View 86 Long Vista Lane Chester, NY MLS# 1003760
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$899,000
5

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3.1

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3,764

Sq.Ft.

86 Long Vista Lane

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 102 Beverly Road Chester, NY MLS# 1005710
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$1,090,000
4

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3.1

Baths

4,130

Sq.Ft.

102 Beverly Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 94 Booth Road Chester, NY MLS# 898870
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    $529,000
    3

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    2.1

    Baths

    2,083

    Sq.Ft.

    94 Booth Road

    Chester, NY

    Courtesy of COMPASS GREATER NY, LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 24 Walnut Street Chester, NY MLS# 1004369
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      1 of 28
      $559,000
      4

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      2.1

      Baths

      2,698

      Sq.Ft.

      24 Walnut Street

      Chester, NY

      Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
      View 45 Whitetail Run Chester, NY MLS# 999741
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      $825,000
      4

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      2.1

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      2,732

      Sq.Ft.

      45 Whitetail Run

      Chester, NY

      Courtesy of HUDSON VALLEY HOME CONNECTION
      View 1 N Hudson Street Chester, NY MLS# 1001003
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        $499,900
        3

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        2.0

        Baths

        1,778

        Sq.Ft.

        1 N Hudson Street

        Chester, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 11 Oxford Depot Chester, NY MLS# 1002651
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          $425,000
          3

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          2.0

          Baths

          1,748

          Sq.Ft.

          11 Oxford Depot

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 492 Black Meadow Road Chester, NY MLS# 1002697
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            $399,000
            Studio

            Beds

            0.0

            Baths

            2,003,760

            Sq.Ft.

            492 Black Meadow Road

            Chester, NY

            Courtesy of EXP REALTY
            View 60 Whitetail Run Chester, NY MLS# 1002536
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              $900,000
              4

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              2.1

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              2,588

              Sq.Ft.

              60 Whitetail Run

              Chester, NY

              Courtesy of REALTY BLUE CORP
              View 220 Oxford Road Chester, NY MLS# 000137
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                $894,000
                3

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                3.1

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                3,535

                Sq.Ft.

                220 Oxford Road

                Chester, NY

                Courtesy of BLOOMING REALTY
                View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
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                  $370,000
                  3

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                  2.1

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                  1,331

                  Sq.Ft.

                  3815 Whispering Hills Drive

                  Chester, NY

                  Courtesy of MK REALTY INC
                  View 4 Debbie Court Chester, NY MLS# 995223
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                    1 of 49
                    $785,000
                    5

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                    5.1

                    Baths

                    5,403

                    Sq.Ft.

                    4 Debbie Court

                    Chester, NY

                    Courtesy of FLAG REALTY GROUP
                    View 2 Garnett Hill Road Chester, NY MLS# 999261
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                    $999,999
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                    4,772

                    Sq.Ft.

                    2 Garnett Hill Road

                    Chester, NY

                    Courtesy of PLATINUM REALTY ASSOCIATES
                    View 63 Hubshop Road Chester, NY MLS# 997559
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                      $499,000
                      4

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                      2.1

                      Baths

                      2,060

                      Sq.Ft.

                      63 Hubshop Road

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 58 Nancy Lane Chester, NY MLS# 995624
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                        $749,999
                        3

                        Beds

                        2.1

                        Baths

                        2,718

                        Sq.Ft.

                        58 Nancy Lane

                        Chester, NY

                        Courtesy of HOWARD HANNA RAND REALTY
                        View 151 Laroe Road Chester, NY MLS# 995916
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                          1 of 43
                          $430,000
                          3

                          Beds

                          1.1

                          Baths

                          1,177

                          Sq.Ft.

                          151 Laroe Road

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 19 High Street Chester, NY MLS# 995148
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                          $1,145,000
                          9

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                          6.1

                          Baths

                          4,965

                          Sq.Ft.

                          19 High Street

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 2820 Whispering Hills Chester, NY MLS# 986005
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                            1 of 32
                            $319,900
                            2

                            Beds

                            1.1

                            Baths

                            1,072

                            Sq.Ft.

                            2820 Whispering Hills

                            Chester, NY

                            Courtesy of R2M REALTY INC.
                            View 19 Greentree Lane Chester, NY MLS# 988789
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                              1 of 50
                              $3,400,000
                              4

                              Beds

                              4.0

                              Baths

                              7,750

                              Sq.Ft.

                              19 Greentree Lane

                              Chester, NY

                              Courtesy of SERHANT LLC
                              View 2 Heidi Lane Chester, NY MLS# 988299
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                                1 of 44
                                $869,000
                                4

                                Beds

                                3.0

                                Baths

                                3,846

                                Sq.Ft.

                                2 Heidi Lane

                                Chester, NY

                                Courtesy of CRONIN & COMPANY REAL ESTATE

                                About Chester

                                Listings in Chester, NY

                                94

                                Estimated median home price

                                $717,500
                                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 - 200K1
                                $200K - 300K4
                                $300K - 400K13
                                $400K - 500K10
                                $500K - 600K8
                                $600K - 700K10
                                $700K - 800K15
                                $800K - 900K12
                                $900K - 1M7
                                $1M - Max14

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family69
                                Townhouse0
                                Condo10
                                Commercial6
                                Rental25
                                Lots and Land7
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family2
                                Mobile Home0
                                Farms0

                                (Data as of 7/25/2026)

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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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