View 1 Oakland Avenue Chester, NY MLS# 1006113
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    OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
    $1,000,000
    4

    Beds

    2.1

    Baths

    3,955

    Sq.Ft.

    1 Oakland Avenue

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 335 Laroe Road Chester, NY MLS# 1009848
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    OPEN HOUSE: Sunday 6/14 11:00 AM - 1:00 PM
    $715,000
    4

    Beds

    2.1

    Baths

    2,784

    Sq.Ft.

    335 Laroe Road

    Chester, NY

    Courtesy of COLDWELL BANKER CHOICE PROP.
    View 19 Bull Mine Road Chester, NY MLS# 1007687
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    1 of 43
    $949,000
    4

    Beds

    2.1

    Baths

    3,332

    Sq.Ft.

    19 Bull Mine Road

    Chester, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 3318 State Route 94 Chester, NY MLS# 1008703
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    $549,900
    3

    Beds

    2.0

    Baths

    2,138

    Sq.Ft.

    3318 State Route 94

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 37 Surrey Road Chester, NY MLS# 1007164
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    $500,000
    4

    Beds

    2.0

    Baths

    1,730

    Sq.Ft.

    37 Surrey Road

    Chester, NY

    Courtesy of EXP REALTY
    View 206 Greycourt Road Chester, NY MLS# 1003998
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    $1,200,000
    Studio

    Beds

    0.0

    Baths

    4,032

    Sq.Ft.

    206 Greycourt Road

    Chester, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 206 Greycourt Road Chester, NY MLS# 1004000
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    $1,200,000
    4,032

    Sq.Ft.

    206 Greycourt Road

    Chester, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 107 Pine Hill Road Chester, NY MLS# 1003546
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    $549,000
    3

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    2.1

    Baths

    1,730

    Sq.Ft.

    107 Pine Hill Road

    Chester, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    View 270 Bull Mill Road Chester, NY MLS# 1000373
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    $779,000
    4

    Beds

    3.1

    Baths

    2,948

    Sq.Ft.

    270 Bull Mill Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 86 Long Vista Lane Chester, NY MLS# 1003760
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    $985,000
    5

    Beds

    3.1

    Baths

    3,764

    Sq.Ft.

    86 Long Vista Lane

    Chester, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View 102 Beverly Road Chester, NY MLS# 1005710
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    $1,090,000
    4

    Beds

    3.1

    Baths

    4,130

    Sq.Ft.

    102 Beverly Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 94 Booth Road Chester, NY MLS# 898870
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    $550,000
    3

    Beds

    2.1

    Baths

    2,083

    Sq.Ft.

    94 Booth Road

    Chester, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 24 Walnut Street Chester, NY MLS# 1004369
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    $579,999
    4

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    2.1

    Baths

    2,698

    Sq.Ft.

    24 Walnut Street

    Chester, NY

    Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
    View 45 Whitetail Run Chester, NY MLS# 999741
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    $825,000
    4

    Beds

    2.1

    Baths

    2,732

    Sq.Ft.

    45 Whitetail Run

    Chester, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 11 Oxford Depot Chester, NY MLS# 1002651
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    $425,000
    3

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    2.0

    Baths

    1,748

    Sq.Ft.

    11 Oxford Depot

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 492 Black Meadow Road Chester, NY MLS# 1002697
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    1 of 18
    $399,000
    Studio

    Beds

    0.0

    Baths

    2,003,760

    Sq.Ft.

    492 Black Meadow Road

    Chester, NY

    Courtesy of EXP REALTY
    View 60 Whitetail Run Chester, NY MLS# 1002536
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    $900,000
    4

    Beds

    2.1

    Baths

    2,588

    Sq.Ft.

    60 Whitetail Run

    Chester, NY

    Courtesy of REALTY BLUE CORP
    View 2722 Whispering Hills Chester, NY MLS# 994269
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    $424,999
    3

    Beds

    2.1

    Baths

    1,331

    Sq.Ft.

    2722 Whispering Hills

    Chester, NY

    Courtesy of ARTISAN REALTY
    View 220 Oxford Road Chester, NY MLS# 000137
      Save 220 Oxford Road Chester, NY MLS# 000137
      1 of 3
      $899,000
      3

      Beds

      3.1

      Baths

      3,535

      Sq.Ft.

      220 Oxford Road

      Chester, NY

      Courtesy of BLOOMING REALTY
      View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
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        1 of 50
        $370,000
        3

        Beds

        2.1

        Baths

        1,331

        Sq.Ft.

        3815 Whispering Hills Drive

        Chester, NY

        Courtesy of MK REALTY INC

        About Chester

        Listings in Chester, NY

        87

        Estimated median home price

        $635,000
        Chester NY Homes for Sale & Properties

        Weichert Realtors is one of the nation's leading providers of Chester, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, NY.

        Homes for Sale by Price in Chester, NY

        PriceCount
        $0 - 100K0
        $100K - 200K3
        $200K - 300K5
        $300K - 400K15
        $400K - 500K13
        $500K - 600K5
        $600K - 700K5
        $700K - 800K12
        $800K - 900K11
        $900K - 1M5
        $1M - Max13

        Homes for Sale by Type in Chester, NY

        Property TypeCount
        Single Family57
        Townhouse0
        Condo11
        Commercial5
        Rental27
        Lots and Land13
        Condo/Town/CoOp0
        CoOp0
        Multi Family1
        Mobile Home0
        Farms0

        (Data as of 6/7/2026)

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        Information deemed reliable but not guaranteed.

        The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

        The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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