View 2 Oak Street 2 Chester, NY MLS# 969943
    Save 2 Oak Street 2 Chester, NY MLS# 969943
    1 of 19
    $1,900
    2

    Beds

    1.0

    Baths

    700

    Sq.Ft.

    2 Oak Street 2

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 408 Bull Mill Road 2 Chester, NY MLS# 975988
    • Recently Listed
    Save 408 Bull Mill Road 2 Chester, NY MLS# 975988
    1 of 38
    $3,850
    3

    Beds

    2.0

    Baths

    1,800

    Sq.Ft.

    408 Bull Mill Road 2

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 204 Pine Hollow Chester, NY MLS# 974631
    • Recently Listed
    Save 204 Pine Hollow Chester, NY MLS# 974631
    1 of 11
    $1,750
    1

    Beds

    1.0

    Baths

    1,000

    Sq.Ft.

    204 Pine Hollow

    Chester, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 208 Glenmere Road Chester, NY MLS# 973379
    • Recently Listed
    Save 208 Glenmere Road Chester, NY MLS# 973379
    1 of 23
    $3,400
    5

    Beds

    2.1

    Baths

    1,815

    Sq.Ft.

    208 Glenmere Road

    Chester, NY

    Courtesy of PRIORITY MANAGEMENT
    View 35 Glenmere Road A Chester, NY MLS# 958451
      Save 35 Glenmere Road A Chester, NY MLS# 958451
      1 of 13
      $2,100
      2

      Beds

      1.0

      Baths

      868

      Sq.Ft.

      35 Glenmere Road A

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 3917 Whispering Hills Chester, NY MLS# 964688
        Save 3917 Whispering Hills Chester, NY MLS# 964688
        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 31 Elkay Drive Chester, NY MLS# 963226
          Save 31 Elkay Drive Chester, NY MLS# 963226
          1 of 13
          $12
          10,000

          Sq.Ft.

          31 Elkay Drive

          Chester, NY

          Courtesy of MK REALTY INC
          View 71 Greycourt Road Chester, NY MLS# 963459
            Save 71 Greycourt Road Chester, NY MLS# 963459
            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 23 White Oak Drive Chester, NY MLS# 960725
              Save 23 White Oak Drive Chester, NY MLS# 960725
              1 of 19
              $1,500
              550

              Sq.Ft.

              23 White Oak Drive

              Chester, NY

              Courtesy of KELLER WILLIAMS 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
                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 8 Main Street Chester, NY MLS# 957496
                    Save 8 Main Street Chester, NY MLS# 957496
                    1 of 8
                    $1,500
                    1

                    Beds

                    1.0

                    Baths

                    700

                    Sq.Ft.

                    8 Main Street

                    Chester, NY

                    Courtesy of HOMESMART HOMES & ESTATES
                    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 173 Black Meadow Road Chester, NY MLS# 948694
                        Save 173 Black Meadow Road Chester, NY MLS# 948694
                        1 of 14
                        $10
                        10,200

                        Sq.Ft.

                        173 Black Meadow Road

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY
                        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
                            OPEN HOUSE: Sunday 3/29 1:00 PM - 3:00 PM
                            $3,050
                            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 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 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 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

                                    About Chester

                                    Listings in Chester, NY

                                    62

                                    Estimated median home price

                                    $487,500
                                    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 - 200K2
                                    $200K - 300K9
                                    $300K - 400K13
                                    $400K - 500K8
                                    $500K - 600K1
                                    $600K - 700K6
                                    $700K - 800K6
                                    $800K - 900K6
                                    $900K - 1M4
                                    $1M - Max7

                                    Homes for Sale by Type in Chester, NY

                                    Property TypeCount
                                    Single Family32
                                    Townhouse0
                                    Condo14
                                    Commercial5
                                    Rental24
                                    Lots and Land11
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family0
                                    Mobile Home0
                                    Farms0

                                    (Data as of 3/24/2026)

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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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