20,611

Bennington County, VT Homes

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  • /25

    $449,000

    $1K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    393 Morse Hill Rd, East Dorset, VT 05253

    This beautifully maintained Dorset home with views is ready for its new owners.The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    393 Morse Hill Rd, East Dorset, VT 05253
  • /3

    $110,000

    Sold Nov 17, 2025

    0 Maple Hill Rd, Shaftsbury, VT 05262

    • Land
    • 11.5 Acres
    • $9,565 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    0 Maple Hill Rd, Shaftsbury, VT 05262
    • /49

      Est $256,957

      Not Listed For Sale

      130 Sycamore Ln, Shaftsbury, VT 05262

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1959
      130 Sycamore Ln, Shaftsbury, VT 05262

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • /52

    $230,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    113 Main St, Bennington, VT 05201

    Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, the home features a recently added first-floor primary bedroom and a new mudroom entry.Step inside to find gleaming newly upgraded flooring, a warm and inviting

    Lindsey Martin Maple Leaf Real Estate

    113 Main St, Bennington, VT 05201
  • /55

    $945,000

    Sold Jun 05, 2026

    520 Moose Hollow Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 4,184 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 20 Days On Market

    Last Listing Agent Karin Hardy Berkshire Hathaway HomeServices Stratton Home

    520 Moose Hollow Rd, Winhall, VT 05340
    • /17

      Est $283,100

      Not Listed For Sale

      591 Vt Route 67 E, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 2001
      591 Vt Route 67 E, Shaftsbury, VT 05262

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  • /48

    $429,000

    • 2 Beds
    • 2 Baths
    • 7,000 Sq Ft

    3310 Vermont 346, Pownal, VT 05260

    Former Church Offers So Many Opportunities. What might be your dream or requirements? This 1889 Church located in the quiet country village of North Pownal, Vermont, could fill them, however big or small. A single family home for all seasons and celebrations? A wedding venue? A place to live and work, rolled into one with plenty of space no matter what you do, from sculpting to computer imaging?

    Paul Harsch HARSCH ASSOCIATES

    3310 Vermont 346, Pownal, VT 05260
  • /58

    $299,000

    Sold Jun 01, 2026

    207 Silver St, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1846

    Last Sold Summary

    • $150/SF
    • 143 Days On Market

    Current Estimated Value $303,177

    Last Listing Agent Dan Mason Perrott Realty

    207 Silver St, Bennington, VT 05201
    • /34

      Est $403,440

      Not Listed For Sale

      191 Grove Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 1,771 Sq Ft
      • Built 1978
      191 Grove Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Alexandra Crowley Four Seasons Sotheby's Int'l Realty

  • /45

    $525,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,594 Sq Ft

    191 Pleasant Street Extension, East Dorset, VT 05253

    "COME TAKE A PEEK, IT'S JUST ACROSS THE CREEK.....Enjoy an inviting front porch to unwind and breathe in the serene surroundings! Unwind and take in the lovely mountain views, all set on the scenic Tom River in East Dorset! Charming saltbox style (1982 circa), the design is open living spaces with abundant light through out... As an added bonus this property boasts an over sized two car garage

    Sunny Breen Josiah Allen Real Estate, Inc.

    191 Pleasant Street Extension, East Dorset, VT 05253
  • /33

    $250,000

    Sold Aug 28, 2026

    2994 Vt Route 7a, Arlington, VT 05250

    • 3 Beds
    • 1 Bath
    • 1,965 Sq Ft
    • Built 1950

    Last Sold Summary

    • $127/SF
    • 3 Days On Market

    Current Estimated Value $247,563

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    2994 Vt Route 7a, Arlington, VT 05250
    • /44

      Est $529,977

      Not Listed For Sale

      196 Glastenview Dr, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,325 Sq Ft
      • Built 1978
      196 Glastenview Dr, Shaftsbury, VT 05262

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Lori Hurley Four Corner Properties LLC

  • /20

    $835,000

    • 3 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    232 Powderhorn Rd, Manchester Center, VT 05255

    Single family home on private, family-oriented street 5 minutes from town/schools.Excellent school system.30 minutes from ski slopes.New roof within 3 years.Updated appliances.

