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West Chesterfield, NH Homes for Sale

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  • /60

    $995,000

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

    85 Foley Rd, Chesterfield, NH 03443

    Custom-Built Contemporary with Sweeping Views & Resort-Style Amenities.Perched on a private knoll at the end of a cul-de-sac, this stunning custom-built contemporary home commands beautiful westerly views and offers a lifestyle of comfort, elegance, and fun.The kitchen's cook dream with a six-burner Viking cooktop, walk-in pantry and butler's door connecting seamlessly to the spacious

    Nancy Proctor BHG Masiello Keene

    85 Foley Rd, Chesterfield, NH 03443
  • /3

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    24 Dogwood 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

    24 Dogwood Dr, Brattleboro, VT 05301
  • /33

    $560,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    162 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

    162 Buttonwood Dr, Brattleboro, VT 05301
  • /33

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    161 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

    161 Buttonwood Dr, Brattleboro, VT 05301
  • /39

    $625,000

    • 5 Beds
    • 4 Baths
    • 3,748 Sq Ft

    58 Oak St, Brattleboro, VT 05301

    Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro—home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and

    Rebecca Seymour Brattleboro Area Realty

    58 Oak St, Brattleboro, VT 05301
  • /47

    $715,000

    • 4 Beds
    • 2 Baths
    • 2,875 Sq Ft

    136 Cross Rd, West Chesterfield, NH 03466

    OPEN HOUSE 9/6 From 11-1pm. Versatile Property Perfect for Single or Multi-Generational Living – West Chesterfield, NH. Discover this rare opportunity to own a lovingly maintained property in sought-after West Chesterfield, NH. Owned and cared for by the same family for over 40 years, this unique offering is ideal for single or multi-generational living. The main home features four spacious

    Robert Ingham Coldwell Banker Realty Center Harbor NH

    136 Cross Rd, West Chesterfield, NH 03466
  • /44

    $475,000

    • 4 Beds
    • 3 Baths
    • 3,314 Sq Ft

    76 Spruce St, Brattleboro, VT 05301

    Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office

    Christine Lewis Brattleboro Area Realty

    76 Spruce St, Brattleboro, VT 05301
  • /45

    $925,000

    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft

    61 Orchard Rd, Chesterfield, NH 03443

    Continue the legacy of owning the oldest home in Chesterfield with its rich history, bucolic setting of woods, fields, pond and orchard. Well maintained features include beamed ceilings, wide pine floors, slate roof and center chimney. The Custom kitchen has stainless steel appliances, cherry cabinetry and CaesarStone counters. White oak flooring was installed with programmable radiant

    Timothy Keating BHG Masiello Keene

    61 Orchard Rd, Chesterfield, NH 03443
  • /27

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    15 Laurel St, Brattleboro, VT 05301

    LOVELY Laurel Street! This charming south-facing home is bathed in natural light and offers a thoughtful layout that combines the best of in-town living with a peaceful, out-of-town vibe. Enjoy a spacious backyard and a convenient enclosed porch/mudroom right off the attached garage—perfect for those chilly Vermont winters. The location couldn’t be better as it is close to town and nearby

    Thomas Dahlin Berkley & Veller Greenwood Country

    15 Laurel St, Brattleboro, VT 05301
  • /32

    $425,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,655 Sq Ft

    155 Upper Dummerston Rd, Brattleboro, VT 05301

    Great location! This 3-bedroom Colonial, built in 1920 (when houses were well-built) on Upper Dummerston Road is up the road from the Brattleboro Country Club and its golf course, cross country skiing, trails, and the West River. On a comfortable 0.75 level acres, this property is private but only 10 minutes from the center of town. Lots of windows bring in lots of light. Generous living room,

    John Hatton Berkley & Veller Greenwood Country

    155 Upper Dummerston Rd, Brattleboro, VT 05301
  • /29

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,408 Sq Ft

    78-80 Central St, Brattleboro, VT 05301

    Charming Two-Unit Multi-Family on Quiet In-Town Street – Ideal for Investors or Owner-Occupants! Tucked away on a peaceful side street yet just minutes from shopping, dining, and public transportation, this two-family property offers the perfect blend of convenience and comfort. The current owners have updated all the electrical in both units. Each unit features spacious, light-filled

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    78-80 Central St, Brattleboro, VT 05301
  • /39

