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Recently Sold Old Bennington, VT Homes

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  • /50

    $640,000

    Sold Dec 22, 2025

    55 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1787

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 14 Days On Market

    Current Estimated Value $625,854

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    55 Monument Ave, Bennington, VT 05201
  • /52

    $740,000

    Sold Oct 10, 2025

    77 Monument Ave, Bennington, VT 05201

    • 4 Beds
    • 3.5 Baths
    • 4,032 Sq Ft
    • Built 1807

    Last Sold Summary

    • 5% Below List Price
    • $184/SF
    • 16 Days On Market

    Current Estimated Value $741,702

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

    77 Monument Ave, Bennington, VT 05201
  • /28

    $398,350

    Sold Sep 04, 2025

    315 Chester Knoll Dr, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2025

    Last Sold Summary

    • $246/SF
    • 0 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    315 Chester Knoll Dr, Bennington, VT 05201
  • /36

    $300,000

    Sold Apr 02, 2026

    318 Chester Knoll Dr, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft
    • Built 2006

    Last Sold Summary

    • $161/SF
    • 5 Days On Market

    Current Estimated Value $299,228

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    318 Chester Knoll Dr, Bennington, VT 05201
  • /34

    $450,000

    Sold Feb 13, 2026

    356 Elm St, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,273 Sq Ft
    • Built 1934

    Last Sold Summary

    • $198/SF
    • 0 Days On Market

    Current Estimated Value $437,791

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    356 Elm St, Bennington, VT 05201
  • /23

    $388,800

    Sold Jun 10, 2026

    317 Chester Knoll Dr, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2026

    Last Sold Summary

    • $240/SF

    Last Listing Agent Lilli West Maple Leaf Real Estate

    317 Chester Knoll Dr, Bennington, VT 05201
  • /40

    $665,000

    Sold May 13, 2026

    134 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft
    • Built 1927

    Last Sold Summary

    • 4% Below List Price
    • $232/SF
    • 178 Days On Market

    Current Estimated Value $679,151

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    134 Monument Ave, Bennington, VT 05201
  • /58

    $285,500

    Sold Jun 12, 2026

    341 Chester Knoll Dr, Bennington, VT 05201

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

    Last Sold Summary

    • 3% Below List Price
    • $209/SF
    • 4 Days On Market

    Current Estimated Value $281,782

    Last Listing Agent Catherine Cairns Maple Leaf Real Estate

    341 Chester Knoll Dr, Bennington, VT 05201
  • /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 Real Estate

    321 Chester Knoll Dr, Bennington, VT 05201
  • /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 Real Estate

    328 Chester Knoll Dr, 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 $296,770

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    339 Chester Knoll Dr, Bennington, VT 05201
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