View 19 High Street Chester, NY MLS# 1060955
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    1 of 43
    $6,950
    7

    Beds

    4.1

    Baths

    3,615

    Sq.Ft.

    19 High Street

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 20 Goshen Road Chester, NY MLS# 975084
      Save 20 Goshen Road Chester, NY MLS# 975084
      1 of 38
      $6,000
      4

      Beds

      2.1

      Baths

      3,348

      Sq.Ft.

      20 Goshen Road

      Chester, NY

      Courtesy of EXP REALTY
      View 62 Wood Road Chester, NY MLS# H6287111
        Save 62 Wood Road Chester, NY MLS# H6287111
        1 of 13
        $5,000
        4,000

        Sq.Ft.

        62 Wood Road

        Chester, NY

        Courtesy of CENTURY 21 E & M WILLIAMS RLTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 41 Elkay Drive Chester, NY MLS# 989212
          Save 41 Elkay Drive Chester, NY MLS# 989212
          1 of 33
          $5,000
          5,000

          Sq.Ft.

          41 Elkay Drive

          Chester, NY

          Courtesy of RAND COMMERCIAL
          View 3 Honeysuckle Court Chester, NY MLS# 1069929
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          1 of 17
          $4,500
          5

          Beds

          2.1

          Baths

          2,700

          Sq.Ft.

          3 Honeysuckle Court

          Chester, NY

          Courtesy of MK REALTY INC
          View 3 Brookside Avenue Chester, NY MLS# 1028603
            Save 3 Brookside Avenue Chester, NY MLS# 1028603
            1 of 4
            $4,200
            3

            Beds

            2.1

            Baths

            2,894

            Sq.Ft.

            3 Brookside Avenue

            Chester, NY

            Courtesy of HOMESMART HOMES & ESTATES
            View 509 Bellvale Road B Chester, NY MLS# 1046729
              Save 509 Bellvale Road B Chester, NY MLS# 1046729
              1 of 5
              $4,000
              3,200

              Sq.Ft.

              509 Bellvale Road B

              Chester, NY

              Courtesy of HOWARD HANNA RAND REALTY
              View 52 Surrey Road Chester, NY MLS# 1063238
                Save 52 Surrey Road Chester, NY MLS# 1063238
                1 of 22
                $3,800
                4

                Beds

                2.0

                Baths

                1,780

                Sq.Ft.

                52 Surrey Road

                Chester, NY

                Courtesy of KELLER WILLIAMS VALLEY REALTY
                View 2952 State Route 94 101 Chester, NY MLS# 944428
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                  1 of 19
                  $3,250
                  1,780

                  Sq.Ft.

                  2952 State Route 94 101

                  Chester, NY

                  Courtesy of RE/MAX TOWN & COUNTRY
                  View 16 Old Laroe Road Chester, NY MLS# 1070474
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                  Save 16 Old Laroe Road Chester, NY MLS# 1070474
                  1 of 28
                  $3,200
                  3

                  Beds

                  2.0

                  Baths

                  1,638

                  Sq.Ft.

                  16 Old Laroe Road

                  Chester, NY

                  Courtesy of HOWARD HANNA RAND 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
                  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
                      Save 3318 Whispering Hills Chester, NY MLS# 1061931
                      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 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 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 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 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 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 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

                              About Chester

                              Listings in Chester, NY

                              96

                              Estimated median home price

                              $694,500
                              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 - 100K1
                              $100K - 200K0
                              $200K - 300K10
                              $300K - 400K15
                              $400K - 500K10
                              $500K - 600K7
                              $600K - 700K7
                              $700K - 800K17
                              $800K - 900K12
                              $900K - 1M8
                              $1M - Max9

                              Homes for Sale by Type in Chester, NY

                              Property TypeCount
                              Single Family68
                              Townhouse0
                              Condo14
                              Commercial7
                              Rental32
                              Lots and Land4
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family3
                              Mobile Home0
                              Farms0

                              (Data as of 11/6/2026)

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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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