9

Cheshire, CT Houses for Rent

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  • 356 Highland Ave, Cheshire, CT 06410
    356 Highland Ave, Cheshire, CT 06410
    356 Highland Ave, Cheshire, CT 06410
    /7

    $1,600

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    356 Highland Ave, Cheshire, CT 06410

    Amazing property and a great place to make a home-- Check for Available units as we DO NOT HAVE ANYTHING AT THIS TIME!!! AUGUST 2026 IS THE NEXT APARTMENT. Don't wait to get in touch with us about these Great units in a fantastic location- No smoking, No pets-- Good credit and Good income needed to qualify. Heat and Hot water, cold water, sewer, trash included in the rent. Super onsite, ample

    356 Highland Ave, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 33, Cheshire, CT 06410
    64 E Mitchell Ave Unit 33, Cheshire, CT 06410
    64 E Mitchell Ave Unit 33, Cheshire, CT 06410
    /17

    $2,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 33, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Angela DeMonte Calcagni Real Estate

    64 E Mitchell Ave Unit 33, Cheshire, CT 06410
  • 85 Brentwood Dr, Cheshire, CT 06410
    85 Brentwood Dr, Cheshire, CT 06410
    85 Brentwood Dr, Cheshire, CT 06410
    /40

    $4,200

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,095 Sq Ft
    • Beautiful 4 Bedroom House *w/ an In-Law* in Cheshire! Garage Parking, Central Air, & a Beautiful ...

    85 Brentwood Dr, Cheshire, CT 06410

    85 Brentwood DrCheshire, CTSingle Family w/ an In-Law Suite$4,200/monthAvailable August 2026Main House Features:- 3 bedrooms- 2 bathrooms- Bright, open floor plan kitchen/living room with dining nook- Big kitchen with tons of prep space & newer appliances, perfect for any occasion!- Primary bedroom w/ an en-suite bathroom- Finished basement with

    85 Brentwood Dr, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 24, Cheshire, CT 06410
    64 E Mitchell Ave Unit 24, Cheshire, CT 06410
    64 E Mitchell Ave Unit 24, Cheshire, CT 06410
    /17

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 24, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Nikki Trocchio Calcagni Real Estate

    64 E Mitchell Ave Unit 24, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 49, Cheshire, CT 06410
    64 E Mitchell Ave Unit 49, Cheshire, CT 06410
    64 E Mitchell Ave Unit 49, Cheshire, CT 06410
    /17

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 49, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Nancy Lydell Calcagni Real Estate

    64 E Mitchell Ave Unit 49, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 14, Cheshire, CT 06410
    64 E Mitchell Ave Unit 14, Cheshire, CT 06410
    64 E Mitchell Ave Unit 14, Cheshire, CT 06410
    /17

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 14, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Nikki Trocchio Calcagni Real Estate

    64 E Mitchell Ave Unit 14, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 20, Cheshire, CT 06410
    64 E Mitchell Ave Unit 20, Cheshire, CT 06410
    64 E Mitchell Ave Unit 20, Cheshire, CT 06410
    /16

    $2,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 20, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Nancy Lydell Calcagni Real Estate

    64 E Mitchell Ave Unit 20, Cheshire, CT 06410
  • 1565 Byam Rd, Cheshire, CT 06410
    1565 Byam Rd, Cheshire, CT 06410
    1565 Byam Rd, Cheshire, CT 06410
    /18

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    1565 Byam Rd, Cheshire, CT 06410

    Come view this true oasis of a home right in Cheshire. This unit is the perfect mix of quaint, cozy, and roomy. Offering a main floor master bedroom, second floor full loft that can be used for office, storage, gym etc. 1 bathroom, a living space, kitchen, and in-unit laundry. The grounds are well kept and you have access to a beautiful backyard where you can make it your own! The owners have

    Alaina Capasso Advise Realty Services

    1565 Byam Rd, Cheshire, CT 06410
  • 64 E Mitchell Ave Unit 46, Cheshire, CT 06410
    64 E Mitchell Ave Unit 46, Cheshire, CT 06410
    64 E Mitchell Ave Unit 46, Cheshire, CT 06410
    /17

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    64 E Mitchell Ave Unit 46, Cheshire, CT 06410

    Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

    Angela DeMonte Calcagni Real Estate

    64 E Mitchell Ave Unit 46, Cheshire, CT 06410
Connecticut New Haven County Cheshire

Houses for Rent in Cheshire, CT

Frequently Asked Questions

How much does it cost to rent a single-family home in Cheshire, CT?
The median rent for a single-family home in Cheshire, CT is $2,700 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Cheshire, CT?
To comfortably afford the median rent in Cheshire, CT, a household needs to earn roughly $112,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,800 per month in Cheshire, CT, renters typically need to show $8,400 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Cheshire, CT?
In Cheshire, CT, the price-to-rent ratio is 15.6, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Cheshire, CT are best for renting a single-family home?
The best neighborhood for renting in Cheshire, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include East End District, South End District, North End District, West End District and Village of Waterbury, each with its own character and price range.

Rental Home Trends in Cheshire, CT

There are currently 9 single-family homes available for rent in Cheshire, CT. The median rent is $2,700 per month, with 3-bedroom houses renting at $2,700 and 4-bedroom houses at $3,750.

Rental Home Trends

Number of Houses for Rent
9
Median Single Family Home Rent
$2,700
Median 3 Bedroom Single Family Home Rent
$2,700
Median 4 Bedroom Single Family Home Rent
$3,750
How to Rent a Home

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