549

Recently Sold Bennington County VT Homes

Section Image
  • /28

    $282,800

    Sold Feb 03, 2026

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    Last Sold Summary

    • 6% Below List Price
    • $238/SF
    • 10 Days On Market

    Last Listing Agent Gary Fuls Jr RE/MAX TRANSITIONS

    Unlisted Address
  • /45

    $725,000

    Sold Jul 02, 2025

    327 Deer Meadow Rd, Manchester Center, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft
    • Built 1971

    Last Sold Summary

    • $298/SF
    • 55 Days On Market

    Current Estimated Value $709,769

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

    327 Deer Meadow Rd, Manchester Center, VT 05255
  • /55

    $2,150,000

    Sold Feb 12, 2026

    16 Hunter Ridge Rd, Bondville, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • Built 2011

    Last Sold Summary

    • 3% Below List Price
    • $430/SF
    • 165 Days On Market

    Current Estimated Value $1,803,320

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    16 Hunter Ridge Rd, Bondville, VT 05340
  • /60

    $315,000

    Sold Jun 06, 2025

    818 Main St, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 1,969 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Below List Price
    • $160/SF
    • 29 Days On Market

    Current Estimated Value $310,997

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    818 Main St, Bennington, VT 05201
  • /30

    $349,000

    Sold May 04, 2026

    1450 Vermont 8, Readsboro, VT 05350

    • 2 Beds
    • 1 Bath
    • 1,845 Sq Ft
    • Built 2005

    Last Sold Summary

    • $189/SF
    • 42 Days On Market

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    1450 Vermont 8, Readsboro, VT 05350
  • /33

    $951,014

    Sold Oct 24, 2025

    14 Mountain Haunts, Winhall, VT 05340

    • 5 Beds
    • 3 Baths
    • 3,238 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $294/SF
    • 4 Days On Market

    Current Estimated Value $944,040

    Last Listing Agent Carrie Mathews Winhall Real Estate

    14 Mountain Haunts, Winhall, VT 05340
  • /26

    $190,000

    Sold Aug 29, 2025

    207 West Rd Unit N, Arlington, VT 05250

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft
    • Built 1780

    Last Sold Summary

    • 31% Below List Price
    • $114/SF
    • 246 Days On Market

    Current Estimated Value $272,498

    Last Listing Agent Margretta Fischer Wohler Realty Group

    207 West Rd Unit N, Arlington, VT 05250
  • /43

    $1,603,000

    Sold Jan 28, 2026

    143 Stratton Mountain Access Rd, Winhall, VT 05340

    • 5 Beds
    • 4.5 Baths
    • 3,688 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $435/SF
    • 103 Days On Market

    Current Estimated Value $1,224,452

    Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    143 Stratton Mountain Access Rd, Winhall, VT 05340
  • /26

    $265,000

    Sold Sep 09, 2025

    519 South St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft
    • Built 1930

    Last Sold Summary

    • 9% Below List Price
    • $168/SF
    • 55 Days On Market

    Current Estimated Value $263,672

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    519 South St, Bennington, VT 05201
  • /2

    $162,900

    Sold Jul 18, 2025

    17 Jennings Dr, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1975

    Last Sold Summary

    • $90/SF
    • 12 Days On Market

    Current Estimated Value $180,033

    Last Listing Agent Brandy Lesser

    17 Jennings Dr, Bennington, VT 05201
  • /31

    $475,000

    Sold Mar 20, 2026

    5 Byington Ln, Winhall, VT 05340

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Built 1977

    Last Sold Summary

    • $303/SF
    • 7 Days On Market

    Current Estimated Value $472,899

    Last Listing Agent Jamie Luke TPW Real Estate

    5 Byington Ln, Winhall, VT 05340
  • /56

    $385,000

    Sold Sep 23, 2025

    321 Chester Knoll Dr, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Above List Price
    • $226/SF
    • 156 Days On Market

    Last Listing Agent Lilli West Maple Leaf Realty

    321 Chester Knoll Dr, Bennington, VT 05201
  • /12

    $55,000

    Sold Dec 12, 2025

    0 Rupert Rd Unit 5021897, Sandgate, VT 05250

    • Land
    • 11 Acres
    • $5,000 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 360 Days On Market

    Last Listing Agent Nicholas Charest Maple Leaf Realty

    0 Rupert Rd Unit 5021897, Sandgate, VT 05250
  • /54

    $386,000

    Sold Apr 30, 2026

    328 Chester Knoll Dr, Bennington, VT 05201

    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $180/SF
    • 27 Days On Market

