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Chester, NH Homes for Rent

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  • 335 Raymond Rd, Chester, NH 03036
    335 Raymond Rd, Chester, NH 03036
    335 Raymond Rd, Chester, NH 03036
    /49

    $3,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 4,320 Sq Ft
    • House for Rent

    335 Raymond Rd, Chester, NH 03036

    Be the first to live in this stunning new construction home at 335 Raymond Road in Chester, NH. Offering modern design, quality craftsmanship, and a spacious layout, this home combines the comfort of brand-new living with the charm and privacy of a beautiful New Hampshire setting. Featuring an open-concept floor plan, this home offers bright and airy living spaces, a modern kitchen with stylish

    Joseph Pantaleo DiPietro Group Real Estate

    335 Raymond Rd, Chester, NH 03036
  • 100 Haverhill Rd, Chester, NH 03036
    100 Haverhill Rd, Chester, NH 03036
    100 Haverhill Rd, Chester, NH 03036
    /20

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,800 Sq Ft
    • Condo for Rent

    100 Haverhill Rd, Chester, NH 03036

    Antique colonial home. Country location. Formal living room with wood stove, formal dining room or family room, large eat in kitchen with pantry. 3+ bedrooms up 3/4 bath./ First floor laundry room. FHA-Oil. Credit check, back ground check and references for all occupants over 18 years of age are required. Tenant is responsible for the Electric-Fuel-Cable - snow removal and lawn mowing.The tenant

    (866) 809-0355

    100 Haverhill Rd, Chester, NH 03036
New Hampshire Rockingham County Chester

Homes for Rent in Chester, NH

Why Live in Chester

Chester, located in Rockingham County, NH, offers a rural environment with convenient access to major roadways, including State Routes 102 and 121, and Interstates 93 and 95. The town is 6 miles from Derry and 25 miles from Lawrence, Massachusetts, making it an affordable option for those seeking proximity to larger towns without the higher prices. Chester features rolling hills, old farmland, and a few shops in the town center. Housing options include Colonial Revival homes on large lots, new single-family homes, and condos in the New Traditional style. Chester School District SAU 82 serves the area, with students attending Chester Academy for kindergarten through eighth grade and continuing to Pinkerton Academy in Derry for high school. Commuters can reach Derry in about 12 minutes and Raymond in 15 minutes, with Manchester 13 miles north accessible via CART ride-request service. Local amenities include the Parkland Medical Center in Derry and the Manchester-Boston Regional Airport 17 miles away. Recreational activities in Chester include horseback riding, swimming at Wason Pond Conservation and Recreation Area, and skateboarding at Chester Skatepark. Dining options along State Route 121 include the Olde Post Restaurant and Center Scoop ice cream shop. For shopping, residents head to Derry, which features several strip malls and big-box retailers. The Chester Public Library hosts various events, including book clubs, DIY art events, and the Annual Community Pet Show.

Learn more about living in Chester

Frequently Asked Questions

How much does it cost to rent a home in Chester, NH?
The median rent for a home in Chester, NH is $3,000 per month, though prices vary by neighborhood, size, and property type. As of June 2026, single-family homes tend to be the most affordable option while condos are currently more expensive.
How much do you need to make to afford rent in Chester, NH?
To comfortably afford the median rent in Chester, NH, a household needs to earn roughly $120,000 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 $3,000 per month in Chester, NH, renters typically need to show $9,000 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 Chester, NH?
In Chester, NH, the price-to-rent ratio is 19.0, 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 Chester, NH are best for renting a home?
The best neighborhood for renting in Chester, NH depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Lower South Willow, Wellington, Southside, Hallsville and Straw-Smyth, each with its own character and price range.

Rental Trends in Chester, NH

There are currently 2 homes available for rent in Chester, NH. The median rent is $3,000 per month, with single-family homes renting at $3,000 and condos at $3,000.

Rental Home Trends

Number of Homes for Rent
2
Median Rent
$3,000
Median Single Family Home Rent
$3,000
Median Condo Rent
$3,000
How to Rent a Home

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