21,114

Bennington County, VT Homes

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  • /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 $236,694

    Last Listing Agent Justine Curry Maple Leaf Realty

    130 Sycamore Ln, Shaftsbury, VT 05262
    • /37

      Est $1,355,735 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

  • /31

    $475,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    5 Byington Ln, Winhall, VT 05340

    Built in the style of an Austrian ski chalet, this impeccable property is the perfect opportunity to own a mountain-modern Vermont home. Fully renovated and lovingly maintained, this chalet is stylish and functional for both entertaining and cozying up. With wifi, landscaping, snow removal, and trash managed by the association and included in the community's reasonable dues, ownership is turnkey.

    Jamie Luke TPW Real Estate

    5 Byington Ln, Winhall, 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
    • /33

      Est $537,832 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

      • 19% Above List Price
      • $203/SF
      • 76 Days On Market

      Last Sold Price $453,000

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

  • /54

    $389,900

    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    328 Chester Knoll Dr, Bennington, VT 05201

    Well-maintained 2005 tri-level home offering comfortable, easy living in a desirable residential neighborhood. Features include efficient radiant floor heat, mini-split system for added comfort and new vinyl plank flooring on the lower and main levels. The kitchen is outfitted with attractive cherry cabinets and offers a functional layout for everyday living. Located within a PUD, the HOA covers

    Vicki Wilson Maple Leaf Realty

    328 Chester Knoll Dr, Bennington, VT 05201
  • /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 $173,054

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    136 Mccall St, Bennington, VT 05201
    • /42

      Est $450,664 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

      • 7% 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

  • /49

    $269,900

    • 3 Beds
    • 1.5 Baths
    • 900 Sq Ft

    2092 N Bennington Rd, North Bennington, VT 05257

    Waterfront Bungalow style house offering 3 bedrooms and 2 bathrooms. This home has 2 bedrooms upstairs and a pocket half bathroom. downstairs has a master bedroom with a newly remodeled ensuite, kitchen with breakfast table area, 4 seasons living space in the back and a front livingroom with new flooring. The previous owner used the 4 seasons room as a formal dining room since it has

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    2092 N Bennington Rd, North 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 $317,210

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    391 Weldon Dr, Sandgate, VT 05250
    • /38

      Est $980,608 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

      • 12% Above List Price
      • $228/SF
      • 3 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  • /40

    $1,899,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,270 Sq Ft

    14 Old Ridge Rd, Winhall, VT 05155

    This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

    Christiane Carroccio TPW Real Estate

    14 Old Ridge Rd, Winhall, VT 05155
  • /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 $245,278

    Last Listing Agent Lilli West Maple Leaf Realty

    16 Browning Place, Bennington, VT 05201
    • /23

      Est $493,194 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

  • /28

    $414,900

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    139 Bergwelt Ln, Readsboro, VT 05350

    Charming Country Retreat with Scenic Views and Timeless Character.Welcome to your dream country escape! Nestled on a peaceful, tree-lined lane, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of rustic charm and modern comfort. Set on a spacious 3.6 acre lot, the property boasts serene views, mature gardens, and ample privacy — ideal for relaxing weekends or

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    139 Bergwelt Ln, Readsboro, VT 05350
  • /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 $298,081

    Last Listing Agent Dan Mason Perrott Realty

    4 Pine Rd, Bennington, VT 05201
    • /30

      Est $388,606 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

      • 11% Above List Price
      • $347/SF
      • 3 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Patti Trudel RE/MAX

  • /14

    $324,950 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,264 Sq Ft

    306 Sparrow Dr, Stamford, VT 05352

    Offering 3 bedroom 3 bath open concept with cathedral ceilings in dining area ,two bedrooms ,full bath on 1st floor and master bedroom on second level with full bath.Exposed beams in part of the home and lots of charm and character thru out the home.Full basement that is partially finished.Property has Southern Vermont at its best with mountain views and did I mention a inground pool for those

    April Shepard Twin State Realty LLC

    306 Sparrow Dr, Stamford, VT 05352
  • /52

    $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 $752,597

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

    77 Monument Ave, Bennington, VT 05201
    • /40

      Est $390,175 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

      • 47% Above List Price
      • $182/SF
      • 11 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Bonnie Chandler RE/MAX

  • /37

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,797 Sq Ft

    13 Betty Johnson Ln, Bondville, VT 05340

    Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    13 Betty Johnson Ln, Bondville, VT 05340
  • /30

    $270,000 Sold Mar 07, 2025

    402 Jefferson Heights, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Below List Price
    • $158/SF
    • 72 Days On Market

    Current Estimated Value $295,020

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

    402 Jefferson Heights, Bennington, VT 05201
    • /40

      Est $1,389,680 Not Listed For Sale

      24 Jaquith Rd, Londonderry, VT 05148

      • 3 Beds
      • 3 Baths
      • 3,424 Sq Ft
      • Built 1950
      24 Jaquith Rd, Londonderry, VT 05148

