West Chesterfield, NH Homes for Sale

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  /53

  $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
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  /32

  $375,000

  $175K PRICE DROP

  • 4,116 Sq Ft

  33 Oak St, Brattleboro, VT 05301

  This is a rare opportunity to take over a multi-family redevelopment project in the heart of Brattleboro. Situated on a 0.40-acre site, the property features a vacant three-story building that has already been gutted and fully remediated for lead paint. With municipal zoning approvals already in place to expand from 8 to 13 units and full architectural plans included with the sale, the

  Kate Barry EXP Realty

  33 Oak St, Brattleboro, VT 05301
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  /50

  $579,000

  • 2 Beds
  • 2 Baths
  • 2,841 Sq Ft

  121 Eagle Ln, Chesterfield, NH 03443

  HERE IT IS! Everything you've ever wanted in a high-end luxury Condo. Welcome to an unparalleled living experience, built in 2018, this condo redefines sophistication with over 2,800 square feet of meticulously designed living space. From the moment you walk in, you'll just fall in love with the finishes, modern updates, natural light, open concept layout, and meticulous attention to detail. The

  Todd Bassler Greenwald Realty Group

  121 Eagle Ln, Chesterfield, NH 03443
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  /27

  $299,000

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

  104 Morningside Commons, Brattleboro, VT 05301

  Quite simply, one of the finest units ever offered at Morningside Commons. This beautifully updated 2nd-FL condominium combines thoughtful design, quality upgrades, and true move-in-ready convenience in one of the association's most desirable locations. A priv. 1st-FL entry provides a practical mudroom area before leading upstairs to a bright, welcoming living space. The spacious LR flows

  Dan Normandeau Berkley & Veller Greenwood Country

  104 Morningside Commons, Brattleboro, VT 05301
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  /29

  $475,000

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,905 Sq Ft

  7 Winchester Rd, Chesterfield, NH 03443

  Storybook Craftsman on 1.5 Parklike Grounds. This former residence of the childrens' author Charles Tazewell was completely renovated in 2017. Elegant one floor living with beautiful finishes. Granite countertops and stainless steel appliances with pantry cupboards in the kitchen. All systems have been updated. A gazebo with ceiling fan and light compliments the stunning landscaping. Two car

  Vincent Dolan RE/MAX Town & Country

  7 Winchester Rd, Chesterfield, NH 03443
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  /26

  $290,000

  • 5 Beds
  • 1.5 Baths
  • 2,167 Sq Ft

  207 Elliot St, Brattleboro, VT 05301

  Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro’s oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The

  Bill Hickok Berkley & Veller Greenwood Country

  207 Elliot St, Brattleboro, VT 05301
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  /49

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  135 Winter St, Dummerston, VT 05301

  Set on 2.01 private Dummerston acres, this home pairs open-concept living with big mountain views, clean solar power, and room to grow.The main floor centers around everyday ease. A bright kitchen, dining, and living room anchored by hardwood floors and exposed beams looks straight out toward the surrounding hills. Off the main area, the primary bedroom serves as a true first-floor

  Kate Barry EXP Realty

  135 Winter St, Dummerston, VT 05301
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  /46

  $419,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  37 High St, Chesterfield, NH 03462

  Storybook charm in the sweet village of Spofford! Tucked behind a welcoming picket fence and an enchanting English-style garden, this delightful 3-bedroom, 2-bath Antique Cape is filled with warmth, character and unexpected surprises. Step inside to beautiful wide pine floors and an adorable eat-in kitchen featuring granite counters, recessed lighting and even a secret pantry! Just off the

  Robin Smith BHG Masiello Keene

  37 High St, Chesterfield, NH 03462
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  /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
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  /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
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  /22

  $399,000

  • 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
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  /19

  $479,000

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

  162 Buttonwood Dr, Brattleboro, VT 05301

  It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for

  Christine Lewis Brattleboro Area Realty

  162 Buttonwood Dr, Brattleboro, VT 05301
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  /13

  $330,000

  $5K PRICE INCREASE

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

  0 Stow Dr Unit 21, 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 21, Chesterfield, NH 03466
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  /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
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  /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
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  /60

  $549,000

  $120K 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

  TJ Kelly Greenwald Realty Group

  24 Hunt Rd, Westmoreland, NH 03467
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  /17

  $439,000

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

  77 Buttonwood Dr, Brattleboro, VT 05301

  You've earned it.....the right to easy living.....have someone to do the heavy lifting...This community has become a much needed addition to the housing community. All are designed for the 55 and over who are looking for an easy way to settle in. Just think, the snowplowing, shoveling and salting are all taken care of, as well as the summer mowing and hedge trimming. One level living with no

  Christine Lewis Brattleboro Area Realty

  77 Buttonwood Dr, Brattleboro, VT 05301
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  /40

  $899,000

  $76K PRICE DROP

  • 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
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  /31

  $299,000

  $16K 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
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  /52

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 3,820 Sq Ft

  17 Echo Cove, Spofford, NH 03462

  Nestled at Spofford Lake, New Hampshire, this custom-built masterpiece offers an unparalleled blend of rustic charm and modern luxury. With exclusive, privately owned lake and dock access, this home is a true New England dream, promising a year-round, relaxing lifestyle, of serene beauty and outdoor adventure. Step inside to discover an open-concept living space with natural light, where the

