5,189

Bennington, VT Homes

Section Image
  • 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 $289,647

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    103 Leonard St, Bennington, VT 05201
    • 3 Division Place, Bennington, VT 05201
      3 Division Place, Bennington, VT 05201
      3 Division Place, Bennington, VT 05201
      /30

      Est $116,964

      Not Listed For Sale

      3 Division Place, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,023 Sq Ft
      • Built 1900
      3 Division Place, Bennington, VT 05201

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • 86 Ethans Way Unit Lot 86E, Bennington, VT 05201
    86 Ethans Way Unit Lot 86E, Bennington, VT 05201
    86 Ethans Way Unit Lot 86E, 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
    • 213 Maple St, Bennington, VT 05201
      213 Maple St, Bennington, VT 05201
      213 Maple St, Bennington, VT 05201
      /48

      Est $246,557

      Not Listed For Sale

      213 Maple St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 1910
      213 Maple St, Bennington, VT 05201

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Matt Waddington Hoffman Real Estate

  • 153 Spur Rd Unit PVT, Bennington, VT 05201
    153 Spur Rd Unit PVT, Bennington, VT 05201
    153 Spur Rd Unit PVT, Bennington, VT 05201
    /57

    $256,000

    Sold Aug 25, 2025

    153 Spur Rd Unit PVT, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $209/SF
    • 4 Days On Market

    Current Estimated Value $279,224

    Last Listing Agent Lindsey Martin Maple Leaf Real Estate

    153 Spur Rd Unit PVT, Bennington, VT 05201
    • 311 Gage St, Bennington, VT 05201
      311 Gage St, Bennington, VT 05201
      311 Gage St, Bennington, VT 05201
      /29

      Est $203,487

      Not Listed For Sale

      311 Gage St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,292 Sq Ft
      • Built 1890
      311 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Thomas Martins Maple Leaf 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
    • 309 Gage St, Bennington, VT 05201
      309 Gage St, Bennington, VT 05201
      309 Gage St, Bennington, VT 05201
      /13

      Est $184,327

      Not Listed For Sale

      309 Gage St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1890
      309 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Timothy Corcoran Mahar McCarthy 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 $227,926

    Last Listing Agent Matt Waddington Hoffman Real Estate

    107 Coolidge Ave, Bennington, VT 05201
    • 105 Spring St, Bennington, VT 05201
      105 Spring St, Bennington, VT 05201
      105 Spring St, Bennington, VT 05201
      /20

      Est $180,294

      Not Listed For Sale

      105 Spring St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1903
      105 Spring St, Bennington, VT 05201

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Matt Waddington Hoffman Real Estate

  • 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
    • 204 Park St, Bennington, VT 05201
      204 Park St, Bennington, VT 05201
      204 Park St, Bennington, VT 05201
      /38

      Est $189,058

      Not Listed For Sale

      204 Park St, Bennington, VT 05201

      • 4 Beds
      • 1.5 Baths
      • 1,156 Sq Ft
      • Built 1900
      204 Park St, Bennington, VT 05201

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 29 Dustin Dr, Bennington, VT 05201
    29 Dustin Dr, Bennington, VT 05201
    29 Dustin Dr, Bennington, VT 05201
    /4

    $96,906

    Sold Sep 24, 2025

    29 Dustin Dr, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $125/SF
    • 26 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    29 Dustin Dr, Bennington, VT 05201
    • 316 School St, Bennington, VT 05201
      316 School St, Bennington, VT 05201
      316 School St, Bennington, VT 05201
      /20

      Est $205,124

      Not Listed For Sale

      316 School St, Bennington, VT 05201

      • 4 Beds
      • 1 Bath
      • 2,040 Sq Ft
      • Built 1830
      316 School St, Bennington, VT 05201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Cassie Barbeau 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 $273,706

    Last Listing Agent Mary Beth French Hoffman Real Estate

    302 Prospect St, Bennington, VT 05201
    • 330 School St, Bennington, VT 05201
      330 School St, Bennington, VT 05201
      330 School St, Bennington, VT 05201
      /14

      Est $260,792

      Not Listed For Sale

      330 School St, Bennington, VT 05201

      • 3 Beds
      • 3 Baths
      • 1,712 Sq Ft
      • Built 1900
      330 School St, Bennington, VT 05201

