575

Recently Sold Bennington County VT Homes

Section Image
  • /2

    $2,850,000

    Sold May 22, 2026

    41 Stark Farm Rd, Winhall, VT 05340

    • 4 Beds
    • 6 Baths
    • 5,082 Sq Ft
    • Built 2003

    Last Sold Summary

    • $561/SF
    • 20 Days On Market

    Current Estimated Value $2,901,793

    Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

    41 Stark Farm Rd, Winhall, VT 05340
  • /50

    $975,000

    Sold Nov 14, 2025

    83 Benson Fuller Dr, Bondville, VT 05340

    • 5 Beds
    • 5.5 Baths
    • 4,729 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $206/SF
    • 24 Days On Market

    Current Estimated Value $1,079,303

    Last Listing Agent Christiane Carroccio TPW Real Estate

    83 Benson Fuller Dr, Bondville, VT 05340
  • /11

    $129,000

    Sold Sep 15, 2025

    0 Lois Ln Unit 5045700, Arlington, VT 05250

    • Land
    • 7.49 Acres
    • $17,223 per Acre

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Kristin Comeau TPW Real Estate

    0 Lois Ln Unit 5045700, Arlington, VT 05250
  • /48

    $351,000

    Sold Nov 21, 2025

    165 Pippin Knoll, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,994 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Above List Price
    • $117/SF
    • 7 Days On Market

    Current Estimated Value $379,929

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    165 Pippin Knoll, Bennington, VT 05201
  • /21

    $300,000

    Sold Oct 16, 2025

    339 Chester Knoll Dr, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1988

    Last Sold Summary

    • $220/SF
    • 77 Days On Market

    Current Estimated Value $317,759

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    339 Chester Knoll Dr, Bennington, VT 05201
  • /37

    $625,000

    Sold Oct 29, 2025

    790 Maple Hill Rd, Arlington, VT 05250

    • 3 Beds
    • 2.5 Baths
    • 2,355 Sq Ft
    • Built 1991

    Last Sold Summary

    • $265/SF
    • 4 Days On Market

    Current Estimated Value $620,756

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

    790 Maple Hill Rd, Arlington, VT 05250
  • /37

    $300,007

    Sold Jul 09, 2026

    105 Albe Dr, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $174/SF
    • 3 Days On Market

    Current Estimated Value $303,853

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    105 Albe Dr, Bennington, VT 05201
  • /21

    $815,000

    Sold Dec 01, 2025

    262 Powderhorn Rd, Manchester Center, VT 05255

    • 4 Beds
    • 5.5 Baths
    • 4,213 Sq Ft
    • Built 1973

    Last Sold Summary

    • 18% Below List Price
    • $193/SF
    • 152 Days On Market

    Current Estimated Value $901,135

    Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    262 Powderhorn Rd, Manchester Center, VT 05255
  • /2

    $775,000

    Sold Oct 09, 2025

    3357 Main St, Manchester, VT 05254

    • 4 Beds
    • 3 Baths
    • 3,609 Sq Ft
    • Built 1843

    Last Sold Summary

    • 9% Below List Price
    • $215/SF
    • 68 Days On Market

    Current Estimated Value $816,655

    Last Listing Agent Annette Gallo Real Broker LLC

    3357 Main St, Manchester, VT 05254
  • /52

    $400,000

    Sold Nov 14, 2025

    59 Sugar Brook Rd Unit D1, Peru, VT 05152

    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Below List Price
    • $250/SF
    • 416 Days On Market

    Current Estimated Value $421,164

    Last Listing Agent Dylan Gage Bromley Real Estate

    59 Sugar Brook Rd Unit D1, Peru, VT 05152
  • /45

    $355,000

    Sold Jul 13, 2026

    553 Roaring Branch Rd, Arlington, VT 05250

    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Below List Price
    • $341/SF
    • 80 Days On Market

    Current Estimated Value $378,050

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    553 Roaring Branch Rd, Arlington, VT 05250
  • /15

    $795,000

    Sold Sep 26, 2025

    200 Village at Ormsby Hill Rd Unit 4, Manchester, VT 05255

    • 4 Beds
    • 3.5 Baths
    • 4,972 Sq Ft
    • Built 1995

    Last Sold Summary

    • $160/SF

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

    200 Village at Ormsby Hill Rd Unit 4, Manchester, VT 05255
  • /2

    $41,000

    Sold May 04, 2026

    105 Nelson Rd, Bennington, VT 05201

    • Land
    • 2.21 Acres
    • $18,552 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 15 Days On Market

    Current Estimated Value $41,595

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    105 Nelson Rd, Bennington, VT 05201
  • /37

