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West Chesterfield, NH Homes for Sale

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  • /59

    $1,600,000

    $300K PRICE DROP
    • 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
  • /32

    $495,000

    • 3,882 Sq Ft

    1309 Putney Rd, Brattleboro, VT 05301

    Exceptional investment opportunity! This well maintained six-unit property is in outstanding condition and has seen numerous recent improvements, making it an attractive addition to any investment portfolio. Exterior updates include fresh paint completed last year, newer windows (approximately three years old), a newer rubber membrane roof, buried power, updated electrical, a newer hot water

    Kerry Mulverhill

    1309 Putney Rd, Brattleboro, VT 05301
  • /32

    $475,000

    $75K PRICE DROP
    • 4,116 Sq Ft

    33 Oak St, Brattleboro, VT 05301

    This is a rare opportunity to take over a multi-family project in the heart of Brattleboro. The 0.40-acre site features a vacant three-story building that has already been gutted and fully remediated for lead paint. With town zoning already approved to expand from 8 to 13 units and full architect plans included, the heavy lifting and permitting phase is already behind you. Upon completion, the

    Kate Barry EXP Realty

    33 Oak St, Brattleboro, VT 05301
  • /26

    $1,350,000

    • 7,660 Sq Ft

    131,133,141 Green St, Brattleboro, VT 05301

    What an opportunity to own 11 units in 3 separate buildings with a fantastic rental history. Close to downtown, schools, shopping and bus routes. Very well maintained properties with 3 - two bedroom units and 8 one bedroom units. On site laundry for the convenience of tenants. Wonderful features including hardwood floors and large windows for exceptional natural light. Great porches and very

    Susan Bellville Bellville Realty

    131,133,141 Green St, Brattleboro, VT 05301
  • /19

    $295,000

    $30K PRICE DROP
    • Land
    • 2.11 Acres
    • $139,810 per Acre

    00 Mountain Rd Unit 2.43, West Chesterfld, NH 03466

    Enjoy the sights and sound of the Connecticut River. 2.11 Acres with over 392 feet of water frontage. The land comes with private access to the River making a great site to plan your dream home. When you drive up Mountain Road the lot is on the left with the river on the right. The road dead ends with the access to the trailhead containing a 520 acre trail system that leads to the summit of

    Sandy Cormier Greenwald Realty Group

    00 Mountain Rd Unit 2.43, West Chesterfld, NH 03466
  • /22

    $399,000

    • 9 Beds
    • 4 Baths
    • 3,286 Sq Ft

    19 Canal St, Brattleboro, VT 05301

    Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

    Karen Hoppe Berkley & Veller Greenwood Country

    19 Canal St, Brattleboro, VT 05301
  • /42

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    205 Route 9, West Chesterfield, NH 03466

    Welcome to 205 Route 9 in Chesterfield, NH, a home designed for easy living. This inviting ranch combines the convenience of a single-level floor plan with valuable updates, including a newer metal roof (2020), Harmon pellet stove, and updated appliances. Downstairs, the finished bonus room provides flexibility that's hard to find. Use it as a playroom, home office, workout space, game room, or

    Kelsey Malloy Keller Williams Realty Metro-Keene

    205 Route 9, West Chesterfield, NH 03466
  • /13

    $330,000

    $5K PRICE INCREASE
    • 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

    $350,000

    $20K PRICE DROP
    • 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

    $149,800

    $89K PRICE DROP
    • Land
    • 4.28 Acres
    • $35,000 per Acre

    Lot 26-3 Plain Rd, Hinsdale, NH 03451

    Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy.Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your vision into reality. Plain Road in Hinsdale is highly convenient for

    Jessica Samples BHG Masiello Keene

    Lot 26-3 Plain Rd, Hinsdale, NH 03451
  • /60

    $575,000

    $94K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,001 Sq Ft

    24 Hunt Rd, Westmoreland, NH 03467

    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, and timeless New England charm. Perfectly positioned halfway between Keene, NH and

    TJ Kelly Greenwald Realty Group

    24 Hunt Rd, Westmoreland, NH 03467
  • /36

    $420,000

    • 3 Beds
    • 1.5 Baths
    • 2,067 Sq Ft

    95 Poocham Rd, West Chesterfield, NH 03466

    Nestled along a quiet country road in desirable Chesterfield, this classic Cape-style home offers the perfect blend of timeless charm and thoughtful updates. Set on 1.4 beautifully landscaped acres, the property overlooks a picturesque pond and open meadow, creating a peaceful setting you'll enjoy year-round. Inside, natural sunlight fills the spacious living areas, highlighting the hardwood

