1,800

Shaftsbury, VT Homes

Section Image
  • 50 Ledgely Dr, Shaftsbury, VT 05262
    50 Ledgely Dr, Shaftsbury, VT 05262
    50 Ledgely Dr, Shaftsbury, VT 05262
    /31

    $230,000

    Sold Nov 05, 2025

    50 Ledgely Dr, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Above List Price
    • $246/SF
    • 3 Days On Market

    Current Estimated Value $229,711

    Last Listing Agent Erika Floriani Hoffman Real Estate

    50 Ledgely Dr, Shaftsbury, VT 05262
    • 143 Cedar Cir, Shaftsbury, VT 05262
      143 Cedar Cir, Shaftsbury, VT 05262
      143 Cedar Cir, Shaftsbury, VT 05262
      /40

      Est $605,371

      Not Listed For Sale

      143 Cedar Cir, Shaftsbury, VT 05262

      • 4 Beds
      • 4 Baths
      • 2,756 Sq Ft
      • Built 1977
      143 Cedar Cir, Shaftsbury, VT 05262

      Last Sold Summary

      • 88 Days On Market

  • 196 Glastenview Dr, Shaftsbury, VT 05262
    196 Glastenview Dr, Shaftsbury, VT 05262
    196 Glastenview Dr, Shaftsbury, VT 05262
    /44

    $565,000

    Sold Jun 26, 2025

    196 Glastenview Dr, Shaftsbury, VT 05262

    • 4 Beds
    • 2 Baths
    • 2,325 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $243/SF
    • 86 Days On Market

    Current Estimated Value $558,446

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    196 Glastenview Dr, Shaftsbury, VT 05262
    • 202 Cedar Cir, Shaftsbury, VT 05262
      202 Cedar Cir, Shaftsbury, VT 05262
      202 Cedar Cir, Shaftsbury, VT 05262
      /29

      Est $386,627

      Not Listed For Sale

      202 Cedar Cir, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,890 Sq Ft
      • Built 1985
      202 Cedar Cir, Shaftsbury, VT 05262

      Last Sold Summary

      • 3 Days On Market

  • 97 Buck Hill Rd, Shaftsbury, VT 05262
    97 Buck Hill Rd, Shaftsbury, VT 05262
    97 Buck Hill Rd, Shaftsbury, VT 05262
    /50

    $419,000

    Sold Oct 16, 2025

    97 Buck Hill Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft
    • Built 1872

    Last Sold Summary

    • 7% Below List Price
    • $216/SF
    • 85 Days On Market

    Current Estimated Value $414,290

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

    97 Buck Hill Rd, Shaftsbury, VT 05262
    • 214 Valley View Rd Unit PVT, Shaftsbury, VT 05262
      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262
      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262
      /40

      Est $269,226

      Not Listed For Sale

      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,006 Sq Ft
      • Built 1970
      214 Valley View Rd Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 18 Days On Market

  • 198 Twitchell Hill Rd, Shaftsbury, VT 05262
    198 Twitchell Hill Rd, Shaftsbury, VT 05262
    198 Twitchell Hill Rd, Shaftsbury, VT 05262
    /27

    $218,000

    Sold Oct 30, 2025

    198 Twitchell Hill Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,959 Sq Ft
    • Built 1961

    Last Sold Summary

    • 3% Above List Price
    • $111/SF
    • 2 Days On Market

    Current Estimated Value $224,611

    Last Listing Agent Faith Rhodes Maple Leaf Real Estate

    198 Twitchell Hill Rd, Shaftsbury, VT 05262
    • 3842 Vt Route 7a, Shaftsbury, VT 05262
      3842 Vt Route 7a, Shaftsbury, VT 05262
      3842 Vt Route 7a, Shaftsbury, VT 05262
      /39

      Est $858,190

      Not Listed For Sale

      3842 Vt Route 7a, Shaftsbury, VT 05262

      • 5 Beds
      • 4.5 Baths
      • 4,312 Sq Ft
      • Built 1972
      3842 Vt Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 666 Days On Market

  • 721 Vt Route 7a, Shaftsbury, VT 05262
    721 Vt Route 7a, Shaftsbury, VT 05262
    721 Vt Route 7a, Shaftsbury, VT 05262
    /40

