20,622

Bennington County, VT Homes

Section Image
  • 33 Forest Haunts Rd, Winhall, VT 05340
    33 Forest Haunts Rd, Winhall, VT 05340
    33 Forest Haunts Rd, Winhall, VT 05340
    /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 $1,333,813

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

    33 Forest Haunts Rd, Winhall, VT 05340
    • 170 Owls Head Hill Ln, Dorset, VT 05251
      170 Owls Head Hill Ln, Dorset, VT 05251
      170 Owls Head Hill Ln, Dorset, VT 05251
      /40

      Est $1,235,621

      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

      • 94 Days On Market

      Last Listing Agent Julie Citron RE/MAX Four Seasons

  • 13 Golden Triangle Rd, Winhall, VT 05340
    13 Golden Triangle Rd, Winhall, VT 05340
    13 Golden Triangle Rd, Winhall, VT 05340
    /22

    $430,000

    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    13 Golden Triangle Rd, Winhall, VT 05340

    The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a

    Mike England Michael England Real Estate

    13 Golden Triangle Rd, Winhall, VT 05340
  • 12 Sunny Hill Rd, Manchester Center, VT 05255
    12 Sunny Hill Rd, Manchester Center, VT 05255
    12 Sunny Hill Rd, Manchester Center, VT 05255
    /43

    $1,374,000

    Sold May 21, 2026

    12 Sunny Hill Rd, Manchester Center, VT 05255

    • 4 Beds
    • 3.5 Baths
    • 5,397 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $255/SF
    • 50 Days On Market

    Current Estimated Value $1,147,088

    Last Listing Agent Carrie Mathews Winhall Real Estate

    12 Sunny Hill Rd, Manchester Center, VT 05255
    • 77 Dorset Hollow Rd, Dorset, VT 05251
      77 Dorset Hollow Rd, Dorset, VT 05251
      77 Dorset Hollow Rd, Dorset, VT 05251
      /21

      Est $542,051

      Not Listed For Sale

      77 Dorset Hollow Rd, Dorset, VT 05251

      • 2 Beds
      • 1 Bath
      • 875 Sq Ft
      • Built 1968
      77 Dorset Hollow Rd, Dorset, VT 05251

      Last Sold Summary

      • 37 Days On Market

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

  • 1153 King Hill Rd, Readsboro, VT 05350
    1153 King Hill Rd, Readsboro, VT 05350
    1153 King Hill Rd, Readsboro, VT 05350
    /42

    $349,000

    • 4 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1153 King Hill Rd, Readsboro, VT 05350

    This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO

    Casey Scott Southern Vermont Realty Group

    1153 King Hill Rd, Readsboro, VT 05350
  • 7 Landgrove Rd, Landgrove, VT 05148
    7 Landgrove Rd, Landgrove, VT 05148
    7 Landgrove Rd, Landgrove, VT 05148
    /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 $662,411

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    7 Landgrove Rd, Landgrove, VT 05148
    • 5085 Route 30, Dorset, VT 05251
      5085 Route 30, Dorset, VT 05251
      5085 Route 30, Dorset, VT 05251
      /32

      Est $445,187

      Not Listed For Sale

      5085 Route 30, Dorset, VT 05251

      • 2 Beds
      • 1 Bath
      • 890 Sq Ft
      • Built 1960
      5085 Route 30, Dorset, VT 05251

      Last Sold Summary

      • 8 Days On Market

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

  • 171 Mending Walls Rd, Manchester Center, VT 05255
    171 Mending Walls Rd, Manchester Center, VT 05255
    171 Mending Walls Rd, Manchester Center, VT 05255
    /56

    $925,000

    Under Contract
    • 3 Beds
    • 4.5 Baths
    • 3,718 Sq Ft

    171 Mending Walls Rd, Manchester Center, VT 05255

    Looking for "NEW"? This residence is as close to new construction as it gets, having been thoughtfully gutted to the studs and tastefully renovated across all three levels. The stunning new quartz island kitchen features all new stainless appliances, new soft gray cabinetry, and an open-concept design flowing seamlessly into the dining room, living room and main-level office. A dramatic two-story

    Laura Beckwith Josiah Allen Real Estate, Inc.

