5,258

Bennington, VT Homes

Section Image
  • 305 Weeks St, Bennington, VT 05201
    305 Weeks St, Bennington, VT 05201
    305 Weeks St, Bennington, VT 05201
    /26

    $193,500 Sold Aug 06, 2025

    305 Weeks St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • Built 1937

    Last Sold Summary

    • 3% Below List Price
    • $119/SF
    • 17 Days On Market

    Current Estimated Value $220,235

    Last Listing Agent Matt Waddington Hoffman Real Estate

    305 Weeks St, Bennington, VT 05201
    • 234 Grandview St, Bennington, VT 05201
      234 Grandview St, Bennington, VT 05201
      234 Grandview St, Bennington, VT 05201
      /28

      Est $200,822 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,809 Sq Ft

      234 Grandview St, Bennington, VT 05201

      234 Grandview St, Bennington, VT 05201
  • 121 Fillmore St, Bennington, VT 05201
    121 Fillmore St, Bennington, VT 05201
    121 Fillmore St, Bennington, VT 05201
    /38

    $291,065 Sold Jul 11, 2025

    121 Fillmore St, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1946

    Last Sold Summary

    • 1% Above List Price
    • $168/SF
    • 66 Days On Market

    Current Estimated Value $324,496

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    121 Fillmore St, Bennington, VT 05201
    • 110 Booth Terrace, Bennington, VT 05201
      110 Booth Terrace, Bennington, VT 05201
      110 Booth Terrace, Bennington, VT 05201
      /30

      Est $204,640 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,114 Sq Ft

      110 Booth Terrace, Bennington, VT 05201

      110 Booth Terrace, Bennington, VT 05201
  • 79 Skytop Dr Unit 6, Bennington, VT 05201
    79 Skytop Dr Unit 6, Bennington, VT 05201
    79 Skytop Dr Unit 6, Bennington, VT 05201
    /14

    $20,000 Sold Oct 30, 2025

    79 Skytop Dr Unit 6, Bennington, VT 05201

    • 1 Bed
    • 1 Bath
    • 561 Sq Ft
    • Built 1950

    Last Sold Summary

    • 27% Below List Price
    • $36/SF
    • 0 Days On Market

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    79 Skytop Dr Unit 6, Bennington, VT 05201
    • 233 Grandview St, Bennington, VT 05201
      233 Grandview St, Bennington, VT 05201
      233 Grandview St, Bennington, VT 05201
      /30

      Est $306,954 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,056 Sq Ft

      233 Grandview St, Bennington, VT 05201

      233 Grandview St, Bennington, VT 05201
  • 889 Overlea Rd, Bennington, VT 05201
    889 Overlea Rd, Bennington, VT 05201
    889 Overlea Rd, Bennington, VT 05201
    /54

    $80,000 Sold Dec 09, 2025

    889 Overlea Rd, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $87/SF
    • 4 Days On Market

    Last Listing Agent Catherine Cairns Maple Leaf Realty

    889 Overlea Rd, Bennington, VT 05201
    • 105 Booth Terrace, Bennington, VT 05201
      105 Booth Terrace, Bennington, VT 05201
      105 Booth Terrace, Bennington, VT 05201
      /33

      Est $158,446 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 840 Sq Ft

      105 Booth Terrace, Bennington, VT 05201

      105 Booth Terrace, Bennington, VT 05201
  • 989 Carpenter Hill Rd, Bennington, VT 05201
    989 Carpenter Hill Rd, Bennington, VT 05201
    989 Carpenter Hill Rd, Bennington, VT 05201
    /44

    $340,000 Sold Jan 23, 2026

    989 Carpenter Hill Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $205/SF
    • 85 Days On Market

    Last Listing Agent Angela Bevin Maple Leaf Realty

    989 Carpenter Hill Rd, Bennington, VT 05201
    • 100 Booth Terrace, Bennington, VT 05201
      100 Booth Terrace, Bennington, VT 05201
      100 Booth Terrace, Bennington, VT 05201
      /40

