Recently Sold Old Bennington, VT Homes

$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

Last Listing Agent Vicki Wilson Maple Leaf Realty

$800,000 Sold May 21, 2025

1 Monument Ave, Bennington, VT 05201

• 4 Beds
• 2 Baths
• 3,560 Sq Ft
• Built 1790

Last Sold Summary

• 1% Above List Price
• $225/SF
• 34 Days On Market

Current Estimated Value $902,129

Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

$530,000 Sold Jan 16, 2025

3 Seminary Ln, Bennington, VT 05201

• 5 Beds
• 3.5 Baths
• 3,782 Sq Ft
• Built 1829

Last Sold Summary

• 13% Below List Price
• $140/SF
• 86 Days On Market

Current Estimated Value $626,375

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

$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

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

$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 Realty

$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

$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

Last Listing Agent Lori Hurley Four Corner Properties LLC

$43,500 Sold Jun 20, 2025

35 West Rd, Bennington, VT 05201

• 2 Beds
• 2 Baths
• 938 Sq Ft
• Built 1986

Last Sold Summary

• 45% Above List Price
• $46/SF
• 38 Days On Market

Last Listing Agent Thomas Martins Maple Leaf Realty