View 40003 Tippit Road Leonardtown, MD MLS# MDSM2030260
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    $995,000
    3

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    3.0

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    2,490

    Sq.Ft.

    40003 Tippit Road

    Leonardtown, MD

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    View 40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192
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      $875,000
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      2.0

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      2,586

      Sq.Ft.

      40171 Little Woods Lane

      Leonardtown, MD

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      View Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128
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        $840,000
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        Ferny Hills Lane

        Leonardtown, MD

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        The time to sell is now! THE TIME TO SELL IS NOW!
        View 39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378
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          1 of 70
          $839,900
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          2.1

          Baths

          3,412

          Sq.Ft.

          39577 Potomac Avenue

          Leonardtown, MD

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          View 40737 Bobwhite Lane Leonardtown, MD MLS# MDSM2029030
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            1 of 101
            $809,900
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            Baths

            5,454

            Sq.Ft.

            40737 Bobwhite Lane

            Leonardtown, MD

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            View 21130 Someday Farm Lane Leonardtown, MD MLS# MDSM2030588
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            OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
            $800,000
            5

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            2.1

            Baths

            3,122

            Sq.Ft.

            21130 Someday Farm 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

            Baths

            2,745

            Sq.Ft.

            40624 Breton Oaks Lane

            Leonardtown, MD

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            View 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2029036
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            $774,900
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            2.2

            Baths

            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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              4.1

              Baths

              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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                3.1

                Baths

                2,936

                Sq.Ft.

                20752 Penansey 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

                  Baths

                  2,834

                  Sq.Ft.

                  41655 Church Street

                  Leonardtown, MD

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                  View 41389 Holiday Court Leonardtown, MD MLS# MDSM2030306
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                  $715,000
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                  3.1

                  Baths

                  4,385

                  Sq.Ft.

                  41389 Holiday Court

                  Leonardtown, MD

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                  View 21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320
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                    $715,000
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                    3.1

                    Baths

                    4,533

                    Sq.Ft.

                    21335 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 43500 Deer Run Court Leonardtown, MD MLS# MDSM2030578
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                    $685,000
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                    Baths

                    2,972

                    Sq.Ft.

                    43500 Deer Run 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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                    3.1

                    Baths

                    3,992

                    Sq.Ft.

                    41488 Pensive Street

                    Leonardtown, MD

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                    View 23592 Belmar Drive Leonardtown, MD MLS# MDSM2030098
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                      1 of 63
                      $680,000
                      4

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                      2.1

                      Baths

                      3,728

                      Sq.Ft.

                      23592 Belmar Drive

                      Leonardtown, MD

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                      View 23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244
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                        1 of 64
                        $679,900
                        5

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                        3.1

                        Baths

                        4,168

                        Sq.Ft.

                        23324 Lindsay Drive

                        Leonardtown, MD

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                        View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
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                        $679,900
                        2

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                        2.1

                        Baths

                        2,040

                        Sq.Ft.

                        40461 Old Breton Beach Road

                        Leonardtown, MD

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                        View 41249 Brenda Court Leonardtown, MD MLS# MDSM2030594
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                        1 of 79
                        $669,900
                        3

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                        2.1

                        Baths

                        3,098

                        Sq.Ft.

                        41249 Brenda Court

                        Leonardtown, MD

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                        About Leonardtown

                        Listings in Leonardtown, MD

                        94

                        Estimated median home price

                        $535,000
                        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 - 100K2
                        $100K - 200K7
                        $200K - 300K2
                        $300K - 400K3
                        $400K - 500K31
                        $500K - 600K12
                        $600K - 700K17
                        $700K - 800K8
                        $800K - 900K4
                        $900K - 1M1
                        $1M - Max7

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family55
                        Townhouse24
                        Condo1
                        Commercial1
                        Rental17
                        Lots and Land13
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 5/2/2026)

                        Find Properties in Leonardtown, MD

                        Leonardtown, MD Information

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