20,610

Bennington County, VT Homes

Section Image
  • /23

    $259,000

    Sold Jun 04, 2026

    214 Hickory Rd, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 816 Sq Ft
    • Built 1960

    Last Sold Summary

    • $317/SF
    • 2 Days On Market

    Current Estimated Value $221,888

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    214 Hickory Rd, Bennington, VT 05201
    • /40

      Est $1,690,993

      Not Listed For Sale

      2894 West Rd, Manchester Center, VT 05255

      • 3 Beds
      • 6 Baths
      • 3,556 Sq Ft
      • Built 1970
      2894 West Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Alexandra Crowley Four Seasons Sotheby's Int'l Realty

  • /25

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,009 Sq Ft

    1625 Barnumville Rd, Manchester Center, VT 05255

    Offered for the first time in almost 40 years, this charming farmhouse is set on a picturesque 1.7-acre parcel of open land in Manchester, Vermont. Ideally located directly across from East of Equinox horse farm, the property offers a country setting just minutes from town. The main level features tall ceilings, a spacious kitchen with an adjoining dining area, and a generous living room centered

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    1625 Barnumville Rd, Manchester Center, VT 05255
  • /2

    $205,000

    Sold Sep 15, 2025

    24 Stratton Rd W, Winhall, VT 05340

    • 2 Beds
    • 1 Bath
    • 665 Sq Ft
    • Built 1970

    Last Sold Summary

    • $308/SF
    • 0 Days On Market

    Current Estimated Value $208,347

    Last Listing Agent Cheyanne Pugliese

    24 Stratton Rd W, Winhall, VT 05340
    • /20

      Est $617,577

      Not Listed For Sale

      290 Deer Meadow Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 1,635 Sq Ft
      • Built 1970
      290 Deer Meadow Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Donna Murray Varick Associates Ltd

  • /43

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 1,868 Sq Ft

    96 Twitchell Hill Rd, Shaftsbury, VT 05262

    Some homes simply have a way of making you slow down. Built in 1863, the original Twitchell Farmhouse is one of them. Rich in history and craftsmanship, this beautifully maintained four-bedroom, 2.5-bath home offers the warmth and authenticity that only a true Vermont farmhouse can provide. Original hardwood floors, handcrafted woodwork by a master carpenter, and thoughtful updates create a home

    Daire Gibney Barrett and Valley Associates Inc.

    96 Twitchell Hill Rd, Shaftsbury, VT 05262
  • /47

    $918,000

    Sold Apr 07, 2026

    255 Hemlock Ridge Rd, Manchester Center, VT 05255

    • 3 Beds
    • 3 Baths
    • 4,000 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 6 Days On Market

    Current Estimated Value $931,871

    Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    255 Hemlock Ridge Rd, Manchester Center, VT 05255
    • /29

      Est $687,556

      Not Listed For Sale

      110 Highland Ave, Manchester Center, VT 05255

      • 5 Beds
      • 3.5 Baths
      • 2,912 Sq Ft
      • Built 1890
      110 Highland Ave, Manchester Center, VT 05255

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jamie Luke TPW Real Estate

  • /2

    $99,900

    Pending
    • Land
    • 2.6 Acres
    • $38,423 per Acre

    0 Kesick Swamp Rd, Sunderland, VT 05250

    Terrific 2.6 acre building lot in Sunderland. Located at the end of Kesick Swamp Road. Private and almost ready to go. Some site work has been done and a septic design for a 2 bedroom home has been completed, just needs permitting.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    0 Kesick Swamp Rd, Sunderland, VT 05250
  • /54

    $80,000

    Sold Dec 09, 2025

    889 Overlea Rd, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $87/SF
    • 4 Days On Market

    Last Listing Agent Catherine Cairns Maple Leaf Real Estate

    889 Overlea Rd, Bennington, VT 05201
    • /40

      Est $742,743

      Not Listed For Sale

      521 Barnumville Rd, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 2,270 Sq Ft
      • Built 1996
      521 Barnumville Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 8 Days On Market

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

  • /46

    $1,599,000

    • 6 Beds
    • 5.5 Baths
    • 5,568 Sq Ft

    144 High Meadow Rd, Winhall, VT 05340

    Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game

    Kim Morgan-Wohler Wohler Realty Group

    144 High Meadow Rd, Winhall, VT 05340
  • /53

    $775,000

    Sold Aug 13, 2025

    E12 Rock Ridge Rd, Winhall, VT 05155

    • 3 Beds
    • 3 Baths
    • 1,842 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $421/SF
    • 7 Days On Market

