Barnard, VT
Bridgewater, VT
Cavendish, VT
Hartland, VT
Pomfret, VT
Reading, VT
Weathersfield, VT
West Windsor, VT
Woodstock, VT

Luxury Homes for Sale between $1 and $2 Million - Greater Woodstock VT

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Below you will find luxury real estate for sale in the Greater Woodstock area of Vermont that is currently listed between $1,000,000 and $2,000,000. The Greater Woodstock area of Vermont includes the towns of Bardard, Bridgewater, Cavendish, Hartland, Pomfret, Reading, Weathersfield, West Windsor, and Woodstock — where you will find many of Vermont's finest properties and estates.  The area hosts privately situated VT second homes with long-range mountain views, pastoral settings overlooking ponds and gardens, and "gentlemans" horse farms. Select a listing to view more information about a property. Create an account to save your favorite luxury properties and receive email notifications when similar listings become available. 

Newest
New Listing
1442 North Road Barnard VT 05031

$1,150,000

Barnard, VT

1442 North Road

  • 3 Beds
  • 3 Baths
  • 16 Acres
  • 3,826 SqFt
  • 2 Days on Market
MLS#: 5091874
New Listing

$1,495,000

Woodstock, VT

1522 Barnard Road

  • 5 Beds
  • 4 Baths
  • 6.2 Acres
  • 3,648 SqFt
  • 14 Days on Market
MLS#: 5089552
New Listing

$1,495,000

Woodstock, VT

3090 South Road

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

$1,300,000

Cavendish, VT

366 Knapp Pond Road

  • 4 Beds
  • 2 Baths
  • 172.26 Acres
  • 1,908 SqFt
  • 33 Days on Market
MLS#: 5086028

$1,325,000

West Windsor, VT

325 Cemetery Road

  • 4 Beds
  • 2 Baths
  • 26.72 Acres
  • 2,554 SqFt
  • 33 Days on Market
MLS#: 5085969

$1,895,000

Woodstock, VT

2394 Fletcher Hill Road

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

$1,200,000

Barnard, VT

348 Fort Defiance Hill

  • 3 Beds
  • 3 Baths
  • 14.36 Acres
  • 2,771 SqFt
  • 64 Days on Market
MLS#: 5081189

$1,790,000

Barnard, VT

196 Cowdrey Outlook

  • 3 Beds
  • 1 Bath
  • 108 Acres
  • 1,708 SqFt
  • 104 Days on Market
MLS#: 5076865

$1,299,000

Bridgewater, VT

7030 U.s. Route 4

  • 8 Beds
  • 5 Baths
  • 6 Acres
  • 3,814 SqFt
  • 138 Days on Market
MLS#: 5073985
Active Under Contract

$1,075,000

Cavendish, VT

145 Russell Road

  • 4 Beds
  • 3 Baths
  • 12.9 Acres
  • 2,892 SqFt
  • 144 Days on Market
MLS#: 5073427
Active Under Contract

$1,499,000

Cavendish, VT

652 Tierney Road

  • 4 Beds
  • 4 Baths
  • 39.15 Acres
  • 3,560 SqFt
  • 301 Days on Market
MLS#: 5054888

$1,500,000

Cavendish, VT

1589 Main Street

  • 10 Beds
  • 12 Baths
  • 2.4 Acres
  • 7,153 SqFt
  • 340 Days on Market
MLS#: 5048760

Contact Snyder Donegan Real Estate Group or call 802-457-2600 to schedule a showing or if you have any questions about purchasing luxury homes in the Greater Woodstock area of Vermont. Learn more about Woodstock VT and Woodstock Village here!

Greater Woodstock VT Area Homes for Sale $1M-$2M

Explore exceptional homes for sale in the Greater Woodstock, VT area, priced between $1 million and $2 million. These upscale properties offer a harmonious blend of luxurious features and charming New England aesthetics, perfect for those seeking refined living. Enjoy the beauty and tranquility of Woodstock, along with easy access to top-notch local amenities and outdoor recreation.

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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 1, 2026 1:10 PM EDT