View 260 Gibson Hill Road Chester, NY MLS# 1044316
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    $374,900
    3

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    1.1

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    1,644

    Sq.Ft.

    260 Gibson Hill Road

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 2921 Whispering Hills Chester, NY MLS# 1043986
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      $364,900
      3

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      2.1

      Baths

      1,331

      Sq.Ft.

      2921 Whispering Hills

      Chester, NY

      Courtesy of ARC REALTY 1 IN SALES
      View 50 Hambletonian Avenue Chester, NY MLS# 1042882
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        $550,000
        3

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        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 121 Conklingtown Road Chester, NY MLS# 1042913
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          $749,000
          4

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          2.1

          Baths

          2,599

          Sq.Ft.

          121 Conklingtown Road

          Chester, NY

          Courtesy of MS REALTY GROUP USA, INC
          View 1005 Whispering Hills Chester, NY MLS# 1043197
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          $290,000
          2

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          1.1

          Baths

          1,053

          Sq.Ft.

          1005 Whispering Hills

          Chester, NY

          Courtesy of CENTURY 21 FULL SERVICE REALTY
          View 6 Main Street Chester, NY MLS# 1043650
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            $25,000
            700

            Sq.Ft.

            6 Main Street

            Chester, NY

            Courtesy of HOMESMART HOMES & ESTATES
            View 13 Bianca Boulevard Chester, NY MLS# 1040084
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              1 of 49
              $700,000
              4

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              2.1

              Baths

              3,296

              Sq.Ft.

              13 Bianca Boulevard

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 1 Sanford Avenue Chester, NY MLS# 1041533
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              $750,000
              4

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              3.0

              Baths

              2,280

              Sq.Ft.

              1 Sanford Avenue

              Chester, NY

              Courtesy of REDFIN REAL ESTATE
              View 173 Creamery Pond Road Chester, NY MLS# 1040801
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              $669,000
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              2,533

              Sq.Ft.

              173 Creamery Pond Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 65 Oxford Springs Road Chester, NY MLS# 1041722
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              $699,000
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              3.1

              Baths

              3,463

              Sq.Ft.

              65 Oxford Springs Road

              Chester, NY

              Courtesy of HOMESMART HOMES & ESTATES
              View 63 Hubshop Road Chester, NY MLS# 1039933
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                $459,000
                4

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                2.1

                Baths

                2,060

                Sq.Ft.

                63 Hubshop Road

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View 32 Surrey Road Chester, NY MLS# 1040785
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                  1 of 39
                  $475,000
                  4

                  Beds

                  1.1

                  Baths

                  1,820

                  Sq.Ft.

                  32 Surrey Road

                  Chester, NY

                  Courtesy of EXP REALTY
                  View 20 Mountainside Drive Chester, NY MLS# 1037562
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                    1 of 36
                    $739,900
                    4

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                    2.2

                    Baths

                    3,080

                    Sq.Ft.

                    20 Mountainside Drive

                    Chester, NY

                    Courtesy of EXP REALTY
                    View 8 Bridle Lane Chester, NY MLS# 1036394
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                    $495,000
                    4

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                    1.1

                    Baths

                    1,820

                    Sq.Ft.

                    8 Bridle Lane

                    Chester, NY

                    Courtesy of KELLER WILLIAMS REALTY
                    View 1367 Kings Highway Chester, NY MLS# 1036770
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                      1 of 16
                      $440,000
                      3

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                      1.1

                      Baths

                      1,728

                      Sq.Ft.

                      1367 Kings Highway

                      Chester, NY

                      Courtesy of GREENE REALTY GROUP
                      View 166 Bull Mill Road Chester, NY MLS# 1030923
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                        1 of 37
                        $289,000
                        2

                        Beds

                        1.0

                        Baths

                        1,004

                        Sq.Ft.

                        166 Bull Mill Road

                        Chester, NY

                        Courtesy of KELLER WILLIAMS VALLEY REALTY
                        View 412 Laroe Road Chester, NY MLS# 1035387
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                        $605,000
                        3

                        Beds

                        2.0

                        Baths

                        1,848

                        Sq.Ft.

                        412 Laroe Road

                        Chester, NY

                        Courtesy of HOWARD HANNA RAND REALTY
                        View 21 Trotting Drive Chester, NY MLS# 1030740
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                        1 of 49
                        $475,000
                        3

                        Beds

                        2.0

                        Baths

                        1,624

                        Sq.Ft.

                        21 Trotting Drive

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 176 Beverly Road Chester, NY MLS# 1034535
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                          1 of 39
                          $699,900
                          4

                          Beds

                          2.1

                          Baths

                          2,715

                          Sq.Ft.

                          176 Beverly Road

                          Chester, NY

                          Courtesy of OWNER ENTRY.COM
                          View 70 Main Street Chester, NY MLS# 1034449
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                            1 of 27
                            $419,000
                            3

                            Beds

                            1.2

                            Baths

                            1,357

                            Sq.Ft.

                            70 Main Street

                            Chester, NY

                            Courtesy of CURASI REALTY, INC.

                            About Chester

                            Listings in Chester, NY

                            105

                            Estimated median home price

                            $675,000
                            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 - 300K13
                            $300K - 400K17
                            $400K - 500K10
                            $500K - 600K7
                            $600K - 700K11
                            $700K - 800K18
                            $800K - 900K11
                            $900K - 1M6
                            $1M - Max11

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family73
                            Townhouse0
                            Condo20
                            Commercial6
                            Rental27
                            Lots and Land3
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family3
                            Mobile Home0
                            Farms0

                            (Data as of 10/18/2026)

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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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