View 206 Greycourt Road Chester, NY MLS# 1004000
    Save 206 Greycourt Road Chester, NY MLS# 1004000
    1 of 49
    $999,900
    4,032

    Sq.Ft.

    206 Greycourt Road

    Chester, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 107 Pine Hill Road Chester, NY MLS# 1003546
      Save 107 Pine Hill Road Chester, NY MLS# 1003546
      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
      View 86 Long Vista Lane Chester, NY MLS# 1003760
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      1 of 48
      $899,000
      5

      Beds

      3.1

      Baths

      3,764

      Sq.Ft.

      86 Long Vista Lane

      Chester, NY

      Courtesy of RE/MAX TOWN & COUNTRY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 94 Booth Road Chester, NY MLS# 898870
        Save 94 Booth Road Chester, NY MLS# 898870
        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 24 Walnut Street Chester, NY MLS# 1004369
          Save 24 Walnut Street Chester, NY MLS# 1004369
          1 of 28
          $559,000
          4

          Beds

          2.1

          Baths

          2,698

          Sq.Ft.

          24 Walnut Street

          Chester, NY

          Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
          View 45 Whitetail Run Chester, NY MLS# 999741
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          1 of 47
          $825,000
          4

          Beds

          2.1

          Baths

          2,732

          Sq.Ft.

          45 Whitetail Run

          Chester, NY

          Courtesy of HUDSON VALLEY HOME CONNECTION
          View 1 N Hudson Street Chester, NY MLS# 1001003
            Save 1 N Hudson Street Chester, NY MLS# 1001003
            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 11 Oxford Depot Chester, NY MLS# 1002651
              Save 11 Oxford Depot Chester, NY MLS# 1002651
              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 60 Whitetail Run Chester, NY MLS# 1002536
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                  1 of 7
                  $900,000
                  4

                  Beds

                  2.1

                  Baths

                  2,588

                  Sq.Ft.

                  60 Whitetail Run

                  Chester, NY

                  Courtesy of REALTY BLUE CORP
                  View 220 Oxford Road Chester, NY MLS# 000137
                    Save 220 Oxford Road Chester, NY MLS# 000137
                    1 of 20
                    $894,000
                    3

                    Beds

                    3.1

                    Baths

                    3,535

                    Sq.Ft.

                    220 Oxford Road

                    Chester, NY

                    Courtesy of BLOOMING REALTY
                    View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
                      Save 3815 Whispering Hills Drive Chester, NY MLS# 1000359
                      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 4 Debbie Court Chester, NY MLS# 995223
                        Save 4 Debbie Court Chester, NY MLS# 995223
                        1 of 49
                        $785,000
                        5

                        Beds

                        5.1

                        Baths

                        5,403

                        Sq.Ft.

                        4 Debbie Court

                        Chester, NY

                        Courtesy of FLAG REALTY GROUP
                        View 2 Garnett Hill Road Chester, NY MLS# 999261
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                        1 of 35
                        $999,999
                        5

                        Beds

                        2.1

                        Baths

                        4,772

                        Sq.Ft.

                        2 Garnett Hill Road

                        Chester, NY

                        Courtesy of PLATINUM REALTY ASSOCIATES
                        View 63 Hubshop Road Chester, NY MLS# 997559
                          Save 63 Hubshop Road Chester, NY MLS# 997559
                          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 58 Nancy Lane Chester, NY MLS# 995624
                            Save 58 Nancy Lane Chester, NY MLS# 995624
                            1 of 49
                            OPEN HOUSE: Saturday 8/1 12:00 PM - 2:00 PM
                            $749,999
                            3

                            Beds

                            2.1

                            Baths

                            2,718

                            Sq.Ft.

                            58 Nancy Lane

                            Chester, NY

                            Courtesy of HOWARD HANNA RAND REALTY
                            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 2820 Whispering Hills Chester, NY MLS# 986005
                                Save 2820 Whispering Hills Chester, NY MLS# 986005
                                1 of 32
                                $319,900
                                2

                                Beds

                                1.1

                                Baths

                                1,072

                                Sq.Ft.

                                2820 Whispering Hills

                                Chester, NY

                                Courtesy of R2M REALTY INC.
                                View 2 Heidi Lane Chester, NY MLS# 988299
                                  Save 2 Heidi Lane Chester, NY MLS# 988299
                                  1 of 44
                                  $869,000
                                  4

                                  Beds

                                  3.0

                                  Baths

                                  3,846

                                  Sq.Ft.

                                  2 Heidi Lane

                                  Chester, NY

                                  Courtesy of CRONIN & COMPANY REAL ESTATE
                                  View 2 Primrose Lane Chester, NY MLS# 991517
                                    Save 2 Primrose Lane Chester, NY MLS# 991517
                                    1 of 42
                                    $849,900
                                    4

                                    Beds

                                    3.0

                                    Baths

                                    2,370

                                    Sq.Ft.

                                    2 Primrose Lane

                                    Chester, NY

                                    Courtesy of Weichert Realtors - Monroe

                                    About Chester

                                    Listings in Chester, NY

                                    98

                                    Estimated median home price

                                    $705,000
                                    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 - 300K5
                                    $300K - 400K16
                                    $400K - 500K10
                                    $500K - 600K9
                                    $600K - 700K8
                                    $700K - 800K17
                                    $800K - 900K12
                                    $900K - 1M7
                                    $1M - Max13

                                    Homes for Sale by Type in Chester, NY

                                    Property TypeCount
                                    Single Family70
                                    Townhouse0
                                    Condo13
                                    Commercial6
                                    Rental22
                                    Lots and Land7
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family2
                                    Mobile Home0
                                    Farms0

                                    (Data as of 7/30/2026)

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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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