21

Bennington County VT Homes under $400,000

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  • /31

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,229 Sq Ft

    2842 Vermont Route 7a, Shaftsbury, VT 05262

    Prime Shaftsbury Real Estate. Large 4 bedroom, 2 bath home situated on 1.16 acres outside of town. Offering kitchen with dining area, living room, family room with pellet stove, primary suite with media nook and spacious closets, exercise room or workshop and so much more. Space for a home business or entertaining. Large yard and convenient location. 10 minutes to either Bennington or Arlington

    Agent Photo

    Max Squiers

    KW Vermont - Brenda Jones Real Estate Group

    (802) 882-6672

    2842 Vermont Route 7a, Shaftsbury, VT 05262
  • /41

    $320,000

    • 5 Beds
    • 2 Baths
    • 2,418 Sq Ft

    226 North St, Bennington, VT 05201

    This beautifully detailed 1880 Victorian in Bennington's residential commercial district offers flexibility and income potential all in one. Currently operating as a successful, fully furnished Airbnb, this 5-bedroom, 2-bath property is ready for its next owner. Whether you're an investor looking for cash flow or a buyer seeking a spacious and charming single family home. The main level

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 327-7149

    226 North St, Bennington, VT 05201
  • /27

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    75 Forest Mountain Rd, Peru, VT 05152

    Adorable 3-bedroom home on just under 2 acres with a private pond. Full of Vermont charm, this home features open living and dining areas with a cozy wood-burning fireplace and a wall of floor-to-ceiling sliders that bring in beautiful natural light. Whip up your favorite meals in the beautifully updated kitchen. Covered porches on both levels offer relaxing spots to take in the tranquil pond

    Carrie Mathews Winhall Real Estate

    75 Forest Mountain Rd, Peru, VT 05152
  • /41

    $379,900

    • 2 Beds
    • 3 Baths
    • 1,761 Sq Ft

    653 Skyboro Rd E, Pownal, VT 05261

    Pristine and perfect. This 2 bedroom, 3 bath home is situated on 2 acres in Pownal. Offering Eat-in Kitchen, living room with fireplace, primary bedroom with private bath, secondary bedroom with private bath, basement family room and laundry room and more. Outside a wonderful sitting deck and patio, a heated 2 car detached garage with shop space, well landscaped yard with garden space and shed.

    Brenda Jones KW Vermont - Brenda Jones Real Estate Group

    653 Skyboro Rd E, Pownal, VT 05261
  • /47

    $399,000

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    46 Duffy Dr, Bennington, VT 05201

    This spacious 5-bedroom, 4-bath Colonial in Bennington's sought-after Maplewood neighborhood offers over 3,600 sq ft of flexible living space, including a finished walk-out in-law suite with full kitchen and private entry. Thoughtfully updated with granite counters, stainless steel appliances, and a smart home system including ADT security, glass break sensors, and a smart thermostat. The vaulted

    Nick Sicard EXP Realty

    46 Duffy Dr, Bennington, VT 05201
  • /31

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,809 Sq Ft

    366 Clough Rd, Stamford, VT 05352

    Southern Vermont country home, right over the border of Berkshire County, MA. Centrally located between major ski areas in Vermont and MA this home is also just a short drive to all cultural attractions in Berkshire County (MassMoCA, The Clark, Hancock Shaker Village). Bordering the North Branch of the Hoosic River, the property offers river frontage and expansive views of the beautiful Green

    Debra Burchard OLD COUNTY PROPERTIES

    366 Clough Rd, Stamford, VT 05352
  • /33

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,666 Sq Ft

    379 Swallow Hill Rd, Pownal, VT 05261

    Welcome home! Tucked away on over 2.6 private and partially wooded acres in the exclusive and tight-knit Swallow Hill neighborhood, this stunning 3-bedroom, 1.5-bath home offers modern comfort and rustic charm in a serene natural setting in Southern Vermont.Step inside to soaring cathedral ceilings, exposed wood beams, and an abundance of Vermont beauty pouring in through large windows. The heart

