21,175

Bennington County, VT Homes

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  • /59

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    358 Birch Grove, Arlington, VT 05250

    Have you dreamed of a home on a quiet cul-de-sac with over an acre of land and seasonal mountain views? Look no further! Situated on a wooded lot in a very desirable neighborhood, this spacious home has all you need. Flooded with natural light, the large living room includes a gas fireplace, cozy reading nook, and cute sunroom that is perfect for plants. It leads to a wraparound deck, also

    Justine Curry Maple Leaf Realty

    358 Birch Grove, Arlington, VT 05250
  • /35

    $329,900 Sold Aug 28, 2025

    170 Brambley Ln, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • Built 1969

    Last Sold Summary

    • $226/SF
    • 4 Days On Market

    Current Estimated Value $325,483

    Last Listing Agent Matt Waddington Hoffman Real Estate

    170 Brambley Ln, Bennington, VT 05201
    • /37

      Est $426,686 Not Listed For Sale

      127 Flynn Hollow Rd, Sunderland, VT 05250

      • 3 Beds
      • 1.5 Baths
      • 1,718 Sq Ft
      • Built 1989
      127 Flynn Hollow Rd, Sunderland, VT 05250

      Last Sold Summary

      • 29% Below List Price
      • $352/SF
      • 3 Days On Market

      Last Sold Price $605,000

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

  • /7

    $29,000

    • Land
    • 1.2 Acres
    • $24,167 per Acre

    00 Oberdorf Rd, Stamford, VT 05350

    This 1.2 acre rectangular lot is located in Alpenwald Village! The village roads are community-maintained, have electricity service through Green Mountain Power Company and is loaded with recreational perks! 1.4 miles to hiking/ biking trails on the Dutch Hill Backcountry Area of the Green Mountain National Forest. 1.9 miles to an ATV & snowmobile trailhead in Heartwellville. Situated in the town

    Casey Scott Southern Vermont Realty Group

    00 Oberdorf Rd, Stamford, VT 05350
  • /42

    $325,000 Sold Jun 03, 2025

    209 Washington Ave, Bennington, VT 05201

    • 4 Beds
    • 4 Baths
    • 3,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $101/SF
    • 52 Days On Market

    Current Estimated Value $330,795

    Last Listing Agent Wendy Larson Hooscik Realty

    209 Washington Ave, Bennington, VT 05201
    • /34

      Est $203,693 Not Listed For Sale

      925 South Rd, East Arlington, VT 05252

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1972
      925 South Rd, East Arlington, VT 05252

      Last Sold Summary

      • 40% Above List Price
      • $108/SF
      • 6 Days On Market

      Last Sold Price $145,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /20

    $242,500 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    1645 Vermont Route 67 E, Shaftsbury, VT 05257

    Affordable single-level living in a convenient North Bennington location. Priced to sell, 1645 Route 67E offers comfortable space and practical features for buyers seeking an easy-to-maintain home. This home provides a functional layout with good-sized bedrooms, including a large primary bedroom with en-suite bath that offers both space and privacy. The single-level design allows for easy living

    Morriah Adams BHG Masiello Brattleboro

    1645 Vermont Route 67 E, Shaftsbury, VT 05257
  • /60

    $2,100,000 Sold May 02, 2025

    18 Rocky Dell Rd, Winhall, VT 05340

    • 7 Beds
    • 5.5 Baths
    • 6,195 Sq Ft
    • Built 2007

    Last Sold Summary

    • 14% Below List Price
    • $339/SF
    • 246 Days On Market

    Current Estimated Value $2,212,363

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    18 Rocky Dell Rd, Winhall, VT 05340
    • /25

      Est $425,052 Not Listed For Sale

      125 Chiselville Rd, Arlington, VT 05250

      • 4 Beds
      • 4 Baths
      • 1,593 Sq Ft
      • Built 1880
      125 Chiselville Rd, Arlington, VT 05250

