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    No, Chester, VT
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    44 Properties Available

    44 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    547 Williams RD, Chester, VT 05143
    1/60
    Open Sat 12PM-2PM

    $479,000

    3 Beds2 Baths1,320 SqFt

    547 Williams RD, Chester, VT 05143

    Listed by Terri Edgerley of Edge Realty Vermont

    PrimeMLS
    735 Main ST, Chester, VT 05143
    1/11
    New

    $3,300

    4 Beds3 Baths2,200 SqFt

    735 Main ST, Chester, VT 05143

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

    PrimeMLS
    202 Mountain VW, Chester, VT 05143
    1/20
    New

    $250,000

    3 Beds2 Baths1,140 SqFt

    202 Mountain VW, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

    PrimeMLS
    76 Goldthwaite RD, Chester, VT 05143
    1/39
    New

    $1,200,000

    4 Beds3 Baths3,308 SqFt

    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
    1/53
    New

    $1,690,000

    5 Beds5 Baths5,400 SqFt

    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
    1/39
    New

    $349,000

    4 Beds3 Baths3,332 SqFt

    397 River ST, Chester, VT 05143

    Listed by Lisa Kelley of Cummings & Co

    PrimeMLS
    64 Maple ST, Chester, VT 05143
    1/60
    Active
    3D

    $479,000

    4 Beds3 Baths2,676 SqFt

    64 Maple ST, Chester, VT 05143

    Listed by Betsy Adamovich of Real Broker LLC

    PrimeMLS
    341 Chester Knoll DR, Bennington, VT 05201
    1/58
    Under Contract

    $295,500

    3 Beds2 Baths1,365 SqFt

    341 Chester Knoll DR, Bennington, VT 05201

    Listed by Catherine Cairns of Maple Leaf Real Estate

    PrimeMLS
    663 Depot ST, Chester, VT 05143
    1/51
    Active

    $390,000

    3 Beds2 Baths1,304 SqFt

    663 Depot ST, Chester, VT 05143

    Listed by Betsy Adamovich of Real Broker LLC

    PrimeMLS
    3341 Trebo RD, Chester, VT 05143
    1/47
    Active

    $569,000

    4 Beds3 Baths2,464 SqFt

    3341 Trebo RD, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

    PrimeMLS
    15 Breezy LN, Chester, VT 05143
    1/37
    Under Contract

    $270,000

    2 Beds1 Bath1,026 SqFt

    15 Breezy LN, Chester, VT 05143

    Listed by Julie Buffum of Buffum Realty

    PrimeMLS
    147 Pleasant View LN, Chester, VT 05143
    1/53
    Price Dropped by $26K

    $569,000

    3 Beds2 Baths2,966 SqFt

    147 Pleasant View LN, Chester, VT 05143

    Listed by Jay Farrar of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    176 Meadow RD, Chester, VT 05143
    1/43
    Under Contract

    $425,000

    5 Beds2 Baths1,982 SqFt

    176 Meadow RD, Chester, VT 05143

    Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

    PrimeMLS
    45 Dalrymple ST, Chester, VT 05143
    1/34
    Under Contract

    $269,000

    3 Beds1 Bath1,168 SqFt

    45 Dalrymple ST, Chester, VT 05143

    Listed by Julie Buffum of Buffum Realty

    PrimeMLS
    335 North ST, Chester, VT 05143
    1/55
    Under Contract

    $340,000

    3 Beds1 Bath2,096 SqFt

    335 North ST, Chester, VT 05143

    Listed by Brendan McNamara of William Raveis Real Estate Vermont Properties Off: 802-228-8877

    PrimeMLS
    32 S. Main ST ##7, Chester, VT 05143
    1/8
    Active

    $1,400

    2 Beds1 Bath750 SqFt

    32 S. Main ST ##7, Chester, VT 05143

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

    PrimeMLS
    32 S. Main ST ##4, Chester, VT 05143
    1/6
    Active

    $1,100

    1 Bed1 Bath600 SqFt

    32 S. Main ST ##4, Chester, VT 05143

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

    PrimeMLS
    688 Hidden Heights RD, Chester, VT 05143
    1/60
    Active

    $649,000

    3 Beds2 Baths2,205 SqFt

    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
    1/31
    Price Dropped by $50K

    $349,000

    3 Beds2 Baths1,788 SqFt

    1397 Popple Dungeon RD, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

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

    $399,000

    4 Beds3 Baths2,148 SqFt

    40 Fenton RD, Chester, VT 05143

    Listed by John M Napier of TPW Real Estate

    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
    Under Contract

    $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
    447 Elm ST, Chester, VT 05143
    1/29
    Price Dropped by $20K

    $329,000

    3 Beds2 Baths1,488 SqFt

    447 Elm ST, Chester, VT 05143

    Listed by Lisa Kelley of Cummings & Co

    PrimeMLS
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    Kara & Company Realty
    Kyle Cavanaugh | # #075088
    900 Hanover Street, Manchester, New Hampshire, 03103, USA

    +1(603) 203-8187

    kyle@karacorealty.com

    Get My App

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

    site logo
    Kara & Company Realty
    Kyle Cavanaugh | # #075088
    900 Hanover Street, Manchester, New Hampshire, 03103, USA

    +1(603) 203-8187

    kyle@karacorealty.com

    Get My App

    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.

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

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