    Cassie Barbeau Mahar McCarthy Real Estate

    379 Swallow Hill Rd, Pownal, VT 05261
  • /50

    $398,900

    • 5 Beds
    • 4 Baths
    • 3,400 Sq Ft

    927 Water St, North Bennington, VT 05257

    Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres.Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and rear

    Brenda Jones KW Vermont - Brenda Jones Real Estate Group

    927 Water St, North Bennington, VT 05257
  • /21

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    6 Deep Woods Rd, Winhall, VT 05255

    Escape to your cozy log ski chalet nestled on a private acre in the charming town of Winhall, Vermont! This delightful 3-bedroom, 1.5-bath home offers 1116 square feet of rustic charm and modern comfort. Imagine returning from a thrilling day on the slopes of nearby Stratton or Bromley, just a short drive away, and unwinding by the crackling outdoor fireplace on your spacious patio, with festive

    Robin Apps Four Seasons Sotheby's Int'l Realty

    6 Deep Woods Rd, Winhall, VT 05255
  • /32

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    169 Bard Rd, Bennington, VT 05201

    Opportunity awaits with this well-built and meticulously maintained 3-bedroom, 2-bath home nestled on a rare and highly desirable 1.84-acre flat lot in the peaceful countryside—just a short drive to town amenities, shops, and schools, this property features town water, a new roof, nearly new boiler and an attached two-car garage. Set back from the road, this property offers space, privacy, and

    Cassie Barbeau Mahar McCarthy Real Estate

    169 Bard Rd, Bennington, VT 05201
  • /30

    $349,000

    • 3 Beds
    • 1 Bath
    • 2,032 Sq Ft

    198 Weeks St, Bennington, VT 05201

    Step into this beautiful 1930s classic home, filled with character and endless possibilities. This home offers three bedrooms, one bathroom, and a layout that seamlessly combines classic details with comfortable living spaces. The heart of the home is the large dining area, perfect for hosting gatherings or enjoying quiet family meals. Adjacent, you will find a spacious living room with a

    Margretta Fischer Wohler Realty Group

    198 Weeks St, Bennington, VT 05201
  • /55

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    93 Pace Rd, Bennington, VT 05201

    Welcome Home to Your Private Woodland Retreat! ??Tucked away on a serene 2.75-acre wooded lot, this charming 3-bedroom, 1.5-bath home offers a rare blend of comfort, updates, and outdoor magic. With approximately 1,664 sq ft of living space, you’ll have plenty of room to stretch out—and three spacious decks to soak in those treetop views from every angle!? What’s New? Just about everything:All

    Harvey Roettinger RE/MAX North Professionals

    93 Pace Rd, Bennington, VT 05201
  • /28

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    84 Jasper Ln, Arlington, VT 05250

    Immaculate Cape on a Quite dead end road. New metal roof. Tilt in windows.Whole house exhaust fan. Flooring--hardwood, laminate and tile. Great family house. Move in condition. Nothing to do but move in. Basement set up for a work shop.Leach field is shared

    Charles Mauro Josiah Allen Real Estate, Inc.

    84 Jasper Ln, Arlington, VT 05250
  • /27

    $375,000

    • Land
    • 53 Acres
    • $7,075 per Acre

    0 Rock Bottom Ln, Peru, VT 05152

    Discover the perfect canvas for your dream retreat on this stunning 53-acre parcel in picturesque Peru, Vermont. Tucked away in the Green Mountains, this exceptional property offers expansive views—including a breathtaking sightline to Magic Mountain—and the serenity of true Vermont wilderness.A private driveway is already in place, making access simple and setting the stage for your future home

    David Shehadi Josiah Allen Real Estate, Inc.