    $1,250,000

    Sold Nov 21, 2025

    7 Timberbrook N, Dorset, VT 05251

    • 5 Beds
    • 4.5 Baths
    • 4,686 Sq Ft
    • Built 2013

    Last Sold Summary

    • 15% Below List Price
    • $267/SF
    • 45 Days On Market

    Current Estimated Value $1,282,867

    Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

    7 Timberbrook N, Dorset, VT 05251
  • /25

    $175,000

    Sold Dec 18, 2025

    883 Vt Route 7a, Shaftsbury, VT 05262

    • 4 Beds
    • 4 Baths
    • 3,576 Sq Ft
    • Built 1900

    Last Sold Summary

    • 24% Below List Price
    • $49/SF
    • 480 Days On Market

    Current Estimated Value $233,461

    Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

    883 Vt Route 7a, Shaftsbury, VT 05262
  • /9

    $87,500

    Sold Dec 12, 2025

    420 S Hill Rd, Manchester, VT 05255

    • Land
    • 2.29 Acres
    • $38,210 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 754 Days On Market

    Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    420 S Hill Rd, Manchester, VT 05255
  • /60

    $260,000

    Sold Jul 17, 2026

    508 Barney Rd, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,934 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Below List Price
    • $134/SF
    • 49 Days On Market

    Current Estimated Value $267,041

    Last Listing Agent Dan Mason Perrott Realty

    508 Barney Rd, Bennington, VT 05201
  • /38

    $715,000

    Sold Sep 29, 2025

    343 Kelleher Rd, Dorset, VT 05251

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Above List Price
    • $337/SF
    • 4 Days On Market

    Current Estimated Value $742,288

    Last Listing Agent Christiane Carroccio TPW Real Estate

    343 Kelleher Rd, Dorset, VT 05251
  • /39

    $2,250,000

    Sold Sep 25, 2025

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

    • 8 Beds
    • 8.5 Baths
    • 6,471 Sq Ft
    • Built 2009

    Last Sold Summary

    • 24% Below List Price
    • $348/SF
    • 88 Days On Market

    Last Listing Agent Sara Buckley Josiah Allen Real Estate, Inc.

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
  • /33

    $250,000

    Sold Apr 15, 2026

    1758 East Rd, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 12 Days On Market

    Current Estimated Value $272,231

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    1758 East Rd, Bennington, VT 05201
  • /27

    $365,000

    Sold Dec 12, 2025

    653 Roaring Branch Rd, Arlington, VT 05250

    • 2 Beds
    • 1.5 Baths
    • 1,127 Sq Ft
    • Built 2004

    Last Sold Summary

    • $324/SF
    • 2 Days On Market

    Current Estimated Value $363,318

    Last Listing Agent Patti Trudel RE/MAX Four Seasons

    653 Roaring Branch Rd, Arlington, VT 05250
  • /13

    $850,000

    Sold Jul 06, 2026

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $607/SF
    • 31 Days On Market

    Last Listing Agent John Sikes Stratton Real Estate

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155
  • /5

    $9,000

    Sold Oct 03, 2025

    0 Lebenschauung Cir Unit 305, Stamford, VT 05352

    • Land
    • 1 Acre
    • $9,000 per Acre

    Last Sold Summary

    • 38% Below List Price
    • 67 Days On Market

    Last Listing Agent Christine Girard

    0 Lebenschauung Cir Unit 305, Stamford, VT 05352
  • /41

    $370,000

    Sold Sep 25, 2025

    653 Skyboro Rd E, Pownal, VT 05261

    • 2 Beds
    • 3 Baths
    • 1,761 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $210/SF
    • 12 Days On Market

    Current Estimated Value $399,856

    Last Listing Agent Brenda Jones KW Vermont - Brenda Jones Real Estate Group

    653 Skyboro Rd E, Pownal, VT 05261
  • /36

    $227,500

    Sold Aug 04, 2026

    16 Old Farm Rd Unit 4, Winhall, VT 05340

    • 2 Beds
    • 1 Bath
    • 753 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Above List Price
    • $302/SF
    • 11 Days On Market

    Current Estimated Value $275,154

    Last Listing Agent Trent Stephens Wohler Realty Group

    16 Old Farm Rd Unit 4, Winhall, VT 05340
  • /5

    $167,000

    Sold Mar 12, 2026

    0 Andrea Dr Unit 4985234, Stamford, VT 05352

    • Land
    • 55.1 Acres
    • $3,031 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 715 Days On Market

