View 1311 Whispering Hills Chester, NY MLS# 983111
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    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
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      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
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        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
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 90 Pewter Circle Chester, NY MLS# 981270
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          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
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            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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            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
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              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 1414 Kings Highway Chester, NY MLS# 965992
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                  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
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                    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
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                      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
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                        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
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                          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
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                            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 487 Black Meadow Road Chester, NY MLS# 960665
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                              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
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                                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
                                View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
                                  Save 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
                                  1 of 38
                                  $635,000
                                  3

                                  Beds

                                  2.1

                                  Baths

                                  1,954

                                  Sq.Ft.

                                  25 Sugarloaf Mountain Road

                                  Chester, NY

                                  Courtesy of CRONIN & COMPANY REAL ESTATE
                                  View 50 Elkay Drive Chester, NY MLS# 954329
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                                    1 of 3
                                    $625,000
                                    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

                                      About Chester

                                      Listings in Chester, NY

                                      94

                                      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 - 400K14
                                      $400K - 500K13
                                      $500K - 600K7
                                      $600K - 700K6
                                      $700K - 800K11
                                      $800K - 900K12
                                      $900K - 1M7
                                      $1M - Max16

                                      Homes for Sale by Type in Chester, NY

                                      Property TypeCount
                                      Single Family64
                                      Townhouse0
                                      Condo10
                                      Commercial6
                                      Rental28
                                      Lots and Land13
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family1
                                      Mobile Home0
                                      Farms0

                                      (Data as of 6/15/2026)

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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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