View 148 Brookside Avenue Chester, NY MLS# H6146719
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    1 of 3
    $799,000

    148 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 4 Debbie Court Chester, NY MLS# 962813
      Save 4 Debbie Court Chester, NY MLS# 962813
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      $799,000
      5

      Beds

      5.1

      Baths

      5,403

      Sq.Ft.

      4 Debbie Court

      Chester, NY

      Courtesy of FLAG REALTY GROUP
      View 1071 Craigville Road Chester, NY MLS# 976307
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      1 of 48
      $795,000
      4

      Beds

      2.1

      Baths

      2,780

      Sq.Ft.

      1071 Craigville Road

      Chester, NY

      Courtesy of MS REALTY GROUP USA, INC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 90 Pewter Circle Chester, NY MLS# 981270
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        1 of 5
        $759,900
        4

        Beds

        2.1

        Baths

        2,250

        Sq.Ft.

        90 Pewter Circle

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 16 Oxford Springs Road Chester, NY MLS# 935115
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        $750,000
        3

        Beds

        3.0

        Baths

        2,870

        Sq.Ft.

        16 Oxford Springs Road

        Chester, NY

        Courtesy of RE/MAX BENCHMARK REALTY GROUP
        View 55 Beverly Road Chester, NY MLS# 977281
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        1 of 49
        $735,000
        4

        Beds

        3.1

        Baths

        3,356

        Sq.Ft.

        55 Beverly Road

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 7 Park Place Chester, NY MLS# 927218
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          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
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          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
          View 487 Black Meadow Road Chester, NY MLS# 960665
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            OPEN HOUSE: Sunday 5/3 12:00 PM - 3:30 PM
            $725,000
            6

            Beds

            3.1

            Baths

            4,204

            Sq.Ft.

            487 Black Meadow Road

            Chester, NY

            Courtesy of JOSEPH BARATTA COMPANY REALTY
            View 78 Goshen Road Chester, NY MLS# 968517
              Save 78 Goshen Road Chester, NY MLS# 968517
              1 of 50
              $725,000
              4

              Beds

              2.2

              Baths

              3,908

              Sq.Ft.

              78 Goshen Road

              Chester, NY

              Courtesy of CRONIN & COMPANY REAL ESTATE
              View 17 Woodridge Drive Chester, NY MLS# 972648
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              $715,000
              4

              Beds

              2.1

              Baths

              2,524

              Sq.Ft.

              17 Woodridge Drive

              Chester, NY

              Courtesy of EXP REALTY
              View 5 Bens Way Chester, NY MLS# 959390
                Save 5 Bens Way Chester, NY MLS# 959390
                1 of 26
                $699,999
                4

                Beds

                2.1

                Baths

                2,544

                Sq.Ft.

                5 Bens Way

                Chester, NY

                Courtesy of KELLER WILLIAMS HUDSON VALLEY
                View 34 Mountainside Drive Chester, NY MLS# 956879
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                  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 34 Booth Road Chester, NY MLS# 961100
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                  1 of 42
                  $699,000
                  4

                  Beds

                  2.1

                  Baths

                  2,506

                  Sq.Ft.

                  34 Booth Road

                  Chester, NY

                  Courtesy of CENTURY 21 FULL SERVICE REALTY
                  View 558 Pine Hill Road Chester, NY MLS# 958731
                    Save 558 Pine Hill Road Chester, NY MLS# 958731
                    1 of 50
                    $699,000
                    4

                    Beds

                    2.1

                    Baths

                    3,120

                    Sq.Ft.

                    558 Pine Hill Road

                    Chester, NY

                    Courtesy of EREALTY ADVISORS, INC
                    View 360 Prospect Road Chester, NY MLS# 944607
                      Save 360 Prospect Road Chester, NY MLS# 944607
                      1 of 50
                      $689,000
                      3

                      Beds

                      3.0

                      Baths

                      3,000

                      Sq.Ft.

                      360 Prospect Road

                      Chester, NY

                      Courtesy of EREALTY ADVISORS, INC
                      View 50 Elkay Drive Chester, NY MLS# 954329
                        Save 50 Elkay Drive Chester, NY MLS# 954329
                        1 of 3
                        $650,000
                        Studio

                        Beds

                        0.0

                        Baths

                        87,120

                        Sq.Ft.

                        50 Elkay Drive

                        Chester, NY

                        Courtesy of POINT REALTY USA
                        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 101 Whitetail Run Chester, NY MLS# 983196
                            Save 101 Whitetail Run Chester, NY MLS# 983196
                            1 of 35
                            $589,000
                            3

                            Beds

                            2.1

                            Baths

                            1,854

                            Sq.Ft.

                            101 Whitetail Run

                            Chester, NY

                            Courtesy of CRONIN & COMPANY REAL ESTATE
                            View 35 Maple Avenue Chester, NY MLS# 990509
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                            1 of 28
                            $549,900
                            3

                            Beds

                            3.0

                            Baths

                            2,032

                            Sq.Ft.

                            35 Maple Avenue

                            Chester, NY

                            Courtesy of RE/MAX BENCHMARK REALTY GROUP

                            About Chester

                            Listings in Chester, NY

                            73

                            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 - 100K0
                            $100K - 200K3
                            $200K - 300K5
                            $300K - 400K14
                            $400K - 500K7
                            $500K - 600K3
                            $600K - 700K7
                            $700K - 800K11
                            $800K - 900K8
                            $900K - 1M4
                            $1M - Max11

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family44
                            Townhouse0
                            Condo11
                            Commercial5
                            Rental25
                            Lots and Land12
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family1
                            Mobile Home0
                            Farms0

                            (Data as of 5/2/2026)

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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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