21,114

Bennington County, VT Homes

Section Image
    • /39

      Est $604,978 Not Listed For Sale

      553 Daniels Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,892 Sq Ft
      • Built 1971
      553 Daniels Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 14% Above List Price
      • $183/SF
      • 6 Days On Market

      Last Sold Price $530,500

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /12

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    4.1 Pearl Buck Dr, Winhall, VT 05340

    One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

    Kim Morgan-Wohler Wohler Realty Group

    4.1 Pearl Buck Dr, Winhall, VT 05340
  • /23

    $235,000 Sold Jul 31, 2025

    40 Bourn Brook Rd Unit 49, Manchester, VT 05255

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1986

    Last Sold Summary

    • $300/SF
    • 3 Days On Market

    Current Estimated Value $236,621

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

    40 Bourn Brook Rd Unit 49, Manchester, VT 05255
    • /39

      Est $392,403 Not Listed For Sale

      20 Eastview Dr, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 1,586 Sq Ft
      • Built 1986
      20 Eastview Dr, Shaftsbury, VT 05262

      Last Sold Summary

      • 11% Above List Price
      • $224/SF
      • 35 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Brandy Lesser

  • /38

    $375,000

    • Land
    • 1.23 Acres
    • $304,878 per Acre

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

    Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

    Kim Morgan-Wohler Wohler Realty Group

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
  • /39

    $383,000 Sold Jul 30, 2025

    224 Garbrooke Dr, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,207 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $174/SF
    • 61 Days On Market

    Current Estimated Value $390,006

    Last Listing Agent Lindsey Martin Maple Leaf Realty

    224 Garbrooke Dr, Bennington, VT 05201
    • /36

      Est $501,892 Not Listed For Sale

      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 2,116 Sq Ft
      • Built 1900
      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 1% Above List Price
      • $234/SF
      • 8 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /28

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    354 New Ireland Rd, Manchester Center, VT 05255

    Cozy Country Getaway Close to It All, Tucked away on 2 private acres and bordered by Bromley Brook, this inviting 3-bedroom, 2.5-bath home offers the perfect balance of quiet country living and easy access to skiing (Bromley 5 miles, Stratton 14 miles) and town. Inside, you will find a spacious living and dining area, and fireplace with a woodstove insert, just right for curling up after a day on

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

    354 New Ireland Rd, Manchester Center, VT 05255
  • /47

    $60,000 Sold Jun 11, 2025

    210 Sparrow Dr, Stamford, VT 05352

    • Land
    • 10.4 Acres
    • $5,769 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 19 Days On Market

    Last Listing Agent Curtis Trousdale Preferred Properties

    210 Sparrow Dr, Stamford, VT 05352
    • /34

      Est $958,771 Not Listed For Sale

      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1984
      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 7% Above List Price
      • $427/SF
      • 49 Days On Market

      Last Sold Price $892,000

      Last Listing Agent Faith Rhodes Maple Leaf Realty

  • /50

    $230,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    113 Main St, Bennington, VT 05201

    Charming downtown family home with modern upgrades.This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance.Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining

    Lindsey Martin Maple Leaf Realty

    113 Main St, Bennington, VT 05201
  • /42

    $600,000 Sold Nov 12, 2025

    126 Fox Hill Rd, Bennington, VT 05201

    • 5 Beds
    • 1.5 Baths
    • 2,450 Sq Ft
    • Built 1850

    Last Sold Summary

    • 25% Below List Price
    • $245/SF
    • 148 Days On Market

    Current Estimated Value $616,059

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    126 Fox Hill Rd, Bennington, VT 05201
    • /33

      Est $716,365 Not Listed For Sale

      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 2,145 Sq Ft
      • Built 1998
      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3% Above List Price
      • $324/SF
      • 4 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /24

    $435,000 Pending

    • 2 Beds
    • 3 Baths
    • 1,689 Sq Ft

    141 Hillvale Rd, Manchester, VT 05255

    This is quite possibly the in-town Manchester home that you have been looking for. Offering convenient one level living and move-in ready condition with two bedrooms and two baths, hardwood floors, living room with woodstove, kitchen and sunroom. The finished basement offers additional living space with large family room, office, additional 3/4 bath and laundry. Don't forget about the attached

