21,175

Bennington County, VT Homes

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  • /44

    $315,000 Sold Jun 20, 2025

    197 Crescent Blvd, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 1958

    Last Sold Summary

    • 7% Below List Price
    • $140/SF
    • 38 Days On Market

    Current Estimated Value $329,498

    Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

    197 Crescent Blvd, Bennington, VT 05201
    • /37

      Est $787,952 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

      • 3% Below List Price
      • $443/SF
      • 6 Days On Market

      Last Sold Price $810,700

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /28

    $375,000

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft

    3510 Rupert Rd, West Rupert, VT 05776

    Beautifully maintained and truly one-of-a-kind, this "Very Vermonty!" 2-bedroom residence offers the perfect blend of charm, comfort, and functionality. Set above a spacious garage, the home is in mint, immaculate condition and designed for easy living. Inside, you’ll find a warm and inviting interior complemented by mini-split systems for efficient heating and cooling. Every detail reflects

    Faith Rhodes Maple Leaf Realty

    3510 Rupert Rd, West Rupert, VT 05776
  • /32

    $645,000 Sold May 22, 2025

    409 Bromley Brook Rd, Manchester Center, VT 05255

    • 4 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $239/SF
    • 12 Days On Market

    Current Estimated Value $641,431

    Last Listing Agent Brian Hill Remax Summit

    409 Bromley Brook Rd, Manchester Center, VT 05255
    • /43

      Est $590,538 Not Listed For Sale

      78 Stoney Fields Rd, Manchester Center, VT 05255

      • 4 Beds
      • 2.5 Baths
      • 1,710 Sq Ft
      • Built 1964
      78 Stoney Fields Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 26% Above List Price
      • $275/SF
      • 61 Days On Market

      Last Sold Price $470,000

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

  • /24

    $449,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,357 Sq Ft

    102 Mccormick Ln, Sunderland, VT 05250

    Built in 2003, the home's open-concept design is highlighted by a bright and airy living/dining/kitchen area, where large windows flood the space with abundant natural light. A cozy pellet stove provides warmth and ambiance for those crisp Vermont evenings. The functional layout features two comfortable bedrooms and a full bathroom on the main level, while the private primary ensuite bedroom

    Dana Kingsley Josiah Allen Real Estate, Inc.

    102 Mccormick Ln, Sunderland, VT 05250
  • /16

    $25,000 Sold Jul 16, 2025

    0 Hawley Mountain Rd, Arlington, VT 05250

    • Land
    • 7 Acres
    • $3,571 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 15 Days On Market

    Last Listing Agent Faith Rhodes Maple Leaf Realty

    0 Hawley Mountain Rd, Arlington, VT 05250
    • /31

      Est $469,784 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

      • 11% Above List Price
      • $342/SF
      • 4 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /34

    $249,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    3530 Vt Route 346, Pownal, VT 05261

    This historic house, built in 1880, is nestled in the quiet village of North Pownal. It is situated on a large, level lot and offers the timeless charm of yesteryear. The first floor features a roomy kitchen with Kenmore Plus Stainless-Steel appliances, an open-concept living room and dining room, an updated bathroom, and a convenient first-floor laundry room. The back porch has been partially

    Matt Waddington Hoffman Real Estate

    3530 Vt Route 346, Pownal, VT 05261
  • /27

    $300,000 Sold Dec 11, 2025

    0 Rock Bottom Ln, Peru, VT 05152

    • Land
    • 53 Acres
    • $5,660 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 156 Days On Market

    Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

    0 Rock Bottom Ln, Peru, VT 05152
    • /34

      Est $855,306 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% Above List Price
      • $236/SF
      • 13 Days On Market

      Last Sold Price $755,000

      Last Listing Agent Tyler Hirchak

  • /48

    $3,285,000

    • 5 Beds
    • 6 Baths
    • 6,900 Sq Ft

    68 Green Peak Orchard S, East Dorset, VT 05253

    Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and terraces. Thoughtfully designed with timeless craftsmanship, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, and finely crafted wainscoting and cabinetry.