    Last Listing Agent Cheyanne Pugliese

    E12 Rock Ridge Rd, Winhall, VT 05155
    • /39

      Est $396,888

      Not Listed For Sale

      90 Jennifer Ln, Manchester Center, VT 05255

      • 4 Beds
      • 2 Baths
      • 1,389 Sq Ft
      • Built 1970
      90 Jennifer Ln, Manchester Center, VT 05255

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /23

    $329,900

    $20K PRICE DROP
    • 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
  • /49

    $1,865,000

    Sold Dec 08, 2025

    380 Partridge Hill Unit 22, Manchester, VT 05254

    • 3 Beds
    • 4.5 Baths
    • 3,874 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Below List Price
    • $481/SF
    • 5 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    380 Partridge Hill Unit 22, Manchester, VT 05254
    • /29

      Est $628,028

      Not Listed For Sale

      36 Boulder Rd, Manchester Center, VT 05255

      • 4 Beds
      • 1.5 Baths
      • 2,512 Sq Ft
      • Built 1825
      36 Boulder Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Susan Bellville Bellville Realty

  • /15

    $125,000

    • Land
    • 1.18 Acres
    • $105,932 per Acre

    510 Center St, Pownal, VT 05261

    Discover the potential of this scenic 1.18 acre parcel situated on a quiet street directly across from the town offices. Offering beautiful views and the convenience of town sewer, this property presents an excellent opportunity to build the home you've been dreaming of. Whether you're planning a year-round residence or a peaceful retreat, the generous lot provides plenty of space to create your

    Angela Bevin Maple Leaf Real Estate

    510 Center St, Pownal, VT 05261
  • /43

    $180,367

    Sold Nov 06, 2025

    634 Wiley Mountain Dr, Readsboro, VT 05350

    • 1 Bed
    • 400 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $451/SF
    • 40 Days On Market

    Current Estimated Value $182,500

    Last Listing Agent Cyd Scott Cohn & Company

    634 Wiley Mountain Dr, Readsboro, VT 05350
    • /29

      Est $598,406

      Not Listed For Sale

      335 Carlen St, Manchester Center, VT 05255

      • 3 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1987
      335 Carlen St, Manchester Center, VT 05255

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /37

    $264,900

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,146 Sq Ft

    109 County St, Bennington, VT 05201

    The renovations are done, just move in! Nearly everything is NEW at 109 County Street, including the price! In addition, the seller is offering a $5K credit towards the buyer’s closing costs. This extensively renovated 4BR/2BA home with a fully fenced yard gives you the opportunity to enjoy the benefits of a much newer home without the time, expense, and stress of renovating one yourself.

    Angela Bevin Maple Leaf Real Estate

    109 County St, Bennington, VT 05201
  • /49

    $2,200,000

    Sold Jul 15, 2026

    7537 Main St, Manchester Center, VT 05255

    • 4 Beds
    • 3.5 Baths
    • 4,265 Sq Ft
    • Built 2022

    Last Sold Summary

    • $516/SF
    • 5 Days On Market

    Current Estimated Value $2,122,694

    Last Listing Agent Elena Atwill Four Seasons Sotheby's Int'l Realty

    7537 Main St, Manchester Center, VT 05255
    • /37

      Est $754,799

      Not Listed For Sale

      173 N Ridge Run, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 1,829 Sq Ft
      • Built 1992
      173 N Ridge Run, Manchester Center, VT 05255

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /40

    $5,900,000

    $1M PRICE DROP
    • 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
  • /60

    $285,000

    Sold Feb 18, 2026

    150 Fillmore St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $203/SF
    • 54 Days On Market

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    150 Fillmore St, Bennington, VT 05201
    • /31

      Est $491,038

      Not Listed For Sale

      6344 Main St, Manchester Center, VT 05255

      • 2 Beds
      • 1 Bath
      • 1,244 Sq Ft
      • Built 1950
      6344 Main St, Manchester Center, VT 05255

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /10

    $245,000

    $97K PRICE DROP
    • Land
    • 28.5 Acres
    • $8,596 per Acre

    11 Old County Rd E, Londonderry, VT 05148

    A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods,

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    11 Old County Rd E, Londonderry, VT 05148
  • /40

    $665,000

    Sold May 13, 2026

    134 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft
    • Built 1927

    Last Sold Summary

    • 4% Below List Price
    • $232/SF
    • 178 Days On Market

    Current Estimated Value $672,083

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    134 Monument Ave, Bennington, VT 05201
    • /34

