View 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
    Save 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
    1 of 1
    $645,000
    4

    Beds

    3.1

    Baths

    3,314

    Sq.Ft.

    41462 Culpepper Way

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 42084 Wildflower Drive Leonardtown, MD MLS# MDSM2031392
    • Recently Listed
    Save 42084 Wildflower Drive Leonardtown, MD MLS# MDSM2031392
    1 of 33
    $629,900
    4

    Beds

    2.1

    Baths

    3,072

    Sq.Ft.

    42084 Wildflower Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 42096 Wildflower Drive Leonardtown, MD MLS# MDSM2032286
    • Recently Listed
    Save 42096 Wildflower Drive Leonardtown, MD MLS# MDSM2032286
    1 of 45
    $619,900
    4

    Beds

    2.1

    Baths

    2,976

    Sq.Ft.

    42096 Wildflower Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 42108 Wildflower Drive Leonardtown, MD MLS# MDSM2032268
    • Recently Listed
    Save 42108 Wildflower Drive Leonardtown, MD MLS# MDSM2032268
    1 of 31
    $614,900
    4

    Beds

    2.1

    Baths

    3,072

    Sq.Ft.

    42108 Wildflower Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
    • Recently Listed
    Save 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
    1 of 72
    $609,900
    4

    Beds

    2.1

    Baths

    2,701

    Sq.Ft.

    42102 Wildflower Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 22615 Washington Street Leonardtown, MD MLS# MDSM2028632
      Save 22615 Washington Street Leonardtown, MD MLS# MDSM2028632
      1 of 4
      $599,950
      Studio

      Beds

      0.0

      Baths

      1,691

      Sq.Ft.

      22615 Washington Street

      Leonardtown, MD

      Bright
      Courtesy of INFINITAS REALTY GROUP
      View 21822 Riviera Court Leonardtown, MD MLS# MDSM2031708
      • Virtual Tour
      Save 21822 Riviera Court Leonardtown, MD MLS# MDSM2031708
      1 of 79
      $599,900
      5

      Beds

      3.1

      Baths

      3,384

      Sq.Ft.

      21822 Riviera Court

      Leonardtown, MD

      Bright
      Courtesy of RE/MAX ONE
      View 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
      • Virtual Tour
      Save 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
      1 of 37
      $599,500
      4

      Beds

      2.1

      Baths

      2,948

      Sq.Ft.

      23636 Gunnell Drive

      Leonardtown, MD

      Bright
      Courtesy of EXP REALTY, LLC
      View 22503 Sparrow Court Leonardtown, MD MLS# MDSM2032440
        Save 22503 Sparrow Court Leonardtown, MD MLS# MDSM2032440
        $575,000
        4

        Beds

        3.1

        Baths

        3,422

        Sq.Ft.

        22503 Sparrow Court

        Leonardtown, MD

        Bright
        Courtesy of EXP REALTY, LLC
        View 41482 Pensive Street Leonardtown, MD MLS# MDSM2031768
          Save 41482 Pensive Street Leonardtown, MD MLS# MDSM2031768
          1 of 75
          $571,200
          5

          Beds

          3.1

          Baths

          4,300

          Sq.Ft.

          41482 Pensive Street

          Leonardtown, MD

          Bright
          Courtesy of CENTURY 21 NEW MILLENNIUM
          View 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
            Save 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
            1 of 52
            $540,000
            3

            Beds

            2.0

            Baths

            3,014

            Sq.Ft.

            21737 Pinehurst Court

            Leonardtown, MD

            Bright
            Courtesy of CENTURY 21 NEW MILLENNIUM
            View 40777 Center 40 Circle Leonardtown, MD MLS# MDSM2032004
              Save 40777 Center 40 Circle Leonardtown, MD MLS# MDSM2032004
              1 of 77
              $539,900
              4

              Beds

              2.1

              Baths

              2,370

              Sq.Ft.

              40777 Center 40 Circle

              Leonardtown, MD

              Bright
              Courtesy of CENTURY 21 NEW MILLENNIUM
              View 41992 Loker Court Leonardtown, MD MLS# MDSM2031206
              • Virtual Tour
              Save 41992 Loker Court Leonardtown, MD MLS# MDSM2031206
              1 of 64
              $524,900
              5

              Beds

              3.1

              Baths

              3,260

              Sq.Ft.

              41992 Loker Court

              Leonardtown, MD

              Bright
              Courtesy of INFINITAS REALTY GROUP
              View 40659 Klear Court Leonardtown, MD MLS# MDSM2032108
              • Recently Listed
              Save 40659 Klear Court Leonardtown, MD MLS# MDSM2032108
              1 of 54
              $515,000
              4

              Beds

              2.1

              Baths

              2,774

              Sq.Ft.

              40659 Klear Court

              Leonardtown, MD

              Bright
              Courtesy of BALDUS REAL ESTATE, INC.
              View Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994
              • New Construction with Virtual Tour
              Save Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994
              1 of 46
              $489,900
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 132 - 23697 Weeping Willow Way

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE
              View Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268
              • New Construction with Virtual Tour
              Save Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268
              1 of 46
              $489,900
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 142 - 23647 Dragonfly Lane

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE
              View Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
              • New Construction with Virtual Tour
              Save Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
              1 of 46
              $489,900
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 151 - 23790 Wisteria Lane

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE
              View Lot 138 - 23671 Dragonfly Lane Leonardtown, MD MLS# MDSM2028534
              • New Construction with Virtual Tour
              Save Lot 138 - 23671 Dragonfly Lane Leonardtown, MD MLS# MDSM2028534
              1 of 38
              $487,400
              4

              Beds

              3.1

              Baths

              3,095

              Sq.Ft.

              Lot 138 - 23671 Dragonfly Lane

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE
              View Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
              • New Construction with Virtual Tour
              Save Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
              1 of 41
              $479,900
              4

              Beds

              3.1

              Baths

              2,966

              Sq.Ft.

              Lot 128 - 23721 Weeping Willow Way

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE
              View Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
              • New Construction with Virtual Tour
              Save Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
              1 of 41
              $479,900
              4

              Beds

              3.1

              Baths

              Lot 141 - 23653 Dragonfly Lane

              Leonardtown, MD

              Bright
              Courtesy of RE/MAX ONE

              About Leonardtown

              Listings in Leonardtown, MD

              80

              Estimated median home price

              $488,650
              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 - 200K5
              $200K - 300K3
              $300K - 400K7
              $400K - 500K26
              $500K - 600K8
              $600K - 700K13
              $700K - 800K7
              $800K - 900K2
              $900K - 1M0
              $1M - Max7

              Homes for Sale by Type in Leonardtown, MD

              Property TypeCount
              Single Family42
              Townhouse23
              Condo0
              Commercial0
              Rental23
              Lots and Land15
              Condo/Town/CoOp0
              CoOp0
              Multi Family0
              Mobile Home0
              Farms0

              (Data as of 7/14/2026)

              Find Properties in Leonardtown, MD

              Leonardtown, MD Information

              Find Properties by Zip

              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.

              Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

              The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

              Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

              © 2026 BrightMLS. All Rights Reserved.