View 50 Elkay Drive Chester, NY MLS# 954329
    Save 50 Elkay Drive Chester, NY MLS# 954329
    1 of 3
    $675,000
    Studio

    Beds

    0.0

    Baths

    87,120

    Sq.Ft.

    50 Elkay Drive

    Chester, NY

    Courtesy of POINT REALTY USA
    View 1367 Kings Highway Chester, NY MLS# 951876
      Save 1367 Kings Highway Chester, NY MLS# 951876
      1 of 13
      $460,000
      3

      Beds

      1.1

      Baths

      1,728

      Sq.Ft.

      1367 Kings Highway

      Chester, NY

      Courtesy of KARTEN REAL ESTATE SVCS LLC
      View 5 Gabriels Drive Chester, NY MLS# 952148
      • Virtual Tour
      Save 5 Gabriels Drive Chester, NY MLS# 952148
      1 of 49
      $899,000
      4

      Beds

      2.1

      Baths

      2,722

      Sq.Ft.

      5 Gabriels Drive

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 4508 Whispering Hills Chester, NY MLS# 951306
        Save 4508 Whispering Hills Chester, NY MLS# 951306
        1 of 20
        $299,999
        2

        Beds

        1.1

        Baths

        1,072

        Sq.Ft.

        4508 Whispering Hills

        Chester, NY

        Courtesy of EXP 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 3910 Whispering Hills Chester, NY MLS# 946789
          • Virtual Tour
          Save 3910 Whispering Hills Chester, NY MLS# 946789
          1 of 9
          $369,900
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          3910 Whispering Hills

          Chester, NY

          Courtesy of EXP REALTY
          View 108 Pine Hill Road Chester, NY MLS# 944582
          • Virtual Tour
          Save 108 Pine Hill Road Chester, NY MLS# 944582
          1 of 37
          $429,000
          4

          Beds

          1.1

          Baths

          1,780

          Sq.Ft.

          108 Pine Hill Road

          Chester, NY

          Courtesy of AVION
          View 3308 Whispering Hills Drive Chester, NY MLS# 924165
            Save 3308 Whispering Hills Drive Chester, NY MLS# 924165
            1 of 30
            $289,000
            2

            Beds

            1.1

            Baths

            1,072

            Sq.Ft.

            3308 Whispering Hills Drive

            Chester, NY

            Courtesy of HOWARD HANNA RAND REALTY
            View Oxford Road Chester, NY MLS# 946546
              Save Oxford Road Chester, NY MLS# 946546
              1 of 2
              $199,000
              Studio

              Beds

              0.0

              Baths

              313,632

              Sq.Ft.

              Oxford Road

              Chester, NY

              Courtesy of BLOOMING REALTY
              View 360 Prospect Road Chester, NY MLS# 944607
                Save 360 Prospect Road Chester, NY MLS# 944607
                1 of 50
                $699,000
                3

                Beds

                3.0

                Baths

                3,000

                Sq.Ft.

                360 Prospect Road

                Chester, NY

                Courtesy of EREALTY ADVISORS, INC
                View 3120 Whispering Hills Chester, NY MLS# 941582
                  Save 3120 Whispering Hills Chester, NY MLS# 941582
                  1 of 18
                  $299,000
                  2

                  Beds

                  1.1

                  Baths

                  1,072

                  Sq.Ft.

                  3120 Whispering Hills

                  Chester, NY

                  Courtesy of JOHN J LEASE REALTORS INC
                  View 101 Oxford Road Chester, NY MLS# 943068
                  • Adult Community
                  Save 101 Oxford Road Chester, NY MLS# 943068
                  1 of 1
                  $639,000
                  3

                  Beds

                  1.1

                  Baths

                  1,816

                  Sq.Ft.

                  101 Oxford Road

                  Chester, NY

                  Courtesy of LOOP REALTY INC
                  View 3917 Whispering Hills Chester, NY MLS# 942965
                    Save 3917 Whispering Hills Chester, NY MLS# 942965
                    1 of 28
                    $305,000
                    2

                    Beds

                    1.1

                    Baths

                    1,072

                    Sq.Ft.

