West Chesterfield, NH Homes

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  $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
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  /12

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 437 Sq Ft
  • Condo for Rent

  131 Green St, Brattleboro, VT 05301

  Welcome to your future home in the charming district of Brattleboro, VT! This delightful property offers a perfect blend of comfort and convenience, situated just minutes away from great dining options and the Brattleboro Memorial Hospital.This 1st floor, one bedroom, 3 room residence features ample living space with central heating.Please note that rent does include heat, hot

  131 Green St, Brattleboro, VT 05301
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  /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

  Last Listing Agent Nancy Proctor BHG Masiello Keene

  85 Foley Rd, Chesterfield, NH 03443
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  /20

  Est $665,487 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  193 Valley Park Dr, Spofford, NH 03462

  193 Valley Park Dr, Spofford, NH 03462
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  /36

  $310,000 Pending

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

  7 Union St, Brattleboro, VT 05301

  Cheerful, comfortable and cozy! Built in 1903 this nine room, three level home has four bedrooms, and a full bathroom on each level. The hilltop setting gives the back deck a treehouse feel! The light filled kitchen has walnut butcher block counters, a maple hardwood floor, a vintage sink, a coffee/tea nook and glass sliding doors to the deck. The kitchen opens to the dining/living room. A walnut

  Kathy Dowd Bellville Realty

  7 Union St, Brattleboro, VT 05301
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  /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
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  /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 $372,500

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

  33 Frost Place, Brattleboro, VT 05301
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  /39

  Est $493,297 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,691 Sq Ft

  1044 Plain Rd, Hinsdale, NH 03451

  1044 Plain Rd, Hinsdale, NH 03451
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  $1,875,000

  • 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
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  /6

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  91 Central St Unit 2, Brattleboro, VT 05301

  Property Id: 2252475This furnished one-bedroom apartment in Downtown Brattleboro is available starting at $1800 month (all utilities included). This is an outstanding opportunity for medical professionals as it's located within a 10 minute-walk from Brattleboro Memorial Hospital and the Brattleboro Retreat. However, this could work for anyone interested in a mid-term rental between a

  91 Central St Unit 2, Brattleboro, VT 05301
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  /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 $412,875

  Last Listing Agent Connie Joyce RE/MAX Town & Country

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

  Est $329,415 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft

  35 Pierce Rd, Chesterfield, NH 03462

  35 Pierce Rd, Chesterfield, NH 03462
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  /12

  $329,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  16 Sycamore St, Brattleboro, VT 05301

  Three-bedroom, one-bath single-family home offering 960 square feet of comfortable living space in a highly desirable central location between Route 9 and Route 30. Conveniently situated near the Brattleboro Retreat trails and the iconic Harris Hill Ski Jump, providing easy access to outdoor recreation. The home features attractive stonework, a new roof, an oversized one-car garage, and a

  Kelly Agrillo Southern Vermont Realty Group

  16 Sycamore St, Brattleboro, VT 05301
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  /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
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  /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

  Last Listing Agent Ben Prentice Keller Williams Realty Metro-Keene

  125 Stage Rd, West Chesterfield, NH 03466
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  /40

  Est $679,370 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,536 Sq Ft

  30 White Birch Dr, Chesterfield, NH 03443

  30 White Birch Dr, Chesterfield, NH 03443
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  /26

  $479,000

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  176 High St, Brattleboro, VT 05301

  Unique opportunity to live very comfortably in the more than 1400 sq ft 1st floor apartment with private laundry, private covered porch and your own deck. The apartment has 2 plus bedrooms and 2 full bathrooms, eat in kitchen, dining room and living room. invest in your own home and have revenue from 2 apartments to help with costs. Apartment #2, on the 2nd floor, is a 1-2 bedroom unit which has

  Susan Bellville Bellville Realty

  176 High St, Brattleboro, VT 05301
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  /30

  $1,400 per month

  • 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
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  /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 $333,652

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  138 Cedar St, Brattleboro, VT 05301
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  /40

