View 3608 Osborne Court Waldorf, MD MLS# MDCH2050082
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    1 of 1
    $525,000
    5

    Beds

    4.0

    Baths

    3,656

    Sq.Ft.

    3608 Osborne Court

    Waldorf, MD

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    Courtesy of KELLER WILLIAMS PREFERRED PROPERTIES
    View 717 Brandon Circle Waldorf, MD MLS# MDCH2049142
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    1 of 32
    $309,400
    3

    Beds

    1.1

    Baths

    1,056

    Sq.Ft.

    717 Brandon Circle

    Waldorf, MD

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    Courtesy of RESIDENTIAL PLUS REAL ESTATE SERVICES
    View 36 Kings Wharf Place Waldorf, MD MLS# MDCH2049430
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    1 of 68
    $305,000
    3

    Beds

    1.1

    Baths

    1,319

    Sq.Ft.

    36 Kings Wharf Place

    Waldorf, MD

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    Courtesy of T&G REAL ESTATE ADVISORS, INC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 4818 Underwood Court Waldorf, MD MLS# MDCH2049914
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    1 of 29
    $290,000
    3

    Beds

    1.0

    Baths

    1,056

    Sq.Ft.

    4818 Underwood Court

    Waldorf, MD

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

    Beds

    2.1

    Baths

    3,354

    Sq.Ft.

    2103 Gibbons Court

    Waldorf, MD

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    Courtesy of EXP REALTY, LLC
    View 3370 Leonardtown Road # 105 Waldorf, MD MLS# MDCH2049920
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    1 of 29
    $325,000
    1,000

    Sq.Ft.

    3370 Leonardtown Road # 105

    Waldorf, MD

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    Courtesy of FIVE STAR REAL ESTATE
    View 3059 Heathcote Road Waldorf, MD MLS# MDCH2049982
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    1 of 15
    $259,900
    3

    Beds

    1.0

    Baths

    1,034

    Sq.Ft.

    3059 Heathcote Road

    Waldorf, MD

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    Courtesy of LONGTOWN REALTY
    View 3053 Berkshire Court Waldorf, MD MLS# MDCH2049744
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    1 of 59
    $450,000
    5

    Beds

    2.1

    Baths

    1,919

    Sq.Ft.

    3053 Berkshire Court

    Waldorf, MD

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    Courtesy of SAMSON PROPERTIES
    View 879 Copley Avenue Waldorf, MD MLS# MDCH2049916
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    1 of 27
    $434,900
    4

    Beds

    2.0

    Baths

    1,689

    Sq.Ft.

    879 Copley Avenue

    Waldorf, MD

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    Courtesy of CJ REAL ESTATE SOLUTIONS, LLC
    View 23 Pagnell Circle Waldorf, MD MLS# MDCH2049562
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    1 of 25
    $400,000
    3

    Beds

    2.0

    Baths

    1,689

    Sq.Ft.

    23 Pagnell Circle

    Waldorf, MD

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    View 3148 Guildcrest Court Waldorf, MD MLS# MDCH2049564
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    1 of 27
    $399,000
    3

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    2.1

    Baths

    1,832

    Sq.Ft.

    3148 Guildcrest Court

    Waldorf, MD

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    View 1006 Stone Avenue Waldorf, MD MLS# MDCH2049796
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    1 of 45
    $389,000
    4

    Beds

    2.0

    Baths

    1,581

    Sq.Ft.

    1006 Stone Avenue

    Waldorf, MD

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    View 3825 Primrose Drive Waldorf, MD MLS# MDCH2049618
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    1 of 80
    $465,000
    3

    Beds

    2.1

    Baths

    1,848

    Sq.Ft.

    3825 Primrose Drive

    Waldorf, MD

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    View 209 Garner Avenue Waldorf, MD MLS# MDCH2049558
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      1 of 8
      $339,000
      3

      Beds

      1.0

      Baths

      1,157

      Sq.Ft.

      209 Garner Avenue

      Waldorf, MD

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      Courtesy of FIRST DECISION REALTY LLC
      View 3312 Kitchen Court Waldorf, MD MLS# MDCH2049548
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        1 of 23
        $350,000
        3

        Beds

        2.0

        Baths

        1,846

        Sq.Ft.

        3312 Kitchen Court

        Waldorf, MD

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        View 5213 Vaughan Court Waldorf, MD MLS# MDCH2049474
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          1 of 46
          $394,900
          5

          Beds

          2.0

          Baths

          1,628

          Sq.Ft.

          5213 Vaughan Court

          Waldorf, MD

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          View 3705 Kempsford Place Waldorf, MD MLS# MDCH2048400
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            1 of 13
            $265,000
            3

            Beds

            1.1

            Baths

            1,160

            Sq.Ft.

            3705 Kempsford Place

            Waldorf, MD

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            View 3369 Justice Waldorf, MD MLS# MDCH2049360
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              1 of 48
              $319,999
              3

              Beds

              2.0

              Baths

              1,085

              Sq.Ft.

              3369 Justice

              Waldorf, MD

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              Courtesy of CURTIS REAL ESTATE COMPANY
              View 2402 Ferrell Court Waldorf, MD MLS# MDCH2049270
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                1 of 1
                $258,000
                3

                Beds

                1.0

                Baths

                1,056

                Sq.Ft.

                2402 Ferrell Court

                Waldorf, MD

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                Courtesy of ARGENT REALTY LLC
                View 1102 Copley Avenue Waldorf, MD MLS# MDCH2049176
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                  1 of 27
                  $337,500
                  3

                  Beds

                  1.0

                  Baths

                  1,157

                  Sq.Ft.

                  1102 Copley Avenue

                  Waldorf, MD

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                  Courtesy of SAMSON PROPERTIES

                  About Smallwood

                  Listings in Smallwood, Waldorf, MD

                  76

                  Estimated median home price

                  $385,000
                  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 - 100K1
                  $100K - 200K2
                  $200K - 300K14
                  $300K - 400K32
                  $400K - 500K24
                  $500K - 600K2
                  $600K - 700K0
                  $700K - 800K0
                  $800K - 900K0
                  $900K - 1M0
                  $1M - Max1

                  Homes for Sale by Type in Smallwood, Waldorf, MD

                  Property TypeCount
                  Single Family42
                  Townhouse23
                  Condo1
                  Commercial9
                  Rental31
                  Lots and Land1
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family0
                  Mobile Home0
                  Farms0

                  (Data as of 12/23/2025)

                  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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