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 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 7-C Chester, NY MLS# 1066418
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      1 of 16
      $700

      1108 Kings Highway 7-C

      Chester, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 15 Railroad Place Chester, NY MLS# 1061627
        Save 15 Railroad Place Chester, NY MLS# 1061627
        1 of 18
        $900
        7,493

        Sq.Ft.

        15 Railroad Place

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 20 West Avenue Chester, NY MLS# 1000594
          Save 20 West Avenue Chester, NY MLS# 1000594
          1 of 10
          $950
          8,290

          Sq.Ft.

          20 West Avenue

          Chester, NY

          Courtesy of RAND COMMERCIAL
          View 11 West Avenue 2 Chester, NY MLS# 1021298
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            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
              $1,450
              4,669

              Sq.Ft.

              38 Main Street 36 E

              Chester, NY

              Courtesy of RE/MAX BENCHMARK REALTY GROUP
              View 224 Lehigh Avenue Chester, NY MLS# 1068142
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              1 of 10
              $1,600
              2

              Beds

              1.0

              Baths

              696

              Sq.Ft.

              224 Lehigh Avenue

              Chester, NY

              Courtesy of TIMOTHY W. KRAMER
              View 37 Main Street 2 Chester, NY MLS# 1064531
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              1 of 12
              $1,750
              1

              Beds

              1.0

              Baths

              700

              Sq.Ft.

              37 Main Street 2

              Chester, NY

              Courtesy of EXP REALTY
              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 69 BROOKSIDE AVE (Rt 17M) 202 Chester, NY MLS# 1040282
                  Save 69 BROOKSIDE AVE (Rt 17M) 202 Chester, NY MLS# 1040282
                  1 of 31
                  $2,000
                  1,165

                  Sq.Ft.

                  69 BROOKSIDE AVE (Rt 17M) 202

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 44 High Street 333 Chester, NY MLS# 1058245
                    Save 44 High Street 333 Chester, NY MLS# 1058245
                    1 of 21
                    $2,100
                    1

                    Beds

                    1.1

                    Baths

                    970

                    Sq.Ft.

                    44 High Street 333

                    Chester, NY

                    Courtesy of CURASI REALTY, INC.
                    View 49 Main Street Chester, NY MLS# 981476
                      Save 49 Main Street Chester, NY MLS# 981476
                      1 of 7
                      $2,150
                      1,500

                      Sq.Ft.

                      49 Main Street

                      Chester, NY

                      Courtesy of DAF REALTY
                      View 2 Oxford Depot Chester, NY MLS# 1067951
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                      1 of 7
                      $2,200
                      3

                      Beds

                      1.0

                      Baths

                      866

                      Sq.Ft.

                      2 Oxford Depot

                      Chester, NY

                      Courtesy of HFA REALTY GROUP
                      View 44 High Street 135 Chester, NY MLS# 1054316
                        Save 44 High Street 135 Chester, NY MLS# 1054316
                        1 of 16
                        $2,300
                        2

                        Beds

                        2.0

                        Baths

                        1,072

                        Sq.Ft.

                        44 High Street 135

                        Chester, NY

                        Courtesy of CURASI REALTY, INC.
                        View 2505 Whispering Hills Chester, NY MLS# 1066759
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                        1 of 9
                        $2,350
                        2

                        Beds

                        1.1

                        Baths

                        1,072

                        Sq.Ft.

                        2505 Whispering Hills

                        Chester, NY

                        Courtesy of HOMESMART HOMES & ESTATES
                        View 509 Bellvale Road C Chester, NY MLS# 1046149
                          Save 509 Bellvale Road C Chester, NY MLS# 1046149
                          1 of 2
                          $2,500
                          1,200

                          Sq.Ft.

                          509 Bellvale Road C

                          Chester, NY

                          Courtesy of HOWARD HANNA RAND REALTY
                          View 3318 Whispering Hills Chester, NY MLS# 1061931
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                          1 of 3
                          $2,500
                          2

                          Beds

                          1.1

                          Baths

                          1,086

                          Sq.Ft.

                          3318 Whispering Hills

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 3706 Whispering Hills Chester, NY MLS# 1068640
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                          1 of 15
                          $2,500
                          2

                          Beds

                          1.1

                          Baths

                          1,086

                          Sq.Ft.

                          3706 Whispering Hills

                          Chester, NY

                          Courtesy of EXP REALTY
                          View 1311 Whispering Hills Chester, NY MLS# 1069121
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                          1 of 32
                          $3,000
                          3

                          Beds

                          2.0

                          Baths

                          1,316

                          Sq.Ft.

                          1311 Whispering Hills

                          Chester, NY

                          Courtesy of MARK ONE REAL ESTATE

                          About Chester

                          Listings in Chester, NY

                          93

                          Estimated median home price

                          $699,000
                          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 - 100K1
                          $100K - 200K0
                          $200K - 300K10
                          $300K - 400K14
                          $400K - 500K10
                          $500K - 600K6
                          $600K - 700K8
                          $700K - 800K17
                          $800K - 900K10
                          $900K - 1M8
                          $1M - Max9

                          Homes for Sale by Type in Chester, NY

                          Property TypeCount
                          Single Family68
                          Townhouse0
                          Condo13
                          Commercial6
                          Rental29
                          Lots and Land4
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family2
                          Mobile Home0
                          Farms0

                          (Data as of 11/2/2026)

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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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