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Farmhouse Homes for Sale in Bennington County VT

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  • /52

    $359,000

    • 2 Beds
    • 1 Bath
    • 1,686 Sq Ft

    712 Vt Route 30, Dorset, VT 05251

    Nestled in a picturesque Dorset, Vermont setting, this classic 1850 farmhouse offers an affordable opportunity to create the home of your dreams. Situated on a manageable quarter-acre lot, the property features a detached two-car garage, two additional outbuildings, screened in porch, enclosed three season porch and established perennial plantings with classic New England character throughout.

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    712 Vt Route 30, Dorset, VT 05251
  • /56

    $1,200,000

    $1M PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,340 Sq Ft

    215 & 221 Vt Route 30, Dorset, VT 05251

    Two homes, multiple barns and outbuildings on 60 +/- incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    215 & 221 Vt Route 30, Dorset, VT 05251
  • /60

    $799,000

    $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    636 Dexter Rd, Shaftsbury, VT 05262

    The Dexter Road Farmhouse, Circa 1800In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write “Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region.

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    636 Dexter Rd, Shaftsbury, VT 05262
  • /39

    $479,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    262 Dwyers Camp Rd, Shaftsbury, VT 05262

    Well designed and newer home on 10.085 acres in Shaftsbury, VT. Offering 3 bedrooms, including main level primary bedroom and 2 full bathrooms. Cathedral ceiling formal dining room and modern kitchen with dining area and breakfast bar. Large living room with vaulted ceiling and lots of light. Main level laundry and rear mudroom finish the first floor. Upstairs there is a wonderful loft area, 2

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    262 Dwyers Camp Rd, Shaftsbury, VT 05262
  • /53

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 4,120 Sq Ft

    1944 Monument Ave, Bennington, VT 05201

    Set on 5.63 beautiful acres in one of Bennington's most desirable locations, this exceptional 1880 historic home has been thoughtfully renovated inside and out, blending timeless character with sophisticated modern amenities. The property includes approximately 3,200 square feet in the main residence, an attached two-car garage with a second kitchen, and a separate 1,000-square-foot one-bedroom

    Kelley Mccarthy Mahar McCarthy Real Estate

    1944 Monument Ave, Bennington, VT 05201
  • /42

    $250,000

    $50K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,952 Sq Ft

    569 Buck Hill Rd, Arlington, VT 05250

    Back on Market July 22nd! Amazing 1850s farmhouse rich in old-world charm and character. Gleaming hardwood floors, large sun-filled rooms, and timeless architectural details throughout. Distinctive features include an elegant arched doorway, a unique library with octagonal bookshelves, and a striking turret that enhances the home’s historic appeal. The spacious primary bedroom stretches 25 feet

    Lisa Friedman Great American Dream Realty

    569 Buck Hill Rd, Arlington, VT 05250
  • /40

    $1,699,000

    • 4 Beds
    • 4 Baths
    • 2,951 Sq Ft

    1949 South Rd, Peru, VT 05152

    Discover Berry Hill Farm, an exceptional Vermont estate where inspired design, extraordinary craftsmanship, and natural beauty come together in one remarkable setting. Offering privacy, versatility, and a deep connection to the landscape, this unique property encompasses 15.52 acres across two separately deeded parcels, creating a rare offering for a Southern Vermont retreat. The contemporary

    Helen Nault

    1949 South Rd, Peru, VT 05152
  • /52

    $2,285,000

    • 5 Beds
    • 4.5 Baths
    • 4,647 Sq Ft

    543 Lower Hollow Rd, Dorset, VT 05251

    A Serene Dorset Hollow Retreat Along the Mettowee RiverTucked into the storied Dorset Hollow, this 4.6-acre retreat enjoys 488 feet of Mettowee River frontage, offering a rare blend of tranquility, comfort, and timeless Vermont charm. Expansive mountain views and the soothing sounds of the river surround you—fall asleep each night to its calming presence. Multiple outdoor spaces include a

    Britt Wohler

    543 Lower Hollow Rd, Dorset, VT 05251
  • /40

    $434,500

    $45K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,861 Sq Ft

    120 Village St, East Dorset, VT 05253

    Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4

    Dana Kingsley Josiah Allen Real Estate, Inc.

