View 7 Hambletonian Avenue Chester, NY MLS# 964090
    Save 7 Hambletonian Avenue Chester, NY MLS# 964090
    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
      Save 2 Imperial Park Chester, NY MLS# 964115
      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 20 Goshen Road Chester, NY MLS# 961236
        Save 20 Goshen Road Chester, NY MLS# 961236
        1 of 50
        $1,725,000
        4

        Beds

        2.1

        Baths

        3,348

        Sq.Ft.

        20 Goshen Road

        Chester, NY

        Courtesy of EXP REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 487 Black Meadow Road Chester, NY MLS# 960665
          Save 487 Black Meadow Road Chester, NY MLS# 960665
          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
            Save 34 Mountainside Drive Chester, NY MLS# 956879
            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
                Save 50 Elkay Drive Chester, NY MLS# 954329
                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
                  View 12 Damian Court Chester, NY MLS# 950640
                    Save 12 Damian Court Chester, NY MLS# 950640
                    1 of 34
                    $999,000
                    5

                    Beds

                    4.0

                    Baths

                    3,136

                    Sq.Ft.

                    12 Damian Court

                    Chester, NY

                    Courtesy of MS REALTY GROUP USA, INC
                    View 2113 Whispering Hills Chester, NY MLS# 950534
                      Save 2113 Whispering Hills Chester, NY MLS# 950534
                      1 of 24
                      $275,000
                      2

                      Beds

                      1.0

                      Baths

                      1,084

                      Sq.Ft.

                      2113 Whispering Hills

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 3910 Whispering Hills Chester, NY MLS# 946789
                      • Virtual Tour
                      Save 3910 Whispering Hills Chester, NY MLS# 946789
                      1 of 11
                      $369,900
                      3

                      Beds

                      2.1

                      Baths

                      1,331

                      Sq.Ft.

                      3910 Whispering Hills

                      Chester, NY

                      Courtesy of EXP REALTY
                      View Oxford Road Chester, NY MLS# 946546
                        Save Oxford Road Chester, NY MLS# 946546
                        1 of 2
                        $199,000
                        Studio

                        Beds

                        0.0

                        Baths

                        313,632

                        Sq.Ft.

                        Oxford Road

                        Chester, NY

                        Courtesy of BLOOMING REALTY
                        View Oxford Road Chester, NY MLS# 945194
                          Save Oxford Road Chester, NY MLS# 945194
                          1 of 1
                          $199,000
                          Studio

                          Beds

                          0.0

                          Baths

                          113,256

                          Sq.Ft.

                          Oxford Road

                          Chester, NY

                          Courtesy of BLOOMING REALTY
                          View 71 Greycourt Road Chester, NY MLS# 942503
                            Save 71 Greycourt Road Chester, NY MLS# 942503
                            1 of 38
                            $449,000
                            3

                            Beds

                            1.1

                            Baths

                            1,056

                            Sq.Ft.

                            71 Greycourt Road

                            Chester, NY

                            Courtesy of BLOOMING REALTY
                            View 2948 State Route 94 Chester, NY MLS# 940751
                              Save 2948 State Route 94 Chester, NY MLS# 940751
                              1 of 45
                              $1,300,000
                              4

                              Beds

                              2.1

                              Baths

                              3,866

                              Sq.Ft.

                              2948 State Route 94

                              Chester, NY

                              Courtesy of TUXEDO HUDSON REALTY CORP
                              View 16 Oakland Avenue Chester, NY MLS# 939522
                                Save 16 Oakland Avenue Chester, NY MLS# 939522
                                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 1503 Whispering Hills Chester, NY MLS# 937839
                                  Save 1503 Whispering Hills Chester, NY MLS# 937839
                                  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 1401 Whispering Hills Chester, NY MLS# 935471
                                    Save 1401 Whispering Hills Chester, NY MLS# 935471
                                    1 of 33
                                    $260,000
                                    2

                                    Beds

                                    1.0

                                    Baths

                                    1,084

                                    Sq.Ft.

                                    1401 Whispering Hills

                                    Chester, NY

                                    Courtesy of HOWARD HANNA RAND REALTY
                                    View 7 Park Place Chester, NY MLS# 927218
                                      Save 7 Park Place Chester, NY MLS# 927218
                                      1 of 48
                                      $730,000
                                      4

                                      Beds

                                      3.1

                                      Baths

                                      2,780

                                      Sq.Ft.

                                      7 Park Place

                                      Chester, NY

                                      Courtesy of CENTURY 21 FULL SERVICE REALTY
                                      View 8 Camelback Road Chester, NY MLS# 912372
                                        Save 8 Camelback Road Chester, NY MLS# 912372
                                        1 of 11
                                        $349,999
                                        Studio

                                        Beds

                                        0.0

                                        Baths

                                        213,444

                                        Sq.Ft.

                                        8 Camelback Road

                                        Chester, NY

                                        Courtesy of EXP REALTY

                                        About Chester

                                        Listings in Chester, NY

                                        90

                                        Estimated median home price

                                        $669,995
                                        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 - 400K15
                                        $400K - 500K12
                                        $500K - 600K6
                                        $600K - 700K5
                                        $700K - 800K12
                                        $800K - 900K11
                                        $900K - 1M7
                                        $1M - Max14

                                        Homes for Sale by Type in Chester, NY

                                        Property TypeCount
                                        Single Family60
                                        Townhouse0
                                        Condo11
                                        Commercial5
                                        Rental27
                                        Lots and Land13
                                        Condo/Town/CoOp0
                                        CoOp0
                                        Multi Family1
                                        Mobile Home0
                                        Farms0

                                        (Data as of 6/10/2026)

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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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