View 50 Hambletonian Avenue Chester, NY MLS# 1042882
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    $550,000
    3

    Beds

    2.0

    Baths

    1,583

    Sq.Ft.

    50 Hambletonian Avenue

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 121 Conklingtown Road Chester, NY MLS# 1042913
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      $749,000
      4

      Beds

      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
      The time to sell is now! THE TIME TO SELL IS NOW!
      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

          Beds

          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

          Beds

          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
          3

          Beds

          2.1

          Baths

          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
          5

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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 34 Boville Court Chester, NY MLS# 1040485
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            $839,000
            4

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            2.2

            Baths

            2,707

            Sq.Ft.

            34 Boville Court

            Chester, NY

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

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              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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                OPEN HOUSE: Saturday 10/3 11:00 AM - 3:00 PM
                $749,900
                4

                Beds

                2.2

                Baths

                3,080

                Sq.Ft.

                20 Mountainside Drive

                Chester, NY

                Courtesy of EXP 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
                  View 412 Laroe Road Chester, NY MLS# 1035387
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                  OPEN HOUSE: Saturday 10/3 11:00 AM - 1:00 PM
                  $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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                  $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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                    $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
                      $469,000
                      3

                      Beds

                      1.2

                      Baths

                      1,357

                      Sq.Ft.

                      70 Main Street

                      Chester, NY

                      Courtesy of CURASI REALTY, INC.
                      View 66 Whitetail Run Chester, NY MLS# 1033721
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                        OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
                        $435,000
                        3

                        Beds

                        1.1

                        Baths

                        1,500

                        Sq.Ft.

                        66 Whitetail Run

                        Chester, NY

                        Courtesy of HOWARD HANNA RAND REALTY
                        View 2522 Whispering Hills Chester, NY MLS# 1027103
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                          1 of 35
                          $359,000
                          3

                          Beds

                          2.1

                          Baths

                          1,331

                          Sq.Ft.

                          2522 Whispering Hills

                          Chester, NY

                          Courtesy of HOWARD HANNA RAND REALTY
                          View 3 Hilltop Lane Chester, NY MLS# 1031147
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                            1 of 1
                            $750,000
                            5

                            Beds

                            2.1

                            Baths

                            2,700

                            Sq.Ft.

                            3 Hilltop Lane

                            Chester, NY

                            Courtesy of MK REALTY INC

                            About Chester

                            Listings in Chester, NY

                            101

                            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 - 300K10
                            $300K - 400K18
                            $400K - 500K8
                            $500K - 600K9
                            $600K - 700K11
                            $700K - 800K17
                            $800K - 900K10
                            $900K - 1M6
                            $1M - Max11

                            Homes for Sale by Type in Chester, NY

                            Property TypeCount
                            Single Family67
                            Townhouse0
                            Condo21
                            Commercial6
                            Rental22
                            Lots and Land4
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family3
                            Mobile Home0
                            Farms0

                            (Data as of 10/3/2026)

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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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