View 40751 Merlin Way Leonardtown, MD MLS# MDSM2031592
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    $659,000
    5

    Beds

    2.1

    Baths

    2,601

    Sq.Ft.

    40751 Merlin Way

    Leonardtown, MD

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    View 21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452
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      1 of 54
      OPEN HOUSE: Saturday 6/6 10:00 AM - 12:00 PM
      $485,000
      4

      Beds

      3.0

      Baths

      2,019

      Sq.Ft.

      21807 Potomac View Drive

      Leonardtown, MD

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      View Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222
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      Save Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222
      1 of 16
      $449,900
      4

      Beds

      3.1

      Baths

      2,571

      Sq.Ft.

      Lot 130 - 23709 Weeping Willow Way

      Leonardtown, MD

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      Courtesy of RE/MAX ONE
      The time to sell is now! THE TIME TO SELL IS NOW!
      View Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218
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      Save Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218
      1 of 18
      $449,900
      4

      Beds

      3.1

      Baths

      2,554

      Sq.Ft.

      Lot 129 - 23715 Weeping Willow Way

      Leonardtown, MD

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      View Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
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      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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      View Whirlwind Road Leonardtown, MD MLS# MDSM2031426
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      1 of 2
      $435,000
      Studio

      Beds

      0.0

      Baths

      Whirlwind Road

      Leonardtown, MD

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      View 39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394
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        1 of 47
        $395,000
        5

        Beds

        2.1

        Baths

        2,169

        Sq.Ft.

        39944 Lady Baltimore Avenue

        Leonardtown, MD

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        View 41992 Loker Court Leonardtown, MD MLS# MDSM2031206
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          1 of 1
          $524,900
          5

          Beds

          3.1

          Baths

          3,260

          Sq.Ft.

          41992 Loker Court

          Leonardtown, MD

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          View 41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384
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          1 of 33
          $428,799
          3

          Beds

          2.0

          Baths

          1,910

          Sq.Ft.

          41600 Miss Bessie Drive

          Leonardtown, MD

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          View Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
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          Save Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
          1 of 7
          $449,900
          4

          Beds

          3.1

          Baths

          2,554

          Sq.Ft.

          Lot 156 - 23634 Dragonfly Lane

          Leonardtown, MD

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          View 41395 Omaha Court Leonardtown, MD MLS# MDSM2031298
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            1 of 91
            $715,000
            5

            Beds

            3.1

            Baths

            4,367

            Sq.Ft.

            41395 Omaha Court

            Leonardtown, MD

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            View 43430 Browns Lane Leonardtown, MD MLS# MDSM2031286
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              1 of 72
              $605,000
              5

              Beds

              3.2

              Baths

              2,756

              Sq.Ft.

              43430 Browns Lane

              Leonardtown, MD

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              View 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
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              1 of 67
              $799,900
              Studio

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              0.0

              Baths

              39645 Sweetpea Lane

              Leonardtown, MD

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              View 23642 Hansel Court Leonardtown, MD MLS# MDSM2031224
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                1 of 74
                $649,900
                4

                Beds

                3.1

                Baths

                3,726

                Sq.Ft.

                23642 Hansel Court

                Leonardtown, MD

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                View 21390 Little Saint Annes Lane Leonardtown, MD MLS# MDSM2031120
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                  1 of 95
                  $739,500
                  4

                  Beds

                  3.1

                  Baths

                  3,500

                  Sq.Ft.

                  21390 Little Saint Annes Lane

                  Leonardtown, MD

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                  View 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
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                    1 of 52
                    $540,000
                    3

                    Beds

                    2.0

                    Baths

                    3,014

                    Sq.Ft.

                    21737 Pinehurst Court

                    Leonardtown, MD

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                    View 22381 Cedar Street Leonardtown, MD MLS# MDSM2031080
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                      1 of 27
                      $329,900
                      3

                      Beds

                      2.0

                      Baths

                      1,287

                      Sq.Ft.

                      22381 Cedar Street

                      Leonardtown, MD

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                      View 21983 Point Lookout Road Leonardtown, MD MLS# MDSM2031060
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                        1 of 31
                        $379,900
                        3

                        Beds

                        2.0

                        Baths

                        1,144

                        Sq.Ft.

                        21983 Point Lookout Road

                        Leonardtown, MD

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                        View Lot 131 - 23703 Weeping Willow Way Way Leonardtown, MD MLS# MDSM2031070
                        • New Construction with Virtual Tour
                        Save Lot 131 - 23703 Weeping Willow Way Way Leonardtown, MD MLS# MDSM2031070
                        1 of 34
                        $449,900
                        4

                        Beds

                        3.1

                        Baths

                        2,554

                        Sq.Ft.

                        Lot 131 - 23703 Weeping Willow Way Way

                        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
                        $449,900
                        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

                        About Leonardtown

                        Listings in Leonardtown, MD

                        80

                        Estimated median home price

                        $486,200
                        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 - 200K5
                        $200K - 300K1
                        $300K - 400K5
                        $400K - 500K33
                        $500K - 600K9
                        $600K - 700K12
                        $700K - 800K7
                        $800K - 900K2
                        $900K - 1M0
                        $1M - Max5

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family44
                        Townhouse23
                        Condo0
                        Commercial1
                        Rental16
                        Lots and Land12
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 6/3/2026)

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