21,114

Bennington County, VT Homes

Section Image
  • /21

    $120,000 Pending

    • Land
    • 20 Acres
    • $6,000 per Acre

    1319 Vail Rd, Bennington, VT 05201

    Discover an exceptional opportunity to build your dream home on this prime 20-acre parcel located in the desirable west end of Bennington. This expansive property offers a perfect blend of privacy and convenience, ready for immediate development.Key features of this remarkable land include an established driveway providing easy access to your future homesite, and a completed perk test

    Lilli West Maple Leaf Realty

    1319 Vail Rd, Bennington, VT 05201
  • /16

    $130,000 Sold Jan 28, 2026

    755 Main St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft
    • Built 1890

    Last Sold Summary

    • 10% Below List Price
    • $88/SF
    • 141 Days On Market

    Current Estimated Value $142,487

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

    755 Main St, Bennington, VT 05201
    • /21

      Est $246,415 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

      • 4% Above List Price
      • $199/SF
      • 17 Days On Market

      Last Sold Price $238,000

      Last Listing Agent Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

  • /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
  • /19

    $535,000 Sold Mar 13, 2025

    127 Sap Bucket Cir, Peru, VT 05152

    • 4 Beds
    • 3.5 Baths
    • 1,818 Sq Ft
    • Built 1991

    Last Sold Summary

    • 21% Below List Price
    • $294/SF
    • 176 Days On Market

    Current Estimated Value $565,773

    Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

    127 Sap Bucket Cir, Peru, VT 05152
    • /28

      Est $325,218 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

      • 38% 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

    Jill Simon Josiah Allen Real Estate, Manchester Branch Office

    120 Village St, East Dorset, VT 05253
  • /33

    $225,222 Sold Mar 31, 2025

    7564 Bourn Brook Rd Unit 64, Manchester, VT 05255

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $287/SF
    • 32 Days On Market

    Last Listing Agent Margretta Fischer Wohler Realty Group

    7564 Bourn Brook Rd Unit 64, Manchester, VT 05255
    • /39

      Est $397,316 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

      • 10% 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
  • /38

    $215,000 Sold Jun 06, 2025

    230 Beech St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Below List Price
    • $169/SF
    • 81 Days On Market

    Current Estimated Value $215,774

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    230 Beech St, Bennington, VT 05201
    • /38

      Est $327,965 Not Listed For Sale

      205 W Meadow Ct, Pownal, VT 05261

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1993
      205 W Meadow Ct, Pownal, VT 05261

      Last Sold Summary

      • 15% Above List Price
      • $240/SF
      • 25 Days On Market

      Last Sold Price $284,900

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

  • /46

    $1,350,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,640 Sq Ft

    33 Forest Haunts Rd, Winhall, VT 05340

    Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    33 Forest Haunts Rd, Winhall, VT 05340
  • /29

    $350,000 Sold Jun 10, 2025

    297 Mad Tom Rd, East Dorset, VT 05253

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Above List Price
    • $257/SF
    • 46 Days On Market

    Current Estimated Value $350,706

    Last Listing Agent Sandy Reavill Real Broker LLC

    297 Mad Tom Rd, East Dorset, VT 05253
    • /37

      Est $253,220 Not Listed For Sale

      195 W Meadow Ct, Pownal, VT 05261

      • 3 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1973
      195 W Meadow Ct, Pownal, VT 05261

      Last Sold Summary

      • 11% Above List Price
      • $214/SF
      • 6 Days On Market

      Last Sold Price $227,500

      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
  • /2

    $450,000 Sold May 23, 2025

    20 Harvest Hills Dr, North Bennington, VT 05257

    • 4 Beds
    • 2.5 Baths
    • 1,660 Sq Ft
    • Built 1972

    Last Sold Summary

    • $271/SF
    • 0 Days On Market

    Current Estimated Value $437,848

    Last Listing Agent Floyd Amidon Maple Leaf Realty

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

      Est $382,348 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

      • 2% 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

  • /27

    $319,000

    • 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
  • /8

    $71,200 Sold Oct 09, 2025

    272 Twenty Acre Wood Rd, Arlington, VT 05250

    • Land
    • 7.12 Acres
    • $10,000 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 58 Days On Market

