21,175

Bennington County, VT Homes

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    • /24

      Est $347,654 Not Listed For Sale

      1680 W Hill Dr, Readsboro, VT 05350

      • 4 Beds
      • Built 1980
      1680 W Hill Dr, Readsboro, VT 05350

      Last Sold Summary

      • 39% Above List Price
      • $116/SF
      • 409 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /27

    $290,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    196 Granger Hollow Rd, North Bennington, VT 05257

    Currently being used as a primary home with in-law rental 2nd home, this property could easily transition into a 2 unit multifamily with 2 separate houses with your tenants paying all utilities responsible for their own plowing and yard upkeep. This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large

    Steve Schoppmeyer BHG Masiello Brattleboro

    196 Granger Hollow Rd, North Bennington, VT 05257
  • /8

    $50,000 Sold Apr 15, 2026

    0 Stratton View Rd Unit 26, Winhall, VT 05340

    • Land
    • 1.02 Acres
    • $49,020 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 218 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    0 Stratton View Rd Unit 26, Winhall, VT 05340
    • /58

      Est $294,765 Not Listed For Sale

      1806 Bosley Hill Rd, Readsboro, VT 05350

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1988
      1806 Bosley Hill Rd, Readsboro, VT 05350

      Last Sold Summary

      • 47% Above List Price
      • $128/SF
      • 126 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

  • /14

    $2,500,000

    • Land
    • 227 Acres
    • $11,013 per Acre

    00 Vermont 11, Peru, VT 05152

    227 acre offering in Peru Vermont combining a 199 acre parcel bordering Green Mountain National Forest and a 28 acre parcel with views of Stratton, Bromley and Magic Mountains. Southern exposure and varied terrain provide excellent natural light, privacy and long range Green Mountain vistas. The property offers exceptional scale and flexibility suitable for a private estate, family compound or

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    00 Vermont 11, Peru, VT 05152
  • /6

    $9,000 Sold Oct 03, 2025

    lot 305 Lebenschauung Cir, Stamford, VT 05352

    • Land
    • 1 Acre
    • $9,000 per Acre

    Last Sold Summary

    • 38% Below List Price
    • 76 Days On Market

    Last Listing Agent Christine Girard STEEPLEVIEW REALTY - N. ADAMS

    lot 305 Lebenschauung Cir, Stamford, VT 05352
    • /21

      Est $238,890 Not Listed For Sale

      470 Alpenwald Ln Unit A57, Readsboro, VT 05350

      • 3 Beds
      • 1.5 Baths
      • 1,196 Sq Ft
      • Built 1970
      470 Alpenwald Ln Unit A57, Readsboro, VT 05350

      Last Sold Summary

      • $199/SF
      • 17 Days On Market

      Last Sold Price $238,000

      Last Listing Agent Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

  • /15

    $165,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    415 County St, Bennington, VT 05201

    STOP RENTING and start building equity! Call your lender today to discover the latest programs that could MAKE HOMEOWNERSHIP A REALITY. Owning may be closer than you think. The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated

    Lori Hurley Four Corner Properties LLC

    415 County St, Bennington, VT 05201
  • /14

    $278,000 Sold Aug 04, 2025

    400 South St, Bennington, VT 05201

    • 3 Beds
    • 3 Baths
    • 1,461 Sq Ft
    • Built 1825

    Last Sold Summary

    • 7% Above List Price
    • $190/SF
    • 38 Days On Market

    Current Estimated Value $282,564

    Last Listing Agent William Paquin Maple Leaf Realty

    400 South St, Bennington, VT 05201
    • /28

      Est $352,600 Not Listed For Sale

      469 Swallow Hill Rd, Pownal, VT 05261

      • 3 Beds
      • 2.5 Baths
      • 2,751 Sq Ft
      • Built 1993
      469 Swallow Hill Rd, Pownal, VT 05261

      Last Sold Summary

      • 50% Above List Price
      • $85/SF
      • 138 Days On Market

      Last Sold Price $235,000

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

  • /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
  • /31

    $316,999 Sold Apr 28, 2025

    713 Shippee Rd, Readsboro, VT 05350

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Above List Price
    • $317/SF
    • 58 Days On Market

    Current Estimated Value $286,669

    Last Listing Agent Susan Bellville Bellville Realty

    713 Shippee Rd, Readsboro, VT 05350
    • /39

      Est $389,486 Not Listed For Sale

      375 Grapevine Ln, Pownal, VT 05261

      • 4 Beds
      • 3 Baths
      • 2,208 Sq Ft
      • Built 2011
      375 Grapevine Ln, Pownal, VT 05261

