View 111 Ayr Road Chester, NY MLS# 1049653
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$599,000
4

Beds

4.1

Baths

3,326

Sq.Ft.

111 Ayr Road

Chester, NY

Courtesy of CURASI REALTY, INC.
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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$299,000
2

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1.1

Baths

1,086

Sq.Ft.

2107 Whispering Hills

Chester, NY

Courtesy of WANSOR REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 94 Booth Road Chester, NY MLS# 1050173
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OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$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
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$549,000
4

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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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    $525,000
    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
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      $499,000
      3

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      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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      $269,000
      2

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      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

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      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

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      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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        OPEN HOUSE: Sunday 10/11 12:00 PM - 2:00 PM
        $679,000
        4

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        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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          $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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            $675,000
            3

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            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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            $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
            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 50 Hambletonian Avenue Chester, NY MLS# 1042882
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                  1 of 1
                  $550,000
                  3

                  Beds

                  2.0

                  Baths

                  1,583

                  Sq.Ft.

                  50 Hambletonian Avenue

                  Chester, NY

                  Courtesy of HOWARD HANNA RAND REALTY
                  View 1005 Whispering Hills Chester, NY MLS# 1043197
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                  $290,000
                  2

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                  1.1

                  Baths

                  1,053

                  Sq.Ft.

                  1005 Whispering Hills

                  Chester, NY

                  Courtesy of CENTURY 21 FULL SERVICE REALTY

                  About Chester

                  Listings in Chester, NY

                  100

                  Estimated median home price

                  $677,000
                  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 - 400K17
                  $400K - 500K9
                  $500K - 600K8
                  $600K - 700K11
                  $700K - 800K17
                  $800K - 900K10
                  $900K - 1M6
                  $1M - Max11

                  Homes for Sale by Type in Chester, NY

                  Property TypeCount
                  Single Family67
                  Townhouse0
                  Condo20
                  Commercial6
                  Rental23
                  Lots and Land4
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family3
                  Mobile Home0
                  Farms0

                  (Data as of 10/7/2026)

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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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