Vermont

Upper Valley VT Homes for Sale Under $500K

859Results

Select additional criteria above to save any search with under 500 listings and be notified when new properties become available.

Explore homes for sale under $500K in Vermont’s Upper Valley, including properties in Hartford, Woodstock, Newbury, and other communities throughout the region. Browse current listings to compare available homes, land, acreage, and property features within your preferred price range. Refine your search by bedrooms, bathrooms, lot size, square footage, and other criteria to find Upper Valley real estate that fits your needs. Contact Hall Collins Real Estate Group for local guidance and assistance with properties that interest you. Create an account to save your favorite listings and receive updates when new Upper Valley properties become available.

Newest
New Listing
278 Coreys Drive Moretown VT 05660

$499,000

Moretown, VT

278 Coreys Drive

  • 3 Beds
  • 1 Bath
  • 4.88 Acres
  • 1,542 SqFt
  • 1 Day on Market
Listed by Franchesca Collins of Hall Collins Real Estate Group
MLS#: 5106332
New Listing

$395,000

Mount Holly, VT

2679 Healdville Road

  • 4 Beds
  • 2 Baths
  • 3 Acres
  • 1,854 SqFt
  • 1 Day on Market
Listed by Frank Provance of Diamond Realty
MLS#: 5106331
New Listing

$165,000

Waitsfield, VT

43 Vt Route 17

  • Land
  • 0.25 Acres
  • 2 Days on Market
Listed by Eliza Graves of Vermont Real Estate Company
MLS#: 5106271
New Listing

$215,000

Dover, VT

301 Route 100, Unit 6

  • 2 Beds
  • 1 Bath
  • 964 SqFt
  • 2 Days on Market
Listed by Monique White of Deerfield Valley Real Estate
MLS#: 5106265
New Listing

$345,000

Bennington, VT

1141 Burgess Road

  • 3 Beds
  • 2 Baths
  • 0.32 Acres
  • 1,750 SqFt
  • 2 Days on Market
Listed by Kate Barry of EXP Realty
MLS#: 5106263
New Listing

$399,000

Royalton, VT

190 Pleasant Street

  • 4 Beds
  • 2 Baths
  • 0.97 Acres
  • 2,676 SqFt
  • 2 Days on Market
Listed by Heather Armata of Cornerstone Real Estate Company
MLS#: 5106249
New Listing

$268,000

Fairlee, VT

241 Batchelder Road

  • 2 Beds
  • 2 Baths
  • 0.49 Acres
  • 1,321 SqFt
  • 2 Days on Market
Listed by Carol Slocum of Keller Williams Realty Metro-Keene
MLS#: 5106234
New Listing

$415,000

Cavendish, VT

112 Johnson Road

  • 3 Beds
  • 2 Baths
  • 0.99 Acres
  • 1,864 SqFt
  • 2 Days on Market
Listed by Christina Dryden of Berkshire Hathaway HomeServices Stratton Home
MLS#: 5106223
New Listing

$349,000

Barton, VT

1230 Roaring Brook Road

  • 3 Beds
  • 1 Bath
  • 12.66 Acres
  • 1,260 SqFt
  • 2 Days on Market
Listed by Michelle McManus of Big Bear Real Estate
MLS#: 5106221
New Listing

$382,000

Calais, VT

1107 Apple Hill Road

  • 2 Beds
  • 1 Bath
  • 5.7 Acres
  • 776 SqFt
  • 3 Days on Market
Listed by Timothy Heney of Heney Realtors - Element Real Estate (Montpelier)
MLS#: 5106196
Open House

$485,000

Rockingham, VT

46 Pearce Circle

NEXT OPEN HOUSE:

Sun 8/23 11:00 AM to 1:00 PM

  • 3 Beds
  • 3 Baths
  • 8.76 Acres
  • 2,392 SqFt
  • 3 Days on Market
Listed by Kate Barry of EXP Realty
MLS#: 5106195
New Listing

$289,900

Chester, VT

3713 Trebo Road

  • 3 Beds
  • 3 Baths
  • 2.6 Acres
  • 1,508 SqFt
  • 3 Days on Market
Listed by Thaddeus Abare of Barrett and Valley Associates Inc.
MLS#: 5106191
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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 August 23, 2026 8:52 PM EDT