1,790

Shaftsbury, VT Homes

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  • /42

    $529,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 1,882 Sq Ft

    941 Myers Rd, Shaftsbury, VT 05262

    Quintessential Vermont farmhouse located down a bucolic country road, perfect for strolls, set on 3.45 level acres with a pond, fenced garden, and sweeping views of a neighboring sheep farm—this is the Vermont dream. Step in from the attached two-car garage into a tiled mudroom with half bath, perfect for muddy boots and farm-to-table living. The great room is breathtaking, with vaulted ceilings,

    Abi Gregorio

    941 Myers Rd, Shaftsbury, VT 05262
  • /30

    $25,000 Sold Apr 11, 2025

    0 Vermont Route 7a, Shaftsbury, VT 05262

    • Land
    • 3 Acres
    • $8,333 per Acre

    Last Sold Summary

    • 50% Below List Price
    • 15 Days On Market

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    0 Vermont Route 7a, Shaftsbury, VT 05262
    • /24

      Est $283,854 Not Listed For Sale

      855 Vt Route 7a, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 2,188 Sq Ft
      • Built 1805
      855 Vt Route 7a, Shaftsbury, VT 05262

      Last Sold Summary

      • 23% Above List Price
      • $105/SF
      • 239 Days On Market

      Last Sold Price $230,500

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

  • /27

    $290,000

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    196 Granger Hollow Rd, North Bennington, VT 05257

    Currently being used as a primary home with in-law rental 2nd home, this property could easily transition into a 2 unit multifamily with 2 separate houses with your tenants paying all utilities responsible for their own plowing and yard upkeep. This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large

    Steve Schoppmeyer BHG Masiello Brattleboro

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

    $420,000 Sold Jun 26, 2025

    123 Bank St, North Bennington, VT 05257

    • 3 Beds
    • 2 Baths
    • 2,753 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $153/SF
    • 31 Days On Market

    Current Estimated Value $413,118

    Last Listing Agent Margretta Fischer Wohler Realty Group

    123 Bank St, North Bennington, VT 05257
    • /17

      Est $243,948 Not Listed For Sale

      591 Vt Route 67 E, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 2001
      591 Vt Route 67 E, Shaftsbury, VT 05262

      Last Sold Summary

      • 2% Above List Price
      • $109/SF
      • 22 Days On Market

      Last Sold Price $240,000

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

  • /36

    $399,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,118 Sq Ft

    100 McCarthy Acres, North Bennington, VT 05257

    Nearly Lakefront Living in the Heart of North Bennington!Come for the space—stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600

    Nicholas Charest Maple Leaf Realty

    100 McCarthy Acres, North Bennington, VT 05257
  • /40

    $615,000 Sold Aug 07, 2025

    5529 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 3 Baths
    • 3,173 Sq Ft
    • Built 1804

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 85 Days On Market

    Current Estimated Value $600,077

    Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

    5529 Vt Route 7a, Shaftsbury, VT 05262
    • /34

      Est $370,817 Not Listed For Sale

      191 Grove Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 1,771 Sq Ft
      • Built 1978
      191 Grove Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 1% Below List Price
      • $212/SF
      • 141 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Alexandra Crowley Four Seasons Sotheby's Int'l Realty

  • /12

    $865,000

    • 12 Beds
    • 8 Baths
    • 5,568 Sq Ft

    1931 Vermont Route 67 E, Shaftsbury, VT 05262

    Rare investment opportunity in one of the area’s most desirable neighborhoods! This unique offering includes two historic buildings set on a spacious 1-acre lot, featuring a total of 8 well-maintained units—comprised of (4) two-bedroom apartments and (4) one-bedroom apartments. Each building offers shared covered front porches, perfect for enjoying the charm of this pleasant street setting. The

