20,611

Bennington County, VT Homes

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  • /50

    $449,900

    • 4 Beds
    • 2.5 Baths
    • 2,396 Sq Ft

    18 Greenview Dr, Bennington, VT 05201

    Come home to the warmth and character of this inviting 4-bedroom, 2.5-bathroom log cabin, tucked into a desirable Bennington neighborhood on .46 acres. From the welcoming front porch to the cozy interior, this home offers the charm of log construction with plenty of space for comfortable everyday living. The living room is the heart of the home, featuring a fireplace and sliding doors that open

    Julie Glover Mahar McCarthy Real Estate

    18 Greenview Dr, Bennington, VT 05201
  • /26

    $160,000

    Sold Jun 30, 2026

    00 Finbar's Forest Rd, Manchester, VT 05255

    • Land
    • 3.1 Acres
    • $51,613 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 17 Days On Market

    Last Listing Agent Patti Trudel RE/MAX Four Seasons

    00 Finbar's Forest Rd, Manchester, VT 05255
    • /49

      Est $535,113

      Not Listed For Sale

      1450 King Hill Rd, Readsboro, VT 05350

      • 3 Beds
      • 2 Baths
      • 3,104 Sq Ft
      • Built 1983
      1450 King Hill Rd, Readsboro, VT 05350

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Melissa Nebelski Real Broker LLC

  • /60

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 7,102 Sq Ft

    134 Grapevine Ln, Pownal, VT 05261

    Custom-built and truly exceptional, this phenomenal home is set on 5.81 wooded acres, offering privacy, space, and room for everyone. With 12 rooms, 4 bedrooms, and 4 bathrooms, this spacious home is designed for comfortable living and effortless entertaining. The first-floor primary suite features a beautiful private bath, and adjacent laundry room. The inviting family room offers cathedral

    Moira Spivey Four Seasons Sotheby's Int'l Realty

    134 Grapevine Ln, Pownal, VT 05261
  • /12

    $325,000

    Sold Jul 20, 2026

    343 Safford St, Bennington, VT 05201

    • 2,476 Sq Ft
    • Built 1900

    Last Sold Summary

    • $131/SF
    • 34 Days On Market

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    343 Safford St, Bennington, VT 05201
    • /35

      Est $612,108

      Not Listed For Sale

      140 Odonnell Dr, Readsboro, VT 05350

      • 4 Beds
      • 3 Baths
      • 2,560 Sq Ft
      • Built 2000
      140 Odonnell Dr, Readsboro, VT 05350

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

  • /42

    $180,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    105 Hicks Ave, Bennington, VT 05201

    Back on the market- This one is for the buyer that sees potential, not perfection! Opportunity awaits at this unique property with an exceptional setting along the Walloomsac River. A true Vermont farmhouse offering three bedrooms and two bathrooms, situated on a flat, park-like lot with mature landscaping, open green space, and beautiful river frontage. The serene setting creates a peaceful

    Angela Bevin Maple Leaf Real Estate

    105 Hicks Ave, Bennington, VT 05201
  • /23

    $388,800

    Sold Jun 10, 2026

    317 Chester Knoll Dr, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2026

    Last Sold Summary

    • $240/SF

    Last Listing Agent Lilli West Maple Leaf Real Estate

    317 Chester Knoll Dr, Bennington, VT 05201
    • /20

      Est $410,251

      Not Listed For Sale

      603 Wiley Mountain Dr, Readsboro, VT 05350

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 2005
      603 Wiley Mountain Dr, Readsboro, VT 05350

      Last Sold Summary

      • 160 Days On Market

      Last Listing Agent Melissa Nebelski Real Broker LLC

  • /16

    $520,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    36A Marisa Ln, Dorset, VT 05251

    Enjoy the ease of single-level living in this well-appointed three-bedroom condominium tucked away on Marissa Lane. Set back from the road in a quiet location, this home offers comfort, convenience, and a peaceful setting just minutes from the Dorset Green and all the shopping, dining, and recreational amenities of Manchester.Warm wood floors flow throughout the main living areas, while the

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

    36A Marisa Ln, Dorset, VT 05251
  • /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 $4,219,075