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent William Paquin Maple Leaf 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 $272,406

    Last Listing Agent Matt Waddington Hoffman Real Estate

    26 Knoll Crest Ln, Bennington, VT 05201
    • 332 School St, Bennington, VT 05201
      332 School St, Bennington, VT 05201
      332 School St, Bennington, VT 05201
      /10

      Est $286,967

      Not Listed For Sale

      332 School St, Bennington, VT 05201

      • 6 Beds
      • 3 Baths
      • 2,424 Sq Ft
      • Built 1880
      332 School St, Bennington, VT 05201

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent William Paquin Maple Leaf Real Estate

  • 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 $467,818

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    32 Cortland Ln, Bennington, VT 05201
    • 315 County St, Bennington, VT 05201
      315 County St, Bennington, VT 05201
      315 County St, Bennington, VT 05201
      /31

      Est $173,721

      Not Listed For Sale

      315 County St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,286 Sq Ft
      • Built 1895
      315 County St, Bennington, VT 05201

      Last Sold Summary

      • 341 Days On Market

      Last Listing Agent Lilli West 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 $392,917

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    23 Pageant St, Bennington, VT 05201
    • 301 North St Unit 3, Bennington, VT 05201
      301 North St Unit 3, Bennington, VT 05201
      301 North St Unit 3, Bennington, VT 05201
      /51

      Not Listed For Sale

      301 North St Unit 3, Bennington, VT 05201

      • 8 Beds
      • 4 Baths
      • 4,992 Sq Ft
      • Built 1915
      301 North St Unit 3, Bennington, VT 05201

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 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 $413,940

    Last Listing Agent William Paquin Maple Leaf Real Estate

    106 School St, Bennington, VT 05201
    • 108 Lincoln St, Bennington, VT 05201
      108 Lincoln St, Bennington, VT 05201
      108 Lincoln St, Bennington, VT 05201
      /24

      Est $165,788

      Not Listed For Sale

      108 Lincoln St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,386 Sq Ft
      • Built 1920
      108 Lincoln St, Bennington, VT 05201

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman 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 $160,723

    Last Listing Agent Lilli West Maple Leaf Real Estate

    229 Division St, Bennington, VT 05201
    • 105 County St, Bennington, VT 05201
      105 County St, Bennington, VT 05201
      105 County St, Bennington, VT 05201
      /24

      Est $212,251

      Not Listed For Sale

      105 County St, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 2,270 Sq Ft
      • Built 1910
      105 County St, Bennington, VT 05201

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Erica Hale Ridgeline Real Estate

  • 116 Morgan St, Bennington, VT 05201
    116 Morgan St, Bennington, VT 05201
    116 Morgan St, Bennington, VT 05201
    /48

    $206,000

    Sold Feb 20, 2026

    116 Morgan St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1810

    Last Sold Summary

    • 1% Below List Price
    • $123/SF
    • 16 Days On Market

    Current Estimated Value $209,908

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    116 Morgan St, Bennington, VT 05201
    • 300 Elm St, Bennington, VT 05201
      300 Elm St, Bennington, VT 05201
      300 Elm St, Bennington, VT 05201
      /11

      Est $189,393

      Not Listed For Sale

      300 Elm St, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 1,134 Sq Ft
      • Built 1923
      300 Elm St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

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

  • 256 Union St, Bennington, VT 05201
    256 Union St, Bennington, VT 05201
    256 Union St, Bennington, VT 05201
    /29

    $168,000

    Sold Jul 17, 2026

    256 Union St, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Above List Price
    • $136/SF
    • 20 Days On Market

    Current Estimated Value $151,880

    Last Listing Agent Jeffrey Dorman

    256 Union St, Bennington, VT 05201
    • 332 Chester Knoll Dr, Bennington, VT 05201
      332 Chester Knoll Dr, Bennington, VT 05201
      332 Chester Knoll Dr, Bennington, VT 05201
      /25

      Est $325,259

      Not Listed For Sale

      332 Chester Knoll Dr, Bennington, VT 05201

      • 4 Beds
      • 3.5 Baths
      • 1,367 Sq Ft
      • Built 2005
      332 Chester Knoll Dr, Bennington, VT 05201

