5,229

Dameron, MD Homes

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  • 21060 Woodmere Dr, Leonardtown, MD 20650
    21060 Woodmere Dr, Leonardtown, MD 20650
    21060 Woodmere Dr, Leonardtown, MD 20650
    /90

    $565,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    21060 Woodmere Dr, Leonardtown, MD 20650

    Nestled on a beautifully maintained 1 acre lot, this 5 bedroom, 3.5 bathroom home is conveniently located in Leonardtown's Wilderness Run community. A welcoming foyer leads to a formal dining room and a charming country style kitchen which opens to a spacious family room. The kitchen features space for a table, a large pantry, stainless steel appliances, granite countertops, and direct access to

    Sharon Cox CENTURY 21 New Millennium

    21060 Woodmere Dr, Leonardtown, MD 20650
  • 45833 Wolftrap Way, Lexington Park, MD 20653
    45833 Wolftrap Way, Lexington Park, MD 20653
    /2

    $2,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,178 Sq Ft
    • Townhouse for Rent

    45833 Wolftrap Way, Lexington Park, MD 20653

    PSSST... Coming Soon – Available February 1, 2026! Well-maintained two-level townhome located in the desirable Bay Ridge Estates neighborhood. Home Features: Bright, naturally lit living room Dining area with door leading to a fenced backyard & utility shed Well-appointed kitchen with abundant cabinetry and pantry storage Two primary bedrooms upstairs—each with new wall-to-wall carpeting, full

    Karen Murray COMPASS PROPERTY MANAGEMENT LLC

    45833 Wolftrap Way, Lexington Park, MD 20653
  • 44906 Golden Eye Ct, Callaway, MD 20620
    44906 Golden Eye Ct, Callaway, MD 20620
    44906 Golden Eye Ct, Callaway, MD 20620
    /118

    $610,000 Sold Nov 28, 2025

    44906 Golden Eye Ct, Callaway, MD 20620

    • 6 Beds
    • 5 Baths
    • 6,006 Sq Ft
    • Built 2006

    Last Sold Summary

    • $102/SF
    • 57 Days On Market

    Last Listing Agent Kelly Padgett CENTURY 21 New Millennium

    44906 Golden Eye Ct, Callaway, MD 20620
    • 22010 Victorian Dr, California, MD 20619
      22010 Victorian Dr, California, MD 20619
      22010 Victorian Dr, California, MD 20619
      /55

      Est $568,053 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,282 Sq Ft

      22010 Victorian Dr, California, MD 20619

      22010 Victorian Dr, California, MD 20619
  • 44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    44913 Widgeon Place, Callaway, MD 20620
    /49

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    44913 Widgeon Place, Callaway, MD 20620

    Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay.The charming front porch sets the stage, offering a warm welcome and the perfect place to relax

    Jaye Hercules RE/MAX Realty Group

    44913 Widgeon Place, Callaway, MD 20620
  • 20966 Black Duck Ct, Callaway, MD 20620
    20966 Black Duck Ct, Callaway, MD 20620
    20966 Black Duck Ct, Callaway, MD 20620
    /43

    $420,000 Sold Nov 21, 2025

    20966 Black Duck Ct, Callaway, MD 20620

    • 3 Beds
    • 3.5 Baths
    • 2,264 Sq Ft
    • Built 1998

    Last Sold Summary

    • $186/SF
    • 88 Days On Market

    Last Listing Agent Farrah Fuchs Redfin Corp

    20966 Black Duck Ct, Callaway, MD 20620
    • 22030 Victorian Dr, California, MD 20619
      22030 Victorian Dr, California, MD 20619
      22030 Victorian Dr, California, MD 20619
      /12

      Est $570,436 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths

      22030 Victorian Dr, California, MD 20619

      22030 Victorian Dr, California, MD 20619
  • 21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    21117 Catnip Ct, Leonardtown, MD 20650
    /49

    $610,000

    • 5 Beds
    • 3.5 Baths
    • 3,526 Sq Ft

    21117 Catnip Ct, Leonardtown, MD 20650

    Seller is offering a $4,000 concession with an accepted full-price offer!Use it for an interest-rate buy-down, closing costs, or to add your own personal touches. Get ready to fall in love with this wonderful 5BR/3.5BA home in the Leonardtown's Kingston Estates! Set on a peaceful, no-through street and perched on a gentle hill, this home offers great privacy with mature trees and plenty of

    Melissa Rodriguez RE/MAX One

    21117 Catnip Ct, Leonardtown, MD 20650
  • 42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, Leonardtown, MD 20650
    42500 Saint Margarets Dr, Leonardtown, MD 20650
    /12