    $225,000

    Sold Aug 18, 2025

    721 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 1,538 Sq Ft
    • Built 1890

    Last Sold Summary

    • $146/SF
    • 12 Days On Market

    Current Estimated Value $226,555

    Last Listing Agent Wendy Larson Hooscik Realty

    721 Vt Route 7a, Shaftsbury, VT 05262
    • 541 Blueberry Hill Rd, Shaftsbury, VT 05262
      541 Blueberry Hill Rd, Shaftsbury, VT 05262
      541 Blueberry Hill Rd, Shaftsbury, VT 05262
      /39

      Est $566,070

      Not Listed For Sale

      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1981
      541 Blueberry Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 60 Days On Market

  • 263 Elm St, North Bennington, VT 05257
    263 Elm St, North Bennington, VT 05257
    263 Elm St, North Bennington, VT 05257
    /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
    • 294 Tinkham Rd, North Bennington, VT 05257
      294 Tinkham Rd, North Bennington, VT 05257
      294 Tinkham Rd, North Bennington, VT 05257
      /45

      Est $380,920

      Not Listed For Sale

      294 Tinkham Rd, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,573 Sq Ft
      • Built 1975
      294 Tinkham Rd, North Bennington, VT 05257

      Last Sold Summary

      • 4 Days On Market

  • 233 Hollow Hideaway, Shaftsbury, VT 05262
    233 Hollow Hideaway, Shaftsbury, VT 05262
    233 Hollow Hideaway, Shaftsbury, VT 05262
    /60

    $194,900

    Sold Oct 15, 2025

    233 Hollow Hideaway, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1971

    Last Sold Summary

    • $185/SF
    • 2 Days On Market

    Current Estimated Value $203,044

    Last Listing Agent Jeffrey Dorman

    233 Hollow Hideaway, Shaftsbury, VT 05262
    • 489 Ridge Rd Unit PVT, Shaftsbury, VT 05262
      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262
      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262
      /52

      Est $427,632

      Not Listed For Sale

      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      • 2 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1989
      489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 6 Days On Market

  • 2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
    /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
    • 318 Eleanors Way, North Bennington, VT 05257
      318 Eleanors Way, North Bennington, VT 05257
      318 Eleanors Way, North Bennington, VT 05257
      /24

      Est $435,843

      Not Listed For Sale

      318 Eleanors Way, North Bennington, VT 05257

      • 4 Beds
      • 3 Baths
      • 2,065 Sq Ft
      • Built 1968
      318 Eleanors Way, North Bennington, VT 05257

      Last Sold Summary

      • 10 Days On Market

  • 1283 Hidden Valley Rd, Shaftsbury, VT 05262
    1283 Hidden Valley Rd, Shaftsbury, VT 05262
    1283 Hidden Valley Rd, Shaftsbury, VT 05262
    /35

    $420,000

    Sold Aug 14, 2025

    1283 Hidden Valley Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 1.5 Baths
    • 1,832 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $229/SF
    • 69 Days On Market

    Current Estimated Value $419,198

    Last Listing Agent Angela Bevin Maple Leaf Real Estate

    1283 Hidden Valley Rd, Shaftsbury, VT 05262
    • 816 Shaftsbury Hollow Rd, North Bennington, VT 05257
      816 Shaftsbury Hollow Rd, North Bennington, VT 05257
      816 Shaftsbury Hollow Rd, North Bennington, VT 05257
      /12

      Est $180,541

      Not Listed For Sale

      816 Shaftsbury Hollow Rd, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 920 Sq Ft
      • Built 1935
      816 Shaftsbury Hollow Rd, North Bennington, VT 05257

      Last Sold Summary

      • 111 Days On Market

  • 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 $325,637

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    27 Broken Pines Dr, Bennington, VT 05201
    • 16 Glastenbury Rd, Shaftsbury, VT 05262
      16 Glastenbury Rd, Shaftsbury, VT 05262
      16 Glastenbury Rd, Shaftsbury, VT 05262
      /40

      Est $881,298

      Not Listed For Sale

      16 Glastenbury Rd, Shaftsbury, VT 05262

      • 5 Beds
      • 3.5 Baths
      • 4,239 Sq Ft
      • Built 1800
      16 Glastenbury Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 5 Days On Market

