2,309

Chester, NH Homes

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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
  • /10

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    276 Fremont Rd, Chester, NH 03036

    Spacious sun-filled 2 bedroom, 1 bath apartment in a country setting in Chester NH is ready for its next tenants! This apartment is attached to the farmhouse on a working farm, on 5+ acres. 2 parking spaces right outside your oversized deck and private entrance. There are laundry hookups in the unit. There is no smoking anywhere on the property, and no pets.

    Kevin Higham Sue Padden Real Estate LLC

    276 Fremont Rd, Chester, NH 03036
  • /48

    $615,000 Sold May 01, 2025

    254 Villager Rd, Chester, NH 03036

    • 2 Beds
    • 2.5 Baths
    • 3,010 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $204/SF
    • 4 Days On Market

    Current Estimated Value $624,017

    Last Listing Agent Jo-Ellen Redmond EXP Realty

    254 Villager Rd, Chester, NH 03036
    • /34

      Est $601,104 Not Listed For Sale

      28 Opossum Dr, Chester, NH 03036

      • 3 Beds
      • 2.5 Baths
      • 1,954 Sq Ft
      • Built 2004
      28 Opossum Dr, Chester, NH 03036

      Last Sold Summary

      • 5% Below List Price
      • $325/SF
      • 3 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Lauryn DeNenno EXP Realty

  • /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

    Agent Photo

    Jo-Ellen Redmond

    EXP Realty

    (603) 606-9237

    37 Colby Farm Rd, Chester, NH 03036
  • /2

    $559,900 Sold Oct 29, 2025

    27 Gypsum Ln Unit 27, Chester, NH 03036

    • 2 Beds
    • 2.5 Baths
    • 1,826 Sq Ft
    • Built 2025

    Last Sold Summary

    • $307/SF
    • 7 Days On Market

    Last Listing Agent Frank DiDonato Keller Williams Realty-Metropolitan

    27 Gypsum Ln Unit 27, Chester, NH 03036
    • /38

      Est $694,738 Not Listed For Sale

      159 Jenkins Farm Rd, Chester, NH 03036

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2014
      159 Jenkins Farm Rd, Chester, NH 03036

      Last Sold Summary

      • 8% Above List Price
      • $299/SF
      • 4 Days On Market

      Last Sold Price $642,000

      Last Listing Agent Kimberley Tufts EXP Realty

  • /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

    Agent Photo

    Jo-Ellen Redmond

    EXP Realty

    (603) 932-5121

    35 Colby Farm Rd, Chester, NH 03036
  • /53

    $845,000 Sold Feb 18, 2026

    72 Jenkins Farm Rd, Chester, NH 03036

    • 3 Beds
    • 2.5 Baths
    • 2,412 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Above List Price
    • $350/SF
    • 6 Days On Market

    Current Estimated Value $824,222

    Last Listing Agent Jill Mcalpine BHHS Verani Londonderry

    72 Jenkins Farm Rd, Chester, NH 03036
    • /40

      Est $553,727 Not Listed For Sale

      220 Villager Rd, Chester, NH 03036

      • 2 Beds
      • 2.5 Baths
      • 1,824 Sq Ft
      • Built 2016
      220 Villager Rd, Chester, NH 03036

      Last Sold Summary

      • 10% Above List Price
      • $277/SF
      • 10 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Colin Amidon REAL Broker NH, LLC

  • /33

    $824,900 Pending

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

    58 Orcutt Dr, Chester, NH 03036

    Welcome to this stately Colonial set on 2 private acres, offering the perfect blend of timeless elegance and modern updates. With 4 spacious bedrooms and 2.5 bathrooms, this home provides room to grow, gather, and entertain in style. Step inside to find a recently updated kitchen featuring beautiful quartz countertops, abundant cabinetry, and a seamless flow into the eat-in area and expansive

    Carolyn Kennedy Lamacchia Realty, Inc.

