View 492 Black Meadow Road Chester, NY MLS# 1002697
    Save 492 Black Meadow Road Chester, NY MLS# 1002697
    1 of 18
    $399,000
    0.0

    Baths

    2,003,760

    Sq.Ft.

    492 Black Meadow Road

    Chester, NY

    Courtesy of EXP REALTY
    View 4 Debbie Court Chester, NY MLS# 995223
      Save 4 Debbie Court Chester, NY MLS# 995223
      1 of 49
      $785,000
      5

      Beds

      5.1

      Baths

      5,403

      Sq.Ft.

      4 Debbie Court

      Chester, NY

      Courtesy of FLAG REALTY GROUP
      View 58 Nancy Lane Chester, NY MLS# 995624
        Save 58 Nancy Lane Chester, NY MLS# 995624
        1 of 49
        $744,999
        4

        Beds

        2.1

        Baths

        2,718

        Sq.Ft.

        58 Nancy Lane

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        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
          View 149 Creamery Pond Road Chester, NY MLS# 986323
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          Save 149 Creamery Pond Road Chester, NY MLS# 986323
          1 of 46
          $775,000
          3

          Beds

          3.0

          Baths

          2,740

          Sq.Ft.

          149 Creamery Pond Road

          Chester, NY

          Courtesy of KELLER WILLIAMS 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 90 Pewter Circle Chester, NY MLS# 981270
              Save 90 Pewter Circle Chester, NY MLS# 981270
              1 of 5
              $759,900
              4

              Beds

              2.1

              Baths

              2,250

              Sq.Ft.

              90 Pewter Circle

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 552 Pine Hill Road Chester, NY MLS# 958740
                Save 552 Pine Hill Road Chester, NY MLS# 958740
                1 of 1
                $299,000
                0.0

                Baths

                248,292

                Sq.Ft.

                552 Pine Hill Road

                Chester, NY

                Courtesy of EREALTY ADVISORS, INC
                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 487 Black Meadow Road Chester, NY MLS# 960665
                    Save 487 Black Meadow Road Chester, NY MLS# 960665
                    1 of 49
                    $699,995
                    6

                    Beds

                    3.1

                    Baths

                    4,204

                    Sq.Ft.

                    487 Black Meadow Road

                    Chester, NY

                    Courtesy of JOSEPH BARATTA COMPANY REALTY
                    View 2113 Whispering Hills Chester, NY MLS# 950534
                      Save 2113 Whispering Hills Chester, NY MLS# 950534
                      1 of 24
                      $275,000
                      2

                      Beds

                      1.0

                      Baths

                      1,084

                      Sq.Ft.

                      2113 Whispering Hills

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 2 Virginia Lane Chester, NY MLS# H6215339
                        Save 2 Virginia Lane Chester, NY MLS# H6215339
                        1 of 4
                        $350,000
                        0.0

                        Baths

                        235,224

                        Sq.Ft.

                        2 Virginia Lane

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View Main Street Chester, NY MLS# H6204360
                          Save Main Street Chester, NY MLS# H6204360
                          1 of 2
                          $500,000
                          0.0

                          Baths

                          36,098

                          Sq.Ft.

                          Main Street

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 148 Brookside Avenue Chester, NY MLS# H6146719
                            Save 148 Brookside Avenue Chester, NY MLS# H6146719
                            1 of 3
                            $799,000

                            148 Brookside Avenue

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY

                            About Chester

                            Listings in Chester, NY

                            101

                            Estimated median home price

                            $675,000
                            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 - 300K10
                            $300K - 400K18
                            $400K - 500K8
                            $500K - 600K9
                            $600K - 700K11
                            $700K - 800K17
                            $800K - 900K10
                            $900K - 1M6
                            $1M - Max11

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family67
                            Townhouse0
                            Condo21
                            Commercial6
                            Rental22
                            Lots and Land4
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family3
                            Mobile Home0
                            Farms0

                            (Data as of 10/3/2026)

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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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