View 9 Derose Lane Chester, NY MLS# 1010959
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$675,000
4

Beds

2.1

Baths

3,100

Sq.Ft.

9 Derose Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 26 Bridle Lane Chester, NY MLS# 1011224
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$720,000
4

Beds

2.1

Baths

1,718

Sq.Ft.

26 Bridle Lane

Chester, NY

Courtesy of OWNER ENTRY.COM
View 335 Laroe Road Chester, NY MLS# 1009848
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$715,000
4

Beds

2.1

Baths

2,784

Sq.Ft.

335 Laroe Road

Chester, NY

Courtesy of COLDWELL BANKER CHOICE PROP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 3318 State Route 94 Chester, NY MLS# 1008703
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$549,900
3

Beds

2.0

Baths

2,138

Sq.Ft.

3318 State Route 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 37 Surrey Road Chester, NY MLS# 1007164
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$500,000
4

Beds

2.0

Baths

1,730

Sq.Ft.

37 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 107 Pine Hill Road Chester, NY MLS# 1003546
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$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 94 Booth Road Chester, NY MLS# 898870
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    $550,000
    3

    Beds

    2.1

    Baths

    2,083

    Sq.Ft.

    94 Booth Road

    Chester, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 24 Walnut Street Chester, NY MLS# 1004369
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    1 of 28
    $579,999
    4

    Beds

    2.1

    Baths

    2,698

    Sq.Ft.

    24 Walnut Street

    Chester, NY

    Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
    View 1 N Hudson Street Chester, NY MLS# 1001003
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      $499,900
      3

      Beds

      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

        Beds

        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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          1 of 18
          $399,000
          Studio

          Beds

          0.0

          Baths

          2,003,760

          Sq.Ft.

          492 Black Meadow Road

          Chester, NY

          Courtesy of EXP REALTY
          View 2722 Whispering Hills Chester, NY MLS# 994269
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          $424,999
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          2722 Whispering Hills

          Chester, NY

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

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            3815 Whispering Hills Drive

            Chester, NY

            Courtesy of MK REALTY INC
            View 63 Hubshop Road Chester, NY MLS# 997559
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              1 of 45
              $499,000
              4

              Beds

              2.1

              Baths

              2,060

              Sq.Ft.

              63 Hubshop Road

              Chester, NY

              Courtesy of KELLER WILLIAMS 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 4 Greycourt Road Chester, NY MLS# 992700
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                  1 of 12
                  $640,000
                  3

                  Beds

                  1.1

                  Baths

                  2,136

                  Sq.Ft.

                  4 Greycourt Road

                  Chester, NY

                  Courtesy of MK REALTY INC
                  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 35 Maple Avenue Chester, NY MLS# 990509
                      Save 35 Maple Avenue Chester, NY MLS# 990509
                      1 of 29
                      $499,900
                      3

                      Beds

                      3.0

                      Baths

                      2,032

                      Sq.Ft.

                      35 Maple Avenue

                      Chester, NY

                      Courtesy of RE/MAX BENCHMARK REALTY GROUP
                      View 2323 Whispering Hills Chester, NY MLS# 979690
                        Save 2323 Whispering Hills Chester, NY MLS# 979690
                        1 of 38
                        $327,000
                        2

                        Beds

                        2.0

                        Baths

                        1,316

                        Sq.Ft.

                        2323 Whispering Hills

                        Chester, NY

                        Courtesy of CENTURY 21 FULL SERVICE REALTY
                        View 17 Woodridge Drive Chester, NY MLS# 972648
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                          1 of 50
                          $624,900
                          4

                          Beds

                          2.1

                          Baths

                          2,524

                          Sq.Ft.

                          17 Woodridge Drive

                          Chester, NY

                          Courtesy of EXP REALTY

                          About Chester

                          Listings in Chester, NY

                          94

                          Estimated median home price

                          $687,495
                          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 - 200K3
                          $200K - 300K5
                          $300K - 400K14
                          $400K - 500K13
                          $500K - 600K7
                          $600K - 700K6
                          $700K - 800K11
                          $800K - 900K12
                          $900K - 1M7
                          $1M - Max16

                          Homes for Sale by Type in Chester, NY

                          Property TypeCount
                          Single Family64
                          Townhouse0
                          Condo10
                          Commercial6
                          Rental28
                          Lots and Land13
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family1
                          Mobile Home0
                          Farms0

                          (Data as of 6/15/2026)

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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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