View 2820 Whispering Hills Chester, NY MLS# 986005
    Save 2820 Whispering Hills Chester, NY MLS# 986005
    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 2 Primrose Lane Chester, NY MLS# 991517
      Save 2 Primrose Lane Chester, NY MLS# 991517
      1 of 42
      $849,900
      4

      Beds

      3.0

      Baths

      2,370

      Sq.Ft.

      2 Primrose Lane

      Chester, NY

      Courtesy of Weichert Realtors - Monroe
      View 149 Creamery Pond Road Chester, NY MLS# 986323
      • Virtual Tour
      Save 149 Creamery Pond Road Chester, NY MLS# 986323
      1 of 46
      $775,000
      3

      Beds

      3.0

      Baths

      2,740

      Sq.Ft.

      149 Creamery Pond Road

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 53 Gibson Hill Road Chester, NY MLS# 986225
        Save 53 Gibson Hill Road Chester, NY MLS# 986225
        1 of 48
        $1,100,000
        5

        Beds

        4.0

        Baths

        5,312

        Sq.Ft.

        53 Gibson Hill Road

        Chester, NY

        Courtesy of EXP REALTY
        View 1311 Whispering Hills Chester, NY MLS# 983111
          Save 1311 Whispering Hills Chester, NY MLS# 983111
          1 of 32
          $329,900
          3

          Beds

          2.0

          Baths

          1,316

          Sq.Ft.

          1311 Whispering Hills

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 90 Pewter Circle Chester, NY MLS# 981270
            Save 90 Pewter Circle Chester, NY MLS# 981270
            1 of 5
            $759,900
            4

            Beds

            2.1

            Baths

            2,250

            Sq.Ft.

            90 Pewter Circle

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View Address not provided Chester, NY MLS# 962912
              Save Address not provided Chester, NY MLS# 962912
              1 of 1
              $1,000,000

              Address not provided

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 1414 Kings Highway Chester, NY MLS# 965992
                Save 1414 Kings Highway Chester, NY MLS# 965992
                1 of 9
                $879,900
                4

                Beds

                2.1

                Baths

                3,200

                Sq.Ft.

                1414 Kings Highway

                Chester, NY

                Courtesy of KELLER WILLIAMS REALTY
                View 10 Wells Sweep Lane Chester, NY MLS# 966048
                  Save 10 Wells Sweep Lane Chester, NY MLS# 966048
                  1 of 8
                  $869,900
                  4

                  Beds

                  2.1

                  Baths

                  3,000

                  Sq.Ft.

                  10 Wells Sweep Lane

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 552 Pine Hill Road Chester, NY MLS# 958740
                    Save 552 Pine Hill Road Chester, NY MLS# 958740
                    1 of 1
                    $299,000
                    0.0

                    Baths

                    248,292

                    Sq.Ft.

                    552 Pine Hill Road

                    Chester, NY

                    Courtesy of EREALTY ADVISORS, INC
                    View 7 Hambletonian Avenue Chester, NY MLS# 964090
                      Save 7 Hambletonian Avenue Chester, NY MLS# 964090
                      1 of 26
                      $379,900
                      2

                      Beds

                      1.0

                      Baths

                      1,026

                      Sq.Ft.

                      7 Hambletonian Avenue

                      Chester, NY

                      Courtesy of HOMESMART HOMES & ESTATES
                      View 487 Black Meadow Road Chester, NY MLS# 960665
                        Save 487 Black Meadow Road Chester, NY MLS# 960665
                        1 of 49
                        $699,995
                        6

                        Beds

                        3.1

                        Baths

                        4,204

                        Sq.Ft.

                        487 Black Meadow Road

                        Chester, NY

                        Courtesy of JOSEPH BARATTA COMPANY REALTY
                        View 12 Damian Court Chester, NY MLS# 950640
                          Save 12 Damian Court Chester, NY MLS# 950640
                          1 of 34
                          $949,000
                          5

                          Beds

                          4.0

                          Baths

                          3,136

                          Sq.Ft.

                          12 Damian Court

                          Chester, NY

                          Courtesy of MS REALTY GROUP USA, INC
                          View 2113 Whispering Hills Chester, NY MLS# 950534
                            Save 2113 Whispering Hills Chester, NY MLS# 950534
                            1 of 24
                            $275,000
                            2

                            Beds

                            1.0

                            Baths

                            1,084

                            Sq.Ft.

                            2113 Whispering Hills

                            Chester, NY

                            Courtesy of KELLER WILLIAMS REALTY
                            View 2 Virginia Lane Chester, NY MLS# H6215339
                              Save 2 Virginia Lane Chester, NY MLS# H6215339
                              1 of 4
                              $350,000
                              0.0

                              Baths

                              235,224

                              Sq.Ft.

                              2 Virginia Lane

                              Chester, NY

                              Courtesy of KELLER WILLIAMS REALTY
                              View 42 Brookside Avenue Chester, NY MLS# H6204289
                                Save 42 Brookside Avenue Chester, NY MLS# H6204289
                                1 of 5
                                $1,750,000
                                4,020

                                Sq.Ft.

                                42 Brookside Avenue

                                Chester, NY

                                Courtesy of KELLER WILLIAMS REALTY
                                View Main Street Chester, NY MLS# H6204360
                                  Save Main Street Chester, NY MLS# H6204360
                                  1 of 2
                                  $500,000
                                  0.0

                                  Baths

                                  36,098

                                  Sq.Ft.

                                  Main Street

                                  Chester, NY

                                  Courtesy of KELLER WILLIAMS REALTY
                                  View 148 Brookside Avenue Chester, NY MLS# H6146719
                                    Save 148 Brookside Avenue Chester, NY MLS# H6146719
                                    1 of 3
                                    $799,000

                                    148 Brookside Avenue

                                    Chester, NY

                                    Courtesy of KELLER WILLIAMS REALTY

                                    About Chester

                                    Listings in Chester, NY

                                    100

                                    Estimated median home price

                                    $677,000
                                    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 - 300K10
                                    $300K - 400K17
                                    $400K - 500K9
                                    $500K - 600K8
                                    $600K - 700K11
                                    $700K - 800K17
                                    $800K - 900K10
                                    $900K - 1M6
                                    $1M - Max11

                                    Homes for Sale by Type in Chester, NY

                                    Property TypeCount
                                    Single Family67
                                    Townhouse0
                                    Condo20
                                    Commercial6
                                    Rental23
                                    Lots and Land4
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family3
                                    Mobile Home0
                                    Farms0

                                    (Data as of 10/7/2026)

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                                    Chester, NY Information

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                                    Information deemed reliable but not guaranteed.

                                    The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

                                    All information deemed reliable but not guaranteed. Last date updated: 10/7/2026.

                                    Source: New Jersey Multiple Listing Service, Inc.

                                    © 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

                                    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.

                                    Information Copyright 2021, OneKey® MLS. All Rights Reserved.