View 2921 Whispering Hills Chester, NY MLS# 1043986
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    1 of 42
    $354,900
    3

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    2.1

    Baths

    1,331

    Sq.Ft.

    2921 Whispering Hills

    Chester, NY

    Courtesy of ARC REALTY 1 IN SALES
    View 2522 Whispering Hills Chester, NY MLS# 1027103
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      1 of 35
      $355,000
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      2522 Whispering Hills

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 3409 Whispering Hills Chester, NY MLS# 1032618
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        1 of 24
        $360,000
        3

        Beds

        2.1

        Baths

        1,331

        Sq.Ft.

        3409 Whispering Hills

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 4704 Whispering Hills Chester, NY MLS# 1038636
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          1 of 19
          $370,000
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          4704 Whispering Hills

          Chester, NY

          Courtesy of SAHAGIAN REALTY LLC
          View 3211 Whispering Hills Chester, NY MLS# 1046996
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          1 of 40
          $370,000
          3

          Beds

          2.0

          Baths

          1,316

          Sq.Ft.

          3211 Whispering Hills

          Chester, NY

          Courtesy of RE/MAX BENCHMARK REALTY GROUP
          View 260 Gibson Hill Road Chester, NY MLS# 1044316
            Save 260 Gibson Hill Road Chester, NY MLS# 1044316
            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 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 4114 Whispering Hills Chester, NY MLS# 1027245
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                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 66 Whitetail Run Chester, NY MLS# 1033721
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                  1 of 50
                  OPEN HOUSE: Sunday 10/25 12:00 PM - 2:00 PM
                  $399,999
                  3

                  Beds

                  1.1

                  Baths

                  1,500

                  Sq.Ft.

                  66 Whitetail Run

                  Chester, NY

                  Courtesy of HOWARD HANNA RAND REALTY
                  View TBD Rt-17M Chester, NY MLS# 1059544
                  • Recently Listed
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                  1 of 2
                  $399,999
                  30,000

                  Sq.Ft.

                  TBD Rt-17M

                  Chester, NY

                  Courtesy of EREALTY ADVISORS, INC
                  View 70 Main Street Chester, NY MLS# 1034449
                    Save 70 Main Street Chester, NY MLS# 1034449
                    1 of 27
                    $419,000
                    3

                    Beds

                    1.2

                    Baths

                    1,357

                    Sq.Ft.

                    70 Main Street

                    Chester, NY

                    Courtesy of CURASI REALTY, INC.
                    View 1367 Kings Highway Chester, NY MLS# 1036770
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                      1 of 16
                      $440,000
                      3

                      Beds

                      1.1

                      Baths

                      1,728

                      Sq.Ft.

                      1367 Kings Highway

                      Chester, NY

                      Courtesy of GREENE REALTY GROUP
                      View 63 Hubshop Road Chester, NY MLS# 1039933
                        Save 63 Hubshop Road Chester, NY MLS# 1039933
                        1 of 19
                        $459,000
                        4

                        Beds

                        2.1

                        Baths

                        2,060

                        Sq.Ft.

                        63 Hubshop Road

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 21 Trotting Drive Chester, NY MLS# 1030740
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                        1 of 49
                        $475,000
                        3

                        Beds

                        2.0

                        Baths

                        1,624

                        Sq.Ft.

                        21 Trotting Drive

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 32 Surrey Road Chester, NY MLS# 1040785
                          Save 32 Surrey Road Chester, NY MLS# 1040785
                          1 of 39
                          $475,000
                          4

                          Beds

                          1.1

                          Baths

                          1,820

                          Sq.Ft.

                          32 Surrey Road

                          Chester, NY

                          Courtesy of EXP REALTY
                          View 94 Booth Road Chester, NY MLS# 1050173
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                            1 of 28
                            $485,000
                            3

                            Beds

                            2.1

                            Baths

                            2,441

                            Sq.Ft.

                            94 Booth Road

                            Chester, NY

                            Courtesy of HOWARD HANNA RAND REALTY
                            View 8 Bridle Lane Chester, NY MLS# 1036394
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                            1 of 45
                            $495,000
                            4

                            Beds

                            1.1

                            Baths

                            1,820

                            Sq.Ft.

                            8 Bridle Lane

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 264 Bull Mill Road Chester, NY MLS# 1049026
                              Save 264 Bull Mill Road Chester, NY MLS# 1049026
                              1 of 43
                              $499,000
                              3

                              Beds

                              2.1

                              Baths

                              1,848

                              Sq.Ft.

                              264 Bull Mill Road

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY
                              View 11 Chandler Drive Chester, NY MLS# 1018371
                                Save 11 Chandler Drive Chester, NY MLS# 1018371
                                1 of 32
                                $499,999
                                3

                                Beds

                                2.1

                                Baths

                                1,908

                                Sq.Ft.

                                11 Chandler Drive

                                Chester, NY

                                Courtesy of COLDWELL BANKER REALTY
                                View 19 Meadow Avenue Chester, NY MLS# 1050131
                                  Save 19 Meadow Avenue Chester, NY MLS# 1050131
                                  1 of 18
                                  $499,999
                                  2

                                  Beds

                                  2.0

                                  Baths

                                  1,910

                                  Sq.Ft.

                                  19 Meadow Avenue

                                  Chester, NY

                                  Courtesy of RE/MAX TOWN & COUNTRY

                                  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 - 300K12
                                  $300K - 400K17
                                  $400K - 500K10
                                  $500K - 600K6
                                  $600K - 700K11
                                  $700K - 800K18
                                  $800K - 900K11
                                  $900K - 1M5
                                  $1M - Max10

                                  Homes for Sale by Type in Chester, NY

                                  Property TypeCount
                                  Single Family71
                                  Townhouse0
                                  Condo19
                                  Commercial6
                                  Rental29
                                  Lots and Land3
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family2
                                  Mobile Home0
                                  Farms0

                                  (Data as of 10/21/2026)

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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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