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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
  5. 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
  8. Building Photo - 356 Highland Ave
    2 BEDS, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750
         - 12 Month Lease

    356 Highland Ave

    356 Highland Ave, Cheshire, CT 06410
  9. Building Photo - 246 Central Ave
    3 BEDS, 1.5 BATHS
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295
         - 12 Month Lease

    246 Central Ave

    246 Central Ave, Wolcott, CT 06716
  10. 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
  11. Building Photo - 745 Greens Loop
    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

    745 Greens Loop Unit 745

    745 Greens Loop, Cheshire, CT 06410
  12. 3 BEDS, 2 BATHS
    $3,295
    Total Monthly Price Total Monthly Price New
    Base Rent$3,295
    Required Monthly FeesNone
    Total Monthly Price$3,295

    138 Highland Ave Unit A4

    138 Highland Ave, Cheshire, CT 06410
  13. 2 BEDS, 2 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    64 E Mitchell Ave Unit 27

    64 E Mitchell Ave, Cheshire, CT 06410
  14. 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
  15. 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 45

    64 E Mitchell Ave, Cheshire, CT 06410
  16. 2 BEDS, 1 BATH
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    53 Horton Ave Unit 2

    53 Horton Ave, Cheshire, CT 06410
  17. 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
  18. 2 BEDS, 1 BATH
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    90 Cedar Ln

    90 Cedar Ln, Cheshire, CT 06410
  19. 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
  20. 3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    594 S Brooksvale Rd

    594 S Brooksvale Rd, Cheshire, CT 06410
  21. 1 BED, 1 BATH
    $1,575
    Total Monthly Price Total Monthly Price New
    Base Rent$1,575
    Required Monthly FeesNone
    Total Monthly Price$1,575

    2144 Waterbury Rd Unit 7

    2144 Waterbury Rd, Cheshire, CT 06410
  22. 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
  23. 4 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    1142 Sperry Rd

    1142 Sperry Rd, Cheshire, CT 06410
  24. 1 BED, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    50 Country Club Rd Unit 64

    50 Country Club Rd, Cheshire, CT 06410
  25. 2 BEDS, 1.5 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    1400 Meriden Rd Unit 2-4

    1400 Meriden Rd, Waterbury, CT 06705
  26. 3 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    109 Central Ave

    109 Central Ave, Wolcott, CT 06716
  27. 3 BEDS, 2 BATHS
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550

    27 Tridell Dr Unit 10

    27 Tridell Dr, Southington, CT 06479
  28. 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
  29. 2 BEDS, 1.5 BATHS
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    27 Tridell Dr Unit 14

    27 Tridell Dr, Southington, CT 06479
  30. 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
  31. Building Photo - 209 Eastgate Dr
    4 BEDS, 2.5 BATHS
    $3,495
    Total Monthly Price Total Monthly Price New
    Base Rent$3,495
    Required Monthly FeesNone
    Total Monthly Price$3,495

    209 Eastgate Dr

    209 Eastgate Dr, Cheshire, CT 06410
  33. 3 BEDS, 1.25 BATHS
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295

    246 Central Ave

    246 Central Ave, Wolcott, CT 06716

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

Specialty Housing

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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 $2,771.

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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