Chester, VT

MLS - Better Homes and Gardens Real Estate - The Masiello Group

32Results

View all of the current listings for sale below. Contact Better Homes & Gardens Real Estate The Masiello Group to learn more about a property or to schedule a showing. Tip! Create an account to save your favorite listings and be notified when similar properties hit the market. 

Newest
1175 Quarry Road Chester VT 05143

$270,000

Chester, VT

1175 Quarry Road

  • Land
  • 75 Acres
  • 401 Days on Market
MLS#: 5058824
New Listing

$649,000

Chester, VT

23 School Street

  • 0.5 Acres
  • 13,788 SqFt
  • 9 Days on Market
MLS#: 5111465
New Listing

$249,900

Chester, VT

3537 Popple Dungeon Road

    MLS#: 5110600

    $599,000

    Chester, VT

    548 Crow Hill Road

    • 4 Beds
    • 2 Baths
    • 12.86 Acres
    • 1,908 SqFt
    • 40 Days on Market
    MLS#: 5106579

    $330,000

    Chester, VT

    302 Davidson Hill Road

    • 2 Beds
    • 1 Bath
    • 11 Acres
    • 900 SqFt
    • 67 Days on Market
    MLS#: 5102316

    $225,000

    Chester, VT

    3781 Flamstead Road

    • Land
    • 10.02 Acres
    • 68 Days on Market
    MLS#: 5102143

    $225,000

    Chester, VT

    3781 Flamstead Road

      MLS#: 5102142

      $100,000

      Chester, VT

      427 Depot Street

      • Land
      • 0.55 Acres
      • 76 Days on Market
      MLS#: 5100755

      $229,000

      Chester, VT

      00 Quarry Road

      • Land
      • 27.8 Acres
      • 90 Days on Market
      MLS#: 5098347

      $649,000

      Chester, VT

      168 Chandler Road

      • 3 Beds
      • 2 Baths
      • 1 Acre
      • 2,204 SqFt
      • 95 Days on Market
      MLS#: 5097737

      $249,500

      Chester, VT

      3668 Vt Route 103 North

      • 3 Baths
      • 2.9 Acres
      • 1,922 SqFt
      • 95 Days on Market
      MLS#: 5097621

      $229,500

      Chester, VT

      3668 Vt Route 103 North

      • 4 Beds
      • 3 Baths
      • 2.9 Acres
      • 1,922 SqFt
      • 95 Days on Market
      MLS#: 5097620
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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 October 4, 2026 1:37 AM EDT