View 3706 Whispering Hills Chester, NY MLS# 1039289
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$339,900
2

Beds

1.1

Baths

1,086

Sq.Ft.

3706 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2107 Whispering Hills Chester, NY MLS# 1050213
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$309,000
2

Beds

1.1

Baths

1,086

Sq.Ft.

2107 Whispering Hills

Chester, NY

Courtesy of WANSOR REALTY
View 1212 Whispering Hills Chester, NY MLS# 1048656
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$269,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

1212 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 Schueler Road Chester, NY MLS# 1046033
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$339,900
2

Beds

1.0

Baths

960

Sq.Ft.

18 Schueler Road

Chester, NY

Courtesy of Weichert Realtors - Monroe
View 3211 Whispering Hills Chester, NY MLS# 1046996
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$370,000
3

Beds

2.0

Baths

1,316

Sq.Ft.

3211 Whispering Hills

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 3409 Whispering Hills Chester, NY MLS# 1032618
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    1 of 24
    $360,000
    3

    Beds

    2.1

    Baths

    1,331

    Sq.Ft.

    3409 Whispering Hills

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 4704 Whispering Hills Chester, NY MLS# 1038636
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      1 of 19
      $370,000
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      4704 Whispering Hills

      Chester, NY

      Courtesy of SAHAGIAN REALTY LLC
      View 2124 Whispering Hills Chester, NY MLS# 1042658
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      1 of 18
      $289,000
      2

      Beds

      1.0

      Baths

      1,084

      Sq.Ft.

      2124 Whispering Hills

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 260 Gibson Hill Road Chester, NY MLS# 1044316
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        1 of 22
        $374,900
        3

        Beds

        1.1

        Baths

        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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          1 of 42
          $364,900
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          2921 Whispering Hills

          Chester, NY

          Courtesy of ARC REALTY 1 IN SALES
          View 1005 Whispering Hills Chester, NY MLS# 1043197
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          1 of 28
          $290,000
          2

          Beds

          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
            Save 6 Main Street Chester, NY MLS# 1043650
            1 of 5
            $25,000
            700

            Sq.Ft.

            6 Main Street

            Chester, NY

            Courtesy of HOMESMART HOMES & ESTATES
            View 63 Hubshop Road Chester, NY MLS# 1039933
              Save 63 Hubshop Road Chester, NY MLS# 1039933
              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 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 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 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 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
                      Save 66 Whitetail Run Chester, NY MLS# 1033721
                      1 of 50
                      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
                        Save 2522 Whispering Hills Chester, NY MLS# 1027103
                        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 151 Main Street Chester, NY MLS# 1031155
                          Save 151 Main Street Chester, NY MLS# 1031155
                          1 of 16
                          $299,000
                          4

                          Beds

                          1.0

                          Baths

                          1,504

                          Sq.Ft.

                          151 Main Street

                          Chester, NY

                          Courtesy of HUDSON VALLEY GRIFFITH

                          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 - 600K10
                          $600K - 700K11
                          $700K - 800K16
                          $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 10/1/2026)

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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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