View 21130 Someday Farm Lane Leonardtown, MD MLS# MDSM2030588
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$800,000
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3,122

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21130 Someday Farm Lane

Leonardtown, MD

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View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
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$779,000
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2,745

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40624 Breton Oaks Lane

Leonardtown, MD

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View 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2029036
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$774,900
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2.2

Baths

2,097

Sq.Ft.

22393 Saint Clements Avenue

Leonardtown, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338
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    $772,000
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    4.1

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    3,000

    Sq.Ft.

    44798 Medleys Neck Road

    Leonardtown, MD

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    View 20752 Penansey Lane Leonardtown, MD MLS# MDSM2029892
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      $750,000
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      3.1

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      2,936

      Sq.Ft.

      20752 Penansey Lane

      Leonardtown, MD

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      View 41655 Church Street Leonardtown, MD MLS# MDSM2029620
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        $725,000
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        2.0

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        2,834

        Sq.Ft.

        41655 Church Street

        Leonardtown, MD

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        View 41389 Holiday Court Leonardtown, MD MLS# MDSM2030306
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        $715,000
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        4,385

        Sq.Ft.

        41389 Holiday Court

        Leonardtown, MD

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        View 21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320
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          $715,000
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          4,533

          Sq.Ft.

          21335 Fairwood Court

          Leonardtown, MD

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          View 42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794
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            $699,900
            3

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            2.0

            Baths

            1,636

            Sq.Ft.

            42195 White Point Beach Road

            Leonardtown, MD

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            View 43500 Deer Run Court Leonardtown, MD MLS# MDSM2030578
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            $685,000
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            2,972

            Sq.Ft.

            43500 Deer Run Court

            Leonardtown, MD

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            View 41488 Pensive Street Leonardtown, MD MLS# MDSM2029900
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            $680,000
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            3,992

            Sq.Ft.

            41488 Pensive Street

            Leonardtown, MD

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            View 23592 Belmar Drive Leonardtown, MD MLS# MDSM2030098
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              $680,000
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              Baths

              3,728

              Sq.Ft.

              23592 Belmar Drive

              Leonardtown, MD

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              View 23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244
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                $679,900
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                3.1

                Baths

                4,168

                Sq.Ft.

                23324 Lindsay Drive

                Leonardtown, MD

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                View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
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                $679,900
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                2,040

                Sq.Ft.

                40461 Old Breton Beach Road

                Leonardtown, MD

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                View 41249 Brenda Court Leonardtown, MD MLS# MDSM2030594
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                $669,900
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                Baths

                3,098

                Sq.Ft.

                41249 Brenda Court

                Leonardtown, MD

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                View 23563 Belmar Drive Leonardtown, MD MLS# MDSM2029898
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                  $650,000
                  4

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                  3.1

                  Baths

                  3,299

                  Sq.Ft.

                  23563 Belmar Drive

                  Leonardtown, MD

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                  View 42032 Starlight Drive Leonardtown, MD MLS# MDSM2030894
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                    $649,900
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                    3.1

                    Baths

                    4,340

                    Sq.Ft.

                    42032 Starlight Drive

                    Leonardtown, MD

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                    View 23773 Meredith Court Leonardtown, MD MLS# MDSM2022554
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                    $640,000
                    6

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                    Baths

                    3,478

                    Sq.Ft.

                    23773 Meredith Court

                    Leonardtown, MD

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                    View 23073 Town Run Drive Leonardtown, MD MLS# MDSM2030476
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                    OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
                    $639,900
                    3

                    Beds

                    2.0

                    Baths

                    2,854

                    Sq.Ft.

                    23073 Town Run Drive

                    Leonardtown, MD

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                    View 23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144
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                      $639,000
                      4

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                      3.1

                      Baths

                      3,261

                      Sq.Ft.

                      23621 Margrave Drive

                      Leonardtown, MD

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                      About Leonardtown

                      Listings in Leonardtown, MD

                      93

                      Estimated median home price

                      $550,000
                      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 - 100K2
                      $100K - 200K7
                      $200K - 300K2
                      $300K - 400K4
                      $400K - 500K28
                      $500K - 600K13
                      $600K - 700K17
                      $700K - 800K8
                      $800K - 900K4
                      $900K - 1M1
                      $1M - Max7

                      Homes for Sale by Type in Leonardtown, MD

                      Property TypeCount
                      Single Family57
                      Townhouse21
                      Condo1
                      Commercial1
                      Rental20
                      Lots and Land13
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms0

                      (Data as of 4/30/2026)

                      Find Properties in Leonardtown, MD

                      Leonardtown, MD Information

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                      Information deemed reliable but not guaranteed.

                      Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

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