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Chester, NH Homes for Sale

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  • 17 Derry Rd, Chester, NH 03036
    17 Derry Rd, Chester, NH 03036
    17 Derry Rd, Chester, NH 03036
    /36

    $559,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,193 Sq Ft

    17 Derry Rd, Chester, NH 03036

    This antique beauty has been completely restored and sits on an absolutely heavenly piece of property. Wide pine floors will be the showcase of your living space anchored by the brick hearth and wood stove insert. You have a separate dining space, although that's flexible to use as you choose. The kitchen sits at the back of the home and is equipped with a brand new dishwasher, electric range,

    Agent Photo

    Jill Mcalpine

    BHHS Verani Londonderry

    (877) 738-1004

    17 Derry Rd, Chester, NH 03036
  • 205 Villager Rd, Chester, NH 03036
    205 Villager Rd, Chester, NH 03036
    205 Villager Rd, Chester, NH 03036
    /23

    $455,900 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft

    205 Villager Rd, Chester, NH 03036

    Welcome to this like-new home in the sought-after Villages at Chester, a non-age-restricted community offering flexibility for a variety of lifestyles. This beautifully updated condo features a one-car garage, a first-floor bedroom with an attached bath, a spacious kitchen and dining area, and a living room with a vaulted ceiling that adds warmth and openness to the space. Upstairs, you’ll find a

    Agent Photo

    Jo-Ellen Redmond

    EXP Realty

    (844) 565-1986

    205 Villager Rd, Chester, NH 03036
  • 21 Villager Rd, Chester, NH 03036
    21 Villager Rd, Chester, NH 03036
    21 Villager Rd, Chester, NH 03036
    /41

    $449,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,971 Sq Ft

    21 Villager Rd, Chester, NH 03036

    Just in time for summer, this elegant and spacious townhouse offers the perfect blend of comfort and style. Step inside to an updated kitchen featuring sleek granite countertops, quality cabinetry, and stainless steel appliances. The space is complete with a charming dining nook—and the perfectly fitted table and chair set are included! Relax in the inviting living area anchored by a lovely gas

    Agent Photo

    Sonia Bramhall

    BHHS Verani Salem

    (844) 731-6718

    21 Villager Rd, Chester, NH 03036
  • 116 Fiddlehead Ln, Chester, NH 03036
    116 Fiddlehead Ln, Chester, NH 03036
    116 Fiddlehead Ln, Chester, NH 03036
    /40

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    116 Fiddlehead Ln, Chester, NH 03036

    Nestled in one of Chester’s most sought-after subdivisions, this 4-bedroom, 3-bath Colonial sits on over 3 private acres, offering both privacy and a welcoming neighborhood setting. Enter through the front foyer into the open-concept kitchen and dining area, now featuring an updated kitchen with newer appliances, an induction stove, and plenty of storage. Enjoy casual meals in the eat-in area or

    Bobbie Lynn Thomas The Thomas Group of Northern New England, LLC

    116 Fiddlehead Ln, Chester, NH 03036
  • 14 Stacey Ln Unit 2, Chester, NH 03036
    14 Stacey Ln Unit 2, Chester, NH 03036
    14 Stacey Ln Unit 2, Chester, NH 03036
    /56

    $949,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,964 Sq Ft

    14 Stacey Ln Unit 2, Chester, NH 03036

    WOW No Cookie Cutter Here! Check Out this Stunning Contemporary Farmhouse in the Quintessential New England small town Of Chester, NH located in a fantastic Small Development with only 9 Detached Condo's.The home Features 3 beds,2 1/2 baths with an Open concept layout. The GORGEOUS Kitchen has all the bells and whistles, granite counter tops, a Huge island, stainless steel gas stove with vent

    Frank DiDonato Keller Williams Realty-Metropolitan

    14 Stacey Ln Unit 2, Chester, NH 03036
  • 160 Jennifer Dr, Chester, NH 03036
    160 Jennifer Dr, Chester, NH 03036
    160 Jennifer Dr, Chester, NH 03036
    /44

    $799,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 5,488 Sq Ft

    160 Jennifer Dr, Chester, NH 03036

    Beautifully maintained 4-bedroom Colonial set on 3.51 private acres in desirable Chester. This spacious home offers classic charm and flexible living options. The main level features an oversized dining room, a large first-floor library/office with custom built-ins, and a stunning step-down family room with Paladian windows that bring in abundant natural light. Enjoy two wood-burning insert

    Susan Whelan Realty One Group Next Level

    160 Jennifer Dr, Chester, NH 03036
  • 34 Edwards Mill Rd, Chester, NH 03036
    34 Edwards Mill Rd, Chester, NH 03036
    34 Edwards Mill Rd, Chester, NH 03036
    /55

    $750,000

    • 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

    34 Edwards Mill Rd, Chester, NH 03036
  • 5 Whitetail Ln, Chester, NH 03036
    5 Whitetail Ln, Chester, NH 03036
    5 Whitetail Ln, Chester, NH 03036
    /59

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    5 Whitetail Ln, Chester, NH 03036