      Last Sold Summary

      • 6% Below List Price
      • $282/SF
      • 31 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

  • /56

    $2,999,000 Under Contract

    • 6 Beds
    • 6.5 Baths
    • 6,650 Sq Ft

    25 Mountain Haunts Rd, Winhall, VT 05340

    Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4 ensuite bedroom, 3 stone fireplaces, huge lodge room w/ large beams

    Kim Morgan-Wohler Wohler Realty Group

    25 Mountain Haunts Rd, Winhall, VT 05340
  • /47

    $365,000 Sold Sep 11, 2025

    84 Jasper Ln, Arlington, VT 05250

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $190/SF
    • 69 Days On Market

    Current Estimated Value $333,379

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

    84 Jasper Ln, Arlington, VT 05250
    • /34

      Est $478,879 Not Listed For Sale

      3600 North Rd, Arlington, VT 05250

      • 3 Beds
      • 2.5 Baths
      • 1,891 Sq Ft
      • Built 2004
      3600 North Rd, Arlington, VT 05250

      Last Sold Summary

      • 3% Below List Price
      • $262/SF
      • 40 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Matt Waddington Hoffman Real Estate

  • /11

    $2,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    6 Stone Lodge Rd, Winhall, VT 05340

    SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for

    Kim Morgan-Wohler Wohler Realty Group

    6 Stone Lodge Rd, Winhall, VT 05340
  • /37

    $950,000 Sold Nov 20, 2025

    1589 Richville Rd, Manchester Center, VT 05255

    • 5 Beds
    • 4.5 Baths
    • 3,697 Sq Ft
    • Built 1850

    Last Sold Summary

    • 14% Below List Price
    • $257/SF
    • 91 Days On Market

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

    1589 Richville Rd, Manchester Center, VT 05255
    • /32

      Est $449,287 Not Listed For Sale

      2128 North Rd, Arlington, VT 05250

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1987
      2128 North Rd, Arlington, VT 05250

      Last Sold Summary

      • 5% Below List Price
      • $306/SF
      • 4 Days On Market

      Last Sold Price $475,000

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

  • /38

    $949,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • /28

    $401,000 Sold Mar 27, 2026

    2023 North Rd, Arlington, VT 05250

    • 3 Beds
    • 1.5 Baths
    • 1,222 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $328/SF
    • 35 Days On Market

    Current Estimated Value $349,814

    Last Listing Agent Mandolyn McIntyre Crow Real Broker LLC

    2023 North Rd, Arlington, VT 05250
    • /38

      Est $283,148 Not Listed For Sale

      1469 Sunderland Hill Rd, Arlington, VT 05250

      • 3 Beds
      • 1.5 Baths
      • 1,268 Sq Ft
      • Built 1958
      1469 Sunderland Hill Rd, Arlington, VT 05250

      Last Sold Summary

      • 1% Above List Price
      • $221/SF
      • 4 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /38

    $1,995,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 6,323 Sq Ft

    2589 W Sandgate Rd, Arlington, VT 05250

    Two Pigs Farm is a hillside retreat in Southern Vermont's Taconic Range, where meadows are bound by ancient maple trees, stone walls and two clear brooks. The circa 1989 farmhouse and barns feel timeless—rooted, quietly graceful—designed for comfort, and connection. Inspired by childhood summers in Sandgate, the owner dreamed of a place where time stretches—mornings for berry picking, afternoons

    Dia Jenks LandVest, Inc/Woodstock

    2589 W Sandgate Rd, Arlington, VT 05250
  • /21

    $465,000 Sold Sep 12, 2025

    4195 Route 30, Dorset, VT 05251

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft
    • Built 1757

    Last Sold Summary

    • 2% Above List Price
    • $316/SF
    • 2 Days On Market

    Current Estimated Value $469,194

    Last Listing Agent Sunny Breen Josiah Allen Real Estate, Inc.