      Est $272,226 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      100 Booth Terrace, Bennington, VT 05201

      100 Booth Terrace, Bennington, VT 05201
  • 4 Rockwood St, Bennington, VT 05201
    4 Rockwood St, Bennington, VT 05201
    4 Rockwood St, Bennington, VT 05201
    /48

    $296,500 Sold Nov 21, 2025

    4 Rockwood St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1993

    Last Sold Summary

    • 1% Below List Price
    • $156/SF
    • 6 Days On Market

    Last Listing Agent Justine Curry Maple Leaf Realty

    4 Rockwood St, Bennington, VT 05201
    • 101 Barber St, Bennington, VT 05201
      101 Barber St, Bennington, VT 05201
      101 Barber St, Bennington, VT 05201
      /23

      Est $249,640 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,574 Sq Ft

      101 Barber St, Bennington, VT 05201

      101 Barber St, Bennington, VT 05201
  • 221 Grandview St, Bennington, VT 05201
    221 Grandview St, Bennington, VT 05201
    221 Grandview St, Bennington, VT 05201
    /30

    $290,000 Sold Jul 17, 2025

    221 Grandview St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,042 Sq Ft
    • Built 1948

    Last Sold Summary

    • 2% Below List Price
    • $278/SF
    • 75 Days On Market

    Current Estimated Value $310,544

    Last Listing Agent Angela Bevin Maple Leaf Realty

    221 Grandview St, Bennington, VT 05201
    • 99 Barber St, Bennington, VT 05201
      99 Barber St, Bennington, VT 05201
      99 Barber St, Bennington, VT 05201
      /34

      Est $243,352 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 936 Sq Ft

      99 Barber St, Bennington, VT 05201

      99 Barber St, Bennington, VT 05201
  • 213 Maple St, Bennington, VT 05201
    213 Maple St, Bennington, VT 05201
    213 Maple St, Bennington, VT 05201
    /48

    $239,900 Sold Jun 06, 2025

    213 Maple St, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • Built 1910

    Last Sold Summary

    • $166/SF
    • 2 Days On Market

    Current Estimated Value $272,121

    Last Listing Agent Matt Waddington Hoffman Real Estate

    213 Maple St, Bennington, VT 05201
    • 228 Grandview St, Bennington, VT 05201
      228 Grandview St, Bennington, VT 05201
      228 Grandview St, Bennington, VT 05201
      /30

      Est $256,274 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,092 Sq Ft

      228 Grandview St, Bennington, VT 05201

      228 Grandview St, Bennington, VT 05201
  • 290 Springhill Rd, Bennington, VT 05201
    290 Springhill Rd, Bennington, VT 05201
    290 Springhill Rd, Bennington, VT 05201
    /34

    $335,000 Sold Jun 09, 2025

    290 Springhill Rd, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft
    • Built 1980

    Last Sold Summary

    • 13% Below List Price
    • $142/SF
    • 208 Days On Market

    Current Estimated Value $381,741

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    290 Springhill Rd, Bennington, VT 05201
    • 214 Silver St, Bennington, VT 05201
      214 Silver St, Bennington, VT 05201
      214 Silver St, Bennington, VT 05201
      /32

      Est $312,174 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,466 Sq Ft

      214 Silver St, Bennington, VT 05201

      214 Silver St, Bennington, VT 05201
  • 197 Crescent Blvd, Bennington, VT 05201
    197 Crescent Blvd, Bennington, VT 05201
    197 Crescent Blvd, Bennington, VT 05201
    /44

    $315,000 Sold Jun 20, 2025

    197 Crescent Blvd, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 1958

    Last Sold Summary

    • 7% Below List Price
    • $140/SF
    • 38 Days On Market

    Current Estimated Value $319,804

    Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

    197 Crescent Blvd, Bennington, VT 05201
    • 325 Silver St, Bennington, VT 05201
      325 Silver St, Bennington, VT 05201
      325 Silver St, Bennington, VT 05201
      /31