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

    318 Spring Hill Ln, Dorset, VT 05251
    • /24

      Est $426,114

      Not Listed For Sale

      1680 W Hill Dr, Readsboro, VT 05350

      • 4 Beds
      • Built 1980
      1680 W Hill Dr, Readsboro, VT 05350

      Last Sold Summary

      • 409 Days On Market

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /60

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 3,295 Sq Ft

    142 Schenkar Rd, Pownal, VT 05261

    Welcome to your own private oasis! Set on 30 private wooded acres, this well-maintained three-bedroom, 2.5-bath Colonial presents a rare opportunity to enjoy expansive acreage, exceptional mountain views (including the Bennington Battle Monument!), and peaceful surroundings in a highly versatile tri-state location near the Vermont, Massachusetts, and New York borders. The 2,083 square-foot home

    Erin McCormick KW Vermont

    142 Schenkar Rd, Pownal, VT 05261
  • /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 $771,667

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

    G12 Cobble Ridge Rd, Winhall, VT 05340
    • /60

      Est $925,245

      Not Listed For Sale

      368 Bowen Dr, Readsboro, VT 05350

      • 3 Beds
      • 2 Baths
      • 2,168 Sq Ft
      • Built 1999
      368 Bowen Dr, Readsboro, VT 05350

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Nick Sicard EXP Realty

  • /30

    $395,000

    • 4 Beds
    • 1.5 Baths
    • 1,816 Sq Ft

    2 Bromley Ln, North Bennington, VT 05257

    Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, library, and shops. The home's first floor features an updated eat-in kitchen with granite countertops, dining room, living room with fireplace, half bath, and study with built-in bookcases, as well as a sun room which leads to

    Allison Pacelli PACELLI ZEPKA

    2 Bromley Ln, North Bennington, VT 05257
  • /59

    $408,000

    Sold Jul 27, 2026

    131 Pine Cir, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,119 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $193/SF
    • 48 Days On Market

    Current Estimated Value $413,255

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    131 Pine Cir, Bennington, VT 05201
    • /21

      Est $263,632

      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

      • 17 Days On Market

      Last Listing Agent Ruth Goyette Lamacchia Realty, Inc. - Adams

  • /27

    $645,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    4928 Main St Unit 2, Manchester Center, VT 05255

    Fabulous two bedroom two bath condominium converted in 2017 in the heart of Manchester Center. Many fine features: Marvin windows, hardwood flooring, central air conditioning, forced hot air heat, private second floor sundeck, mountain views. This one level second floor unit is accessed by private elevator and offers pretty mountain views through the oversized 9 foot windows. The living room has

    David Halligan Four Seasons Sotheby's Int'l Realty

    4928 Main St Unit 2, Manchester Center, VT 05255
  • /30

    $400,000

    Sold Oct 15, 2025

    38 Spruce Ln, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 0 Days On Market

    Current Estimated Value $394,529

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    38 Spruce Ln, Arlington, VT 05250
    • /28

      Est $368,703

      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

      • 138 Days On Market

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

  • /4

    $349,000

    • 3,637 Sq Ft

    710 Main St, Bennington, VT 05201

    Well-maintained four-unit property ideally located in downtown Bennington. This versatile multi-family offering features just the right amount of yard space for outdoor enjoyment, along with ample off-street parking. The property includes two one-bedroom units, one two-bedroom unit, and one spacious four-bedroom unit, providing a flexible mix of rental options. With a strong rental history and

    Dan Mason Perrott Realty

    710 Main St, Bennington, VT 05201
  • /53

    $925,000

    Sold Sep 16, 2026

    2759 Vt Route 11, Peru, VT 05152

    • 13 Beds
    • 12 Baths
    • 8,594 Sq Ft
    • Built 1850

    Last Sold Summary

    • 14% Below List Price
    • $108/SF
    • 187 Days On Market

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

    2759 Vt Route 11, Peru, VT 05152
    • /39

      Est $423,897

      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

      • 35 Days On Market

      Last Listing Agent Lilli West Maple Leaf Real Estate

  • /52

    $179,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    130 Morgan St, Bennington, VT 05201

    200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities. Showings start 8/18/2026

    Dan Mason Perrott Realty

    130 Morgan St, Bennington, VT 05201
  • /31

    $365,000

    Sold Sep 10, 2026

    12 Hall St, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • Built 1923

    Last Sold Summary

    • $230/SF
    • 6 Days On Market

    Current Estimated Value $315,957

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    12 Hall St, North Bennington, VT 05257
    • /40

      Est $407,666

      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

      • 75 Days On Market

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

  • /12

    $679,000

    • 3 Beds
    • 3 Baths
    • 1,830 Sq Ft

    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340

    This 3-bedroom,3-bathroom, Tri-level Piper Ridge "Tunbridge" Townhome/Condo has a full facing view of the face of Stratton Mountain. It is basically in original condition. It is completely empty and the interior has just been completely painted. The family is aware that some upgrades will be required to accommodate new owner's taste. The listed price of $679,000-below assessment- {$757,600} -

    Eric Nathan Nathan Auction & Real Estate Inc.