  • 883 Vt Route 7a, Shaftsbury, VT 05262
    883 Vt Route 7a, Shaftsbury, VT 05262
    883 Vt Route 7a, Shaftsbury, VT 05262
    /25

    $175,000

    Sold Dec 18, 2025

    883 Vt Route 7a, Shaftsbury, VT 05262

    • 4 Beds
    • 4 Baths
    • 3,576 Sq Ft
    • Built 1900

    Last Sold Summary

    • 24% Below List Price
    • $49/SF
    • 480 Days On Market

    Current Estimated Value $234,844

    Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

    883 Vt Route 7a, Shaftsbury, VT 05262
    • 726 Old Depot Rd, Shaftsbury, VT 05262
      726 Old Depot Rd, Shaftsbury, VT 05262
      726 Old Depot Rd, Shaftsbury, VT 05262
      /38

      Est $381,398

      Not Listed For Sale

      726 Old Depot Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,588 Sq Ft
      • Built 1930
      726 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 5 Days On Market

  • 174 Cleveland Ave, Shaftsbury, VT 05262
    174 Cleveland Ave, Shaftsbury, VT 05262
    174 Cleveland Ave, Shaftsbury, VT 05262
    /56

    $245,000

    Sold Aug 18, 2025

    174 Cleveland Ave, Shaftsbury, VT 05262

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft
    • Built 1946

    Last Sold Summary

    • 2% Below List Price
    • $148/SF
    • 11 Days On Market

    Current Estimated Value $242,600

    Last Listing Agent Dan Mason Perrott Realty

    174 Cleveland Ave, Shaftsbury, VT 05262
    • 1139 Old Depot Rd, Shaftsbury, VT 05262
      1139 Old Depot Rd, Shaftsbury, VT 05262
      1139 Old Depot Rd, Shaftsbury, VT 05262
      /38

      Est $415,509

      Not Listed For Sale

      1139 Old Depot Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,894 Sq Ft
      • Built 1965
      1139 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 76 Days On Market

  • 2460 East Rd, Shaftsbury, VT 05262
    2460 East Rd, Shaftsbury, VT 05262
    2460 East Rd, Shaftsbury, VT 05262
    /33

    $215,000

    Sold Jan 05, 2026

    2460 East Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $192/SF
    • 9 Days On Market

    Current Estimated Value $229,082

    Last Listing Agent Vicki Wilson Maple Leaf Real Estate

    2460 East Rd, Shaftsbury, VT 05262
    • 498 Birch Hill Rd, Shaftsbury, VT 05262
      498 Birch Hill Rd, Shaftsbury, VT 05262
      498 Birch Hill Rd, Shaftsbury, VT 05262
      /40

      Est $919,000

      Not Listed For Sale

      498 Birch Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 1997
      498 Birch Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 12 Days On Market

  • 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 $266,000

    Last Listing Agent Lindsey Martin Maple Leaf Real Estate

    153 Spur Rd Unit PVT, Bennington, VT 05201
    • 127 Birch Hill Rd, Shaftsbury, VT 05262
      127 Birch Hill Rd, Shaftsbury, VT 05262
      127 Birch Hill Rd, Shaftsbury, VT 05262
      /39

      Est $530,268

      Not Listed For Sale

      127 Birch Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 3.5 Baths
      • 3,128 Sq Ft
      • Built 2000
      127 Birch Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 65 Days On Market

  • 224 Sycamore Ln, Shaftsbury, VT 05262
    224 Sycamore Ln, Shaftsbury, VT 05262
    224 Sycamore Ln, Shaftsbury, VT 05262
    /51

    $250,000

    Sold Dec 05, 2025

    224 Sycamore Ln, Shaftsbury, VT 05262

    • 4 Beds
    • 2 Baths
    • 1,602 Sq Ft
    • Built 1951

    Last Sold Summary

    • 16% Below List Price
    • $156/SF
    • 147 Days On Market

    Current Estimated Value $250,419

    Last Listing Agent Catherine Cairns Maple Leaf Real Estate

    224 Sycamore Ln, Shaftsbury, VT 05262
    • 192 Old Depot Rd, Shaftsbury, VT 05262
      192 Old Depot Rd, Shaftsbury, VT 05262
      192 Old Depot Rd, Shaftsbury, VT 05262
      /39

