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    42 Properties

    42 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 447 Elm ST, Chester, VT 05143
      1/25 25
      New

      $ 289,000

      3 Beds2 Baths1,488 SqFt

      447 Elm ST, Chester, VT 05143

      Single Family Home

      Listed by Jim Bialowski of BHG Masiello Keene

      PrimeMLS
    • 302 Davidson Hill RD, Chester, VT 05143
      1/40 40
      Price Dropped by $5K

      $ 354,000

      2 Beds1 Bath900 SqFt

      302 Davidson Hill RD, Chester, VT 05143

      Single Family Home

      Listed by Tyler Buswell of Vermont Real Estate Company

      PrimeMLS
    • 1470 Popple Dungeon RD, Chester, VT 05143
      1/58 58
      Price Dropped by $25K

      $ 900,000

      5 Beds3 Baths2,800 SqFt

      1470 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Joseph Karl of William Raveis Real Estate Vermont Properties Off: 802-228-8877

      PrimeMLS
    • 223 Coach RD, Chester, VT 05143
      1/44 44
      Price Dropped by $60K

      $ 789,000

      5 Beds3 Baths4,388 SqFt

      223 Coach RD, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 955 Smokeshire RD, Chester, VT 05143
      1/59 59
      Under Contract

      $ 750,000

      3 Beds2 Baths1,695 SqFt

      955 Smokeshire RD, Chester, VT 05143

      Single Family Home

      Listed by Katherine K Burns of William Raveis Real Estate Vermont Properties Off: 802-228-8877

      PrimeMLS
    • 168 Chandler RD, Chester, VT 05143
      1/60 60
      Active

      $ 649,000

      3 Beds2 Baths2,204 SqFt

      168 Chandler RD, Chester, VT 05143

      Single Family Home

      Listed by Diane Rousseau of Four Seasons Sotheby's Int'l Realty Diane.Rousseau@FourSeasonsSIR.com

      PrimeMLS
    • 3668 VT Route 103 North, Chester, VT 05143
      1/38 38
      Active

      $ 249,500

      4 Beds3 Baths1,922 SqFt

      3668 VT Route 103 North, Chester, VT 05143

      Single Family Home

      Listed by Dan Vigeant of Mary W. Davis Realtor & Assoc., Inc. Off: 802-228-8811

      PrimeMLS
    • 3208 Green Mountain TPKE, Chester, VT 05143
      1/34 34
      Price Dropped by $10K

      $ 479,000

      3 Beds2 Baths1,626 SqFt

      3208 Green Mountain TPKE, Chester, VT 05143

      Single Family Home

      Listed by Geralyn Donohue of Four Seasons Sotheby's Int'l Realty geralyn.donohue@fourseasonssir.com

      PrimeMLS
    • 81 Main ST, Chester, VT 05143
      3D
      Price Dropped by $10K

      $ 450,000

      5 Beds4 Baths3,865 SqFt

      81 Main ST, Chester, VT 05143

      Single Family Home

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 3078 VT Route 10, Chester, VT 05143
      1/60 60
      Under Contract

      $ 495,000

      3 Beds2 Baths1,800 SqFt

      3078 VT Route 10, Chester, VT 05143

      Single Family Home

      Listed by Tyleen Murray of Kelley Real Estate, Inc.

      PrimeMLS
    • 1144 Potash Brook RD, Chester, VT 05143
      1/17 17
      Active

      $ 75,000

      2 Beds1 Bath620 SqFt

      1144 Potash Brook RD, Chester, VT 05143

      Single Family Home

      Listed by Julie Buffum of Buffum Realty

      PrimeMLS
    • 735 Main ST, Chester, VT 05143
      1/11 11
      Active

      $ 3,000

      4 Beds3 Baths2,200 SqFt

      735 Main ST, Chester, VT 05143

      Single Family Home

      Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

      PrimeMLS
    • 76 Goldthwaite RD, Chester, VT 05143
      1/39 39
      Active

      $ 1,200,000

      4 Beds3 Baths3,308 SqFt

      76 Goldthwaite RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 1302 Popple Dungeon RD, Chester, VT 05143
      1/53 53
      Price Dropped by $200K

      $ 1,490,000

      5 Beds5 Baths5,400 SqFt

      1302 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 64 Maple ST, Chester, VT 05143
      3D
      Under Contract

      $ 469,000

      3 Beds3 Baths2,676 SqFt

      64 Maple ST, Chester, VT 05143

      Single Family Home

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 663 Depot ST, Chester, VT 05143
      1/51 51
      Under Contract

      $ 390,000

      3 Beds2 Baths1,304 SqFt

      663 Depot ST, Chester, VT 05143

      Single Family Home

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 3341 Trebo RD, Chester, VT 05143
      1/47 47
      Under Contract

      $ 549,000

      4 Beds3 Baths2,464 SqFt

      3341 Trebo RD, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 176 Meadow RD, Chester, VT 05143
      1/43 43
      Price Dropped by $5K

      $ 419,900

      5 Beds2 Baths1,982 SqFt

      176 Meadow RD, Chester, VT 05143

      Single Family Home

      Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

      PrimeMLS
    • 1397 Popple Dungeon RD, Chester, VT 05143
      1/31 31
      Under Contract

      $ 299,000

      3 Beds2 Baths1,788 SqFt

      1397 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 40 Fenton RD, Chester, VT 05143
      1/37 37
      Active

      $ 399,000

      4 Beds3 Baths2,148 SqFt

      40 Fenton RD, Chester, VT 05143

      Single Family Home

      Listed by John M Napier of TPW Real Estate

      PrimeMLS
    • 3019 Popple Dungeon RD, Chester, VT 05143
      1/20 20
      Active

      $ 169,000

      1 Bed1 Bath200 SqFt

      3019 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 3630 Vt Route 103 N, Chester, VT 05143
      1/30 30
      Active

      $ 650,000

      3 Beds3 Baths4,324 SqFt

      3630 Vt Route 103 N, Chester, VT 05143

      Multi-Family

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 0 Trebo RD, Chester, VT 05143
      1/12 12
      Active

      $ 149,000

      17.7 Acres

      0 Trebo RD, Chester, VT 05143

      Vacant Land

      Listed by Gail Beardmore of Engel & Volkers Okemo Cell: 802-236-5431

      PrimeMLS
    • 3781 Flamstead RD, Chester, VT 05143
      1/59 59
      Active

      $ 250,000

      10.02 Acres

      3781 Flamstead RD, Chester, VT 05143

      Vacant Land

      Listed by Amy Hill of EXP Realty Cell: 802-299-7791

      PrimeMLS
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    William Phipps

    +1(857) 205-1064 william.phipps@engelvoelkers.com

    42 Merrimac St, Newburyport, MA 01950-2590

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      • Home
        Learn
        1. FAQs
        2. Blog
        3. Home Valuation
        4. Calculator
      • Buy
        1. All Listings
        2. Sold Listings
        About
        1. About Me
        2. Get In Touch
        3. North Shore Living
      • Sell
        1. Market Snapshot
        2. Sell My Home
    Engel & Völkers Americas
    William Phipps

    +1(857) 205-1064 william.phipps@engelvoelkers.com

    42 Merrimac St, Newburyport, MA 01950-2590

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.