View 21 Sackett Square Chester, NY MLS# 1063455
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    1 of 16
    $3,600
    3

    Beds

    2.0

    Baths

    1,300

    Sq.Ft.

    21 Sackett Square

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 2 Oxford Depot Chester, NY MLS# 1067951
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    Save 2 Oxford Depot Chester, NY MLS# 1067951
    $2,200
    3

    Beds

    1.0

    Baths

    866

    Sq.Ft.

    2 Oxford Depot

    Chester, NY

    Courtesy of HFA REALTY GROUP
    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
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 37 Main Street 2 Chester, NY MLS# 1064531
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    Save 37 Main Street 2 Chester, NY MLS# 1064531
    1 of 12
    $1,750
    1

    Beds

    1.0

    Baths

    700

    Sq.Ft.

    37 Main Street 2

    Chester, NY

    Courtesy of EXP REALTY
    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
    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 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 15 Railroad Place Chester, NY MLS# 1061627
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      1 of 18
      $900
      7,493

      Sq.Ft.

      15 Railroad Place

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 19 High Street Chester, NY MLS# 1060955
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      1 of 43
      $7,250
      7

      Beds

      4.1

      Baths

      3,615

      Sq.Ft.

      19 High Street

      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 2110 Whispering Hills 197 Chester, NY MLS# 1039451
          Save 2110 Whispering Hills 197 Chester, NY MLS# 1039451
          1 of 30
          $3,000
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          2110 Whispering Hills 197

          Chester, NY

          Courtesy of HOWARD HANNA RAND REALTY
          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 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 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 7 Ruscitti Drive Chester, NY MLS# 1047199
                  Save 7 Ruscitti Drive Chester, NY MLS# 1047199
                  1 of 27
                  $2,795
                  4

                  Beds

                  1.0

                  Baths

                  2,277

                  Sq.Ft.

                  7 Ruscitti Drive

                  Chester, NY

                  Courtesy of PRIORITY MANAGEMENT
                  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 82 High Street 5 Chester, NY MLS# 1025201
                      Save 82 High Street 5 Chester, NY MLS# 1025201
                      1 of 20
                      $2,300
                      2

                      Beds

                      1.0

                      Baths

                      900

                      Sq.Ft.

                      82 High Street 5

                      Chester, NY

                      Courtesy of Weichert Realtors - Rockland County Regional Office
                      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 11 West Avenue 2 Chester, NY MLS# 1021298
                          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 78 Brookside Avenue 138 Chester, NY MLS# 1018902
                            Save 78 Brookside Avenue 138 Chester, NY MLS# 1018902
                            1 of 12
                            $750
                            198,260

                            Sq.Ft.

                            78 Brookside Avenue 138

                            Chester, NY

                            Courtesy of CENTURY 21 FULL SERVICE REALTY

                            About Chester

                            Listings in Chester, NY

                            97

                            Estimated median home price

                            $690,000
                            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 - 400K16
                            $400K - 500K10
                            $500K - 600K6
                            $600K - 700K9
                            $700K - 800K17
                            $800K - 900K11
                            $900K - 1M8
                            $1M - Max9

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family70
                            Townhouse0
                            Condo15
                            Commercial6
                            Rental30
                            Lots and Land4
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family2
                            Mobile Home0
                            Farms0

                            (Data as of 10/29/2026)

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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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