Upper Valley Homes for Sale $2M to $5M

62Results

The Upper Valley region of Vermont and New Hampshire offers a selection of homes for sale between $2M and $5M, including luxury estates, historic residences, custom-built homes, and expansive country properties. Communities such as Woodstock, Quechee, Hanover, and Lyme provide access to skiing, golf, hiking, dining, and year-round recreation throughout the region. Properties in this price range may feature private acreage, guest houses, equestrian amenities, mountain views, and refined architectural details designed for comfort and functionality. From secluded rural retreats to elegant village-area properties, the Upper Valley offers distinctive high-end real estate opportunities across Vermont and New Hampshire.

Newest
New Listing
1109 East Warren Road Waitsfield VT 05672

$3,200,000

Waitsfield, VT

1109 East Warren Road

  • 7 Beds
  • 7 Baths
  • 38.15 Acres
  • 8,000 SqFt
  • 3 Days on Market
Listed by Bobby Roberts of Rusty Nail Real Estate
MLS#: 5097162
New Listing

$3,400,000

Sunapee, NH

258 Stagecoach Road

  • 5 Days on Market
Listed by Eben Viens of Berkley & Veller Greenwood Country
MLS#: 5096990
New Listing

$2,000,000

Burlington, VT

21 Hyde Street

  • 4 Baths
  • 0.39 Acres
  • 4,289 SqFt
  • 12 Days on Market
Listed by Mikail Stein of RE/MAX North Professionals
MLS#: 5095783
New Listing

$2,225,000

Woodstock, VT

473 Kendall Road

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

$2,250,000

Plymouth, VT

254 Town Line Road

  • 4 Beds
  • 4 Baths
  • 22.56 Acres
  • 5,079 SqFt
  • 13 Days on Market
Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties
MLS#: 5095474
New Listing

$2,495,000

Sunapee, NH

16 Heritage Drive

  • 4 Beds
  • 4 Baths
  • 5.5 Acres
  • 4,666 SqFt
  • 14 Days on Market
Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty
MLS#: 5095213
New Listing

$2,950,000

Woodstock, VT

5798 South Road

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

$2,100,000

Sutton, NH

125 Summit Road

  • 5 Beds
  • 4 Baths
  • 5.97 Acres
  • 5,212 SqFt
  • 19 Days on Market
Listed by Karen Timbrell of Coldwell Banker LIFESTYLES - Andover
MLS#: 5094351
New Listing

$2,950,000

Springfield, VT

10 Precision Drive

  • 1980 Year Built
  • 9.5 Acres
  • 63,073 SqFt
  • 23 Days on Market
Listed by Brian Whipple of Coldwell Banker Homes Unlimited
MLS#: 5093419
New Listing

$2,500,000

Hanover, NH

25 Wolfeboro Road

  • 4 Beds
  • 4 Baths
  • 40 Acres
  • 4,179 SqFt
  • 26 Days on Market
Listed by Heather Ashline of BHHS Verani Upper Valley
MLS#: 5093122
New Listing

$2,940,000

Fairlee, VT

198 Brackett Road

  • 3 Beds
  • 2 Baths
  • 213.9 Acres
  • 1,632 SqFt
  • 26 Days on Market
Listed by Laurie Kirkpatrick of Coldwell Banker LIFESTYLES - Hanover
MLS#: 5093109
New Listing

$2,895,000

Grafton, VT

2060 Townshend Road

  • 1800 Year Built
  • 317.09 Acres
  • 3,946 SqFt
  • 27 Days on Market
Listed by Erin McCormick of KW Vermont
MLS#: 5092854

Contact Hall Collins Real Estate Group to learn more about available luxury homes and estate properties throughout the Upper Valley.

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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 July 1, 2026 6:24 PM EDT