View 19 High Street Chester, NY MLS# 1060955
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1 of 43
$7,250
7

Beds

4.1

Baths

3,615

Sq.Ft.

19 High Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 20 Goshen Road Chester, NY MLS# 975084
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    1 of 38
    $6,000
    4

    Beds

    2.1

    Baths

    3,348

    Sq.Ft.

    20 Goshen Road

    Chester, NY

    Courtesy of EXP REALTY
    View 62 Wood Road Chester, NY MLS# H6287111
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      1 of 13
      $5,000
      4,000

      Sq.Ft.

      62 Wood Road

      Chester, NY

      Courtesy of CENTURY 21 E & M WILLIAMS RLTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 41 Elkay Drive Chester, NY MLS# 989212
        Save 41 Elkay Drive Chester, NY MLS# 989212
        1 of 33
        $5,000
        5,000

        Sq.Ft.

        41 Elkay Drive

        Chester, NY

        Courtesy of RAND COMMERCIAL
        View 3 Brookside Avenue Chester, NY MLS# 1028603
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          1 of 4
          $4,200
          3

          Beds

          2.1

          Baths

          2,894

          Sq.Ft.

          3 Brookside Avenue

          Chester, NY

          Courtesy of HOMESMART HOMES & ESTATES
          View 509 Bellvale Road B Chester, NY MLS# 1046729
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            1 of 5
            $4,000
            3,200

            Sq.Ft.

            509 Bellvale Road B

            Chester, NY

            Courtesy of HOWARD HANNA RAND REALTY
            View 2952 State Route 94 101 Chester, NY MLS# 944428
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              1 of 19
              $3,250
              1,780

              Sq.Ft.

              2952 State Route 94 101

              Chester, NY

              Courtesy of RE/MAX TOWN & COUNTRY
              View 7 Ruscitti Drive Chester, NY MLS# 1047199
                Save 7 Ruscitti Drive Chester, NY MLS# 1047199
                1 of 27
                $3,250
                4

                Beds

                1.0

                Baths

                2,277

                Sq.Ft.

                7 Ruscitti Drive

                Chester, NY

                Courtesy of PRIORITY MANAGEMENT
                View 2110 Whispering Hills 197 Chester, NY MLS# 1039451
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                1 of 30
                $3,000
                3

                Beds

                2.1

                Baths

                1,331

                Sq.Ft.

                2110 Whispering Hills 197

                Chester, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View 509 Bellvale Road C Chester, NY MLS# 1046149
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                  1 of 2
                  $2,500
                  1,200

                  Sq.Ft.

                  509 Bellvale Road C

                  Chester, NY

                  Courtesy of HOWARD HANNA RAND REALTY
                  View 3424 Whispering Hills Chester, NY MLS# 1059267
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                  1 of 23
                  $2,400
                  2

                  Beds

                  1.0

                  Baths

                  1,084

                  Sq.Ft.

                  3424 Whispering Hills

                  Chester, NY

                  Courtesy of HFA REALTY GROUP
                  View 82 High Street 5 Chester, NY MLS# 1025201
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                    1 of 20
                    $2,300
                    2

                    Beds

                    1.0

                    Baths

                    900

                    Sq.Ft.

                    82 High Street 5

                    Chester, NY

                    Courtesy of Weichert Realtors - Rockland County Regional Office
                    View 44 High Street 135 Chester, NY MLS# 1054316
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                    $2,300
                    2

                    Beds

                    2.0

                    Baths

                    1,072

                    Sq.Ft.

                    44 High Street 135

                    Chester, NY

                    Courtesy of CURASI REALTY, INC.
                    View 49 Main Street Chester, NY MLS# 981476
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                      1 of 7
                      $2,150
                      1,500

                      Sq.Ft.

                      49 Main Street

                      Chester, NY

                      Courtesy of DAF REALTY
                      View 44 High Street 333 Chester, NY MLS# 1058245
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                      1 of 21
                      $2,100
                      1

                      Beds

                      1.1

                      Baths

                      970

                      Sq.Ft.

                      44 High Street 333

                      Chester, NY

                      Courtesy of CURASI REALTY, INC.
                      View 12 Elkay Chester, NY MLS# 921701
                        Save 12 Elkay Chester, NY MLS# 921701
                        1 of 16
                        $2,000
                        1,600

                        Sq.Ft.

                        12 Elkay

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        View 69 BROOKSIDE AVE (Rt 17M) 202 Chester, NY MLS# 1040282
                          Save 69 BROOKSIDE AVE (Rt 17M) 202 Chester, NY MLS# 1040282
                          1 of 31
                          $2,000
                          1,165

                          Sq.Ft.

                          69 BROOKSIDE AVE (Rt 17M) 202

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 148 Main Street Chester, NY MLS# H6153771
                            Save 148 Main Street Chester, NY MLS# H6153771
                            1 of 8
                            $1,900
                            34,322

                            Sq.Ft.

                            148 Main Street

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 38 Main Street 36 E Chester, NY MLS# 913608
                              Save 38 Main Street 36 E Chester, NY MLS# 913608
                              1 of 21
                              $1,450
                              4,669

                              Sq.Ft.

                              38 Main Street 36 E

                              Chester, NY

                              Courtesy of RE/MAX BENCHMARK REALTY GROUP
                              View 11 West Avenue 2 Chester, NY MLS# 1021298
                                Save 11 West Avenue 2 Chester, NY MLS# 1021298
                                1 of 11
                                $1,300
                                2,936

                                Sq.Ft.

                                11 West Avenue 2

                                Chester, NY

                                Courtesy of MK REALTY INC

                                About Chester

                                Listings in Chester, NY

                                103

                                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 - 300K11
                                $300K - 400K17
                                $400K - 500K12
                                $500K - 600K7
                                $600K - 700K11
                                $700K - 800K17
                                $800K - 900K10
                                $900K - 1M6
                                $1M - Max11

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family69
                                Townhouse0
                                Condo20
                                Commercial7
                                Rental24
                                Lots and Land4
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family3
                                Mobile Home0
                                Farms0

                                (Data as of 10/9/2026)

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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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