    0 Rock Bottom Ln, Peru, VT 05152
  • /6

    $389,500

    • Land
    • 8 Acres
    • $46,815 per Acre

    X Mount Aeolus Rd, Manchester, VT 05255

    Time to build your dream home … 8.32+/- acre lot in prime Manchester location with over 1300 feet of Battenkill River frontage; West Branch. Open meadow with mountain views, wastewater permit in place for a four-bedroom home on 6.34 acres (Parcel B) of total acreage and a second 2+/- acre lot, with 3 bedroom permit (Parcel A) for future expansion. Parcels A & B are naturally divided by the river

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

    X Mount Aeolus Rd, Manchester, VT 05255
  • /42

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    516 Oberdorf Rd, Readsboro, VT 05350

    Outdoor lover’s paradise in Alpenwald Village! This beautifully updated 2-bedroom, 2-bath home sits on an ample 2.5 acres and abuts National Forest land—perfect for year-round adventure. Step inside to your open kitchen and a bright family room with cathedral ceilings and a sliding door that opens to a peaceful back porch with stunning mountain views. The spacious mudroom offers plenty of room

    Lindsey Martin Maple Leaf Realty

    516 Oberdorf Rd, Readsboro, VT 05350
  • /40

    $305,000

    • 3 Beds
    • 3.5 Baths
    • 3,023 Sq Ft

    872 Barber Pond Rd, Pownal, VT 05261

    Tucked away in a peaceful Vermont setting, this charming ranch-style home blends rustic charm with modern comfort. Step inside to gleaming hardwood floors, soaring cathedral ceilings, and a cozy brick fireplace, creating an inviting space to relax and unwind. The open kitchen and dining area make mealtime effortless, with easy access to the backyard for summer barbecues or quiet morning coffee on

    Nick Sicard EXP Realty

    872 Barber Pond Rd, Pownal, VT 05261
  • /26

    $395,000

    • Land
    • 2.00 Acres
    • $197,500 per Acre

    100 Back 9 Bluff, Manchester, VT 05255

    Discover the perfect blend of convenience and tranquility with this stunning 2-acre lot nestled in the heart of Manchester, VT. Boasting a picturesque landscape with mature trees and scenic views, this property offers more than just land—it comes complete with essential infrastructure for your dream home. This lot is ready to build with a foundation already in place, a well, a septic system, a

    David Shehadi Josiah Allen Real Estate, Inc.

    100 Back 9 Bluff, Manchester, VT 05255
  • /28

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    19 Stratton Ridge Rd, Winhall, VT 05340

    Exceptionally Maintained with 3 bedrooms, 1 and 1/2 baths. Nicely renovated kitchen--granite counters. Great location just off of the Stratton Access Road! Recent carpet, spacious deck. Fully furnished and equipped--ready to move in! Would offer strong rental potential! $375,000 furnished.

    Edwin Kevil Stratton Real Estate

    19 Stratton Ridge Rd, Winhall, VT 05340
  • /18

    $379,500

    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft

    75 Roberts Rd, Manchester Center, VT 05255

    Meticulously maintained modular ranch. One floor living, perfectly situated on a .25-acre lot in a close to town neighborhood. This property boasts 3 bedrooms, 2 baths, and a host of desirable features that make it the perfect place to call home. Enjoy an open concept living and dining room area that's perfect for entertaining and family gatherings. A cozy family room provides additional space

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

    75 Roberts Rd, Manchester Center, VT 05255
  • /53

    $359,000

    • 3 Beds
    • 2.5 Baths
    • 1,391 Sq Ft

    34 Sugar Brook Rd Unit F4, Peru, VT 05152

    Three spacious levels of living in this charming 2 Bedroom plus Loft, 2-1/2 Bathroom Townhouse located in the very well-maintained, Sugar Creek Association of Bromley Village. The bright and airy Main Living Area is a combination Dining/Kitchen and Living Room w/ vaulted ceilings, beautiful, wood-burning fireplace, convenient Half Bathroom, and closet. Step out to the sunny Deck from the Dining

    Dylan Gage Bromley Real Estate

    34 Sugar Brook Rd Unit F4, Peru, VT 05152
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