41377 Doctors Crossing Rd, Leonardtown, MD 20650
Local realty services provided by:CENTURY 21 Gold
41377 Doctors Crossing Rd,Leonardtown, MD 20650
$639,999
- 5 Beds
- 4 Baths
- 3,724 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Mar 0701:00 pm - 04:00 pm
Listed by: minh lofaso
Office: keller williams realty/lee beaver & assoc.
MLS#:MDSM2029722
Source:BRIGHTMLS
Price summary
- Price:$639,999
- Price per sq. ft.:$171.86
- Monthly HOA dues:$68.75
About this home
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. 🏡✨
Contact an agent
Home facts
- Year built:2016
- Listing ID #:MDSM2029722
- Added:1 day(s) ago
- Updated:March 06, 2026 at 05:41 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Rooms Total:9
- Bathrooms Description:Bathroom 1, Bathroom 2, Bathroom 3
- Basement:Yes
- Basement Description:Connecting Stairway, Interior Access, Rough Bath Plumb, Space For Rooms, Sump Pump, Unfinished, Walkout Level, Walkout Stairs, Windows
- Living area:3,724 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Heat Pump(s), Natural Gas
Structure and exterior
- Roof:Shingle
- Year built:2016
- Building area:3,724 sq. ft.
- Lot area:0.22 Acres
- Architectural Style:Colonial, Traditional
- Construction Materials:Aluminum Siding, Brick, Vinyl Siding
- Foundation Description:Slab
- Levels:2 Stories
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$639,999
- Price per sq. ft.:$171.86
- Tax amount:$6,427 (2026)
New listings near 41377 Doctors Crossing Rd
- Coming Soon
$475,000Coming Soon3 beds 3 baths40910 Starling Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029774Listed by: KELLER WILLIAMS REALTY - Coming Soon
$570,000Coming Soon4 beds 4 baths21749 Pinehurst Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029700Listed by: CENTURY 21 NEW MILLENNIUM - New
$579,900Active4 beds 3 baths2,500 sq. ft.20260 Hawks Way, LEONARDTOWN, MD 20650
MLS# MDSM2029728Listed by: CENTURY 21 NEW MILLENNIUM - Coming Soon
$655,000Coming Soon5 beds 4 baths41497 Affirmed Way, LEONARDTOWN, MD 20650
MLS# MDSM2029650Listed by: RE/MAX ONE - Coming Soon
$500,000Coming Soon2 beds 1 baths20798 Waterside Dr, LEONARDTOWN, MD 20650
MLS# MDSM2029666Listed by: RE/MAX ONE 
$299,900Pending2 beds 1 baths868 sq. ft.22745 Duke St, LEONARDTOWN, MD 20650
MLS# MDSM2029554Listed by: RE/MAX ONE- Coming Soon
$725,000Coming Soon5 beds 2 baths41655 Church St, LEONARDTOWN, MD 20650
MLS# MDSM2029620Listed by: TOPSIDE REALTY 
$590,000Pending5 beds 4 baths3,526 sq. ft.21117 Catnip Ct, LEONARDTOWN, MD 20650
MLS# MDSM2029578Listed by: RE/MAX ONE- New
$474,900Active4 beds 2 baths2,114 sq. ft.22343 Newtowne Neck Rd, LEONARDTOWN, MD 20650
MLS# MDSM2029528Listed by: CENTURY 21 NEW MILLENNIUM
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.