    Last Listing Agent Ann Greenwood Alton + Westall Real Estate Agency, LLC

    0 Andrea Dr Unit 4985234, Stamford, VT 05352
  • /33

    $375,000

    Sold May 21, 2026

    8920 Sage Hill Rd Unit 20, Manchester, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,777 Sq Ft
    • Built 1978

    Last Sold Summary

    • $211/SF
    • 3 Days On Market

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

    8920 Sage Hill Rd Unit 20, Manchester, VT 05255
  • /45

    $2,600,000

    Sold Jul 29, 2026

    198 Church St, Dorset, VT 05251

    • 4 Beds
    • 3.5 Baths
    • 2,338 Sq Ft
    • Built 1870

    Last Sold Summary

    • 4% Below List Price
    • $1,112/SF
    • 17 Days On Market

    Current Estimated Value $2,094,145

    Last Listing Agent Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

    198 Church St, Dorset, VT 05251
  • /3

    $26,000

    Sold Sep 19, 2025

    0 Deepwoods Rd Unit 4976604, Winhall, VT 05340

    • Land
    • 1.1 Acres
    • $23,636 per Acre

    Last Sold Summary

    • 69% Below List Price
    • 656 Days On Market

    Last Listing Agent Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    0 Deepwoods Rd Unit 4976604, Winhall, VT 05340
  • /35

    $630,000

    Sold May 01, 2026

    5 Linscott Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • Built 1990

    Last Sold Summary

    • 14% Below List Price
    • $266/SF
    • 75 Days On Market

    Last Listing Agent Diana Stugger Four Seasons Sotheby's Int'l Realty

    5 Linscott Rd, Jamaica, VT 05343
  • /40

    $465,000

    Sold Jun 30, 2026

    7 Stratton West Rd Unit 7, Winhall, VT 05340

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Below List Price
    • $277/SF
    • 103 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    7 Stratton West Rd Unit 7, Winhall, VT 05340
  • /24

    $555,000

    Sold Dec 18, 2025

    389 Wilcox Rd, Arlington, VT 05250

    • 3 Beds
    • 2 Baths
    • 3,475 Sq Ft
    • Built 1990

    Last Sold Summary

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

    Current Estimated Value $545,829

    Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

    389 Wilcox Rd, Arlington, VT 05250
  • /22

    $775,000

    Sold Apr 08, 2026

    445 Canterbury Rd, Manchester Center, VT 05255

    • 4 Beds
    • 3 Baths
    • 3,659 Sq Ft
    • Built 1965

    Last Sold Summary

    • 22% Below List Price
    • $212/SF
    • 223 Days On Market

    Current Estimated Value $870,219

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

    445 Canterbury Rd, Manchester Center, VT 05255
  • /28

    $790,000

    Sold Jul 31, 2026

    58 Jameson Flats Unit D, Manchester, VT 05255

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 408 Days On Market

    Last Listing Agent Britt Wohler

    58 Jameson Flats Unit D, Manchester, VT 05255
  • /44

    $805,000

    Sold Oct 10, 2025

    122 West Rd, Manchester Center, VT 05255

    • 2 Beds
    • 3 Baths
    • 2,249 Sq Ft
    • Built 1850

    Last Sold Summary

    • 1% Above List Price
    • $358/SF
    • 1 Day On Market

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

    122 West Rd, Manchester Center, VT 05255
  • /33

    $215,000

    Sold Jan 05, 2026

    2460 East Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $192/SF
    • 9 Days On Market

    Current Estimated Value $234,692

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    2460 East Rd, Shaftsbury, VT 05262
  • /2

    $575,000

    Sold Sep 12, 2025

    14 Nearing Rd, Jamaica, VT 05343

    • 3 Beds
    • 3 Baths
    • 2,064 Sq Ft
    • Built 1990

    Last Sold Summary

    • 12% Below List Price
    • $279/SF
    • 0 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    14 Nearing Rd, Jamaica, VT 05343
  • /19

    $241,000

    Sold Sep 25, 2025

    20 Rockwood St, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,070 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $225/SF
    • 4 Days On Market

    Current Estimated Value $254,081

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    20 Rockwood St, Bennington, VT 05201
  • /2

    $279,000

    Sold Dec 09, 2025

    103 Leonard St, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 1,723 Sq Ft
    • Built 1936

    Last Sold Summary

    • $162/SF
    • 0 Days On Market

    Current Estimated Value $289,647

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    103 Leonard St, Bennington, VT 05201
  • /25

    $101,968

    Sold Sep 19, 2025

    86 Ethans Way Unit Lot 86E, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $124/SF
    • 125 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    86 Ethans Way Unit Lot 86E, Bennington, VT 05201

Showing Results 481 - 520, Page 13 of 15

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