View 41389 Holiday Court Leonardtown, MD MLS# MDSM2030306
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$715,000
5

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3.1

Baths

4,385

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41389 Holiday Court

Leonardtown, MD

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

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3.0

Baths

2,490

Sq.Ft.

40003 Tippit Road

Leonardtown, MD

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View 23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244
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    $679,900
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    3.1

    Baths

    4,168

    Sq.Ft.

    23324 Lindsay Drive

    Leonardtown, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270
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    $464,900
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    2.0

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    2,114

    Sq.Ft.

    22343 Newtowne Neck Road

    Leonardtown, MD

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    View 23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258
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    $590,000
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    0.0

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    3,123

    Sq.Ft.

    23282 Lindsay Drive

    Leonardtown, MD

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    View 22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234
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      $360,000
      3

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      2.0

      Baths

      1,152

      Sq.Ft.

      22281 Nomoni Street

      Leonardtown, MD

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      View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
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      $779,000
      4

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      3.1

      Baths

      2,745

      Sq.Ft.

      40624 Breton Oaks Lane

      Leonardtown, MD

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      View 18866 Russell Road Leonardtown, MD MLS# MDSM2030238
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        $450,000
        3

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        2.0

        Baths

        1,128

        Sq.Ft.

        18866 Russell Road

        Leonardtown, MD

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        View 23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144
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          $639,000
          4

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          3.1

          Baths

          3,261

          Sq.Ft.

          23621 Margrave Drive

          Leonardtown, MD

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          View Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
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          1 of 41
          $479,900
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          Baths

          2,966

          Sq.Ft.

          Lot 128 - 23721 Weeping Willow Way

          Leonardtown, MD

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          View 23207 Moakley Street Leonardtown, MD MLS# MDSM2030226
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            $520,000
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            2.1

            Baths

            1,926

            Sq.Ft.

            23207 Moakley Street

            Leonardtown, MD

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            View 40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192
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              1 of 64
              $875,000
              4

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              2.0

              Baths

              2,586

              Sq.Ft.

              40171 Little Woods Lane

              Leonardtown, MD

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              View Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030
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              OPEN HOUSE: Thursday 4/23 11:00 AM - 4:00 PM
              $449,900
              4

              Beds

              3.1

              Baths

              2,571

              Sq.Ft.

              Lot 110 - 23678 Weeping Willow Way

              Leonardtown, MD

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              View Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032
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              OPEN HOUSE: Thursday 4/23 11:00 AM - 3:45 PM
              $449,900
              4

              Beds

              3.1

              Baths

              2,604

              Sq.Ft.

              Lot 135 - 23679 Weeping Willow Way

              Leonardtown, MD

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

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                0.0

                Baths

                Ferny Hills Lane

                Leonardtown, MD

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                View 21767 Potomac View Drive Leonardtown, MD MLS# MDSM2030068
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                  1 of 81
                  $555,000
                  4

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                  3.1

                  Baths

                  4,384

                  Sq.Ft.

                  21767 Potomac View Drive

                  Leonardtown, MD

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                  View 23590 Margrave Drive Leonardtown, MD MLS# MDSM2030104
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                    1 of 56
                    $635,000
                    4

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                    3.1

                    Baths

                    3,736

                    Sq.Ft.

                    23590 Margrave Drive

                    Leonardtown, MD

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                    View 43552 Bayberry Court Leonardtown, MD MLS# MDSM2029930
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                      1 of 32
                      $579,900
                      4

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                      2.1

                      Baths

                      3,428

                      Sq.Ft.

                      43552 Bayberry Court

                      Leonardtown, MD

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

                        Beds

                        2.1

                        Baths

                        3,728

                        Sq.Ft.

                        23592 Belmar Drive

                        Leonardtown, MD

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

                        Beds

                        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

                        90

                        Estimated median home price

                        $517,500
                        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 - 100K2
                        $100K - 200K7
                        $200K - 300K0
                        $300K - 400K6
                        $400K - 500K29
                        $500K - 600K11
                        $600K - 700K15
                        $700K - 800K8
                        $800K - 900K4
                        $900K - 1M1
                        $1M - Max7

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family55
                        Townhouse21
                        Condo1
                        Commercial1
                        Rental17
                        Lots and Land12
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 4/19/2026)

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