    58 Orcutt Dr, Chester, NH 03036
  • /28

    $577,000 Sold Sep 15, 2025

    19 E Derry Rd, Chester, NH 03036

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Above List Price
    • $321/SF
    • 4 Days On Market

    Current Estimated Value $577,167

    Last Listing Agent Jacqueline Mee Great Island Realty LLC

    19 E Derry Rd, Chester, NH 03036
    • /5

      Est $302,932 Not Listed For Sale

      40 Smith Rd, Chester, NH 03036

      • 3 Beds
      • Built 1988
      40 Smith Rd, Chester, NH 03036

      Last Sold Summary

      • 44% Above List Price
      • $53/SF
      • 12 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Robert Newell The Newell Real Estate Agency, LLC

  • /44

    $850,000 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
  • /28

    $435,000 Sold Jun 20, 2025

    25 Villager Rd Unit 25, Chester, NH 03036

    • 2 Beds
    • 1.5 Baths
    • 1,870 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Above List Price
    • $233/SF
    • 2 Days On Market

    Current Estimated Value $438,835

    Last Listing Agent NH Realty Gals RE/MAX Synergy

    25 Villager Rd Unit 25, Chester, NH 03036
    • /40

      Est $769,300 Not Listed For Sale

      210 Towle Rd, Chester, NH 03036

      • 4 Beds
      • 2.5 Baths
      • 3,089 Sq Ft
      • Built 1999
      210 Towle Rd, Chester, NH 03036

      Last Sold Summary

      • 8% Above List Price
      • $231/SF
      • 7 Days On Market

      Last Sold Price $712,500

      Last Listing Agent Samuel Auffant KW Coastal and Lakes & Mountains Realty

  • /25

    $129,900 Pending

    • Land
    • 9.8 Acres
    • $13,255 per Acre

    00 Dump Rd Unit 20, Chester, NH 03036

    Investors take notice 9.8 more or less acres, with 368ft. frontage on class six road. Trails blazers, camping. Horses, farm, retreat to your own land.Great opportunity outdoorsman, hunter. Short walk away to Silver Sands/ Wasons Pond

    Lynda Marsland Keller Williams Realty Metro-Londonderry

    00 Dump Rd Unit 20, Chester, NH 03036
  • /50

    $488,000 Sold Aug 08, 2025

    208 Villager Rd, Chester, NH 03036

    • 2 Beds
    • 1.5 Baths
    • 1,614 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $302/SF
    • 121 Days On Market

    Current Estimated Value $500,065

    Last Listing Agent Beverly Brooks RE/MAX Shoreline

    208 Villager Rd, Chester, NH 03036
    • /40

      Est $593,779 Not Listed For Sale

      36 Granite Ln, Chester, NH 03036

      • 2 Beds
      • 2.5 Baths
      • 2,571 Sq Ft
      • Built 2018
      36 Granite Ln, Chester, NH 03036

      Last Sold Summary

      • $231/SF
      • 12 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Al Lindquist Beaulieu-Lindquist Real Estate

  • /2

    $175,000 Under Contract

    • Land
    • 0.4 Acre
    • $437,500 per Acre

    24 Stacey Ln, Chester, NH 03036

    WOW another Quality Development by DJ Development check out the LAST Lot available at Stacey Lane in Chester, NH a Quintessential New England Town. Located in a small 9 Unit Detached Condo Development with a LOW FEE! This is a Fantastic Level lot with woods in the back. Use one of the builders plans or bring your own and we can Build your DREAM Home!!Builder Tie in with this Lot !