    David White OwnerEntry.com

    232 Powderhorn Rd, Manchester Center, VT 05255
  • /42

    $655,000

    Sold Jun 03, 2026

    384 Alden Rd, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $347/SF
    • 7 Days On Market

    Current Estimated Value $655,793

    Last Listing Agent Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    384 Alden Rd, Arlington, VT 05250
    • /27

      Est $253,239

      Not Listed For Sale

      338 Twitchell Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1964
      338 Twitchell Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Faith Rhodes Maple Leaf Real Estate

  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot B Frost Pond Rd, Dorset, VT 05251

    Private but not remote. Dorset West Road Location nearby Dorset and Manchester. Nice mountain views.Waste water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot B Frost Pond Rd, Dorset, VT 05251
  • /25

    $360,000

    Sold Feb 25, 2026

    00 Ross Rd, Winhall, VT 05340

    • Land
    • 41.1 Acres
    • $8,759 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 82 Days On Market

    Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

    00 Ross Rd, Winhall, VT 05340
    • /39

      Est $450,641

      Not Listed For Sale

      20 Eastview Dr, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 1,586 Sq Ft
      • Built 1986
      20 Eastview Dr, Shaftsbury, VT 05262

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Brandy Lesser

  • /23

    $695,000

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

    57 Pearl Buck Dr, Bondville, VT 05340

    Perched high on Pearl Buck Drive, this distinctive Vermont home is all about location—and the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning

    Carrie Mathews Winhall Real Estate

    57 Pearl Buck Dr, Bondville, VT 05340
  • /35

    $540,000

    Sold Sep 04, 2026

    185 Kelleher Rd Unit 10-00-99, Dorset, VT 05251

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Below List Price
    • $299/SF
    • 53 Days On Market

    Current Estimated Value $556,060

    Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

    185 Kelleher Rd Unit 10-00-99, Dorset, VT 05251
    • /36

      Est $535,755

      Not Listed For Sale

      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 2,116 Sq Ft
      • Built 1900
      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /43

    $319,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    683 Water St, North Bennington, VT 05257

    Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    683 Water St, North Bennington, VT 05257
  • /28

    $450,000

    Sold Apr 23, 2026

    354 New Ireland Rd, Manchester Center, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $323/SF
    • 73 Days On Market

    Current Estimated Value $495,277

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

    354 New Ireland Rd, Manchester Center, VT 05255
    • /34

      Not Listed For Sale

      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1984
      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Faith Rhodes Maple Leaf Real Estate

  • /42

    $250,000

    $50K PRICE DROP Pending
    • 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
  • /42

    $600,000

    Sold Nov 12, 2025

    126 Fox Hill Rd, Bennington, VT 05201

    • 5 Beds
    • 1.5 Baths
    • 2,450 Sq Ft
    • Built 1850

    Last Sold Summary

    • 25% Below List Price
    • $245/SF
    • 148 Days On Market

    Current Estimated Value $643,778

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    126 Fox Hill Rd, Bennington, VT 05201
    • /33

      Est $732,339

      Not Listed For Sale

      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 2,145 Sq Ft
      • Built 1998
      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /52

    $489,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft

    88 Sugar Brook Rd Unit C1, Peru, VT 05152

    The Mountain Brook Townhomes at Bromley Village are nestled along the Green Mountain Nation Forest and offer a wonderful blend of convenience and peaceful, on-mountain living. With all new, long-lasting exterior siding, this three-level, End-Unit Townhouse with 3 Bedrooms and 2-1/2 Bathrooms is impeccably maintained and has a well-appointed interior. A combination Living room w/ vaulted ceilings

    Dylan Gage Bromley Real Estate

    88 Sugar Brook Rd Unit C1, Peru, VT 05152
  • /13

    $265,000

    Sold May 08, 2026

    13 Hall St, North Bennington, VT 05257

    • 4 Beds
    • 2 Baths
    • 1,882 Sq Ft
    • Built 1907

    Last Sold Summary

    • $141/SF
    • 3 Days On Market

    Current Estimated Value $269,081

    Last Listing Agent Max Squiers KW Vermont - Brenda Jones Real Estate Group

    13 Hall St, North Bennington, VT 05257
    • /35

      Est $452,011

      Not Listed For Sale

      1283 Hidden Valley Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 1,832 Sq Ft
      • Built 1985
      1283 Hidden Valley Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Angela Bevin Maple Leaf Real Estate