      Est $294,468 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,840 Sq Ft

      325 Silver St, Bennington, VT 05201

      325 Silver St, Bennington, VT 05201
  • 120 Imperial Ave, Bennington, VT 05201
    120 Imperial Ave, Bennington, VT 05201
    120 Imperial Ave, Bennington, VT 05201
    /47

    $240,000 Sold Sep 24, 2025

    120 Imperial Ave, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft
    • Built 1895

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 114 Days On Market

    Current Estimated Value $282,105

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    120 Imperial Ave, Bennington, VT 05201
    • 432 South St Unit C5, Bennington, VT 05201
      432 South St Unit C5, Bennington, VT 05201
      432 South St Unit C5, Bennington, VT 05201
      /11

      Est $158,065 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft

      432 South St Unit C5, Bennington, VT 05201

      432 South St Unit C5, Bennington, VT 05201
  • 136 Mccall St, Bennington, VT 05201
    136 Mccall St, Bennington, VT 05201
    136 Mccall St, Bennington, VT 05201
    /47

    $160,000 Sold Jun 18, 2025

    136 Mccall St, Bennington, VT 05201

    • 4 Beds
    • 3 Baths
    • 2,094 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $76/SF
    • 39 Days On Market

    Current Estimated Value $193,981

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    136 Mccall St, Bennington, VT 05201
    • 432 South St Unit B5, Bennington, VT 05201
      432 South St Unit B5, Bennington, VT 05201
      432 South St Unit B5, Bennington, VT 05201
      /36

      Est $169,106 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft

      432 South St Unit B5, Bennington, VT 05201

      432 South St Unit B5, Bennington, VT 05201
  • 16 Browning Place, Bennington, VT 05201
    16 Browning Place, Bennington, VT 05201
    16 Browning Place, Bennington, VT 05201
    /44

    $249,000 Sold Jun 20, 2025

    16 Browning Place, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 45 Days On Market

    Current Estimated Value $273,330

    Last Listing Agent Lilli West Maple Leaf Realty

    16 Browning Place, Bennington, VT 05201
    • 432 South St Unit A5, Bennington, VT 05201
      432 South St Unit A5, Bennington, VT 05201
      432 South St Unit A5, Bennington, VT 05201
      /19

      Est $153,568 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 819 Sq Ft

      432 South St Unit A5, Bennington, VT 05201

      432 South St Unit A5, Bennington, VT 05201
  • 4 Pine Rd, Bennington, VT 05201
    4 Pine Rd, Bennington, VT 05201
    4 Pine Rd, Bennington, VT 05201
    /46

    $280,000 Sold Jun 30, 2025

    4 Pine Rd, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,875 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Below List Price
    • $149/SF
    • 73 Days On Market

    Current Estimated Value $329,990

    Last Listing Agent Dan Mason Perrott Realty

    4 Pine Rd, Bennington, VT 05201
    • 432 South St Unit A2, Bennington, VT 05201
      432 South St Unit A2, Bennington, VT 05201
      432 South St Unit A2, Bennington, VT 05201
      /26

      Est $191,326 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 948 Sq Ft

      432 South St Unit A2, Bennington, VT 05201

      432 South St Unit A2, Bennington, VT 05201
  • 77 Monument Ave, Bennington, VT 05201
    77 Monument Ave, Bennington, VT 05201
    77 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 $794,335

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

    77 Monument Ave, Bennington, VT 05201
    • 406 South St, Bennington, VT 05201
      406 South St, Bennington, VT 05201
      406 South St, Bennington, VT 05201
      /4

      Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 2,690 Sq Ft

      406 South St, Bennington, VT 05201

      406 South St, Bennington, VT 05201
  • 402 Jefferson Heights, Bennington, VT 05201
    402 Jefferson Heights, Bennington, VT 05201
    402 Jefferson Heights, Bennington, VT 05201
    /30

    $270,000 Sold Mar 07, 2025

    402 Jefferson Heights, Bennington, VT 05201

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Below List Price
    • $158/SF
    • 72 Days On Market

    Current Estimated Value $326,313

    Last Listing Agent Dick Thackston R.H. Thackston & Company

    402 Jefferson Heights, Bennington, VT 05201
    • 402 South St, Bennington, VT 05201
      402 South St, Bennington, VT 05201
      402 South St, Bennington, VT 05201
      /32

      Est $251,050 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,262 Sq Ft

      402 South St, Bennington, VT 05201

      402 South St, Bennington, VT 05201
  • 30 Harbour Rd, Bennington, VT 05201
    30 Harbour Rd, Bennington, VT 05201
    30 Harbour Rd, Bennington, VT 05201
    /39

    $275,000 Sold Jul 31, 2025

    30 Harbour Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $171/SF
    • 69 Days On Market

    Current Estimated Value $309,941

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    30 Harbour Rd, Bennington, VT 05201
    • 314 South St, Bennington, VT 05201
      314 South St, Bennington, VT 05201
      314 South St, Bennington, VT 05201
      /19

      Est $294,168 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,452 Sq Ft

      314 South St, Bennington, VT 05201

      314 South St, Bennington, VT 05201
  • 139 Mckinley St, Bennington, VT 05201
    139 Mckinley St, Bennington, VT 05201
    139 Mckinley St, Bennington, VT 05201
    /39

    $250,000 Sold Oct 14, 2025

    139 Mckinley St, Bennington, VT 05201

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Below List Price
    • $198/SF
    • 25 Days On Market

    Current Estimated Value $273,429

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    139 Mckinley St, Bennington, VT 05201
    • 314 Weeks St, Bennington, VT 05201
      314 Weeks St, Bennington, VT 05201
      314 Weeks St, Bennington, VT 05201
      /38

      Est $155,441 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,301 Sq Ft

      314 Weeks St, Bennington, VT 05201

      314 Weeks St, Bennington, VT 05201
  • 43 Spur Rd, Bennington, VT 05201
    43 Spur Rd, Bennington, VT 05201
    43 Spur Rd, Bennington, VT 05201
    /34

    $399,900 Sold Oct 06, 2025

    43 Spur Rd, Bennington, VT 05201

    • 2 Beds
    • 3 Baths
    • 1,700 Sq Ft
    • Built 1996

    Last Sold Summary

    • $235/SF
    • 8 Days On Market

    Current Estimated Value $317,525

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

    43 Spur Rd, Bennington, VT 05201
    • 103 Francis St, Bennington, VT 05201
      103 Francis St, Bennington, VT 05201
      103 Francis St, Bennington, VT 05201
      /34

      Est $402,246 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,138 Sq Ft

      103 Francis St, Bennington, VT 05201

      103 Francis St, Bennington, VT 05201
  • 44 Harbour Rd, Bennington, VT 05201
    44 Harbour Rd, Bennington, VT 05201
    44 Harbour Rd, Bennington, VT 05201
    /58

    $275,000 Sold May 08, 2025

    44 Harbour Rd, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,903 Sq Ft
    • Built 1973

    Last Sold Summary

    • $145/SF
    • 49 Days On Market

    Current Estimated Value $316,804

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    44 Harbour Rd, Bennington, VT 05201
    • 111 Prospect St, Bennington, VT 05201
      111 Prospect St, Bennington, VT 05201
      111 Prospect St, Bennington, VT 05201
      /13

      Est $343,324 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,380 Sq Ft

      111 Prospect St, Bennington, VT 05201

      111 Prospect St, Bennington, VT 05201

Showing Results 161 - 200, Page 5 of 18

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