5,202

Bennington, VT Homes

Section Image
    • 203 Scott St, Bennington, VT 05201
      203 Scott St, Bennington, VT 05201
      203 Scott St, Bennington, VT 05201
      /33

      Est $243,821

      Not Listed For Sale

      203 Scott St, Bennington, VT 05201

      • 4 Beds
      • 1.5 Baths
      • 1,788 Sq Ft
      • Built 1890
      203 Scott St, Bennington, VT 05201

      Last Sold Summary

      • 291 Days On Market

      Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  • 27 Broken Pines Dr, Bennington, VT 05201
    27 Broken Pines Dr, Bennington, VT 05201
    27 Broken Pines Dr, Bennington, VT 05201
    /58

    $355,000

    Sold Apr 06, 2026

    27 Broken Pines Dr, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $264/SF
    • 5 Days On Market

    Current Estimated Value $359,571

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    27 Broken Pines Dr, Bennington, VT 05201
    • 277 Union St, Bennington, VT 05201
      277 Union St, Bennington, VT 05201
      277 Union St, Bennington, VT 05201
      /43

      Est $282,430

      Not Listed For Sale

      277 Union St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,422 Sq Ft
      • Built 1920
      277 Union St, Bennington, VT 05201

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Vicki Wilson Maple Leaf Real Estate

  • 1016 County St, Bennington, VT 05201
    1016 County St, Bennington, VT 05201
    1016 County St, Bennington, VT 05201
    /25

    $250,000

    Sold Dec 15, 2025

    1016 County St, Bennington, VT 05201

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

    Last Sold Summary

    • $278/SF
    • 3 Days On Market

    Current Estimated Value $252,886

    Last Listing Agent Abi Gregorio

    1016 County St, Bennington, VT 05201
    • 214 Grove St, Bennington, VT 05201
      214 Grove St, Bennington, VT 05201
      214 Grove St, Bennington, VT 05201
      /40

      Est $257,741

      Not Listed For Sale

      214 Grove St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1900
      214 Grove St, Bennington, VT 05201

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Lilli West Maple Leaf Real Estate

  • 165 Pippin Knoll, Bennington, VT 05201
    165 Pippin Knoll, Bennington, VT 05201
    165 Pippin Knoll, Bennington, VT 05201
    /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 $380,552

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    165 Pippin Knoll, Bennington, VT 05201
    • 212 Grove St, Bennington, VT 05201
      212 Grove St, Bennington, VT 05201
      212 Grove St, Bennington, VT 05201
      /36

      Est $293,664

      Not Listed For Sale

      212 Grove St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,669 Sq Ft
      • Built 1920
      212 Grove St, Bennington, VT 05201

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Lindsey Martin Maple Leaf Real Estate

  • 339 Chester Knoll Dr, Bennington, VT 05201
    339 Chester Knoll Dr, Bennington, VT 05201
    339 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 $317,759

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    339 Chester Knoll Dr, Bennington, VT 05201
    • 610 Gage St, Bennington, VT 05201
      610 Gage St, Bennington, VT 05201
      610 Gage St, Bennington, VT 05201
      /21

      Est $269,322

      Not Listed For Sale

      610 Gage St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,666 Sq Ft
      • Built 1879
      610 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Linda McLenithan SoVermont Realty

  • 105 Albe Dr, Bennington, VT 05201
    105 Albe Dr, Bennington, VT 05201
    105 Albe Dr, Bennington, VT 05201
    /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
    • 502 Gage St, Bennington, VT 05201
      502 Gage St, Bennington, VT 05201
      502 Gage St, Bennington, VT 05201
      /35

      Est $348,447

      Not Listed For Sale

      502 Gage St, Bennington, VT 05201

      • 4 Beds
      • 3 Baths
      • 2,828 Sq Ft
      • Built 1890
      502 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent William Paquin Maple Leaf Real Estate

  • 105 Nelson Rd, Bennington, VT 05201
    105 Nelson Rd, Bennington, VT 05201
    /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
    • 227 Division St, Bennington, VT 05201
      227 Division St, Bennington, VT 05201
      227 Division St, Bennington, VT 05201
      /38

      Est $283,742

      Not Listed For Sale

      227 Division St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1900
      227 Division St, Bennington, VT 05201

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 508 Barney Rd, Bennington, VT 05201
    508 Barney Rd, Bennington, VT 05201
    508 Barney Rd, Bennington, VT 05201
    /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 $260,539

    Last Listing Agent Dan Mason Perrott Realty

    508 Barney Rd, Bennington, VT 05201
    • 220 Division St, Bennington, VT 05201
      220 Division St, Bennington, VT 05201
      220 Division St, Bennington, VT 05201
      /17

