Chester, VT

Homes for Sale with Virtual Tours in Chester VT

8Results

Browse all homes for sale in Chester, Vermont with virtual tours. Questions? Contact Vermont Properties online or give us a call at 802-228-8877 to start your search for homes in Okemo Valley. Create an account to save your favorite listings and receive email notifications when similar listings become available.

Newest
New Listing
81 Main Street Chester VT 05143

$475,000

Chester, VT

81 Main Street

  • 5 Beds
  • 4 Baths
  • 0.44 Acres
  • 3,865 SqFt
  • 12 Days on Market
MLS#: 5095551
New Listing

$489,000

Chester, VT

3208 Green Mountain Turnpike

  • 3 Beds
  • 2 Baths
  • 0.33 Acres
  • 1,626 SqFt
  • 12 Days on Market
MLS#: 5095486
New Listing

$75,000

Chester, VT

1144 Potash Brook Road

  • 2 Beds
  • 1 Bath
  • 0.6 Acres
  • 620 SqFt
  • 23 Days on Market
MLS#: 5093286

$1,200,000

Chester, VT

76 Goldthwaite Road

  • 4 Beds
  • 3 Baths
  • 7.8 Acres
  • 3,308 SqFt
  • 50 Days on Market
MLS#: 5088175

$1,490,000

Chester, VT

1302 Popple Dungeon Road

  • 5 Beds
  • 5 Baths
  • 18 Acres
  • 5,400 SqFt
  • 53 Days on Market
MLS#: 5087874

$479,000

Chester, VT

64 Maple Street

  • 3 Beds
  • 3 Baths
  • 2 Acres
  • 2,676 SqFt
  • 55 Days on Market
MLS#: 5087175

$349,000

Chester, VT

1397 Popple Dungeon Road

  • 3 Beds
  • 2 Baths
  • 3.3 Acres
  • 1,788 SqFt
  • 167 Days on Market
MLS#: 5073930

$289,000

Chester, VT

106 Contro Road

  • 2 Beds
  • 3 Baths
  • 9 Acres
  • 1,475 SqFt
  • 224 Days on Market
MLS#: 5069928

Chester VT Homes for Sale with Virtual Tours

Virtual tours of Chester homes make it simple to explore the character and detail of these properties from anywhere. This feature offers a closer look at village residences, farmhouses, and country homes before scheduling a visit.

Browse Chester VT Real Estate By Type:
All Real Estate | Homes | Condos | Land | Luxury Homes | Luxury Condos | Open Houses | Recently Listed | Recently Sold

Broker Reciprocity 

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 29, 2026 11:52 PM EDT