    120 Village St, East Dorset, VT 05253
  • /35

    $939,000

    • 3,031 Sq Ft

    3191 Vermont 30, Dorset, VT 05251

    Dorset Village Investor's choice! Village Commercial... Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed... dry as can be... clean as any basement can be hoped for! There are a mix of one bedrooms and studios... The configuration can be easily altered to

    Laura Beckwith Josiah Allen Real Estate, Inc.

    3191 Vermont 30, Dorset, VT 05251
  • /60

    $1,600,000

    • 5 Beds
    • 4.5 Baths
    • 4,243 Sq Ft

    397 Fern Hill, Dorset, VT 05251

    Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire

    Laura Beckwith Josiah Allen Real Estate, Inc.

    397 Fern Hill, Dorset, VT 05251
  • /32

    $229,900

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,104 Sq Ft

    1955 Vt Route 100, Readsboro, VT 05350

    Open House: Saturday, August 15th from 10 am to 12 pm. Welcome to 1955 Vermont Route 100, a character-filled 1870 farmhouse offering 4 bedrooms, 2 bathrooms, and 2,104 square feet of finished living space on a half-acre country lot in Readsboro. Abutting Vermont National Forest and close to VASA and Vast Trails. Inside, warm wood details and inviting living spaces create a classic Vermont feel.

    Colt Hazell Flex Realty

    1955 Vt Route 100, Readsboro, VT 05350
  • /31

    $185,000

    • 3 Beds
    • 1 Bath
    • 1,590 Sq Ft

    176 Glen Ave, Readsboro, VT 05350

    This classic, 1,590-square-foot, 3 bedroom, 1 bathroom home sits on a spacious 1.9-acre lot with plenty of potential, conveniently just 0.2 miles from Main Street in Readsboro. Located on a paved road, the house was built in 1880 and combines historic character with several important recent updates, including a new boiler, fresh interior paint, and the refinished wood floors throughout the inside

    Kim Meeker Southern Vermont Realty Group

    176 Glen Ave, Readsboro, VT 05350
  • /47

    $795,000

    $50K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,875 Sq Ft

    1629 Mann Hill Rd N, Pownal, VT 05261

    Facing west to capture breathtaking mountain views and unforgettable sunsets from nearly every room, this exceptional modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors, cozy alcoves, and original beams in the living room create a warm and inviting atmosphere throughout. The spacious floor plan features five generously sized bedrooms, each with its

    Kelley Mccarthy Mahar McCarthy Real Estate

    1629 Mann Hill Rd N, Pownal, VT 05261
  • /27

    $345,000

    $24K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    686 Route 30, Dorset, VT 05251

    Village Mixed Use zoned Residence and Separate cottage located in the Hamlett of South Dorset...nearby Dorset's elementary School and Sheldon's Market. Conveniently located 3 miles from Manchester Ctr to the South or Dorset Village to the North. The main house offers 1350 SF, 2 bedrooms with overflow room, large closet, and sunroom entrance... The cottage is 675 SF with one bedroom and a

    Laura Beckwith Josiah Allen Real Estate, Inc.

    686 Route 30, Dorset, VT 05251
  • /48

    $2,950,000

    $335K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,900 Sq Ft

    68 Green Peak Orchard S, East Dorset, VT 05253

    Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank

    Carol O`Connor Four Seasons Sotheby's Int'l Realty

    68 Green Peak Orchard S, East Dorset, VT 05253
  • /37

    $875,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    155 Brookman Rd, Pownal, VT 05261

    Gorgeous setting for this newly constructed home built in 2025, offering breathtaking views from the expansive front porch on 10+/- private acres. Thoughtfully designed with quality craftsmanship throughout, the custom kitchen features beautiful cabinetry, a large center island, gas range, and classic farmhouse sink, all open to the inviting living room with a cozy gas fireplace. The stunning

    Kelley Mccarthy Mahar McCarthy Real Estate

    155 Brookman Rd, Pownal, VT 05261
  • /17

    $469,000

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft

    1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

    Discover a true Vermont lifestyle at this meticulously maintained charming farmhouse nestled on picturesque Shaftsbury Hollow Road. This property combines historic character with thoughtful modern updates, offering a serene retreat with breathtaking mountain views across a just shy of 10-acre lot where the White Creek gracefully runs along one side and the entire back boundary. Step out onto the

