1,800

Shaftsbury, VT Homes

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  • /27

    $290,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    196 Granger Hollow Rd, North Bennington, VT 05257

    Currently being used as a primary home a vacant 2nd home, this property could be either a single family residence with/without an in-law house or as 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

    Steve Schoppmeyer BHG Masiello Brattleboro

    196 Granger Hollow Rd, North Bennington, VT 05257
  • /44

    $365,000

    Sold Feb 19, 2026

    2842 Vt Route 7a, Shaftsbury, VT 05262

    • 3 Beds
    • 2 Baths
    • 2,661 Sq Ft
    • Built 1969

    Last Sold Summary

    • 8% Below List Price
    • $137/SF
    • 79 Days On Market

    Current Estimated Value $366,437

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    2842 Vt Route 7a, Shaftsbury, VT 05262
    • /24

      Est $300,380

      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

      • 239 Days On Market

  • /10

    $125,000

    • Land
    • 5.77 Acres
    • $21,664 per Acre

    0 East Rd, Shaftsbury, VT 05262

    Set along scenic East Road in Shaftsbury, this 5.77-acre wooded parcel offers a beautiful opportunity to create a private Vermont homesite in one of the area’s most appealing rural settings. The land is currently wooded, allowing the next owner to decide how much to clear for a driveway, yard, gardens, or building site, with potential for a mountain view to the north with selective clearing.

    Jenifer Prouty Hoffman Hoffman Real Estate

    0 East Rd, Shaftsbury, VT 05262
  • /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 $423,989

    Last Listing Agent Margretta Fischer Wohler Realty Group

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

      Est $257,352

      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

      • 22 Days On Market

  • /54

    $495,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,312 Sq Ft

    498 Townline Rd, Bennington, VT 05201

    If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill with no neighbors in sight. You will enjoy this peaceful spot, yet you are just 5 miles to downtown Bennington. 52+ acres that include open land perfect for kids, animals, gardens, sledding, or all of the above. The blueberry bushes are big producers. This home was built by the

    Betty McEnaney Diamond Realty

    498 Townline Rd, Bennington, VT 05201
  • /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 $642,648

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

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

      Est $373,116

      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

      • 141 Days On Market

  • /46

    $1,550,000

    • 5 Beds
    • 5 Baths
    • 6,129 Sq Ft

    1035 Holy Smoke Rd, Shaftsbury, VT 05262

    Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door.The heart of

    Lori Hurley Four Corner Properties LLC

    1035 Holy Smoke Rd, 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 $557,962

    Last Listing Agent Faith Rhodes Maple Leaf Real Estate

    272 Oak Hill Rd, Shaftsbury, VT 05262
    • /20

      Est $362,266

      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

      • 2 Days On Market

  • /36

    $359,000

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,938 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 Real Estate

    100 McCarthy Acres, North Bennington, VT 05257
  • /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
    • /27

      Est $248,165

      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

      • 100 Days On Market

  • /12

    $825,000

    $40K PRICE DROP
    • 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
  • /42

    $529,000

    Sold Apr 15, 2026

    941 Myers Rd, Shaftsbury, VT 05262

    • 4 Beds
    • 2.5 Baths
    • 1,882 Sq Ft
    • Built 1900

    Last Sold Summary

    • $281/SF
    • 2 Days On Market

    Current Estimated Value $521,065

    Last Listing Agent Abi Gregorio

    941 Myers Rd, Shaftsbury, VT 05262
    • /39

      Est $430,671

      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

      • 35 Days On Market

  • /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
  • /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 $243,602

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    130 Sycamore Ln, Shaftsbury, VT 05262
    • /36

      Est $514,638

      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

      • 8 Days On Market

  • /60

    $1,495,000

    $300K PRICE DROP
    • 17 Beds
    • 20 Baths
    • 14,861 Sq Ft

    3888 Vermont Route 7a, Shaftsbury, VT 05262

    The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant

    Vicki Wilson Maple Leaf Real Estate

    3888 Vermont Route 7a, Shaftsbury, VT 05262
  • /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 Real Estate

    0 State Line Rd, 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

      • 49 Days On Market

  • /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 and the trails 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
  • /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 $341,284

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

    43 Spur Rd, Bennington, VT 05201
    • /33

      Est $706,250

      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

      • 4 Days On Market

  • /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
  • /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 $717,676

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

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

      Est $558,524

      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

      • 47 Days On Market

  • /60

    $397,000

    $8K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,729 Sq Ft

    1260 Cider Mill Rd, Shaftsbury, VT 05262

    Tucked away on a peaceful country road in Shaftsbury, this 2-bedroom, 2-bath contemporary ranch offers the perfect balance of privacy and convenience—just 10 minutes to Bennington. Set on 1.5 acres, the home features easy one-level living with an open, light-filled layout. The heart of the home is the bright, sunny kitchen with ample workspace and modern finishes. The spacious primary suite

    Vicki Wilson Maple Leaf Real Estate

    1260 Cider Mill Rd, Shaftsbury, VT 05262
  • /48

    $223,000

    Sold May 28, 2026

    47 Sycamore Ln, Shaftsbury, VT 05262

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 2 Days On Market

    Current Estimated Value $224,470

    Last Listing Agent Justine Curry Maple Leaf Real Estate

    47 Sycamore Ln, Shaftsbury, VT 05262
    • /40

      Est $826,385

      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

      • 104 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
  • /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 $216,349

    Last Listing Agent Floyd Amidon Maple Leaf Real Estate

    890 Vt Route 7a, Shaftsbury, VT 05262
    • /48

      Est $633,480

      Not Listed For Sale

      1516 W Mountain Rd, Shaftsbury, VT 05262

      • 3 Beds
      • 2.5 Baths
      • 1,738 Sq Ft
      • Built 1979
      1516 W Mountain Rd, Shaftsbury, VT 05262

      Last Sold Summary

      • 192 Days On Market

  • /55

    $1,450,000

    $45K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,864 Sq Ft

    557 Bennett Hill Rd, Shaftsbury, VT 05262

    Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient

    Kelley Mccarthy Mahar McCarthy Real Estate

    557 Bennett Hill Rd, Shaftsbury, VT 05262
  • /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 $602,204

      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

      • 42 Days On Market

  • /60

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    1111 Old Depot Rd, Shaftsbury, VT 05262

    Welcome to 1111 Old Depot Road in Shaftsbury, Vermont, where country living and natural beauty come together on approximately four scenic acres. This inviting four-bedroom, two-full-bath ranch-style home offers a rare opportunity to enjoy privacy, natural beauty, and convenient access to one of Southern Vermont's most beloved recreational destinations. Set on a spacious parcel with room to relax,

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    1111 Old Depot Rd, Shaftsbury, VT 05262

Showing Results 41 - 80, Page 2 of 18

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