View 2313 Whispering Hills Chester, NY MLS# 1061960
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    1 of 1
    $239,900
    2

    Beds

    1.0

    Baths

    1,084

    Sq.Ft.

    2313 Whispering Hills

    Chester, NY

    Courtesy of R2M REALTY INC
    View 20 Goshen Road Chester, NY MLS# 1061638
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    1 of 50
    $1,725,000
    4

    Beds

    2.1

    Baths

    3,348

    Sq.Ft.

    20 Goshen Road

    Chester, NY

    Courtesy of EXP REALTY
    View TBD Rt-17M Chester, NY MLS# 1059544
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    1 of 2
    $399,999
    30,000

    Sq.Ft.

    TBD Rt-17M

    Chester, NY

    Courtesy of EREALTY ADVISORS, INC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 7 Greycourt Road Chester, NY MLS# 1054698
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    1 of 19
    $1,850,000
    3

    Beds

    2.1

    Baths

    2,404

    Sq.Ft.

    7 Greycourt Road

    Chester, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 111 Ayr Road Chester, NY MLS# 1049653
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    1 of 30
    $599,000
    4

    Beds

    4.1

    Baths

    3,326

    Sq.Ft.

    111 Ayr Road

    Chester, NY

    Courtesy of CURASI REALTY, INC.
    View 985 Craigville Road Chester, NY MLS# 1057348
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    1 of 36
    $750,000
    4

    Beds

    3.1

    Baths

    3,100

    Sq.Ft.

    985 Craigville Road

    Chester, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 3706 Whispering Hills Chester, NY MLS# 1039289
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    1 of 18
    $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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      1 of 34
      $299,000
      2

      Beds

      1.1

      Baths

      1,086

      Sq.Ft.

      2107 Whispering Hills

      Chester, NY

      Courtesy of WANSOR REALTY
      View 94 Booth Road Chester, NY MLS# 1050173
        Save 94 Booth Road Chester, NY MLS# 1050173
        1 of 28
        $485,000
        3

        Beds

        2.1

        Baths

        2,441

        Sq.Ft.

        94 Booth Road

        Chester, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 147 Main Street Chester, NY MLS# 1052484
          Save 147 Main Street Chester, NY MLS# 1052484
          1 of 50
          $549,000
          4

          Beds

          2.0

          Baths

          2,824

          Sq.Ft.

          147 Main Street

          Chester, NY

          Courtesy of HOWARD HANNA RAND REALTY
          View 19 Meadow Avenue Chester, NY MLS# 1050131
            Save 19 Meadow Avenue Chester, NY MLS# 1050131
            1 of 18
            $499,999
            2

            Beds

            2.0

            Baths

            1,910

            Sq.Ft.

            19 Meadow Avenue

            Chester, NY

            Courtesy of RE/MAX TOWN & COUNTRY
            View 264 Bull Mill Road Chester, NY MLS# 1049026
              Save 264 Bull Mill Road Chester, NY MLS# 1049026
              1 of 43
              $499,000
              3

              Beds

              2.1

              Baths

              1,848

              Sq.Ft.

              264 Bull Mill Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 1212 Whispering Hills Chester, NY MLS# 1048656
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                1 of 48
                $269,000
                2

                Beds

                1.0

                Baths

                1,084

                Sq.Ft.

                1212 Whispering Hills

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View 18 Schueler Road Chester, NY MLS# 1046033
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                1 of 43
                $339,900
                2

                Beds

                1.0

                Baths

                960

                Sq.Ft.

                18 Schueler Road

                Chester, NY

                Courtesy of Weichert Realtors - Monroe
                View 1168 Craigville Road Chester, NY MLS# 1050193
                  Save 1168 Craigville Road Chester, NY MLS# 1050193
                  1 of 37
                  $779,900
                  4

                  Beds

                  2.1

                  Baths

                  2,616

                  Sq.Ft.

                  1168 Craigville Road

                  Chester, NY

                  Courtesy of ARC REALTY 1 IN SALES
                  View 3211 Whispering Hills Chester, NY MLS# 1046996
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                  1 of 40
                  $370,000
                  3

                  Beds

                  2.0

                  Baths

                  1,316

                  Sq.Ft.

                  3211 Whispering Hills

                  Chester, NY

                  Courtesy of RE/MAX BENCHMARK REALTY GROUP
                  View 101 Beverly Road Chester, NY MLS# 1048079
                    Save 101 Beverly Road Chester, NY MLS# 1048079
                    1 of 31
                    $879,000
                    4

                    Beds

                    2.2

                    Baths

                    3,764

                    Sq.Ft.

                    101 Beverly Road

                    Chester, NY

                    Courtesy of GREENE REALTY GROUP
                    View 5 Red Fox Run Chester, NY MLS# 1046418
                      Save 5 Red Fox Run Chester, NY MLS# 1046418
                      1 of 47
                      $679,000
                      4

                      Beds

                      3.1

                      Baths

                      2,960

                      Sq.Ft.

                      5 Red Fox Run

                      Chester, NY

                      Courtesy of HOWARD HANNA RAND REALTY
                      View 3409 Whispering Hills Chester, NY MLS# 1032618
                        Save 3409 Whispering Hills Chester, NY MLS# 1032618
                        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
                          Save 4704 Whispering Hills Chester, NY MLS# 1038636
                          1 of 19
                          $370,000
                          3

                          Beds

                          2.1

                          Baths

                          1,331

                          Sq.Ft.

                          4704 Whispering Hills

                          Chester, NY

                          Courtesy of SAHAGIAN REALTY LLC

                          About Chester

                          Listings in Chester, NY

                          108

                          Estimated median home price

                          $672,000
                          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 - 400K18
                          $400K - 500K11
                          $500K - 600K7
                          $600K - 700K12
                          $700K - 800K18
                          $800K - 900K10
                          $900K - 1M6
                          $1M - Max12

                          Homes for Sale by Type in Chester, NY

                          Property TypeCount
                          Single Family73
                          Townhouse0
                          Condo21
                          Commercial7
                          Rental27
                          Lots and Land4
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family3
                          Mobile Home0
                          Farms0

                          (Data as of 10/14/2026)

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                          Chester, NY Information

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                          Information deemed reliable but not guaranteed.

                          The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

                          All information deemed reliable but not guaranteed. Last date updated: 10/14/2026.

                          Source: New Jersey Multiple Listing Service, Inc.

                          © 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

                          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.

                          Information Copyright 2021, OneKey® MLS. All Rights Reserved.