21,175

Bennington County, VT Homes

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  • /58

    $1,950,000 Under Contract

    • 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
  • /58

    $590,000 Sold Feb 27, 2026

    1098 W Sandgate Rd, Arlington, VT 05250

    • 3 Beds
    • 2.5 Baths
    • 3,284 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $180/SF
    • 35 Days On Market

    Current Estimated Value $612,365

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

    1098 W Sandgate Rd, Arlington, VT 05250
    • /40

      Not Listed For Sale

      260 Tower Rd, Bennington, VT 05201

      • 4 Beds
      • 2.5 Baths
      • 3,976 Sq Ft
      • Built 1981
      260 Tower Rd, Bennington, VT 05201

      Last Sold Summary

      • $135/SF
      • 115 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Allison Pacelli Pacelli Zepka Corporation

  • /16

    $495,000

    • 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
  • /47

    $260,000 Sold May 01, 2025

    3046 Vermont Route 313 W, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1997

    Last Sold Summary

    • 5% Below List Price
    • $172/SF
    • 10 Days On Market

    Last Listing Agent Margretta Fischer Wohler Realty Group

    3046 Vermont Route 313 W, Arlington, VT 05250
    • /24

      Est $152,248 Not Listed For Sale

      354 NW Hill Rd, Pownal, VT 05261

      • 1 Bed
      • 816 Sq Ft
      • Built 1900
      354 NW Hill Rd, Pownal, VT 05261

      Last Sold Summary

      • 3% Above List Price
      • $181/SF
      • 6 Days On Market

      Last Sold Price $148,000

      Last Listing Agent Nicholas Charest 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
  • /22

    $595,000 Sold Jan 26, 2026

    62 Owls Nest Cir Unit B8, Manchester, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,963 Sq Ft
    • Built 1985

    Last Sold Summary

    • $303/SF
    • 11 Days On Market

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

    62 Owls Nest Cir Unit B8, Manchester, VT 05255
    • /40

      Est $405,510 Not Listed For Sale

      42 Maple Grove Rd, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 2,163 Sq Ft
      • Built 1960
      42 Maple Grove Rd, Bennington, VT 05201

      Last Sold Summary

      • 4% Above List Price
      • $180/SF
      • 87 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  • /37

    $629,000

    • 5 Beds
    • 2 Baths
    • 2,050 Sq Ft

    1649 E Manchester Rd, Manchester Center, VT 05255

    The most desirable homes are the ones that feel both beautifully removed and effortlessly connected. Privately set just moments from Manchester's boutiques, dining, and year-round recreation, this five bedroom, two bath Cape offers a rare sense of ease, pairing a peaceful setting with exceptional proximity to town. Thoughtfully updated and move-in ready, the home is as inviting as it is

    Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

    1649 E Manchester Rd, Manchester Center, VT 05255
  • /24

    $615,000 Sold Aug 25, 2025

    129 Coventry Ln, Manchester Center, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $254/SF
    • 68 Days On Market

    Current Estimated Value $627,975

    Last Listing Agent Joseph Cajzer Josiah Allen Real Estate, Inc.

    129 Coventry Ln, Manchester Center, VT 05255
    • /34

      Est $265,786 Not Listed For Sale

      543 Middle Pownal Rd, Pownal, VT 05261

      • 3 Beds
      • 1 Bath
      • 1,288 Sq Ft
      • Built 1973
      543 Middle Pownal Rd, Pownal, VT 05261

      Last Sold Summary

      • 5% Above List Price
      • $197/SF
      • 52 Days On Market

      Last Sold Price $254,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /37

    $575,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    30 Upper Woods and Water Rd, Winhall, VT 05340

    Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest—a daily reminder that some of Southern Vermont’s best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain

    Carrie Mathews Winhall Real Estate

    30 Upper Woods and Water Rd, Winhall, VT 05340
  • /31

    $1,347,000 Sold Nov 10, 2025

    951 Rupert Rd, Arlington, VT 05250

    • 5 Beds
    • 5 Baths
    • 6,200 Sq Ft
    • Built 2006

    Last Sold Summary

    • 15% Below List Price
    • $217/SF
    • 110 Days On Market

    Current Estimated Value $1,331,725

    Last Listing Agent Kristin Pirie Winhall Real Estate

    951 Rupert Rd, Arlington, VT 05250
    • /40

      Est $352,637 Not Listed For Sale

      1346 Barber Pond Rd, Pownal, VT 05261

      • 2 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 2006
      1346 Barber Pond Rd, Pownal, VT 05261