    171 Mending Walls Rd, Manchester Center, VT 05255
  • 43 Murray Hill Heights Rd Unit 37, Manchester, VT 05255
    43 Murray Hill Heights Rd Unit 37, Manchester, VT 05255
    43 Murray Hill Heights Rd Unit 37, Manchester, VT 05255
    /21

    $545,000

    Sold Aug 07, 2026

    43 Murray Hill Heights Rd Unit 37, Manchester, VT 05255

    • 2 Beds
    • 2.5 Baths
    • 1,596 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $341/SF
    • 4 Days On Market

    Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    43 Murray Hill Heights Rd Unit 37, Manchester, VT 05255
    • 2533 Route 30, Dorset, VT 05251
      2533 Route 30, Dorset, VT 05251
      2533 Route 30, Dorset, VT 05251
      /27

      Est $616,475

      Not Listed For Sale

      2533 Route 30, Dorset, VT 05251

      • 4 Beds
      • 2 Baths
      • 1,708 Sq Ft
      • Built 1940
      2533 Route 30, Dorset, VT 05251

      Last Sold Summary

      • 15 Days On Market

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

  • 0 Mountain Haunts Unit 5099438, Winhall, VT 05340
    0 Mountain Haunts Unit 5099438, Winhall, VT 05340
    0 Mountain Haunts Unit 5099438, Winhall, VT 05340
    /11

    $260,000

    • Land
    • 3.3 Acres
    • $78,788 per Acre

    0 Mountain Haunts Unit 5099438, Winhall, VT 05340

    The 3.3-acre parcel of land located on Mt Haunts Road in Winhall has received approval for the construction of a four-bedroom residence, presenting an outstanding opportunity for prospective homeowners. This exceptional site boasts views of Stratton Mountain Resort, allowing residents to monitor the mountain's snow conditions from the comfort of their own home each morning, as well as enjoy views

    Mike England Michael England Real Estate

    0 Mountain Haunts Unit 5099438, Winhall, VT 05340
  • 130 Sycamore Ln, Shaftsbury, VT 05262
    130 Sycamore Ln, Shaftsbury, VT 05262
    130 Sycamore Ln, Shaftsbury, VT 05262
    /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 $245,620

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    130 Sycamore Ln, Shaftsbury, VT 05262
    • 184 Dorset Hollow Rd, Dorset, VT 05251
      184 Dorset Hollow Rd, Dorset, VT 05251
      184 Dorset Hollow Rd, Dorset, VT 05251
      /34

      Est $366,731

      Not Listed For Sale

      184 Dorset Hollow Rd, Dorset, VT 05251

      • 1 Bed
      • 1 Bath
      • 852 Sq Ft
      • Built 1970
      184 Dorset Hollow Rd, Dorset, VT 05251

      Last Sold Summary

      • 7 Days On Market

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

  • 21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
    /17

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft

    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255

    THE PROGRAM: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Vermont Homebuyer * Household Income at or Below $178,735* * Qualify for a Bank Mortgage * 10% Down Payment The developer will offer Gifted Equity and Paid Points at closing that will reduce the purchase price of the real estate and

    Britt Wohler

    21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
  • 24 Sugarbush Dr, Jamaica, VT 05343
    24 Sugarbush Dr, Jamaica, VT 05343
    24 Sugarbush Dr, Jamaica, VT 05343
    /35

    $870,000

    Sold May 13, 2026

    24 Sugarbush Dr, Jamaica, VT 05343

    • 5 Beds
    • 3 Baths
    • 2,897 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Above List Price
    • $300/SF
    • 8 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    24 Sugarbush Dr, Jamaica, VT 05343
    • 239 Cheney Rd, Dorset, VT 05251
      239 Cheney Rd, Dorset, VT 05251
      239 Cheney Rd, Dorset, VT 05251
      /19

      Est $821,802

      Not Listed For Sale

      239 Cheney Rd, Dorset, VT 05251

      • 2 Beds
      • 2 Baths
      • 1,912 Sq Ft
      • Built 1933
      239 Cheney Rd, Dorset, VT 05251

      Last Sold Summary

      • 3 Days On Market

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

  • 142 Pine Cir, Bennington, VT 05201
    142 Pine Cir, Bennington, VT 05201
    142 Pine Cir, Bennington, VT 05201
    /55

    $209,000

    $16K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,518 Sq Ft

    142 Pine Cir, Bennington, VT 05201

    Opportunity is knocking... answer the door! This home in a sought-after neighborhood on an almost half acre lot is the investment you've been looking for. Close to downtown shopping and dining, as well as the award-winning Southwestern Vermont Medical Center. Features include an attached two car garage, wood floors, mini-split in living room, fireplace, wood floors, dining room, primary bedroom

    Justine Curry Maple Leaf Real Estate

    142 Pine Cir, Bennington, VT 05201
  • 0 State Line Rd, Shaftsbury, VT 05262
    0 State Line Rd, Shaftsbury, VT 05262
    0 State Line Rd, Shaftsbury, VT 05262
    /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 Real Estate

    0 State Line Rd, Shaftsbury, VT 05262
    • 2523 Route 30, Dorset, VT 05251
      2523 Route 30, Dorset, VT 05251
      2523 Route 30, Dorset, VT 05251
      /37

      Est $716,121

      Not Listed For Sale

      2523 Route 30, Dorset, VT 05251

      • 3 Beds
      • 2 Baths
      • 1,390 Sq Ft
      • Built 1968
      2523 Route 30, Dorset, VT 05251

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Christine Chovan

Showing Results 681 - 720, Page 18 of 18

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