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
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OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 132 - 23697 Weeping Willow Way

Leonardtown, MD

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View 23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912
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    1 of 57
    $550,000
    5

    Beds

    3.0

    Baths

    3,482

    Sq.Ft.

    23299 Jenifer Court

    Leonardtown, MD

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    View 22394 White Oak Road Leonardtown, MD MLS# MDSM2029800
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    1 of 28
    $495,000
    4

    Beds

    3.0

    Baths

    2,507

    Sq.Ft.

    22394 White Oak Road

    Leonardtown, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 40910 Starling Court Leonardtown, MD MLS# MDSM2029774
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    1 of 23
    $475,000
    3

    Beds

    2.1

    Baths

    3,012

    Sq.Ft.

    40910 Starling Court

    Leonardtown, MD

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    View 21749 Pinehurst Court Leonardtown, MD MLS# MDSM2029700
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      1 of 86
      $570,000
      4

      Beds

      3.1

      Baths

      3,410

      Sq.Ft.

      21749 Pinehurst Court

      Leonardtown, MD

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      View 20260 Hawks Way Leonardtown, MD MLS# MDSM2029728
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      1 of 28
      $579,900
      4

      Beds

      2.1

      Baths

      2,500

      Sq.Ft.

      20260 Hawks Way

      Leonardtown, MD

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      View 20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666
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        1 of 33
        $500,000
        2

        Beds

        1.0

        Baths

        1,018

        Sq.Ft.

        20798 Waterside Drive

        Leonardtown, MD

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        View 22224 Monterey Place Leonardtown, MD MLS# MDSM2029434
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          1 of 29
          $459,900
          4

          Beds

          3.0

          Baths

          2,176

          Sq.Ft.

          22224 Monterey Place

          Leonardtown, MD

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          View 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2029528
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            1 of 40
            $474,900
            4

            Beds

            2.0

            Baths

            2,114

            Sq.Ft.

            22343 Newtowne Neck Road

            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
            1 of 42
            $479,900
            4

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            3.1

            Baths

            Lot 113 - 23696 Weeping Willow Way

            Leonardtown, MD

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            View Lot 133 - 23691 Weeping Willow Way Leonardtown, MD MLS# MDSM2029484
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            Save Lot 133 - 23691 Weeping Willow Way Leonardtown, MD MLS# MDSM2029484
            1 of 40
            $489,900
            4

            Beds

            3.1

            Baths

            Lot 133 - 23691 Weeping Willow Way

            Leonardtown, MD

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            View Lot 101 - 23713 Dragonfly Lane Leonardtown, MD MLS# MDSM2029486
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            Save Lot 101 - 23713 Dragonfly Lane Leonardtown, MD MLS# MDSM2029486
            1 of 34
            OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
            $449,900
            4

            Beds

            3.1

            Baths

            Lot 101 - 23713 Dragonfly Lane

            Leonardtown, MD

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            View Lot 99 - 23725 Dragonfly Lane Leonardtown, MD MLS# MDSM2029488
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            Save Lot 99 - 23725 Dragonfly Lane Leonardtown, MD MLS# MDSM2029488
            1 of 35
            OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
            $449,900
            4

            Beds

            3.1

            Baths

            Lot 99 - 23725 Dragonfly Lane

            Leonardtown, MD

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            View 41516 Marwood Circle Leonardtown, MD MLS# MDSM2029470
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              1 of 55
              OPEN HOUSE: Sunday 3/22 1:30 PM - 3:30 PM
              $437,000
              3

              Beds

              3.1

              Baths

              2,402

              Sq.Ft.

              41516 Marwood Circle

              Leonardtown, MD

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              View Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
              • New Construction
              Save Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
              1 of 45
              $449,900
              4

              Beds

              3.1

              Baths

              2,571

              Sq.Ft.

              Lot 100 - 23719 Dragonfly Lane

              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
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 117 - 23720 Weeping Willow Way

              Leonardtown, MD

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              View Lot 112 - 23690 Weeping Willow Way Leonardtown, MD MLS# MDSM2029220
              • New Construction with Virtual Tour
              Save Lot 112 - 23690 Weeping Willow Way Leonardtown, MD MLS# MDSM2029220
              1 of 46
              $489,900
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 112 - 23690 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
              1 of 30
              $479,900
              4

              Beds

              3.1

              Baths

              Lot 102 - 23707 Dragonfly Lane

              Leonardtown, MD

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              View 22547 Landing Way Leonardtown, MD MLS# MDSM2029148
                Save 22547 Landing Way Leonardtown, MD MLS# MDSM2029148
                1 of 48
                $515,000
                3

                Beds

                3.1

                Baths

                2,764

                Sq.Ft.

                22547 Landing Way

                Leonardtown, MD

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                View 23369 Marview Court Leonardtown, MD MLS# MDSM2028828
                  Save 23369 Marview Court Leonardtown, MD MLS# MDSM2028828
                  1 of 58
                  $435,000
                  3

                  Beds

                  3.1

                  Baths

                  2,308

                  Sq.Ft.

                  23369 Marview Court

                  Leonardtown, MD

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                  About Leonardtown

                  Listings in Leonardtown, MD

                  71

                  Estimated median home price

                  $515,000
                  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 - 100K1
                  $100K - 200K8
                  $200K - 300K1
                  $300K - 400K3
                  $400K - 500K22
                  $500K - 600K11
                  $600K - 700K13
                  $700K - 800K5
                  $800K - 900K1
                  $900K - 1M0
                  $1M - Max6

                  Homes for Sale by Type in Leonardtown, MD

                  Property TypeCount
                  Single Family42
                  Townhouse16
                  Condo1
                  Commercial1
                  Rental19
                  Lots and Land11
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family0
                  Mobile Home0
                  Farms0

                  (Data as of 3/18/2026)

                  Find Properties in Leonardtown, MD

                  Leonardtown, MD Information

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