10

Chester, NH Homes for Sale

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  • /56

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,863 Sq Ft

    71 Deerwood Hollow, Chester, NH 03036

    Tucked at the end of a quiet cul-de-sac, and one of just two homes in the enclave, this beautifully updated 4-bedroom, 4-bath home offers a rare combination of privacy, space, and flexibility—set on over 2 acres. Extensively improved by the current owners, this home delivers true peace of mind with major recent upgrades including a new roof, new garage doors, updated lighting, new flooring, fresh

    Agent Photo

    Julie McMaster

    Coldwell Banker Realty Nashua

    (877) 801-2426

    71 Deerwood Hollow, Chester, NH 03036
  • /45

    $1,250,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,018 Sq Ft

    37 Colby Farm Rd, Chester, NH 03036

    Home to be built only 4 lots remaining. Welcome to Colby Farm, an exclusive enclave of just 10 beautifully crafted single family homes, tucked away on a quiet cul de sac. Thoughtfully designed with both elegance & functionality in mind, each home offers spacious, customizable floor plans, allowing buyers to select finishes, appliances, and details to reflect their personal style.This

    Jo-Ellen Redmond EXP Realty

    37 Colby Farm Rd, Chester, NH 03036
  • /40

    $699,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    335 Raymond Rd, Chester, NH 03036

    $699,900 FOR NEW CONSTRUCTION! Thoughtfully designed and overbuilt well beyond standard new-construction practices, this property offers unmatched quality, comfort, and flexibility for today’s lifestyle. While officially a 2-bedroom home, the floor plan includes a generous office that can easily function as a third bedroom, guest space, or private work-from-home retreat—giving the home the feel

    Joseph Pantaleo DiPietro Group Real Estate

    335 Raymond Rd, Chester, NH 03036
  • /60

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    27 Red Squirrel Ln, Chester, NH 03036

    This is not the typical Colonial. it is unique with the use of crown molding and board and batten wall trim. The hardwood flooring is rattan maple. Walk into the home between the living room and dining area into the kitchen with stainless appliances and granite countertops. A half bath with laundry is located to the right and to the left is an open space for either a breakfast or small sitting

    Betsy Wasson BHHS Verani Londonderry

    27 Red Squirrel Ln, Chester, NH 03036
  • /51

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft

    34 Edwards Mill Rd, Chester, NH 03036

    If you’re seeking peace, privacy, and a true connection to nature, this is the property you’ve been dreaming of. Nestled on 3.89 private acres, this well-maintained 4-bedroom, 2-bath log home offers a perfect blend of rustic charm and everyday comfort. As you approach, a welcoming covered farmer’s porch greets you with the porch wrapping around the home inviting you to relax while taking in

    Jessica Emerson East Key Realty

    34 Edwards Mill Rd, Chester, NH 03036
  • /52

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    173 Jenkins Farm Rd, Chester, NH 03036

    Welcome home to this beautifully maintained Colonial in the highly desirable Jenkins Farm neighborhood of Chester, NH. Lovingly cared for and very lightly lived in, this home shines with pride of ownership and offers the perfect blend of comfort, space, and charm. Step inside to a bright, open-concept first floor designed for easy everyday living and effortless entertaining. The spacious sunken

    Nikki Kalantzis Realty One Group Next Level

    173 Jenkins Farm Rd, Chester, NH 03036
  • /2

    $799,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,407 Sq Ft

    11 Robin Way Unit 2, Chester, NH 03036

    The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. A centrally located turned staircase is just one of the many thoughtful floor plan features that make this home both highly functional and adaptable to a variety of lifestyle needs. The second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a luxurious primary en

    Al Rotondi RE/MAX Innovative Properties

    11 Robin Way Unit 2, Chester, NH 03036
  • /3

    $1,350,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,356 Sq Ft

    35 Colby Farm Rd, Chester, NH 03036

    Home to be built in the desirable Colby Farm Subdivision in Chester, NH. This offering presents a rare opportunity to build new in an exclusive enclave surrounded by conservation land, providing privacy, natural beauty, and a peaceful setting. With only four homesites remaining, opportunities like this are increasingly limited. The proposed farmhouse-style design features open, light-filled

    Jo-Ellen Redmond EXP Realty

    35 Colby Farm Rd, Chester, NH 03036
  • /54

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 4,281 Sq Ft

    417 Candia Rd, Chester, NH 03036

    Turnkey 4,300+ sq. ft. contemporary estate with a heated 8+ stall barn set on 10 private acres. The interior features a dramatic two-story entryway leading to a light-filled floor plan. The step-down living room is anchored by hardwood flooring and a wood-burning fireplace with a granite surround. The kitchen includes updated appliances, a new walk-in pantry, and sliders to an expansive deck with

    Dana Baier Four Seasons Sotheby's Int'l Realty

    417 Candia Rd, Chester, NH 03036
  • /16

    $316,320

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    30 Sawmill Ridge, Sandown, NH 03873

    55+ COMMUNITY...................PETS ALLOWED....................Are you Ready to enjoy that less demanding lifestyle you have been dreaming about ?No more Shoveling or Snow plowing. Included are lawn maintenance, trash pick-up, Club House, walking Trails and more. Inside you will find one level living at its finest. New flooring in all rooms except the bathrooms. Both bathrooms have new

    Fred Heintz Sue Padden Real Estate LLC

    30 Sawmill Ridge, Sandown, NH 03873

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.

Frequently Asked Questions

What is the average home price in Chester, NH?
Homes for sale in Chester, NH have an average home price of $738,392.
How many homes have sold over the last 12 months in Chester, NH?
71 homes have sold in Chester, NH over the last 12 months.
What are the most popular zip codes in Chester, NH?
The most popular zip codes in Chester, NH include 03036, 03873, 03077, 03032 and 03038.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $700,000. If you put a 20% down payment of $140,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $150K a year to afford the median home price in Chester. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chester, NH?
Chester, NH has highly rated public and private schools. Some of the best schools in Chester based on Niche Grades are Busche Academy, Auburn Village School and Ellis School. Browse all the schools in Chester, NH to learn more.

Home Trends in Chester, NH

Housing Trends

Median Sale Price
$681,745
Median Single Family Sale Price
$752,000
Median Townhouse Sale Price
$685,000
Median 2 Bedroom Sale Price
$555,000
Average Price Per Sq Ft
$312
Number of Homes for Sale
9
Last 12 months Home Sales
71
Months of Supply
1.50
Median List Price
$700,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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