View 41531 Kalitan Lane Leonardtown, MD MLS# MDSM2031978
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    $665,000
    5

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    3.1

    Baths

    3,570

    Sq.Ft.

    41531 Kalitan Lane

    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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        The time to sell is now! THE TIME TO SELL IS NOW!
        View 44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718
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        $649,900
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        3.1

        Baths

        3,456

        Sq.Ft.

        44018 Cotton Tail Court

        Leonardtown, MD

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        View 41444 Osborne Lane Leonardtown, MD MLS# MDSM2032140
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        $649,900
        4

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        3.1

        Baths

        3,690

        Sq.Ft.

        41444 Osborne Lane

        Leonardtown, MD

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        View 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
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          $645,000
          4

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          3.1

          Baths

          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
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          2.1

          Baths

          3,072

          Sq.Ft.

          42084 Wildflower Drive

          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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          Baths

          2,976

          Sq.Ft.

          42096 Wildflower Drive

          Leonardtown, MD

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          View 42108 Wildflower Drive Leonardtown, MD MLS# MDSM2032268
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          1 of 31
          $614,900
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          2.1

          Baths

          3,072

          Sq.Ft.

          42108 Wildflower Drive

          Leonardtown, MD

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          View 41377 Doctors Crossing Road Leonardtown, MD MLS# MDSM2029722
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          $610,000
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          4.0

          Baths

          3,724

          Sq.Ft.

          41377 Doctors Crossing Road

          Leonardtown, MD

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          View 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
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          1 of 72
          $609,900
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          Baths

          2,701

          Sq.Ft.

          42102 Wildflower Drive

          Leonardtown, MD

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

            Beds

            0.0

            Baths

            1,691

            Sq.Ft.

            22615 Washington Street

            Leonardtown, MD

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            View 21822 Riviera Court Leonardtown, MD MLS# MDSM2031708
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            1 of 79
            $599,900
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            Baths

            3,384

            Sq.Ft.

            21822 Riviera Court

            Leonardtown, MD

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            View 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
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            $599,500
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            2.1

            Baths

            2,948

            Sq.Ft.

            23636 Gunnell Drive

            Leonardtown, MD

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            View 41482 Pensive Street Leonardtown, MD MLS# MDSM2031768
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              1 of 75
              $571,200
              5

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              3.1

              Baths

              4,300

              Sq.Ft.

              41482 Pensive Street

              Leonardtown, MD

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              View 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
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                1 of 52
                $540,000
                3

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                2.0

                Baths

                3,014

                Sq.Ft.

                21737 Pinehurst Court

                Leonardtown, MD

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                View 40777 Center 40 Circle Leonardtown, MD MLS# MDSM2032004
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                1 of 77
                $539,900
                4

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                2.1

                Baths

                2,370

                Sq.Ft.

                40777 Center 40 Circle

                Leonardtown, MD

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                View 41992 Loker Court Leonardtown, MD MLS# MDSM2031206
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                1 of 64
                $524,900
                5

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                3.1

                Baths

                3,260

                Sq.Ft.

                41992 Loker Court

                Leonardtown, MD

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                View 40659 Klear Court Leonardtown, MD MLS# MDSM2032108
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                1 of 54
                $515,000
                4

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                2.1

                Baths

                2,774

                Sq.Ft.

                40659 Klear Court

                Leonardtown, MD

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                View Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994
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                1 of 46
                $489,900
                4

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                3.1

                Baths

                3,095

                Sq.Ft.

                Lot 132 - 23697 Weeping Willow Way

                Leonardtown, MD

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                About Leonardtown

                Listings in Leonardtown, MD

                80

                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 - 200K5
                $200K - 300K3
                $300K - 400K7
                $400K - 500K26
                $500K - 600K8
                $600K - 700K14
                $700K - 800K6
                $800K - 900K2
                $900K - 1M0
                $1M - Max7

                Homes for Sale by Type in Leonardtown, MD

                Property TypeCount
                Single Family42
                Townhouse23
                Condo0
                Commercial0
                Rental20
                Lots and Land15
                Condo/Town/CoOp0
                CoOp0
                Multi Family0
                Mobile Home0
                Farms0

                (Data as of 7/10/2026)

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                Leonardtown, MD Information

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