    David Citron RE/MAX Four Seasons

    141 Hillvale Rd, Manchester, VT 05255
  • /20

    $89,499 Sold Sep 24, 2025

    72 Ethans Way, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft
    • Built 2024

    Last Sold Summary

    • 10% Below List Price
    • $108/SF
    • 120 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    72 Ethans Way, Bennington, VT 05201
    • /40

      Est $559,257 Not Listed For Sale

      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 2000
      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 9% Above List Price
      • $209/SF
      • 47 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /18

    $300,000 Pending

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

    940 Gage St, Bennington, VT 05201

    Classic cape with a twist! The eat-in kitchen has plenty of cooking area plus an eat-in area in a windowed alcove. The dining room is large enough for sit downs and the living room is the whole length of the house so movie nights are a go! In the entry side of the house you have a wonderful enclosed porch to serve as a mud room and a sweet sitting porch out front. AND!!!!... there is a fenced in

    Christine Lewis Brattleboro Area Realty

    940 Gage St, Bennington, VT 05201
  • /16

    $130,000 Sold Nov 25, 2025

    76 Harvest Hills Dr, North Bennington, VT 05257

    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft
    • Built 1966

    Last Sold Summary

    • 16% Below List Price
    • $101/SF
    • 45 Days On Market

    Current Estimated Value $202,312

    Last Listing Agent Susan Bellville Bellville Realty

    76 Harvest Hills Dr, North Bennington, VT 05257
    • /40

      Est $916,511 Not Listed For Sale

      1279 W Mountain Rd, Shaftsbury, VT 05262

      • 5 Beds
      • 5 Baths
      • 3,096 Sq Ft
      • Built 1977
      1279 W Mountain Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 7% Above List Price
      • $276/SF
      • 104 Days On Market

      Last Sold Price $853,000

      Last Listing Agent Flex Realty Group Flex Realty

  • /33

    $485,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    3 Strattonwald Rd, Winhall, VT 05340

    Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you'll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

    Robin Apps Four Seasons Sotheby's Int'l Realty

    3 Strattonwald Rd, Winhall, VT 05340
  • /50

    $625,000 Sold May 02, 2025

    46 Limerick Ln, Arlington, VT 05250

    • 3 Beds
    • 3 Baths
    • 2,748 Sq Ft
    • Built 2014

    Last Sold Summary

    • 19% Below List Price
    • $227/SF
    • 220 Days On Market

    Last Listing Agent Margretta Fischer Wohler Realty Group

    46 Limerick Ln, Arlington, VT 05250
    • /40

      Est $603,757 Not Listed For Sale

      349 Blueberry Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,396 Sq Ft
      • Built 1971
      349 Blueberry Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 13% Above List Price
      • $223/SF
      • 42 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /19

    $219,500

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    14 Robinson Ave, Bennington, VT 05201

    Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

    Timothy Corcoran Mahar McCarthy Real Estate

    14 Robinson Ave, Bennington, VT 05201
  • /17

    $285,000 Sold Jul 01, 2025

    263 Clough Rd, Stamford, VT 05352

    • 2 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $201/SF
    • 206 Days On Market

    Current Estimated Value $280,089

    Last Listing Agent Duncan Honig Maple Leaf Realty

    263 Clough Rd, Stamford, VT 05352
    • /40

      Est $586,404 Not Listed For Sale

      143 Cedar Cir, Shaftsbury, VT 05262

      • 4 Beds
      • 4 Baths
      • 2,756 Sq Ft
      • Built 1977
      143 Cedar Cir, Shaftsbury, VT 05262

      Last Sold Summary

      • 9% Above List Price
      • $196/SF
      • 88 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /4

    $14,000 Under Contract

    • Land
    • 1.2 Acres
    • $11,667 per Acre

    00 Heartwellville View Rd, Readsboro, VT 05350

    Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 1.2-acre lot offers the perfect blend of privacy and convenience. Power is already available on 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

    Flex Realty Group Flex Realty

    00 Heartwellville View Rd, Readsboro, VT 05350
  • /34

    $550,000 Sold Jun 16, 2025

    764 Barnumville Rd Unit 1, Manchester Center, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Built 1975

    Last Sold Summary

    • $294/SF
    • 52 Days On Market

    Current Estimated Value $613,519

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    764 Barnumville Rd Unit 1, Manchester Center, VT 05255
    • /40