                    3917 Whispering Hills

                    Chester, NY

                    Courtesy of KELLER WILLIAMS HUDSON VALLEY
                    View 16 Oakland Avenue Chester, NY MLS# 939522
                      Save 16 Oakland Avenue Chester, NY MLS# 939522
                      1 of 49
                      $425,000
                      4

                      Beds

                      2.1

                      Baths

                      2,090

                      Sq.Ft.

                      16 Oakland Avenue

                      Chester, NY

                      Courtesy of BHG REAL ESTATE GREEN TEAM
                      View 16 Oxford Springs Road Chester, NY MLS# 935115
                      • Virtual Tour
                      Save 16 Oxford Springs Road Chester, NY MLS# 935115
                      1 of 43
                      $750,000
                      3

                      Beds

                      3.0

                      Baths

                      2,870

                      Sq.Ft.

                      16 Oxford Springs Road

                      Chester, NY

                      Courtesy of RE/MAX BENCHMARK REALTY GROUP
                      View 1503 Whispering Hills Chester, NY MLS# 937839
                        Save 1503 Whispering Hills Chester, NY MLS# 937839
                        1 of 17
                        $309,900
                        3

                        Beds

                        2.1

                        Baths

                        1,331

                        Sq.Ft.

                        1503 Whispering Hills

                        Chester, NY

                        Courtesy of CENTURY 21 E & M WILLIAMS RLTY
                        View 1401 Whispering Hills Chester, NY MLS# 935471
                          Save 1401 Whispering Hills Chester, NY MLS# 935471
                          1 of 33
                          $289,500
                          2

                          Beds

                          1.0

                          Baths

                          1,084

                          Sq.Ft.

                          1401 Whispering Hills

                          Chester, NY

                          Courtesy of HOWARD HANNA RAND REALTY
                          View 2915 Whispering Hills Chester, NY MLS# 927990
                          • Virtual Tour
                          Save 2915 Whispering Hills Chester, NY MLS# 927990
                          1 of 23
                          $369,000
                          3

                          Beds

                          2.1

                          Baths

                          1,331

                          Sq.Ft.

                          2915 Whispering Hills

                          Chester, NY

                          Courtesy of CENTURY 21 FULL SERVICE REALTY
                          View 7 Park Place Chester, NY MLS# 927218
                            Save 7 Park Place Chester, NY MLS# 927218
                            1 of 48
                            $730,000
                            4

                            Beds

                            3.1

                            Baths

                            2,780

                            Sq.Ft.

                            7 Park Place

                            Chester, NY

                            Courtesy of CENTURY 21 FULL SERVICE REALTY
                            View 9 Country Woods Drive Chester, NY MLS# 925049
                            • Virtual Tour
                            Save 9 Country Woods Drive Chester, NY MLS# 925049
                            1 of 30
                            $725,000
                            5

                            Beds

                            2.1

                            Baths

                            3,124

                            Sq.Ft.

                            9 Country Woods Drive

                            Chester, NY

                            Courtesy of HOWARD HANNA RAND REALTY

                            About Chester

                            Listings in Chester, NY

                            62

                            Estimated median home price

                            $487,500
                            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 - 200K2
                            $200K - 300K9
                            $300K - 400K13
                            $400K - 500K8
                            $500K - 600K1
                            $600K - 700K6
                            $700K - 800K6
                            $800K - 900K6
                            $900K - 1M4
                            $1M - Max7

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family32
                            Townhouse0
                            Condo14
                            Commercial5
                            Rental24
                            Lots and Land11
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family0
                            Mobile Home0
                            Farms0

                            (Data as of 3/24/2026)

                            Browse Neighborhoods

                            Find Properties in Chester, NY

                            Chester, NY Information

                            Find Properties by Zip

                            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.

                            Information Copyright 2021, OneKey® MLS. All Rights Reserved.