Bennington County, VT Homes

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  $740,000 Sold Oct 10, 2025

  77 Monument Ave, Bennington, VT 05201

  • 4 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 1807

  Last Sold Summary

  • 5% Below List Price
  • $184/SF
  • 16 Days On Market

  Current Estimated Value $748,290

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

  77 Monument Ave, Bennington, VT 05201
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  Est $1,360,287 Not Listed For Sale

  6777 Main St, Manchester Center, VT 05255

  • 4 Beds
  • 3.5 Baths
  • 4,894 Sq Ft
  • Built 1790

  6777 Main St, Manchester Center, VT 05255

  Last Sold Summary

  • 11% Above List Price
  • $250/SF
  • 200 Days On Market

  Last Sold Price $1,225,000

  Last Listing Agent Carol O`Connor Four Seasons Sotheby's Int'l Realty
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  $1,595,000

  • 17 Beds
  • 20 Baths
  • 14,861 Sq Ft

  3888 Vermont Route 7a, Shaftsbury, VT 05262

  The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant

  Vicki Wilson Maple Leaf Realty

  3888 Vermont Route 7a, Shaftsbury, VT 05262
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  /23

  $775,000 Sold Jun 30, 2025

  53 Elm St, Manchester Center, VT 05255

  • 10 Beds
  • 7 Baths
  • 5,103 Sq Ft
  • Built 1850

  Last Sold Summary

  • 12% Below List Price
  • $152/SF
  • 183 Days On Market

  Last Listing Agent David Citron RE/MAX Four Seasons

  53 Elm St, Manchester Center, VT 05255
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  /33

  Est $530,988 Not Listed For Sale

  367 Carlen St, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 2,228 Sq Ft
  • Built 1992

  367 Carlen St, Manchester Center, VT 05255

  Last Sold Summary

  • 17% Above List Price
  • $203/SF
  • 76 Days On Market

  Last Sold Price $453,000

  Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.
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  $27,999

  • Land
  • 2.4 Acres
  • $11,666 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 2.4-acre lot offers the perfect blend of privacy and convenience. Power is available at the road. Whether you're seeking a peaceful retreat or a year-round residence, this spacious lot provides ample room for gardens, recreation, and more, all within a welcoming mountain community. Don't miss this opportunity to own

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
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  /60

  $2,675,000 Sold Nov 13, 2025

  564 Overlook Rd, Manchester Center, VT 05255

  • 5 Beds
  • 4.5 Baths
  • 6,567 Sq Ft
  • Built 1993

  Last Sold Summary

  • 11% Below List Price
  • $407/SF
  • 55 Days On Market

  Current Estimated Value $2,666,772

  Last Listing Agent Christiane Carroccio TPW Real Estate

  564 Overlook Rd, Manchester Center, VT 05255
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  /42

  Est $447,150 Not Listed For Sale

  256 Lathrop Ln, Manchester Center, VT 05255

  • 6 Beds
  • 4 Baths
  • 2,174 Sq Ft
  • Built 1820

  256 Lathrop Ln, Manchester Center, VT 05255

  Last Sold Summary

  • 6% Above List Price
  • $193/SF
  • 37 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty
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  /13

  $135,000 Under Contract

  • Land
  • 1.36 Acres
  • $99,265 per Acre

  0 Stratton View Rd Unit 14, Winhall, VT 05340

  Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd Unit 14, Winhall, VT 05340
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  $455,555 Sold Oct 15, 2025

  380 Suncrest Rd, Rupert, VT 05776

  • 3 Beds
  • 2.5 Baths
  • 3,024 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Above List Price
  • $151/SF
  • 9 Days On Market

  Last Listing Agent Dick Thackston R.H. Thackston & Company

  380 Suncrest Rd, Rupert, VT 05776
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  /38

  Est $986,507 Not Listed For Sale

  1144 Powderhorn Rd, Manchester Center, VT 05255

  • 4 Beds
  • 3.5 Baths
  • 3,843 Sq Ft
  • Built 1986

  1144 Powderhorn Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 13% Above List Price
  • $228/SF
  • 3 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /39

  $1,289,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,540 Sq Ft

  84 Edward Isham Dr, Manchester Center, VT 05255

  Set in a desirable neighborhood just minutes from Manchester Village, this beautifully maintained home offers expansive mountain views in both directions, abundant natural light, and exceptional living space across three finished levels. Designed for comfortable living and easy entertaining, the recently renovated kitchen features a quartz island and marble countertops and opens to inviting

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  84 Edward Isham Dr, Manchester Center, VT 05255
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  $289,000 Sold Aug 11, 2025

  316 Jepson Rd, Stamford, VT 05352

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 1887

  Last Sold Summary

  • 5% Above List Price
  • $146/SF
  • 1 Day On Market

  Current Estimated Value $282,578

  Last Listing Agent Floyd Amidon Maple Leaf Realty

  316 Jepson Rd, Stamford, VT 05352
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  /23

  Est $495,391 Not Listed For Sale

  69 Cottage St, Manchester Center, VT 05255

  • 2 Beds
  • 1.5 Baths
  • 1,675 Sq Ft
  • Built 1920

  69 Cottage St, Manchester Center, VT 05255

  Last Sold Summary

  • 2% Below List Price
  • $301/SF
  • 6 Days On Market

  Last Sold Price $504,000

  Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty
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  $1,650,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,813 Sq Ft

  264 French Hollow Rd, Bondville, VT 05340

  Step into this newly constructed 2022 residence offering a rare sense of elevation—both literal and figurative—without sacrificing ease of access. While the home feels perched above it all, it is reached via a gentle sloping driveway, providing everyday convenience alongside breathtaking views. Sweeping, uninterrupted vistas are enjoyed from nearly every room, creating a constant connection to

  Kristin Pirie Winhall Real Estate

  264 French Hollow Rd, Bondville, VT 05340
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  /26

  $795,000 Sold Aug 21, 2025

  5 Founders Hill Rd, Winhall, VT 05360

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft
  • Built 1970

  Last Sold Summary

  • $490/SF
  • 0 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
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  /30

  Est $406,209 Not Listed For Sale

  141 Green Mountain Rd, Manchester Center, VT 05255

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1986

  141 Green Mountain Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 16% Above List Price
  • $347/SF
  • 3 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Patti Trudel RE/MAX
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  $609,000

  • 4 Beds
  • 3 Baths
  • 1,650 Sq Ft

  60 Hilltop Rd Unit 60, Winhall, VT 05340

  Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  60 Hilltop Rd Unit 60, Winhall, VT 05340
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  $405,000 Sold Oct 10, 2025

  447 Farm Rd, Arlington, VT 05250

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $259/SF
  • 27 Days On Market

  Current Estimated Value $384,077

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  447 Farm Rd, Arlington, VT 05250
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  /40

  Est $363,351 Not Listed For Sale

  1732 Barnumville Rd, Manchester Center, VT 05255

  • 4 Beds
  • 1 Bath
  • 1,456 Sq Ft
  • Built 1844

  1732 Barnumville Rd, Manchester Center, VT 05255

  Last Sold Summary

  • 37% Above List Price
  • $182/SF
  • 11 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Bonnie Chandler RE/MAX

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