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Farmhouse Homes for Sale in Bennington County VT

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  • /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

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 347-9044

    397 Fern Hill, Dorset, VT 05251
  • /56

    $1,750,000

    • 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

    (802) 944-4482

    215 & 221 Vt Route 30, Dorset, VT 05251
  • /56

    $780,000

    • 4 Beds
    • 4.5 Baths
    • 3,423 Sq Ft

    85 Limerick Ln Unit A & B, Arlington, VT 05250

    Vermont lifestyle meets income potential! Set in the scenic Taconic and Green Mountain valley along the Battenkill River, this spacious 4-bedroom, 5-bath home, built in 2001, offers peaceful country living with versatile use.The property features three living sections with separate entrances, each with at least one 3⁄4 bath—ideal for multi-generational living, guests, or rental opportunities.

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 266-4593

    85 Limerick Ln Unit A & B, Arlington, VT 05250
  • /60

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    636 Dexter Rd, Shaftsbury, VT 05262

    In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 727-7584

    636 Dexter Rd, Shaftsbury, VT 05262
  • /44

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    4991 Vt Route 313 W, Arlington, VT 05250

    Nestled in the heart of Vermont’s picturesque Battenkill Valley, this charming three-bedroom, two-bath Cape offers the perfect blend of natural beauty and timeless New England character. Framed by sweeping views of the Green Mountains and just a stone’s throw from the renowned fly-fishing waters of the Battenkill River, this property is an idyllic retreat for outdoor enthusiasts and

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 416-4131

    4991 Vt Route 313 W, Arlington, VT 05250
  • /41

    $939,000

    • 5 Beds
    • 6 Baths
    • 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

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 416-3525

    3191 Vermont 30, Dorset, VT 05251
  • /38

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 6,998 Sq Ft

    527 Benson Rd, Manchester Center, VT 05255

    Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

    Story Jenks LandVest, Inc/Woodstock

    527 Benson Rd, Manchester Center, VT 05255
  • /40

    $795,000

    • 6 Beds
    • 5 Baths
    • 3,500 Sq Ft

    2677 Route 30, Dorset, VT 05251

    Step into the timeless charm of this beautifully preserved Dorset farmhouse, where historic character meets the ease of modern living. Set on 1.79 scenic acres with sweeping mountain views, this inviting six-bedroom home with additional apartment offers space, flexibility, and classic Vermont appeal.A bright and welcoming mudroom greets you upon entry, featuring wide-plank original flooring,

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    2677 Route 30, Dorset, VT 05251
  • /60

    $995,000

    • 6 Beds
    • 7 Baths
    • 5,400 Sq Ft

    2001 Depot St, Manchester Center, VT 05255

    LOCATION, LOCATION: Just 8 minutes to Bromley and 20 minutes to Stratton, yet close to Manchester’s dining, shopping, fishing, golf, and the Horse Show. Built as a bed & breakfast, this fully furnished and impeccably maintained 6-bedroom, 7-bath retreat offers over 5,400 sq ft on 3.2 private acres—ideal as a primary home, vacation getaway, or rental investment. With a strong history as a

    Steven Bryant TPW Real Estate

    2001 Depot St, Manchester Center, VT 05255
  • /47

    $845,000

    • 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 stunning modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors and cozy alcoves create warmth and charm throughout, while original beams in the living room add a touch of history and authenticity. The spacious layout offers 5 bedrooms, each with

    Kelley Mccarthy Mahar McCarthy Real Estate

    1629 Mann Hill Rd N, Pownal, VT 05261
  • /46

    $1,550,000

    • 5 Beds
    • 5 Baths
    • 6,129 Sq Ft

    1035 Holy Smoke Rd, Shaftsbury, VT 05262

    Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door.The heart of

    Lori Hurley Four Corner Properties LLC

    1035 Holy Smoke Rd, Shaftsbury, VT 05262
  • /25

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    1058 Granger Hollow Rd, North Bennington, VT 05257

    A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room.Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    1058 Granger Hollow Rd, North Bennington, VT 05257
  • /36

    $539,000

    • 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

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,715 Sq Ft

    58 Mount Anthony Rd, Bennington, VT 05201

    Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can

    Monique Geannelis Mahar McCarthy Real Estate

    58 Mount Anthony Rd, Bennington, VT 05201
  • /47

    $275,000

    • 5 Beds
    • 2 Baths
    • 2,952 Sq Ft

    569 Buck Hill Rd, Arlington, VT 05250

    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 and offers two separate

    Lisa Friedman Great American Dream Realty

    569 Buck Hill Rd, Arlington, VT 05250
  • /60

    $579,900

    • 1 Bed
    • 1 Bath
    • 2,529 Sq Ft

    126 Simeon Dean Rd, Shaftsbury, VT 05262

    Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete

    Denise Byers Green Mountain Premiere Properties

    126 Simeon Dean Rd, Shaftsbury, VT 05262
  • /40

    $439,500

    • 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
  • /46

    $195,000

    • 5 Beds
    • 2 Baths
    • 2,212 Sq Ft

    1138 Main Rd, Stamford, VT 05352

    Stamford, VT - A country drive less than 10 minutes North Adams, MA- home of Mass MoCA. Dating back to 1850 this spacious home boasts 4 bedrooms & 2 baths. 1st floor bedroom, bath, laundry, kitchen, dining, living room, den & sunroom. Nestled on almost and acre of land and bordering a babbling brook this property offers a privacy sanctuary. Come take a look for yourself! Located close to museums

    Colleen Zajac MONARCH REALTY, INC.

    1138 Main Rd, Stamford, VT 05352
  • /39

    $349,000

    • 4 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1153 King Hill Rd, Readsboro, VT 05350

    This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO

    Casey Scott Southern Vermont Realty Group

    1153 King Hill Rd, Readsboro, VT 05350
  • /11

    $299,000

    • 4 Beds
    • 1 Bath
    • 2,156 Sq Ft

    558 Klondike Rd, Stamford, VT 05352

    This is a farmhouse that is currently under construction. Selling as is, with the remaining materials included. It is off grid and was lived in up until last year. Construction started in November 2025. Large barn that used to be a dairy farm. House has 3 woodstoves for heat. 10 cords of wood are included. Very nice setting along side a beautiful brook. 16.5 acres of open and wooded land that is

    Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

    558 Klondike Rd, Stamford, VT 05352
  • /48

    $3,285,000

    • 5 Beds
    • 6 Baths
    • 6,900 Sq Ft

    68 Green Peak Orchard S, East Dorset, VT 05253

    Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and terraces. Thoughtfully designed with timeless craftsmanship, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, and finely crafted wainscoting and cabinetry.

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

    68 Green Peak Orchard S, East Dorset, VT 05253
  • /56

    $2,875,000

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

    466 3 Maple Dr, Manchester, VT 05254

    Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design—all set on a private 3.85-acre lot with gorgeous mountain views. This home features three spacious bedroom suites,

    David Shehadi Josiah Allen Real Estate, Inc.

    466 3 Maple Dr, Manchester, VT 05254
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