  • /34

    $850,000

    • 2,060 Sq Ft

    609 Depot St, Manchester Center, VT 05255

    Rare opportunity to own TWO prime town center buildings in the heart of the Manchester Depot. This unique offering includes a charming multi unit front home with two well maintained apartments and a separate commercial building currently occupied by a successful well established business! The current business/owner would like to continue operating the business and remain as a tenant, thus

    Sunny Breen Josiah Allen Real Estate, Inc.

    609 Depot St, Manchester Center, VT 05255
  • /16

    $130,000

    Sold Nov 25, 2025

    76 Harvest Hills Dr, North Bennington, VT 05257

    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft
    • Built 1966

    Last Sold Summary

    • 16% Below List Price
    • $101/SF
    • 45 Days On Market

    Current Estimated Value $215,610

    Last Listing Agent Susan Bellville Bellville Realty

    76 Harvest Hills Dr, North Bennington, VT 05257
    • /40

      Est $540,178

      Not Listed For Sale

      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 2000
      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Vicki Wilson Maple Leaf Real Estate

  • /53

    $205,000

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    305 Weeks St, Bennington, VT 05201

    Experience refined living in this beautifully appointed tri-level townhouse-style condominium, ideally situated just moments from downtown, the hospital, shopping, and dining. Rich in vintage character while thoughtfully updated for modern living, this exceptional residence showcases elegant quartz and butcher block countertops, a designer tile backsplash, and striking marble flooring that create

    Lindsey Martin Maple Leaf Real Estate

    305 Weeks St, Bennington, VT 05201
  • /21

    $280,000

    Sold Jun 12, 2026

    53 South Rd, East Arlington, VT 05252

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1990

    Last Sold Summary

    • 7% Below List Price
    • $187/SF
    • 30 Days On Market

    Current Estimated Value $287,804

    Last Listing Agent David White OwnerEntry.com

    53 South Rd, East Arlington, VT 05252
    • /40

      Est $878,095

      Not Listed For Sale

      1279 W Mountain Rd, Shaftsbury, VT 05262

      • 5 Beds
      • 5 Baths
      • 3,096 Sq Ft
      • Built 1977
      1279 W Mountain Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Flex Realty Group Flex Realty

  • /36

    $1,075,000

    • 4 Beds
    • 5 Baths
    • 3,982 Sq Ft

    844 E Manchester Rd, Manchester Center, VT 05255

    Steeped in history and surrounded by natural beauty, this magnificent 1850 antique estate offers a rare blend of timeless character and modern luxury. Set well back from the road, the home occupies a peaceful setting that seamlessly pairs total privacy with ultimate convenience, sitting just minutes from downtown and premier ski mountains while capturing breathtaking views of the Green Mountains.

    Stephanie Sugden Real Broker LLC

    844 E Manchester Rd, Manchester Center, VT 05255
  • /49

    $360,000

    Sold Sep 14, 2026

    164 Skyboro Rd W, Pownal, VT 05261

    • 3 Beds
    • 3 Baths
    • 2,480 Sq Ft
    • Built 1992

    Last Sold Summary

    • 7% Above List Price
    • $145/SF
    • 6 Days On Market

    Current Estimated Value $405,090

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    164 Skyboro Rd W, Pownal, VT 05261
    • /48

      Est $642,986

      Not Listed For Sale

      1516 W Mountain Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 1,738 Sq Ft
      • Built 1979
      1516 W Mountain Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 192 Days On Market

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • /4

    $400,000

    • Land
    • 8.01 Acres
    • $49,938 per Acre

    248 French Hollow Rd, Winhall, VT 05340

    Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

    Kim Morgan-Wohler Wohler Realty Group

    248 French Hollow Rd, Winhall, VT 05340

Showing Results 321 - 360, Page 9 of 18

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