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    Chester, VT
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    34 Properties Available

    34 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    531 Main ST, Chester, VT 05143
    1/50
    Active

    $425,000

    3 Beds1 Bath1,608 SqFt

    531 Main ST, Chester, VT 05143

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

    PrimeMLS
    1374 VT Route 103 N, Chester, VT 05143
    1/21
    Under Contract

    $239,000

    2 Beds1 Bath1,222 SqFt

    1374 VT Route 103 N, Chester, VT 05143

    Listed by Lisa Kelley of Cummings & Co

    PrimeMLS
    810 Quarry RD, Chester, VT 05143
    1/60
    Under Contract

    $815,000

    3 Beds3 Baths2,466 SqFt

    810 Quarry RD, Chester, VT 05143

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

    PrimeMLS
    106 Contro RD, Chester, VT 05143
    1/14
    Active

    $289,000

    2 Beds3 Baths1,475 SqFt

    106 Contro RD, Chester, VT 05143

    Listed by Christine M Lewis of Brattleboro Area Realty

    PrimeMLS
    514 First AVE, Chester, VT 05143
    1/37
    Active

    $529,000

    5 Beds5 Baths3,880 SqFt

    514 First AVE, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

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

    $169,000

    1 Bed1 Bath200 SqFt

    3019 Popple Dungeon RD, Chester, VT 05143

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

    PrimeMLS
    4351 Vermont RT 11 West, Chester, VT 05143
    1/20
    Active

    $149,900

    2 Beds1 Bath1,120 SqFt

    4351 Vermont RT 11 West, Chester, VT 05143

    Listed by Christine M Lewis of Brattleboro Area Realty

    PrimeMLS
    1833 Mattson RD, Chester, VT 05143
    1/23
    Under Contract

    $199,000

    2 Beds3 Baths1,640 SqFt

    1833 Mattson RD, Chester, VT 05143

    Listed by Mike Masters of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    447 Elm ST, Chester, VT 05143
    1/27
    Price Dropped by $20K

    $369,000

    3 Beds2 Baths1,488 SqFt

    447 Elm ST, Chester, VT 05143

    Listed by Lisa Kelley of Cummings & Co

    PrimeMLS
    1342 Old Stage RD, Chester, VT 05143
    1/56
    Under Contract

    $879,000

    2 Beds2 Baths1,576 SqFt

    1342 Old Stage RD, Chester, VT 05143

    Listed by Jessica Landers of Barrett and Valley Associates Inc.

    PrimeMLS
    95 Church ST, Chester, VT 05143
    1/52
    Active

    $625,000

    4 Beds3 Baths2,794 SqFt

    95 Church ST, Chester, VT 05143

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

    PrimeMLS
    157 Thompson RD, Chester, VT 05143
    1/56
    Price Dropped by $130K

    $995,000

    4 Beds3 Baths2,772 SqFt

    157 Thompson RD, Chester, VT 05143

    Listed by Joseph A Castelluccio of Winhall Real Estate

    PrimeMLS
    419 Coach RD, Chester, VT 05143
    1/12
    Price Dropped by $10K

    $229,000

    3 Beds1 Bath1,440 SqFt

    419 Coach RD, Chester, VT 05143

    Listed by Amy Carson of Lowe's Real Estate, LLC

    PrimeMLS
    534 Elm ST, Chester, VT 05143
    1/60
    Under Contract

    $599,000

    7 Beds4 Baths3,850 SqFt

    534 Elm ST, Chester, VT 05143

    Listed by Tyleen Murray of Kelley Real Estate, Inc.

    PrimeMLS
    1057 Quarry RD, Chester, VT 05143
    1/56
    Active

    $594,000

    5 Beds4 Baths3,470 SqFt

    1057 Quarry RD, Chester, VT 05143

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

    PrimeMLS
    160 Depot ST, Chester, VT 05143
    1/26
    Active

    $225,000

    3 Beds1 Bath1,327 SqFt

    160 Depot ST, Chester, VT 05143

    Listed by Joshua Lemieux of Remax Summit

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

    $650,000

    3 Beds3 Baths4,324 SqFt

    3630 Vt Route 103 N, Chester, VT 05143

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

    PrimeMLS
    41 VT Route 103 South, Chester, VT 05143
    1/33
    Active

    $299,000

    2,702 SqFt

    41 VT Route 103 South, Chester, VT 05143

    Listed by Glenn Olney of Barrett and Valley Associates Inc.

    PrimeMLS
    00 Contro RD, Chester, VT 05143
    1/3
    Active

    $159,000

    5 Acres

    00 Contro RD, Chester, VT 05143

    Listed by Christine M Lewis of Brattleboro Area Realty

    PrimeMLS
    136 Main ST #Suite 2, Chester, VT 05143
    1/2
    Active

    $0

    136 Main ST #Suite 2, Chester, VT 05143

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

    PrimeMLS
    00 Remington RD, Chester, VT 05143
    1/14
    Active

    $74,000

    15.5 Acres

    00 Remington RD, Chester, VT 05143

    Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

    PrimeMLS
    1175 Quarry RD, Chester, VT 05143
    1/22
    Price Dropped by $10K

    $290,000

    75 Acres

    1175 Quarry RD, Chester, VT 05143

    Listed by Jessica Samples of BHG Masiello Keene

    PrimeMLS
    918 Lovers Lane RD, Chester, VT 05143
    1/21
    Active

    $145,000

    22.23 Acres

    918 Lovers Lane RD, Chester, VT 05143

    Listed by Alan Gombosi of Northland Real Estate

    PrimeMLS
    3553 VT Route 103 N, Chester, VT 05143
    1/19
    Price Dropped by $15K

    $164,000

    0.75 Acres Lot

    3553 VT Route 103 N, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

    PrimeMLS
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    Real Broker NH, LLC

    Allison Driscoll License ID: 070756

    +1(603) 553-9932 allison@fernandfrondhomes.com

    170 Commercial Way, Portsmouth, NH

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    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Real Broker NH, LLC

    Allison Driscoll License ID: 070756

    +1(603) 553-9932 allison@fernandfrondhomes.com

    170 Commercial Way, Portsmouth, NH

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    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.