    $135,000 Sold May 09, 2025

    42500 Saint Margarets Dr, Leonardtown, MD 20650

    • Land
    • 4.8 Acres
    • $28,125 per Acre

    Last Sold Summary

    • 76 Days On Market

    Current Estimated Value $135,535

    Last Listing Agent Kalee Kelly Infinitas Realty Group

    42500 Saint Margarets Dr, Leonardtown, MD 20650
    • 19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      19661 Hickory Hills Ln, Leonardtown, MD 20650
      /76

      Est $572,593 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,342 Sq Ft

      19661 Hickory Hills Ln, Leonardtown, MD 20650

      19661 Hickory Hills Ln, Leonardtown, MD 20650
  • Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
    /2

    $155,000 Pending

    • Land
    • 2.09 Acres
    • $74,163 per Acre

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 5 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • 20898 Governors Mill Ct, Great Mills, MD 20634
    20898 Governors Mill Ct, Great Mills, MD 20634
    20898 Governors Mill Ct, Great Mills, MD 20634
    /56

    $476,000 Sold Oct 15, 2025

    20898 Governors Mill Ct, Great Mills, MD 20634

    • 4 Beds
    • 3.5 Baths
    • 3,052 Sq Ft
    • Built 2011

    Last Sold Summary

    • $156/SF
    • 11 Days On Market

    Current Estimated Value $476,234

    Last Listing Agent Karen Simmons RE/MAX Realty Group

    20898 Governors Mill Ct, Great Mills, MD 20634
    • 45317 Leahy Dr, Piney Point, MD 20674
      45317 Leahy Dr, Piney Point, MD 20674
      45317 Leahy Dr, Piney Point, MD 20674
      /27

      Est $260,433 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 700 Sq Ft

      45317 Leahy Dr, Piney Point, MD 20674

      45317 Leahy Dr, Piney Point, MD 20674
  • 45146 Andover Estates Rd, Valley Lee, MD 20692
    45146 Andover Estates Rd, Valley Lee, MD 20692
    45146 Andover Estates Rd, Valley Lee, MD 20692
    /95

    $835,000 Under Contract

    • Studio
    • 4,366 Sq Ft

    45146 Andover Estates Rd, Valley Lee, MD 20692

    Multi-level home with four apartments and detached garage with a one bedroom apartment, all currently rent except unit #4 and the owner has been using. It is the largest and has two bedrooms and two baths. Over 2000 sq ft approximately. Granit counter tops, center island with second sink. See documents for details on rentals. Two detached garages: one is over 3000 sq ft approximately, and was

    Jan Barnes CENTURY 21 New Millennium

    45146 Andover Estates Rd, Valley Lee, MD 20692
  • 42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    42261 Bird Haven Dr, Leonardtown, MD 20650
    /71

    $599,900 Sold Jun 25, 2025

    42261 Bird Haven Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 2002

    Last Sold Summary

    • $186/SF
    • 18 Days On Market

    Current Estimated Value $594,727

    Last Listing Agent Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
    • 21177 Lizmill Way, California, MD 20619
      21177 Lizmill Way, California, MD 20619
      21177 Lizmill Way, California, MD 20619
      /53

      Est $376,100 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,380 Sq Ft

      21177 Lizmill Way, California, MD 20619

      21177 Lizmill Way, California, MD 20619
  • 17863 2nd St, Tall Timbers, MD 20690
    17863 2nd St, Tall Timbers, MD 20690
    /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • 43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    43658 Redmond Rd, Leonardtown, MD 20650
    /16

    $281,650 Sold Sep 30, 2025

    43658 Redmond Rd, Leonardtown, MD 20650

    • 4 Beds
    • 1.5 Baths
    • 2,078 Sq Ft
    • Built 1959

    Last Sold Summary

    • $136/SF
    • 12 Days On Market

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
    • 19920 Piney Point Rd, Piney Point, MD 20674
      19920 Piney Point Rd, Piney Point, MD 20674
      19920 Piney Point Rd, Piney Point, MD 20674
      /21

      Not Listed For Sale

      19920 Piney Point Rd, Piney Point, MD 20674

      19920 Piney Point Rd, Piney Point, MD 20674
  • 44892 Golden Eye Ct, Callaway, MD 20620
    44892 Golden Eye Ct, Callaway, MD 20620
    44892 Golden Eye Ct, Callaway, MD 20620
    /48

    $485,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    44892 Golden Eye Ct, Callaway, MD 20620

    Welcome to 44892 Golden Eye Ct, a beautifully maintained home in the Hunting Quarters community of Callaway. This home was upgraded with a new roof in 2021 featuring 50-year shingles and in 2023, a fully owner-owned solar system installed by Energy Select, making it a true Net Zero home with outstanding energy efficiency and long-term savings.The backyard is ideal for both relaxing and

