View 18800 Mckays Beach Road Leonardtown, MD MLS# MDSM2032014
    Save 18800 Mckays Beach Road Leonardtown, MD MLS# MDSM2032014
    1 of 16
    $350,000
    3

    Beds

    2.0

    Baths

    1,667

    Sq.Ft.

    18800 Mckays Beach Road

    Leonardtown, MD

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    Courtesy of RE/MAX ONE
    View Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220
      Save Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220
      1 of 13
      $399,000
      0.0

      Baths

      Parcel 323 Tract 2 Washington Street

      Leonardtown, MD

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      Courtesy of EXP REALTY, LLC
      View Whirlwind Road Leonardtown, MD MLS# MDSM2032048
        Save Whirlwind Road Leonardtown, MD MLS# MDSM2032048
        1 of 17
        $279,000
        0.0

        Baths

        Whirlwind Road

        Leonardtown, MD

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        Courtesy of RE/MAX ONE
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 42700 Moll Dyer Road Leonardtown, MD MLS# MDSM2031772
          Save 42700 Moll Dyer Road Leonardtown, MD MLS# MDSM2031772
          1 of 2
          $240,000
          0.0

          Baths

          42700 Moll Dyer Road

          Leonardtown, MD

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          Courtesy of COLDWELL BANKER PREMIER
          View Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
          • New Construction with Virtual Tour
          Save Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
          1 of 45
          $454,900
          4

          Beds

          3.1

          Baths

          2,571

          Sq.Ft.

          Lot 157 - 23640 Dragonfly Lane

          Leonardtown, MD

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          View Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
          • New Construction
          Save Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
          1 of 16
          $479,900
          4

          Beds

          3.1

          Baths

          2,966

          Sq.Ft.

          Lot 154 - 23808 Wisteria Lane

          Leonardtown, MD

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          Courtesy of RE/MAX ONE
          View Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
          • New Construction with Virtual Tour
          Save Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
          1 of 9
          $454,900
          4

          Beds

          3.1

          Baths

          2,554

          Sq.Ft.

          Lot 156 - 23634 Dragonfly Lane

          Leonardtown, MD

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          View Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
          • New Construction with Virtual Tour
          Save Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
          1 of 45
          $454,900
          4

          Beds

          3.1

          Baths

          2,604

          Sq.Ft.

          Lot 140 - 23659 Dragonfly Lane

          Leonardtown, MD

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          Courtesy of RE/MAX ONE
          View Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
          • New Construction with Virtual Tour
          Save Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
          1 of 30
          $479,900
          4

          Beds

          3.1

          Baths

          2,966

          Sq.Ft.

          Lot 159 - 23652 Dragonfly Lane

          Leonardtown, MD

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          Courtesy of RE/MAX ONE
          View Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
          • New Construction with Virtual Tour
          Save Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
          1 of 34
          $449,900
          4

          Beds

          3.1

          Baths

          2,554

          Sq.Ft.

          Lot 158 - 23646 Dragonfly Lane

          Leonardtown, MD

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          Courtesy of RE/MAX ONE
          View Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
          • New Construction with Virtual Tour
          Save Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
          1 of 45
          $449,900
          4

          Beds

          3.1

          Baths

          2,604

          Sq.Ft.

          Lot 144 - 23635 Dragonfly Lane

          Leonardtown, MD

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          Courtesy of RE/MAX ONE
          View 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
            Save 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
            1 of 22
            $300,000
            0.0

            Baths

            41708 Fenwick Street

            Leonardtown, MD

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            Courtesy of REDFIN CORP
            View 41620 Church Street Leonardtown, MD MLS# MDSM2030446
              Save 41620 Church Street Leonardtown, MD MLS# MDSM2030446
              1 of 70
              $389,000
              3

              Beds

              2.0

              Baths

              1,728

              Sq.Ft.

              41620 Church Street

              Leonardtown, MD

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

                Beds

                1.0

                Baths

                1,018

                Sq.Ft.

                20798 Waterside Drive

                Leonardtown, MD

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                Courtesy of RE/MAX ONE
                View St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070
                  Save St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070
                  1 of 6
                  $175,000
                  0.0

                  Baths

                  St. Andrews Church Road

                  Leonardtown, MD

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                  Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
                  View 20265 Hawks Way Leonardtown, MD MLS# MDSM2028774
                    Save 20265 Hawks Way Leonardtown, MD MLS# MDSM2028774
                    1 of 1
                    $149,900
                    0.0

                    Baths

                    20265 Hawks Way

                    Leonardtown, MD

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                    Courtesy of CENTURY 21 NEW MILLENNIUM

                    About Leonardtown

                    Listings in Leonardtown, MD

                    83

                    Estimated median home price

                    $549,000
                    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 - 400K6
                    $400K - 500K22
                    $500K - 600K10
                    $600K - 700K20
                    $700K - 800K5
                    $800K - 900K1
                    $900K - 1M1
                    $1M - Max7

                    Homes for Sale by Type in Leonardtown, MD

                    Property TypeCount
                    Single Family55
                    Townhouse14
                    Condo0
                    Commercial0
                    Rental12
                    Lots and Land14
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 10/12/2026)

                    Find Properties in Leonardtown, MD

                    Leonardtown, MD Information

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