    Frank DiDonato Keller Williams Realty-Metropolitan

    24 Stacey Ln, Chester, NH 03036
  • /2

    $1,644,032 Sold May 16, 2025

    42 Colby Farm Rd, Chester, NH 03036

    • 4 Beds
    • 3.5 Baths
    • 4,005 Sq Ft
    • Built 2025

    Last Sold Summary

    • $410/SF
    • 0 Days On Market

    Last Listing Agent Jo-Ellen Redmond EXP Realty

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

      Est $817,126 Not Listed For Sale

      100 Raymond Rd, Chester, NH 03036

      • 4 Beds
      • 2.5 Baths
      • 3,653 Sq Ft
      • Built 2003
      100 Raymond Rd, Chester, NH 03036

      Last Sold Summary

      • 5% Above List Price
      • $213/SF
      • 71 Days On Market

      Last Sold Price $777,140

      Last Listing Agent Ben Weigler BHHS Verani Londonderry

  • /20

    $517,000 Pending

    • 2,392 Sq Ft

    54 Fremont Rd Unit A and Unit B, Chester, NH 03036

    Investment opportunity! For the cash Buyer only. This 2 unit duplex boasts 7.22 acres, long secluded driveway. Renters intact. Each unit has 2 spacious bedrooms, kitchen and dining combo, spacious living room . All bedrooms and full bathroom are upstairs and 1/2 bath off kitchen. Kitchen has fridge, dishwasher and stove. Laundry hookups are in the walk out basement. All electric heat and hotwater

    Lynda Marsland Keller Williams Realty Metro-Londonderry

    54 Fremont Rd Unit A and Unit B, Chester, NH 03036
  • /30

    $559,900 Sold Mar 02, 2026

    30 Gypsum Ln Unit 29, Chester, NH 03036

    • 2 Beds
    • 2.5 Baths
    • 1,826 Sq Ft
    • Built 2025

    Last Sold Summary

    • $307/SF
    • 200 Days On Market

    Last Listing Agent Frank DiDonato Keller Williams Realty-Metropolitan

    30 Gypsum Ln Unit 29, Chester, NH 03036
    • /27

      Est $667,409 Not Listed For Sale

      343 Fremont Rd, Chester, NH 03036

      • 4 Beds
      • 3 Baths
      • 1,632 Sq Ft
      • Built 1975
      343 Fremont Rd, Chester, NH 03036

      Last Sold Summary

      • 16% Above List Price
      • $352/SF
      • 65 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Karen Reardon Coldwell Banker Realty Bedford NH

  • /40

    $699,900 Open Fri 4PM - 6PM

    • 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
  • /27

    $653,000 Sold Mar 20, 2026

    7 Lincoln Ln, Chester, NH 03036

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • Built 2010

    Last Sold Summary

    • 4% Above List Price
    • $276/SF
    • 3 Days On Market

    Current Estimated Value $629,031

    Last Listing Agent Lauryn DeNenno EXP Realty

    7 Lincoln Ln, Chester, NH 03036
    • /59

      Est $886,176 Not Listed For Sale

      85 Orcutt Dr, Chester, NH 03036

      • 5 Beds
      • 3.5 Baths
      • 2,628 Sq Ft
      • Built 2000
      85 Orcutt Dr, Chester, NH 03036

      Last Sold Summary

      • 2% Below List Price
      • $342/SF
      • 4 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Judith Doyle Coldwell Banker Realty Bedford NH

  • /25

    $599,900 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    32 Gypsum Ln Unit 30, Chester, NH 03036

    WOW check out Southwood's Phase 4, this Brand NEW Gorgeous Townhouse is The Best value in Rockingham County. The home Features 2 potential primary bedrooms. The 1st Floor primary Bedroom with an En suite. The gorgeous Kitchen has an Island with Granite Countertops and Stainless-Steel appliances that is sure to please and connects to a Generous sized Trex Deck with woods out back. The large Living

    Frank DiDonato Keller Williams Realty-Metropolitan

    32 Gypsum Ln Unit 30, Chester, NH 03036
  • /17

    $310,000 Sold Jan 28, 2026

    211 Sandown Rd, Chester, NH 03036

    • 2 Beds
    • 1 Bath
    • 1,196 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $259/SF
    • 0 Days On Market

