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41377 Doctors Crossing Road, Leonardtown, MD 20650

$639,999
  • 41377 Doctors Crossing Road, Leonardtown, MD 20650 Main Photo

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New to the Market
BEDS5 BATHS4 full SQUARE FEET3,724 MLS#MDSM2029722
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONCLARKS REST SCHOOLST MARYS COUNTY PUBLIC SCHOOLS

Property Description

Welcome Home! 41377 Doctors Crossing Rd is a well-maintained home located in the sought-after Clark’s Rest community — where comfortable living meets a vibrant neighborhood lifestyle, with a pond just steps away and walking distance to the clubhouse. Offering 5,538 total square feet, including 3,724 finished square feet above grade, this home provides the space and flexibility. As you step through the front door, you’re welcomed by a beautiful two-story foyer and 9-foot ceilings that immediately create a sense of openness and natural light. The main level features a bedroom and a full bathroom, perfect for guests, multigenerational living, or a private home office. This flexible space adds everyday convenience and is a feature many buyers actively look for but rarely find. Moving through the home, the generous living areas provide plenty of room for both everyday life and entertaining. Picture family dinners, weekend gatherings, and cozy evenings in spaces designed to bring people together while still allowing everyone room to spread out. Imagine daily meals, morning coffee accompanied by a serene, wooded view—a private, lush backdrop where you can watch your loved ones playing, sledding down a snowy hill just steps from your backyard. Upstairs, you’ll find 4 spacious bedrooms throughout, including a massive primary suite that truly feels like a private retreat. With plenty of room for a king-size bed and a sitting area, it’s the perfect place to unwind at the end of the day. The primary bathroom offers ample space for daily routines and relaxation. Another upstairs bedroom features its own private bathroom, ideal for guests or anyone who appreciates extra privacy. All additional bedrooms are generously sized, offering comfort and flexibility for family members, hobbies, or work-from-home needs. The unfinished basement with rough-in plumbing provides 1,814 square feet of future potential. Whether you envision a recreation room, home gym, theater, or an additional bedroom, the groundwork is already in place to expand as your needs grow. Step outside and the lifestyle continues. A peaceful pond just steps from the front door offers the perfect setting for morning walks or relaxing evening sunsets. Living in Clark’s Rest means enjoying exceptional community amenities, including a clubhouse, two swimming pools with a shaded kiddie pool, multiple playgrounds, tennis courts, basketball court, volleyball area, and two gravel nature trails. Throughout the year, the community hosts pool opening and closing parties, holiday celebrations, and neighborhood events that bring neighbors together and create a welcoming atmosphere. It's also conveniently located just minutes from Downtown Leonardtown, shopping centers, restaurants, MedStar St. Mary’s Hospital and St. Mary’s River State Park (St. Mary’s Lake). Easy access to major commuter routes including MD-235, 234, Rt5 and a short drive to Naval Air Station Patuxent River (NAS Pax River). Don’t wait — schedule your showing today! 41377 Doctors Crossing Rd is ready to welcome you home. 🏡✨

41377 Doctors Crossing Road | MLS# MDSM2029722

This single family home located at 41377 Doctors Crossing Road, Leonardtown, MD 20650 is currently listed for sale with an asking price of $639,999. This property was built in 2016 and has 5 bedrooms and 4 full baths with 3724 sq. ft. Doctors Crossing Road is located in the CLARKS REST subdivision within the ST MARYS COUNTY PUBLIC SCHOOLS school district. Search CLARKS REST real estate on www.realestatelancastercounty.com today.

Upcoming Open Houses

Open House Saturday March 7th, 1:00pm - 4:00pm

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Sump Pump, Unfinished, Walkout Level, Walkout Stairs, Space For Rooms, Windows, Rough Bath Plumb, Interior Access, Connecting Stairway
Cooling: Central A/C
Fuel Type: Natural Gas
Garage: 2
Heating: Heat Pump(s)
Home Style: Colonial, Traditional
Lot Size: 0.22 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $6,427
Year Built: 2016

Feature Descriptions

Additional Structures: Above Grade
Exterior: Brick, Vinyl Siding, Aluminum Siding
HOA Fee: $825.00/Annually
Lot Dimensions: 0.22 Acre(S)
Number of Rooms: 9
Parking Notes: 5 Total Parking Spaces
Rooms: Bedroom 2,Bedroom 3,Bedroom 4,Bedroom 1,Bathroom 1,Bathroom 2,Bathroom 3
Sewer: Public Sewer
Special View Info: Trees/Woods
SQFT Above Finished: 3724
SQFT Total Finished: 3724
Structure Type: Detached
Total Garage/Parking Spaces: 5
Water: Public

Local Schools

School District: ST MARYS COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty/Lee Beaver & Assoc.
Agency Phone: 7033302222

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Estimated Payment

$ 2,146.61 per month $1,424.36 Principal & Interest $535.58 Property Tax $186.67 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/07/2026. The listing information on this page last changed on 03/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 03/07/2026 12:02:59 AM EST) or Bright MLS (last updated Fri 03/06/2026 11:57:57 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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