View 8 Bridle Lane Chester, NY MLS# 1036394
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1 of 45
$495,000
4

Beds

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

    Beds

    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
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 21 Trotting Drive Chester, NY MLS# 1030740
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      Save 21 Trotting Drive Chester, NY MLS# 1030740
      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 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.
        View 66 Whitetail Run Chester, NY MLS# 1033721
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          1 of 50
          $399,999
          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
            $355,000
            3

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            2522 Whispering Hills

            Chester, NY

            Courtesy of HOWARD HANNA RAND REALTY
            View 151 Main Street Chester, NY MLS# 1031155
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              1 of 17
              $275,000
              4

              Beds

              1.0

              Baths

              1,504

              Sq.Ft.

              151 Main Street

              Chester, NY

              Courtesy of HUDSON VALLEY GRIFFITH
              View 3414 Whispering Hills Chester, NY MLS# 974398
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              $349,999
              3

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              2.0

              Baths

              1,316

              Sq.Ft.

              3414 Whispering Hills

              Chester, NY

              Courtesy of KW HUDSON VALLEY UNITED
              View 11 Chandler Drive Chester, NY MLS# 1018371
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                1 of 32
                $499,999
                3

                Beds

                2.1

                Baths

                1,908

                Sq.Ft.

                11 Chandler Drive

                Chester, NY

                Courtesy of COLDWELL BANKER REALTY
                View 3318 State Route 94 Chester, NY MLS# 1008703
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                  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 24 Walnut Street Chester, NY MLS# 1004369
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                    1 of 28
                    $525,000
                    4

                    Beds

                    2.1

                    Baths

                    2,698

                    Sq.Ft.

                    24 Walnut Street

                    Chester, NY

                    Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
                    View 492 Black Meadow Road Chester, NY MLS# 1002697
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                      1 of 18
                      $349,000
                      0.0

                      Baths

                      2,003,760

                      Sq.Ft.

                      492 Black Meadow Road

                      Chester, NY

                      Courtesy of EXP REALTY
                      View 552 Pine Hill Road Chester, NY MLS# 958740
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                        1 of 1
                        $299,000
                        0.0

                        Baths

                        248,292

                        Sq.Ft.

                        552 Pine Hill Road

                        Chester, NY

                        Courtesy of EREALTY ADVISORS, INC
                        View 7 Hambletonian Avenue Chester, NY MLS# 964090
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                          1 of 26
                          $379,900
                          2

                          Beds

                          1.0

                          Baths

                          1,026

                          Sq.Ft.

                          7 Hambletonian Avenue

                          Chester, NY

                          Courtesy of HOMESMART HOMES & ESTATES
                          View 2113 Whispering Hills Chester, NY MLS# 950534
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                            1 of 24
                            $275,000
                            2

                            Beds

                            1.0

                            Baths

                            1,084

                            Sq.Ft.

                            2113 Whispering Hills

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 2 Virginia Lane Chester, NY MLS# H6215339
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                              1 of 4
                              $350,000
                              0.0

                              Baths

                              235,224

                              Sq.Ft.

                              2 Virginia Lane

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY

                              About Chester

                              Listings in Chester, NY

                              91

                              Estimated median home price

                              $699,995
                              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 - 300K9
                              $300K - 400K14
                              $400K - 500K10
                              $500K - 600K6
                              $600K - 700K6
                              $700K - 800K16
                              $800K - 900K12
                              $900K - 1M8
                              $1M - Max9

                              Homes for Sale by Type in Chester, NY

                              Property TypeCount
                              Single Family64
                              Townhouse0
                              Condo13
                              Commercial7
                              Rental37
                              Lots and Land4
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family3
                              Mobile Home0
                              Farms0

                              (Data as of 11/10/2026)

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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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