    Lori Hurley Four Corner Properties LLC

    1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
  • /60

    $3,500,000

    • 6 Beds
    • 5.5 Baths
    • 4,690 Sq Ft

    123 Nichols Rd, Landgrove, VT 05148

    HIGH-QUALITY NEW CONSTRUCTION | 123 Nichols Hill Road, Peru, VermontRarely does an opportunity like this come to market in Peru, Vermont, a brand new, high-quality, luxury residence offering the perfect combination of refined construction, privacy, expansive mountain views, a private pond, and a beautifully renovated guest house.The main residence was thoughtfully designed for both

    Britt Wohler

    123 Nichols Rd, Landgrove, VT 05148
  • /53

    $949,000

    • 3 Beds
    • 3 Baths
    • 1,823 Sq Ft

    40 Kelleher Rd, Dorset, VT 05251

    Where Vermont Living Feels EffortlessDorset Home, Guest Cottage, Pond & Mountain ViewsSettle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space,

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    40 Kelleher Rd, Dorset, VT 05251
  • /60

    $4,995,000

    • 5 Beds
    • 6.5 Baths
    • 7,455 Sq Ft

    440 Marcia Ln, Dorset, VT 05251

    A rare opportunity awaits at this exceptional Dorset Hollow estate, privately situated at the end of exclusive Marcia Lane. Perched high on Dorset Mountain across 16.74 acres, the property captures breathtaking long-range views of Owls Head, Equinox Mountain, and beyond.Built in 2005 by renowned craftspeople, this 7,451-square-foot, five-bedroom, seven-bath estate has undergone a

    David Halligan Four Seasons Sotheby's Int'l Realty

    440 Marcia Ln, Dorset, VT 05251
  • /60

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,023 Sq Ft

    1268 Myers Rd, Shaftsbury, VT 05262

    Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, an oversized 2 car garage, top notch equestrian facilities, a trout pond, playhouse and the list goes on and on. The winding driveway leads one to an enchanting compound, as it opens to overlook the exclusive estate in all of it's

    Laura Beckwith Josiah Allen Real Estate, Inc.

    1268 Myers Rd, Shaftsbury, VT 05262
  • /14

    $159,900

    • 5 Beds
    • 1 Bath
    • 1,593 Sq Ft

    493 Main Rd, Stamford, VT 05352

    Bring your imagination to this over 1500 sq. ft. 5 bedroom, New England farmhouse and let it go wild! Level one acre lot with attached shed and small outbuilding for animals or projects. And the sunsets-- oh the sunsets! Relax on your open porch and take in the breathtaking beauty of the western sky as the day winds down.Very easy main route access, close to downtown and Stamford Elementary

    Pauline Green Lamacchia Realty, Inc. - Adams

    493 Main Rd, Stamford, VT 05352
  • /38

    $360,000

    • 2 Beds
    • 2 Baths
    • 1,841 Sq Ft

    5892 Route 100 Route, Londonderry, VT 05148

    Charming Farmhouse Gem in the Heart of LondonderryWelcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails,

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    5892 Route 100 Route, Londonderry, VT 05148
  • /47

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

    87 Grinka Farm Dr, Readsboro, VT 05350

    Set on 5 acres in the scenic hills of Readsboro, this spacious 4-bedroom, 2.5-bath farmhouse offers privacy, mountain views, and plenty of room to enjoy Vermont’s natural beauty. The 2,120-square-foot interior features warm wood flooring, abundant natural light, and a welcoming layout designed for everyday living and entertaining. The kitchen offers generous cabinetry, ample workspace, and an

    Colt Hazell Flex Realty

    87 Grinka Farm Dr, Readsboro, VT 05350
  • /16

    $325,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    4362 Vt Route 11 Rd Unit 1A, Peru, VT 05152

    Two Bedroom, 1 Bathroom condo

    Dylan Gage Bromley Real Estate

    4362 Vt Route 11 Rd Unit 1A, Peru, VT 05152
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