    $585,000

    • Land
    • 67.63 Acres
    • $8,650 per Acre

    932 Middle Rd, Dummerston, VT 05301

    Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    932 Middle Rd, Dummerston, VT 05301
  • /2

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /2

    $90,000

    • 3 Beds
    • 1 Bath
    • 1,030 Sq Ft

    93 Clark St, Brattleboro, VT 05301

    An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please,

    Christine Lewis Brattleboro Area Realty

    93 Clark St, Brattleboro, VT 05301
  • /3

    $150,000

    • Land
    • 3.86 Acres
    • $38,860 per Acre

    00 Orchard Rd, Chesterfield, NH 03443

    A rare find in Chesterfield. 4+/- acres of mostly open land situated on a quiet country road. Long road frontage assures privacy and allows for your choice of driveway access. Located about 3 miles from Rt 9 and close to Chesterfield Elementary, this spot provides convenience to Keene, Brattleboro and Hinsdale. And is close to Spofford Lake and Pisgah Park.

    Timothy Keating BHG Masiello Keene

    00 Orchard Rd, Chesterfield, NH 03443
  • /10

    $175,000

    • Land
    • 8 Acres
    • $21,875 per Acre

    680 W River Rd, Brattleboro, VT 05301

    8 acres only 2 miles from Brattleboro situated across the road from the West River. Existing gated gravel driveway is in. Gravel on site and road roughed into a high plateau with designs for SIX 1-2 bedroom cottages. Topographical survey, septic design plans and other existing engineering are complete which make this an attractive option for someone looking to develop a parcel into a cottage

    Chris Long BHG Masiello Brattleboro

    680 W River Rd, Brattleboro, VT 05301
  • /18

    $260,000

    • Land
    • 0.68 Acre
    • $382,353 per Acre

    36 Canal St, Spofford, NH 03462

    Build Your Dream Retreat in the Heart of the Spofford Lake District! Welcome to 36 Canal Street, a picturesque and buildable 0.68-acre lot with existing well, perched above the scenic Partridge Brook, fed by Spofford Lake. This rare offering is tucked into one of the region’s most sought-after lake communities—just minutes from the town beach, boat launch, and all the recreational fun

    Kelsey Malloy Keller Williams Realty Metro-Keene

    36 Canal St, Spofford, NH 03462
  • /23

    $1,150,000

    • 6,442 Sq Ft

    69-71 Elliot St, Brattleboro, VT 05301

    Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

    Erica Reynolds Southern Vermont Realty Group

    69-71 Elliot St, Brattleboro, VT 05301
  • /16

    $488,875

    • 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
  • /29

    $280,000

    • 4 Beds
    • 1 Bath
    • 1,466 Sq Ft

    625 Plain Rd, Hinsdale, NH 03451

    Welcome to 625 Plain Road, a spacious and charming 4-bedroom home set on a beautiful 1.11-acre open lot in scenic Hinsdale, New Hampshire. This property combines comfort, space, and convenience—perfect for anyone looking to enjoy a quiet country setting while staying close to town amenities. Step inside to find a warm and inviting layout with plenty of natural light. The expansive kitchen is

    Bob Barnard Monadnock Realty Group LLC

    625 Plain Rd, Hinsdale, NH 03451
  • /22

    $275,000

    • 4 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /22

    $275,000

    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /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
  • /2

    $145,000

    • Land
    • 2.9 Acres
    • $50,000 per Acre

    00 W River Rd, Brattleboro, VT 05301

    A 2.9 acre build-able lot in Brattleboro's Waterfront District, on heavily-trafficked Route 30, next to the well-loved Fire Arts' building. There are many allowed and conditional uses for this zoning, including Residential, Retail, Marina, Fitness, Art Gallery and more. A great location for your new business, with great visibility to over 1500 cars daily.

    John Hatton Berkley & Veller Greenwood Country

    00 W River Rd, Brattleboro, VT 05301
  • /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

Frequently Asked Questions

What are the most popular zip codes in West Chesterfield, NH?
The most popular zip codes in West Chesterfield, NH include 03466, 03443, 03462, 05301 and 05346.
What are the most popular neighborhoods near West Chesterfield, NH?
The most popular neighborhoods near West Chesterfield, NH are Leyden and Warwick.
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