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 40855 Spring House Lane Leonardtown, MD MLS# MDSM2030444
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    $550,000
    5

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    3.0

    Baths

    3,464

    Sq.Ft.

    40855 Spring House Lane

    Leonardtown, MD

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

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    2.0

    Baths

    3,014

    Sq.Ft.

    21737 Pinehurst Court

    Leonardtown, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 23207 Moakley Street Leonardtown, MD MLS# MDSM2030226
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      1 of 60
      $520,000
      3

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      2.1

      Baths

      1,926

      Sq.Ft.

      23207 Moakley Street

      Leonardtown, MD

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      View Lot 117 - 23720 Weeping Willow Way Leonardtown, MD MLS# MDSM2029218
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      Save Lot 117 - 23720 Weeping Willow Way Leonardtown, MD MLS# MDSM2029218
      1 of 46
      $489,900
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      3.1

      Baths

      3,095

      Sq.Ft.

      Lot 117 - 23720 Weeping Willow Way

      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

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      3.1

      Baths

      3,095

      Sq.Ft.

      Lot 132 - 23697 Weeping Willow Way

      Leonardtown, MD

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      View Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268
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      1 of 46
      $489,900
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      3.1

      Baths

      3,095

      Sq.Ft.

      Lot 142 - 23647 Dragonfly Lane

      Leonardtown, MD

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      View Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
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      Save Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
      1 of 46
      $489,900
      4

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      3.1

      Baths

      3,095

      Sq.Ft.

      Lot 151 - 23790 Wisteria Lane

      Leonardtown, MD

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      View Lot 138 - 23671 Dragonfly Lane Leonardtown, MD MLS# MDSM2028534
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      1 of 38
      $487,400
      4

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      3.1

      Baths

      3,095

      Sq.Ft.

      Lot 138 - 23671 Dragonfly Lane

      Leonardtown, MD

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      View 22394 White Oak Road Leonardtown, MD MLS# MDSM2030988
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      1 of 32
      $485,000
      4

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      3.0

      Baths

      2,507

      Sq.Ft.

      22394 White Oak Road

      Leonardtown, MD

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      View Lot 137- 23667 Weeping Willow Way Leonardtown, MD MLS# MDSM2028536
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      1 of 42
      $479,900
      4

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      Baths

      2,966

      Sq.Ft.

      Lot 137- 23667 Weeping Willow Way

      Leonardtown, MD

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      View Lot 102 - 23707 Dragonfly Lane Leonardtown, MD MLS# MDSM2029202
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      Save Lot 102 - 23707 Dragonfly Lane Leonardtown, MD MLS# MDSM2029202
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      $479,900
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      Lot 102 - 23707 Dragonfly Lane

      Leonardtown, MD

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      View Lot 113 - 23696 Weeping Willow Way Leonardtown, MD MLS# MDSM2029482
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      Save Lot 113 - 23696 Weeping Willow Way Leonardtown, MD MLS# MDSM2029482
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      $479,900
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      Lot 113 - 23696 Weeping Willow Way

      Leonardtown, MD

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      View Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
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      Save Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
      1 of 41
      $479,900
      4

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      3.1

      Baths

      2,966

      Sq.Ft.

      Lot 128 - 23721 Weeping Willow Way

      Leonardtown, MD

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      View Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
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      Save Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
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      $479,900
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      Lot 141 - 23653 Dragonfly Lane

      Leonardtown, MD

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      View Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
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      Save Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
      1 of 30
      $479,900
      4

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      3.1

      Baths

      2,966

      Sq.Ft.

      Lot 159 - 23652 Dragonfly Lane

      Leonardtown, MD

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      View 40810 Meadow Drive Leonardtown, MD MLS# MDSM2030498
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        1 of 50
        $459,900
        3

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        2.0

        Baths

        1,368

        Sq.Ft.

        40810 Meadow Drive

        Leonardtown, MD

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        View 41923 Sara Ann Court Leonardtown, MD MLS# MDSM2030524
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          1 of 33
          $459,900
          3

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          2.1

          Baths

          2,034

          Sq.Ft.

          41923 Sara Ann Court

          Leonardtown, MD

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          View 41656 Fenwick Street Leonardtown, MD MLS# MDSM2016828
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          $450,000
          3,000

          Sq.Ft.

          41656 Fenwick Street

          Leonardtown, MD

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          View 20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666
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            1 of 33
            $450,000
            2

            Beds

            1.0

            Baths

            1,018

            Sq.Ft.

            20798 Waterside Drive

            Leonardtown, MD

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            About Leonardtown

            Listings in Leonardtown, MD

            94

            Estimated median home price

            $504,950
            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 - 300K1
            $300K - 400K5
            $400K - 500K32
            $500K - 600K11
            $600K - 700K16
            $700K - 800K10
            $800K - 900K3
            $900K - 1M1
            $1M - Max6

            Homes for Sale by Type in Leonardtown, MD

            Property TypeCount
            Single Family54
            Townhouse25
            Condo0
            Commercial1
            Rental19
            Lots and Land14
            Condo/Town/CoOp0
            CoOp0
            Multi Family0
            Mobile Home0
            Farms0

            (Data as of 5/19/2026)

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