View 7 Lakeview Drive Chester, NY MLS# 1028872
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$549,999
4

Beds

2.1

Baths

2,098

Sq.Ft.

7 Lakeview Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3318 State Route 94 Chester, NY MLS# 1008703
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    $549,900
    3

    Beds

    2.0

    Baths

    2,138

    Sq.Ft.

    3318 State Route 94

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 107 Pine Hill Road Chester, NY MLS# 1003546
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      1 of 33
      $549,000
      3

      Beds

      2.1

      Baths

      1,730

      Sq.Ft.

      107 Pine Hill Road

      Chester, NY

      Courtesy of HUDSON VALLEY GRIFFITH
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 94 Booth Road Chester, NY MLS# 898870
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        1 of 23
        $529,000
        3

        Beds

        2.1

        Baths

        2,083

        Sq.Ft.

        94 Booth Road

        Chester, NY

        Courtesy of COMPASS GREATER NY, LLC
        View 85 Surrey Road Chester, NY MLS# 984933
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          1 of 35
          $524,900
          4

          Beds

          2.0

          Baths

          2,076

          Sq.Ft.

          85 Surrey Road

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View Main Street Chester, NY MLS# H6204360
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            $500,000
            Studio

            Beds

            0.0

            Baths

            36,098

            Sq.Ft.

            Main Street

            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 37 Surrey Road Chester, NY MLS# 1007164
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              1 of 40
              $500,000
              4

              Beds

              2.0

              Baths

              1,730

              Sq.Ft.

              37 Surrey Road

              Chester, NY

              Courtesy of EXP REALTY
              View 1 N Hudson Street Chester, NY MLS# 1001003
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                1 of 38
                $499,900
                3

                Beds

                2.0

                Baths

                1,778

                Sq.Ft.

                1 N Hudson Street

                Chester, NY

                Courtesy of KELLER WILLIAMS HUDSON VALLEY
                View 63 Hubshop Road Chester, NY MLS# 997559
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                  1 of 44
                  $499,000
                  4

                  Beds

                  2.1

                  Baths

                  2,060

                  Sq.Ft.

                  63 Hubshop Road

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 35 Maple Avenue Chester, NY MLS# 990509
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                    1 of 29
                    $489,900
                    3

                    Beds

                    3.0

                    Baths

                    2,032

                    Sq.Ft.

                    35 Maple Avenue

                    Chester, NY

                    Courtesy of RE/MAX BENCHMARK REALTY GROUP
                    View 5 Roggia Road Chester, NY MLS# 978824
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                    1 of 32
                    $450,000
                    3

                    Beds

                    2.0

                    Baths

                    1,882

                    Sq.Ft.

                    5 Roggia Road

                    Chester, NY

                    Courtesy of NAZMA REAL ESTATE LLC
                    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 11 Oxford Depot Chester, NY MLS# 1002651
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                        1 of 26
                        $425,000
                        3

                        Beds

                        2.0

                        Baths

                        1,748

                        Sq.Ft.

                        11 Oxford Depot

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 492 Black Meadow Road Chester, NY MLS# 1002697
                          Save 492 Black Meadow Road Chester, NY MLS# 1002697
                          1 of 18
                          $399,000
                          Studio

                          Beds

                          0.0

                          Baths

                          2,003,760

                          Sq.Ft.

                          492 Black Meadow Road

                          Chester, NY

                          Courtesy of EXP REALTY
                          View 4114 Whispering Hills Chester, NY MLS# 1027245
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                          1 of 29
                          $389,900
                          3

                          Beds

                          2.0

                          Baths

                          1,393

                          Sq.Ft.

                          4114 Whispering Hills

                          Chester, NY

                          Courtesy of COLDWELL BANKER REALTY
                          View 185 Oxford Road Chester, NY MLS# 1019170
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                          1 of 49
                          $389,000
                          3

                          Beds

                          1.0

                          Baths

                          1,062

                          Sq.Ft.

                          185 Oxford Road

                          Chester, NY

                          Courtesy of KELLER WILLIAMS HUDSON VALLEY
                          View 7 Hambletonian Avenue Chester, NY MLS# 964090
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                            1 of 26
                            $379,900
                            2

                            Beds

                            1.0

                            Baths

                            1,026

                            Sq.Ft.

                            7 Hambletonian Avenue

                            Chester, NY

                            Courtesy of HOMESMART HOMES & ESTATES
                            View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
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                              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
                              View 2703 Whispering Hills Chester, NY MLS# 1016415
                                Save 2703 Whispering Hills Chester, NY MLS# 1016415
                                1 of 39
                                $365,000
                                3

                                Beds

                                2.1

                                Baths

                                1,331

                                Sq.Ft.

                                2703 Whispering Hills

                                Chester, NY

                                Courtesy of KELLER WILLIAMS REALTY

                                About Chester

                                Listings in Chester, NY

                                94

                                Estimated median home price

                                $717,500
                                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 - 200K1
                                $200K - 300K4
                                $300K - 400K13
                                $400K - 500K10
                                $500K - 600K8
                                $600K - 700K10
                                $700K - 800K15
                                $800K - 900K12
                                $900K - 1M7
                                $1M - Max14

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family69
                                Townhouse0
                                Condo10
                                Commercial6
                                Rental25
                                Lots and Land7
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family2
                                Mobile Home0
                                Farms0

                                (Data as of 7/25/2026)

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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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