      Last Sold Summary

      • 8% Above List Price
      • $163/SF
      • 35 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /3

    $109,000

    • Land
    • 17 Acres
    • $6,412 per Acre

    00 Bill T Dr, Readsboro, VT 05350

    Escape to the Green Mountains with this beautiful 17-acre parcel located at the end of a town-maintained road in scenic Readsboro, Vermont. This private property offers the perfect mix of seclusion and convenience, surrounded by nature and outdoor recreation opportunities. At the rear of the property, you’ll find a serene beaver pond that attracts moose, birds, and other local wildlife—an ideal

    Samantha Decker Deerfield Valley Real Estate

    00 Bill T Dr, Readsboro, VT 05350
  • /37

    $219,000 Sold Aug 29, 2025

    261 Sycamore Ln, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • Built 1961

    Last Sold Summary

    • $189/SF
    • 4 Days On Market

    Current Estimated Value $215,953

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    261 Sycamore Ln, Shaftsbury, VT 05262
    • /40

      Est $367,946 Not Listed For Sale

      201 Sunset Hill Rd, Pownal, VT 05261

      • 3 Beds
      • 1.5 Baths
      • 1,720 Sq Ft
      • Built 2003
      201 Sunset Hill Rd, Pownal, VT 05261

      Last Sold Summary

      • 6% Below List Price
      • $227/SF
      • 75 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty

  • /4

    $350,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    526 Jennings Brook Dr, Bennington, VT 05201

    Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy

    Lilli West Maple Leaf Realty

    526 Jennings Brook Dr, Bennington, VT 05201
  • /53

    $1,388,000 Sold Jul 11, 2025

    1325 Barnumville Rd, Manchester Center, VT 05255

    • 4 Beds
    • 5 Baths
    • 5,494 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $253/SF
    • 92 Days On Market

    Current Estimated Value $1,363,867

    Last Listing Agent Christiane Carroccio TPW Real Estate

    1325 Barnumville Rd, Manchester Center, VT 05255
    • /27

      Est $564,737 Not Listed For Sale

      503 Atwood Dr, Pownal, VT 05261

      • 3 Beds
      • 2.5 Baths
      • 2,160 Sq Ft
      • Built 2004
      503 Atwood Dr, Pownal, VT 05261

      Last Sold Summary

      • 2% Below List Price
      • $266/SF
      • 8 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /43

    $1,399,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 5,397 Sq Ft

    12 Sunny Hill Rd, Manchester Center, VT 05255

    One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural

    Carrie Mathews Winhall Real Estate

    12 Sunny Hill Rd, Manchester Center, VT 05255
  • /30

    $361,500 Sold Oct 27, 2025

    64 Bergblume Cir, Stamford, VT 05352

    • 3 Beds
    • 2.5 Baths
    • 2,162 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $167/SF
    • 49 Days On Market

    Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE

    64 Bergblume Cir, Stamford, VT 05352
    • /38

      Est $395,440 Not Listed For Sale

      218 Puddingstone Rd, Pownal, VT 05261

      • 3 Beds
      • 1.5 Baths
      • 1,936 Sq Ft
      • Built 1971
      218 Puddingstone Rd, Pownal, VT 05261

      Last Sold Summary

      • 1% Below List Price
      • $207/SF
      • 21 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /35

    $849,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,897 Sq Ft

    24 Sugarbush Dr, Jamaica, VT 05343

    Nestled in the highly sought-after Forest Farms neighborhood on Stratton Mountain, this beautifully updated 5-bedroom, 3-bath mountain retreat on Sugarbush Drive offers the perfect blend of comfort, style, and breathtaking natural beauty. The home features an open-concept living space designed to showcase the stunning surroundings, highlighted by a dramatic wall of glass that frames gorgeous

    Carrie Mathews Winhall Real Estate

    24 Sugarbush Dr, Jamaica, VT 05343
  • /58

    $975,000 Sold Nov 27, 2025

    20 Jamie Ln, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 1987

    Last Sold Summary

    • $279/SF
    • 38 Days On Market

    Current Estimated Value $980,115

    Last Listing Agent David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • /16

      Est $111,870 Not Listed For Sale

      86 Floyds Way, Pownal, VT 05261

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1972
      86 Floyds Way, Pownal, VT 05261

      Last Sold Summary

      • 40% Above List Price
      • $76/SF
      • 6 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Jeffrey Dorman

  • /36

    $375,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,748 Sq Ft

    695 Dermody Rd, Bennington, VT 05201

    This inviting ranch has been thoughtfully cared for and filled with warmth throughout. What truly sets it apart is the location, offering wide, beautiful views you can enjoy everyday. The level lot provides plenty of space for gardening, outdoor gatherings, or simply relaxing on the back deck with a morning cup of coffee, or an evening star gazing. With generous road frontage, the possibilities