    Tucked away on a private, 2.13 acre wooded lot, this meticulously maintained Colonial is located in a highly sought-after Chester, NH neighborhood within the Pinkerton Academy district. Featuring 4 spacious bedrooms and 3 bathrooms, this home is thoughtfully designed for both everyday living and entertaining. The main level includes a convenient half bath with first-floor laundry, a bright eat-in

    Tom Bolduc Keller Williams Realty-Metropolitan

    5 Whitetail Ln, Chester, NH 03036
  • 414 Fremont Rd, Chester, NH 03036
    414 Fremont Rd, Chester, NH 03036
    414 Fremont Rd, Chester, NH 03036
    /57

    $499,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 3,110 Sq Ft

    414 Fremont Rd, Chester, NH 03036

    * OPEN HOUSE ~ Saturday, May 9th~ 11:00 AM – 1:00 PM* Don’t miss this unique two-family ranch style home in sought-after Chester, New Hampshire. Set in a scenic country location, it combines classic New England charm with convenient access to Route 101 and local amenities. This well-priced opportunity is full of potential and ideal for owner-occupants, investors, or those seeking

    Cheryl Waitt Homes of New Hampshire Realty LLC

    414 Fremont Rd, Chester, NH 03036
  • 11 Robin Way Unit 2, Chester, NH 03036
    11 Robin Way Unit 2, 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
  • 417 Candia Rd, Chester, NH 03036
    417 Candia Rd, Chester, NH 03036
    417 Candia 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
  • 303 Derry Rd, Chester, NH 03036
    303 Derry Rd, Chester, NH 03036
    303 Derry Rd, Chester, NH 03036
    /36

    $760,000

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft

    303 Derry Rd, Chester, NH 03036

    Welcome home to this beautifully crafted Colonial, built in 2023 and thoughtfully designed for today’s lifestyle. Set on a picturesque 2.28-acre lot, this inviting "like-new construction" property offers the perfect balance of comfort, style, and space to grow. Inside, you’ll find 4 spacious bedrooms, 3 full baths, and a bright, sun-filled layout that feels warm and welcoming from the moment you

    Ryan Kalantzis Realty One Group Next Level

    303 Derry Rd, Chester, NH 03036
  • 125 Crowley Rd, Candia, NH 03034
    125 Crowley Rd, Candia, NH 03034
    125 Crowley Rd, Candia, NH 03034
    /35

    $1,349,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,632 Sq Ft

    125 Crowley Rd, Candia, NH 03034

    Stunning brand NEW home complete and ready to love! This "knock your socks off" modern farmhouse is sure to impress! Finished with high quality designer choices and built with quality you can see EVERYWHERE! With over 3600 sq ft and room to expand in a walk out lower level with a HUGE 9' slider! Wide plank maple flooring throughout the entire house, stunning quartzite and marble countertops,

    Keith Martel Martel Realty Group

    125 Crowley Rd, Candia, NH 03034
  • 23 Juniper Rd Unit R, Derry, NH 03038
    23 Juniper Rd Unit R, Derry, NH 03038
    23 Juniper Rd Unit R, Derry, NH 03038
    /40

    $350,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,035 Sq Ft

    23 Juniper Rd Unit R, Derry, NH 03038

    Amazing opportunity to own this beautifully maintained townhouse-style condex tucked into a convenient Derry neighborhood within the highly desirable Pinkerton school district. Situated on a private, fenced-in .50 acre lot with NO HOA or condo fees, this 2-bedroom, 2-bath home offers the perfect mix of comfort, flexibility, and outdoor living. Inside, you’ll find a warm and inviting layout

    Matt Graves RE/MAX Synergy

    23 Juniper Rd Unit R, Derry, NH 03038
  • 20 Crowley Rd, Candia, NH 03034
    20 Crowley Rd, Candia, NH 03034
    20 Crowley Rd, Candia, NH 03034
    /58

    $649,000 Open Sat 11AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,910 Sq Ft

    20 Crowley Rd, Candia, NH 03034

    The updated home you’ve been waiting for! Don’t miss this beautiful contemporary featuring soaring vaulted ceilings and an expansive 700+ sq ft deck—perfect for entertaining or relaxing in your private setting. The fully updated kitchen offers quartz countertops, stainless steel appliances, and crown molding, flowing seamlessly into the main living space. Updated bathrooms and a mini-split system

    Travis Anderson Cameron Real Estate Group

    20 Crowley Rd, Candia, NH 03034
New Hampshire Rockingham County Chester

Real Estate & Homes for Sale 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

What is the average home price in Chester, NH?
Homes for sale in Chester, NH have an average home price of $722,644.
Are home prices dropping in Chester?
Yes, home prices in Chester are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Chester, NH?
72 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, 03077, 03873, 03034 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 6.37%, your estimated principal and interest payment would be $3,490 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

On average, homes in Chester, NH sell after 39 days on the market compared to the national average of 57 days. The median sale price for homes in Chester, NH over the last 12 months is $681,355, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$681,355
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$685,000
Median 2 Bedroom Sale Price
$550,000
Average Price Per Sq Ft
$311
Number of Homes for Sale
11
Last 12 months Home Sales
72
Months of Supply
1.80
Median List Price
$700,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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