    Current Estimated Value $382,562

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    328 Chester Knoll Dr, Bennington, VT 05201
  • /17

    $80,000

    Sold Apr 30, 2026

    1 & 2 Joy Ln, Arlington, VT 05250

    • Land
    • 9.74 Acres
    • $8,214 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 173 Days On Market

    Last Listing Agent Margretta Fischer Wohler Realty Group

    1 & 2 Joy Ln, Arlington, VT 05250
  • /53

    $614,000

    Sold Sep 15, 2025

    23 Mechanic St, North Bennington, VT 05257

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 1870

    Last Sold Summary

    • 3% Above List Price
    • $250/SF
    • 40 Days On Market

    Current Estimated Value $619,683

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    23 Mechanic St, North Bennington, VT 05257
  • /36

    $275,000

    Sold Dec 16, 2025

    61 Autumn Acres, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,169 Sq Ft
    • Built 1970

    Last Sold Summary

    • $235/SF
    • 3 Days On Market

    Current Estimated Value $271,550

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    61 Autumn Acres, Bennington, VT 05201
  • /24

    $250,000

    Sold Jan 09, 2026

    2288 East Rd, Bennington, VT 05201

    • 5 Beds
    • 3 Baths
    • 3,164 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Below List Price
    • $79/SF
    • 64 Days On Market

    Current Estimated Value $249,805

    Last Listing Agent William Paquin Maple Leaf Realty

    2288 East Rd, Bennington, VT 05201
  • /59

    $300,000

    Sold Oct 20, 2025

    3606 Kent Hollow Rd, Rupert, VT 05776

    • 2 Beds
    • 1 Bath
    • 890 Sq Ft
    • Built 1865

    Last Sold Summary

    • 11% Above List Price
    • $337/SF
    • 10 Days On Market

    Last Listing Agent Scott McChesney McChesney RE, Inc.

    3606 Kent Hollow Rd, Rupert, VT 05776
  • /9

    $1,350,000

    Sold Feb 17, 2026

    3746 Main St Unit 2, Manchester, VT 05255

    • 3 Beds
    • 4.5 Baths
    • 3,415 Sq Ft
    • Built 2025

    Last Sold Summary

    • $395/SF
    • 96 Days On Market

    Last Listing Agent Britt Wohler

    3746 Main St Unit 2, Manchester, VT 05255
  • /40

    $1,665,000

    Sold Mar 09, 2026

    14 Old Ridge Rd, Winhall, VT 05155

    • 4 Beds
    • 4 Baths
    • 4,270 Sq Ft
    • Built 1986

    Last Sold Summary

    • 16% Below List Price
    • $390/SF
    • 315 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    14 Old Ridge Rd, Winhall, VT 05155
  • /47

    $822,500

    Sold Sep 12, 2025

    C1 Meadow Ridge Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,598 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Below List Price
    • $317/SF
    • 18 Days On Market

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

    C1 Meadow Ridge Rd, Winhall, VT 05340
  • /44

    $575,000

    Sold Oct 31, 2025

    1044 Berwall Rd, Arlington, VT 05250

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft
    • Built 1972

    Last Sold Summary

    • $260/SF
    • 2 Days On Market

    Last Listing Agent Margretta Fischer Wohler Realty Group

    1044 Berwall Rd, Arlington, VT 05250
  • /27

    $400,000

    Sold Jun 06, 2025

    181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $249/SF
    • 62 Days On Market

    Last Listing Agent Jamie Luke TPW Real Estate

    181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255
  • /10

    $15,000

    Sold Feb 25, 2026

    0 Oberhugel Rd, Readsboro, VT 05350

    • Land
    • 1 Acre
    • $15,000 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 81 Days On Market

    Last Listing Agent David White OwnerEntry.com

    0 Oberhugel Rd, Readsboro, VT 05350
  • /14

    $300,000

    Sold Mar 20, 2026

    306 Sparrow Dr, Stamford, VT 05352

    • 3 Beds
    • 2.5 Baths
    • 3,264 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $92/SF
    • 48 Days On Market

    Current Estimated Value $405,000

    Last Listing Agent April Shepard Twin State Realty LLC

    306 Sparrow Dr, Stamford, VT 05352
  • /56

    $941,000

    Sold May 13, 2026

    104 High Meadow Rd, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 2,068 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $455/SF
    • 3 Days On Market

