4,255

West Chesterfield, NH Homes

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  • /23

    $29,900

    • Land
    • 15.7 Acres
    • $1,904 per Acre

    0 Westmoreland Rd, Chesterfield, NH 03462

    Tucked along paved Westmoreland Rd in the Spofford / Chesterfield area, this 15.7-acre parcel offers the kind of privacy, elevation, and wooded New Hampshire character that is getting harder to find at an approachable price. This is steep, natural mountainside terrain rather than a flat, cleared homesite, making it a better fit for buyers who want a secluded setting, a recreational escape, or

    Christopher Auvenshine Blue Mountain Land

    0 Westmoreland Rd, Chesterfield, NH 03462
  • /11

    $2,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    53 Dummerston Station Rd, East Dummerston, VT 05346

    Lease - prefer 1yr minimum Available - starting mid March. No Pets. No Smoking. 1st mo + Last + Security due on lease signing APPLICATION REQUIRED PRIOR TO VIEWING Single level 2br / 1ba home with detached garage and washer dryer hookups and

    53 Dummerston Station Rd, East Dummerston, VT 05346
  • /60

    $970,000 Sold Jan 15, 2026

    85 Foley Rd, Chesterfield, NH 03443

    • 4 Beds
    • 3.5 Baths
    • 5,103 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $190/SF
    • 31 Days On Market

    Current Estimated Value $968,375

    Last Listing Agent Nancy Proctor BHG Masiello Keene

    85 Foley Rd, Chesterfield, NH 03443
    • /9

      Not Listed For Sale

      00 Chesterfield Rd, Hinsdale, NH 03451

      00 Chesterfield Rd, Hinsdale, NH 03451

      Last Sold Summary

      • 50 Days On Market

      Last Sold Price $231,000

      Last Listing Agent Anna Schierioth HKS Associates, Inc.

  • /59

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 2,440 Sq Ft

    484 Old Swanzey Rd, Chesterfield, NH 03462

    SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits—without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the

    Shirley Sullivan Farms & Barns Real Estate LLC

    484 Old Swanzey Rd, Chesterfield, NH 03462
  • /7

    $2,200 per month

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

    4 Elliot St Unit 5, Brattleboro, VT 05301

    Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This two-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee.

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 5, Brattleboro, VT 05301
  • /36

    $341,000 Sold Jan 27, 2026

    7 Union St, Brattleboro, VT 05301

    • 4 Beds
    • 3 Baths
    • 1,668 Sq Ft
    • Built 1903

    Last Sold Summary

    • 10% Above List Price
    • $204/SF
    • 3 Days On Market

    Current Estimated Value $329,470

    Last Listing Agent Kathy Dowd Bellville Realty

    7 Union St, Brattleboro, VT 05301
    • /27

      Est $295,108 Not Listed For Sale

      1720B Route 9, Spofford, NH 03462

      • 2 Beds
      • 1 Bath
      • 846 Sq Ft
      • Built 1983
      1720B Route 9, Spofford, NH 03462

      Last Sold Summary

      • 6% Above List Price
      • $329/SF
      • 28 Days On Market

      Last Sold Price $278,000

      Last Listing Agent Patricia Paquette BHG Masiello Keene

  • /46

    $495,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,756 Sq Ft

    214 Putney Rd, Brattleboro, VT 05301

    Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    214 Putney Rd, Brattleboro, VT 05301
  • /30

    $1,300 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    210 Elliot St Unit 3, Brattleboro, VT 05301

    210 Elliot St Unit 3, Brattleboro, VT 05301
  • /33

    $386,250 Sold Jun 12, 2025

    33 Frost Place, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 49 Days On Market

    Current Estimated Value $333,000

    Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

    33 Frost Place, Brattleboro, VT 05301
    • /39

      Est $468,015 Not Listed For Sale

      1044 Plain Rd, Hinsdale, NH 03451

      • 2 Beds
      • 2 Baths
      • 1,691 Sq Ft
      • Built 2003
      1044 Plain Rd, Hinsdale, NH 03451

      Last Sold Summary

      • 9% Above List Price
      • $253/SF
      • 37 Days On Market

      Last Sold Price $427,900

      Last Listing Agent Samantha Booth Century 21 Highview Realty

  • /60

    $649,000

    • 3 Beds
    • 3 Baths
    • 4,001 Sq Ft

    24 Hunt Rd, Westmoreland, NH 03467

    If you’ve ever dreamed of buying an endearing farmhouse with a barn, this is your sign! Set against a backdrop of rolling countryside, this 18th century 3 bed 3 bath farmhouse with classic barn offers over 4,000± square feet of living space and a rare opportunity to own a property steeped in history. Lovingly held by the same family for 48 years, this home reflects generations of care, character,

    TJ Kelly Greenwald Realty Group

    24 Hunt Rd, Westmoreland, NH 03467
  • /11

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 2, Brattleboro, VT 05301

    Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This one-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee.

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 2, Brattleboro, VT 05301
  • /55

    $400,000 Sold Jun 20, 2025

    121 Pond Brook Rd Unit 4-A001, West Chesterfield, NH 03466

    • 3 Beds
    • 1 Bath
    • 1,837 Sq Ft
    • Built 1974

    Last Sold Summary

    • 14% Below List Price
    • $218/SF
    • 63 Days On Market

    Current Estimated Value $422,150

    Last Listing Agent Connie Joyce RE/MAX Town & Country

    121 Pond Brook Rd Unit 4-A001, West Chesterfield, NH 03466
    • /36

      Est $307,199 Not Listed For Sale

      35 Pierce Rd, Chesterfield, NH 03462

      • 4 Beds
      • 2 Baths
      • 1,667 Sq Ft
      • Built 1890
      35 Pierce Rd, Chesterfield, NH 03462

      Last Sold Summary

      • 18% Above List Price
      • $156/SF
      • 6 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Kathryn Beam Galloway Real Estate LLC

  • /35

    $475,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft

    24 Laurel St, Brattleboro, VT 05301

    This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and

    Kelly Agrillo Southern Vermont Realty Group

    24 Laurel St, Brattleboro, VT 05301
  • /8

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 3, Brattleboro, VT 05301

    The National, featuring this 1 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown. Coin operated Laundry is on site and off-street parking is available in the parking garage. The building is pet friendly

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 3, Brattleboro, VT 05301
  • /49

    $881,500 Sold Oct 27, 2025

    125 Stage Rd, West Chesterfield, NH 03466

    • 4 Beds
    • 2.5 Baths
    • 4,116 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $214/SF
    • 96 Days On Market

    Current Estimated Value $888,630

    Last Listing Agent Ben Prentice Keller Williams Realty Metro-Keene

    125 Stage Rd, West Chesterfield, NH 03466
    • /40

      Est $658,707 Not Listed For Sale

      30 White Birch Dr, Chesterfield, NH 03443

      • 3 Beds
      • 4 Baths
      • 1,536 Sq Ft
      • Built 2017
      30 White Birch Dr, Chesterfield, NH 03443

      Last Sold Summary

      • 5% Above List Price
      • $407/SF
      • 3 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Todd Bassler Greenwald Realty Group

  • /32

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    77 Buttonwood Dr, Brattleboro, VT 05301

    BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

    Dan Normandeau Berkley & Veller Greenwood Country

    77 Buttonwood Dr, Brattleboro, VT 05301
  • /18

    $335,000 Sold Jul 30, 2025

    138 Cedar St, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,174 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Above List Price
    • $285/SF
    • 36 Days On Market

    Current Estimated Value $323,466

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    138 Cedar St, Brattleboro, VT 05301
    • /40

      Est $600,702 Not Listed For Sale

      25 Pine Tree Cir, Spofford, NH 03462

      • 4 Beds
      • 2 Baths
      • 1,744 Sq Ft
      • Built 1972
      25 Pine Tree Cir, Spofford, NH 03462

      Last Sold Summary

      • 13% Above List Price
      • $304/SF
      • 13 Days On Market

      Last Sold Price $529,900

      Last Listing Agent Kirsten Perkins BHG Masiello Keene

  • /5

    $529,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,403 Sq Ft

    0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466

    To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two full baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has

    Sandy Cormier Greenwald Realty Group

    0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466
  • /2

    $212,500 Sold Sep 26, 2025

    20 Winchester Rd, Chesterfield, NH 03443

    • 4 Beds
    • 2.5 Baths
    • 4,151 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $51/SF
    • 0 Days On Market

    Current Estimated Value $313,000

    Last Listing Agent Jamie Watson BHG Masiello Keene

    20 Winchester Rd, Chesterfield, NH 03443
    • /12

      Est $570,866 Not Listed For Sale

      58 Oak St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 3,400 Sq Ft
      • Built 1867
      58 Oak St, Brattleboro, VT 05301

      Last Sold Summary

      • 4% Below List Price
      • $175/SF
      • 20 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  • /23

    $159,000

    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    219 High St Unit 3, Brattleboro, VT 05301

    Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share

    Kristen Ziter Taylor Brattleboro Area Realty

    219 High St Unit 3, Brattleboro, VT 05301
  • /60

    $635,000 Sold Sep 18, 2025

    23 Bittersweet Ln, Chesterfield, NH 03466

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1950

    Last Sold Summary

    • $439/SF
    • 21 Days On Market

    Current Estimated Value $636,691

    Last Listing Agent Mary M. Belle Isle EXP Realty

    23 Bittersweet Ln, Chesterfield, NH 03466
    • /20

      Est $266,173 Not Listed For Sale

      149 Canal St, Brattleboro, VT 05301

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft
      • Built 1899
      149 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 21% Above List Price
      • $105/SF
      • 81 Days On Market