      Last Sold Summary

      • 22 Days On Market

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

  • 215 Dewey St, Bennington, VT 05201
    215 Dewey St, Bennington, VT 05201
    215 Dewey St, Bennington, VT 05201
    /37

    $255,000

    Sold Sep 12, 2025

    215 Dewey St, Bennington, VT 05201

    • 6 Beds
    • 2 Baths
    • 2,288 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Above List Price
    • $111/SF
    • 12 Days On Market

    Current Estimated Value $283,407

    Last Listing Agent Jeffrey Dorman

    215 Dewey St, Bennington, VT 05201
    • 345 Chester Knoll Dr, Bennington, VT 05201
      345 Chester Knoll Dr, Bennington, VT 05201
      345 Chester Knoll Dr, Bennington, VT 05201
      /27

      Est $285,205

      Not Listed For Sale

      345 Chester Knoll Dr, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,365 Sq Ft
      • Built 1988
      345 Chester Knoll Dr, Bennington, VT 05201

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

  • 236-240 Grandview St, Bennington, VT 05201
    236-240 Grandview St, Bennington, VT 05201
    236-240 Grandview St, Bennington, VT 05201
    /14

    $75,000

    Sold Aug 03, 2026

    236-240 Grandview St, Bennington, VT 05201

    • Land
    • 19,602 Sq Ft
    • $166,667 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    236-240 Grandview St, Bennington, VT 05201
    • 311 Chester Knoll Dr, Bennington, VT 05201
      311 Chester Knoll Dr, Bennington, VT 05201
      311 Chester Knoll Dr, Bennington, VT 05201
      /22

      Est $309,044

      Not Listed For Sale

      311 Chester Knoll Dr, Bennington, VT 05201

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 1988
      311 Chester Knoll Dr, Bennington, VT 05201

      Last Sold Summary

      • 8 Days On Market

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

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

      Est $328,360

      Not Listed For Sale

      316 Chester Knoll Dr, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 2006
      316 Chester Knoll Dr, Bennington, VT 05201

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Dan Mason Perrott Realty

    • 104 Jennings Brook Dr, Bennington, VT 05201
      104 Jennings Brook Dr, Bennington, VT 05201
      104 Jennings Brook Dr, Bennington, VT 05201
      /32

      Est $332,443

      Not Listed For Sale

      104 Jennings Brook Dr, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,955 Sq Ft
      • Built 1983
      104 Jennings Brook Dr, Bennington, VT 05201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Abi Gregorio

    • 136 Mccall St, Bennington, VT 05201
      136 Mccall St, Bennington, VT 05201
      136 Mccall St, Bennington, VT 05201
      /47

      Est $181,830

      Not Listed For Sale

      136 Mccall St, Bennington, VT 05201

      • 4 Beds
      • 3 Baths
      • 2,094 Sq Ft
      • Built 1900
      136 Mccall St, Bennington, VT 05201

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    • 309 Elm St, Bennington, VT 05201
      309 Elm St, Bennington, VT 05201
      309 Elm St, Bennington, VT 05201
      /53

      Est $362,617

      Not Listed For Sale

      309 Elm St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,631 Sq Ft
      • Built 1927
      309 Elm St, Bennington, VT 05201

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lindsey Martin Maple Leaf Real Estate

    • 137 Dewey St, Bennington, VT 05201
      137 Dewey St, Bennington, VT 05201
      137 Dewey St, Bennington, VT 05201
      /36

      Est $250,718

      Not Listed For Sale

      137 Dewey St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 2,250 Sq Ft
      • Built 1900
      137 Dewey St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Lindsey Martin Maple Leaf Real Estate

    • 119 Dewey St, Bennington, VT 05201
      119 Dewey St, Bennington, VT 05201
      119 Dewey St, Bennington, VT 05201
      /19

      Est $311,482

      Not Listed For Sale

      119 Dewey St, Bennington, VT 05201

      • 5 Beds
      • 3 Baths
      • 3,960 Sq Ft
      • Built 1880
      119 Dewey St, Bennington, VT 05201

      Last Sold Summary

      • 191 Days On Market

      Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

Showing Results 361 - 400, Page 10 of 18

Vermont Bennington County

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