  Est $612,752 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,744 Sq Ft

  25 Pine Tree Cir, Spofford, NH 03462

  25 Pine Tree Cir, Spofford, NH 03462
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  /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
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  /13

  $2,200 per month

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

  4 Elliot St Unit 8, Brattleboro, VT 05301

  The National, featuring this 2 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown and the mountain. 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 8, Brattleboro, VT 05301
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  /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 $318,667

  Last Listing Agent Jamie Watson BHG Masiello Keene

  20 Winchester Rd, Chesterfield, NH 03443
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  /12

  Est $619,625 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,400 Sq Ft

  58 Oak St, Brattleboro, VT 05301

  58 Oak St, Brattleboro, VT 05301
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  /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
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  /41

  $1,500 per month

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

  92 Prospect St Unit 1, Brattleboro, VT 05301

  Available Now - First Floor apartment in duplex close to downtown Brattleboro. 2 bedroom, beautiful wood floors, Covered porch, pantry, non-working fireplace, 2 Off street assigned parking spaces.Snow Removal, Garbage and Water Included. Tenants pay all utilities and oil. $1500/month - First and security deposit required.Email for Info or Application. Credit and Background checks

  92 Prospect St Unit 1, Brattleboro, VT 05301
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  /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 $624,813

  Last Listing Agent Mary M. Belle Isle EXP Realty

  23 Bittersweet Ln, Chesterfield, NH 03466
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  /20

  Est $274,603 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  149 Canal St, Brattleboro, VT 05301

  149 Canal St, Brattleboro, VT 05301
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  /48

  $415,000

  • 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
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  /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 $435,729

  Last Listing Agent Kelsey Malloy Keller Williams Realty Metro-Keene

  528 N Shore Rd, Chesterfield, NH 03462
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  /26

  Est $317,521 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  240 S Main St, Brattleboro, VT 05301

  240 S Main St, Brattleboro, VT 05301
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  /13

  $239,000

  • Land
  • 4.28 Acres
  • $55,841 per Acre

  Lot 26-3 Plain Rd, Hinsdale, NH 03451

  Explore the possibilities on this 4.28 acre parcel that offers privacy, mountain scenery, and unbeatable access to the outdoors. Sitting at roughly 600 feet above sea level and abutting State Forest land, the property places you directly beside expansive protected wilderness with emerging mountain views.The land is currently being cleared, improving access with a common driveway, opening up

  Jessica Samples BHG Masiello Keene

  Lot 26-3 Plain Rd, Hinsdale, NH 03451
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  /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 $234,541

  Last Listing Agent Zachary Zupan EXP Realty

  129 Morningside Commons, Brattleboro, VT 05301
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  /14

  Est $232,647 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,708 Sq Ft

  202 Canal St, Brattleboro, VT 05301

  202 Canal St, Brattleboro, VT 05301
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  /42

  $375,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  123 Poocham Rd, West Chesterfield, NH 03466

  (Back on the market due to buyer not selling their home) Located in the desirable town of Chesterfield, in a private country setting, only 20 mins from downtown Keene and 10 mins from I-91 in Vermont. Just under 11 surveyed acres of land to explore, garden, harvest firewood etc. Includes an intermittent stream and 3 stonewall boundaries. The custom kitchen offers hard surface counter tops, all

  Fred Blais Blais & Associates, Realtors

  123 Poocham Rd, West Chesterfield, NH 03466
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  /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 $461,665

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  70 Tyler St, Brattleboro, VT 05301
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  /34

  Est $204,999 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  766 Us Route 5, Dummerston, VT 05301

  766 Us Route 5, Dummerston, VT 05301
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  /60

  $669,000

  • 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
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  /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 $489,023

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  101 Washington St, Brattleboro, VT 05301
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  /19

  Est $457,259 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 1,782 Sq Ft

  125 Dummerston Station Rd, East Dummerston, VT 05346

  125 Dummerston Station Rd, East Dummerston, VT 05346

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