View 12 Railroad Avenue Floor 2 Chester, NY MLS# 945623
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$2,150
2

Beds

1.0

Baths

1,000

Sq.Ft.

12 Railroad Avenue Floor 2

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 2952 State Route 94 101 Chester, NY MLS# 944428
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$3,500
1,780

Sq.Ft.

2952 State Route 94 101

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 49 Main Street Chester, NY MLS# 944378
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$2,200
1,500

Sq.Ft.

49 Main Street

Chester, NY

Courtesy of DAF REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 98 Main Street Chester, NY MLS# 936917
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    1 of 29
    $3,300
    4

    Beds

    1.1

    Baths

    1,605

    Sq.Ft.

    98 Main Street

    Chester, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    View 4321 Whispering Hills Chester, NY MLS# 938294
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      1 of 16
      $2,950
      3

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      2.1

      Baths

      1,331

      Sq.Ft.

      4321 Whispering Hills

      Chester, NY

      Courtesy of FIELD POINTE REALTY LLC
      View 3607 Whispering Hills Chester, NY MLS# 938927
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        1 of 12
        $2,450
        2

        Beds

        1.1

        Baths

        1,086

        Sq.Ft.

        3607 Whispering Hills

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 2910 Whispering Hills Drive Chester, NY MLS# 937678
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          1 of 27
          $2,800
          3

          Beds

          2.1

          Baths

          1,331

          Sq.Ft.

          2910 Whispering Hills Drive

          Chester, NY

          Courtesy of MK REALTY INC
          View 80 Black Meadow Road Chester, NY MLS# 932378
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            1 of 24
            $12
            12,500

            Sq.Ft.

            80 Black Meadow Road

            Chester, NY

            Courtesy of MK REALTY INC
            View 948 Craigville Road Chester, NY MLS# 934262
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            1 of 42
            $3,950
            4

            Beds

            2.1

            Baths

            2,840

            Sq.Ft.

            948 Craigville Road

            Chester, NY

            Courtesy of CENTURY 21 REALTY CENTER
            View 1418 Whispering Hills Chester, NY MLS# 931575
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              1 of 11
              $2,650
              2

              Beds

              1.1

              Baths

              1,086

              Sq.Ft.

              1418 Whispering Hills

              Chester, NY

              Courtesy of STONEWALL REALTY GROUP LLC
              View 1460 State Route 17M Suite D Chester, NY MLS# 931266
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                1 of 25
                $3,240
                9,536

                Sq.Ft.

                1460 State Route 17M Suite D

                Chester, NY

                Courtesy of RAND COMMERCIAL
                View 8 Main Street Chester, NY MLS# 926737
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                  1 of 7
                  $1,700
                  1

                  Beds

                  1.0

                  Baths

                  700

                  Sq.Ft.

                  8 Main Street

                  Chester, NY

                  Courtesy of HOMESMART HOMES & ESTATES
                  View 2208 Whispering Hills Chester, NY MLS# 927893
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                    1 of 6
                    $2,450
                    2

                    Beds

                    1.1

                    Baths

                    1,072

                    Sq.Ft.

                    2208 Whispering Hills

                    Chester, NY

                    Courtesy of HFA REALTY GROUP
                    View 25 Trotting Drive Chester, NY MLS# 927663
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                      1 of 13
                      $3,000
                      4

                      Beds

                      1.1

                      Baths

                      1,800

                      Sq.Ft.

                      25 Trotting Drive

                      Chester, NY

                      Courtesy of KELLER WILLIAMS HUDSON VALLEY
                      View 12 Elkay Chester, NY MLS# 921701
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                        1 of 16
                        $2,000
                        1,600

                        Sq.Ft.

                        12 Elkay

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 82 High Street 2 Chester, NY MLS# 919939
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                          1 of 24
                          $2,200
                          2

                          Beds

                          1.0

                          Baths

                          900

                          Sq.Ft.

                          82 High Street 2

                          Chester, NY

                          Courtesy of Weichert Realtors - Monroe
                          View 1 Sackett Square Chester, NY MLS# 918269
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                            1 of 13
                            $2,000
                            2,000

                            Sq.Ft.

                            1 Sackett Square

                            Chester, NY

                            Courtesy of MK REALTY INC
                            View 1108 Kings Highway Chester, NY MLS# 914866
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                              1 of 27
                              $675

                              1108 Kings Highway

                              Chester, NY

                              Courtesy of RE/MAX BENCHMARK REALTY GROUP
                              View 38 Main Street 36 E Chester, NY MLS# 913608
                                Save 38 Main Street 36 E Chester, NY MLS# 913608
                                1 of 25
                                $1,600
                                4,669

                                Sq.Ft.

                                38 Main Street 36 E

                                Chester, NY

                                Courtesy of RE/MAX BENCHMARK REALTY GROUP
                                View 2805 Whispering Hills Chester, NY MLS# 908873
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                                  1 of 9
                                  $2,400
                                  2

                                  Beds

                                  1.1

                                  Baths

                                  1,072

                                  Sq.Ft.

                                  2805 Whispering Hills

                                  Chester, NY

                                  Courtesy of HOMESMART HOMES & ESTATES

                                  About Chester

                                  Listings in Chester, NY

                                  61

                                  Estimated median home price

                                  $534,900
                                  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 - 300K5
                                  $300K - 400K13
                                  $400K - 500K8
                                  $500K - 600K4
                                  $600K - 700K9
                                  $700K - 800K4
                                  $800K - 900K3
                                  $900K - 1M0
                                  $1M - Max14

                                  Homes for Sale by Type in Chester, NY

                                  Property TypeCount
                                  Single Family34
                                  Townhouse0
                                  Condo9
                                  Commercial7
                                  Rental26
                                  Lots and Land9
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family2
                                  Mobile Home0
                                  Farms0

                                  (Data as of 12/24/2025)

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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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