 Month Lease

    Lakeside of Cheshire

    50 Hazel Dr, Cheshire, CT 06410
    (475) 405-1173
  7. Building Photo - 356 Highland Ave
    2 BEDS, 1 BATH
    $1,725
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725
    Required Monthly FeesNone
    Total Monthly Price$1,725
         - 12 Month Lease

    356 Highland Ave

    356 Highland Ave, Cheshire, CT 06410
  8. Building Photo - 474 Oak Ave
    2 BEDS, 1 BATH
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895

    474 Oak Ave Unit APT 74

    474 Oak Ave, Cheshire, CT 06410
  9. Building Photo - 64 E Mitchell Ave
    2 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    64 E Mitchell Ave Unit 13

    64 E Mitchell Ave, Cheshire, CT 06410
  10. 2 BEDS, 2 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    64 E Mitchell Ave Unit 27

    64 E Mitchell Ave, Cheshire, CT 06410
  11. 2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    152 Blacks Rd Unit 1st floor

    152 Blacks Rd, Cheshire, CT 06410
  12. 2 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    64 E Mitchell Ave Unit 26

    64 E Mitchell Ave, Cheshire, CT 06410
  13. 1 BED, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    281 Spring St

    281 Spring St, Cheshire, CT 06410
  14. 2 BEDS, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    1109 Waterbury Rd Unit APT 1A

    1109 Waterbury Rd, Cheshire, CT 06410
  15. 2 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    64 E Mitchell Ave Unit 17

    64 E Mitchell Ave, Cheshire, CT 06410
  16. 1 BED, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    2144 Waterbury Rd Unit 7

    2144 Waterbury Rd, Cheshire, CT 06410
  17. 2 BEDS, 1 BATH
    $1,945
    Total Monthly Price Total Monthly Price New
    Base Rent$1,945
    Required Monthly FeesNone
    Total Monthly Price$1,945

    494 Oak Ave Unit APT 33

    494 Oak Ave, Cheshire, CT 06410
  18. 4 BEDS, 2.5 BATHS
    $5,000
    Total Monthly Price Total Monthly Price New
    Base Rent$5,000
    Required Monthly FeesNone
    Total Monthly Price$5,000

    50 Heritage Dr

    50 Heritage Dr, Cheshire, CT 06410
  19. 1 BED, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    642 Mixville Rd Unit 2

    642 Mixville Rd, Cheshire, CT 06410
  20. 2 BEDS, 1.5 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    515 Scott Rd Unit APT 43

    515 Scott Rd, Waterbury, CT 06705
  21. 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

    38 Timber Ln Unit 1

    38 Timber Ln, Waterbury, CT 06705

Cheshire at a Glance

Average Rent

$2,013
(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
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Cheshire
34

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation 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)

Getting Around Cheshire

Transportation

37

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
34

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

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 7-8
622 Students
GreatSchools Rating
Highland School

Public Elementary School

Public
Grades K-6
818 Students
GreatSchools Rating
Doolittle School

Public Elementary School

Public
Grades K-6
518 Students
GreatSchools Rating
Norton School

Public Elementary School

Public
Grades K-6
429 Students
GreatSchools Rating
Chapman School

Public Elementary School

Public
Grades K-6
359 Students

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

Apartments for Rent Near Cheshire

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Cheshire Apartments for Rent in Your Budget

Frequently asked questions about renting in Cheshire, CT

What are the average rent costs in Cheshire, CT?

The average rent in Cheshire, CT is $2,013.

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

The average rent for a studio apartment in Cheshire, CT is $1,675.

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 $2,013.

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 $2,772.

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 $2,884.

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