Woodstock, VT

Luxury Homes for Sale in Woodstock VT

20Results

Exploring luxury homes in Woodstock VT? Hall Collins Real Estate Group can arrange a private showing.

Luxury Homes in Woodstock VT

Woodstock is one of Vermont’s most storied towns, with luxury homes from historic village estates to country properties on acreage. This page gathers listings priced above $750K. Explore more nearby listings or browse Upper Valley luxury homes.

Newest
New Listing
13 High Street Woodstock VT 05091

$1,040,000

Woodstock, VT

13 High Street

  • 3 Beds
  • 2 Baths
  • 0.31 Acres
  • 1,782 SqFt
  • 6 Days on Market
Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty
MLS#: 5105489

$1,375,000

Woodstock, VT

16 Church Street

  • 4 Beds
  • 3 Baths
  • 0.52 Acres
  • 3,979 SqFt
  • 38 Days on Market
Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty
MLS#: 5100512

$5,875,000

Woodstock, VT

115 Eastman Road

  • 3 Beds
  • 4 Baths
  • 68.92 Acres
  • 5,384 SqFt
  • 42 Days on Market
Listed by T Story Jenks of LandVest,Inc/Woodstock
MLS#: 5099532

$799,999

Woodstock, VT

3036 West Woodstock Road

  • 3 Beds
  • 3 Baths
  • 2.9 Acres
  • 2,600 SqFt
  • 48 Days on Market
Listed by Jennifer Kirkman of KW Vermont Woodstock
MLS#: 5098474

$2,300,000

Woodstock, VT

915 Peterkin Hill Road

  • 5 Beds
  • 6 Baths
  • 9 Acres
  • 3,489 SqFt
  • 48 Days on Market
Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty
MLS#: 5098424

$774,000

Woodstock, VT

1326 Curtis Hollow Road

  • 3 Beds
  • 3 Baths
  • 30.18 Acres
  • 2,004 SqFt
  • 56 Days on Market
Listed by Mandolyn McIntyre Crow of Real Broker LLC
MLS#: 5097258

$1,695,000

Woodstock, VT

2706 East Woodstock Road

  • 4 Beds
  • 4 Baths
  • 0.56 Acres
  • 4,800 SqFt
  • 59 Days on Market
Listed by John Bassette of Bassette Real Estate Group
MLS#: 5096963

$2,225,000

Woodstock, VT

473 Kendall Road

  • 4 Beds
  • 3 Baths
  • 15.94 Acres
  • 3,867 SqFt
  • 67 Days on Market
Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty
MLS#: 5095556

$2,950,000

Woodstock, VT

5798 South Road

  • 8 Beds
  • 8 Baths
  • 32 Acres
  • 6,200 SqFt
  • 72 Days on Market
Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty
MLS#: 5094600

$895,000

Woodstock, VT

358 Cowdrey Path

  • 3 Beds
  • 3 Baths
  • 2 Acres
  • 2,638 SqFt
  • 73 Days on Market
Listed by John Snyder of Snyder Donegan Real Estate Group
MLS#: 5094379

$2,650,000

Woodstock, VT

66 Hollow Farm Road

  • 5 Beds
  • 4 Baths
  • 105.1 Acres
  • 4,843 SqFt
  • 89 Days on Market
Listed by David Donegan of Snyder Donegan Real Estate Group
MLS#: 5091062

$1,395,000

Woodstock, VT

1522 Barnard Road

  • 5 Beds
  • 4 Baths
  • 6.2 Acres
  • 3,648 SqFt
  • 98 Days on Market
Listed by Keri Cole of Williamson Group Sothebys Intl. Realty
MLS#: 5089552
What defines a luxury home in Woodstock VT?
This page uses a $750K and above price point, which in Woodstock VT typically includes custom homes, historic estates, and larger acreage properties.
How current are these listings?
This page refreshes from the MLS, so luxury homes appear as they come on the market and drop off once they close.
Broker Reciprocity 

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 August 23, 2026 8:52 PM EDT