View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
    Save 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
    1 of 38
    $575,000
    6

    Beds

    2.0

    Baths

    43,560

    Sq.Ft.

    68 Conklingtown Road 1&2

    Chester, NY

    Courtesy of MS REALTY GROUP USA, INC
    View 1 Bell Way Chester, NY MLS# 1036681
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    Save 1 Bell Way Chester, NY MLS# 1036681
    1 of 50
    $565,000
    3

    Beds

    2.0

    Baths

    1,724

    Sq.Ft.

    1 Bell Way

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 50 Hambletonian Avenue Chester, NY MLS# 1042882
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    1 of 45
    $550,000
    3

    Beds

    2.0

    Baths

    1,583

    Sq.Ft.

    50 Hambletonian Avenue

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 7 Lakeview Drive Chester, NY MLS# 1028872
      Save 7 Lakeview Drive Chester, NY MLS# 1028872
      1 of 29
      $549,999
      4

      Beds

      2.1

      Baths

      2,098

      Sq.Ft.

      7 Lakeview Drive

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 3318 State Route 94 Chester, NY MLS# 1008703
        Save 3318 State Route 94 Chester, NY MLS# 1008703
        1 of 29
        $549,900
        3

        Beds

        2.0

        Baths

        2,138

        Sq.Ft.

        3318 State Route 94

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 11 Chandler Drive Chester, NY MLS# 1018371
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          1 of 32
          OPEN HOUSE: Sunday 8/30 1:00 PM - 3:00 PM
          $545,000
          3

          Beds

          2.1

          Baths

          1,908

          Sq.Ft.

          11 Chandler Drive

          Chester, NY

          Courtesy of COLDWELL BANKER REALTY
          View 24 Walnut Street Chester, NY MLS# 1004369
            Save 24 Walnut Street Chester, NY MLS# 1004369
            1 of 28
            $539,000
            4

            Beds

            2.1

            Baths

            2,698

            Sq.Ft.

            24 Walnut Street

            Chester, NY

            Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
            View 85 Surrey Road Chester, NY MLS# 984933
              Save 85 Surrey Road Chester, NY MLS# 984933
              1 of 35
              $524,900
              4

              Beds

              2.0

              Baths

              2,076

              Sq.Ft.

              85 Surrey Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 94 Booth Road Chester, NY MLS# 898870
                Save 94 Booth Road Chester, NY MLS# 898870
                1 of 23
                $520,000
                3

                Beds

                2.1

                Baths

                2,083

                Sq.Ft.

                94 Booth Road

                Chester, NY

                Courtesy of COMPASS GREATER NY, LLC
                View Main Street Chester, NY MLS# H6204360
                  Save Main Street Chester, NY MLS# H6204360
                  1 of 2
                  $500,000
                  Studio

                  Beds

                  0.0

                  Baths

                  36,098

                  Sq.Ft.

                  Main Street

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 5 N Hudson Street Chester, NY MLS# 976521
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                    1 of 28
                    $500,000
                    3

                    Beds

                    2.0

                    Baths

                    2,688

                    Sq.Ft.

                    5 N Hudson Street

                    Chester, NY

                    Courtesy of KELLER WILLIAMS REALTY
                    View 37 Surrey Road Chester, NY MLS# 1007164
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                    1 of 40
                    $500,000
                    4

                    Beds

                    2.0

                    Baths

                    1,730

                    Sq.Ft.

                    37 Surrey Road

                    Chester, NY

                    Courtesy of EXP REALTY
                    View 35 Maple Avenue Chester, NY MLS# 990509
                      Save 35 Maple Avenue Chester, NY MLS# 990509
                      1 of 29
                      $489,900
                      3

                      Beds

                      3.0

                      Baths

                      2,032

                      Sq.Ft.

                      35 Maple Avenue

                      Chester, NY

                      Courtesy of RE/MAX BENCHMARK REALTY GROUP
                      View 76 Surrey Road Chester, NY MLS# 1022518
                        Save 76 Surrey Road Chester, NY MLS# 1022518
                        1 of 44
                        $489,900
                        3

                        Beds

                        2.0

                        Baths

                        1,912

                        Sq.Ft.

                        76 Surrey Road

                        Chester, NY

                        Courtesy of EXP REALTY
                        View 32 Surrey Road Chester, NY MLS# 1040785
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                        1 of 39
                        OPEN HOUSE: Saturday 8/29 12:00 PM - 2:00 PM
                        $489,000
                        4

                        Beds

                        1.1

                        Baths

                        1,820

                        Sq.Ft.

                        32 Surrey Road

                        Chester, NY

                        Courtesy of EXP REALTY
                        View 21 Trotting Drive Chester, NY MLS# 1030740
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                        Save 21 Trotting Drive Chester, NY MLS# 1030740
                        1 of 50
                        $475,000
                        3

                        Beds

                        2.0

                        Baths

                        1,624

                        Sq.Ft.

                        21 Trotting Drive

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 70 Main Street Chester, NY MLS# 1034449
                          Save 70 Main Street Chester, NY MLS# 1034449
                          1 of 27
                          $469,000
                          3

                          Beds

                          1.2

                          Baths

                          1,357

                          Sq.Ft.

                          70 Main Street

                          Chester, NY

                          Courtesy of CURASI REALTY, INC.
                          View 63 Hubshop Road Chester, NY MLS# 1039933
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                          1 of 19
                          $459,000
                          4

                          Beds

                          2.1

                          Baths

                          2,060

                          Sq.Ft.

                          63 Hubshop Road

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 66 Whitetail Run Chester, NY MLS# 1033721
                            Save 66 Whitetail Run Chester, NY MLS# 1033721
                            1 of 50
                            $449,000
                            3

                            Beds

                            1.1

                            Baths

                            1,500

                            Sq.Ft.

                            66 Whitetail Run

                            Chester, NY

                            Courtesy of HOWARD HANNA RAND REALTY
                            View 1367 Kings Highway Chester, NY MLS# 1036770
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                            1 of 16
                            $440,000
                            3

                            Beds

                            1.1

                            Baths

                            1,728

                            Sq.Ft.

                            1367 Kings Highway

                            Chester, NY

                            Courtesy of GREENE REALTY GROUP

                            About Chester

                            Listings in Chester, NY

                            110

                            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 - 300K8
                            $300K - 400K17
                            $400K - 500K13
                            $500K - 600K9
                            $600K - 700K12
                            $700K - 800K21
                            $800K - 900K11
                            $900K - 1M6
                            $1M - Max12

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family80
                            Townhouse0
                            Condo17
                            Commercial6
                            Rental23
                            Lots and Land5
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family2
                            Mobile Home0
                            Farms0

                            (Data as of 8/28/2026)

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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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