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West Chesterfield, NH Homes for Sale

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  • /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
  • /35

    $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

    $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

    $425,000

    • 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
  • /30

    $336,000

    • 3 Beds
    • 1.5 Baths
    • 1,663 Sq Ft

    122 Meetinghouse Rd, Hinsdale, NH 03451

    Welcome to this charming and cozy 3-bedroom, 1.5-bathroom home where comfort meets functionality. Perfect for those looking for space to live, gather, and grow! The heart of the house is the large, bright kitchen, offering ample granite counter space for cooking and casual gatherings. This space flows seamlessly from the dining room into the large living room.The main level conveniently hosts

    Cassie Eaton H. G. Johnson Real Estate

    122 Meetinghouse Rd, Hinsdale, NH 03451
  • /43

    $350,000 Open Sun 10AM - 12PM

    • 2 Beds
    • 1.5 Baths
    • 1,314 Sq Ft

    563 N Shore Rd, Spofford, NH 03462

    Step into a home where historic charm meets modern convenience. Nestled in the sought-after village of Spofford, this property captures the essence of small-town New Hampshire living with close proximity to all major amenities, hiking trails, and beautiful Spofford Lake. Built in 1920, this home showcases classic New England details and a warm, inviting atmosphere throughout. Large windows fill

    Kelsey Malloy Keller Williams Realty Metro-Keene

    563 N Shore Rd, Spofford, NH 03462
  • /40

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    43 Westmoreland Rd, Spofford, NH 03462

    First Time On The Market In Over 60 Years. This 8 room, 3 bedroom, 1 3/4 bath new Englander has great curb appeal and is located in the village of Spofford. The 1st floor offers kitchen, formal dining room & living room with maple floors, bedroom with cedar closet, laundry hookups 3/4 bath & a 14'4'' x 16'6'' summer porch with hookup for woodstove or pellet stove. The living room has a rebuilt

    Jerry Chandler R.H. Thackston & Company

    43 Westmoreland Rd, Spofford, NH 03462
  • /42

    $389,000

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

    123 Poocham Rd, West Chesterfield, NH 03466

    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 appliances, an island with a wet bar area and a propane

    Fred Blais Blais & Associates, Realtors

    123 Poocham Rd, West Chesterfield, NH 03466
  • /18

    $50,000

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft

    31 Crescent Dr, Brattleboro, VT 05301

    SWEET!! This lovely little home is located on one of the best park lots available featuring a huge, level yard perfect for gardening, games and fenced for animals. This is an older home but has been well loved and nicely maintained with new windows, new electrical panel, fresh paint everywhere and is move right in. There are 2 huge sheds for tools and storage. Sit on the private screened porch

    Christine Lewis Brattleboro Area Realty

    31 Crescent Dr, Brattleboro, VT 05301
  • /56

    $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
  • /29

    $310,000

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

    78-80 Central St, Brattleboro, VT 05301

    MOTIVATED SELLER: 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,

    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
  • /23

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    172 School House Rd, Putney, VT 05346

    Set on a level site, close to US Route 5 in Dummerston, this circa 1965 ranch is an excellent opportunity for a cozy, single-level home, equidistant between Brattleboro and Putney. Short walk to Dummerston School. Easy access to I-91. Easy driveway. Nice mix of sun and shade. Excellent gardening spot. High-speed internet. Single level living with 3 BR’s and a spacious full BA. Large

    Dan Normandeau Berkley & Veller Greenwood Country

    172 School House Rd, Putney, VT 05346
  • /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
  • /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
  • /45

    $898,000

    • 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
  • /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

    $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
  • /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
  • /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
  • /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
  • /56

    $2,495,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 6,476 Sq Ft

    30 Farr Rd, Chesterfield, NH 03466

    A one-of-a-kind architectural masterpiece on a last-of-its-kind parcel right along the Connecticut River. This ±6,400 sq ft home exemplifies timeless comfort and modern design — brand new construction offering unrivaled privacy, natural beauty, and effortless sophistication. Set upon 18 acres with ±1,200 feet of uninterrupted river frontage, this is one of the last undivided parcels anywhere on

    TJ Kelly Greenwald Realty Group

    30 Farr Rd, Chesterfield, NH 03466

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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