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

    148 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 1071 Craigville Road Chester, NY MLS# 976307
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    $795,000
    4

    Beds

    2.1

    Baths

    2,780

    Sq.Ft.

    1071 Craigville Road

    Chester, NY

    Courtesy of MS REALTY GROUP USA, INC
    View 4 Debbie Court Chester, NY MLS# 995223
      Save 4 Debbie Court Chester, NY MLS# 995223
      1 of 49
      OPEN HOUSE: Sunday 6/21 1:15 PM - 2:00 PM
      $785,000
      5

      Beds

      5.1

      Baths

      5,403

      Sq.Ft.

      4 Debbie Court

      Chester, NY

      Courtesy of FLAG REALTY GROUP
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 58 Nancy Lane Chester, NY MLS# 995624
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        OPEN HOUSE: Friday 6/19 2:00 AM - 4:00 PM
        $769,000
        3

        Beds

        2.1

        Baths

        2,718

        Sq.Ft.

        58 Nancy Lane

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 90 Pewter Circle Chester, NY MLS# 981270
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          $759,900
          4

          Beds

          2.1

          Baths

          2,250

          Sq.Ft.

          90 Pewter Circle

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 55 Beverly Road Chester, NY MLS# 977281
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          $735,000
          4

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          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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            $730,000
            4

            Beds

            3.1

            Baths

            2,780

            Sq.Ft.

            7 Park Place

            Chester, NY

            Courtesy of CENTURY 21 FULL SERVICE REALTY
            View 487 Black Meadow Road Chester, NY MLS# 960665
              Save 487 Black Meadow Road Chester, NY MLS# 960665
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              $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
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                $725,000
                4

                Beds

                2.2

                Baths

                3,908

                Sq.Ft.

                78 Goshen Road

                Chester, NY

                Courtesy of CRONIN & COMPANY REAL ESTATE
                View 26 Bridle Lane Chester, NY MLS# 1011224
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                $720,000
                4

                Beds

                2.1

                Baths

                1,718

                Sq.Ft.

                26 Bridle Lane

                Chester, NY

                Courtesy of OWNER ENTRY.COM
                View 335 Laroe Road Chester, NY MLS# 1009848
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                $715,000
                4

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                2.1

                Baths

                2,784

                Sq.Ft.

                335 Laroe Road

                Chester, NY

                Courtesy of COLDWELL BANKER CHOICE PROP.
                View 9 Derose Lane Chester, NY MLS# 1010959
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                $675,000
                4

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                2.1

                Baths

                3,100

                Sq.Ft.

                9 Derose Lane

                Chester, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View 4 Greycourt Road Chester, NY MLS# 992700
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                  $640,000
                  3

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                  1.1

                  Baths

                  2,136

                  Sq.Ft.

                  4 Greycourt Road

                  Chester, NY

                  Courtesy of MK REALTY INC
                  View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
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                    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 50 Elkay Drive Chester, NY MLS# 954329
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                      $625,000
                      Studio

                      Beds

                      0.0

                      Baths

                      87,120

                      Sq.Ft.

                      50 Elkay Drive

                      Chester, NY

                      Courtesy of POINT REALTY USA
                      View 17 Woodridge Drive Chester, NY MLS# 972648
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                        1 of 50
                        $623,900
                        4

                        Beds

                        2.1

                        Baths

                        2,524

                        Sq.Ft.

                        17 Woodridge Drive

                        Chester, NY

                        Courtesy of EXP REALTY
                        View 558 Pine Hill Road Chester, NY MLS# 958731
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                          1 of 50
                          $599,000
                          4

                          Beds

                          2.1

                          Baths

                          3,120

                          Sq.Ft.

                          558 Pine Hill Road

                          Chester, NY

                          Courtesy of EREALTY ADVISORS, INC
                          View 101 Whitetail Run Chester, NY MLS# 983196
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                            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 24 Walnut Street Chester, NY MLS# 1004369
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                              1 of 28
                              $579,999
                              4

                              Beds

                              2.1

                              Baths

                              2,698

                              Sq.Ft.

                              24 Walnut Street

                              Chester, NY

                              Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
                              View 94 Booth Road Chester, NY MLS# 898870
                                Save 94 Booth Road Chester, NY MLS# 898870
                                1 of 23
                                $550,000
                                3

                                Beds

                                2.1

                                Baths

                                2,083

                                Sq.Ft.

                                94 Booth Road

                                Chester, NY

                                Courtesy of COMPASS GREATER NY, LLC

                                About Chester

                                Listings in Chester, NY

                                90

                                Estimated median home price

                                $657,500
                                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 - 200K3
                                $200K - 300K5
                                $300K - 400K13
                                $400K - 500K13
                                $500K - 600K7
                                $600K - 700K5
                                $700K - 800K11
                                $800K - 900K11
                                $900K - 1M6
                                $1M - Max16

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family61
                                Townhouse0
                                Condo9
                                Commercial6
                                Rental27
                                Lots and Land13
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family1
                                Mobile Home0
                                Farms0

                                (Data as of 6/19/2026)

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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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