View 303 Post Office Road Waldorf, MD MLS# MDCH2052030
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    1 of 45
    $2,900,000
    14,320

    Sq.Ft.

    303 Post Office Road

    Waldorf, MD

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    View 3040 Leonardtown Road Waldorf, MD MLS# 1002218182
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    $2,400,000
    3,360

    Sq.Ft.

    3040 Leonardtown Road

    Waldorf, MD

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    View 11680 Doolittle Waldorf, MD MLS# MDCH2053302
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      $1,395,000
      6,100

      Sq.Ft.

      11680 Doolittle

      Waldorf, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 4023 Old Washington Road Waldorf, MD MLS# MDCH2054684
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      1 of 17
      $1,200,000
      6

      Beds

      4.0

      Baths

      4,496

      Sq.Ft.

      4023 Old Washington Road

      Waldorf, MD

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      View 4023 Old Washington Road Waldorf, MD MLS# MDCH2055610
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        $1,200,000
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        0.0

        Baths

        4023 Old Washington Road

        Waldorf, MD

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        View 4023 Old Washington Road Waldorf, MD MLS# MDCH2055614
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          $1,200,000
          4,816

          Sq.Ft.

          4023 Old Washington Road

          Waldorf, MD

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          View 3130 Leonardtown Road Waldorf, MD MLS# MDCH2050636
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            1 of 49
            $774,950
            2,494

            Sq.Ft.

            3130 Leonardtown Road

            Waldorf, MD

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            View 3058 Endicott Court Waldorf, MD MLS# MDCH2055396
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            OPEN HOUSE: Saturday 7/18 10:00 AM - 1:00 PM
            $459,900
            4

            Beds

            2.1

            Baths

            2,090

            Sq.Ft.

            3058 Endicott Court

            Waldorf, MD

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            View 767 University Drive Waldorf, MD MLS# MDCH2055852
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              $459,000
              4

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              2.1

              Baths

              1,991

              Sq.Ft.

              767 University Drive

              Waldorf, MD

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              View 3715 Pecan Court Waldorf, MD MLS# MDCH2053064
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                1 of 47
                $458,900
                4

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                2.1

                Baths

                2,103

                Sq.Ft.

                3715 Pecan Court

                Waldorf, MD

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                View 3079 Dorsey Court Waldorf, MD MLS# MDCH2055636
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                  1 of 36
                  $450,000
                  4

                  Beds

                  2.0

                  Baths

                  1,774

                  Sq.Ft.

                  3079 Dorsey Court

                  Waldorf, MD

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                  View 3109 Knolewater Court Waldorf, MD MLS# MDCH2055066
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                    1 of 22
                    $449,900
                    5

                    Beds

                    2.0

                    Baths

                    1,878

                    Sq.Ft.

                    3109 Knolewater Court

                    Waldorf, MD

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                    View 2835 Hackney Lane Waldorf, MD MLS# MDCH2053296
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                      1 of 38
                      $445,000
                      4

                      Beds

                      3.1

                      Baths

                      2,409

                      Sq.Ft.

                      2835 Hackney Lane

                      Waldorf, MD

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                      View 2421 York Court Waldorf, MD MLS# MDCH2056512
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                      1 of 38
                      $444,500
                      4

                      Beds

                      2.1

                      Baths

                      2,016

                      Sq.Ft.

                      2421 York Court

                      Waldorf, MD

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                      View 5 Mooncoin Circle Waldorf, MD MLS# MDCH2054876
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                        1 of 37
                        $443,900
                        3

                        Beds

                        2.1

                        Baths

                        2,410

                        Sq.Ft.

                        5 Mooncoin Circle

                        Waldorf, MD

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                        View 3527 Smokethorn Court Waldorf, MD MLS# MDCH2052676
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                          1 of 24
                          $439,900
                          4

                          Beds

                          2.1

                          Baths

                          2,015

                          Sq.Ft.

                          3527 Smokethorn Court

                          Waldorf, MD

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                          View 3651 Sassafras Drive Waldorf, MD MLS# MDCH2053894
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                            1 of 39
                            $439,000
                            4

                            Beds

                            3.0

                            Baths

                            2,158

                            Sq.Ft.

                            3651 Sassafras Drive

                            Waldorf, MD

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                            View 2299 Vine Hill Court Waldorf, MD MLS# MDCH2053250
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                              1 of 46
                              $434,900
                              4

                              Beds

                              1.1

                              Baths

                              1,650

                              Sq.Ft.

                              2299 Vine Hill Court

                              Waldorf, MD

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                              View 6 Stratford Court Waldorf, MD MLS# MDCH2051190
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                              1 of 27
                              $434,000
                              4

                              Beds

                              2.0

                              Baths

                              1,821

                              Sq.Ft.

                              6 Stratford Court

                              Waldorf, MD

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                              View 50 Garner Avenue Waldorf, MD MLS# MDCH2053106
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                                1 of 40
                                $430,000
                                4

                                Beds

                                2.0

                                Baths

                                1,689

                                Sq.Ft.

                                50 Garner Avenue

                                Waldorf, MD

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                                About Smallwood

                                Listings in Smallwood, Waldorf, MD

                                79

                                Estimated median home price

                                $397,000
                                Smallwood, Waldorf Real Estate

                                Search Smallwood, Maryland Real Estate Listings & New Homes for Sale in Smallwood, MD. Find Smallwood Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

                                Homes for Sale by Price in Smallwood, Waldorf, MD

                                PriceCount
                                $0 - 100K0
                                $100K - 200K0
                                $200K - 300K19
                                $300K - 400K24
                                $400K - 500K29
                                $500K - 600K0
                                $600K - 700K0
                                $700K - 800K1
                                $800K - 900K0
                                $900K - 1M0
                                $1M - Max6

                                Homes for Sale by Type in Smallwood, Waldorf, MD

                                Property TypeCount
                                Single Family45
                                Townhouse22
                                Condo2
                                Commercial9
                                Rental16
                                Lots and Land1
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home0
                                Farms0

                                (Data as of 7/13/2026)

                                Information deemed reliable but not guaranteed.

                                Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

                                Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

                                The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

                                Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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