View 41832 Foxwell Point Lane Leonardtown, MD MLS# MDSM2027714
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    1 of 43
    $800,000
    3

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    2.2

    Baths

    3,683

    Sq.Ft.

    41832 Foxwell Point Lane

    Leonardtown, MD

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    View 44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338
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      1 of 7
      $772,000
      4

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      4.1

      Baths

      3,000

      Sq.Ft.

      44798 Medleys Neck Road

      Leonardtown, MD

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      View 41810 Chelsey Faye Lane Leonardtown, MD MLS# MDSM2021276
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      1 of 7
      $720,000
      4

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      2.2

      Baths

      2,650

      Sq.Ft.

      41810 Chelsey Faye Lane

      Leonardtown, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 42975 Baywood Place Leonardtown, MD MLS# MDSM2028350
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        1 of 65
        $699,900
        4

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        2.1

        Baths

        3,372

        Sq.Ft.

        42975 Baywood Place

        Leonardtown, MD

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        View 21345 Fairwood Court Leonardtown, MD MLS# MDSM2028586
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        1 of 33
        $699,900
        5

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        3.1

        Baths

        4,080

        Sq.Ft.

        21345 Fairwood Court

        Leonardtown, MD

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        View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2027068
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          1 of 61
          $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 18937 Hodges Lane Leonardtown, MD MLS# MDSM2023654
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            1 of 32
            $659,000
            3

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            2.0

            Baths

            1,834

            Sq.Ft.

            18937 Hodges Lane

            Leonardtown, MD

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            View 40855 Spring House Lane Leonardtown, MD MLS# MDSM2028400
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            1 of 68
            OPEN HOUSE: Saturday 1/3 12:00 PM - 3:00 PM
            $650,000
            5

            Beds

            3.0

            Baths

            3,464

            Sq.Ft.

            40855 Spring House Lane

            Leonardtown, MD

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            View 43018 Bluejay Lane Leonardtown, MD MLS# MDSM2027792
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              1 of 66
              $645,900
              4

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              2.1

              Baths

              2,888

              Sq.Ft.

              43018 Bluejay Lane

              Leonardtown, MD

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              View 23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276
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              1 of 53
              $645,900
              4

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              3.1

              Baths

              3,736

              Sq.Ft.

              23581 Gallent Fox Way

              Leonardtown, MD

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              View 23773 Meredith Court Leonardtown, MD MLS# MDSM2022554
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              1 of 91
              $640,000
              3

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              2.1

              Baths

              3,478

              Sq.Ft.

              23773 Meredith Court

              Leonardtown, MD

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              View 41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074
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              1 of 49
              $639,900
              4

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              3.1

              Baths

              3,322

              Sq.Ft.

              41492 Charismatic Way

              Leonardtown, MD

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              View 41430 Challedon Way Leonardtown, MD MLS# MDSM2028266
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              1 of 79
              $639,000
              5

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              3.1

              Baths

              4,500

              Sq.Ft.

              41430 Challedon Way

              Leonardtown, MD

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              View 22113 Philip Drive Leonardtown, MD MLS# MDSM2017056
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              1 of 85
              $630,000
              4

              Beds

              3.1

              Baths

              3,295

              Sq.Ft.

              22113 Philip Drive

              Leonardtown, MD

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              View 21117 Catnip Court Leonardtown, MD MLS# MDSM2027750
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                OPEN HOUSE: Saturday 1/3 10:00 AM - 12:00 PM
                $610,000
                5

                Beds

                3.1

                Baths

                3,526

                Sq.Ft.

                21117 Catnip Court

                Leonardtown, MD

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                View 22615 Washington Street Leonardtown, MD MLS# MDSM2028632
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                1 of 4
                $599,950
                Studio

                Beds

                0.0

                Baths

                1,691

                Sq.Ft.

                22615 Washington Street

                Leonardtown, MD

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                View 23264 Lindsay Drive Leonardtown, MD MLS# MDSM2027806
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                  1 of 59
                  $599,000
                  3

                  Beds

                  2.0

                  Baths

                  2,824

                  Sq.Ft.

                  23264 Lindsay Drive

                  Leonardtown, MD

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                  View 21039 Woodmere Drive Leonardtown, MD MLS# MDSM2027164
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                    1 of 60
                    $580,000
                    5

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                    2.1

                    Baths

                    4,112

                    Sq.Ft.

                    21039 Woodmere Drive

                    Leonardtown, MD

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                    View 23593 Mitchell Drive Leonardtown, MD MLS# MDSM2028550
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                      1 of 71
                      $580,000
                      5

                      Beds

                      3.1

                      Baths

                      2,940

                      Sq.Ft.

                      23593 Mitchell Drive

                      Leonardtown, MD

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                      View 20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218
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                        1 of 45
                        $574,900
                        4

                        Beds

                        2.1

                        Baths

                        2,594

                        Sq.Ft.

                        20753 Chestnut Ridge Drive

                        Leonardtown, MD

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                        About Leonardtown

                        Listings in Leonardtown, MD

                        63

                        Estimated median home price

                        $520,000
                        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 - 100K3
                        $100K - 200K6
                        $200K - 300K2
                        $300K - 400K1
                        $400K - 500K17
                        $500K - 600K14
                        $600K - 700K12
                        $700K - 800K3
                        $800K - 900K0
                        $900K - 1M0
                        $1M - Max5

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family40
                        Townhouse10
                        Condo0
                        Commercial2
                        Rental17
                        Lots and Land11
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 1/1/2026)

                        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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