      Est $250,222 Not Listed For Sale

      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,006 Sq Ft
      • Built 1970
      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 9% Above List Price
      • $229/SF
      • 18 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot B Frost Pond Rd, Dorset, VT 05251

    Private but not remote. Dorset West Road Location nearby Dorset and Manchester. Nice mountain views.Waste water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot B Frost Pond Rd, Dorset, VT 05251
  • /60

    $900,000 Sold Aug 25, 2025

    368 Bowen Dr, Readsboro, VT 05350

    • 3 Beds
    • 2 Baths
    • 2,168 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Above List Price
    • $415/SF
    • 3 Days On Market

    Current Estimated Value $873,391

    Last Listing Agent Nick Sicard EXP Realty

    368 Bowen Dr, Readsboro, VT 05350
    • /39

      Est $813,331 Not Listed For Sale

      3842 Vt Route 7a, Shaftsbury, VT 05262

      • 5 Beds
      • 4.5 Baths
      • 4,312 Sq Ft
      • Built 1972
      3842 Vt Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 16% Above List Price
      • $162/SF
      • 666 Days On Market

      Last Sold Price $700,000

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

  • /45

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft

    848 Coleville Rd, Bennington, VT 05201

    The House that Love Built-Multigenerational Comfort &Thoughtful Design Tucked away in a peaceful neighborhood, set back from a well maintained town road. This beautifully maintained home is perfect for wildlife watching and enjoying serene solitude.Designed with multigenerational or accessible living in mind, the home features a private in-law suite with it's own ramp entry, wide doorways,

    Beatrice O'Connell Maple Leaf Realty

    848 Coleville Rd, Bennington, VT 05201
  • /30

    $750,000 Sold Aug 19, 2025

    379 Owls Head Hill Ln, Dorset, VT 05251

    • 3 Beds
    • 4 Baths
    • 2,187 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $343/SF
    • 15 Days On Market

    Current Estimated Value $765,644

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

    379 Owls Head Hill Ln, Dorset, VT 05251
    • /39

      Est $541,994 Not Listed For Sale

      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1981
      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 2% Below List Price
      • $285/SF
      • 60 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /3

    $79,900

    • Land
    • 10.1 Acres
    • $7,911 per Acre

    0 Old County Ln, Readsboro, VT 05350

    Escape to the tranquil countryside of Readsboro with this stunning 10.10-acre parcel offering exceptional privacy and natural beauty. The property showcases a picturesque mix of open level areas and gentle rolling hills, complemented by mature apple and cherry trees, thriving blueberry bushes, and a charming brook that winds its way through the land.Whether you envision a full-time residence,

    Raelene Robinson-Garrow Real Broker LLC

    0 Old County Ln, Readsboro, VT 05350
  • /31

    $208,000 Sold Oct 10, 2025

    379 Heartwellville View Rd Unit lot 71 Section 8, Readsboro, VT 05350

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $265/SF
    • 10 Days On Market

    Current Estimated Value $205,933

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    379 Heartwellville View Rd Unit lot 71 Section 8, Readsboro, VT 05350
    • /45

      Est $384,490 Not Listed For Sale

      294 Tinkham Rd, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,573 Sq Ft
      • Built 1975
      294 Tinkham Rd, North Bennington, VT 05257

      Last Sold Summary

      • 7% Below List Price
      • $264/SF
      • 4 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /4

    $400,000

    • Land
    • 8.01 Acres
    • $49,938 per Acre

    248 French Hollow Rd, Winhall, VT 05340

    Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

    Kim Morgan-Wohler Wohler Realty Group

    248 French Hollow Rd, Winhall, VT 05340
  • /46

    $800,000 Sold May 21, 2025

    1 Monument Ave, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 3,560 Sq Ft
    • Built 1790

    Last Sold Summary

    • 1% Above List Price
    • $225/SF
    • 34 Days On Market

    Current Estimated Value $808,812

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    1 Monument Ave, Bennington, VT 05201
    • /52

      Est $415,246 Not Listed For Sale

      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1989
      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 12% Above List Price
      • $242/SF
      • 6 Days On Market

      Last Sold Price $372,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

Showing Results 281 - 320, Page 8 of 18

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