View 42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2032876
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$325,000
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1,218

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42163 Blacksmith Shop Road

Leonardtown, MD

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View 41888 Jenkins Court Leonardtown, MD MLS# MDSM2033062
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    $550,000
    4

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    3.1

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    2,562

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    41888 Jenkins Court

    Leonardtown, MD

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    View 23750 Hollywood Road Leonardtown, MD MLS# MDSM2033116
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    $390,000
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    3.0

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    1,080

    Sq.Ft.

    23750 Hollywood Road

    Leonardtown, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 23214 Dairy Barn Drive Leonardtown, MD MLS# MDSM2032818
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    $695,000
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    4,084

    Sq.Ft.

    23214 Dairy Barn Drive

    Leonardtown, MD

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    View 22501 Bull Road Leonardtown, MD MLS# MDSM2032990
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    $175,000
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    22501 Bull Road

    Leonardtown, MD

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    View 24645 Springhill Lane Leonardtown, MD MLS# MDSM2032992
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    $175,000
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    24645 Springhill Lane

    Leonardtown, MD

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    View 18937 Hodges Lane Leonardtown, MD MLS# MDSM2032956
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      1 of 19
      $699,900
      3

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      2.0

      Baths

      1,834

      Sq.Ft.

      18937 Hodges Lane

      Leonardtown, MD

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      View 41379 Margrove Circle Leonardtown, MD MLS# MDSM2032960
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        $460,000
        4

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        2,469

        Sq.Ft.

        41379 Margrove Circle

        Leonardtown, MD

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        View 25375 Loveville Road Leonardtown, MD MLS# MDSM2032802
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        1 of 94
        $680,000
        4

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        2.0

        Baths

        2,388

        Sq.Ft.

        25375 Loveville Road

        Leonardtown, MD

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        View 20750 Deer Wood Park Drive Leonardtown, MD MLS# MDSM2032700
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          1 of 107
          $674,000
          4

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          3.1

          Baths

          3,381

          Sq.Ft.

          20750 Deer Wood Park Drive

          Leonardtown, MD

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          View 23011 Newtowne Neck Road Leonardtown, MD MLS# MDSM2032950
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          $350,000
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          1,552

          Sq.Ft.

          23011 Newtowne Neck Road

          Leonardtown, MD

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          View 43927 Lanedon Drive Leonardtown, MD MLS# MDSM2032962
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            1 of 56
            $375,000
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            2.0

            Baths

            1,856

            Sq.Ft.

            43927 Lanedon Drive

            Leonardtown, MD

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            View 41402 Philip Lane Leonardtown, MD MLS# MDSM2032250
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              1 of 87
              $924,999
              4

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              2.1

              Baths

              2,550

              Sq.Ft.

              41402 Philip Lane

              Leonardtown, MD

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              View 40743 Magee Drive Leonardtown, MD MLS# MDSM2032856
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              1 of 29
              $359,777
              4

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              2.0

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              2,474

              Sq.Ft.

              40743 Magee Drive

              Leonardtown, MD

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              View 21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756
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              $299,000
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              21365 Bogies Lane

              Leonardtown, MD

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              View 40579 Port Place Leonardtown, MD MLS# MDSM2032686
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                $750,000
                3

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                2.1

                Baths

                2,304

                Sq.Ft.

                40579 Port Place

                Leonardtown, MD

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                View 22010 Society Hill Road Leonardtown, MD MLS# MDSM2032698
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                $575,000
                4

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                3.0

                Baths

                2,730

                Sq.Ft.

                22010 Society Hill Road

                Leonardtown, MD

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                View 23620 Gunnell Drive Leonardtown, MD MLS# MDSM2032660
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                1 of 56
                $615,000
                5

                Beds

                4.0

                Baths

                4,346

                Sq.Ft.

                23620 Gunnell Drive

                Leonardtown, MD

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                View 21395 Fairwood Court Leonardtown, MD MLS# MDSM2032510
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                  1 of 64
                  $700,000
                  4

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                  3.1

                  Baths

                  4,066

                  Sq.Ft.

                  21395 Fairwood Court

                  Leonardtown, MD

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                  View 41650 Miss Bessie Drive Leonardtown, MD MLS# MDSM2032186
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                    $155,000
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                    41650 Miss Bessie Drive

                    Leonardtown, MD

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                    About Leonardtown

                    Listings in Leonardtown, MD

                    87

                    Estimated median home price

                    $487,400
                    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 - 100K2
                    $100K - 200K6
                    $200K - 300K4
                    $300K - 400K9
                    $400K - 500K26
                    $500K - 600K6
                    $600K - 700K16
                    $700K - 800K7
                    $800K - 900K2
                    $900K - 1M2
                    $1M - Max7

                    Homes for Sale by Type in Leonardtown, MD

                    Property TypeCount
                    Single Family50
                    Townhouse20
                    Condo0
                    Commercial0
                    Rental23
                    Lots and Land17
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 8/12/2026)

                    Find Properties in Leonardtown, MD

                    Leonardtown, MD Information

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