      Est $783,650

      Not Listed For Sale

      192 Old Depot Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 4 Baths
      • 3,206 Sq Ft
      • Built 1826
      192 Old Depot Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 39 Days On Market

  • 199 North Rd, Shaftsbury, VT 05262
    199 North Rd, Shaftsbury, VT 05262
    199 North Rd, Shaftsbury, VT 05262
    /49

    $589,000

    Sold Sep 17, 2025

    199 North Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 3,278 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $180/SF
    • 7 Days On Market

    Current Estimated Value $583,567

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    199 North Rd, Shaftsbury, VT 05262
    • 1041 Shaftsbury Hollow Rd, North Bennington, VT 05257
      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257
      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257
      /32

      Est $342,232

      Not Listed For Sale

      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1986
      1041 Shaftsbury Hollow Rd, North Bennington, VT 05257

      Last Sold Summary

      • 27 Days On Market

    • 547 Lower Rd E, Shaftsbury, VT 05262
      547 Lower Rd E, Shaftsbury, VT 05262
      547 Lower Rd E, Shaftsbury, VT 05262
      /40

      Not Listed For Sale

      547 Lower Rd E, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 2013
      547 Lower Rd E, Shaftsbury, VT 05262

      Last Sold Summary

      • 40 Days On Market

    • 0 Vermont Route 7a, Shaftsbury, VT 05262
      0 Vermont Route 7a, Shaftsbury, VT 05262
      0 Vermont Route 7a, Shaftsbury, VT 05262
      /30

      Not Listed For Sale

      0 Vermont Route 7a, Shaftsbury, VT 05262

      0 Vermont Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 15 Days On Market

    • 296 Tinkham Rd, Shaftsbury, VT 05262
      296 Tinkham Rd, Shaftsbury, VT 05262
      296 Tinkham Rd, Shaftsbury, VT 05262
      /53

      Not Listed For Sale

      296 Tinkham Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 1987
      296 Tinkham Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 11 Days On Market

    • 522 Glastenview Dr, Shaftsbury, VT 05262
      522 Glastenview Dr, Shaftsbury, VT 05262
      522 Glastenview Dr, Shaftsbury, VT 05262
      /38

      Not Listed For Sale

      522 Glastenview Dr, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft
      • Built 2021
      522 Glastenview Dr, Shaftsbury, VT 05262

      Last Sold Summary

      • 34 Days On Market

    • 4799 Vermont Route 7a, Shaftsbury, VT 05262
      4799 Vermont Route 7a, Shaftsbury, VT 05262
      4799 Vermont Route 7a, Shaftsbury, VT 05262
      /40

      Est $482,543

      Not Listed For Sale

      4799 Vermont Route 7a, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,056 Sq Ft
      • Built 1977
      4799 Vermont Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 135 Days On Market

    • 105 Twitchell Hill Rd, Shaftsbury, VT 05262
      105 Twitchell Hill Rd, Shaftsbury, VT 05262
      105 Twitchell Hill Rd, Shaftsbury, VT 05262
      /34

      Est $192,803

      Not Listed For Sale

      105 Twitchell Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1 Bath
      • 1,132 Sq Ft
      • Built 1946
      105 Twitchell Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 5 Days On Market

    • 326 Vermont Route 7a, Shaftsbury, VT 05262
      326 Vermont Route 7a, Shaftsbury, VT 05262
      326 Vermont Route 7a, Shaftsbury, VT 05262
      /40

      Est $761,044

      Not Listed For Sale

      326 Vermont Route 7a, Shaftsbury, VT 05262

      • 3 Beds
      • Built 1929
      326 Vermont Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 110 Days On Market

    • 3263 Vermont Route 7a, Shaftsbury, VT 05262
      3263 Vermont Route 7a, Shaftsbury, VT 05262
      3263 Vermont Route 7a, Shaftsbury, VT 05262
      /19

      Est $371,284

      Not Listed For Sale

      3263 Vermont Route 7a, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1806
      3263 Vermont Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 6 Days On Market

Showing Results 81 - 120, Page 3 of 18

Vermont Bennington County Shaftsbury

Real Estate & Homes

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group