  Todd Bassler Greenwald Realty Group

  17 Echo Cove, Spofford, NH 03462
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  /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
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  /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
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  /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
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  /30

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,406 Sq Ft

  36 Pine St, Brattleboro, VT 05301

  In the heart of it all! Just minutes to everything Brattleboro...Day or night, there is something fun to do....movies, eats, hiking and so may other choices....3 generations have lived in and loved this home, gardening, sipping on the back deck, saying hello on the Vermont front porch. An era when homes were built with good bones, craftsmanship and quality hard to afford today. A pretty face to

  Christine Lewis Brattleboro Area Realty

  36 Pine St, Brattleboro, VT 05301
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  /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
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  /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
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  /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
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  /49

  $319,000

  • 1,883 Sq Ft

  59 Highland St, Brattleboro, VT 05301

  Arguably one of the coolest houses in town!Perched at the top of the hill in one of Brattleboro’s desirable, close-to-town neighborhoods, this mini Victorian is an incredibly special property offering a rare blend of character, charm, and convenience.Located in a quiet, leafy area close to downtown, where you'll find a vibrant arts scene, great restaurants, shops, food coop, train

  Rebecca Seymour Brattleboro Area Realty

  59 Highland St, Brattleboro, VT 05301
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  /38

  $699,900

  $150K PRICE DROP

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

  131 Friedsam Dr, Chesterfield, NH 03443

  Charming Colonial Retreat on 12+ Private AcresWelcome to your ultimate private sanctuary! This beautiful 3-bedroom, 3-bathroom Colonial offers the perfect blend of modern convenience, space, and tranquil living. Nestled on a sprawling 12.1-acre lot, this home provides exceptional privacy while remaining ideally situated near the Vermont and New Hampshire borders for easy commuting,

  Robert Calkins Calkins Realty LLC

  131 Friedsam Dr, Chesterfield, NH 03443
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  /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
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  /60

  $650,000

  $25K 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
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  /60

  $629,000

  • 4 Beds
  • 2 Baths
  • 2,147 Sq Ft

  115 Welcome Hill Rd, Chesterfield, NH 03466

  Located conveniently between Brattleboro and Keene, this unique 4 bedroom contemporary home has been lovingly remodeled with quality upgrades while preserving its original charm.Enter through an airy enclosed porch/mudroom into a beautifully updated kitchen featuring a Wolf dual fuel professional range, large pantry, custom counters with breakfast bar, tile backsplash, and cherry hardwood

  Steve Schoppmeyer BHG Masiello Brattleboro

  115 Welcome Hill Rd, Chesterfield, NH 03466
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  /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
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  /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
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  /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
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  /50

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  147 Morningside Dr, Brattleboro, VT 05301

  Easy living. This move-in-ready townhouse comes with snow removal; trash, recycling and compost removal; landscaping; a swimming pool; tennis and pickleball courts; a hiking trail and little libraries included. The seller has refurbished the entire unit by installing beautiful flooring on the first floor and in bathrooms, refinishing cabinets, painting, and cleaning carpeting in order to get the

  Sally Fegley BHG Masiello Brattleboro

  147 Morningside Dr, Brattleboro, VT 05301
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  /6

  $127,000

  • Land
  • 15.72 Acres
  • $8,079 per Acre

  0 Oxbow Rd Unit 22, Hinsdale, NH 03451

  Beautiful, wooded parcel featuring a blend of level and gently rolling terrain, offering privacy, and acreage. With generous frontage on a paved, town-maintained road, this property provides an excellent setting for your dream home, private retreat, or outdoor getaway. Conveniently located within a reasonable drive to Brattleboro, VT, the Massachusetts border, Keene, and Pisgah State Park. You'll

  Anna Schierioth HKS Associates, Inc.

  0 Oxbow Rd Unit 22, Hinsdale, NH 03451
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  /39

  $389,900

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  1750 Route 9, Spofford, NH 03462

  Welcome to 1750 Route 9 Chesterfield NH. Filled with lots of natural light and plenty of space, this 3 bedroom, 2 bath home is ready for new owners to bring their vision and make it their own. The home features a large pantry, hardwood floors, convenient second floor laundry and 2- car garage. (complete with an EV Charging station) The property previously featured an apartment on the 2nd floor,

  Heather Pelow Galloway Real Estate LLC

  1750 Route 9, Spofford, NH 03462
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  /53

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  19 Blakeslee St, Brattleboro, VT 05301

  Welcome to this classic in-town gem, where timeless architectural character meets thoughtful updates and beautifully cultivated outdoor spaces. Offering approximately 1,700 square feet, 3–4 bedrooms, and 2 full baths, this special home is filled with original details, including hardwood floors, handsome built-ins, & lovely wainscoting. Light-filled rooms paired with warm natural wood create an

  Kristen Ziter Taylor Brattleboro Area Realty

  19 Blakeslee St, Brattleboro, VT 05301
• 

  

  /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

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