View 22010 Society Hill Road Leonardtown, MD MLS# MDSM2032698
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$560,000
4

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3.0

Baths

2,730

Sq.Ft.

22010 Society Hill Road

Leonardtown, MD

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View 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
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$559,900
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2.1

Baths

2,948

Sq.Ft.

23636 Gunnell Drive

Leonardtown, MD

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View 23208 Clarks Rest Road Leonardtown, MD MLS# MDSM2033840
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    $549,000
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    3.1

    Baths

    3,006

    Sq.Ft.

    23208 Clarks Rest Road

    Leonardtown, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 41888 Jenkins Court Leonardtown, MD MLS# MDSM2033062
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      OPEN HOUSE: Sunday 10/18 12:00 PM - 3:00 PM
      $535,000
      4

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      3.1

      Baths

      2,562

      Sq.Ft.

      41888 Jenkins Court

      Leonardtown, MD

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      View 22538 Landing Way Leonardtown, MD MLS# MDSM2034058
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      $515,000
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      3.1

      Baths

      2,764

      Sq.Ft.

      22538 Landing Way

      Leonardtown, MD

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

      Baths

      3,095

      Sq.Ft.

      Lot 151 - 23790 Wisteria Lane

      Leonardtown, MD

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      View Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
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      $479,900
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      3.1

      Baths

      2,966

      Sq.Ft.

      Lot 159 - 23652 Dragonfly Lane

      Leonardtown, MD

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      View Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
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      $479,900
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      3.1

      Baths

      2,966

      Sq.Ft.

      Lot 154 - 23808 Wisteria Lane

      Leonardtown, MD

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      View 43261 Cedarwood Court Leonardtown, MD MLS# MDSM2033908
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        $475,000
        4

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        2.1

        Baths

        2,200

        Sq.Ft.

        43261 Cedarwood Court

        Leonardtown, MD

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        View 43705 Redmond Road Leonardtown, MD MLS# MDSM2033914
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        $475,000
        3

        Beds

        2.0

        Baths

        1,462

        Sq.Ft.

        43705 Redmond Road

        Leonardtown, MD

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        View 41495 Garrett Court Leonardtown, MD MLS# MDSM2033936
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        1 of 66
        $474,900
        3

        Beds

        2.0

        Baths

        1,710

        Sq.Ft.

        41495 Garrett Court

        Leonardtown, MD

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        View Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
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        $454,900
        4

        Beds

        3.1

        Baths

        2,604

        Sq.Ft.

        Lot 140 - 23659 Dragonfly Lane

        Leonardtown, MD

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        View Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
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        $454,900
        4

        Beds

        3.1

        Baths

        2,554

        Sq.Ft.

        Lot 156 - 23634 Dragonfly Lane

        Leonardtown, MD

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        View Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
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        $454,900
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        3.1

        Baths

        2,571

        Sq.Ft.

        Lot 157 - 23640 Dragonfly Lane

        Leonardtown, MD

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        View Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226
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        $454,900
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        Baths

        Lot 143 - 23641 Dragonfly Lane

        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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          View 20410 Chingville Road Leonardtown, MD MLS# MDSM2033190
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            1 of 26
            $450,000
            4

            Beds

            3.0

            Baths

            2,604

            Sq.Ft.

            20410 Chingville Road

            Leonardtown, MD

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            View 23405 Marview Court Leonardtown, MD MLS# MDSM2034018
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            $450,000
            3

            Beds

            3.1

            Baths

            2,306

            Sq.Ft.

            23405 Marview Court

            Leonardtown, MD

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            View Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
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            Save Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
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            $449,900
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            3.1

            Baths

            2,604

            Sq.Ft.

            Lot 144 - 23635 Dragonfly Lane

            Leonardtown, MD

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            About Leonardtown

            Listings in Leonardtown, MD

            81

            Estimated median home price

            $560,000
            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 - 100K0
            $100K - 200K5
            $200K - 300K6
            $300K - 400K4
            $400K - 500K21
            $500K - 600K10
            $600K - 700K21
            $700K - 800K5
            $800K - 900K1
            $900K - 1M1
            $1M - Max7

            Homes for Sale by Type in Leonardtown, MD

            Property TypeCount
            Single Family53
            Townhouse14
            Condo0
            Commercial0
            Rental11
            Lots and Land14
            Condo/Town/CoOp0
            CoOp0
            Multi Family0
            Mobile Home0
            Farms0

            (Data as of 10/14/2026)

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