1,051

Homes in ZIP Code 05257

Section Image
  • /25

    $1,425,000

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    1058 Granger Hollow Rd, North Bennington, VT 05257

    A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room.Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    1058 Granger Hollow Rd, North Bennington, VT 05257
  • /60

    $652,000

    Sold Jul 21, 2025

    21 Main St, North Bennington, VT 05257

    • 6 Beds
    • 4.5 Baths
    • 4,708 Sq Ft
    • Built 1857

    Last Sold Summary

    • 7% Below List Price
    • $138/SF
    • 65 Days On Market

    Current Estimated Value $610,602

    Last Listing Agent Thomas Martins Maple Leaf Real Estate

    21 Main St, North Bennington, VT 05257
    • /34

      Est $324,857

      Not Listed For Sale

      6 Bank St, North Bennington, VT 05257

      • 6 Beds
      • 2 Baths
      • 2,986 Sq Ft
      • Built 1918
      6 Bank St, North Bennington, VT 05257

      Last Sold Summary

      • 61 Days On Market

  • /32

    $750,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,696 Sq Ft

    130 Ipan Rd, North Bennington, VT 05257

    Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty

    Kelley Mccarthy Mahar McCarthy Real Estate

    130 Ipan Rd, North Bennington, VT 05257
  • /27

    $274,000

    Sold Jan 22, 2026

    26 Sage St, Bennington, VT 05257

    • 9 Beds
    • 3 Baths
    • 3,176 Sq Ft
    • Built 1820

    Last Sold Summary

    • 8% Below List Price
    • $86/SF
    • 55 Days On Market

    Last Listing Agent Lilli West Maple Leaf Real Estate

    26 Sage St, Bennington, VT 05257
    • /12

      Not Listed For Sale

      21 Asa Way, Bennington, VT 05257

      21 Asa Way, Bennington, VT 05257

      Last Sold Summary

      • 339 Days On Market

  • /29

    $367,000

    Sold Nov 21, 2025

    26 College Rd, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft
    • Built 1945

    Last Sold Summary

    • 7% Below List Price
    • $189/SF
    • 54 Days On Market

    Current Estimated Value $363,931

    Last Listing Agent Phil Lewis Mahar McCarthy Real Estate

    26 College Rd, North Bennington, VT 05257
    • /35

      Est $392,173

      Not Listed For Sale

      558 Murphy Rd, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,870 Sq Ft
      • Built 1995
      558 Murphy Rd, North Bennington, VT 05257

      Last Sold Summary

      • 22 Days On Market

  • /52

    $378,500

    Sold Mar 26, 2026

    263 Elm St, North Bennington, VT 05257

    • 4 Beds
    • 2 Baths
    • 2,368 Sq Ft
    • Built 1948

    Last Sold Summary

    • 3% Below List Price
    • $160/SF
    • 0 Days On Market

    Current Estimated Value $349,243

    Last Listing Agent Margretta Fischer Wohler Realty Group

    263 Elm St, North Bennington, VT 05257
    • /40

      Est $622,234

      Not Listed For Sale

      1 Pleasant St Unit C, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,415 Sq Ft
      • Built 1850
      1 Pleasant St Unit C, North Bennington, VT 05257

      Last Sold Summary

      • 4 Days On Market

  • /50

    $355,000

    Sold Jan 29, 2026

    927 Water St, North Bennington, VT 05257

    • 5 Beds
    • 4 Baths
    • 3,400 Sq Ft
    • Built 1893

    Last Sold Summary

    • 11% Below List Price
    • $104/SF
    • 200 Days On Market

    Current Estimated Value $357,403

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

    927 Water St, North Bennington, VT 05257
    • /24

      Est $428,433

      Not Listed For Sale

      1 Pleasant St Unit B, North Bennington, VT 05257

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1850
      1 Pleasant St Unit B, North Bennington, VT 05257