    Dawn Riley RE/MAX One

    44892 Golden Eye Ct, Callaway, MD 20620
  • 18631 Cherryfield Rd, Drayden, MD 20630
    18631 Cherryfield Rd, Drayden, MD 20630
    18631 Cherryfield Rd, Drayden, MD 20630
    /45

    $380,000 Sold May 27, 2025

    18631 Cherryfield Rd, Drayden, MD 20630

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1978

    Last Sold Summary

    • $204/SF
    • 5 Days On Market

    Current Estimated Value $383,372

    Last Listing Agent Cynthia Cartwright CENTURY 21 New Millennium

    18631 Cherryfield Rd, Drayden, MD 20630
    • 0 Flat Iron Rd, Valley Lee, MD 20692
      0 Flat Iron Rd, Valley Lee, MD 20692
      0 Flat Iron Rd, Valley Lee, MD 20692
      /4

      Not Listed For Sale

      0 Flat Iron Rd, Valley Lee, MD 20692

      0 Flat Iron Rd, Valley Lee, MD 20692
  • 22020 Victorian Dr, California, MD 20619
    22020 Victorian Dr, California, MD 20619
    /2

    $86,900

    • Land
    • 1.68 Acres
    • $51,726 per Acre

    22020 Victorian Dr, California, MD 20619

    Build you own home on this 1.677 acre lot in a great location!! No HOA in this community. The property has been perced and it's ready for your plans. Plat is available showing the perc location.

    Dawn Wood O'Brien Realty ERA Powered

    22020 Victorian Dr, California, MD 20619
  • 44662 Blake Creek Rd, Leonardtown, MD 20650
    44662 Blake Creek Rd, Leonardtown, MD 20650
    44662 Blake Creek Rd, Leonardtown, MD 20650
    /6

    $320,500 Sold Jun 13, 2025

    44662 Blake Creek Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1963

    Last Sold Summary

    • $238/SF
    • 5 Days On Market

    Current Estimated Value $331,183

    Last Listing Agent Ruth Mudd RE/MAX One

    44662 Blake Creek Rd, Leonardtown, MD 20650
    • 18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      18822 McKays Beach Rd, Leonardtown, MD 20650
      /79

      Est $691,738 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,962 Sq Ft

      18822 McKays Beach Rd, Leonardtown, MD 20650

      18822 McKays Beach Rd, Leonardtown, MD 20650
  • 20314 Brent Ln, Callaway, MD 20620
    20314 Brent Ln, Callaway, MD 20620
    /2

    $340,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    20314 Brent Ln, Callaway, MD 20620

    Beautifully updated 3-bedroom, 2-bath rambler situated on a private 1+ acre lot in Callaway. This home features an upgraded kitchen, a large deck, and refreshed landscaping. Enjoy the expansive large fenced yard, perfect for pets, play, or outdoor entertaining. Additional highlight includes a heated workshop located to the left of the home—ideal for hobbies, storage, or projects. Schedule your

    Steven Carroll Berkshire Hathaway HomeServices PenFed Realty

    20314 Brent Ln, Callaway, MD 20620
  • 21137 Marigold St, Leonardtown, MD 20650
    21137 Marigold St, Leonardtown, MD 20650
    21137 Marigold St, Leonardtown, MD 20650
    /42

    $555,000 Sold Sep 26, 2025

    21137 Marigold St, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,382 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 6 Days On Market

    Current Estimated Value $554,702

    Last Listing Agent Shem varhaftik District Pro Realty

    21137 Marigold St, Leonardtown, MD 20650
    • 20860 Autumn Mill Ct, Great Mills, MD 20634
      20860 Autumn Mill Ct, Great Mills, MD 20634
      20860 Autumn Mill Ct, Great Mills, MD 20634
      /47

      Est $582,401 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,056 Sq Ft

      20860 Autumn Mill Ct, Great Mills, MD 20634

      20860 Autumn Mill Ct, Great Mills, MD 20634
  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • 20411 Monte Carlo Ln, Lexington Park, MD 20653
    20411 Monte Carlo Ln, Lexington Park, MD 20653
    20411 Monte Carlo Ln, Lexington Park, MD 20653
    /12

    $580,000 Sold Oct 24, 2025

    20411 Monte Carlo Ln, Lexington Park, MD 20653

    • 5 Beds
    • 3.5 Baths
    • 3,768 Sq Ft
    • Built 2001

    Last Sold Summary

    • $154/SF
    • 42 Days On Market

    Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

    20411 Monte Carlo Ln, Lexington Park, MD 20653
    • 44874 Buck Redman Rd, Callaway, MD 20620
      44874 Buck Redman Rd, Callaway, MD 20620
      44874 Buck Redman Rd, Callaway, MD 20620
      /37