    4195 Route 30, Dorset, VT 05251
    • /29

      Est $454,519 Not Listed For Sale

      2353 North Rd, Arlington, VT 05250

      • 4 Beds
      • 2.5 Baths
      • 2,080 Sq Ft
      • Built 1999
      2353 North Rd, Arlington, VT 05250

      Last Sold Summary

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

      Last Sold Price $470,500

      Last Listing Agent Faith Rhodes Maple Leaf Realty

  • /34

    $259,000 Under Contract

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

    1808 East Rd, Bennington, VT 05201

    Well-maintained 3-bedroom, 1-bath ranch set on a beautifully landscaped half-acre in Bennington. This inviting home offers easy single-level living with a bright picture window framing peaceful views, an attached heated two-car garage, and a convenient shed for additional storage. Pride of ownership is evident throughout, with solid systems and thoughtful care over the years, while offering an

    Abi Gregorio

    1808 East Rd, Bennington, VT 05201
  • /54

    $225,000 Sold Sep 10, 2025

    304 North St Unit 6, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Above List Price
    • $104/SF
    • 15 Days On Market

    Current Estimated Value $237,083

    Last Listing Agent Thomas Martins Maple Leaf Realty

    304 North St Unit 6, Bennington, VT 05201
    • /26

      Est $367,765 Not Listed For Sale

      131 Mckee Rd, Arlington, VT 05250

      • 3 Beds
      • 3 Baths
      • 1,732 Sq Ft
      • Built 1985
      131 Mckee Rd, Arlington, VT 05250

      Last Sold Summary

      • 4% Below List Price
      • $221/SF
      • 7 Days On Market

      Last Sold Price $383,000

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

  • /2

    $125,000

    • Land
    • 1.45 Acres
    • $86,207 per Acre

    L/O River Rd, Winhall, VT 05340

    This 1.45+/- acre building lot offers a rare combination of privacy, recreation, and convenience. An approved Vermont wastewater permit for a 3-bedroom single-family home is already in place, streamlining the path toward building a year-round residence or mountain getaway. The property is located just one mile from the base of the Stratton Access Road and only twenty minutes from Manchester’s

    Cheyanne Pugliese

    L/O River Rd, Winhall, VT 05340
  • /19

    $426,000 Sold Jan 16, 2026

    46-48 Lower Taylor Hill Rd, Winhall, VT 05340

    • 2 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Above List Price
    • $237/SF
    • 1 Day On Market

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    46-48 Lower Taylor Hill Rd, Winhall, VT 05340
    • /40

      Est $469,067 Not Listed For Sale

      466 Laver Rd, Arlington, VT 05250

      • 5 Beds
      • 2.5 Baths
      • 2,560 Sq Ft
      • Built 2006
      466 Laver Rd, Arlington, VT 05250

      Last Sold Summary

      • 4% Above List Price
      • $176/SF
      • 369 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /21

    $215,000

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    55 Eden Way Unit 3, Bennington, VT 05201

    Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and

    Angela Bevin Maple Leaf Realty

    55 Eden Way Unit 3, Bennington, VT 05201
  • /18

    $949,900 Sold Jun 02, 2025

    168 Meadow Ln, Dorset, VT 05251

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1954

    Last Sold Summary

    • $547/SF
    • 6 Days On Market

    Current Estimated Value $906,103

    Last Listing Agent Charles Mauro Josiah Allen Real Estate, Inc.

    168 Meadow Ln, Dorset, VT 05251
    • /24

      Est $287,725 Not Listed For Sale

      408 Dunlap Farm Rd, Arlington, VT 05250

      • 2 Beds
      • 1 Bath
      • 988 Sq Ft
      • Built 1984
      408 Dunlap Farm Rd, Arlington, VT 05250

      Last Sold Summary

      • 2% Above List Price
      • $286/SF
      • 88 Days On Market

      Last Sold Price $282,500

      Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  • /10

    $150,000

    • Land
    • 4 Acres
    • $37,500 per Acre

    0 Rocky Ln Unit 5082777, Dorset, VT 05253

    'THE GROUND BENEATH AN APRIL SNOWSTORM IS NOT DORMANT... IT IS AWAKENING!".... Come discover the perfect opportunity to craft the home of your dreams!! With Spring ready to bloom, this very special lot is vibrant and quite ready for your vision!Fully permitted for a five bedroom residence, this property combines privacy, natural beauty and convenience!Imagine waking up to serene views,

    Sunny Breen Josiah Allen Real Estate, Inc.

