View 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
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    $799,900
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    39645 Sweetpea Lane

    Leonardtown, MD

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    View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
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    $779,000
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    3.1

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    2,745

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    40624 Breton Oaks Lane

    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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      4.1

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      3,000

      Sq.Ft.

      44798 Medleys Neck Road

      Leonardtown, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 41400 Real Quiet Drive Leonardtown, MD MLS# MDSM2032382
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      $769,000
      6

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      4.0

      Baths

      5,569

      Sq.Ft.

      41400 Real Quiet Drive

      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 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732
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          $749,000
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          2.2

          Baths

          2,097

          Sq.Ft.

          22393 Saint Clements Avenue

          Leonardtown, MD

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          View 23628 Belmar Drive Leonardtown, MD MLS# MDSM2031832
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          1 of 90
          $730,000
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          3.1

          Baths

          4,834

          Sq.Ft.

          23628 Belmar Drive

          Leonardtown, MD

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          View 21395 Fairwood Court Leonardtown, MD MLS# MDSM2032510
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            $700,000
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            4,066

            Sq.Ft.

            21395 Fairwood Court

            Leonardtown, MD

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            View 42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794
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              $699,900
              3

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              2.0

              Baths

              1,636

              Sq.Ft.

              42195 White Point Beach Road

              Leonardtown, MD

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              View 18937 Hodges Lane Leonardtown, MD MLS# MDSM2032956
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              $699,900
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              2.0

              Baths

              1,834

              Sq.Ft.

              18937 Hodges Lane

              Leonardtown, MD

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              View 23214 Dairy Barn Drive Leonardtown, MD MLS# MDSM2032818
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              $695,000
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              3.1

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              4,084

              Sq.Ft.

              23214 Dairy Barn Drive

              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 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
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                $650,000
                2

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                2.1

                Baths

                2,040

                Sq.Ft.

                40461 Old Breton Beach Road

                Leonardtown, MD

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                View 25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670
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                  $650,000
                  3

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                  3.0

                  Baths

                  2,961

                  Sq.Ft.

                  25010 Meadowlark Court

                  Leonardtown, MD

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                  View 23591 Margrave Drive Leonardtown, MD MLS# MDSM2031892
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                  $649,000
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                  3.1

                  Baths

                  4,051

                  Sq.Ft.

                  23591 Margrave Drive

                  Leonardtown, MD

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                  View 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
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                  $645,000
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                  3.1

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                  3,314

                  Sq.Ft.

                  41462 Culpepper Way

                  Leonardtown, MD

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                  View 42084 Wildflower Drive Leonardtown, MD MLS# MDSM2031392
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                  1 of 33
                  $629,900
                  4

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                  2.1

                  Baths

                  3,072

                  Sq.Ft.

                  42084 Wildflower Drive

                  Leonardtown, MD

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                  View 23636 Hansel Court Leonardtown, MD MLS# MDSM2032154
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                    1 of 85
                    $629,000
                    4

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                    2.1

                    Baths

                    4,836

                    Sq.Ft.

                    23636 Hansel Court

                    Leonardtown, MD

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                    View 42096 Wildflower Drive Leonardtown, MD MLS# MDSM2032286
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                    1 of 45
                    $619,900
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                    2.1

                    Baths

                    2,976

                    Sq.Ft.

                    42096 Wildflower Drive

                    Leonardtown, MD

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                    About Leonardtown

                    Listings in Leonardtown, MD

                    84

                    Estimated median home price

                    $488,650
                    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 - 400K7
                    $400K - 500K26
                    $500K - 600K5
                    $600K - 700K16
                    $700K - 800K7
                    $800K - 900K2
                    $900K - 1M2
                    $1M - Max7

                    Homes for Sale by Type in Leonardtown, MD

                    Property TypeCount
                    Single Family47
                    Townhouse20
                    Condo0
                    Commercial0
                    Rental25
                    Lots and Land17
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 8/7/2026)

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                    Leonardtown, MD Information

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