    Monique Geannelis Mahar McCarthy Real Estate

    695 Dermody Rd, Bennington, VT 05201
  • /44

    $365,000 Sold Feb 19, 2026

    2842 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 2,661 Sq Ft
    • Built 1969

    Last Sold Summary

    • 8% Below List Price
    • $137/SF
    • 79 Days On Market

    Current Estimated Value $372,611

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    2842 Vt Route 7a, Shaftsbury, VT 05262
    • /40

      Est $871,826 Not Listed For Sale

      718 Montgomery Rd, Pownal, VT 05261

      • 5 Beds
      • 4 Baths
      • 3,879 Sq Ft
      • Built 1800
      718 Montgomery Rd, Pownal, VT 05261

      Last Sold Summary

      • 6% Above List Price
      • $213/SF
      • 29 Days On Market

      Last Sold Price $825,000

      Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty

  • /27

    $319,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 836 Sq Ft

    557 Beech St, Manchester Center, VT 05255

    Manchester. Let the sun shine in. Easy living on one level with 3 bedrooms. You'll enjoy sitting in the kitchen and gazing either at the mountain view or the flower garden in the backyard. Nice level area to plant a garden or play outdoor games in the yard. Detached 1 car garage, good storage and area for workbench. Quick drive into center of Manchester and minutes to the Manchester Country Club.

    Patti Trudel RE/MAX Four Seasons

    557 Beech St, Manchester Center, VT 05255
  • /38

    $193,800 Sold May 30, 2025

    134 Imperial Ave, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1915

    Last Sold Summary

    • 2% Above List Price
    • $192/SF
    • 31 Days On Market

    Current Estimated Value $193,555

    Last Listing Agent Angela Bevin Maple Leaf Realty

    134 Imperial Ave, Bennington, VT 05201
    • /19

      Est $243,776 Not Listed For Sale

      169 Montgomery Rd, Pownal, VT 05261

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1970
      169 Montgomery Rd, Pownal, VT 05261

      Last Sold Summary

      • 28% Above List Price
      • $198/SF
      • 10 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  • /44

    $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
  • /30

    $717,500 Sold Feb 13, 2026

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

    • 3 Beds
    • 3 Baths
    • 2,317 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $310/SF
    • 60 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
    • /52

      Est $226,004 Not Listed For Sale

      351 Old Military Rd, Pownal, VT 05261

      • 4 Beds
      • 1 Bath
      • 1,378 Sq Ft
      • Built 1969
      351 Old Military Rd, Pownal, VT 05261

      Last Sold Summary

      • $164/SF
      • 3 Days On Market

      Last Sold Price $226,000

      Last Listing Agent Floyd Amidon Maple Leaf Realty

  • /52

    $895,000

    • 6 Beds
    • 8 Baths
    • 5,764 Sq Ft

    24 Vt Route 11, Londonderry, VT 05148

    Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here, with nearby access to the Catamount Trail and four renowned ski areas just minutes away. Once home to the beloved Nordic Inn, this versatile property carries a rich legacy of hospitality, having once hosted a restaurant and cross-country ski

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    24 Vt Route 11, Londonderry, VT 05148
  • /29

    $495,000 Sold May 29, 2025

    117 Nottingham Park, Manchester Center, VT 05255

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1972

    Last Sold Summary

    • $286/SF
    • 42 Days On Market

    Current Estimated Value $478,779

    Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

    117 Nottingham Park, Manchester Center, VT 05255
    • /2

      Est $359,116 Not Listed For Sale

      250 Lincoln St, Pownal, VT 05261

      • 5 Beds
      • 3 Baths
      • 3,598 Sq Ft
      • Built 1820
      250 Lincoln St, Pownal, VT 05261

      Last Sold Summary

      • 12% Below List Price
      • $114/SF
      • 13 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Paul Harsch HARSCH ASSOCIATES

  • /38

    $860,000

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    25 Benson Fuller Dr, Jamaica, VT 05343

    Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • /30

    $310,000 Sold Jul 25, 2025

    198 Weeks St, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 2,032 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $153/SF
    • 54 Days On Market

    Current Estimated Value $323,355

    Last Listing Agent Margretta Fischer Wohler Realty Group

    198 Weeks St, Bennington, VT 05201
    • /40

      Est $332,709 Not Listed For Sale

      505 Cross Rd, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 2003
      505 Cross Rd, Bennington, VT 05201

      Last Sold Summary

      • 11% Above List Price
      • $179/SF
      • 2 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

Showing Results 441 - 480, Page 12 of 18

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