View 492 Black Meadow Road Chester, NY MLS# 1002697
    Save 492 Black Meadow Road Chester, NY MLS# 1002697
    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 4114 Whispering Hills Chester, NY MLS# 1027245
      Save 4114 Whispering Hills Chester, NY MLS# 1027245
      1 of 29
      $389,900
      3

      Beds

      2.0

      Baths

      1,393

      Sq.Ft.

      4114 Whispering Hills

      Chester, NY

      Courtesy of COLDWELL BANKER REALTY
      View 4704 Whispering Hills Chester, NY MLS# 1038636
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      1 of 19
      $380,000
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      4704 Whispering Hills

      Chester, NY

      Courtesy of SAHAGIAN REALTY LLC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 7 Hambletonian Avenue Chester, NY MLS# 964090
        Save 7 Hambletonian Avenue Chester, NY MLS# 964090
        1 of 26
        $379,900
        2

        Beds

        1.0

        Baths

        1,026

        Sq.Ft.

        7 Hambletonian Avenue

        Chester, NY

        Courtesy of HOMESMART HOMES & ESTATES
        View 2921 Whispering Hills Chester, NY MLS# 1043986
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        1 of 42
        $374,900
        3

        Beds

        2.1

        Baths

        1,331

        Sq.Ft.

        2921 Whispering Hills

        Chester, NY

        Courtesy of ARC REALTY 1 IN SALES
        View 260 Gibson Hill Road Chester, NY MLS# 1044316
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        1 of 22
        $374,900
        3

        Beds

        1.1

        Baths

        1,644

        Sq.Ft.

        260 Gibson Hill Road

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
          Save 3815 Whispering Hills Drive Chester, NY MLS# 1000359
          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 3211 Whispering Hills Chester, NY MLS# 1046996
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            1 of 7
            $370,000
            3

            Beds

            2.0

            Baths

            1,316

            Sq.Ft.

            3211 Whispering Hills

            Chester, NY

            Courtesy of RE/MAX BENCHMARK REALTY GROUP
            View 2522 Whispering Hills Chester, NY MLS# 1027103
              Save 2522 Whispering Hills Chester, NY MLS# 1027103
              1 of 35
              $369,000
              3

              Beds

              2.1

              Baths

              1,331

              Sq.Ft.

              2522 Whispering Hills

              Chester, NY

              Courtesy of HOWARD HANNA RAND REALTY
              View 2703 Whispering Hills Chester, NY MLS# 1016415
                Save 2703 Whispering Hills Chester, NY MLS# 1016415
                1 of 39
                $365,000
                3

                Beds

                2.1

                Baths

                1,331

                Sq.Ft.

                2703 Whispering Hills

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View 3409 Whispering Hills Chester, NY MLS# 1032618
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                1 of 24
                OPEN HOUSE: Sunday 9/6 12:00 PM - 2:00 PM
                $360,000
                3

                Beds

                2.1

                Baths

                1,331

                Sq.Ft.

                3409 Whispering Hills

                Chester, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View 2 Virginia Lane Chester, NY MLS# H6215339
                  Save 2 Virginia Lane Chester, NY MLS# H6215339
                  1 of 4
                  $350,000
                  Studio

                  Beds

                  0.0

                  Baths

                  235,224

                  Sq.Ft.

                  2 Virginia Lane

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 2604 Whispering Hills Chester, NY MLS# 1025165
                    Save 2604 Whispering Hills Chester, NY MLS# 1025165
                    1 of 35
                    $350,000
                    3

                    Beds

                    2.1

                    Baths

                    1,086

                    Sq.Ft.

                    2604 Whispering Hills

                    Chester, NY

                    Courtesy of HOMESMART HOMES & ESTATES
                    View 3414 Whispering Hills Chester, NY MLS# 974398
                    • Virtual Tour
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                    1 of 34
                    $349,999
                    3

                    Beds

                    2.0

                    Baths

                    1,316

                    Sq.Ft.

                    3414 Whispering Hills

                    Chester, NY

                    Courtesy of KW HUDSON VALLEY UNITED
                    View 166 Bull Mill Road Chester, NY MLS# 1030923
                      Save 166 Bull Mill Road Chester, NY MLS# 1030923
                      1 of 37
                      $340,000
                      2

                      Beds

                      1.0

                      Baths

                      1,004

                      Sq.Ft.

                      166 Bull Mill Road

                      Chester, NY

                      Courtesy of KELLER WILLIAMS VALLEY REALTY
                      View 1311 Whispering Hills Chester, NY MLS# 983111
                        Save 1311 Whispering Hills Chester, NY MLS# 983111
                        1 of 32
                        $329,900
                        3

                        Beds

                        2.0

                        Baths

                        1,316

                        Sq.Ft.

                        1311 Whispering Hills

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 4118 Whispering Hills Drive Chester, NY MLS# 1018748
                          Save 4118 Whispering Hills Drive Chester, NY MLS# 1018748
                          1 of 22
                          $329,000
                          2

                          Beds

                          1.1

                          Baths

                          1,294

                          Sq.Ft.

                          4118 Whispering Hills Drive

                          Chester, NY

                          Courtesy of HOWARD HANNA RAND REALTY
                          View 2820 Whispering Hills Chester, NY MLS# 986005
                            Save 2820 Whispering Hills Chester, NY MLS# 986005
                            1 of 32
                            $319,900
                            2

                            Beds

                            1.1

                            Baths

                            1,072

                            Sq.Ft.

                            2820 Whispering Hills

                            Chester, NY

                            Courtesy of R2M REALTY INC.

                            About Chester

                            Listings in Chester, NY

                            107

                            Estimated median home price

                            $699,000
                            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 - 100K1
                            $100K - 200K0
                            $200K - 300K9
                            $300K - 400K18
                            $400K - 500K11
                            $500K - 600K7
                            $600K - 700K12
                            $700K - 800K20
                            $800K - 900K10
                            $900K - 1M6
                            $1M - Max13

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family75
                            Townhouse0
                            Condo20
                            Commercial6
                            Rental22
                            Lots and Land4
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family2
                            Mobile Home0
                            Farms0

                            (Data as of 9/5/2026)

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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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