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3 bedsNew constructionWith a pool
Homes Under $700K in Chester, VT
25 listings

Homes Under $700K in Chester, VT

Homes Under $700K in Chester, VT

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21 of 25 Listings
Map

Homes Under $700K in Chester, VT

21 of 25 Listings

  1. 1260 Grafton Road — photo45

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
Active

$700,000

2 bd · 3 ba · 1,556 sqft

1260 Grafton Road, Chester, VT

Geralyn Donohue · Four Seasons Sotheby's Int'l Realty

  • 548 Crow Hill Road — photoPrice Reduced47Active

    $599,000

    4 bd · 2 ba · 1,908 sqft

    548 Crow Hill Road, Chester, VT

    Jay Farrar · Four Seasons Sotheby's Int'l Realty

  • 302 Davidson Hill Road — photoPrice Reduced39Active

    $354,000

    2 bd · 1 ba · 900 sqft

    302 Davidson Hill Road, Chester, VT

    Tyler Buswell · Vermont Real Estate Company

  • 3781 Flamstead Road — photoPrice Reduced60Active

    $225,000

    3 bd · 2 ba · 1,500 sqft

    3781 Flamstead Road, Chester, VT

    Amy Hill · EXP Realty

  • 3668 Vt Route 103 North — photoPrice Reduced38Active

    $229,500

    4 bd · 3 ba · 1,922 sqft

    3668 Vt Route 103 North, Chester, VT

    Dan Vigeant · Mary W. Davis Realtor & Assoc., Inc.

  • 168 Chandler Road — photo60Active

    $649,000

    3 bd · 2 ba · 2,204 sqft

    168 Chandler Road, Chester, VT

    Diane Rousseau · Four Seasons Sotheby's Int'l Realty

  • 81 Main Street — photoPrice Reduced58Active

    $445,000

    5 bd · 4 ba · 3,865 sqft

    81 Main Street, Chester, VT

    Betsy Adamovich · Real Broker LLC

  • 3208 Green Mountain Turnpike — photoPrice Reduced30Active

    $449,000

    3 bd · 2 ba · 1,626 sqft

    3208 Green Mountain Turnpike, Chester, VT

    Geralyn Donohue · Four Seasons Sotheby's Int'l Realty

  • 1144 Potash Brook Road — photo17Active

    $75,000

    2 bd · 1 ba · 620 sqft

    1144 Potash Brook Road, Chester, VT

    Julie Buffum · Buffum Realty

  • 397 River Street — photo39Active

    $349,000

    4 bd · 3 ba · 3,332 sqft

    397 River Street, Chester, VT

    Lisa Kelley · Cummings & Co

  • 64 Maple Street — photo60Active

    $479,000

    4 bd · 3 ba · 2,676 sqft

    64 Maple Street, Chester, VT

    Betsy Adamovich · Real Broker LLC

  • 663 Depot Street — photo51Active

    $390,000

    3 bd · 2 ba · 1,304 sqft

    663 Depot Street, Chester, VT

    Betsy Adamovich · Real Broker LLC

  • 3341 Trebo Road — photoPrice Reduced43Active

    $549,000

    4 bd · 3 ba · 2,464 sqft

    3341 Trebo Road, Chester, VT

    Daire Gibney · Barrett and Valley Associates Inc.

  • 547 Williams Road — photoPrice Reduced60Active

    $474,900

    3 bd · 2 ba · 1,320 sqft

    547 Williams Road, Chester, VT

    Terri Edgerley · Edge Realty Vermont

  • 176 Meadow Road — photo43Active

    $425,000

    5 bd · 2 ba · 1,982 sqft

    176 Meadow Road, Chester, VT

    Lauren Behm · Berkshire Hathaway HomeServices Stratton Home

  • 688 Hidden Heights Road — photo60Active

    $649,000

    3 bd · 2 ba · 2,205 sqft

    688 Hidden Heights Road, Chester, VT

    Joseph Karl · William Raveis Real Estate Vermont Properties

  • 1397 Popple Dungeon Road — photoPrice Reduced31Active

    $349,000

    3 bd · 2 ba · 1,788 sqft

    1397 Popple Dungeon Road, Chester, VT

    Daire Gibney · Barrett and Valley Associates Inc.

  • 40 Fenton Road — photo37Active

    $399,000

    4 bd · 3 ba · 2,148 sqft

    40 Fenton Road, Chester, VT

    John M Napier · TPW Real Estate

  • 106 Contro Road — photo14Active

    $289,000

    2 bd · 3 ba · 1,475 sqft

    106 Contro Road, Chester, VT

    Christine M Lewis · Brattleboro Area Realty

  • 3019 Popple Dungeon Road — photo20Active

    $169,000

    1 bd · 1 ba · 200 sqft

    3019 Popple Dungeon Road, Chester, VT

    Gary Coger · Four Seasons Sotheby's Int'l Realty

  • 447 Elm Street — photoPrice Reduced29Active

    $329,000

    3 bd · 2 ba · 1,488 sqft

    447 Elm Street, Chester, VT

    Lisa Kelley · Cummings & Co

  • 12

    Explore Chester homes

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    • With a pool
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    Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Listing data & MLS disclosures

    NEREN
    Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
    PrimeMLS
    Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.