21,175

Bennington County, VT Homes

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  • /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
  • /37

    $256,250 Sold Sep 03, 2025

    1236 Morgan St, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 1,259 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $204/SF
    • 7 Days On Market

    Current Estimated Value $253,127

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    1236 Morgan St, Bennington, VT 05201
    • /39

      Est $776,784 Not Listed For Sale

      3842 Vt Route 7a, Shaftsbury, VT 05262

      • 5 Beds
      • 4.5 Baths
      • 4,312 Sq Ft
      • Built 1972
      3842 Vt Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 11% Above List Price
      • $162/SF
      • 666 Days On Market

      Last Sold Price $700,000

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

  • /26

    $180,000

    • Land
    • 3.1 Acres
    • $58,065 per Acre

    00 Finbar's Forest Rd, Manchester, VT 05255

    Set on a knoll. Stunning mountain view of Mt Aeolus. This private 3.1 acre lot is ready to be built on with the driveway installed and lot cleared. Vt State Wastewater permit WW-8-2024 for a 3 bedroom home. Owner has staked the land to show the well and septic location. Added topsoil and seeded. Short drive to the center of Manchester and just around the corner to the Manchester Country Club.

    Patti Trudel RE/MAX Four Seasons

    00 Finbar's Forest Rd, Manchester, VT 05255
  • /45

    $405,000 Sold Apr 20, 2026

    848 Coleville Rd, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $200/SF
    • 151 Days On Market

    Current Estimated Value $415,318

    Last Listing Agent Beatrice O'Connell Maple Leaf Realty

    848 Coleville Rd, Bennington, VT 05201
    • /39

      Est $542,659 Not Listed For Sale

      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1981
      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 2% Below List Price
      • $285/SF
      • 60 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /9

    $19,999 Pending

    • Land
    • 1.5 Acres
    • $13,333 per Acre

    0 Lebensdorf Ln, Readsboro, VT 05350

    Rectangular building lot in Alpenwald Village. The topography is slightly below road grade but generally flat. Electricity is available at the road. This is a very well maintained development and road system, with lots of privacy and neighbors widely spread out on their own acreage, yet there's still a friendly community feel.

    David White OwnerEntry.com

    0 Lebensdorf Ln, Readsboro, VT 05350
  • /35

    $220,000 Sold Sep 16, 2025

    115 Jefferson Ave, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1930

    Last Sold Summary

    • 18% Below List Price
    • $142/SF
    • 83 Days On Market

    Current Estimated Value $224,928

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    115 Jefferson Ave, Bennington, VT 05201
    • /45

      Est $407,787 Not Listed For Sale

      294 Tinkham Rd, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,573 Sq Ft
      • Built 1975
      294 Tinkham Rd, North Bennington, VT 05257

      Last Sold Summary

      • 2% Below List Price
      • $264/SF
      • 4 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /6

    $56,900

    • Land
    • 4.2 Acres
    • $13,548 per Acre

    00 Heartwellville View Rd, Readsboro, VT 05350

    Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 4-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

    Flex Realty Group Flex Realty

    00 Heartwellville View Rd, Readsboro, VT 05350
  • /59

    $1,082,500 Sold Aug 29, 2025

    4 Garden Loop Rd, Winhall, VT 05340

    • 3 Beds
    • 3.5 Baths
    • 4,054 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $267/SF
    • 45 Days On Market

    Current Estimated Value $1,103,341

    Last Listing Agent Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    4 Garden Loop Rd, Winhall, VT 05340
    • /52

      Est $404,155 Not Listed For Sale

      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1989
      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 9% Above List Price
      • $242/SF
      • 6 Days On Market

      Last Sold Price $372,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /51

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 5,228 Sq Ft

    2167 Myers Rd, Shaftsbury, VT 05262

    Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the

    Kelley Mccarthy Mahar McCarthy Real Estate

    2167 Myers Rd, Shaftsbury, VT 05262
  • /32

    $38,000 Sold Aug 11, 2025

    339 S Stream Rd, Pownal, VT 05261

    • 5 Beds
    • 2 Baths
    • 2,204 Sq Ft
    • Built 1890

    Last Sold Summary

    • 31% Below List Price
    • $17/SF
    • 115 Days On Market

    Current Estimated Value $53,968

    Last Listing Agent Lisa Friedman Great American Dream Realty

    339 S Stream Rd, Pownal, VT 05261
    • /24

      Est $449,962 Not Listed For Sale

      318 Eleanors Way, North Bennington, VT 05257

      • 4 Beds
      • 3 Baths
      • 2,065 Sq Ft
      • Built 1968
      318 Eleanors Way, North Bennington, VT 05257

