View Middletown Rd Waldorf, MD MLS# MDCH2058710
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    1 of 7
    $149,000
    0.0

    Baths

    Middletown Rd

    Waldorf, MD

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    Courtesy of DOUGLAS REALTY LLC
    View 3370 Leonardtown Road # 105 Waldorf, MD MLS# MDCH2049920
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      $150,000
      1,000

      Sq.Ft.

      3370 Leonardtown Road # 105

      Waldorf, MD

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      Courtesy of FIVE STAR REAL ESTATE
      View 601 Post Office Road # 2D Waldorf, MD MLS# MDCH2059936
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        $199,900
        1,405

        Sq.Ft.

        601 Post Office Road # 2D

        Waldorf, MD

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        Courtesy of LONG & FOSTER REAL ESTATE, INC.
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 2416 Ferrell Court Waldorf, MD MLS# MDCH2059312
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          1 of 7
          $200,000
          3

          Beds

          1.0

          Baths

          1,056

          Sq.Ft.

          2416 Ferrell Court

          Waldorf, MD

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          View 3059 Heathcote Road Waldorf, MD MLS# MDCH2049982
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            1 of 15
            $229,546
            3

            Beds

            1.0

            Baths

            1,034

            Sq.Ft.

            3059 Heathcote Road

            Waldorf, MD

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            Courtesy of LONGTOWN REALTY
            View 4523-A Ratcliff Place # 38-K Waldorf, MD MLS# MDCH2059830
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            1 of 86
            $234,900
            3

            Beds

            2.1

            Baths

            1,350

            Sq.Ft.

            4523-A Ratcliff Place # 38-K

            Waldorf, MD

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            Courtesy of PEARSON SMITH REALTY, LLC
            View 4532 Reeves Place Waldorf, MD MLS# MDCH2059172
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              1 of 7
              $240,000
              3

              Beds

              2.1

              Baths

              1,350

              Sq.Ft.

              4532 Reeves Place

              Waldorf, MD

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              Courtesy of OWN REAL ESTATE
              View 5126-C Shawe Place # 3-M Waldorf, MD MLS# MDCH2059448
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                1 of 22
                $255,000
                3

                Beds

                2.0

                Baths

                1,078

                Sq.Ft.

                5126-C Shawe Place # 3-M

                Waldorf, MD

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                View 3865 Kearnys Inn Place Waldorf, MD MLS# MDCH2059900
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                  1 of 30
                  $255,900
                  3

                  Beds

                  1.1

                  Baths

                  1,160

                  Sq.Ft.

                  3865 Kearnys Inn Place

                  Waldorf, MD

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                  View 3381 Justice Court Waldorf, MD MLS# MDCH2057646
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                    1 of 40
                    $265,000
                    3

                    Beds

                    1.1

                    Baths

                    1,085

                    Sq.Ft.

                    3381 Justice Court

                    Waldorf, MD

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                    Courtesy of COMPASS
                    View 4363 Rock Court Waldorf, MD MLS# MDCH2060274
                      Save 4363 Rock Court Waldorf, MD MLS# MDCH2060274
                      1 of 18
                      $270,000
                      4

                      Beds

                      2.1

                      Baths

                      2,756

                      Sq.Ft.

                      4363 Rock Court

                      Waldorf, MD

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                      View 5135-B Shawe Place # 14-KR Waldorf, MD MLS# MDCH2060096
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                      1 of 18
                      $275,000
                      3

                      Beds

                      2.1

                      Baths

                      1,450

                      Sq.Ft.

                      5135-B Shawe Place # 14-KR

                      Waldorf, MD

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                      View 3002 Charleton Court Waldorf, MD MLS# MDCH2060596
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                      1 of 18
                      $275,000
                      3

                      Beds

                      1.0

                      Baths

                      1,056

                      Sq.Ft.

                      3002 Charleton Court

                      Waldorf, MD

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                      Courtesy of RE/MAX ONE
                      View 3143 Heathcote Road Waldorf, MD MLS# MDCH2059076
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                        1 of 50
                        $279,000
                        3

                        Beds

                        1.0

                        Baths

                        984

                        Sq.Ft.

                        3143 Heathcote Road

                        Waldorf, MD

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                        View 4816 Underwood Court Waldorf, MD MLS# MDCH2054328
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                          1 of 33
                          $279,900
                          3

                          Beds

                          1.0

                          Baths

                          1,056

                          Sq.Ft.

                          4816 Underwood Court

                          Waldorf, MD

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                          View 1731 Brightwell Court Waldorf, MD MLS# MDCH2059642
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                            1 of 34
                            $279,900
                            3

                            Beds

                            1.0

                            Baths

                            1,056

                            Sq.Ft.

                            1731 Brightwell Court

                            Waldorf, MD

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                            View 707 Barrington Drive Waldorf, MD MLS# MDCH2057780
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                              1 of 39
                              $284,900
                              3

                              Beds

                              1.1

                              Baths

                              1,056

                              Sq.Ft.

                              707 Barrington Drive

                              Waldorf, MD

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                              View 4805 Underwood Court Waldorf, MD MLS# MDCH2058946
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                              1 of 42
                              $289,000
                              3

                              Beds

                              1.0

                              Baths

                              1,056

                              Sq.Ft.

                              4805 Underwood Court

                              Waldorf, MD

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                              View 1006 Dorset Drive Waldorf, MD MLS# MDCH2059392
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                                1 of 17
                                $289,999
                                3

                                Beds

                                2.1

                                Baths

                                1,380

                                Sq.Ft.

                                1006 Dorset Drive

                                Waldorf, MD

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                                View 3083 Heathcote Road Waldorf, MD MLS# MDCH2055958
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                                  1 of 31
                                  $295,000
                                  3

                                  Beds

                                  1.1

                                  Baths

                                  1,034

                                  Sq.Ft.

                                  3083 Heathcote Road

                                  Waldorf, MD

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                                  About Smallwood

                                  Listings in Smallwood, Waldorf, MD

                                  89

                                  Estimated median home price

                                  $374,900
                                  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 - 300K22
                                  $300K - 400K36
                                  $400K - 500K17
                                  $500K - 600K1
                                  $600K - 700K0
                                  $700K - 800K2
                                  $800K - 900K0
                                  $900K - 1M1
                                  $1M - Max6

                                  Homes for Sale by Type in Smallwood, Waldorf, MD

                                  Property TypeCount
                                  Single Family41
                                  Townhouse30
                                  Condo4
                                  Commercial12
                                  Rental24
                                  Lots and Land2
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 11/8/2026)

                                  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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