Woodstock, VT

Woodstock VT Homes for Sale

23Results

View current real estate listings for homes in Woodstock, Vermont below. You’ll find a variety of homes including farmhouses, private country estates, classic Capes, newly renovated houses, and well maintained properties. Residents enjoy a high quality of life and plenty of beautiful Vermont countryside in the heart of the Green Mountains.

Price High to Low
355 Greene Road Woodstock VT 05071

$14,900,000

Woodstock, VT

355 Greene Road

  • 7 Beds
  • 10 Baths
  • 183.7 Acres
  • 12,520 SqFt
  • 230 Days on Market
MLS#: 5066210

$6,750,000

Woodstock, VT

412 Skyland Lane

  • 4 Beds
  • 5 Baths
  • 63.88 Acres
  • 5,087 SqFt
  • 365 Days on Market
MLS#: 5044620
New Listing

$6,673,000

Woodstock, VT

2358 Long Hill Road

  • 5 Beds
  • 4 Baths
  • 465 Acres
  • 4,165 SqFt
  • 20 Days on Market
MLS#: 5089158

$3,300,000

Woodstock, VT

249 Sawyer Road

  • 3 Beds
  • 5 Baths
  • 2.37 Acres
  • 3,682 SqFt
  • 171 Days on Market
MLS#: 5072035
New Listing

$3,100,000

Woodstock, VT

66 Hollow Farm Road

  • 5 Beds
  • 6 Baths
  • 105.1 Acres
  • 4,843 SqFt
  • 8 Days on Market
MLS#: 5091062

$2,950,000

Woodstock, VT

61 Academy Circle

  • 6 Beds
  • 6 Baths
  • 2 Acres
  • 5,433 SqFt
  • 706 Days on Market
MLS#: 5002873

$2,599,000

Woodstock, VT

41 Pleasant Street

  • 9 Beds
  • 11 Baths
  • 0.46 Acres
  • 5,993 SqFt
  • 256 Days on Market
MLS#: 5062350
New Listing

$2,500,000

Woodstock, VT

114 Oak Ridge Way

  • 4 Beds
  • 4 Baths
  • 17.65 Acres
  • 5,127 SqFt
  • 29 Days on Market
MLS#: 5087228

$1,895,000

Woodstock, VT

2394 Fletcher Hill Road

  • 2 Beds
  • 3 Baths
  • 14.9 Acres
  • 2,944 SqFt
  • 44 Days on Market
MLS#: 5084536
New Listing

$1,495,000

Woodstock, VT

1522 Barnard Road

  • 5 Beds
  • 4 Baths
  • 6.2 Acres
  • 3,648 SqFt
  • 17 Days on Market
MLS#: 5089552
Active Under Contract

$1,495,000

Woodstock, VT

3090 South Road

  • 3 Beds
  • 3 Baths
  • 5 Acres
  • 2,650 SqFt
  • 17 Days on Market
MLS#: 5089519

$985,000

Woodstock, VT

1782 Randall Road

  • 4 Beds
  • 3 Baths
  • 5.01 Acres
  • 2,785 SqFt
  • 318 Days on Market
MLS#: 5052613

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If you have any questions or would like to schedule a private showing, give us a call at 802.457.2244. Our team at Bassette Real Estate Group is ready to help you find your dream home!

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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. Data last updated June 4, 2026 11:56 AM EDT