    Julie Glover Mahar McCarthy Real Estate

    1931 Vermont Route 67 E, Shaftsbury, VT 05262
  • /60

    $534,000 Sold Nov 24, 2025

    272 Oak Hill Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 2.5 Baths
    • 3,637 Sq Ft
    • Built 2001

    Last Sold Summary

    • 24% Below List Price
    • $147/SF
    • 111 Days On Market

    Current Estimated Value $581,972

    Last Listing Agent Faith Rhodes Maple Leaf Realty

    272 Oak Hill Rd, Shaftsbury, VT 05262
    • /39

      Est $240,483 Not Listed For Sale

      192 Grove Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 1,146 Sq Ft
      • Built 1976
      192 Grove Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 12% Above List Price
      • $188/SF
      • 8 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /34

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    760 W Mountain Rd, Shaftsbury, VT 05262

    Tucked away in a private setting in Shaftsbury, this inviting home sits on 2.12 acres, offering both tranquility and convenience-just a short drive to both Manchester and Bennington. With 2,350 square feet of living space, the home features 3 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. Many upgrades were completed in 2006, enhancing both efficiency and livability.

    Kelley Mccarthy Mahar McCarthy Real Estate

    760 W Mountain Rd, Shaftsbury, VT 05262
  • /2

    $275,000 Sold Jul 22, 2025

    0 Tunic Rd, Shaftsbury, VT 05262

    • Land
    • 138.31 Acres
    • $1,988 per Acre

    Last Sold Summary

    • 54 Days On Market

    Last Listing Agent Andy Reed Four Seasons Sotheby's Int'l Realty

    0 Tunic Rd, Shaftsbury, VT 05262
    • /20

      Est $339,125 Not Listed For Sale

      136 Grove Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1979
      136 Grove Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 10% Below List Price
      • $312/SF
      • 2 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

  • /2

    $65,000

    • Land
    • 17.3 Acres
    • $3,757 per Acre

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

    Ready to build 17 acer lot with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site, the trail on the lot make it a great opportunity for a horse paddock.

    Dan Mason Perrott Realty

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262
  • /29

    $350,000 Sold Apr 16, 2025

    202 Cedar Cir, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Above List Price
    • $185/SF
    • 3 Days On Market

    Current Estimated Value $360,003

    Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

    202 Cedar Cir, Shaftsbury, VT 05262
    • /27

      Est $262,659 Not Listed For Sale

      338 Twitchell Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1964
      338 Twitchell Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 12% Below List Price
      • $227/SF
      • 100 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Faith Rhodes Maple Leaf Realty

  • /12

    $244,995

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    240 Church St, Shaftsbury, VT 05262

    Ready for its next owner! This charming home offers a great opportunity for anyone looking to put their personal touch on a property with tons of potential. Sitting on an acre-sized lot, there’s plenty of room to expand. Inside, the home needs some TLC—but that’s where the value lies. With the right updates, you can truly bring your vision to life. The layout also provides potential for an in-law

    Derek Greene Derek Greene

    240 Church St, Shaftsbury, VT 05262
  • /49

    $245,000 Sold Sep 03, 2025

    130 Sycamore Ln, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Below List Price
    • $284/SF
    • 28 Days On Market

    Current Estimated Value $232,363

    Last Listing Agent Justine Curry Maple Leaf Realty

    130 Sycamore Ln, Shaftsbury, VT 05262
    • /39

      Est $408,556 Not Listed For Sale

      20 Eastview Dr, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 1,586 Sq Ft
      • Built 1986
      20 Eastview Dr, Shaftsbury, VT 05262

      Last Sold Summary

      • 15% Above List Price
      • $224/SF
      • 35 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Brandy Lesser

  • /58

    $349,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    27 Broken Pines Dr, Bennington, VT 05201

    Welcome to your peaceful country retreat just over the Bennington town line in Shaftsbury! This 3BR/2BA ranch offers effortless one-level living on a generous 3.5-acre lot surrounded by nature and abundant wildlife. The heart of the home features a modern eat-in kitchen with granite countertops, custom Kraftmaid cabinets installed in 2022 and durable vinyl plank flooring throughout, creating a

    Vicki Wilson Maple Leaf Realty

    27 Broken Pines Dr, Bennington, VT 05201
  • /17

    $89,000 Sold Jan 21, 2026

    0 State Line Rd, Shaftsbury, VT 05262

    • Land
    • 12 Acres
    • $7,417 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 22 Days On Market