      Last Sold Summary

      • 23 Days On Market

  • /53

    $614,000

    Sold Sep 15, 2025

    23 Mechanic St, North Bennington, VT 05257

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 1870

    Last Sold Summary

    • 3% Above List Price
    • $250/SF
    • 40 Days On Market

    Current Estimated Value $619,683

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    23 Mechanic St, North Bennington, VT 05257
    • /40

      Est $387,504

      Not Listed For Sale

      965 Water St, North Bennington, VT 05257

      • 4 Beds
      • 1.5 Baths
      • 2,508 Sq Ft
      • Built 1900
      965 Water St, North Bennington, VT 05257

      Last Sold Summary

      • 56 Days On Market

  • /36

    $269,900

    Sold Jun 11, 2026

    2092 N Bennington Rd, North Bennington, VT 05257

    • 3 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Built 1931

    Last Sold Summary

    • $300/SF
    • 101 Days On Market

    Current Estimated Value $250,872

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

    2092 N Bennington Rd, North Bennington, VT 05257
    • /37

      Est $547,056

      Not Listed For Sale

      1263 Murphy Rd, Bennington, VT 05257

      • 4 Beds
      • 3 Baths
      • 2,683 Sq Ft
      • Built 1840
      1263 Murphy Rd, Bennington, VT 05257

      Last Sold Summary

      • 8 Days On Market

  • /31

    $400,000

    Sold Aug 13, 2025

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257

    • 2 Beds
    • 1 Bath
    • 1,624 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $246/SF
    • 10 Days On Market

    Current Estimated Value $399,863

    Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
    • /7

      Not Listed For Sale

      295 Overlea Rd, North Bennington, VT 05257

      • 4 Beds
      • 3 Baths
      • 2,056 Sq Ft
      • Built 1949
      295 Overlea Rd, North Bennington, VT 05257

      Last Sold Summary

      • 2 Days On Market

    • /22

      Not Listed For Sale

      53 Haviland's Privilege Rd Unit E, Bennington, VT 05257

      • 1 Bed
      • 1 Bath
      • 573 Sq Ft
      • Built 1986
      53 Haviland's Privilege Rd Unit E, Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

    • /40

      Est $432,646

      Not Listed For Sale

      18 Prospect St, North Bennington, VT 05257

      • 11 Beds
      • 13 Baths
      • 5,227 Sq Ft
      • Built 1893
      18 Prospect St, North Bennington, VT 05257

      Last Sold Summary

      • 86 Days On Market

    • /38

      Not Listed For Sale

      1900 Harwood Hill Rd, North Bennington, VT 05257

      • 4 Beds
      • 4 Baths
      • 3,311 Sq Ft
      • Built 2001
      1900 Harwood Hill Rd, North Bennington, VT 05257

      Last Sold Summary

      • 308 Days On Market

    • /17

      Est $311,687

      Not Listed For Sale

      4 Pleasant St, North Bennington, VT 05257

      • 3 Beds
      • 1.5 Baths
      • 1,778 Sq Ft
      • Built 1895
      4 Pleasant St, North Bennington, VT 05257

      Last Sold Summary

      • 6 Days On Market

    • /16

      Not Listed For Sale

      566 Lake Dr, Shaftsbury, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft
      • Built 1998
      566 Lake Dr, Shaftsbury, VT 05257

      Last Sold Summary

      • 16 Days On Market

    • /40

      Est $508,348

      Not Listed For Sale

      996 White Creek Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 1,774 Sq Ft
      • Built 1960
      996 White Creek Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 7 Days On Market

    • /40

      Est $1,525,088

      Not Listed For Sale

      612 Cold Spring Rd, North Bennington, VT 05257

      • 5 Beds
      • 5 Baths
      • 3,600 Sq Ft
      • Built 1800
      612 Cold Spring Rd, North Bennington, VT 05257