    0 Rocky Ln Unit 5082777, Dorset, VT 05253
  • /39

    $255,500 Sold Jan 15, 2026

    77 Mcguire St, North Bennington, VT 05257

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $253/SF
    • 15 Days On Market

    Current Estimated Value $256,537

    Last Listing Agent Angela Bevin Maple Leaf Realty

    77 Mcguire St, North Bennington, VT 05257
    • /50

      Est $1,101,367 Not Listed For Sale

      342 Lesure Rd, Stamford, VT 05352

      • 5 Beds
      • 4.5 Baths
      • 6,000 Sq Ft
      • Built 2007
      342 Lesure Rd, Stamford, VT 05352

      Last Sold Summary

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

      Last Sold Price $1,075,000

      Last Listing Agent Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

  • /6

    $69,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,352 Sq Ft

    32 French Hill Rd, Pownal, VT 05261

    Subject property currently has two buildings on the property. One is a ranch style home the other is a shed. Property has just under an acre of land with power, and town sewer at the street. Do not entry property without your buyer's agent with you. This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. Owner

    April Shepard Twin State Realty LLC

    32 French Hill Rd, Pownal, VT 05261
  • /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 Realty

    0 Maple Hill Rd, Shaftsbury, VT 05262
    • /33

      Est $172,440 Not Listed For Sale

      133 Tatro Rd, Stamford, VT 05352

      • 2 Beds
      • 1 Bath
      • 972 Sq Ft
      • Built 1995
      133 Tatro Rd, Stamford, VT 05352

      Last Sold Summary

      • $177/SF
      • 28 Days On Market

      Last Sold Price $172,003

      Last Listing Agent Monique White Deerfield Valley Real Estate

  • /13

    $55,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    1488 Morgan St, Bennington, VT 05201

    Priced to sell and ready for you to bring your imagination!!! Ranch style home with 2 car detached garage and a level 1.03 acre lot. Needs updating and repairs, but at this price, worth the efforts!!!

    Dick Thackston R.H. Thackston & Company

    1488 Morgan St, Bennington, VT 05201
  • /19

    $199,900 Sold Sep 19, 2025

    42 Colvin Ave, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 1964

    Last Sold Summary

    • $210/SF
    • 28 Days On Market

    Current Estimated Value $195,235

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    42 Colvin Ave, Shaftsbury, VT 05262
    • /6

      Est $464,097 Not Listed For Sale

      405 Sumner Rd, Stamford, VT 05352

      • 3 Beds
      • 1.5 Baths
      • 2,112 Sq Ft
      • Built 1974
      405 Sumner Rd, Stamford, VT 05352

      Last Sold Summary

      • 7% Above List Price
      • $206/SF
      • 93 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Paul Harsch HARSCH ASSOCIATES

  • /8

    $9,999 Pending

    • Land
    • 1.2 Acres
    • $8,332 per Acre

    0 Alpendorf Ave, Readsboro, VT 05350

    Stake a claim on your own little piece of Vermont, at the foot of the Green Mountain National Forest. This 1.2-acre triangular lot rises up from the road and may allow peekaboo views of the surrounding valley starting in late-fall, once the region's famous foliage drops away. It's located in Alpenwald Village, with community-maintained roads rolling up and down the area's hilly topography. Today

    David White OwnerEntry.com

    0 Alpendorf Ave, Readsboro, VT 05350

Showing Results 241 - 280, Page 7 of 18

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