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

    68 Green Peak Orchard S, East Dorset, VT 05253
  • /47

    $240,000 Sold Sep 24, 2025

    120 Imperial Ave, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft
    • Built 1895

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 114 Days On Market

    Current Estimated Value $271,017

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    120 Imperial Ave, Bennington, VT 05201
    • /29

      Est $593,918 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

      • 8% Above List Price
      • $387/SF
      • 55 Days On Market

      Last Sold Price $550,000

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

  • /36

    $355,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    149 Jewett Dr, Bennington, VT 05201

    Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and

    Faith Rhodes Maple Leaf Realty

    149 Jewett Dr, Bennington, VT 05201
  • /46

    $1,270,000 Sold Mar 20, 2026

    33 Forest Haunts Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 4,640 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $274/SF
    • 487 Days On Market

    Current Estimated Value $1,335,445

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

    33 Forest Haunts Rd, Winhall, VT 05340
    • /21

      Est $357,998 Not Listed For Sale

      98 Highland Ave, Manchester Center, VT 05255

      • 3 Beds
      • 1 Bath
      • 1,824 Sq Ft
      • Built 1910
      98 Highland Ave, Manchester Center, VT 05255

      Last Sold Summary

      • 26% Above List Price
      • $156/SF
      • 124 Days On Market

      Last Sold Price $285,000

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

  • /28

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,610 Sq Ft

    3622 Dorset West Rd, Dorset, VT 05251

    Unique Dorset West Road offering....This rare opportunity beckons creativity,craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts

    Sunny Breen Josiah Allen Real Estate, Inc.

    3622 Dorset West Rd, Dorset, VT 05251
  • /50

    $675,000 Sold Nov 03, 2025

    7 Landgrove Rd, Landgrove, VT 05148

    • 4 Beds
    • 3 Baths
    • 2,570 Sq Ft
    • Built 1925

    Last Sold Summary

    • 12% Above List Price
    • $263/SF
    • 1 Day On Market

    Current Estimated Value $637,381

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    7 Landgrove Rd, Landgrove, VT 05148
    • /6

      Est $393,123 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

      • 23% Above List Price
      • $208/SF
      • 6 Days On Market

      Last Sold Price $320,000

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

  • /32

    $695,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,888 Sq Ft

    22 Sylvan Ridge Rd, Winhall, VT 05340

    Renovated Manchester Mountain VT Retreat, located just minutes from Bromley, Stratton and Manchester, your perfect year-round Vermont vacation home awaits. With 3 levels and an entertain room on each, this home is extremely comfortable for large groups to gather and enjoy. The kitchen, dining room, primary en-suite bedroom, and powder room and rear deck are all located on the main level

    Jason Saphire www.HomeZu.com

    22 Sylvan Ridge Rd, Winhall, VT 05340
  • /49

    $245,000 Sold Sep 03, 2025

    130 Sycamore Ln, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Below List Price
    • $284/SF
    • 28 Days On Market

    Current Estimated Value $232,363

    Last Listing Agent Justine Curry Maple Leaf Realty

    130 Sycamore Ln, Shaftsbury, VT 05262
    • /24

      Est $576,911 Not Listed For Sale

      159 Hillcrest Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 2,112 Sq Ft
      • Built 1972
      159 Hillcrest Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 19% Above List Price
      • $230/SF
      • 8 Days On Market

      Last Sold Price $485,000

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

  • /15

    $825,000

    • Land
    • 77.6 Acres
    • $10,631 per Acre

    0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340

    Large wooded parcel located in the heart of Southern Vermont’s ski country, just minutes from Stratton Mountain. This undeveloped Winhall property offers a rare opportunity for a variety of potential uses, from a private estate to recreational land or possible future development. The land consists primarily of wooded acreage with a gently rolling landscape and natural Vermont forest. Located on

    Trent Stephens Wohler Realty Group

    0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340
  • /17

    $89,000 Sold Jan 21, 2026

    0 State Line Rd, Shaftsbury, VT 05262

    • Land
    • 12 Acres
    • $7,417 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 22 Days On Market

    Last Listing Agent Lilli West Maple Leaf Realty

    0 State Line Rd, Shaftsbury, VT 05262
    • /27

      Est $687,030 Not Listed For Sale

      211 Little John Dr, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 1,362 Sq Ft
      • Built 1980
      211 Little John Dr, Manchester Center, VT 05255

      Last Sold Summary

      • 3% Above List Price
      • $490/SF
      • 68 Days On Market

      Last Sold Price $667,500

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

  • /30

    $550,000 Under Contract

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

    1439 Main St, Manchester Center, VT 05255

    Purdy School House, est. 1850 - Step into history with this lovingly preserved former schoolhouse, offering timeless character with modern comfort. Featuring 2 bedrooms, 2 baths, and a striking stone fireplace, this home blends warmth and charm. A full basement and attached one-car garage provide practical convenience. Set on 2.01 acres, the property includes a fenced dog yard and plenty of space