    Last Listing Agent Lilli West Maple Leaf Realty

    0 State Line Rd, Shaftsbury, VT 05262
    • /36

      Est $494,040 Not Listed For Sale

      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 1.5 Baths
      • 2,116 Sq Ft
      • Built 1900
      1530 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • $234/SF
      • 8 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /2

    $73,500 Sold Apr 25, 2025

    0 Glastenbury Rd Unit 5017901, Shaftsbury, VT 05262

    • Land
    • 10.3 Acres
    • $7,136 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 200 Days On Market

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

    0 Glastenbury Rd Unit 5017901, Shaftsbury, VT 05262
    • /34

      Not Listed For Sale

      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1984
      1858 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • $427/SF
      • 49 Days On Market

      Last Sold Price $892,000

      Last Listing Agent Faith Rhodes Maple Leaf Realty

  • /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 $345,587

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

    43 Spur Rd, Bennington, VT 05201
    • /33

      Est $702,054 Not Listed For Sale

      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      • 2 Beds
      • 2.5 Baths
      • 2,145 Sq Ft
      • Built 1998
      2005 Trumbull Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 1% Above List Price
      • $324/SF
      • 4 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /41

    $750,000 Sold Jul 14, 2025

    482 Horton Hill Rd, Shaftsbury, VT 05262

    • 3 Beds
    • 3 Baths
    • 3,036 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Above List Price
    • $247/SF
    • 55 Days On Market

    Current Estimated Value $745,304

    Last Listing Agent Katherine Zilkha Four Seasons Sotheby's Int'l Realty

    482 Horton Hill Rd, Shaftsbury, VT 05262
    • /40

      Est $547,226 Not Listed For Sale

      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 2000
      84 Marshall Dr Unit PVT, Shaftsbury, VT 05262

      Last Sold Summary

      • 6% Above List Price
      • $209/SF
      • 47 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /59

    $210,000 Sold Nov 03, 2025

    890 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 1.5 Baths
    • 1,815 Sq Ft
    • Built 1900

    Last Sold Summary

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

    Current Estimated Value $208,920

    Last Listing Agent Floyd Amidon Maple Leaf Realty

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

      Est $879,946 Not Listed For Sale

      1279 W Mountain Rd, Shaftsbury, VT 05262

      • 5 Beds
      • 5 Baths
      • 3,096 Sq Ft
      • Built 1977
      1279 W Mountain Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3% Above List Price
      • $276/SF
      • 104 Days On Market

      Last Sold Price $853,000

      Last Listing Agent Flex Realty Group Flex Realty

  • /2

    $180,000 Sold Dec 15, 2025

    TBD Myers Rd, Shaftsbury, VT 05262

    • Land
    • 47 Acres
    • $3,830 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 210 Days On Market

    Last Listing Agent Carol O`Connor Four Seasons Sotheby's Int'l Realty

    TBD Myers Rd, Shaftsbury, VT 05262
    • /40

      Est $549,572 Not Listed For Sale

      349 Blueberry Hill Rd, Shaftsbury, VT 05262

      • 4 Beds
      • 2 Baths
      • 2,396 Sq Ft
      • Built 1971
      349 Blueberry Hill Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 3% Above List Price
      • $223/SF
      • 42 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /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 $230,735

    Last Listing Agent Erika Floriani Hoffman Real Estate

    50 Ledgely Dr, Shaftsbury, VT 05262
    • /40

      Est $562,344 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

      • 4% Above List Price
      • $196/SF
      • 88 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /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 $547,263

    Last Listing Agent Lori Hurley Four Corner Properties LLC

    196 Glastenview Dr, Shaftsbury, VT 05262
    • /40

      Est $252,539 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

      • 10% Above List Price
      • $229/SF
      • 18 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /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 $401,147

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

    97 Buck Hill Rd, Shaftsbury, VT 05262
    • /39

      Est $776,784 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

      • 11% Above List Price
      • $162/SF
      • 666 Days On Market

      Last Sold Price $700,000

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

Showing Results 41 - 80, Page 2 of 18

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