      Est $200,652

      Not Listed For Sale

      220 Division St, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1900
      220 Division St, Bennington, VT 05201

      Last Sold Summary

      • 72 Days On Market

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

  • 1758 East Rd, Bennington, VT 05201
    1758 East Rd, Bennington, VT 05201
    1758 East Rd, Bennington, VT 05201
    /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
    • 210 Division St, Bennington, VT 05201
      210 Division St, Bennington, VT 05201
      210 Division St, Bennington, VT 05201
      /15

      Est $192,993

      Not Listed For Sale

      210 Division St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1900
      210 Division St, Bennington, VT 05201

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Vicki Wilson Maple Leaf Real Estate

  • 103 Leonard St, Bennington, VT 05201
    103 Leonard 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 $298,714

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    103 Leonard St, Bennington, VT 05201
    • 810 Gage St, Bennington, VT 05201
      810 Gage St, Bennington, VT 05201
      810 Gage St, Bennington, VT 05201
      /38

      Est $268,858

      Not Listed For Sale

      810 Gage St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,806 Sq Ft
      • Built 1920
      810 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 5412, Bennington, VT 05201
    5412, Bennington, VT 05201
    5412, Bennington, VT 05201
    /20

    $116,500

    Sold Nov 14, 2025

    5412, Bennington, VT 05201

    • 1 Bed
    • 704 Sq Ft
    • Built 1994

    Last Sold Summary

    • 16% Below List Price
    • $165/SF
    • 22 Days On Market

    Last Listing Agent Jeffrey Dorman

    5412, Bennington, VT 05201
    • 211 Bradford St, Bennington, VT 05201
      211 Bradford St, Bennington, VT 05201
      211 Bradford St, Bennington, VT 05201
      /34

      Est $251,922

      Not Listed For Sale

      211 Bradford St, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 1894
      211 Bradford St, Bennington, VT 05201

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • 107 Coolidge Ave, Bennington, VT 05201
    107 Coolidge Ave, Bennington, VT 05201
    107 Coolidge Ave, Bennington, VT 05201
    /22

    $225,000

    Sold Feb 18, 2026

    107 Coolidge Ave, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Below List Price
    • $132/SF
    • 74 Days On Market

    Current Estimated Value $232,149

    Last Listing Agent Matt Waddington Hoffman Real Estate

    107 Coolidge Ave, Bennington, VT 05201
    • 222 Bradford St, Bennington, VT 05201
      222 Bradford St, Bennington, VT 05201
      222 Bradford St, Bennington, VT 05201
      /35

      Est $279,803

      Not Listed For Sale

      222 Bradford St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft
      • Built 1890
      222 Bradford St, Bennington, VT 05201

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Abi Gregorio

  • 522 Jennings Brook Dr, Bennington, VT 05201
    522 Jennings Brook Dr, Bennington, VT 05201
    522 Jennings Brook Dr, Bennington, VT 05201
    /18

    $350,000

    Sold Mar 19, 2026

    522 Jennings Brook Dr, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • $292/SF
    • 0 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    522 Jennings Brook Dr, Bennington, VT 05201
    • 107 Charles St, Bennington, VT 05201
      107 Charles St, Bennington, VT 05201
      107 Charles St, Bennington, VT 05201
      /18

      Est $149,585

      Not Listed For Sale

      107 Charles St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,112 Sq Ft
      • Built 1925
      107 Charles St, Bennington, VT 05201

      Last Sold Summary

      • 224 Days On Market

      Last Listing Agent Lindsey Martin Maple Leaf Real Estate

  • 209 Depot St, Bennington, VT 05201
    209 Depot St, Bennington, VT 05201
    209 Depot St, Bennington, VT 05201
    /37

    $190,230

    Sold Aug 21, 2026

    209 Depot St, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Above List Price
    • $103/SF
    • 18 Days On Market

    Current Estimated Value $188,858

    Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

    209 Depot St, Bennington, VT 05201
    • 109 Charles St, Bennington, VT 05201
      109 Charles St, Bennington, VT 05201
      109 Charles St, Bennington, VT 05201
      /30

      Est $229,413

      Not Listed For Sale

      109 Charles St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,000 Sq Ft
      • Built 1920
      109 Charles St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Dan Mason Perrott Realty

  • 2 Reed Dr, Bennington, VT 05201
    2 Reed Dr, Bennington, VT 05201
    2 Reed Dr, Bennington, VT 05201
    /33

    $48,000

    Sold Sep 25, 2026

    2 Reed Dr, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 2011

    Last Sold Summary

    • 4% Below List Price
    • $52/SF
    • 4 Days On Market

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

    2 Reed Dr, Bennington, VT 05201
    • 926 Gage St, Bennington, VT 05201
      926 Gage St, Bennington, VT 05201
      926 Gage St, Bennington, VT 05201
      /21

      Est $292,130

      Not Listed For Sale

      926 Gage St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,661 Sq Ft
      • Built 1930
      926 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  • 302 Prospect St, Bennington, VT 05201
    302 Prospect St, Bennington, VT 05201
    302 Prospect St, Bennington, VT 05201
    /34

