View 34 Mountainside Drive Chester, NY MLS# H6326715
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    1 of 8
    $225,000
    Studio

    Beds

    0.0

    Baths

    43,560

    Sq.Ft.

    34 Mountainside Drive

    Chester, NY

    Courtesy of OUR HOUSE REAL ESTATE GROUP
    View 32 Mountainside Drive Chester, NY MLS# H6328761
      Save 32 Mountainside Drive Chester, NY MLS# H6328761
      1 of 5
      $259,000
      Studio

      Beds

      0.0

      Baths

      879,041

      Sq.Ft.

      32 Mountainside Drive

      Chester, NY

      Courtesy of OUR HOUSE REAL ESTATE GROUP
      View 2812 Whispering Hills Chester, NY MLS# 936470
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      1 of 30
      $290,000
      2

      Beds

      1.0

      Baths

      1,084

      Sq.Ft.

      2812 Whispering Hills

      Chester, NY

      Courtesy of EXIT REALTY CONNECTIONS
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 1401 Whispering Hills Chester, NY MLS# 935471
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      1 of 33
      $295,000
      2

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      1.0

      Baths

      1,084

      Sq.Ft.

      1401 Whispering Hills

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 2317 Whispering Hills Chester, NY MLS# 897839
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      1 of 34
      $299,999
      2

      Beds

      1.1

      Baths

      1,072

      Sq.Ft.

      2317 Whispering Hills

      Chester, NY

      Courtesy of HOMESMART HOMES & ESTATES
      View Oxford Road Chester, NY MLS# H6287716
        Save Oxford Road Chester, NY MLS# H6287716
        1 of 23
        $325,000
        Studio

        Beds

        0.0

        Baths

        235,224

        Sq.Ft.

        Oxford Road

        Chester, NY

        Courtesy of RE/MAX BENCHMARK REALTY GROUP
        View 3107 Whispering Hills Chester, NY MLS# 879298
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          1 of 32
          $325,000
          2

          Beds

          1.1

          Baths

          1,086

          Sq.Ft.

          3107 Whispering Hills

          Chester, NY

          Courtesy of MASTER REALTY GROUP INC.
          View 1503 Whispering Hills Chester, NY MLS# 937839
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          1 of 17
          $339,900
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          1503 Whispering Hills

          Chester, NY

          Courtesy of CENTURY 21 E & M WILLIAMS RLTY
          View 65 Hudson Street Chester, NY MLS# 934146
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            1 of 24
            $345,000
            3

            Beds

            1.0

            Baths

            1,120

            Sq.Ft.

            65 Hudson Street

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 8 Camelback Road Chester, NY MLS# 912372
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              1 of 11
              $349,999
              Studio

              Beds

              0.0

              Baths

              213,444

              Sq.Ft.

              8 Camelback Road

              Chester, NY

              Courtesy of EXP REALTY
              View 2 Virginia Lane Chester, NY MLS# H6215339
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                1 of 4
                $350,000
                Studio

                Beds

                0.0

                Baths

                235,224

                Sq.Ft.

                2 Virginia Lane

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View Odyssey Drive Chester, NY MLS# 858370
                  Save Odyssey Drive Chester, NY MLS# 858370
                  1 of 4
                  $350,000
                  Studio

                  Beds

                  0.0

                  Baths

                  222,156

                  Sq.Ft.

                  Odyssey Drive

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 220 Oxford Road Chester, NY MLS# 907969
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                    1 of 1
                    $350,000
                    Studio

                    Beds

                    0.0

                    Baths

                    274,428

                    Sq.Ft.

                    220 Oxford Road

                    Chester, NY

                    Courtesy of EXIT REALTY VENTURE
                    View 4703 Whispering Hills Drive Chester, NY MLS# 904289
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                      1 of 28
                      $369,000
                      3

                      Beds

                      2.1

                      Baths

                      1,331

                      Sq.Ft.

                      4703 Whispering Hills Drive

                      Chester, NY

                      Courtesy of ARTISAN REALTY
                      View 18 Oakland Avenue Chester, NY MLS# 935124
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                      1 of 33
                      $369,900
                      2

                      Beds

                      1.0

                      Baths

                      1,084

                      Sq.Ft.

                      18 Oakland Avenue

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 4309 Whispering Hills Drive Chester, NY MLS# 916156
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                      1 of 48
                      $375,000
                      3

                      Beds

                      2.1

                      Baths

                      1,355

                      Sq.Ft.

                      4309 Whispering Hills Drive

                      Chester, NY

                      Courtesy of HOWARD HANNA RAND REALTY
                      View 576 Bull Mill Road Chester, NY MLS# 859210
                        Save 576 Bull Mill Road Chester, NY MLS# 859210
                        1 of 35
                        $399,000
                        2

                        Beds

                        1.0

                        Baths

                        1,484

                        Sq.Ft.

                        576 Bull Mill Road

                        Chester, NY

                        Courtesy of BLOOMING REALTY
                        View 47 Greycourt Avenue Chester, NY MLS# 901280
                          Save 47 Greycourt Avenue Chester, NY MLS# 901280
                          1 of 41
                          $425,000
                          4

                          Beds

                          1.1

                          Baths

                          1,386

                          Sq.Ft.

                          47 Greycourt Avenue

                          Chester, NY

                          Courtesy of CURASI REALTY, INC.
                          View 84 Pine Hill Road Chester, NY MLS# 926175
                            Save 84 Pine Hill Road Chester, NY MLS# 926175
                            1 of 18
                            $425,000
                            3

                            Beds

                            1.0

                            Baths

                            1,266

                            Sq.Ft.

                            84 Pine Hill Road

                            Chester, NY

                            Courtesy of EREALTY ADVISORS, INC
                            View 16 Oakland Avenue Chester, NY MLS# 939522
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                            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

                            About Chester

                            Listings in Chester, NY

                            58

                            Estimated median home price

                            $682,450
                            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 - 200K0
                            $200K - 300K3
                            $300K - 400K12
                            $400K - 500K8
                            $500K - 600K4
                            $600K - 700K5
                            $700K - 800K6
                            $800K - 900K3
                            $900K - 1M1
                            $1M - Max16

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family31
                            Townhouse0
                            Condo6
                            Commercial9
                            Rental29
                            Lots and Land9
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family3
                            Mobile Home0
                            Farms0

                            (Data as of 11/11/2025)

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                            Information deemed reliable but not guaranteed.

                            All information provided is deemed reliable but is not guaranteed and should be independently verified.

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                            The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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