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

    Sq.Ft.

    62 Wood Road

    Chester, NY

    Courtesy of CENTURY 21 E & M WILLIAMS RLTY
    View 16 Primrose Lane Chester, NY MLS# 962868
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    1 of 24
    $4,200
    4

    Beds

    3.0

    Baths

    2,466

    Sq.Ft.

    16 Primrose Lane

    Chester, NY

    Courtesy of BLOOMING REALTY
    View 118 Booth Road Chester, NY MLS# 959474
      Save 118 Booth Road Chester, NY MLS# 959474
      1 of 36
      $3,800
      4

      Beds

      3.0

      Baths

      2,457

      Sq.Ft.

      118 Booth Road

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 2952 State Route 94 101 Chester, NY MLS# 944428
        Save 2952 State Route 94 101 Chester, NY MLS# 944428
        1 of 19
        $3,500
        1,780

        Sq.Ft.

        2952 State Route 94 101

        Chester, NY

        Courtesy of RE/MAX TOWN & COUNTRY
        View 98 Main Street Chester, NY MLS# 936917
          Save 98 Main Street Chester, NY MLS# 936917
          1 of 29
          $3,200
          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
            Save 4321 Whispering Hills Chester, NY MLS# 938294
            1 of 16
            $2,850
            3

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            4321 Whispering Hills

            Chester, NY

            Courtesy of FIELD POINTE REALTY LLC
            View 71 Greycourt Road Chester, NY MLS# 963459
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            1 of 9
            $2,800
            3

            Beds

            1.1

            Baths

            1,056

            Sq.Ft.

            71 Greycourt Road

            Chester, NY

            Courtesy of HFA REALTY GROUP
            View 1460 State Route 17M Suite D Chester, NY MLS# 931266
              Save 1460 State Route 17M Suite D Chester, NY MLS# 931266
              1 of 25
              $2,700
              9,536

              Sq.Ft.

              1460 State Route 17M Suite D

              Chester, NY

              Courtesy of RAND COMMERCIAL
              View 3917 Whispering Hills Chester, NY MLS# 964688
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              1 of 29
              $2,400
              2

              Beds

              1.1

              Baths

              1,072

              Sq.Ft.

              3917 Whispering Hills

              Chester, NY

              Courtesy of KELLER WILLIAMS HUDSON VALLEY
              View 1818 Whispering Hills Chester, NY MLS# 960541
                Save 1818 Whispering Hills Chester, NY MLS# 960541
                1 of 33
                $2,400
                2

                Beds

                1.1

                Baths

                1,086

                Sq.Ft.

                1818 Whispering Hills

                Chester, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View 82 High Street 5 Chester, NY MLS# 958806
                  Save 82 High Street 5 Chester, NY MLS# 958806
                  1 of 10
                  $2,200
                  2

                  Beds

                  1.0

                  Baths

                  900

                  Sq.Ft.

                  82 High Street 5

                  Chester, NY

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

                    Sq.Ft.

                    1 Sackett Square

                    Chester, NY

                    Courtesy of MK 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 1396 Kings Highway Chester, NY MLS# 953001
                        Save 1396 Kings Highway Chester, NY MLS# 953001
                        1 of 9
                        $2,000
                        3

                        Beds

                        1.0

                        Baths

                        1,000

                        Sq.Ft.

                        1396 Kings Highway

                        Chester, NY

                        Courtesy of TIMOTHY W. KRAMER
                        View 44 High Street 134 Chester, NY MLS# 960863
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                        Save 44 High Street 134 Chester, NY MLS# 960863
                        1 of 21
                        $2,000
                        1

                        Beds

                        1.1

                        Baths

                        970

                        Sq.Ft.

                        44 High Street 134

                        Chester, NY

                        Courtesy of CURASI REALTY, INC.
                        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 347 Bellvale Road Chester, NY MLS# 953012
                            Save 347 Bellvale Road Chester, NY MLS# 953012
                            1 of 17
                            $1,900
                            1

                            Beds

                            1.0

                            Baths

                            1,200

                            Sq.Ft.

                            347 Bellvale Road

                            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 25
                              $1,600
                              4,669

                              Sq.Ft.

                              38 Main Street 36 E

                              Chester, NY

                              Courtesy of RE/MAX BENCHMARK REALTY GROUP
                              View 8 Main Street Chester, NY MLS# 957496
                                Save 8 Main Street Chester, NY MLS# 957496
                                1 of 9
                                $1,500
                                1

                                Beds

                                1.0

                                Baths

                                700

                                Sq.Ft.

                                8 Main Street

                                Chester, NY

                                Courtesy of HOMESMART HOMES & ESTATES
                                View 23 White Oak Drive Chester, NY MLS# 960725
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                                1 of 19
                                $1,500
                                550

                                Sq.Ft.

                                23 White Oak Drive

                                Chester, NY

                                Courtesy of KELLER WILLIAMS REALTY

                                About Chester

                                Listings in Chester, NY

                                59

                                Estimated median home price

                                $500,000
                                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 - 100K0
                                $100K - 200K3
                                $200K - 300K10
                                $300K - 400K8
                                $400K - 500K9
                                $500K - 600K2
                                $600K - 700K5
                                $700K - 800K7
                                $800K - 900K5
                                $900K - 1M3
                                $1M - Max7

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family33
                                Townhouse0
                                Condo10
                                Commercial4
                                Rental26
                                Lots and Land12
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home0
                                Farms0

                                (Data as of 3/2/2026)

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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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