43500 Deer Run Court • Leonardtown, MD 20650

$685,000 Beds: 4 • Baths: 2 full 1 partial • Sq. Feet: 2972 • MLS ID: MDSM2030578 • Subdivision: CHESTNUT HILLS • School Dist: ST MARYS COUNTY PUBLIC SCHOOLS
Welcome home to this one-of-a-kind retreat in Leonardtown, where privacy, space, and thoughtful craftsmanship come together on over 3.5 gorgeous acres. Tucked away on a peaceful cul-de-sac and backing to beautiful trees, this lovingly maintained one-owner home is the kind of property that truly checks every box. And with the care that has gone into every detail over the years, it barely looks lived in. Built by Jeff Errington with quality 2x6 construction and Anderson windows and doors, the home offers 4 bedrooms, 2.5 baths, and a fantastic classic layout that just feels right the moment you walk in. The main floor is thoughtfully designed with a huge family room, a private office with French doors, a formal dining room large enough to seat 10, and a convenient mudroom and laundry room that keeps everyday life running smoothly. The kitchen is an absolute dream for anyone who loves to cook, featuring a 48-inch, 6-burner gas cooktop with griddle, double wall ovens, Craftmade cherry cabinets, a generous pantry, and plenty of room to gather. Freshly painted throughout and finished with crown moulding, upgraded trim, and Casablanca ceiling fans, the home feels bright, polished, and completely move-in ready. The owners suite is a true retreat , complete with a sitting room perfect for a home office, library, or a quiet reading nook. The ensuite bath is spa-worthy, featuring dual vanities, a marble surround soaking tub, and a separate shower. The walk-out basement offers tremendous potential with a bath rough-in already in place, giving you a head start on finishing the space exactly the way you want it. The backyard is where memories are made. A gorgeous Sylvan gunite pool and hot tub, both heated by a dedicated 500-gallon propane tank, means your pool is never cold and the fun never stops in spring, summer, fall, or winter. Dive right in from the diving board, then kick back while in-ground poolside speakers set the perfect mood for entertaining or unwinding. The pool has been freshly updated with a brand new heater, new filter, and new skimmers, and is beautifully enclosed by a 6-foot wrought iron fence for both safety and style. Beyond the pool, the outdoor fun continues with a dedicated gravel area for horseshoes and cornhole, plus a golf chipping and practice swing area for the golfer in the family. The extensive hardscape and lush, thoughtfully designed landscaping, including stunning Japanese maples, cherry trees, and crepe myrtles, provide beauty across every season. A separate shed keeps all your lawn equipment neatly tucked away and your garage clutter-free. Big-ticket items like the roof (under 5 years old) and two newer HVAC units mean you can simply move in and live worry-free. 15 minutes to Leonardtown and PAX River Naval air station. A fantastic walkable neighborhood with private lots and well cared for homes! Homes like this don't come around often, so come see it for yourself. View this listing at: http://sueboylanrealtor.com/mls=MDSM2030578

Property Features

  • Garage: 2
  • Taxes: $4,646
  • Basement: Yes
  • Roof Type: Architectural Shingle
  • Exterior: Brick Front,Vinyl Siding
  • Parking Notes: 8 Total Parking Spaces
  • Lot Size: 3.64 Acres
  • Lot Dimensions: 3.64 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Cooling: Ceiling Fan(s),Central A/C
  • Year Built: 1997
  • Fireplaces: 1
  • Water: Well
  • Sewer: Septic Exists
  • Stories: 3.0
  • Number of Rooms: 17
  • HOA Fee: $259.00/Annually
  • Additional Structures: Above Grade
  • Lot Description: Backs to Trees, Cul-de-sac, Front Yard, Landscaping, Rear Yard, Secluded
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 8
  • Appliances: Cooktop,Cooktop - Down Draft,Dishwasher,Dryer,Oven - Double,Oven - Wall,Oven/Range - Electric,Refrigerator,Six Burner Stove,Stainless Steel Appliances,Washer
  • Rooms: Living Room,Dining Room,Sitting Room,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Foyer,Breakfast Room,Bedroom 1,Laundry,Mud Room,Office,Bathroom 1,Bathroom 2,Half Bath
  • Basement: Connecting Stairway,Full,Heated,Outside Entrance,Interior Access,Side Entrance,Unfinished,Walkout Level,Rough Bath Plumb
  • Swimming Pool: Fenced,Filtered,Gunite,Heated,In Ground,Pool/Spa Combo
  • SQFT Total Finished: 2972
  • SQFT Above Finished: 2972
  • Interior: Bathroom - Soaking Tub,Bathroom - Stall Shower,Bathroom - Tub Shower,Breakfast Area,Carpet,Ceiling Fan(s),Crown Moldings,Family Room Off Kitchen,Floor Plan - Open,Formal/Separate Dining Room,Kitchen - Island,Kitchen - Table Space,Pantry,Primary Bath(s),Walk-in Closet(s),Window Treatments,Wood Floors
  • Fireplace: Gas/Propane
  • Windows: Double Hung

School Information

  • School District: ST MARYS COUNTY PUBLIC SCHOOLS
Printed April 19, 2026


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Agent License Information: 
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Susan Boylan 

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