    Josh Benner RE/MAX Town & Country

    95 Poocham Rd, West Chesterfield, NH 03466
  • /14

    $680,000

    • 5,540 Sq Ft

    50 Terrace St, Brattleboro, VT 05301

    SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

    Dan Normandeau Berkley & Veller Greenwood Country

    50 Terrace St, Brattleboro, VT 05301
  • /40

    $975,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    142 N Shore Rd, Spofford, NH 03462

    YES!!!! that's right, TWO homes on 1 Parcel. Imagine the possibilities of having 2 homes on beautiful Spofford Lake. Come see the Rustic Charm of these classic, seasonal cottages. There certainly aren't many original vacation homes left on the lake, take advantage of owning (2) of your very own. The "Lakeside Cottage" is just a few feet from the water's edge where you can walk across the sand and

    Todd Bassler Greenwald Realty Group

    142 N Shore Rd, Spofford, NH 03462
  • /30

    $305,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,607 Sq Ft

    136 Morningside Dr, Brattleboro, VT 05301

    Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining

    Desiree Stango Berkley & Veller Greenwood Country

    136 Morningside Dr, Brattleboro, VT 05301
  • /12

    $285,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    455 S Main St, Brattleboro, VT 05301

    Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

    Christine Lewis Brattleboro Area Realty

    455 S Main St, Brattleboro, VT 05301
  • /33

    $225,000

    $75K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! 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

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /23

    $499,000

    $41K PRICE DROP
    • 6,000 Sq Ft

    16 School St, Brattleboro, VT 05301

    Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a

    Kate Barry EXP Realty

    16 School St, Brattleboro, VT 05301
  • /35

    $374,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    46 Sargent Hill Rd, Chesterfield, NH 03466

    PRICE REDUCTION! Welcome to this charming Gambrel Cape, perfectly situated on a peaceful 1-acre lot at the end of a quiet dead-end road in desirable Chesterfield. Offering an easy commute to both Keene and Brattleboro, this well-maintained home provides the perfect blend of comfort, privacy, and convenience. Recent updates include new flooring, fresh interior paint, and a newer furnace, making

    Neha Patel BHHS Verani Nashua

    46 Sargent Hill Rd, Chesterfield, NH 03466
  • /40

    $689,000

    • 2 Beds
    • 3 Baths
    • 2,532 Sq Ft

    495 N Shore Rd, Chesterfield, NH 03462

    Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced

    Charlotte Marrocco-Mohler BHHS Verani Nashua

    495 N Shore Rd, Chesterfield, NH 03462
  • /28

    $127,050

    $142K PRICE DROP
    • Land
    • 3.63 Acres
    • $35,000 per Acre

    Lot 26-4 Plain Rd, Hinsdale, NH 03451

    Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy. Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your visioninto reality. Plain Road in Hinsdale is highly convenient for outdoor

    Jessica Samples BHG Masiello Keene

    Lot 26-4 Plain Rd, Hinsdale, NH 03451
  • /4

    $182,000

    • 3 Beds
    • 1.5 Baths
    • 1,114 Sq Ft

    23 Williams St, Brattleboro, VT 05301

    Cute as a button! Everyone knows this home painted as pretty as a picture, on the corner lot at the foot of Union Hill. The owners over the years have landscaped and created a magical setting........walk to downtown, coop and the MOOVER! Previous owners did a amazing renovation after Irene. An intown, affordable, vintage home with lots of character. 48 hour notice please in respect of the

    Christine Lewis Brattleboro Area Realty

    23 Williams St, Brattleboro, VT 05301
  • /28

    $140,700

    $128K PRICE DROP
    • Land
    • 4.02 Acres
    • $35,000 per Acre

    Lot 26-2 Plain Rd, Hinsdale, NH 03451

    Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy.Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your vision into reality. The land is currently being logged, creating

    Jessica Samples BHG Masiello Keene

    Lot 26-2 Plain Rd, Hinsdale, NH 03451
  • /59

    $665,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    373 Route 9a, Chesterfield, NH 03443

    Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A

    Denise Thomas BHG Masiello Keene

    373 Route 9a, Chesterfield, NH 03443
  • /28

    $134,400

    $135K PRICE DROP
    • Land
    • 3.84 Acres
    • $35,000 per Acre

    Lot 26-1 Plain Rd, Hinsdale, NH 03451

    Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy.Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your vision into reality. Plain Road in Hinsdale is highly convenient for