      Est $312,199 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      44874 Buck Redman Rd, Callaway, MD 20620

      44874 Buck Redman Rd, Callaway, MD 20620
  • 20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    /87

    $475,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft

    20697 Chingville Rd, Leonardtown, MD 20650

    Charming three (3) bedroom, two (2) bathroom Cape Cod in Leonardtown with a detached three (3) car garage and workshop. Conveniently located 15 min from NAS PAX, shopping, and restaurants. Kitchen was recently updated to honor the original design while providing additional storage and modern amenities. Other home features include quartz countertops, new carpet, fresh paint throughout, updated

    Jennifer Mullennix CENTURY 21 New Millennium

    20697 Chingville Rd, Leonardtown, MD 20650
  • 21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    21549 Point Lookout Rd, Leonardtown, MD 20650
    /43

    $710,000 Sold Jul 24, 2025

    21549 Point Lookout Rd, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,153 Sq Ft
    • Built 2001

    Last Sold Summary

    • $225/SF
    • 6 Days On Market

    Current Estimated Value $708,622

    Last Listing Agent MaryAnne Crewse O'Brien Realty ERA Powered

    21549 Point Lookout Rd, Leonardtown, MD 20650
    • 45154 Lighthouse Rd, Piney Point, MD 20674
      45154 Lighthouse Rd, Piney Point, MD 20674
      45154 Lighthouse Rd, Piney Point, MD 20674
      /37

      Est $465,884 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,026 Sq Ft

      45154 Lighthouse Rd, Piney Point, MD 20674

      45154 Lighthouse Rd, Piney Point, MD 20674
  • 20225 Point Lookout Rd, Great Mills, MD 20634
    20225 Point Lookout Rd, Great Mills, MD 20634
    20225 Point Lookout Rd, Great Mills, MD 20634
    /6

    $290,000

    • Land
    • 0.57 Acre
    • $508,772 per Acre

    20225 Point Lookout Rd, Great Mills, MD 20634

    Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with

    Billy Rabbitt The Southside Group Real Estate

    20225 Point Lookout Rd, Great Mills, MD 20634
  • 20785 Brook Mill Ct, Great Mills, MD 20634
    20785 Brook Mill Ct, Great Mills, MD 20634
    20785 Brook Mill Ct, Great Mills, MD 20634
    /44

    $530,000 Sold May 19, 2025

    20785 Brook Mill Ct, Great Mills, MD 20634

    • 5 Beds
    • 3 Baths
    • 2,924 Sq Ft
    • Built 2006

    Last Sold Summary

    • $181/SF
    • 2 Days On Market

    Current Estimated Value $533,874

    Last Listing Agent Stewart Tellechea RE/MAX Realty Group

    20785 Brook Mill Ct, Great Mills, MD 20634
    • 17854 Saint Georges Park Rd, Tall Timbers, MD 20690
      17854 Saint Georges Park Rd, Tall Timbers, MD 20690
      17854 Saint Georges Park Rd, Tall Timbers, MD 20690
      /11

      Est $328,416 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690

      17854 Saint Georges Park Rd, Tall Timbers, MD 20690
  • 46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    46234 Stasha Ct, Drayden, MD 20630
    /32

    $679,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,643 Sq Ft

    46234 Stasha Ct, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II

    Lisa Riggleman RE/MAX One

    46234 Stasha Ct, Drayden, MD 20630
  • 19710 Tower Hill Rd, Leonardtown, MD 20650
    19710 Tower Hill Rd, Leonardtown, MD 20650
    19710 Tower Hill Rd, Leonardtown, MD 20650
    /3

    $1,225,000 Sold Mar 31, 2025

    19710 Tower Hill Rd, Leonardtown, MD 20650

    • 5 Beds
    • 6.5 Baths
    • 5,690 Sq Ft
    • Built 1984

    Last Sold Summary

    • $215/SF

    Current Estimated Value $1,231,256

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    19710 Tower Hill Rd, Leonardtown, MD 20650
    • 21147 Catnip Ct, Leonardtown, MD 20650
      21147 Catnip Ct, Leonardtown, MD 20650
      21147 Catnip Ct, Leonardtown, MD 20650
      /56

      Est $703,662 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,296 Sq Ft

      21147 Catnip Ct, Leonardtown, MD 20650

      21147 Catnip Ct, Leonardtown, MD 20650

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