View 2722 Whispering Hills Chester, NY MLS# 994269
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$424,999
3

Beds

2.1

Baths

1,331

Sq.Ft.

2722 Whispering Hills

Chester, NY

Courtesy of ARTISAN REALTY
View 220 Oxford Road Chester, NY MLS# 000137
    Save 220 Oxford Road Chester, NY MLS# 000137
    1 of 3
    $899,000
    3

    Beds

    3.1

    Baths

    3,535

    Sq.Ft.

    220 Oxford Road

    Chester, NY

    Courtesy of BLOOMING REALTY
    View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
      Save 3815 Whispering Hills Drive Chester, NY MLS# 1000359
      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
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 4 Debbie Court Chester, NY MLS# 995223
        Save 4 Debbie Court Chester, NY MLS# 995223
        1 of 49
        OPEN HOUSE: Sunday 6/14 1:15 PM - 2:00 PM
        $785,000
        5

        Beds

        5.1

        Baths

        5,403

        Sq.Ft.

        4 Debbie Court

        Chester, NY

        Courtesy of FLAG REALTY GROUP
        View 2 Garnett Hill Road Chester, NY MLS# 999261
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        $999,999
        5

        Beds

        2.1

        Baths

        4,772

        Sq.Ft.

        2 Garnett Hill Road

        Chester, NY

        Courtesy of PLATINUM REALTY ASSOCIATES
        View 63 Hubshop Road Chester, NY MLS# 997559
          Save 63 Hubshop Road Chester, NY MLS# 997559
          1 of 45
          $499,000
          4

          Beds

          2.1

          Baths

          2,060

          Sq.Ft.

          63 Hubshop Road

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 58 Nancy Lane Chester, NY MLS# 995624
            Save 58 Nancy Lane Chester, NY MLS# 995624
            1 of 49
            OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
            $769,000
            3

            Beds

            2.1

            Baths

            2,718

            Sq.Ft.

            58 Nancy Lane

            Chester, NY

            Courtesy of HOWARD HANNA RAND REALTY
            View 151 Laroe Road Chester, NY MLS# 995916
              Save 151 Laroe Road Chester, NY MLS# 995916
              1 of 43
              $430,000
              3

              Beds

              1.1

              Baths

              1,177

              Sq.Ft.

              151 Laroe Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 19 High Street Chester, NY MLS# 995148
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              $1,195,000
              9

              Beds

              6.1

              Baths

              4,965

              Sq.Ft.

              19 High Street

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 4 Greycourt Road Chester, NY MLS# 992700
                Save 4 Greycourt Road Chester, NY MLS# 992700
                1 of 12
                $640,000
                3

                Beds

                1.1

                Baths

                2,136

                Sq.Ft.

                4 Greycourt Road

                Chester, NY

                Courtesy of MK REALTY INC
                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 19 Greentree Lane Chester, NY MLS# 988789
                    Save 19 Greentree Lane Chester, NY MLS# 988789
                    1 of 50
                    $3,400,000
                    4

                    Beds

                    4.0

                    Baths

                    7,750

                    Sq.Ft.

                    19 Greentree Lane

                    Chester, NY

                    Courtesy of SERHANT LLC
                    View 2 Heidi Lane Chester, NY MLS# 988299
                      Save 2 Heidi Lane Chester, NY MLS# 988299
                      1 of 45
                      OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
                      $899,900
                      5

                      Beds

                      3.0

                      Baths

                      3,846

                      Sq.Ft.

                      2 Heidi Lane

                      Chester, NY

                      Courtesy of CRONIN & COMPANY REAL ESTATE
                      View 2 Primrose Lane Chester, NY MLS# 991517
                        Save 2 Primrose Lane Chester, NY MLS# 991517
                        1 of 42
                        $849,900
                        4

                        Beds

                        3.0

                        Baths

                        2,370

                        Sq.Ft.

                        2 Primrose Lane

                        Chester, NY

                        Courtesy of Weichert Realtors - Monroe
                        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
                            View 149 Creamery Pond Road Chester, NY MLS# 986323
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                            OPEN HOUSE: Saturday 6/13 12:00 PM - 3:00 PM
                            $849,900
                            3

                            Beds

                            3.0

                            Baths

                            2,740

                            Sq.Ft.

                            149 Creamery Pond Road

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 17 Woodridge Drive Chester, NY MLS# 972648
                              Save 17 Woodridge Drive Chester, NY MLS# 972648
                              1 of 50
                              $624,900
                              4

                              Beds

                              2.1

                              Baths

                              2,524

                              Sq.Ft.

                              17 Woodridge Drive

                              Chester, NY

                              Courtesy of EXP REALTY
                              View 145 Kings Highway Bypass Chester, NY MLS# 982708
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                              1 of 48
                              OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
                              $1,399,777
                              4

                              Beds

                              4.0

                              Baths

                              4,508

                              Sq.Ft.

                              145 Kings Highway Bypass

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY
                              View 53 Gibson Hill Road Chester, NY MLS# 986225
                                Save 53 Gibson Hill Road Chester, NY MLS# 986225
                                1 of 48
                                $1,100,000
                                5

                                Beds

                                4.0

                                Baths

                                5,312

                                Sq.Ft.

                                53 Gibson Hill Road

                                Chester, NY

                                Courtesy of EXP REALTY

                                About Chester

                                Listings in Chester, NY

                                92

                                Estimated median home price

                                $687,495
                                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 - 400K15
                                $400K - 500K12
                                $500K - 600K6
                                $600K - 700K6
                                $700K - 800K11
                                $800K - 900K12
                                $900K - 1M7
                                $1M - Max15

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family62
                                Townhouse0
                                Condo11
                                Commercial5
                                Rental27
                                Lots and Land13
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family1
                                Mobile Home0
                                Farms0

                                (Data as of 6/11/2026)

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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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