    Current Estimated Value $71,399

    Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

    272 Twenty Acre Wood Rd, Arlington, VT 05250
    • /40

      Est $365,431 Not Listed For Sale

      46 Grapevine Ln, Pownal, VT 05261

      • 3 Beds
      • 2 Baths
      • 2,052 Sq Ft
      • Built 1970
      46 Grapevine Ln, Pownal, VT 05261

      Last Sold Summary

      • 9% Above List Price
      • $163/SF
      • 84 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • /32

    $450,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,303 Sq Ft

    44 Lake Rd, Bondville, VT 05340

    Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    44 Lake Rd, Bondville, VT 05340
  • /35

    $279,000 Sold Aug 07, 2025

    65 Mountain View Dr, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $160/SF
    • 30 Days On Market

    Last Listing Agent Dan Mason Perrott Realty

    65 Mountain View Dr, Shaftsbury, VT 05262
    • /27

      Est $546,388 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

      • 5% Below List Price
      • $266/SF
      • 8 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /36

    $224,500

    • 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

    Colleen Zajac MONARCH REALTY, INC.

    1138 Main Rd, Stamford, VT 05352
  • /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
    • /38

      Est $397,447 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

  • /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
  • /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 $271,266

    Last Listing Agent William Paquin Maple Leaf Realty

    400 South St, Bennington, VT 05201
    • /16

      Est $124,071 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

      • 55% Above List Price
      • $76/SF
      • 6 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Jeffrey Dorman

  • /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

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • /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 $299,831

    Last Listing Agent Susan Bellville Bellville Realty

    713 Shippee Rd, Readsboro, VT 05350
    • /40

      Est $854,867 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

      • 4% 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

  • /58

    $1,950,000

    • 9 Beds
    • 7 Baths
    • 6,956 Sq Ft

    1086 West Rd, Bennington, VT 05201

    Built in 1866, this French Provençal–inspired stone estate is a rare and distinguished offering, blending historic grandeur with pastoral beauty on 94.56 acres just outside historic Bennington, Vermont. Commanding sweeping mountain views, the property delivers exceptional privacy while remaining conveniently close to town amenities. The main residence offers 9 bedrooms and 7 bathrooms,

    Kelley Mccarthy Mahar McCarthy Real Estate

    1086 West Rd, Bennington, VT 05201
  • /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 $220,891

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    261 Sycamore Ln, Shaftsbury, VT 05262
    • /19

      Est $241,725 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

      • 27% Above List Price
      • $198/SF
      • 10 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  • /16

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255

    Breathtaking views of Mount Equinox await from the privacy of this three-bedroom, 2.5-bath end unit condominium, ideally located just minutes from town and the ski mountains. The top floor features a bright loft filled with natural light and a convenient half bath. The spacious living room opens to a private deck with stunning mountain views and includes a cozy wood-burning fireplace.The

    Northshire Sales Group Real Broker LLC

    14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255
  • /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 $1,374,657

    Last Listing Agent Christiane Carroccio TPW Real Estate

    1325 Barnumville Rd, Manchester Center, VT 05255
    • /52

      Est $229,572 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

      • 2% Above List Price
      • $164/SF
      • 3 Days On Market

      Last Sold Price $226,000

      Last Listing Agent Floyd Amidon Maple Leaf Realty

  • /37

    $499,999

    • 4 Beds
    • 3 Baths
    • 3,504 Sq Ft

    636 Tunnel St, Readsboro, VT 05350

    Almost there! This owner has taken a traditional farmhouse and transformed it into an amazing home full of style and grace. There are many ways to consider this home...over 3500 square feet of single family living with 4 bedrooms (or even 5) and 3 baths...live on one floor, AIR B&B all or part of the other floor....rent both levels and use as a vacation home on off seasons. The kitchen is large

    Christine Lewis Brattleboro Area Realty

    636 Tunnel St, Readsboro, VT 05350

Showing Results 401 - 440, Page 11 of 18

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