View 25 Oakland Avenue Chester, NY MLS# 984376
    Save 25 Oakland Avenue Chester, NY MLS# 984376
    1 of 16
    $8
    270,000

    Sq.Ft.

    25 Oakland Avenue

    Chester, NY

    Courtesy of EREALTY ADVISORS, INC
    View 173 Black Meadow Road Chester, NY MLS# 948694
      Save 173 Black Meadow Road Chester, NY MLS# 948694
      1 of 14
      $10
      10,200

      Sq.Ft.

      173 Black Meadow Road

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 74 Brookside Avenue Chester, NY MLS# 890712
        Save 74 Brookside Avenue Chester, NY MLS# 890712
        1 of 48
        $11
        17,605

        Sq.Ft.

        74 Brookside Avenue

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 1220 Co Hwy 51 Chester, NY MLS# 899135
          Save 1220 Co Hwy 51 Chester, NY MLS# 899135
          1 of 12
          $15
          562,450

          Sq.Ft.

          1220 Co Hwy 51

          Chester, NY

          Courtesy of AVION
          View 1108 Kings Highway Chester, NY MLS# 914866
            Save 1108 Kings Highway Chester, NY MLS# 914866
            1 of 27
            $675

            1108 Kings Highway

            Chester, NY

            Courtesy of RE/MAX BENCHMARK REALTY GROUP
            View 78 Brookside Avenue 138 Chester, NY MLS# 1018902
            • Recently Listed
            Save 78 Brookside Avenue 138 Chester, NY MLS# 1018902
            1 of 12
            $800
            198,260

            Sq.Ft.

            78 Brookside Avenue 138

            Chester, NY

            Courtesy of CENTURY 21 FULL SERVICE REALTY
            View 20 West Avenue Chester, NY MLS# 1000594
              Save 20 West Avenue Chester, NY MLS# 1000594
              1 of 4
              $950
              8,290

              Sq.Ft.

              20 West Avenue

              Chester, NY

              Courtesy of RAND COMMERCIAL
              View 11 West Avenue 2 Chester, NY MLS# 1021298
              • Recently Listed
              Save 11 West Avenue 2 Chester, NY MLS# 1021298
              1 of 11
              $1,300
              2,936

              Sq.Ft.

              11 West Avenue 2

              Chester, NY

              Courtesy of MK REALTY INC
              View 38 Main Street 36 E Chester, NY MLS# 913608
                Save 38 Main Street 36 E Chester, NY MLS# 913608
                1 of 21
                $1,500
                4,669

                Sq.Ft.

                38 Main Street 36 E

                Chester, NY

                Courtesy of RE/MAX BENCHMARK REALTY GROUP
                View 2952 State Route 94 104 Chester, NY MLS# 1007455
                  Save 2952 State Route 94 104 Chester, NY MLS# 1007455
                  1 of 9
                  $1,600
                  1,200

                  Sq.Ft.

                  2952 State Route 94 104

                  Chester, NY

                  Courtesy of RE/MAX TOWN & COUNTRY
                  View 135 Main Street First Floor Chester, NY MLS# 985864
                    Save 135 Main Street First Floor Chester, NY MLS# 985864
                    1 of 20
                    $1,850
                    4,200

                    Sq.Ft.

                    135 Main Street First Floor

                    Chester, NY

                    Courtesy of PREFERRED PROPERTIES REAL ESTA
                    View 148 Main Street Chester, NY MLS# H6153771
                      Save 148 Main Street Chester, NY MLS# H6153771
                      1 of 8
                      $1,900
                      34,322

                      Sq.Ft.

                      148 Main Street

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 1 Sackett Square Chester, NY MLS# 918269
                        Save 1 Sackett Square Chester, NY MLS# 918269
                        1 of 13
                        $2,000
                        2,000

                        Sq.Ft.

                        1 Sackett Square

                        Chester, NY

                        Courtesy of MK REALTY INC
                        View 12 Elkay Chester, NY MLS# 921701
                          Save 12 Elkay Chester, NY MLS# 921701
                          1 of 16
                          $2,000
                          1,600

                          Sq.Ft.

                          12 Elkay

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 62 Wood Road Chester, NY MLS# 989254
                            Save 62 Wood Road Chester, NY MLS# 989254
                            1 of 28
                            $2,000
                            1,300

                            Sq.Ft.

                            62 Wood Road

                            Chester, NY

                            Courtesy of CENTURY 21 E & M WILLIAMS RLTY
                            View 1358-A Kings Highway Chester, NY MLS# 1016514
                              Save 1358-A Kings Highway Chester, NY MLS# 1016514
                              1 of 12
                              $2,100
                              2

                              Beds

                              1.0

                              Baths

                              1,000

                              Sq.Ft.

                              1358-A Kings Highway

                              Chester, NY

                              Courtesy of CORCORAN BAER & MCINTOSH
                              View 82 High Street 5 Chester, NY MLS# 958806
                                Save 82 High Street 5 Chester, NY MLS# 958806
                                1 of 10
                                $2,200
                                2

                                Beds

                                1.0

                                Baths

                                900

                                Sq.Ft.

                                82 High Street 5

                                Chester, NY

                                Courtesy of Weichert Realtors - Monroe
                                View 49 Main Street Chester, NY MLS# 981476
                                  Save 49 Main Street Chester, NY MLS# 981476
                                  1 of 6
                                  $2,200
                                  1,500

                                  Sq.Ft.

                                  49 Main Street

                                  Chester, NY

                                  Courtesy of DAF REALTY
                                  View 1907 Whispering Hills Chester, NY MLS# 1004069
                                    Save 1907 Whispering Hills Chester, NY MLS# 1004069
                                    1 of 16
                                    $2,670
                                    2

                                    Beds

                                    1.1

                                    Baths

                                    1,086

                                    Sq.Ft.

                                    1907 Whispering Hills

                                    Chester, NY

                                    Courtesy of STONEWALL REALTY GROUP LLC
                                    View 28 Academy Avenue 2 Chester, NY MLS# 1008502
                                      Save 28 Academy Avenue 2 Chester, NY MLS# 1008502
                                      1 of 20
                                      $2,695
                                      3

                                      Beds

                                      1.0

                                      Baths

                                      2,386

                                      Sq.Ft.

                                      28 Academy Avenue 2

                                      Chester, NY

                                      Courtesy of EXP REALTY

                                      About Chester

                                      Listings in Chester, NY

                                      86

                                      Estimated median home price

                                      $732,500
                                      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 - 300K3
                                      $300K - 400K12
                                      $400K - 500K12
                                      $500K - 600K6
                                      $600K - 700K6
                                      $700K - 800K12
                                      $800K - 900K13
                                      $900K - 1M7
                                      $1M - Max14

                                      Homes for Sale by Type in Chester, NY

                                      Property TypeCount
                                      Single Family63
                                      Townhouse0
                                      Condo8
                                      Commercial6
                                      Rental28
                                      Lots and Land8
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family1
                                      Mobile Home0
                                      Farms0

                                      (Data as of 7/7/2026)

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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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