      Est $906,269

      Not Listed For Sale

      50 Ways Ln, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 3,196 Sq Ft
      • Built 1970
      50 Ways Ln, Manchester Center, VT 05255

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Tyler Hirchak

  • /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 exceptional modern farmhouse seamlessly blends timeless character with thoughtful updates. Rich hardwood floors, cozy alcoves, and original beams in the living room create a warm and inviting atmosphere throughout. The spacious floor plan features five generously sized bedrooms, each with its

    Kelley Mccarthy Mahar McCarthy Real Estate

    1629 Mann Hill Rd N, Pownal, VT 05261
  • /2

    $400,000

    Sold Mar 09, 2026

    97 N Branch Rd, Winhall, VT 05155

    • Land
    • 1.18 Acres
    • $338,983 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 29 Days On Market

    Last Listing Agent John Sikes Stratton Real Estate

    97 N Branch Rd, Winhall, VT 05155
    • /29

      Est $615,340

      Not Listed For Sale

      271 Nottingham Park, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 1,422 Sq Ft
      • Built 1986
      271 Nottingham Park, Manchester Center, VT 05255

      Last Sold Summary

      • 55 Days On Market

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

  • /28

    $264,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    141 Williams Rd, Readsboro, VT 05350

    Not too big, not too small, its just perfect! This beautifully remodeled 2-bedroom, 2-bath modern farmhouse offers the ideal blend of comfort and character, whether you're searching for a full-time residence or a four-season vacation getaway. Move right in and start enjoying everything this southern Vermont setting has to offer. Outdoor enthusiasts will feel right at home here. Skiers are just 30

    Pam Tworig Bishop West Real Estate, Inc.

    141 Williams Rd, Readsboro, VT 05350
  • /30

    $80,000

    Sold Aug 13, 2025

    00 Vermont 346, Pownal, VT 05260

    • Land
    • 9.8 Acres
    • $8,163 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 69 Days On Market

    Last Listing Agent Betsy Adamovich Real Broker LLC

    00 Vermont 346, Pownal, VT 05260
    • /17

      Est $390,230

      Not Listed For Sale

      7935 Main St, Manchester Center, VT 05255

      • 4 Beds
      • 2 Baths
      • 1,382 Sq Ft
      • Built 1775
      7935 Main St, Manchester Center, VT 05255

      Last Sold Summary

      • 229 Days On Market

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

  • /56

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    312 Beartown Rd, Manchester Center, VT 05255

    Set on 24 private acres with sweeping mountain views, 312 Beartown Road offers a sense of complete escape while remaining moments from Manchester.Filled with natural light, the four-bedroom residence is thoughtfully designed to capture its extraordinary setting. Every room is oriented to the outdoors, with expansive windows that keep the Vermont landscape always in view. The chef's kitchen

    Christiane Carroccio TPW Real Estate

    312 Beartown Rd, Manchester Center, VT 05255
  • /40

    $185,000

    Sold May 12, 2026

    317 Pleasant St, Bennington, VT 05201

    • 5 Beds
    • 2 Baths
    • 2,201 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $84/SF
    • 125 Days On Market

    Current Estimated Value $186,699

    Last Listing Agent Michael Gilman 3GEN Real Estate Inc

    317 Pleasant St, Bennington, VT 05201
    • /6

      Est $416,162

      Not Listed For Sale

      59 Bond St, Manchester Center, VT 05255

      • 3 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1948
      59 Bond St, Manchester Center, VT 05255

      Last Sold Summary

      • 6 Days On Market

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

  • /38

    $775,000

    • 4 Beds
    • 4 Baths
    • 3,520 Sq Ft

    12 Stratton Ridge Rd, Winhall, VT 05340

    First time on the market, this spacious mountain home has been lovingly maintained by one family since it was built in 1980. Tucked away on a generous double lot at the dead end of a private road, the setting offers privacy along with a true Vermont feel—quiet and peaceful.Inside, the home features a bright, open layout with abundant natural light and warm woodwork throughout, creating an

    Carrie Mathews Winhall Real Estate

    12 Stratton Ridge Rd, Winhall, VT 05340
  • /56

    $405,000

    Sold Dec 17, 2025

    130 Clark Rd, Pawlet, VT 05761

    • 4 Beds
    • 2 Baths
    • 2,120 Sq Ft
    • Built 1790

    Last Sold Summary

    • 3% Above List Price
    • $191/SF
    • 8 Days On Market

    Current Estimated Value $398,859

    Last Listing Agent Scott McChesney McChesney RE, Inc.

    130 Clark Rd, Pawlet, VT 05761

Showing Results 601 - 640, Page 16 of 18

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