      Last Sold Summary

      • 4% Below List Price
      • $205/SF
      • 11 Days On Market

      Last Sold Price $367,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /29

    $699,000 Under Contract

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

    9 F Cobble Ridge Rd, Winhall, VT 05340

    Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

    Carrie Mathews Winhall Real Estate

    9 F Cobble Ridge Rd, Winhall, VT 05340
  • /29

    $750,000 Sold May 12, 2025

    12 Jamie Ln, Jamaica, VT 05343

    • 4 Beds
    • 3.5 Baths
    • 3,084 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 82 Days On Market

    Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

    12 Jamie Ln, Jamaica, VT 05343
    • /31

      Est $509,705 Not Listed For Sale

      695 Barber Pond Rd, Pownal, VT 05261

      • 3 Beds
      • 2 Baths
      • 2,244 Sq Ft
      • Built 1854
      695 Barber Pond Rd, Pownal, VT 05261

      Last Sold Summary

      • 4% Below List Price
      • $236/SF
      • 12 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Sandy Reavill

  • /42

    $1,525,000

    • 4 Beds
    • 3 Baths
    • 3,931 Sq Ft

    932 Mcnamara Rd, Dorset, VT 05251

    Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring

    Britt Wohler

    932 Mcnamara Rd, Dorset, VT 05251
  • /36

    $850,000 Sold Dec 04, 2025

    109 Nichols Hill Ln, Dorset, VT 05251

    • 3 Beds
    • 2.5 Baths
    • 1,946 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $437/SF
    • 30 Days On Market

    Current Estimated Value $857,144

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

    109 Nichols Hill Ln, Dorset, VT 05251
    • /20

      Est $195,631 Not Listed For Sale

      2685 N Pownal Rd, Pownal, VT 05261

      • 2 Beds
      • 1 Bath
      • 868 Sq Ft
      • Built 1950
      2685 N Pownal Rd, Pownal, VT 05261

      Last Sold Summary

      • 3% Below List Price
      • $232/SF
      • 231 Days On Market

      Last Sold Price $201,000

      Last Listing Agent Linda Benoit Highland Realty

  • /16

    $395,000 Pending

    • 4,646 Sq Ft

    307 North St, Bennington, VT 05201

    Exceptional mixed-use opportunity in Bennington’s MU-2 District offering flexibility for investors, owner-occupants, or live/work configurations. Sale includes both 307 North Street and 307.5 North Street, two separate buildings situated on one 0.70-acre parcel with strong visibility and approximately 150 feet of frontage along North Street (VT Route 7). The front building (c. 1840) offers

    Jeffrey Dorman

    307 North St, Bennington, VT 05201
  • /40

    $1,000,000 Sold Feb 24, 2026

    19 Roundtree Rd, Bondville, VT 05340

    • 4 Beds
    • 2.5 Baths
    • 3,086 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $324/SF
    • 80 Days On Market

    Current Estimated Value $1,013,886

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    19 Roundtree Rd, Bondville, VT 05340
    • /40

      Est $780,975 Not Listed For Sale

      954 South Rd, Peru, VT 05152

      • 5 Beds
      • 3 Baths
      • 2,327 Sq Ft
      • Built 1979
      954 South Rd, Peru, VT 05152

      Last Sold Summary

      • 6% Above List Price
      • $318/SF
      • 284 Days On Market

      Last Sold Price $739,500

      Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

  • /38

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    2 Pine Rd, Bennington, VT 05201

    Brenda Jones KW Vermont - Brenda Jones Real Estate Group

    2 Pine Rd, Bennington, VT 05201
  • /44

    $702,000 Sold Oct 24, 2025

    86 Benson Fuller Dr, Bondville, VT 05340

    • 4 Beds
    • 2 Baths
    • 2,040 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $344/SF
    • 42 Days On Market

    Current Estimated Value $698,335

    Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    86 Benson Fuller Dr, Bondville, VT 05340
    • /36

      Est $433,034 Not Listed For Sale

      159 Vt Route 11, Peru, VT 05152

      • 5 Beds
      • 2.5 Baths
      • 2,280 Sq Ft
      • Built 1971
      159 Vt Route 11, Peru, VT 05152

      Last Sold Summary

      • 20% Above List Price
      • $158/SF
      • 114 Days On Market

      Last Sold Price $360,000

      Last Listing Agent David Citron RE/MAX

  • /29

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft

    231 Washington Ave, Bennington, VT 05201

    Charming vintage 1920s Arts & Crafts-style cottage in a prime village location. This inviting home offers seven main rooms, including three bedrooms and two baths, blending timeless character with modern comfort. The updated kitchen features abundant storage and flows nicely into the living spaces, highlighted by beautiful wood floors and a cozy fireplace. Central air ensures year-round comfort.

