View 19700 Mulberry Fields Road Leonardtown, MD MLS# MDSM2022614
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$20,000,000
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19700 Mulberry Fields Road

Leonardtown, MD

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View Cedar Lane Road Leonardtown, MD MLS# MDSM2019494
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    $3,800,000
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    Cedar Lane Road

    Leonardtown, MD

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    View 42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476
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      $1,999,999
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      2,744

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      42520 Riverwinds Drive

      Leonardtown, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View Bayside Road Leonardtown, MD MLS# MDSM2021304
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        $1,750,000
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        2,130

        Sq.Ft.

        Bayside Road

        Leonardtown, MD

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        View 25845 Point Lookout Road Leonardtown, MD MLS# MDSM2020046
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          $1,740,000
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          25845 Point Lookout Road

          Leonardtown, MD

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          View 40737 Bobwhite Lane Leonardtown, MD MLS# MDSM2029030
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            $809,900
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            5,454

            Sq.Ft.

            40737 Bobwhite Lane

            Leonardtown, MD

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            View 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2029036
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            $778,900
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            2,097

            Sq.Ft.

            22393 Saint Clements Avenue

            Leonardtown, MD

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            View 44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338
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              $772,000
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              3,000

              Sq.Ft.

              44798 Medleys Neck Road

              Leonardtown, MD

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              View 20752 Penansey Lane Leonardtown, MD MLS# MDSM2029892
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                $750,000
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                2,936

                Sq.Ft.

                20752 Penansey Lane

                Leonardtown, MD

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                View 39825 Sweetpea Lane Leonardtown, MD MLS# MDSM2026028
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                  $730,000
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                  2,442

                  Sq.Ft.

                  39825 Sweetpea Lane

                  Leonardtown, MD

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                  View 41655 Church Street Leonardtown, MD MLS# MDSM2029620
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                    $725,000
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                    2.0

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                    2,834

                    Sq.Ft.

                    41655 Church Street

                    Leonardtown, MD

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                    View 21345 Fairwood Court Leonardtown, MD MLS# MDSM2028586
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                      $699,900
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                      3.1

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                      4,080

                      Sq.Ft.

                      21345 Fairwood Court

                      Leonardtown, MD

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                      View 41438 Silver Charm Court Leonardtown, MD MLS# MDSM2029268
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                        $690,000
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                        4,180

                        Sq.Ft.

                        41438 Silver Charm Court

                        Leonardtown, MD

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                        View 41488 Pensive Street Leonardtown, MD MLS# MDSM2029900
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                        $680,000
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                        3,992

                        Sq.Ft.

                        41488 Pensive Street

                        Leonardtown, MD

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                        View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2027068
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                          $679,900
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                          2,040

                          Sq.Ft.

                          40461 Old Breton Beach Road

                          Leonardtown, MD

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                          View 44545 Brewer Lane Leonardtown, MD MLS# MDSM2029400
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                            $674,900
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                            Baths

                            3,243

                            Sq.Ft.

                            44545 Brewer Lane

                            Leonardtown, MD

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                            View 41515 Risen Star Lane Leonardtown, MD MLS# MDSM2029090
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                              $659,900
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                              4,136

                              Sq.Ft.

                              41515 Risen Star Lane

                              Leonardtown, MD

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                              View 41497 Affirmed Way Leonardtown, MD MLS# MDSM2029650
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                                $655,000
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                                3.1

                                Baths

                                3,934

                                Sq.Ft.

                                41497 Affirmed Way

                                Leonardtown, MD

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                                View 23563 Belmar Drive Leonardtown, MD MLS# MDSM2029898
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                                  $650,000
                                  4

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                                  3.1

                                  Baths

                                  3,299

                                  Sq.Ft.

                                  23563 Belmar Drive

                                  Leonardtown, MD

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                                  View 23773 Meredith Court Leonardtown, MD MLS# MDSM2022554
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                                  $640,000
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                                  2.1

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                                  3,478

                                  Sq.Ft.

                                  23773 Meredith Court

                                  Leonardtown, MD

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                                  About Leonardtown

                                  Listings in Leonardtown, MD

                                  72

                                  Estimated median home price

                                  $497,500
                                  Leonardtown MD Homes for Sale & Properties

                                  Weichert Realtors is one of the nation's leading providers of Leonardtown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Leonardtown, MD.

                                  Homes for Sale by Price in Leonardtown, MD

                                  PriceCount
                                  $0 - 100K1
                                  $100K - 200K8
                                  $200K - 300K2
                                  $300K - 400K4
                                  $400K - 500K22
                                  $500K - 600K11
                                  $600K - 700K13
                                  $700K - 800K5
                                  $800K - 900K1
                                  $900K - 1M0
                                  $1M - Max5

                                  Homes for Sale by Type in Leonardtown, MD

                                  Property TypeCount
                                  Single Family43
                                  Townhouse16
                                  Condo1
                                  Commercial1
                                  Rental21
                                  Lots and Land11
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 3/13/2026)

                                  Find Properties in Leonardtown, MD

                                  Leonardtown, MD Information

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                                  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.

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