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    Chester, VT
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      • 1.5
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    Map
    53 Properties Available

    53 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    • Square Feet (Biggest)
    302 Davidson Hill RD, Chester, VT 05143
    1/27
    Open 8/9 1PM-3PM

    $359,000

    2 Beds1 Bath900 SqFt

    302 Davidson Hill RD, Chester, VT 05143

    Listed by Tyler Buswell of Vermont Real Estate Company

    PrimeMLS
    3781 Flamstead RD, Chester, VT 05143
    1/60
    New

    $250,000

    3 Beds2 Baths1,500 SqFt

    3781 Flamstead RD, Chester, VT 05143

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

    PrimeMLS
    641 Depot ST, Chester, VT 05143
    1/18
    Under Contract

    $175,000

    3 Beds2 Baths1,379 SqFt

    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
    1/58
    Active

    $925,000

    5 Beds3 Baths2,850 SqFt

    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
    1/22
    Price Dropped by $1K

    $199,000

    2 Beds1 Bath732 SqFt

    1372 Potash Brook RD, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

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

    $789,000

    5 Beds3 Baths4,388 SqFt

    223 Coach RD, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

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

    $750,000

    3 Beds2 Baths1,695 SqFt

    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
    1/60
    Active

    $649,000

    3 Beds2 Baths2,204 SqFt

    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
    1/38
    Active

    $249,500

    4 Beds3 Baths1,922 SqFt

    3668 VT Route 103 North, Chester, VT 05143

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

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

    $249,500

    4 Beds3 Baths1,922 SqFt

    3668 VT Route 103 North, Chester, VT 05143

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

    PrimeMLS
    258 Chester RD, Grafton, VT 05146
    1/46
    Active

    $734,000

    3 Beds5 Baths4,285 SqFt

    258 Chester RD, Grafton, VT 05146

    Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    201 Chester Hill RD, Grafton, VT 05146
    1/54
    Active

    $1,249,000

    3 Beds3 Baths3,654 SqFt

    201 Chester Hill RD, Grafton, VT 05146

    Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    3208 Green Mountain TPKE, Chester, VT 05143
    1/34
    Active

    $489,000

    3 Beds2 Baths1,626 SqFt

    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
    1/58
    Price Dropped by $10K
    3D

    $450,000

    5 Beds4 Baths3,865 SqFt

    81 Main ST, Chester, VT 05143

    Listed by Betsy Adamovich of Real Broker LLC

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

    $495,000

    3 Beds2 Baths1,800 SqFt

    3078 VT Route 10, Chester, VT 05143

    Listed by Tyleen Murray of Kelley Real Estate, Inc.

    PrimeMLS
    319 Chester Knoll DR, Bennington, VT 05201
    1/15
    Active

    $389,000

    4 Beds2 Baths2,516 SqFt

    319 Chester Knoll DR, Bennington, VT 05201

    Listed by Lillian West of Maple Leaf Real Estate

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

    $75,000

    2 Beds1 Bath620 SqFt

    1144 Potash Brook RD, Chester, VT 05143

    Listed by Julie Buffum of Buffum Realty

    PrimeMLS
    193 Chester Arthur RD, Hartford, VT 05059
    1/35
    Under Contract

    $895,000

    5 Beds4 Baths3,631 SqFt

    193 Chester Arthur RD, Hartford, VT 05059

    Listed by Derek Cosentino of Four Seasons Sotheby's Int'l Realty

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

    $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
    Price Dropped by $200K

    $1,490,000

    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
    1/41
    Under Contract

    $325,000

    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
    Price Dropped by $10K
    3D

    $469,000

    3 Beds3 Baths2,676 SqFt

    64 Maple ST, Chester, VT 05143

    Listed by Betsy Adamovich of Real Broker LLC

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

    $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
    Under Contract

    $549,000

    4 Beds3 Baths2,464 SqFt

    3341 Trebo RD, Chester, VT 05143

    Listed by Daire Gibney of Barrett and Valley Associates Inc.

    PrimeMLS
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    Alan Larrabee Realty Group

    Alan Larrabee

    +1(603) 400-6379 alan@alanlarrabeere.com

    NH NH 071830, MA 83401

    2 Orchard Blossom Rd, Windham, NH, 03087, United States

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    Alan Larrabee Realty Group

    Alan Larrabee

    +1(603) 400-6379 alan@alanlarrabeere.com

    NH NH 071830, MA 83401

    2 Orchard Blossom Rd, Windham, NH, 03087, United States

    Get My App

        Home
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        1. NH and MA Listings
        2. Featured Listings
        3. Waterfront
        4. Neighborhoods
        Instant Home Value
        Zillow Reviews
        About
        1. About Us
        2. Meet the Team
        More
        1. Marketing info
        2. Buyer/Seller info
        Finance
        1. Mortgage Info
        2. Mortgage Calculator
        Contact
    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.

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility