View 22010 Society Hill Road Leonardtown, MD MLS# MDSM2032698
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$560,000
4

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3.0

Baths

2,730

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22010 Society Hill Road

Leonardtown, MD

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View 23620 Gunnell Drive Leonardtown, MD MLS# MDSM2032660
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$615,000
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4.0

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4,346

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23620 Gunnell Drive

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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    View 43954 Main Way Road Leonardtown, MD MLS# MDSM2032426
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      $449,900
      3

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      3.0

      Baths

      1,691

      Sq.Ft.

      43954 Main Way Road

      Leonardtown, MD

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      View Lot 5 - 42096 Wildflower Drive Leonardtown, MD MLS# MDSM2032286
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      $619,900
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      2.1

      Baths

      2,976

      Sq.Ft.

      Lot 5 - 42096 Wildflower Drive

      Leonardtown, MD

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      View 18800 Mckays Beach Road Leonardtown, MD MLS# MDSM2032014
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        $350,000
        3

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        2.0

        Baths

        1,667

        Sq.Ft.

        18800 Mckays Beach Road

        Leonardtown, MD

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        View Lot 7 - 42084 Wildflower Drive Leonardtown, MD MLS# MDSM2031392
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        $629,900
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        2.1

        Baths

        3,072

        Sq.Ft.

        Lot 7 - 42084 Wildflower Drive

        Leonardtown, MD

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        View Lot 3 - 42108 Wildflower Drive Leonardtown, MD MLS# MDSM2032268
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        $614,900
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        2.1

        Baths

        3,072

        Sq.Ft.

        Lot 3 - 42108 Wildflower Drive

        Leonardtown, MD

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        View Lot 4 - 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
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        $609,900
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        2.1

        Baths

        2,701

        Sq.Ft.

        Lot 4 - 42102 Wildflower Drive

        Leonardtown, MD

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        View Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220
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          $399,000
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          Parcel 323 Tract 2 Washington Street

          Leonardtown, MD

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          View 41444 Osborne Lane Leonardtown, MD MLS# MDSM2032140
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            $599,900
            4

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            3.1

            Baths

            3,690

            Sq.Ft.

            41444 Osborne Lane

            Leonardtown, MD

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            View 40115 Combs Creek Way Leonardtown, MD MLS# MDSM2032002
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              1 of 89
              $1,590,000
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              3.1

              Baths

              2,993

              Sq.Ft.

              40115 Combs Creek Way

              Leonardtown, MD

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              View Whirlwind Road Leonardtown, MD MLS# MDSM2032048
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                $279,000
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                Whirlwind Road

                Leonardtown, MD

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                View 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
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                $624,900
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                3.1

                Baths

                3,314

                Sq.Ft.

                41462 Culpepper Way

                Leonardtown, MD

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                View 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
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                $559,900
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                2.1

                Baths

                2,948

                Sq.Ft.

                23636 Gunnell Drive

                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 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732
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                  $738,997
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                  2.2

                  Baths

                  2,097

                  Sq.Ft.

                  22393 Saint Clements Avenue

                  Leonardtown, MD

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                  View 42700 Moll Dyer Road Leonardtown, MD MLS# MDSM2031772
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                    $240,000
                    0.0

                    Baths

                    42700 Moll Dyer Road

                    Leonardtown, MD

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                    View Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
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                    Save Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
                    1 of 45
                    $454,900
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                    3.1

                    Baths

                    2,571

                    Sq.Ft.

                    Lot 157 - 23640 Dragonfly Lane

                    Leonardtown, MD

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                    View Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
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                    Save Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
                    1 of 16
                    $479,900
                    4

                    Beds

                    3.1

                    Baths

                    2,966

                    Sq.Ft.

                    Lot 154 - 23808 Wisteria Lane

                    Leonardtown, MD

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                    About Leonardtown

                    Listings in Leonardtown, MD

                    83

                    Estimated median home price

                    $549,000
                    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 - 100K0
                    $100K - 200K5
                    $200K - 300K6
                    $300K - 400K6
                    $400K - 500K22
                    $500K - 600K10
                    $600K - 700K20
                    $700K - 800K5
                    $800K - 900K1
                    $900K - 1M1
                    $1M - Max7

                    Homes for Sale by Type in Leonardtown, MD

                    Property TypeCount
                    Single Family55
                    Townhouse14
                    Condo0
                    Commercial0
                    Rental12
                    Lots and Land14
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 10/12/2026)

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                    Leonardtown, MD Information

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