    Richard Slocum Four Seasons Sotheby's Int'l Realty

    1439 Main St, Manchester Center, VT 05255
  • /47

    $160,000 Sold Jun 18, 2025

    136 Mccall St, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,094 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $76/SF
    • 39 Days On Market

    Current Estimated Value $166,459

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    136 Mccall St, Bennington, VT 05201
    • /26

      Est $468,870 Not Listed For Sale

      37 Brookside Rd, Manchester Center, VT 05255

      • 3 Beds
      • 2 Baths
      • 1,268 Sq Ft
      • Built 1968
      37 Brookside Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 14% Above List Price
      • $323/SF
      • 26 Days On Market

      Last Sold Price $410,000

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

  • /4

    $190,000 Pending

    • 5 Beds
    • 2 Baths
    • 1,478 Sq Ft

    32-34 Sage St, Bennington, VT 05257

    Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer. Current tenants keep their units up well.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    32-34 Sage St, Bennington, VT 05257
  • /41

    $319,250 Sold Oct 24, 2025

    391 Weldon Dr, Sandgate, VT 05250

    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1960

    Last Sold Summary

    • 9% Below List Price
    • $193/SF
    • 29 Days On Market

    Current Estimated Value $306,563

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    391 Weldon Dr, Sandgate, VT 05250
    • /31

      Est $546,601 Not Listed For Sale

      1 Cass Terrace, Manchester Center, VT 05255

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 1913
      1 Cass Terrace, Manchester Center, VT 05255

      Last Sold Summary

      • 5% Below List Price
      • $385/SF
      • 7 Days On Market

      Last Sold Price $577,000

      Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  • /4

    $350,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    523 Jennings Brook Dr, Bennington, VT 05201

    Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy

    Lilli West Maple Leaf Realty

    523 Jennings Brook Dr, Bennington, VT 05201
  • /44

    $249,000 Sold Jun 20, 2025

    16 Browning Place, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 45 Days On Market

    Current Estimated Value $248,414

    Last Listing Agent Lilli West Maple Leaf Realty

    16 Browning Place, Bennington, VT 05201
    • /40

      Est $1,001,793 Not Listed For Sale

      292 Johnnycake St, Manchester Center, VT 05255

      • 4 Beds
      • 3 Baths
      • 3,228 Sq Ft
      • Built 1984
      292 Johnnycake St, Manchester Center, VT 05255

      Last Sold Summary

      • 6% Above List Price
      • $293/SF
      • 100 Days On Market

      Last Sold Price $944,500

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

  • /8

    $65,000

    • Land
    • 1.24 Acres
    • $52,419 per Acre

    2041 East Rd, Bennington, VT 05201

    Partial cleared 1.2 acre lot where you can listen the stream flow as you watch the abundant wild life.

    Dan Mason Perrott Realty

    2041 East Rd, Bennington, VT 05201
  • /46

    $280,000 Sold Jun 30, 2025

    4 Pine Rd, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,875 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Below List Price
    • $149/SF
    • 73 Days On Market

    Current Estimated Value $290,086

    Last Listing Agent Dan Mason Perrott Realty

    4 Pine Rd, Bennington, VT 05201
    • /24

      Est $580,151 Not Listed For Sale

      2071 Barnumville Rd, Manchester Center, VT 05255

      • 3 Beds
      • 3 Baths
      • 1,792 Sq Ft
      • Built 1980
      2071 Barnumville Rd, Manchester Center, VT 05255

      Last Sold Summary

      • 16% Above List Price
      • $279/SF
      • 47 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Robert Sabol Wohler Realty Group

  • /40

    $289,000 Under Contract

    • 6 Beds
    • 4 Baths
    • 2,520 Sq Ft

    111 Booth Terrace, Bennington, VT 05201

    Exceptional opportunity to own a beautifully maintained duplex in the heart of Bennington. Each spacious unit offers 3BR and 1.5BA, featuring warm wood floors, generous living space, and thoughtful layouts that appeal to both tenants and owner-occupants alike. Renovated and updated through the years, the property has been meticulously cared for and has an organized, efficient setup throughout.

    Abi Gregorio

    111 Booth Terrace, Bennington, VT 05201
  • /32

    $350,000 Sold Mar 20, 2026

    44 Lake Rd, Bondville, VT 05340

    • 5 Beds
    • 3 Baths
    • 2,303 Sq Ft
    • Built 1976

    Last Sold Summary

    • 22% Below List Price
    • $152/SF
    • 5 Days On Market

    Current Estimated Value $448,702

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

    44 Lake Rd, Bondville, VT 05340

Showing Results 641 - 680, Page 17 of 18

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