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
        The time to sell is now! THE TIME TO SELL IS NOW!
        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
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              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 21 Bull Mine Road Chester, NY MLS# 973228
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                1 of 48
                $925,000
                5

                Beds

                3.1

                Baths

                3,680

                Sq.Ft.

                21 Bull Mine Road

                Chester, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View Address not provided Chester, NY MLS# 962912
                  Save Address not provided Chester, NY MLS# 962912
                  1 of 1
                  $1,000,000

                  Address not provided

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 2203 Whispering Hills Chester, NY MLS# 954443
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                    1 of 24
                    $362,900
                    3

                    Beds

                    2.1

                    Baths

                    1,331

                    Sq.Ft.

                    2203 Whispering Hills

                    Chester, NY

                    Courtesy of HOWARD HANNA RAND REALTY
                    View 1414 Kings Highway Chester, NY MLS# 965992
                      Save 1414 Kings Highway Chester, NY MLS# 965992
                      1 of 9
                      $879,900
                      4

                      Beds

                      2.1

                      Baths

                      3,200

                      Sq.Ft.

                      1414 Kings Highway

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 10 Wells Sweep Lane Chester, NY MLS# 966048
                        Save 10 Wells Sweep Lane Chester, NY MLS# 966048
                        1 of 8
                        $869,900
                        4

                        Beds

                        2.1

                        Baths

                        3,000

                        Sq.Ft.

                        10 Wells Sweep Lane

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 558 Pine Hill Road Chester, NY MLS# 958731
                          Save 558 Pine Hill Road Chester, NY MLS# 958731
                          1 of 50
                          OPEN HOUSE: Sunday 6/7 1:00 PM - 2:30 PM
                          $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
                            OPEN HOUSE: Sunday 6/7 1:00 AM - 2:30 PM
                            $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
                                View 20 Goshen Road Chester, NY MLS# 961236
                                  Save 20 Goshen Road Chester, NY MLS# 961236
                                  1 of 50
                                  $1,725,000
                                  4

                                  Beds

                                  2.1

                                  Baths

                                  3,348

                                  Sq.Ft.

                                  20 Goshen Road

                                  Chester, NY

                                  Courtesy of EXP REALTY
                                  View 487 Black Meadow Road Chester, NY MLS# 960665
                                    Save 487 Black Meadow Road Chester, NY MLS# 960665
                                    1 of 50
                                    $725,000
                                    6

                                    Beds

                                    3.1

                                    Baths

                                    4,204

                                    Sq.Ft.

                                    487 Black Meadow Road

                                    Chester, NY

                                    Courtesy of JOSEPH BARATTA COMPANY REALTY
                                    View 34 Mountainside Drive Chester, NY MLS# 956879
                                      Save 34 Mountainside Drive Chester, NY MLS# 956879
                                      1 of 8
                                      $699,990
                                      4

                                      Beds

                                      3.0

                                      Baths

                                      1,867

                                      Sq.Ft.

                                      34 Mountainside Drive

                                      Chester, NY

                                      Courtesy of OUR HOUSE REAL ESTATE GROUP

                                      About Chester

                                      Listings in Chester, NY

                                      86

                                      Estimated median home price

                                      $637,500
                                      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 - 400K15
                                      $400K - 500K13
                                      $500K - 600K4
                                      $600K - 700K5
                                      $700K - 800K12
                                      $800K - 900K11
                                      $900K - 1M5
                                      $1M - Max13

                                      Homes for Sale by Type in Chester, NY

                                      Property TypeCount
                                      Single Family56
                                      Townhouse0
                                      Condo11
                                      Commercial5
                                      Rental27
                                      Lots and Land13
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family1
                                      Mobile Home0
                                      Farms0

                                      (Data as of 6/6/2026)

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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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