5,189

Bennington, VT Homes

Section Image
  • 5 Center St, Bennington, VT 05201
    5 Center St, Bennington, VT 05201
    5 Center St, Bennington, VT 05201
    /33

    $230,000

    Sold Sep 30, 2025

    5 Center St, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1979

    Last Sold Summary

    • $201/SF
    • 9 Days On Market

    Current Estimated Value $239,008

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    5 Center St, Bennington, VT 05201
    • 121 Fillmore St, Bennington, VT 05201
      121 Fillmore St, Bennington, VT 05201
      121 Fillmore St, Bennington, VT 05201
      /38

      Est $306,146

      Not Listed For Sale

      121 Fillmore St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 1946
      121 Fillmore St, Bennington, VT 05201

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  • 136 North St, Bennington, VT 05201
    136 North St, Bennington, VT 05201
    136 North St, Bennington, VT 05201
    /25

    $294,000

    Sold Jun 01, 2026

    136 North St, Bennington, VT 05201

    • 7 Beds
    • 6 Baths
    • 5,712 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Above List Price
    • $51/SF
    • 27 Days On Market

    Current Estimated Value $253,000

    Last Listing Agent Jeffrey Dorman

    136 North St, Bennington, VT 05201
    • 82 Oakes St, Bennington, VT 05201
      82 Oakes St, Bennington, VT 05201
      82 Oakes St, Bennington, VT 05201
      /36

      Est $275,113

      Not Listed For Sale

      82 Oakes St, Bennington, VT 05201

      • 2 Beds
      • 1 Bath
      • 1,512 Sq Ft
      • Built 1991
      82 Oakes St, Bennington, VT 05201

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • 93 Russett Dr, Bennington, VT 05201
    93 Russett Dr, Bennington, VT 05201
    93 Russett Dr, Bennington, VT 05201
    /36

    $350,000

    Sold Jul 10, 2026

    93 Russett Dr, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,530 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $138/SF
    • 78 Days On Market

    Current Estimated Value $351,691

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    93 Russett Dr, Bennington, VT 05201
    • 4 Gage Place, Bennington, VT 05201
      4 Gage Place, Bennington, VT 05201
      4 Gage Place, Bennington, VT 05201
      /18

      Est $211,026

      Not Listed For Sale

      4 Gage Place, Bennington, VT 05201

      • 3 Beds
      • 1 Bath
      • 948 Sq Ft
      • Built 1925
      4 Gage Place, Bennington, VT 05201

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • 108 Baker Dr, Bennington, VT 01237
    108 Baker Dr, Bennington, VT 01237
    108 Baker Dr, Bennington, VT 01237
    /17

    $78,500

    Sold Apr 01, 2026

    108 Baker Dr, Bennington, VT 01237

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Below List Price
    • $80/SF
    • 116 Days On Market

    Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

    108 Baker Dr, Bennington, VT 01237
    • 125 Beech St, Bennington, VT 05201
      125 Beech St, Bennington, VT 05201
      125 Beech St, Bennington, VT 05201
      /37

      Est $256,632

      Not Listed For Sale

      125 Beech St, Bennington, VT 05201

      • 4 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1931
      125 Beech St, Bennington, VT 05201

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 93 Pace Rd, Bennington, VT 05201
    93 Pace Rd, Bennington, VT 05201
    93 Pace Rd, Bennington, VT 05201
    /49

    $320,000

    Sold Nov 14, 2025

    93 Pace Rd, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $192/SF
    • 131 Days On Market

    Current Estimated Value $333,209

    Last Listing Agent Harvey Roettinger RE/MAX North Professionals

    93 Pace Rd, Bennington, VT 05201
    • 120 Beech St, Bennington, VT 05201
      120 Beech St, Bennington, VT 05201
      120 Beech St, Bennington, VT 05201
      /36

      Est $252,961

      Not Listed For Sale

      120 Beech St, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,531 Sq Ft
      • Built 1880
      120 Beech St, Bennington, VT 05201

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Floyd Amidon Maple Leaf Real Estate