    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340
  • /38

    $635,000

    Sold Nov 21, 2025

    825 Case Ln, Readsboro, VT 05350

    • 3 Beds
    • 2 Baths
    • 2,499 Sq Ft
    • Built 2006

    Last Sold Summary

    • 15% Above List Price
    • $254/SF
    • 7 Days On Market

    Current Estimated Value $631,061

    Last Listing Agent Melissa Nebelski Real Broker LLC

    825 Case Ln, Readsboro, VT 05350
    • /27

      Est $572,689

      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

      • 8 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /60

    $1,500,000

    $350K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,828 Sq Ft

    400 Spring Brook Rd, Arlington, VT 05250

    Tucked at the end of a private, town-maintained road at the base of Red Mountain, this exceptional property offers privacy and flexibility: two fully independent residences, beautiful grounds and a peaceful setting just minutes from the heart of Arlington and an easy drive to Manchester. Surrounded by gardens, orchards, terraces, and forest, this is a true Vermont retreat. The 2,676-square-foot

    Emily Heyer Hoffman Real Estate

    400 Spring Brook Rd, Arlington, VT 05250
  • /44

    $275,000

    Sold Jan 23, 2026

    211 Grandview St, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $149/SF
    • 21 Days On Market

    Current Estimated Value $303,881

    Last Listing Agent Colt Hazell Flex Realty

    211 Grandview St, North Bennington, VT 05257
    • /16

      Est $326,586

      Not Listed For Sale

      89 Field Way, Pownal, VT 05261

      • 2 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 2006
      89 Field Way, Pownal, VT 05261

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Lori Hurley Four Corner Properties LLC

  • /36

    $2,950,000

    Under Contract
    • 5 Beds
    • 5 Baths
    • 4,524 Sq Ft

    120 Summit View, Manchester Center, VT 05255

    Experience an exceptional combination of commanding Southern Vermont mountain views, refined luxury and extraordinary energy efficiency at this custom modern farmhouse just outside Manchester Village. Designed by Alan Benoit of Sustainable Design and built in 2017 by Gutbier & Albin of Red Mountain Builders, this beautifully proportioned 5 bedroom, 5 bath residence offers privacy and tranquility

    Gregory Cutler Four Seasons Sotheby's Int'l Realty

    120 Summit View, Manchester Center, VT 05255
  • /49

    $595,000

    Sold May 18, 2026

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

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $278/SF
    • 38 Days On Market

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

    94 Murray Hill Woods Rd Unit 64, Manchester, VT 05255
    • /38

      Est $424,104

      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

      • 21 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /52

    $299,000

    $10K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,411 Sq Ft

    262 Union St, Bennington, VT 05201

    Just a short walk to downtown shopping and dining you can move right into this well-maintained and thoughtfully updated 3-bedroom, 2-bath home offering comfortable living spaces, modern conveniences, and plenty of room to spread out both inside and out.The heart of the home is the spacious, updated kitchen featuring a center island, abundant counter top space, and generous cabinetry, and even

    William Paquin Maple Leaf Real Estate

    262 Union St, Bennington, VT 05201
  • /43

    $1,590,000

    Sold Oct 23, 2025

    81 Pine Tree Ln, Manchester Center, VT 05255

    • 4 Beds
    • 3.5 Baths
    • 3,926 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $405/SF
    • 17 Days On Market

    Current Estimated Value $1,613,683

    Last Listing Agent Roger Danyew Diamond Realty

    81 Pine Tree Ln, Manchester Center, VT 05255
    • /16

      Est $174,003

      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

      • 6 Days On Market

      Last Listing Agent Jeffrey Dorman

  • /12

    $399,500

    $11K PRICE DROP
    • Land
    • 2.7 Acres
    • $147,963 per Acre

    2937 Dorset Rd W, Dorset, VT 05251

    Prime Buildable Lot in Dorset! Embrace the Best of All Worlds!Discover a rare opportunity to own a ready-to-build lot in the heart of Dorset, perfectly positioned to offer unparalleled access to the town's finest attractions. Just moments from scenic hiking trails, the picturesque Dorset Green, and the esteemed Dorset Field Club, this property is your gateway to a lifestyle of outdoor

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    2937 Dorset Rd W, Dorset, VT 05251

Showing Results 441 - 480, Page 12 of 18

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