    Current Estimated Value $312,265

    Last Listing Agent June Vaillancourt Keller Williams Gateway Realty/Salem

    211 Sandown Rd, Chester, NH 03036
    • /28

      Est $542,234 Not Listed For Sale

      18 Opossum Dr, Chester, NH 03036

      • 3 Beds
      • 3 Baths
      • 1,931 Sq Ft
      • Built 2001
      18 Opossum Dr, Chester, NH 03036

      Last Sold Summary

      • 9% Above List Price
      • $258/SF
      • 8 Days On Market

      Last Sold Price $499,000

      Last Listing Agent Lauryn DeNenno EXP Realty

  • /60

    $700,000 Pending

    • 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

    $1,250,000 Sold Jul 08, 2025

    24 Colby Farm Rd, Chester, NH 03036

    • 3 Beds
    • 3.5 Baths
    • 3,710 Sq Ft
    • Built 2025

    Last Sold Summary

    • $337/SF
    • 111 Days On Market

    Last Listing Agent Jo-Ellen Redmond EXP Realty

    24 Colby Farm Rd, Chester, NH 03036
    • /24

      Est $413,743 Not Listed For Sale

      183 Lane Rd, Chester, NH 03036

      • 2 Beds
      • 1.5 Baths
      • 1,510 Sq Ft
      • Built 1948
      183 Lane Rd, Chester, NH 03036

      Last Sold Summary

      • 17% Above List Price
      • $235/SF
      • 26 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Jennifer Bowles Jbo Home

  • /22

    $799,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,395 Sq Ft

    12 Robin Way Unit 5, Chester, NH 03036

    2026 means a brand-new home! Welcome to the Condor Farmhouse at Pipit Estates. This popular house style offers a wonderfully welcoming and functional floor plan with room for everyone. The Eat-in Kitchen is perfect with granite counters, stainless steel appliances, and a large pantry. An extra "Flex Room" can be utilized as a formal Dining Room, Playroom, or perhaps an Office. The Mudroom with an

    Al Rotondi RE/MAX Innovative Properties

    12 Robin Way Unit 5, Chester, NH 03036
  • /50

    $825,000 Sold Jun 23, 2025

    15 Fiddlehead Ln, Chester, NH 03036

    • 4 Beds
    • 2.5 Baths
    • 2,658 Sq Ft
    • Built 2001

    Last Sold Summary

    • $310/SF
    • 53 Days On Market

    Current Estimated Value $823,883

    Last Listing Agent Fine Homes Group International Keller Williams Realty-Metropolitan

    15 Fiddlehead Ln, Chester, NH 03036
    • /40

      Est $691,887 Not Listed For Sale

      14 Quail Hill Rd, Chester, NH 03036

      • 4 Beds
      • 3.5 Baths
      • 2,189 Sq Ft
      • Built 1995
      14 Quail Hill Rd, Chester, NH 03036

      Last Sold Summary

      • 32% Above List Price
      • $240/SF
      • 32 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Theresa Grella EXP Realty

  • /51

    $775,000 Open Sat 10AM - 11:30AM

    • 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
  • /25

    $754,000 Sold Nov 21, 2025

    392 Fremont Rd, Chester, NH 03036

    • 3 Beds
    • 2.5 Baths
    • 2,440 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $309/SF
    • 5 Days On Market

    Last Listing Agent Robin Remillard East Key Realty

    392 Fremont Rd, Chester, NH 03036
    • /39

      Est $745,037 Not Listed For Sale

      1 Evelyn Noyes Ln, Chester, NH 03036

      • 3 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 2013
      1 Evelyn Noyes Ln, Chester, NH 03036

      Last Sold Summary

      • 11% Above List Price
      • $292/SF
      • 7 Days On Market

      Last Sold Price $672,000

      Last Listing Agent Bill Burke REAL Broker NH, LLC

Showing Results 1 - 40, Page 1 of 18

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
$313
Number of Homes for Sale
9
Last 12 months Home Sales
71
Months of Supply
1.50
Median List Price
$699,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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