      Last Sold Summary

      • 18% Above List Price
      • $184/SF
      • 10 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /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
  • /22

    $210,000 Sold Jan 21, 2026

    52 Walker Meadow, Arlington, VT 05250

    • 2 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1964

    Last Sold Summary

    • 9% Below List Price
    • $109/SF
    • 4 Days On Market

    Current Estimated Value $216,376

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    52 Walker Meadow, Arlington, VT 05250
    • /12

      Est $181,030 Not Listed For Sale

      816 Shaftsbury Hollow Rd, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 920 Sq Ft
      • Built 1935
      816 Shaftsbury Hollow Rd, North Bennington, VT 05257

      Last Sold Summary

      • 51% Above List Price
      • $130/SF
      • 111 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Kevin Holmes Blue Slate Realty

  • /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
  • /10

    $18,500 Sold Jan 09, 2026

    lot139&140 Bergrucken Ln, Readsboro, VT 05350

    • Land
    • 2.3 Acres
    • $8,043 per Acre

    Last Sold Summary

    • 20 Days On Market

    Last Listing Agent Christine Girard STEEPLEVIEW REALTY - N. ADAMS

    lot139&140 Bergrucken Ln, Readsboro, VT 05350
    • /40

      Est $904,988 Not Listed For Sale

      16 Glastenbury Rd, Shaftsbury, VT 05262

      • 5 Beds
      • 3.5 Baths
      • 4,239 Sq Ft
      • Built 1800
      16 Glastenbury Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 1% Above List Price
      • $211/SF
      • 5 Days On Market

      Last Sold Price $895,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /45

    $995,000

    • 13 Beds
    • 12 Baths
    • 8,594 Sq Ft

    2759 Vt Route 11, Peru, VT 05152

    Your private Vermont resort awaits! Perfect for multi-generational living or a co-ownership vacation compound, this 9.5-acre estate offers historic charm with massive capacity. Located minutes from premier skiing at Bromley, Stratton, and Magic. Highlights include, Main Residence: Beautifully renovated 1835 farmhouse with 4 beds, 3 baths, modern kitchen, and deck.Guest Wings: Two additions

    Gregory Cutler Four Seasons Sotheby's Int'l Realty

    2759 Vt Route 11, Peru, VT 05152
  • /59

    $825,000 Sold Jun 30, 2025

    764 Barnumville Rd Unit 2, Manchester Center, VT 05255

    • 3 Beds
    • 4 Baths
    • 3,240 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $255/SF
    • 41 Days On Market

    Current Estimated Value $799,354

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    764 Barnumville Rd Unit 2, Manchester Center, VT 05255
    • /38

      Est $361,988 Not Listed For Sale

      726 Old Depot Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,588 Sq Ft
      • Built 1930
      726 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 7% Below List Price
      • $245/SF
      • 5 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /6

    $35,000

    • Land
    • 1.7 Acres
    • $20,588 per Acre

    159 Oberdorf Rd, Readsboro, VT 05350

    Escape to the mountains with this ready-to-build 1.7-acre lot in scenic Alpenwald Village! Nestled beside National Forest land and bordered by a charming brook along the northern edge, this property offers a peaceful natural setting with endless outdoor adventure at your doorstep. Enjoy direct access to VAST snowmobile and VASA ATV trails, nearby hiking and mountain biking, and Dutch Hill for

    Lindsey Martin Maple Leaf Realty

    159 Oberdorf Rd, Readsboro, VT 05350
  • /60

    $245,000 Sold Sep 22, 2025

    19 Robinson Ave, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1954

    Last Sold Summary

    • 11% Below List Price
    • $186/SF
    • 3 Days On Market

    Current Estimated Value $248,760

    Last Listing Agent Floyd Amidon Maple Leaf Realty

    19 Robinson Ave, Bennington, VT 05201
    • /38

      Est $389,136 Not Listed For Sale

      1139 Old Depot Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,894 Sq Ft
      • Built 1965
      1139 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • $205/SF
      • 76 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Catherine Cairns Maple Leaf Realty

  • /49

    $625,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    94 Murray Hill Woods Rd Unit 64, Manchester, VT 05255

    "The Maisonette of Murray Hill"...if you are searching for elements such as unique layouts, high ceilings, move in ready and to unwind in luxury...then come discover a one-of-a kind completely and luxuriously renovated Murray Hill Woods Rd condo! This stunning condo features breathtaking views, and is the only one with an extended deck and private stairs leading to a spacious patio for Al Fresco

    Sunny Breen Josiah Allen Real Estate, Inc.

