View 10 Wells Sweep Lane Chester, NY MLS# 966048
    Save 10 Wells Sweep Lane Chester, NY MLS# 966048
    1 of 8
    $869,900
    4

    Beds

    2.1

    Baths

    3,000

    Sq.Ft.

    10 Wells Sweep Lane

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 558 Pine Hill Road Chester, NY MLS# 958731
      Save 558 Pine Hill Road Chester, NY MLS# 958731
      1 of 50
      OPEN HOUSE: Sunday 6/7 1:00 PM - 2:30 PM
      $599,000
      4

      Beds

      2.1

      Baths

      3,120

      Sq.Ft.

      558 Pine Hill Road

      Chester, NY

      Courtesy of EREALTY ADVISORS, INC
      View 552 Pine Hill Road Chester, NY MLS# 958740
        Save 552 Pine Hill Road Chester, NY MLS# 958740
        1 of 1
        OPEN HOUSE: Sunday 6/7 1:00 AM - 2:30 PM
        $299,000
        Studio

        Beds

        0.0

        Baths

        248,292

        Sq.Ft.

        552 Pine Hill Road

        Chester, NY

        Courtesy of EREALTY ADVISORS, INC
        The time to sell is now! THE TIME TO SELL IS NOW!
        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 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 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 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 9 Country Woods Drive Chester, NY MLS# 925049
                                      • Virtual Tour
                                      Save 9 Country Woods Drive Chester, NY MLS# 925049
                                      1 of 30
                                      $725,000
                                      5

                                      Beds

                                      2.1

                                      Baths

                                      3,124

                                      Sq.Ft.

                                      9 Country Woods Drive

                                      Chester, NY

                                      Courtesy of HOWARD HANNA RAND REALTY

                                      About Chester

                                      Listings in Chester, NY

                                      87

                                      Estimated median home price

                                      $635,000
                                      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 - 200K3
                                      $200K - 300K5
                                      $300K - 400K15
                                      $400K - 500K13
                                      $500K - 600K5
                                      $600K - 700K5
                                      $700K - 800K12
                                      $800K - 900K11
                                      $900K - 1M5
                                      $1M - Max13

                                      Homes for Sale by Type in Chester, NY

                                      Property TypeCount
                                      Single Family57
                                      Townhouse0
                                      Condo11
                                      Commercial5
                                      Rental27
                                      Lots and Land13
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family1
                                      Mobile Home0
                                      Farms0

                                      (Data as of 6/7/2026)

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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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