View Main Street Chester, NY MLS# H6204360
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    1 of 2
    $500,000
    Studio

    Beds

    0.0

    Baths

    36,098

    Sq.Ft.

    Main Street

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 16 Mari Road Chester, NY MLS# 926859
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    1 of 38
    $500,000
    4

    Beds

    3.0

    Baths

    2,098

    Sq.Ft.

    16 Mari Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 70 Main Street Chester, NY MLS# 914556
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      1 of 23
      $475,000
      4

      Beds

      2.1

      Baths

      1,357

      Sq.Ft.

      70 Main Street

      Chester, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 108 Pine Hill Road Chester, NY MLS# 944582
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      1 of 37
      $449,000
      4

      Beds

      1.1

      Baths

      1,780

      Sq.Ft.

      108 Pine Hill Road

      Chester, NY

      Courtesy of AVION
      View 47 Greycourt Avenue Chester, NY MLS# 901280
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        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
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          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
            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 3910 Whispering Hills Chester, NY MLS# 946789
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            OPEN HOUSE: Saturday 1/17 11:30 AM - 2:00 PM
            $369,900
            3

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            3910 Whispering Hills

            Chester, NY

            Courtesy of EXP REALTY
            View 2915 Whispering Hills Chester, NY MLS# 927990
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            1 of 23
            $369,000
            3

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            2915 Whispering Hills

            Chester, NY

            Courtesy of CENTURY 21 FULL SERVICE REALTY
            View 2 Virginia Lane Chester, NY MLS# H6215339
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              1 of 4
              $350,000
              Studio

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              0.0

              Baths

              235,224

              Sq.Ft.

              2 Virginia Lane

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View Odyssey Drive Chester, NY MLS# 858370
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                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 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 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 4508 Whispering Hills Chester, NY MLS# 951306
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                      OPEN HOUSE: Sunday 1/18 12:00 PM - 2:00 PM
                      $325,000
                      2

                      Beds

                      1.1

                      Baths

                      1,072

                      Sq.Ft.

                      4508 Whispering Hills

                      Chester, NY

                      Courtesy of EXP REALTY
                      View 3917 Whispering Hills Chester, NY MLS# 942965
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                        1 of 28
                        $319,000
                        2

                        Beds

                        1.1

                        Baths

                        1,072

                        Sq.Ft.

                        3917 Whispering Hills

                        Chester, NY

                        Courtesy of KELLER WILLIAMS HUDSON VALLEY
                        View 3120 Whispering Hills Chester, NY MLS# 941582
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                          1 of 18
                          $310,000
                          2

                          Beds

                          1.1

                          Baths

                          1,072

                          Sq.Ft.

                          3120 Whispering Hills

                          Chester, NY

                          Courtesy of JOHN J LEASE REALTORS INC
                          View 1503 Whispering Hills Chester, NY MLS# 937839
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                            1 of 17
                            $309,900
                            3

                            Beds

                            2.1

                            Baths

                            1,331

                            Sq.Ft.

                            1503 Whispering Hills

                            Chester, NY

                            Courtesy of CENTURY 21 E & M WILLIAMS RLTY
                            View 2912 Whispering Hills Chester, NY MLS# 937375
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                              1 of 1
                              $304,900
                              2

                              Beds

                              1.0

                              Baths

                              1,084

                              Sq.Ft.

                              2912 Whispering Hills

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY

                              About Chester

                              Listings in Chester, NY

                              64

                              Estimated median home price

                              $512,500
                              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 - 100K1
                              $100K - 200K2
                              $200K - 300K7
                              $300K - 400K13
                              $400K - 500K8
                              $500K - 600K4
                              $600K - 700K8
                              $700K - 800K4
                              $800K - 900K3
                              $900K - 1M1
                              $1M - Max13

                              Homes for Sale by Type in Chester, NY

                              Property TypeCount
                              Single Family34
                              Townhouse0
                              Condo12
                              Commercial7
                              Rental26
                              Lots and Land9
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family2
                              Mobile Home0
                              Farms0

                              (Data as of 1/16/2026)

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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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