    Current Estimated Value $929,920

    Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    104 High Meadow Rd, Winhall, VT 05340
  • /60

    $194,900

    Sold Oct 15, 2025

    233 Hollow Hideaway, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1971

    Last Sold Summary

    • $185/SF
    • 2 Days On Market

    Current Estimated Value $203,044

    Last Listing Agent Jeffrey Dorman

    233 Hollow Hideaway, Shaftsbury, VT 05262
  • /26

    $575,000

    Sold Aug 15, 2025

    2 Spruce High Rd, Winhall, VT 05340

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $235/SF
    • 17 Days On Market

    Current Estimated Value $600,541

    Last Listing Agent Carrie Mathews Winhall Real Estate

    2 Spruce High Rd, Winhall, VT 05340
  • /47

    $375,000

    Sold Aug 26, 2025

    46 Duffy Dr, Bennington, VT 05201

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $104/SF
    • 35 Days On Market

    Current Estimated Value $395,611

    Last Listing Agent Nick Sicard EXP Realty

    46 Duffy Dr, Bennington, VT 05201
  • /46

    $440,000

    Sold Nov 12, 2025

    95 Birches Way Unit CC2, Peru, VT 05152

    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $316/SF
    • 41 Days On Market

    Last Listing Agent Dylan Gage Bromley Real Estate

    95 Birches Way Unit CC2, Peru, VT 05152
  • /20

    $260,000

    Sold Jul 14, 2025

    42 Center St, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 54 Days On Market

    Current Estimated Value $260,816

    Last Listing Agent Faith Rhodes Maple Leaf Realty

    42 Center St, Bennington, VT 05201
  • /26

    $191,500

    Sold Feb 26, 2026

    215 Maple St, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1900

    Last Sold Summary

    • 23% Below List Price
    • $150/SF
    • 128 Days On Market

    Current Estimated Value $189,812

    Last Listing Agent Matt Waddington Hoffman Real Estate

    215 Maple St, Bennington, VT 05201
  • /31

    $400,000

    Sold Aug 13, 2025

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257

    • 2 Beds
    • 1 Bath
    • 1,624 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $246/SF
    • 10 Days On Market

    Current Estimated Value $399,863

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
  • /35

    $420,000

    Sold Aug 14, 2025

    1283 Hidden Valley Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 1.5 Baths
    • 1,832 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $229/SF
    • 69 Days On Market

    Current Estimated Value $419,198

    Last Listing Agent Angela Bevin Maple Leaf Realty

    1283 Hidden Valley Rd, Shaftsbury, VT 05262
  • /39

    $277,500

    Sold Feb 20, 2026

    218 Union St, Bennington, VT 05201

    • 5 Beds
    • 2 Baths
    • 2,294 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $121/SF
    • 269 Days On Market

    Current Estimated Value $269,790

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    218 Union St, Bennington, VT 05201
  • /37

    $960,000

    Sold May 22, 2026

    17 Roundtree Rd, Winhall, VT 05340

    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $421/SF
    • 210 Days On Market

    Current Estimated Value $943,705

    Last Listing Agent Sarah Nichols Winhall Real Estate

    17 Roundtree Rd, Winhall, VT 05340
  • /6

    $33,000

    Sold Jul 25, 2025

    0 White Oaks Rd, Pownal, VT 05261

    • Land
    • 2.5 Acres
    • $13,200 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 11 Days On Market

    Last Listing Agent Matt Waddington Hoffman Real Estate

    0 White Oaks Rd, Pownal, VT 05261
  • /2

    $1,600,000

    Sold Sep 05, 2025

    53 Old County Rd E Unit 15, Londonderry, VT 05148

    • 4 Beds
    • 4 Baths
    • 3,441 Sq Ft
    • Built 1997

    Last Sold Summary

    • $465/SF
    • 11 Days On Market

    Current Estimated Value $1,542,121

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    53 Old County Rd E Unit 15, Londonderry, VT 05148
  • /34

    $610,000

    Sold Jul 24, 2025

    35 Valley Pass, Manchester, VT 05255

    • 4 Beds
    • 3 Baths
    • 1,768 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Above List Price
    • $345/SF
    • 62 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    35 Valley Pass, Manchester, VT 05255

Showing Results 401 - 440, Page 11 of 14

How to Buy a Home How to Finance a Home How to Sell a Home