Upper Valley Homes for Sale Below $500K

1,012Results

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The Upper Valley region of Vermont and New Hampshire offers a variety of homes for sale below $500K, including village residences, condominiums, country homes, and properties with acreage. Communities throughout the region provide access to outdoor recreation, local businesses, regional employers, and destinations such as Woodstock, Hanover, Lebanon, and Quechee. Properties in this price range may include historic New England homes, updated residences, and homes located near trails, rivers, and recreation areas. Whether you are searching for a full-time residence, seasonal property, or investment opportunity, the Upper Valley offers real estate options across a range of communities and property styles.

Newest
New Listing
1 School Street Lebanon NH 03766

$750/month

Lebanon, NH

1 School Street, Unit E

  • 0 Days on Market
Listed by Samuel Roberts of Beacon Realty Group,LLC
MLS#: 5097680
New Listing

$1,450/month

Lebanon, NH

31 Messenger Street, Unit B

  • 1 Bed
  • 1 Bath
  • 0 Days on Market
Listed by Mary Chamberlin of Vanessa Stone Real Estate
MLS#: 5097664
New Listing

$279,000

Barre Town, VT

3 Hillside Avenue

  • 1 Bath
  • 1.31 Acre
  • 1,561 SqFt
  • 0 Days on Market
Listed by Jason Lefebvre of RE/MAX North Professionals
MLS#: 5097636
New Listing

$249,500

Chester, VT

3668 Vt Route 103 North

  • 3 Baths
  • 2 Acres
  • 1,922 SqFt
  • 0 Days on Market
Listed by Dan Vigeant of Mary W. Davis Realtor & Assoc.,Inc.
MLS#: 5097621
New Listing

$249,500

Chester, VT

3668 Vt Route 103 North

  • 4 Beds
  • 3 Baths
  • 2 Acres
  • 1,922 SqFt
  • 0 Days on Market
Listed by Dan Vigeant of Mary W. Davis Realtor & Assoc.,Inc.
MLS#: 5097620
New Listing

$429,000

Royalton, VT

185 North Windsor Street

  • 3 Baths
  • 0.66 Acres
  • 1,856 SqFt
  • 0 Days on Market
Listed by Wendie Wright of Coldwell Banker LIFESTYLES - Hanover
MLS#: 5097606
New Listing

$230,000

Bennington, VT

104 Short Street

  • 3 Beds
  • 2 Baths
  • 0.17 Acres
  • 1,128 SqFt
  • 0 Days on Market
Listed by Lindsey Martin of Maple Leaf Real Estate
MLS#: 5097604
New Listing

$389,000

Barre Town, VT

244 Middle Road

  • 3 Beds
  • 2 Baths
  • 0.66 Acres
  • 1,344 SqFt
  • 0 Days on Market
Listed by Jayden Karr of Flex Realty
MLS#: 5097597
New Listing

$425,000

Royalton, VT

140 Haven Cemetery Road

  • 2 Beds
  • 1 Bath
  • 12.99 Acres
  • 1,710 SqFt
  • 0 Days on Market
Listed by Susan Cole of Susan Cole Realty Group,LLC
MLS#: 5097595
New Listing

$169,365

Lowell, VT

TBD Route 100

  • Land
  • 24.19 Acres
  • 0 Days on Market
Listed by Jenna Flynn of Jim Campbell Real Estate
MLS#: 5097593
New Listing

$399,900

Tunbridge, VT

169 Whitney Hill Road

  • 3 Beds
  • 1 Bath
  • 7.6 Acres
  • 1,200 SqFt
  • 0 Days on Market
Listed by Franchesca Collins of Hall Collins Real Estate Group
MLS#: 5097575
New Listing

$1,800/month

Claremont, NH

60 High Street

  • 2 Beds
  • 1 Bath
  • 0 Days on Market
Listed by Ross Doody of Century 21 Highview Realty
MLS#: 5097571

Contact Hall Collins Real Estate Group to learn more about available homes and 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