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Cheshire, CT Houses for Rent

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  • /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-- We have a 1 Bedroom now and we will have a 2 Bedroom for MID AUGUST. 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 parking. Storage included and

    356 Highland Ave, Cheshire, CT 06410
  • /2

    $3,995 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    170 Creamery Rd, Cheshire, CT 06410

    Lovely and inviting home. Spacious, airy rooms. Central pleasant landlord maintains the lawn and plows the driveway in a timely way. Leafy and tranquil neighborhood with great neighbors. Walk or bike to Cheshire Park for tennis, basketball, soccer, softball, nice playscape. Short drive to charming colonial era town green. Hit the beach or drop a line at Mixville Pond. Explore the Historic

    Cal Massaro Coldwell Banker Realty

    170 Creamery Rd, Cheshire, CT 06410
  • /28

    $3,300

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • House for Rent

    851 Ward Ln, Cheshire, CT 06410

    Welcome home to this beautifully updated centrally located 3-bedroom, 1-bathroom home offering 1,320 sq. ft. of comfortable one-level living. Thoughtfully renovated throughout, this home combines modern updates with practical features and plenty of storage. The brand-new kitchen features stainless steel appliances. A dining area is located just off the kitchen, making everyday meals and

    851 Ward Ln, Cheshire, CT 06410
  • /21

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • House for Rent

    1335 Wolf Hill Rd, Cheshire, CT 06410

    Renovated rental available in desirable Cheshire!

    George Daniolos eRealty Advisors, Inc.

    1335 Wolf Hill Rd, Cheshire, CT 06410
  • /10

    $2,600 Per Month

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

    281 Spring St, Cheshire, CT 06410

    Discover comfort and convenience in this beautifully renovated rental located in the desirable town of Cheshire. This brand new one bedroom, one bathroom residence features a modern galley kitchen equipped with sleek stainless steel appliances, offering both style and functionality. Enjoy a private entrance for added peace and privacy, and step outside to a spacious backyard perfect for

    Matthew Olander KW Legacy Partners

    281 Spring St, Cheshire, CT 06410
  • /11

    $850 Per Month

    • 1 Bath
    • 184 Sq Ft
    • House for Rent

    19 Stony Hill Rd Unit 12, Cheshire, CT 06410

    Studio apartment ready for occupancy!! Heat and Hot Water included. Convenient location. 2 month's security plus 1st month's rent required to move in. Application, credit check, background and eviction check required. No Pets!! No smoking or any kind!! No laundry in unit or on site!! Excellent credit required.

    Ann Micacci Berkshire Hathaway NE Prop.

    19 Stony Hill Rd Unit 12, Cheshire, CT 06410

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 $2,800 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while townhouses and single-family homes 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 $106,000 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 $2,650 per month in Cheshire, CT, renters typically need to show $7,950 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 16.7, 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

Number of Houses for Rent
6
Median Single Family Home Rent
$2,800
Median 3 Bedroom Single Family Home Rent
$2,900
Median 4 Bedroom Single Family Home Rent
$3,888
Median 5 Bedroom Single Family Home Rent
$3,995
How to Rent a Home