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    48 Properties
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    48 Properties Available

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
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    The average price in the selected areas has remained stable. Learn more
    • 302 Davidson Hill RD, Chester, VT 05143
      2 Beds1 Bath900 SqFt
      1/27 27
      Open Sun 1PM-3PM

      $359,000

      302 Davidson Hill RD, Chester, VT 05143

      Listed by Tyler Buswell of Vermont Real Estate Company

      PrimeMLS
    • 641 Depot ST, Chester, VT 05143
      3 Beds2 Baths1,379 SqFt
      1/18 18
      Under Contract

      $175,000

      641 Depot ST, Chester, VT 05143

      Listed by Thaddeus J Abare of Barrett and Valley Associates Inc.

      PrimeMLS
    • 1470 Popple Dungeon RD, Chester, VT 05143
      5 Beds3 Baths2,850 SqFt
      1/58 58
      Active

      $925,000

      1470 Popple Dungeon RD, Chester, VT 05143

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

      PrimeMLS
    • 1372 Potash Brook RD, Chester, VT 05143
      2 Beds1 Bath732 SqFt
      1/22 22
      Under Contract

      $199,000

      1372 Potash Brook RD, Chester, VT 05143

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 223 Coach RD, Chester, VT 05143
      5 Beds3 Baths4,388 SqFt
      1/44 44
      Price Dropped by $60K

      $789,000

      223 Coach RD, Chester, VT 05143

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 955 Smokeshire RD, Chester, VT 05143
      3 Beds2 Baths1,695 SqFt
      1/59 59
      Under Contract

      $750,000

      955 Smokeshire RD, Chester, VT 05143

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

      PrimeMLS
    • 168 Chandler RD, Chester, VT 05143
      3 Beds2 Baths2,204 SqFt
      1/60 60
      Active

      $649,000

      168 Chandler RD, Chester, VT 05143

      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
      4 Beds3 Baths1,922 SqFt
      1/38 38
      Active

      $249,500

      3668 VT Route 103 North, Chester, VT 05143

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

      PrimeMLS
    • 3208 Green Mountain TPKE, Chester, VT 05143
      3 Beds2 Baths1,626 SqFt
      1/34 34
      Active

      $489,000

      3208 Green Mountain TPKE, Chester, VT 05143

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

      PrimeMLS
    • 81 Main ST, Chester, VT 05143
      5 Beds4 Baths3,865 SqFt
      3D
      Price Dropped by $10K

      $450,000

      81 Main ST, Chester, VT 05143

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 3078 VT Route 10, Chester, VT 05143
      3 Beds2 Baths1,800 SqFt
      1/60 60
      Under Contract

      $495,000

      3078 VT Route 10, Chester, VT 05143

      Listed by Tyleen Murray of Kelley Real Estate, Inc.

      PrimeMLS
    • 1144 Potash Brook RD, Chester, VT 05143
      2 Beds1 Bath620 SqFt
      1/17 17
      Active

      $75,000

      1144 Potash Brook RD, Chester, VT 05143

      Listed by Julie Buffum of Buffum Realty

      PrimeMLS
    • 735 Main ST, Chester, VT 05143
      4 Beds3 Baths2,200 SqFt
      1/11 11
      Active

      $3,300

      735 Main ST, Chester, VT 05143

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

      PrimeMLS
    • 76 Goldthwaite RD, Chester, VT 05143
      4 Beds3 Baths3,308 SqFt
      1/39 39
      Active

      $1,200,000

      76 Goldthwaite RD, Chester, VT 05143

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

      PrimeMLS
    • 1302 Popple Dungeon RD, Chester, VT 05143
      5 Beds5 Baths5,400 SqFt
      1/53 53
      Price Dropped by $200K

      $1,490,000

      1302 Popple Dungeon RD, Chester, VT 05143

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

      PrimeMLS
    • 397 River ST, Chester, VT 05143
      4 Beds3 Baths3,332 SqFt
      1/41 41
      Under Contract

      $325,000

      397 River ST, Chester, VT 05143

      Listed by Lisa Kelley of Cummings & Co

      PrimeMLS
    • 64 Maple ST, Chester, VT 05143
      3 Beds3 Baths2,676 SqFt
      3D
      Price Dropped by $10K

      $469,000

      64 Maple ST, Chester, VT 05143

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 663 Depot ST, Chester, VT 05143
      3 Beds2 Baths1,304 SqFt
      1/51 51
      Under Contract

      $390,000

      663 Depot ST, Chester, VT 05143

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 3341 Trebo RD, Chester, VT 05143
      4 Beds3 Baths2,464 SqFt
      1/47 47
      Under Contract

      $549,000

      3341 Trebo RD, Chester, VT 05143

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 176 Meadow RD, Chester, VT 05143
      5 Beds2 Baths1,982 SqFt
      1/43 43
      Price Dropped by $5K

      $419,900

      176 Meadow RD, Chester, VT 05143

      Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

      PrimeMLS
    • 688 Hidden Heights RD, Chester, VT 05143
      3 Beds2 Baths2,205 SqFt
      1/60 60
      Active

      $649,000

      688 Hidden Heights RD, Chester, VT 05143

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

      PrimeMLS
    • 1397 Popple Dungeon RD, Chester, VT 05143
      3 Beds2 Baths1,788 SqFt
      1/31 31
      Price Dropped by $50K

      $299,000

      1397 Popple Dungeon RD, Chester, VT 05143

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 40 Fenton RD, Chester, VT 05143
      4 Beds3 Baths2,148 SqFt
      1/37 37
      Active

      $399,000

      40 Fenton RD, Chester, VT 05143

      Listed by John M Napier of TPW Real Estate

      PrimeMLS
    • 106 Contro RD, Chester, VT 05143
      2 Beds3 Baths1,475 SqFt
      1/14 14
      Under Contract

      $289,000

      106 Contro RD, Chester, VT 05143

      Listed by Christine M Lewis of Brattleboro Area Realty

      PrimeMLS
    • 1
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    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.

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    PREG_logo_onWhite_wDark-1_copy_2REALTOR MLS EQUAL HOUSING - LOGO (WHITE)Fusion

    Portside Real Estate Group

    Travis A Billingham Lic# 073398 | BR922236 | 1000392

    +1(603) 812-8263 travis@603homes.com

    89 Foundry Place, Portsmouth, NH, 03801


    Office: 603-600-8900

    Get My App

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    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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Portsmouth
        2. York
        Sell My Home
        Services
        Resources
        1. iBuyer Guide
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    PREG_logo_onWhite_wDark-1_copy_2REALTOR MLS EQUAL HOUSING - LOGO (WHITE)Fusion

    Portside Real Estate Group

    Travis A Billingham Lic# 073398 | BR922236 | 1000392

    +1(603) 812-8263 travis@603homes.com

    89 Foundry Place, Portsmouth, NH, 03801


    Office: 603-600-8900

    Get My App

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

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