View 28 Pewter Circle Chester, NY MLS# 1056857
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$719,000
4

Beds

2.1

Baths

3,763

Sq.Ft.

28 Pewter Circle

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 2313 Whispering Hills Chester, NY MLS# 1061960
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$239,900
2

Beds

1.0

Baths

1,084

Sq.Ft.

2313 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC
View TBD Rt-17M Chester, NY MLS# 1059544
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$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 111 Ayr Road Chester, NY MLS# 1049653
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$599,000
4

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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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$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

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    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

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      1.1

      Baths

      1,086

      Sq.Ft.

      2107 Whispering Hills

      Chester, NY

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

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        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
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          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
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            $499,999
            2

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            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
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              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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                $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 5 Red Fox Run Chester, NY MLS# 1046418
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                  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
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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 188 Creamery Pond Road Chester, NY MLS# 1038759
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                      1 of 45
                      $675,000
                      3

                      Beds

                      2.1

                      Baths

                      3,202

                      Sq.Ft.

                      188 Creamery Pond Road

                      Chester, NY

                      Courtesy of KELLER WILLIAMS REALTY
                      View 3561 Rte 94 Chester, NY MLS# 1041906
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                      OPEN HOUSE: Sunday 10/18 3:00 PM - 5:00 PM
                      $619,999
                      3

                      Beds

                      3.0

                      Baths

                      2,902

                      Sq.Ft.

                      3561 Rte 94

                      Chester, NY

                      Courtesy of HOWARD HANNA RAND REALTY
                      View 2124 Whispering Hills Chester, NY MLS# 1042658
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                      $289,000
                      2

                      Beds

                      1.0

                      Baths

                      1,084

                      Sq.Ft.

                      2124 Whispering Hills

                      Chester, NY

                      Courtesy of HOWARD HANNA RAND REALTY

                      About Chester

                      Listings in Chester, NY

                      105

                      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 - 300K13
                      $300K - 400K17
                      $400K - 500K10
                      $500K - 600K7
                      $600K - 700K11
                      $700K - 800K18
                      $800K - 900K11
                      $900K - 1M6
                      $1M - Max11

                      Homes for Sale by Type in Chester, NY

                      Property TypeCount
                      Single Family73
                      Townhouse0
                      Condo20
                      Commercial6
                      Rental27
                      Lots and Land3
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family3
                      Mobile Home0
                      Farms0

                      (Data as of 10/18/2026)

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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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