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 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
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 260 Gibson Hill Road Chester, NY MLS# 1044316
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      1 of 22
      $374,900
      3

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      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
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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 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
              Save 3409 Whispering Hills Chester, NY MLS# 1032618
              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
              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 220 Oxford Road Chester, NY MLS# 907969
                  Save 220 Oxford Road Chester, NY MLS# 907969
                  1 of 1
                  $350,000
                  Studio

                  Beds

                  0.0

                  Baths

                  274,428

                  Sq.Ft.

                  220 Oxford Road

                  Chester, NY

                  Courtesy of EXIT REALTY VENTURE
                  View 2604 Whispering Hills Chester, NY MLS# 1025165
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                    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
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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.
                            View 552 Pine Hill Road Chester, NY MLS# 958740
                              Save 552 Pine Hill Road Chester, NY MLS# 958740
                              1 of 1
                              $299,000
                              Studio

                              Beds

                              0.0

                              Baths

                              248,292

                              Sq.Ft.

                              552 Pine Hill Road

                              Chester, NY

                              Courtesy of EREALTY ADVISORS, INC
                              View 151 Main Street Chester, NY MLS# 1031155
                                Save 151 Main Street Chester, NY MLS# 1031155
                                1 of 16
                                $299,000
                                4

                                Beds

                                1.0

                                Baths

                                1,504

                                Sq.Ft.

                                151 Main Street

                                Chester, NY

                                Courtesy of HUDSON VALLEY GRIFFITH
                                View 2124 Whispering Hills Chester, NY MLS# 1042658
                                • Recently Listed with Virtual Tour
                                Save 2124 Whispering Hills Chester, NY MLS# 1042658
                                1 of 18
                                $299,000
                                2

                                Beds

                                1.0

                                Baths

                                1,084

                                Sq.Ft.

                                2124 Whispering Hills

                                Chester, NY

                                Courtesy of HOWARD HANNA RAND REALTY
                                View 2119 Whispering Hills Chester, NY MLS# 1019548
                                  Save 2119 Whispering Hills Chester, NY MLS# 1019548
                                  1 of 32
                                  $295,000
                                  2

                                  Beds

                                  1.1

                                  Baths

                                  1,086

                                  Sq.Ft.

                                  2119 Whispering Hills

                                  Chester, NY

                                  Courtesy of HOWARD HANNA RAND REALTY

                                  About Chester

                                  Listings in Chester, NY

                                  109

                                  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 - 300K8
                                  $300K - 400K18
                                  $400K - 500K12
                                  $500K - 600K9
                                  $600K - 700K12
                                  $700K - 800K20
                                  $800K - 900K10
                                  $900K - 1M6
                                  $1M - Max13

                                  Homes for Sale by Type in Chester, NY

                                  Property TypeCount
                                  Single Family79
                                  Townhouse0
                                  Condo17
                                  Commercial6
                                  Rental23
                                  Lots and Land5
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family2
                                  Mobile Home0
                                  Farms0

                                  (Data as of 8/30/2026)

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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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