      Last Sold Summary

      • 40 Days On Market

    • /37

      Est $348,331

      Not Listed For Sale

      116 Corey Dr, Shaftsbury, VT 05257

      • 3 Beds
      • 2.5 Baths
      • 1,528 Sq Ft
      • Built 1981
      116 Corey Dr, Shaftsbury, VT 05257

      Last Sold Summary

      • 7 Days On Market

    • /36

      Est $436,460

      Not Listed For Sale

      42 Main St, North Bennington, VT 05257

      • 4 Beds
      • 2 Baths
      • 2,232 Sq Ft
      • Built 1900
      42 Main St, North Bennington, VT 05257

      Last Sold Summary

      • 4 Days On Market

    • /13

      Not Listed For Sale

      0 Cross Hill Rd, Shaftsbury, VT 05257

      0 Cross Hill Rd, Shaftsbury, VT 05257

      Last Sold Summary

      • 89 Days On Market

    • /29

      Est $256,244

      Not Listed For Sale

      22 Asas Way, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2009
      22 Asas Way, North Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

    • /40

      Est $296,705

      Not Listed For Sale

      216 Bank St, North Bennington, VT 05257

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1964
      216 Bank St, North Bennington, VT 05257

      Last Sold Summary

      • 8 Days On Market

    • /26

      Est $345,387

      Not Listed For Sale

      25 Asas Way, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 896 Sq Ft
      • Built 2010
      25 Asas Way, North Bennington, VT 05257

      Last Sold Summary

      • 2 Days On Market

    • /30

      Est $291,694

      Not Listed For Sale

      96 Southview Dr, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 1979
      96 Southview Dr, North Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

    • /40

      Est $394,012

      Not Listed For Sale

      102 Grandview St, North Bennington, VT 05257

      • 4 Beds
      • 2 Baths
      • 2,096 Sq Ft
      • Built 1940
      102 Grandview St, North Bennington, VT 05257

      Last Sold Summary

      • 5 Days On Market

    • /39

      Est $223,639

      Not Listed For Sale

      61 Dunham Ave, North Bennington, VT 05257

      • 3 Beds
      • 1 Bath
      • 1,413 Sq Ft
      • Built 1920
      61 Dunham Ave, North Bennington, VT 05257

      Last Sold Summary

      • 29 Days On Market

    • /31

      Est $397,750

      Not Listed For Sale

      49 Dunham Ave, North Bennington, VT 05257

      • 7 Beds
      • 4 Baths
      • 3,470 Sq Ft
      • Built 1925
      49 Dunham Ave, North Bennington, VT 05257

      Last Sold Summary

      • 72 Days On Market

    • /21

      Est $316,277

      Not Listed For Sale

      154 Bank St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft
      • Built 1966
      154 Bank St, North Bennington, VT 05257

      Last Sold Summary

      • 58 Days On Market

    • /40

      Est $447,841

      Not Listed For Sale

      19 Hewitt Dr, North Bennington, VT 05257

      • 5 Beds
      • 3 Baths
      • 1,596 Sq Ft
      • Built 1968
      19 Hewitt Dr, North Bennington, VT 05257

      Last Sold Summary

      • 9 Days On Market

    • /40

      Est $334,401

      Not Listed For Sale

      95 Harvest Hills Dr, North Bennington, VT 05257

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1967
      95 Harvest Hills Dr, North Bennington, VT 05257

      Last Sold Summary

      • 4 Days On Market

    • /30

      Est $447,848

      Not Listed For Sale

      12 White Creek Rd, North Bennington, VT 05257

      • 4 Beds
      • 2.5 Baths
      • 2,256 Sq Ft
      • Built 1875
      12 White Creek Rd, North Bennington, VT 05257

      Last Sold Summary

      • 19 Days On Market

    • /40

      Est $814,929

      Not Listed For Sale

      74 White Creek Rd, North Bennington, VT 05257

      • 4 Beds
      • 2 Baths
      • 2,564 Sq Ft
      • Built 1975
      74 White Creek Rd, North Bennington, VT 05257

      Last Sold Summary

      • 3 Days On Market

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home