Woodstock, VT

Houses For Sale Woodstock VT

28Results

Woodstock, VT has a wide variety of houses for sale perfect for any budget. Whether you’re searching for a cozy cottage or a sprawling estate, there are plenty of options in the area. From historic homes with architectural appeal to contemporary dwellings with modern amenities, Woodstock has it all! Buyers looking to purchase real estate in Woodstock can take advantage of great deals on houses while also enjoying the beauty and charm of this wonderful town. With so many excellent choices available, you’ll have no trouble finding your dream home in Woodstock!

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
  • 254 Days on Market
MLS#: 5066210

$6,750,000

Woodstock, VT

412 Skyland Lane

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

$6,673,000

Woodstock, VT

2358 Long Hill Road

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

$3,300,000

Woodstock, VT

249 Sawyer Road

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

$3,100,000

Woodstock, VT

66 Hollow Farm Road

  • 5 Beds
  • 4 Baths
  • 105.1 Acres
  • 4,843 SqFt
  • 32 Days on Market
MLS#: 5091062
Active Under Contract

$2,999,000

Woodstock, VT

18 The Green

  • 6 Beds
  • 8 Baths
  • 0.36 Acres
  • 5,142 SqFt
  • 6 Days on Market
MLS#: 5096089

$2,950,000

Woodstock, VT

61 Academy Circle

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

$2,950,000

Woodstock, VT

5798 South Road

  • 8 Beds
  • 8 Baths
  • 32 Acres
  • 6,200 SqFt
  • 15 Days on Market
MLS#: 5094600

$2,599,000

Woodstock, VT

41 Pleasant Street

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

$2,500,000

Woodstock, VT

114 Oak Ridge Way

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

$2,225,000

Woodstock, VT

473 Kendall Road

  • 4 Beds
  • 3 Baths
  • 15.94 Acres
  • 3,867 SqFt
  • 10 Days on Market
MLS#: 5095556

$1,895,000

Woodstock, VT

2394 Fletcher Hill Road

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

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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 28, 2026 7:22 PM EDT