View 303 Post Office Road Waldorf, MD MLS# MDCH2052030
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    $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 3130 Leonardtown Road Waldorf, MD MLS# MDCH2050636
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        $774,950
        2,494

        Sq.Ft.

        3130 Leonardtown Road

        Waldorf, MD

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        View 3608 Osborne Court Waldorf, MD MLS# MDCH2053022
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          $534,900
          5

          Beds

          4.0

          Baths

          3,656

          Sq.Ft.

          3608 Osborne Court

          Waldorf, MD

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          View 3715 Pecan Court Waldorf, MD MLS# MDCH2053064
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            $469,900
            4

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            2.1

            Baths

            2,103

            Sq.Ft.

            3715 Pecan Court

            Waldorf, MD

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            View 10912 Maryland Woods Court Waldorf, MD MLS# MDCH2047368
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              $465,000
              4

              Beds

              2.1

              Baths

              1,815

              Sq.Ft.

              10912 Maryland Woods Court

              Waldorf, MD

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              View 1210 Bannister Circle Waldorf, MD MLS# MDCH2052436
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              1 of 51
              $455,000
              5

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              2.0

              Baths

              1,928

              Sq.Ft.

              1210 Bannister Circle

              Waldorf, MD

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              View 2103 Gibbons Court Waldorf, MD MLS# MDCH2049708
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              1 of 56
              $450,000
              4

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              2.1

              Baths

              3,354

              Sq.Ft.

              2103 Gibbons Court

              Waldorf, MD

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              View 313 Bucknell Circle Waldorf, MD MLS# MDCH2053094
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                $450,000
                6

                Beds

                3.1

                Baths

                2,531

                Sq.Ft.

                313 Bucknell Circle

                Waldorf, MD

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                View 3527 Smokethorn Court Waldorf, MD MLS# MDCH2052676
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                $450,000
                4

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                2.1

                Baths

                2,015

                Sq.Ft.

                3527 Smokethorn Court

                Waldorf, MD

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                View 3164 Gladstone Court Waldorf, MD MLS# MDCH2053862
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                  $449,999
                  3

                  Beds

                  2.1

                  Baths

                  1,888

                  Sq.Ft.

                  3164 Gladstone Court

                  Waldorf, MD

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                  View 5 Redcar Court Waldorf, MD MLS# MDCH2052826
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                  1 of 48
                  $445,000
                  4

                  Beds

                  2.0

                  Baths

                  2,025

                  Sq.Ft.

                  5 Redcar 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 3651 Sassafras Drive Waldorf, MD MLS# MDCH2053894
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                      $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 50 Garner Avenue Waldorf, MD MLS# MDCH2053106
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                          1 of 1
                          $430,000
                          4

                          Beds

                          2.0

                          Baths

                          1,689

                          Sq.Ft.

                          50 Garner Avenue

                          Waldorf, MD

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                          View 2482 Quadrille Court Waldorf, MD MLS# MDCH2050428
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                            1 of 54
                            $429,900
                            4

                            Beds

                            2.1

                            Baths

                            2,002

                            Sq.Ft.

                            2482 Quadrille Court

                            Waldorf, MD

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                            View 3516 Norwood Court Waldorf, MD MLS# MDCH2053036
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                              1 of 22
                              $428,000
                              4

                              Beds

                              2.0

                              Baths

                              1,748

                              Sq.Ft.

                              3516 Norwood Court

                              Waldorf, MD

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                              View 200 Charmuth Court Waldorf, MD MLS# MDCH2052574
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                              $425,000
                              4

                              Beds

                              2.0

                              Baths

                              1,781

                              Sq.Ft.

                              200 Charmuth Court

                              Waldorf, MD

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                              About Smallwood

                              Listings in Smallwood, Waldorf, MD

                              81

                              Estimated median home price

                              $360,000
                              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 - 200K2
                              $200K - 300K20
                              $300K - 400K33
                              $400K - 500K21
                              $500K - 600K1
                              $600K - 700K0
                              $700K - 800K1
                              $800K - 900K0
                              $900K - 1M0
                              $1M - Max3

                              Homes for Sale by Type in Smallwood, Waldorf, MD

                              Property TypeCount
                              Single Family42
                              Townhouse26
                              Condo3
                              Commercial10
                              Rental20
                              Lots and Land0
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 5/3/2026)

                              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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