      Last Sold Price $220,000

      Last Listing Agent David Brown

  • /56

    $1,875,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,997 Sq Ft

    1123 River Rd, Westmoreland, NH 03467

    A site to behold is waiting for you on River Rd. as the Connecticut River guides you along & pulls you into MERRY Meadow Farm. Its seclusion leads you to a 50A farm, a vision of majesty, seated on a knoll. Enter a sanctuary of horses grazing, owls hooting, mother deer w/their babies, spectacular sunsets & trails that go on forever right off the property for riding horses, snowmobiles an ATV’s.

    Shirley Marcello BHG Masiello Keene

    1123 River Rd, Westmoreland, NH 03467
  • /40

    $450,000 Sold Sep 22, 2025

    528 N Shore Rd, Chesterfield, NH 03462

    • 3 Beds
    • 1.5 Baths
    • 2,016 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $223/SF
    • 0 Days On Market

    Current Estimated Value $455,117

    Last Listing Agent Kelsey Malloy Keller Williams Realty Metro-Keene

    528 N Shore Rd, Chesterfield, NH 03462
    • /26

      Est $293,157 Not Listed For Sale

      240 S Main St, Brattleboro, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,948 Sq Ft
      • Built 1865
      240 S Main St, Brattleboro, VT 05301

      Last Sold Summary

      • 9% Below List Price
      • $166/SF
      • 18 Days On Market

      Last Sold Price $323,000

      Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

  • /13

    $330,000

    • Land
    • 2.01 Acres
    • $164,179 per Acre

    0 Stow Dr Unit 4929741, Chesterfield, NH 03466

    Great level commercial lot with easy access to Route 9 close to Brattleboro and Keene. Many options for its use.

    Sandy Cormier Greenwald Realty Group

    0 Stow Dr Unit 4929741, Chesterfield, NH 03466
  • /43

    $229,300 Sold May 02, 2025

    129 Morningside Commons, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,139 Sq Ft
    • Built 1998

    Last Sold Summary

    • $201/SF
    • 28 Days On Market

    Current Estimated Value $246,149

    Last Listing Agent Zachary Zupan EXP Realty

    129 Morningside Commons, Brattleboro, VT 05301
    • /14

      Est $244,452 Not Listed For Sale

      202 Canal St, Brattleboro, VT 05301

      • Studio
      • 2 Baths
      • 2,708 Sq Ft
      • Built 1910
      202 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 16% Above List Price
      • $78/SF
      • 6 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • /2

    $370,000

    • 5 Beds
    • 4 Baths
    • 3,002 Sq Ft

    10 Birge St, Brattleboro, VT 05301

    Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

    Christine Lewis Brattleboro Area Realty

    10 Birge St, Brattleboro, VT 05301
  • /28

    $460,000 Sold May 01, 2025

    70 Tyler St, Brattleboro, VT 05301

    • 4 Beds
    • 1.5 Baths
    • 2,051 Sq Ft
    • Built 1920

    Last Sold Summary

    • $224/SF
    • 0 Days On Market

    Current Estimated Value $471,510

    Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

    70 Tyler St, Brattleboro, VT 05301
    • /34

      Est $208,916 Not Listed For Sale

      766 Us Route 5, Dummerston, VT 05301

      • 5 Beds
      • 3 Baths
      • 3,000 Sq Ft
      • Built 1920
      766 Us Route 5, Dummerston, VT 05301

      Last Sold Summary

      • 50% Below List Price
      • $141/SF
      • 92 Days On Market

      Last Sold Price $422,000

      Last Listing Agent Derek Greene Derek Greene

  • /48

    $415,000 Under Contract

    • 6 Beds
    • 2 Baths
    • 2,048 Sq Ft

    58-60 Frost Place, Brattleboro, VT 05301

    This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Brand new hot water heater, dishwasher, garbage disposal, and toilet have just been installed. Both have in-unit washer & dryer. Enter through the thoughtfully crafted mudrooms with generous built-in storage. The

    Lily Gautot Greenwald Realty Group

    58-60 Frost Place, Brattleboro, VT 05301
  • /39

    $475,000 Sold Apr 23, 2025

    101 Washington St, Brattleboro, VT 05301

    • 5 Beds
    • 2.5 Baths
    • 2,823 Sq Ft
    • Built 1905

    Last Sold Summary

    • $168/SF
    • 121 Days On Market

    Current Estimated Value $490,807

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    101 Washington St, Brattleboro, VT 05301

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