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 35 Maple Avenue Chester, NY MLS# 990509
      Save 35 Maple Avenue Chester, NY MLS# 990509
      1 of 29
      $499,900
      3

      Beds

      3.0

      Baths

      2,032

      Sq.Ft.

      35 Maple Avenue

      Chester, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 2323 Whispering Hills Chester, NY MLS# 979690
        Save 2323 Whispering Hills Chester, NY MLS# 979690
        1 of 38
        $327,000
        2

        Beds

        2.0

        Baths

        1,316

        Sq.Ft.

        2323 Whispering Hills

        Chester, NY

        Courtesy of CENTURY 21 FULL SERVICE REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 17 Woodridge Drive Chester, NY MLS# 972648
          Save 17 Woodridge Drive Chester, NY MLS# 972648
          1 of 50
          $623,900
          4

          Beds

          2.1

          Baths

          2,524

          Sq.Ft.

          17 Woodridge Drive

          Chester, NY

          Courtesy of EXP REALTY
          View 5 Roggia Road Chester, NY MLS# 978824
          • Virtual Tour
          Save 5 Roggia Road Chester, NY MLS# 978824
          1 of 32
          $450,000
          3

          Beds

          2.0

          Baths

          1,882

          Sq.Ft.

          5 Roggia Road

          Chester, NY

          Courtesy of NAZMA REAL ESTATE LLC
          View 85 Surrey Road Chester, NY MLS# 984933
            Save 85 Surrey Road Chester, NY MLS# 984933
            1 of 35
            $524,900
            4

            Beds

            2.0

            Baths

            2,076

            Sq.Ft.

            85 Surrey Road

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 1071 Craigville Road Chester, NY MLS# 976307
            • Virtual Tour
            Save 1071 Craigville Road Chester, NY MLS# 976307
            1 of 48
            $795,000
            4

            Beds

            2.1

            Baths

            2,780

            Sq.Ft.

            1071 Craigville Road

            Chester, NY

            Courtesy of MS REALTY GROUP USA, INC
            View 58 Oxford Springs Road Chester, NY MLS# 982136
            • Virtual Tour
            Save 58 Oxford Springs Road Chester, NY MLS# 982136
            1 of 38
            $349,900
            1

            Beds

            1.0

            Baths

            783

            Sq.Ft.

            58 Oxford Springs Road

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 101 Whitetail Run Chester, NY MLS# 983196
              Save 101 Whitetail Run Chester, NY MLS# 983196
              1 of 35
              $589,000
              3

              Beds

              2.1

              Baths

              1,854

              Sq.Ft.

              101 Whitetail Run

              Chester, NY

              Courtesy of CRONIN & COMPANY REAL ESTATE
              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 78 Goshen Road Chester, NY MLS# 968517
                  Save 78 Goshen Road Chester, NY MLS# 968517
                  1 of 50
                  $725,000
                  4

                  Beds

                  2.2

                  Baths

                  3,908

                  Sq.Ft.

                  78 Goshen Road

                  Chester, NY

                  Courtesy of CRONIN & COMPANY REAL ESTATE
                  View 4 Oak Street Chester, NY MLS# 973625
                    Save 4 Oak Street Chester, NY MLS# 973625
                    1 of 42
                    $499,900
                    3

                    Beds

                    2.1

                    Baths

                    1,888

                    Sq.Ft.

                    4 Oak Street

                    Chester, NY

                    Courtesy of CRONIN & COMPANY REAL ESTATE
                    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 5 N Hudson Street Chester, NY MLS# 976521
                        Save 5 N Hudson Street Chester, NY MLS# 976521
                        1 of 28
                        $500,000
                        3

                        Beds

                        2.0

                        Baths

                        2,688

                        Sq.Ft.

                        5 N Hudson Street

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 55 Beverly Road Chester, NY MLS# 977281
                        • Virtual Tour
                        Save 55 Beverly Road Chester, NY MLS# 977281
                        1 of 49
                        $735,000
                        4

                        Beds

                        3.1

                        Baths

                        3,356

                        Sq.Ft.

                        55 Beverly Road

                        Chester, NY

                        Courtesy of HOWARD HANNA RAND REALTY
                        View 4116 Whispering Hills Chester, NY MLS# 975277
                          Save 4116 Whispering Hills Chester, NY MLS# 975277
                          1 of 25
                          $375,000
                          3

                          Beds

                          2.1

                          Baths

                          1,355

                          Sq.Ft.

                          4116 Whispering Hills

                          Chester, NY

                          Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
                          View 558 Pine Hill Road Chester, NY MLS# 958731
                            Save 558 Pine Hill Road Chester, NY MLS# 958731
                            1 of 50
                            $599,000
                            4

                            Beds

                            2.1

                            Baths

                            3,120

                            Sq.Ft.

                            558 Pine Hill Road

                            Chester, NY

                            Courtesy of EREALTY ADVISORS, 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 7 Hambletonian Avenue Chester, NY MLS# 964090
                                Save 7 Hambletonian Avenue Chester, NY MLS# 964090
                                1 of 26
                                $399,900
                                2

                                Beds

                                1.0

                                Baths

                                1,026

                                Sq.Ft.

                                7 Hambletonian Avenue

                                Chester, NY

                                Courtesy of HOMESMART HOMES & ESTATES
                                View 2 Imperial Park Chester, NY MLS# 964115
                                  Save 2 Imperial Park Chester, NY MLS# 964115
                                  1 of 9
                                  $149,900
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  8,875

                                  Sq.Ft.

                                  2 Imperial Park

                                  Chester, NY

                                  Courtesy of HOMESMART HOMES & ESTATES

                                  About Chester

                                  Listings in Chester, NY

                                  90

                                  Estimated median home price

                                  $657,500
                                  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 - 200K3
                                  $200K - 300K5
                                  $300K - 400K13
                                  $400K - 500K13
                                  $500K - 600K7
                                  $600K - 700K5
                                  $700K - 800K11
                                  $800K - 900K11
                                  $900K - 1M6
                                  $1M - Max16

                                  Homes for Sale by Type in Chester, NY

                                  Property TypeCount
                                  Single Family61
                                  Townhouse0
                                  Condo9
                                  Commercial6
                                  Rental27
                                  Lots and Land13
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family1
                                  Mobile Home0
                                  Farms0

                                  (Data as of 6/19/2026)

                                  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.