      Last Sold Summary

      • 3% Above List Price
      • $394/SF
      • 3 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

  • /56

    $929,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,068 Sq Ft

    104 High Meadow Rd, Winhall, VT 05340

    Location says it all. This High Meadow mountain retreat is located in one of Stratton Resort’s premier locations. High Meadow offers winter weekend and holiday shuttle service to the slopes for your convenience. Bathed in sunshine thanks to its southern exposure, this contemporary home welcomes you with a seamless open floor plan that flows effortlessly from the kitchen into expansive

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    104 High Meadow Rd, Winhall, VT 05340
  • /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
    • /40

      Not Listed For Sale

      72 Jaquith Rd, Londonderry, VT 05148

      • 4 Beds
      • 2.5 Baths
      • 3,344 Sq Ft
      • Built 1991
      72 Jaquith Rd, Londonderry, VT 05148

      Last Sold Summary

      • $426/SF
      • 40 Days On Market

      Last Sold Price $1,425,000

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

  • /34

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,829 Sq Ft

    89 Merson St, Woodford, VT 05201

    This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached

    Cassie Barbeau Mahar McCarthy Real Estate

    89 Merson St, Woodford, VT 05201
  • /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 $2,728,014

    Last Listing Agent Christiane Carroccio TPW Real Estate

    564 Overlook Rd, Manchester Center, VT 05255
    • /23

      Est $796,905 Not Listed For Sale

      88 Jaquith Rd, Londonderry, VT 05148

      • 3 Beds
      • 2.5 Baths
      • 2,742 Sq Ft
      • Built 1980
      88 Jaquith Rd, Londonderry, VT 05148

      Last Sold Summary

      • 14% Above List Price
      • $255/SF
      • 79 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

  • /20

    $600,000

    • Land
    • 28 Acres
    • $21,429 per Acre

    00 Vermont 11, Peru, VT 05152

    28 +/- acre parcel in Peru Vermont with views of Stratton Mountain, Bromley Mountain and Magic Mountain. Rare east, south and westerly exposure provides consistent natural light and excellent solar orientation throughout the day. Positioned across from Johnny Seesaw’s and minutes to Bromley Market and Bromley Mountain Ski Resort, the property offers privacy with immediate access to dining, skiing

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    00 Vermont 11, Peru, VT 05152
  • /47

    $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
    • /38

      Est $754,152 Not Listed For Sale

      96 Mount Aeolus Ln, East Dorset, VT 05253

      • 3 Beds
      • 2 Baths
      • 1,828 Sq Ft
      • Built 1987
      96 Mount Aeolus Ln, East Dorset, VT 05253

      Last Sold Summary

      • 9% Above List Price
      • $377/SF
      • 9 Days On Market

      Last Sold Price $690,000

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

  • /50

    $4,999,000

    • 6 Beds
    • 7.5 Baths
    • 8,720 Sq Ft

    454 Mountain Rd, Stratton, VT 05155

    Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication. A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace. Expansive

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • /60

    $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 $285,144

    Last Listing Agent Floyd Amidon Maple Leaf Realty

    316 Jepson Rd, Stamford, VT 05352
    • /6

      Est $683,805 Not Listed For Sale

      18 Lane Rd, Dorset, VT 05251

      • 3 Beds
      • 2.5 Baths
      • 2,703 Sq Ft
      • Built 1890
      18 Lane Rd, Dorset, VT 05251

      Last Sold Summary

      • 19% Above List Price
      • $213/SF
      • 26 Days On Market

      Last Sold Price $575,000

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

  • /2

    $65,000

    • Land
    • 17.3 Acres
    • $3,757 per Acre

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

    Ready to build 17 acer lot with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site, the trail on the lot make it a great opportunity for a horse paddock.

    Dan Mason Perrott Realty

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262
  • /45

    $429,000 Sold Apr 14, 2025

    31 Farm Rd Unit A1, Peru, VT 05152

    • 3 Beds
    • 1.5 Baths
    • 1,394 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $308/SF
    • 29 Days On Market

    Current Estimated Value $441,338

    Last Listing Agent Dylan Gage Bromley Real Estate

    31 Farm Rd Unit A1, Peru, VT 05152
    • /40

      Est $1,151,644 Not Listed For Sale

      170 Owls Head Hill Ln, Dorset, VT 05251

      • 4 Beds
      • 3.5 Baths
      • 2,800 Sq Ft
      • Built 2002
      170 Owls Head Hill Ln, Dorset, VT 05251

      Last Sold Summary

      • 3% Above List Price
      • $398/SF
      • 94 Days On Market

      Last Sold Price $1,115,000

      Last Listing Agent Julie Citron RE/MAX

  • /25

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    1058 Granger Hollow Rd, North Bennington, VT 05257

    A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room.Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    1058 Granger Hollow Rd, North Bennington, VT 05257
  • /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

Showing Results 641 - 680, Page 17 of 18

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