    94 Murray Hill Woods Rd Unit 64, Manchester, VT 05255
  • /50

    $4,150,000 Sold Mar 18, 2026

    318 Spring Hill Ln, Dorset, VT 05251

    • 7 Beds
    • 10 Baths
    • 7,422 Sq Ft
    • Built 1941

    Last Sold Summary

    • 15% Below List Price
    • $559/SF
    • 181 Days On Market

    Current Estimated Value $3,785,564

    Last Listing Agent Richard Slocum Four Seasons Sotheby's Int'l Realty

    318 Spring Hill Ln, Dorset, VT 05251
    • /40

      Est $869,000 Not Listed For Sale

      498 Birch Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 1997
      498 Birch Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 11% Below List Price
      • $371/SF
      • 12 Days On Market

      Last Sold Price $979,000

      Last Listing Agent Margretta Fischer Wohler Realty Group

  • /60

    $5,250,000

    • 9 Beds
    • 10 Baths
    • 7,900 Sq Ft

    1184 E Manchester Rd, Manchester, VT 05255

    Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    1184 E Manchester Rd, Manchester, VT 05255
  • /33

    $740,000 Sold Jan 02, 2026

    G12 Cobble Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,764 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $268/SF
    • 1 Day On Market

    Current Estimated Value $728,333

    Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

    G12 Cobble Ridge Rd, Winhall, VT 05340
    • /39

      Est $501,092 Not Listed For Sale

      127 Birch Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 3.5 Baths
      • 3,128 Sq Ft
      • Built 2000
      127 Birch Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 2% Above List Price
      • $157/SF
      • 65 Days On Market

      Last Sold Price $490,000

      Last Listing Agent David Citron RE/MAX

  • /40

    $114,900 Under Contract

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

    130 Lincoln St, Bennington, VT 05201

    Convenient location walking distance to downtown Bennington shops and amenities. Spacious eat-in kitchen, formal dining room, and adjoining porch flow perfectly for entertaining. The rustic living room has a beautiful wood ceiling and plenty of windows letting in copious amounts of natural light. The 198' deep backyard is perfect for tossing a ball and enjoying backyard barbeques. Two porches are

    Lisa Friedman Great American Dream Realty

    130 Lincoln St, Bennington, VT 05201
  • /37

    $233,000 Sold Aug 04, 2025

    73 Woodford City Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Above List Price
    • $221/SF
    • 73 Days On Market

    Last Listing Agent Abi Gregorio

    73 Woodford City Rd, Bennington, VT 05201
    • /39

      Est $743,964 Not Listed For Sale

      192 Old Depot Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 4 Baths
      • 3,206 Sq Ft
      • Built 1826
      192 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 4% Above List Price
      • $223/SF
      • 39 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Phil Lewis Mahar McCarthy Real Estate

  • /25

    $98,999 New Construction

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    78 Ethans Way, Bennington, VT 05201

    Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polomodel manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. ft. of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

    Kate Barry EXP Realty

    78 Ethans Way, Bennington, VT 05201
  • /49

    $313,000 Sold Jul 21, 2025

    1385 N Bennington Rd, North Bennington, VT 05257

    • 4 Beds
    • 2 Baths
    • 2,050 Sq Ft
    • Built 1910

    Last Sold Summary

    • 1% Below List Price
    • $153/SF
    • 53 Days On Market

    Current Estimated Value $316,795

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1385 N Bennington Rd, North Bennington, VT 05257
    • /32

      Est $335,514 Not Listed For Sale

      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1986
      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257

      Last Sold Summary

      • 5% Above List Price
      • $289/SF
      • 27 Days On Market

      Last Sold Price $319,000

      Last Listing Agent Abi Gregorio

  • /7

    $997,000

    • Land
    • 0.53 Acre
    • $1,881,132 per Acre

    153 Northside Dr, Bennington, VT 05201

    Level, .53-acre lot situated in Bennington’s high-traffic Planned Commercial (PC) District. This site offers a rare opportunity to save significantly on demolition costs and move straight into the design and permitting phase for a new commercial project. This busy corridor lot is located entirely outside of the flood zone, providing a clean slate for development and a more streamlined path for

    Lori Hurley Four Corner Properties LLC

    153 Northside Dr, Bennington, VT 05201

Showing Results 361 - 400, Page 10 of 18

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