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 4023 Old Washington Road Waldorf, MD MLS# MDCH2054684
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      $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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        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 8-8 Post Office Road Waldorf, MD MLS# MDCH2059628
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            $925,000
            2,925

            Sq.Ft.

            8-8 Post Office Road

            Waldorf, MD

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            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 12090 Old Line Ctr # R10A Waldorf, MD MLS# MDCH2060326
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              $719,000
              3,754

              Sq.Ft.

              12090 Old Line Ctr # R10A

              Waldorf, MD

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              View 956 Chandler Court Waldorf, MD MLS# MDCH2057500
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                $549,900
                2,578

                Sq.Ft.

                956 Chandler Court

                Waldorf, MD

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                View 4100 Old Washington Road Waldorf, MD MLS# MDCH2059760
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                  OPEN HOUSE: Saturday 11/7 12:00 PM - 2:00 PM
                  $499,000
                  3

                  Beds

                  3.0

                  Baths

                  1,934

                  Sq.Ft.

                  4100 Old Washington Road

                  Waldorf, MD

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                  View 4100 Old Washington Road Waldorf, MD MLS# MDCH2059804
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                    $499,000
                    2,484

                    Sq.Ft.

                    4100 Old Washington Road

                    Waldorf, MD

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                    View 3090 Huntington Circle Waldorf, MD MLS# MDCH2058072
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                      $474,999
                      4

                      Beds

                      2.0

                      Baths

                      2,171

                      Sq.Ft.

                      3090 Huntington Circle

                      Waldorf, MD

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                      View 3805 Primrose Drive NW Waldorf, MD MLS# MDCH2059706
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                      $474,500
                      4

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                      2.1

                      Baths

                      2,100

                      Sq.Ft.

                      3805 Primrose Drive NW

                      Waldorf, MD

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                      View 880 Copley Avenue Waldorf, MD MLS# MDCH2057804
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                      $450,000
                      6

                      Beds

                      3.0

                      Baths

                      2,521

                      Sq.Ft.

                      880 Copley Avenue

                      Waldorf, MD

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                      View 12389 Sandstone Street Waldorf, MD MLS# MDCH2058742
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                      $449,900
                      4

                      Beds

                      3.1

                      Baths

                      2,558

                      Sq.Ft.

                      12389 Sandstone Street

                      Waldorf, MD

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                      View 3609 Osborne Court Waldorf, MD MLS# MDCH2058544
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                      $445,000
                      4

                      Beds

                      2.1

                      Baths

                      2,091

                      Sq.Ft.

                      3609 Osborne Court

                      Waldorf, MD

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                      View 3869 Pine Cone Circle Waldorf, MD MLS# MDCH2060728
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                      $439,000
                      5

                      Beds

                      2.1

                      Baths

                      1,987

                      Sq.Ft.

                      3869 Pine Cone Circle

                      Waldorf, MD

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                      View 414 Garner Avenue Waldorf, MD MLS# MDCH2058442
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                      $425,000
                      5

                      Beds

                      2.0

                      Baths

                      2,050

                      Sq.Ft.

                      414 Garner Avenue

                      Waldorf, MD

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                      View 1020 Stoddert Avenue Waldorf, MD MLS# MDCH2060024
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                        1 of 49
                        $425,000
                        4

                        Beds

                        2.0

                        Baths

                        1,581

                        Sq.Ft.

                        1020 Stoddert Avenue

                        Waldorf, MD

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                        About Smallwood

                        Listings in Smallwood, Waldorf, MD

                        90

                        Estimated median home price

                        $374,950
                        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 - 200K4
                        $200K - 300K23
                        $300K - 400K35
                        $400K - 500K18
                        $500K - 600K1
                        $600K - 700K0
                        $700K - 800K2
                        $800K - 900K0
                        $900K - 1M1
                        $1M - Max6

                        Homes for Sale by Type in Smallwood, Waldorf, MD

                        Property TypeCount
                        Single Family39
                        Townhouse33
                        Condo4
                        Commercial12
                        Rental19
                        Lots and Land2
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 11/1/2026)

                        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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