View 335 Laroe Road Chester, NY MLS# 1009848
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    1 of 35
    $715,000
    4

    Beds

    2.1

    Baths

    2,784

    Sq.Ft.

    335 Laroe Road

    Chester, NY

    Courtesy of COLDWELL BANKER CHOICE PROP.
    View 37 Surrey Road Chester, NY MLS# 1007164
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    1 of 40
    OPEN HOUSE: Saturday 6/6 11:00 AM - 1:00 PM
    $500,000
    4

    Beds

    2.0

    Baths

    1,730

    Sq.Ft.

    37 Surrey Road

    Chester, NY

    Courtesy of EXP REALTY
    View 107 Pine Hill Road Chester, NY MLS# 1003546
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    1 of 33
    $549,000
    3

    Beds

    2.1

    Baths

    1,730

    Sq.Ft.

    107 Pine Hill Road

    Chester, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 270 Bull Mill Road Chester, NY MLS# 1000373
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    1 of 25
    $779,000
    4

    Beds

    3.1

    Baths

    2,948

    Sq.Ft.

    270 Bull Mill Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 94 Booth Road Chester, NY MLS# 898870
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    1 of 21
    $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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    1 of 28
    OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
    $579,999
    4

    Beds

    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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    1 of 47
    $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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    1 of 26
    $425,000
    3

    Beds

    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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    1 of 7
    $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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    1 of 37
    OPEN HOUSE: Sunday 6/7 12:00 PM - 2:00 PM
    $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
        View 4 Debbie Court Chester, NY MLS# 995223
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          1 of 49
          OPEN HOUSE: Sunday 6/7 1:00 PM - 2:00 PM
          $785,000
          5

          Beds

          5.1

          Baths

          5,403

          Sq.Ft.

          4 Debbie Court

          Chester, NY

          Courtesy of FLAG REALTY GROUP
          View 63 Hubshop Road Chester, NY MLS# 997559
            Save 63 Hubshop Road Chester, NY MLS# 997559
            1 of 45
            $499,000
            4

            Beds

            2.1

            Baths

            2,060

            Sq.Ft.

            63 Hubshop Road

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 58 Nancy Lane Chester, NY MLS# 995624
              Save 58 Nancy Lane Chester, NY MLS# 995624
              1 of 49
              OPEN HOUSE: Sunday 6/7 3:00 PM - 5:00 PM
              $769,000
              3

              Beds

              2.1

              Baths

              2,718

              Sq.Ft.

              58 Nancy Lane

              Chester, NY

              Courtesy of HOWARD HANNA RAND REALTY
              View 151 Laroe Road Chester, NY MLS# 995916
                Save 151 Laroe Road Chester, NY MLS# 995916
                1 of 43
                $430,000
                3

                Beds

                1.1

                Baths

                1,177

                Sq.Ft.

                151 Laroe Road

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View 4 Greycourt Road Chester, NY MLS# 992700
                  Save 4 Greycourt Road Chester, NY MLS# 992700
                  1 of 12
                  $640,000
                  3

                  Beds

                  1.1

                  Baths

                  2,136

                  Sq.Ft.

                  4 Greycourt Road

                  Chester, NY

                  Courtesy of MK REALTY INC
                  View 2820 Whispering Hills Chester, NY MLS# 986005
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                    1 of 32
                    $319,900
                    2

                    Beds

                    1.1

                    Baths

                    1,072

                    Sq.Ft.

                    2820 Whispering Hills

                    Chester, NY

                    Courtesy of R2M REALTY INC.
                    View 2 Heidi Lane Chester, NY MLS# 988299
                      Save 2 Heidi Lane Chester, NY MLS# 988299
                      1 of 45
                      $899,900
                      5

                      Beds

                      3.0

                      Baths

                      3,846

                      Sq.Ft.

                      2 Heidi Lane

                      Chester, NY

                      Courtesy of CRONIN & COMPANY REAL ESTATE

                      About Chester

                      Listings in Chester, NY

                      86

                      Estimated median home price

                      $637,500
                      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 - 600K4
                      $600K - 700K5
                      $700K - 800K12
                      $800K - 900K11
                      $900K - 1M5
                      $1M - Max13

                      Homes for Sale by Type in Chester, NY

                      Property TypeCount
                      Single Family56
                      Townhouse0
                      Condo11
                      Commercial5
                      Rental27
                      Lots and Land13
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family1
                      Mobile Home0
                      Farms0

                      (Data as of 6/6/2026)

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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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