  • 113 South St Unit 302, Bennington, VT 05201
    113 South St Unit 302, Bennington, VT 05201
    113 South St Unit 302, Bennington, VT 05201
    /30

    $295,000

    Sold Jul 21, 2026

    113 South St Unit 302, Bennington, VT 05201

    • 1 Bed
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1865

    Last Sold Summary

    • 9% Below List Price
    • $263/SF
    • 32 Days On Market

    Current Estimated Value $354,791

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    113 South St Unit 302, Bennington, VT 05201
    • 130 Beech St, Bennington, VT 05201
      130 Beech St, Bennington, VT 05201
      130 Beech St, Bennington, VT 05201
      /38

      Est $225,995

      Not Listed For Sale

      130 Beech St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,416 Sq Ft
      • Built 1940
      130 Beech St, Bennington, VT 05201

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Justine Curry Maple Leaf Real Estate

  • 24 Cassie Ln, Bennington, VT 05201
    24 Cassie Ln, Bennington, VT 05201
    24 Cassie Ln, Bennington, VT 05201
    /14

    $96,906

    Sold Jan 22, 2026

    24 Cassie Ln, Bennington, VT 05201

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

    Last Sold Summary

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

    Last Listing Agent Kate Barry EXP Realty

    24 Cassie Ln, Bennington, VT 05201
    • 210 Beech St, Bennington, VT 05201
      210 Beech St, Bennington, VT 05201
      210 Beech St, Bennington, VT 05201
      /40

      Est $244,068

      Not Listed For Sale

      210 Beech St, Bennington, VT 05201

      • 6 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 1890
      210 Beech St, Bennington, VT 05201

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Erica Hale Ridgeline Real Estate

  • 149 Jewett Dr, Bennington, VT 05201
    149 Jewett Dr, Bennington, VT 05201
    149 Jewett Dr, Bennington, VT 05201
    /36

    $350,000

    Sold Jun 26, 2026

    149 Jewett Dr, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Below List Price
    • $166/SF
    • 20 Days On Market

    Current Estimated Value $349,924

    Last Listing Agent Faith Rhodes Maple Leaf Real Estate

    149 Jewett Dr, Bennington, VT 05201
    • 112 Rollin St, Bennington, VT 05201
      112 Rollin St, Bennington, VT 05201
      112 Rollin St, Bennington, VT 05201
      /33

      Est $270,829

      Not Listed For Sale

      112 Rollin St, Bennington, VT 05201

      • 4 Beds
      • 1 Bath
      • 1,620 Sq Ft
      • Built 1945
      112 Rollin St, Bennington, VT 05201

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  • 1047 East Rd, Bennington, VT 05201
    1047 East Rd, Bennington, VT 05201
    1047 East Rd, Bennington, VT 05201
    /10

    $265,000

    Sold Dec 19, 2025

    1047 East Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,428 Sq Ft
    • Built 1956

    Last Sold Summary

    • 4% Below List Price
    • $186/SF
    • 1 Day On Market

    Current Estimated Value $265,993

    Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

    1047 East Rd, Bennington, VT 05201
    • 129 Webb St, Bennington, VT 05201
      129 Webb St, Bennington, VT 05201
      129 Webb St, Bennington, VT 05201
      /10

      Not Listed For Sale

      129 Webb St, Bennington, VT 05201

      • 12 Beds
      • 4 Baths
      • 5,400 Sq Ft
      • Built 1890
      129 Webb St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Gabrielle Burdge

  • 523 Jennings Brook Dr, Bennington, VT 05201
    523 Jennings Brook Dr, Bennington, VT 05201
    523 Jennings Brook Dr, Bennington, VT 05201
    /4

    $327,000

    Sold Jun 30, 2026

    523 Jennings Brook Dr, Bennington, VT 05201

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Built 2026

    Last Sold Summary

    • 7% Below List Price
    • $275/SF
    • 0 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    523 Jennings Brook Dr, Bennington, VT 05201
    • 807 Main St, Bennington, VT 05201
      807 Main St, Bennington, VT 05201
      807 Main St, Bennington, VT 05201
      /37

      Est $205,894

      Not Listed For Sale

      807 Main St, Bennington, VT 05201

      • 3 Beds
      • 1.5 Baths
      • 1,444 Sq Ft
      • Built 1900
      807 Main St, Bennington, VT 05201

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Floyd Amidon Maple Leaf Real Estate

  • 111 Booth Terrace, Bennington, VT 05201
    111 Booth Terrace, Bennington, VT 05201
    111 Booth Terrace, Bennington, VT 05201
    /40

    $265,000

    Sold May 29, 2026

    111 Booth Terrace, Bennington, VT 05201

    • 6 Beds
    • 4 Baths
    • 2,520 Sq Ft
    • Built 1922

    Last Sold Summary

    • 8% Below List Price
    • $105/SF
    • 18 Days On Market

    Current Estimated Value $270,886

    Last Listing Agent Abi Gregorio

    111 Booth Terrace, Bennington, VT 05201
    • 133 Webb St, Bennington, VT 05201
      133 Webb St, Bennington, VT 05201
      133 Webb St, Bennington, VT 05201
      /23

      Not Listed For Sale

      133 Webb St, Bennington, VT 05201

      • 7 Beds
      • 4 Baths
      • 4,264 Sq Ft
      • Built 1850
      133 Webb St, Bennington, VT 05201

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Gabrielle Burdge

  • 359 Hickory Hill Rd, Bennington, VT 05201
    359 Hickory Hill Rd, Bennington, VT 05201
    359 Hickory Hill Rd, Bennington, VT 05201
    /38

    $595,000

    Sold Sep 26, 2025

    359 Hickory Hill Rd, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 2004

    Last Sold Summary

    • 14% Below List Price
    • $272/SF
    • 71 Days On Market

    Current Estimated Value $625,203

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    359 Hickory Hill Rd, Bennington, VT 05201
    • 111 Safford St, Bennington, VT 05201
      111 Safford St, Bennington, VT 05201
      111 Safford St, Bennington, VT 05201
      /40

      Est $269,284

      Not Listed For Sale

      111 Safford St, Bennington, VT 05201

      • 4 Beds
      • 1.5 Baths
      • 1,680 Sq Ft
      • Built 1924
      111 Safford St, Bennington, VT 05201

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • 432 South St Unit A7, Bennington, VT 05201
    432 South St Unit A7, Bennington, VT 05201
    432 South St Unit A7, Bennington, VT 05201
    /19

    $157,500

    Sold Aug 28, 2025

    432 South St Unit A7, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 819 Sq Ft
    • Built 1989

    Last Sold Summary

    • $192/SF
    • 11 Days On Market

    Current Estimated Value $160,956

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

    432 South St Unit A7, Bennington, VT 05201
    • 809 Gage St, Bennington, VT 05201
      809 Gage St, Bennington, VT 05201
      809 Gage St, Bennington, VT 05201
      /29

      Est $195,837

      Not Listed For Sale

      809 Gage St, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1930
      809 Gage St, Bennington, VT 05201

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Dan Mason Perrott Realty

  • 115 River St, Bennington, VT 05201
    115 River St, Bennington, VT 05201
    115 River St, Bennington, VT 05201
    /26

    $75,500

    Sold Dec 05, 2025

    115 River St, Bennington, VT 05201

    • 4 Beds
    • 1.5 Baths
    • 1,887 Sq Ft
    • Built 1913

    Last Sold Summary

    • 6% Below List Price
    • $40/SF
    • 134 Days On Market

    Current Estimated Value $187,248

    Last Listing Agent Linda Benoit Highland Realty

    115 River St, Bennington, VT 05201
    • 121 Bradford St, Bennington, VT 05201
      121 Bradford St, Bennington, VT 05201
      121 Bradford St, Bennington, VT 05201
      /3

      Est $277,049

      Not Listed For Sale

      121 Bradford St, Bennington, VT 05201

      • 3 Beds
      • 2,178 Sq Ft
      • Built 1878
      121 Bradford St, Bennington, VT 05201