    Jessica Samples BHG Masiello Keene

    Lot 26-1 Plain Rd, Hinsdale, NH 03451
  • /50

    $1,125,000

    • 3 Beds
    • 2.5 Baths
    • 4,048 Sq Ft

    3 Apple Hill, Chesterfield, NH 03443

    A home 250+ years in the making, has just been offered for the first time! A perfect representation where classic New England style meets brand new modern convenience and elegance. This 3-bedroom, 2.5-bath home features high end finishes, historic displays of craftsmanship, and an incredible vision that makes this house a home. The outside features field stone siding and harmonious landscaping

    Todd Bassler Greenwald Realty Group

    3 Apple Hill, Chesterfield, NH 03443
  • /2

    $350,000

    $50K PRICE INCREASE
    • 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 to

    Christine Lewis Brattleboro Area Realty

    109 Central St, Brattleboro, VT 05301
  • /14

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    12 Autumn Gem Dr, Dummerston, VT 05301

    This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the

    Christine Lewis Brattleboro Area Realty

    12 Autumn Gem Dr, Dummerston, VT 05301
  • /46

    $360,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,938 Sq Ft

    174 Pond Brook Rd, Chesterfield, NH 03466

    Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that

    Breandan Garland Logic Realty, LLC

    174 Pond Brook Rd, Chesterfield, NH 03466
  • /32

    $429,000

    $70K PRICE DROP
    • 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 mile

    Dan Normandeau Berkley & Veller Greenwood Country

    77 Buttonwood Dr, Brattleboro, VT 05301
  • /58

    $489,999

    $55K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    108 Hutchins Rd, West Chesterfield, NH 03466

    Welcome to this charming 3-bedroom, 2-bathroom cape nestled on 5 private acres with a view. A newly paved driveway with drainage in place leads you to this inviting home, surrounded by mature woods, gentle sloping hillsides, and established pear, apple and cherry trees. Inside you'll find an abundance of natural light streaming throughout the home, creating a warm and welcoming atmosphere. The

    Katelyn Heaney Greenwald Realty Group

    108 Hutchins Rd, West Chesterfield, NH 03466
  • /60

    $1,995,000

    New Construction $500K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 6,476 Sq Ft

    30 Farr Rd, Chesterfield, NH 03466

    ***SUBSTANTIAL PRICE IMPROVEMENT! Never before lived in, this extraordinary Connecticut River estate offers a rare opportunity to own 18± private acres and 1,200± feet of pristine river frontage, complete with a sandy beach and breathtaking views. One of the last remaining undivided waterfront parcels of its kind, this newly constructed 6,400± sq ft residence blends luxury, privacy, and natural

    TJ Kelly Greenwald Realty Group

    30 Farr Rd, Chesterfield, NH 03466
  • /23

    $990,000

    • Land
    • 27.24 Acres
    • $36,344 per Acre

    Map Blk/Lot Sub, Chesterfield, NH 03466

    Seller willing to offer partial owner financing at 0%. Development potential for several building lots, or cluster development with town approval or build your own private secluded retreat. Easy access to Keene and Brattleboro. Approximately 1 m1le to Spofford Lake, 95 miles to Boston and 90 miles to Hartford CT. Internal road roughed in. Several building sites with beautiful long views. On site

    Ryan Goodell EXP Realty

    Map Blk/Lot Sub, Chesterfield, NH 03466
  • /25

    $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 with two house sites ready to go to be built. All permits are in place and septic designs are done. 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

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    932 Middle Rd, Dummerston, VT 05301
  • /37

    $340,000

    $10K PRICE DROP
    • 1,918 Sq Ft

    50 Oak Grove Ave, Brattleboro, VT 05301

    Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities. The property offers a great yard set back from the road, providing both privacy and usable outdoor space.

    Kerry Mulverhill

    50 Oak Grove Ave, Brattleboro, VT 05301
  • /14

    $465,500

    $50K PRICE DROP
    • 3,364 Sq Ft

    28 Brook St, Brattleboro, VT 05301

    Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. The building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    28 Brook St, Brattleboro, VT 05301
  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    138 Wantastiquet Dr, Brattleboro, VT 05301

    Finally! A rare offering in a neighborhood with a waiting list!! And....a rare ranch style for either aging in place or just starting out!! Nice open concept living/dining features a fireplace that has been converted to a wood stove hook up for efficient use. Private primary bath, wood floors, big mud room/ breakfast nook are some of the sweet features to look forward to. Finished basement adds

    Christine Lewis Brattleboro Area Realty

    138 Wantastiquet Dr, 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, 05301, 03462, 03467 and 03451.
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