    Kelley Mccarthy Mahar McCarthy Real Estate

    231 Washington Ave, Bennington, VT 05201
  • /20

    $500,000 Sold Nov 26, 2025

    374 Winhall Hollow Rd, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $260/SF
    • 3 Days On Market

    Current Estimated Value $510,861

    Last Listing Agent Annette Gallo Real Broker LLC

    374 Winhall Hollow Rd, Winhall, VT 05340
    • /40

      Est $944,245 Not Listed For Sale

      2347 Hapgood Pond Rd, Peru, VT 05152

      • 4 Beds
      • 2 Baths
      • 2,991 Sq Ft
      • Built 1815
      2347 Hapgood Pond Rd, Peru, VT 05152

      Last Sold Summary

      • 8% Below List Price
      • $343/SF
      • 25 Days On Market

      Last Sold Price $1,025,000

      Last Listing Agent Kathy Snyder

  • /23

    $349,900

    • 4 Beds
    • 2 Baths
    • 2,030 Sq Ft

    773 Oberdorf Rd, Readsboro, VT 05350

    Discover cozy mountain living in this charming Alpenwald chalet, where rustic character meets thoughtful modern updates. Nestled among the trees, this inviting retreat offers a bright, open floor plan filled with natural light from expansive windows and sliding glass doors. Recently remodeled, the kitchen and both full bathrooms bring a fresh, updated feel, while a comfortable bar area adds the

    Sean Taylor Moresi Real Estate Partners

    773 Oberdorf Rd, Readsboro, VT 05350
  • /60

    $420,000 Sold Jun 26, 2025

    123 Bank St, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 2,753 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $153/SF
    • 31 Days On Market

    Current Estimated Value $413,118

    Last Listing Agent Margretta Fischer Wohler Realty Group

    123 Bank St, North Bennington, VT 05257
    • /30

      Est $450,397 Not Listed For Sale

      414 Matteson Rd, North Bennington, VT 05257

      • 3 Beds
      • 2.5 Baths
      • 1,429 Sq Ft
      • Built 1981
      414 Matteson Rd, North Bennington, VT 05257

      Last Sold Summary

      • 7% Above List Price
      • $294/SF
      • 4 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Lindsey Martin Maple Leaf Realty

  • /33

    $349,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft

    308 Elm St, Bennington, VT 05201

    Vermont charm meets move-in ready comfort on Elm Street! This inviting 3-bedroom, 2.5-bath Cape offers warm, welcoming spaces throughout. The cozy yet spacious living room features a fireplace — perfect for snowy Vermont evenings — while the generously sized dining room is ideal for hosting holidays and gatherings. The beautifully updated kitchen showcases granite countertops and rich cherry

    Kelley Mccarthy Mahar McCarthy Real Estate

    308 Elm St, Bennington, VT 05201
  • /57

    $275,000 Sold Aug 07, 2025

    115-117 Norton St, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,701 Sq Ft
    • Built 1930

    Last Sold Summary

    • $162/SF
    • 0 Days On Market

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    115-117 Norton St, Bennington, VT 05201
    • /32

      Est $332,164 Not Listed For Sale

      19 Royal St, North Bennington, VT 05257

      • 4 Beds
      • 1 Bath
      • 1,680 Sq Ft
      • Built 2002
      19 Royal St, North Bennington, VT 05257

      Last Sold Summary

      • 2% Above List Price
      • $193/SF
      • 16 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Lindsey Martin Maple Leaf Realty

  • /40

    $5,900,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    515 W Fields Rd, Manchester, VT 05254

    Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rareand exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well knownas two of Southern Vermont's

    Sunny Breen Josiah Allen Real Estate, Inc.

    515 W Fields Rd, Manchester, VT 05254
  • /40

    $615,000 Sold Aug 07, 2025

    5529 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 3 Baths
    • 3,173 Sq Ft
    • Built 1804

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 85 Days On Market

    Current Estimated Value $600,077

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

    5529 Vt Route 7a, Shaftsbury, VT 05262
    • /29

      Est $354,519 Not Listed For Sale

      3 Polygraphic Ln, North Bennington, VT 05257

      • 4 Beds
      • 2 Baths
      • 2,247 Sq Ft
      • Built 1946
      3 Polygraphic Ln, North Bennington, VT 05257

      Last Sold Summary

      • 9% Above List Price
      • $145/SF
      • 20 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /47

    $845,000

    • 5 Beds
    • 5.5 Baths
    • 3,875 Sq Ft

    1629 Mann Hill Rd N, Pownal, VT 05261

    Facing west to capture breathtaking mountain views and unforgettable sunsets from nearly every room, this stunning modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors and cozy alcoves create warmth and charm throughout, while original beams in the living room add a touch of history and authenticity. The spacious layout offers 5 bedrooms, each with

    Kelley Mccarthy Mahar McCarthy Real Estate

    1629 Mann Hill Rd N, Pownal, VT 05261

Showing Results 481 - 520, Page 13 of 18

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