    $296,000

    Sold Aug 06, 2026

    302 Prospect St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,526 Sq Ft
    • Built 1880

    Last Sold Summary

    • 8% Above List Price
    • $194/SF
    • 3 Days On Market

    Current Estimated Value $270,990

    Last Listing Agent Mary Beth French Hoffman Real Estate

    302 Prospect St, Bennington, VT 05201
    • 920 Gage St, Bennington, VT 05201
      920 Gage St, Bennington, VT 05201
      920 Gage St, Bennington, VT 05201
      /9

      Est $211,117

      Not Listed For Sale

      920 Gage St, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1920
      920 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Matt Waddington Hoffman Real Estate

  • 26 Knoll Crest Ln, Bennington, VT 05201
    26 Knoll Crest Ln, Bennington, VT 05201
    26 Knoll Crest Ln, Bennington, VT 05201
    /31

    $275,000

    Sold Jul 20, 2026

    26 Knoll Crest Ln, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,210 Sq Ft
    • Built 1950

    Last Sold Summary

    • $227/SF
    • 3 Days On Market

    Current Estimated Value $270,885

    Last Listing Agent Matt Waddington Hoffman Real Estate

    26 Knoll Crest Ln, Bennington, VT 05201
    • 211 Branch St, Bennington, VT 05201
      211 Branch St, Bennington, VT 05201
      211 Branch St, Bennington, VT 05201
      /24

      Est $269,564

      Not Listed For Sale

      211 Branch St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1920
      211 Branch St, Bennington, VT 05201

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Pauline Green Lamacchia Realty, Inc. - Adams

  • 32 Cortland Ln, Bennington, VT 05201
    32 Cortland Ln, Bennington, VT 05201
    32 Cortland Ln, Bennington, VT 05201
    /44

    $450,000

    Sold Apr 20, 2026

    32 Cortland Ln, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft
    • Built 1999

    Last Sold Summary

    • $209/SF
    • 5 Days On Market

    Current Estimated Value $479,029

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    32 Cortland Ln, Bennington, VT 05201
    • 305 Grove St, Bennington, VT 05201
      305 Grove St, Bennington, VT 05201
      305 Grove St, Bennington, VT 05201
      /40

      Est $193,422

      Not Listed For Sale

      305 Grove St, Bennington, VT 05201

      • 1 Bed
      • 1 Bath
      • 800 Sq Ft
      • Built 2016
      305 Grove St, Bennington, VT 05201

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • 23 Pageant St, Bennington, VT 05201
    23 Pageant St, Bennington, VT 05201
    23 Pageant St, Bennington, VT 05201
    /59

    $399,900

    Sold Jul 31, 2026

    23 Pageant St, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1936

    Last Sold Summary

    • $211/SF
    • 6 Days On Market

    Current Estimated Value $391,130

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    23 Pageant St, Bennington, VT 05201
    • 304 Grove St, Bennington, VT 05201
      304 Grove St, Bennington, VT 05201
      304 Grove St, Bennington, VT 05201
      /17

      Not Listed For Sale

      304 Grove St, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 1,810 Sq Ft
      • Built 1900
      304 Grove St, Bennington, VT 05201

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Gabrielle Burdge

  • 106 School St, Bennington, VT 05201
    106 School St, Bennington, VT 05201
    106 School St, Bennington, VT 05201
    /14

    $420,000

    Sold Dec 19, 2025

    106 School St, Bennington, VT 05201

    • 3 Beds
    • 7 Baths
    • 2,148 Sq Ft
    • Built 1880

    Last Sold Summary

    • 11% Below List Price
    • $196/SF
    • 133 Days On Market

    Current Estimated Value $430,916

    Last Listing Agent William Paquin Maple Leaf Real Estate

    106 School St, Bennington, VT 05201
    • 111 Lyons St, Bennington, VT 05201
      111 Lyons St, Bennington, VT 05201
      111 Lyons St, Bennington, VT 05201
      /38

      Est $260,767

      Not Listed For Sale

      111 Lyons St, Bennington, VT 05201

      • 4 Beds
      • 1 Bath
      • 1,476 Sq Ft
      • Built 1915
      111 Lyons St, Bennington, VT 05201

      Last Sold Summary

      • 217 Days On Market

      Last Listing Agent Lilli West Maple Leaf Real Estate

  • 229 Division St, Bennington, VT 05201
    229 Division St, Bennington, VT 05201
    229 Division St, Bennington, VT 05201
    /33

    $150,000

    Sold Oct 31, 2025

    229 Division St, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $136/SF
    • 7 Days On Market

    Current Estimated Value $169,346

    Last Listing Agent Lilli West Maple Leaf Real Estate

    229 Division St, Bennington, VT 05201

Showing Results 321 - 360, Page 9 of 18

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