Vermont

Upper Valley VT Homes for Sale with 5+ Acres

398Results

Explore homes for sale with 5 or more acres in the Upper Valley of Vermont, where larger properties offer room for outdoor living, recreation, gardening, or agricultural use. From historic farmhouses and custom-built homes to contemporary retreats with expansive acreage, you'll find a wide range of opportunities throughout the region. Browse the latest listings to discover properties that provide additional space while remaining convenient to local towns, recreation, and everyday amenities.

Newest
New Listing
271 Wilderness Drive Lowell VT 05847

$535,000

Lowell, VT

271 Wilderness Drive

  • 1 Bed
  • 1 Bath
  • 25.25 Acres
  • 752 SqFt
  • 1 Day on Market
Listed by Leland Ryea of Rockstar Real Estate Collective
MLS#: 5096515
New Listing

$349,000

Norwich, VT

Tiger Town Road

  • Land
  • 47 Acres
  • 1 Day on Market
Listed by Peter Roberts of Roger J. Roberts Real Estate
MLS#: 5096506
New Listing

$649,500

Calais, VT

2307 Bliss Road

  • 3 Beds
  • 2 Baths
  • 5.4 Acres
  • 1,686 SqFt
  • 1 Day on Market
Listed by Lucy Ferrada of Heney Realtors - Element Real Estate (Montpelier)
MLS#: 5096495
New Listing

$1,100,000

Grafton, VT

35 Theron Fisher Road

  • 5 Beds
  • 5 Baths
  • 5.5 Acres
  • 3,100 SqFt
  • 1 Day on Market
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty
MLS#: 5096455
New Listing

$219,000

Tunbridge, VT

8 Mary White Road

  • 2 Beds
  • 1 Bath
  • 10 Acres
  • 878 SqFt
  • 1 Day on Market
Listed by Eric Kenyon of Rural Vermont Real Estate
MLS#: 5096452
New Listing

$479,500

Calais, VT

1723 Lightening Ridge Road

  • 3 Beds
  • 2 Baths
  • 16 Acres
  • 1,764 SqFt
  • 1 Day on Market
Listed by Martha Lange of BHHS Vermont Realty Group/Montpelier
MLS#: 5096345
New Listing

$299,000

Plymouth, VT

1376 Kingdom Road

  • Land
  • 45 Acres
  • 1 Day on Market
Listed by Tyleen Murray of Kelley Real Estate,Inc.
MLS#: 5096322
New Listing

$449,000

Waterbury, VT

157 Bear Creek Lane

  • Land
  • 10.2 Acres
  • 2 Days on Market
Listed by Susi Benoit of Tamarack Real Estate LLC
MLS#: 5096261
New Listing

$979,000

Dover, VT

60 Whites Hill Road

  • 3 Beds
  • 2 Baths
  • 10 Acres
  • 1,831 SqFt
  • 2 Days on Market
Listed by Monica Sumner of BHG Masiello Brattleboro
MLS#: 5096245
Open House

$1,200,000

Weathersfield, VT

328 Gravelin Road

NEXT OPEN HOUSE:

Sat 6/27 1:00 PM to 4:00 PM

  • 4 Beds
  • 5 Baths
  • 64.64 Acres
  • 4,636 SqFt
  • 2 Days on Market
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty
MLS#: 5096180
Open House

$1,600,000

Weathersfield, VT

328 Gravelin Road

NEXT OPEN HOUSE:

Sat 6/27 1:00 PM to 4:00 PM

  • 4 Beds
  • 5 Baths
  • 271.24 Acres
  • 4,636 SqFt
  • 2 Days on Market
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty
MLS#: 5096178
New Listing

$275,000

Randolph, VT

6160 Vt Route 66 Road

  • 1 Bed
  • 1 Bath
  • 10.4 Acres
  • 541 SqFt
  • 2 Days on Market
Listed by Tammy Thomas of Beeman Real Estate,LLC
MLS#: 5096148

Contact Hall Collins Real Estate Group for more information or to schedule a private showing of available 5+ acre properties in 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 June 25, 2026 9:09 AM EDT