Bennington County, VT Homes

• 

  

  

  /32

  $549,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,234 Sq Ft

  202 Eagle Rise Rd Unit 16, Manchester Center, VT 05255

  This Eagle Rise Condo with three bedrooms and two & half baths is in an exclusive residential area accessed off scenic Manchester West Road. The Condo offers an open floor plan design, central air, propane baseboard hot water heat, hardwood floors and elevated deck. Recent improvements include new kitchen w/ granite counter tops, hickory cabinets with soft close drawers & doors, stainless steel

  David Halligan Four Seasons Sotheby's Int'l Realty

  202 Eagle Rise Rd Unit 16, Manchester Center, VT 05255
• 

  

  

  /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
• 

  

  

  /38

  Est $1,037,171

  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

  • 3 Days On Market

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
• 

  

  

  /42

  $349,000

  Under Contract

  • 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
• 

  

  

  /41

  $1,775,000

  Sold May 08, 2026

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  • 4 Beds
  • 4 Baths
  • 2,401 Sq Ft
  • Built 2004

  Last Sold Summary

  • $739/SF
  • 2 Days On Market

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155
• 

  

  /18

  Est $547,096

  Not Listed For Sale

  2420 Main St, Manchester Center, VT 05255

  • 2 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1960

  2420 Main St, Manchester Center, VT 05255

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Annette Gallo Real Broker LLC
• 

  

  /40

  $1,325,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  11 W Round Rd, Winhall, VT 05340

  11 Round Tree Road, Winhall, VT 05340A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Appropriately sized mud room for all the gear. Downstairs family room with fireplace and

  Andrew King Stratton Real Estate

  11 W Round Rd, Winhall, VT 05340
• 

  

  /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 $325,433

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  391 Weldon Dr, Sandgate, VT 05250
• 

  

  /23

  Est $494,704

  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

  • 6 Days On Market

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

  

  /59

  $849,900

  $90K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,974 Sq Ft

  145 White Farm Ln, Shaftsbury, VT 05262

  Nestled in a peaceful five acre setting just minutes from the shopping and dining in both Bennington and Manchester this beautifully maintained home offers privacy, comfort, and accessibility. Four ski areas within 45 minutes for winter sports!Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming. The newly renovated high end kitchen is both beautiful

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  145 White Farm Ln, Shaftsbury, VT 05262
• 

  

  /36

  $355,000

  Sold May 29, 2026

  695 Dermody Rd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,748 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $203/SF
  • 2 Days On Market

  Current Estimated Value $368,459

  Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

  695 Dermody Rd, Bennington, VT 05201
• 

  

  /30

  Est $416,770

  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

  • 3 Days On Market

  Last Listing Agent Patti Trudel RE/MAX Four Seasons
• 

  

  /30

  $499,000

  • 4 Beds
  • 3.5 Baths
  • 2,345 Sq Ft

  4910 Vaughn Farm Rd Unit 10, Manchester, VT 05255

  There is something special about reaching the top of Torbank and looking west. From this exceptional end unit, the view opens across Manchester toward the broad face of Mt. Equinox, changing with the light from morning sunrise to golden afternoon and dramatic evening skies. Once the home of Torbank’s original developer, this three-level condominium occupies one of the property’s highest points,

  Derryl Lang Four Seasons Sotheby's Int'l Realty

  4910 Vaughn Farm Rd Unit 10, Manchester, VT 05255
• 

  

  /27

  $305,000

  Sold May 22, 2026

  557 Beech St, Manchester Center, VT 05255

  • 3 Beds
  • 1 Bath
  • 836 Sq Ft
  • Built 1954

  Last Sold Summary

  • 10% Below List Price
  • $365/SF
  • 178 Days On Market

  Current Estimated Value $312,726

  Last Listing Agent Patti Trudel RE/MAX Four Seasons

  557 Beech St, Manchester Center, VT 05255
• 

  

  /40

  Not Listed For Sale

  72 Jaquith Rd, Londonderry, VT 05148

  • 4 Beds
  • 2.5 Baths
  • 3,794 Sq Ft
  • Built 1991

  72 Jaquith Rd, Londonderry, VT 05148

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate
• 

  

  /11

  $260,000

  Under Contract

  • 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
• 

  

  /26

  $280,000

  Sold Aug 28, 2026

  141 Williams Rd, Readsboro, VT 05350

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1850

  Last Sold Summary

  • 6% Above List Price
  • $167/SF
  • 4 Days On Market

  Current Estimated Value $259,803

  Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE

  141 Williams Rd, Readsboro, VT 05350
• 

  

  /23

  Est $790,868

  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

  • 79 Days On Market

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

  

  /17

  $520,000

  $75K PRICE DROP

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

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

  THE PROGRAM: $75K GIFT TO BUYER- USE HOWEVER THEY SEE FIT- CALL FOR FURTHER DETAILS:Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Vermont Homebuyer * Qualify for a Bank Mortgage * 10% Down Payment. Homes Designed to Strengthen and Enrich the Manchester Community Jamesons Flats was

  Britt Wohler

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

  

  /46

  $261,000

  Sold Aug 19, 2026

  2867 Chapel Rd, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $200/SF
  • 6 Days On Market

  Current Estimated Value $259,894

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  2867 Chapel Rd, Bennington, VT 05201

Showing Results 681 - 720, Page 18 of 18