View 22615 Washington Street Leonardtown, MD MLS# MDSM2028632
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    $599,950
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    0.0

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    1,691

    Sq.Ft.

    22615 Washington Street

    Leonardtown, MD

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

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      3.1

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      2,940

      Sq.Ft.

      23593 Mitchell Drive

      Leonardtown, MD

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

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        3.1

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        4,080

        Sq.Ft.

        21345 Fairwood Court

        Leonardtown, MD

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        The time to sell is now! THE TIME TO SELL IS NOW!
        View 40855 Spring House Lane Leonardtown, MD MLS# MDSM2028400
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        $624,900
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        3.0

        Baths

        3,464

        Sq.Ft.

        40855 Spring House Lane

        Leonardtown, MD

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        View Lot 108- 23666 Weeping Willow Way Leonardtown, MD MLS# MDSM2028518
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        $479,900
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        Lot 108- 23666 Weeping Willow Way

        Leonardtown, MD

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        View Lot 138- 23671 Dragonfly Lane Leonardtown, MD MLS# MDSM2028534
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        $487,400
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        3.1

        Baths

        3,095

        Sq.Ft.

        Lot 138- 23671 Dragonfly Lane

        Leonardtown, MD

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        View Lot 137- 23667 Weeping Willow Way Leonardtown, MD MLS# MDSM2028536
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        $479,900
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        3.1

        Baths

        2,966

        Sq.Ft.

        Lot 137- 23667 Weeping Willow Way

        Leonardtown, MD

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        View 21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504
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          1 of 90
          $565,000
          5

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          3.1

          Baths

          3,075

          Sq.Ft.

          21060 Woodmere Drive

          Leonardtown, MD

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          View 41635 Ferber Court Leonardtown, MD MLS# MDSM2028376
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            OPEN HOUSE: Sunday 2/22 1:00 PM - 3:00 PM
            $525,000
            4

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            2.1

            Baths

            2,222

            Sq.Ft.

            41635 Ferber Court

            Leonardtown, MD

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            View 20250 Hawks Way Leonardtown, MD MLS# MDSM2028410
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            $519,900
            3

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            2.0

            Baths

            1,557

            Sq.Ft.

            20250 Hawks Way

            Leonardtown, MD

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            View 42975 Baywood Place Leonardtown, MD MLS# MDSM2028350
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              $699,900
              4

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              2.1

              Baths

              3,372

              Sq.Ft.

              42975 Baywood Place

              Leonardtown, MD

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              View 23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276
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              $645,900
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              Baths

              3,736

              Sq.Ft.

              23581 Gallent Fox Way

              Leonardtown, MD

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              View 20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218
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                $564,900
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                2.1

                Baths

                2,594

                Sq.Ft.

                20753 Chestnut Ridge Drive

                Leonardtown, MD

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                View 20697 Chingville Road Leonardtown, MD MLS# MDSM2028196
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                  1 of 87
                  $475,000
                  3

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                  2.0

                  Baths

                  2,458

                  Sq.Ft.

                  20697 Chingville Road

                  Leonardtown, MD

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                  View Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144
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                  $449,900
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                  Lot 104 - 23695 Dragonfly Lane

                  Leonardtown, MD

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                  View lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148
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                  $449,900
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                  lot 106 - 23683 Dragonfly Lane

                  Leonardtown, MD

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                  View Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150
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                  $449,900
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                  Lot 105 - 23689 Dragonfly Lane

                  Leonardtown, MD

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                  View 40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980
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                    $149,900
                    Studio

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                    0.0

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                    40412 B Somerville Lane

                    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 43018 Bluejay Lane Leonardtown, MD MLS# MDSM2027792
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                        $635,000
                        4

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                        2.1

                        Baths

                        2,888

                        Sq.Ft.

                        43018 Bluejay Lane

                        Leonardtown, MD

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                        About Leonardtown

                        Listings in Leonardtown, MD

                        60

                        Estimated median home price

                        $522,500
                        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 - 100K1
                        $100K - 200K8
                        $200K - 300K1
                        $300K - 400K2
                        $400K - 500K16
                        $500K - 600K12
                        $600K - 700K10
                        $700K - 800K3
                        $800K - 900K1
                        $900K - 1M1
                        $1M - Max5

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family35
                        Townhouse13
                        Condo0
                        Commercial1
                        Rental19
                        Lots and Land11
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 2/21/2026)

                        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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