      Last Sold Summary

      • 166 Days On Market

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

  • 40 Washing Brook Rd, Bennington, VT 05201
    40 Washing Brook Rd, Bennington, VT 05201
    40 Washing Brook Rd, Bennington, VT 05201
    /34

    $90,000

    Sold Sep 08, 2025

    40 Washing Brook Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,366 Sq Ft
    • Built 1900

    Last Sold Summary

    • 18% Below List Price
    • $66/SF
    • 5 Days On Market

    Current Estimated Value $133,625

    Last Listing Agent Lilli West Maple Leaf Real Estate

    40 Washing Brook Rd, Bennington, VT 05201
    • 203 Scott St, Bennington, VT 05201
      203 Scott St, Bennington, VT 05201
      203 Scott St, Bennington, VT 05201
      /33

      Est $236,501

      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

  • 341 Chester Knoll Dr, Bennington, VT 05201
    341 Chester Knoll Dr, Bennington, VT 05201
    341 Chester Knoll Dr, 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 $291,493

    Last Listing Agent Catherine Cairns Maple Leaf Real Estate

    341 Chester Knoll Dr, Bennington, VT 05201
    • 277 Union St, Bennington, VT 05201
      277 Union St, Bennington, VT 05201
      277 Union St, Bennington, VT 05201
      /43

      Est $278,422

      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

  • 224 Union St, Bennington, VT 05201
    224 Union St, Bennington, VT 05201
    224 Union St, Bennington, VT 05201
    /34

    $270,000

    Sold Mar 20, 2026

    224 Union St, Bennington, VT 05201

    • 2,754 Sq Ft
    • Built 1920

    Last Sold Summary

    • $98/SF
    • 2 Days On Market

    Current Estimated Value $271,884

    Last Listing Agent Melissa Nebelski Real Broker LLC

    224 Union St, Bennington, VT 05201
    • 214 Grove St, Bennington, VT 05201
      214 Grove St, Bennington, VT 05201
      214 Grove St, Bennington, VT 05201
      /40

      Est $258,037

      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

  • 115 Grandview St, Bennington, VT 05201
    115 Grandview St, Bennington, VT 05201
    115 Grandview St, Bennington, VT 05201
    /35

    $435,000

    Sold Dec 11, 2025

    115 Grandview St, Bennington, VT 05201

    • 5 Beds
    • 2.5 Baths
    • 2,104 Sq Ft
    • Built 1899

    Last Sold Summary

    • 8% Below List Price
    • $207/SF
    • 58 Days On Market

    Current Estimated Value $446,000

    Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

    115 Grandview St, Bennington, VT 05201
    • 212 Grove St, Bennington, VT 05201
      212 Grove St, Bennington, VT 05201
      212 Grove St, Bennington, VT 05201
      /36

      Est $294,986

      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

  • 682 Fox Hill Rd, Bennington, VT 05201
    682 Fox Hill Rd, Bennington, VT 05201
    682 Fox Hill Rd, Bennington, VT 05201
    /21

    $838,500

    Sold May 29, 2026

    682 Fox Hill Rd, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    Last Sold Summary

    • $485/SF
    • 0 Days On Market

    Current Estimated Value $486,848

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    682 Fox Hill Rd, Bennington, VT 05201
    • 610 Gage St, Bennington, VT 05201
      610 Gage St, Bennington, VT 05201
      610 Gage St, Bennington, VT 05201
      /21

      Est $274,167

      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

  • 519 South St, Bennington, VT 05201
    519 South St, Bennington, VT 05201
    519 South St, Bennington, VT 05201
    /26

    $265,000

    Sold Sep 09, 2025

    519 South St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft
    • Built 1930

    Last Sold Summary

    • 9% Below List Price
    • $168/SF
    • 55 Days On Market

    Current Estimated Value $274,515

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    519 South St, Bennington, VT 05201
    • 502 Gage St, Bennington, VT 05201
      502 Gage St, Bennington, VT 05201
      502 Gage St, Bennington, VT 05201
      /35

      Est $329,829

      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

Showing Results 281 - 320, Page 8 of 18

Vermont Bennington County

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