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 3 Hilltop Lane Chester, NY MLS# 1031147
      Save 3 Hilltop Lane Chester, NY MLS# 1031147
      1 of 1
      $750,000
      5

      Beds

      2.1

      Baths

      2,700

      Sq.Ft.

      3 Hilltop Lane

      Chester, NY

      Courtesy of MK REALTY INC
      View 151 Main Street Chester, NY MLS# 1031155
        Save 151 Main Street Chester, NY MLS# 1031155
        1 of 16
        $325,000
        4

        Beds

        1.0

        Baths

        1,504

        Sq.Ft.

        151 Main Street

        Chester, NY

        Courtesy of HUDSON VALLEY GRIFFITH
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
          Save 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
          1 of 38
          $575,000
          6

          Beds

          2.0

          Baths

          43,560

          Sq.Ft.

          68 Conklingtown Road 1&2

          Chester, NY

          Courtesy of MS REALTY GROUP USA, INC
          View 4008 Whispering Hills Drive Chester, NY MLS# 1027838
            Save 4008 Whispering Hills Drive Chester, NY MLS# 1027838
            1 of 33
            $290,000
            2

            Beds

            1.1

            Baths

            1,072

            Sq.Ft.

            4008 Whispering Hills Drive

            Chester, NY

            Courtesy of HOWARD HANNA RAND REALTY
            View 1 Hilltop Lane Chester, NY MLS# 1031045
              Save 1 Hilltop Lane Chester, NY MLS# 1031045
              1 of 1
              $750,000
              5

              Beds

              2.1

              Baths

              2,700

              Sq.Ft.

              1 Hilltop Lane

              Chester, NY

              Courtesy of MK REALTY INC
              View 29 Murray Drive Chester, NY MLS# 1027353
                Save 29 Murray Drive Chester, NY MLS# 1027353
                1 of 34
                $650,000
                3

                Beds

                2.2

                Baths

                2,520

                Sq.Ft.

                29 Murray Drive

                Chester, NY

                Courtesy of EXP REALTY
                View 185 Oxford Road Chester, NY MLS# 1019170
                  Save 185 Oxford Road Chester, NY MLS# 1019170
                  1 of 49
                  $389,000
                  3

                  Beds

                  1.0

                  Baths

                  1,062

                  Sq.Ft.

                  185 Oxford Road

                  Chester, NY

                  Courtesy of KELLER WILLIAMS HUDSON VALLEY
                  View 7 Lakeview Drive Chester, NY MLS# 1028872
                    Save 7 Lakeview Drive Chester, NY MLS# 1028872
                    1 of 29
                    $549,999
                    4

                    Beds

                    2.1

                    Baths

                    2,098

                    Sq.Ft.

                    7 Lakeview Drive

                    Chester, NY

                    Courtesy of HOWARD HANNA RAND REALTY
                    View 1 Periwinkle Court Chester, NY MLS# 1029430
                      Save 1 Periwinkle Court Chester, NY MLS# 1029430
                      1 of 9
                      $750,000
                      5

                      Beds

                      2.1

                      Baths

                      2,700

                      Sq.Ft.

                      1 Periwinkle Court

                      Chester, NY

                      Courtesy of MK REALTY INC
                      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 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 2 Hemlock Court Chester, NY MLS# 1025992
                            Save 2 Hemlock Court Chester, NY MLS# 1025992
                            1 of 3
                            $750,000
                            5

                            Beds

                            2.1

                            Baths

                            2,700

                            Sq.Ft.

                            2 Hemlock Court

                            Chester, NY

                            Courtesy of MK REALTY INC
                            View 7 Hilltop Lane Chester, NY MLS# 1024426
                              Save 7 Hilltop Lane Chester, NY MLS# 1024426
                              1 of 1
                              $740,000
                              5

                              Beds

                              2.1

                              Baths

                              2,700

                              Sq.Ft.

                              7 Hilltop Lane

                              Chester, NY

                              Courtesy of MK REALTY INC
                              View 1 Arborvitae Court Chester, NY MLS# 1024518
                                Save 1 Arborvitae Court Chester, NY MLS# 1024518
                                1 of 1
                                $725,000
                                3

                                Beds

                                2.1

                                Baths

                                2,677

                                Sq.Ft.

                                1 Arborvitae Court

                                Chester, NY

                                Courtesy of MK REALTY INC
                                View 424 Laroe Road Chester, NY MLS# 1013375
                                  Save 424 Laroe Road Chester, NY MLS# 1013375
                                  1 of 40
                                  $634,999
                                  4

                                  Beds

                                  3.0

                                  Baths

                                  2,316

                                  Sq.Ft.

                                  424 Laroe Road

                                  Chester, NY

                                  Courtesy of EPIQUE REALTY
                                  View 76 Surrey Road Chester, NY MLS# 1022518
                                    Save 76 Surrey Road Chester, NY MLS# 1022518
                                    1 of 44
                                    $489,900
                                    3

                                    Beds

                                    2.0

                                    Baths

                                    1,912

                                    Sq.Ft.

                                    76 Surrey Road

                                    Chester, NY

                                    Courtesy of EXP REALTY
                                    View 2 Gate Way Chester, NY MLS# 1023347
                                      Save 2 Gate Way Chester, NY MLS# 1023347
                                      1 of 1
                                      $710,000
                                      5

                                      Beds

                                      2.1

                                      Baths

                                      3,200

                                      Sq.Ft.

                                      2 Gate Way

                                      Chester, NY

                                      Courtesy of MK REALTY INC
                                      View 1 Hemlock Court Chester, NY MLS# 1023396
                                        Save 1 Hemlock Court Chester, NY MLS# 1023396
                                        1 of 1
                                        $700,000
                                        3

                                        Beds

                                        2.1

                                        Baths

                                        2,600

                                        Sq.Ft.

                                        1 Hemlock Court

                                        Chester, NY

                                        Courtesy of MK REALTY INC
                                        View 3414 Whispering Hills Chester, NY MLS# 974398
                                        • Virtual Tour
                                        Save 3414 Whispering Hills Chester, NY MLS# 974398
                                        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

                                        About Chester

                                        Listings in Chester, NY

                                        108

                                        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 - 100K0
                                        $100K - 200K0
                                        $200K - 300K6
                                        $300K - 400K17
                                        $400K - 500K14
                                        $500K - 600K9
                                        $600K - 700K13
                                        $700K - 800K20
                                        $800K - 900K11
                                        $900K - 1M6
                                        $1M - Max12

                                        Homes for Sale by Type in Chester, NY

                                        Property TypeCount
                                        Single Family81
                                        Townhouse0
                                        Condo15
                                        Commercial5
                                        Rental23
                                        Lots and Land5
                                        Condo/Town/CoOp0
                                        CoOp0
                                        Multi Family2
                                        Mobile Home0
                                        Farms0

                                        (Data as of 8/26/2026)

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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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