* Get up to $3,000 with use of preferred lender for closing cost assistance or use funds for a rate buy-down. This is your chance to own one of the LARGEST homes in the community, offering space, flexibility, and a lifestyle buyers are actively searching for. A compelling opportunity in CLARK'S REST. Welcome to 41377 Doctors Crossing Rd — a WELL-MAINTAINED home in the sought-after Clark’s Rest neighborhood, where everyday living meets a vibrant, amenity-rich community. With over 5,500 total square feet and 3,700+ finished above grade, this home delivers the space today’s buyers need — both inside and out. Step inside to a bright two-story foyer and 9-FOOT CEILINGS that create an immediate sense of openness. The MAIN LEVEL features a BEDROOM and FULL BATH, ideal for guests, multigenerational living, or a private home office — a rare and highly desirable layout. The heart of the home offers generous living areas designed for real life — from daily routines to weekend gatherings. Enjoy PEACEFUL WOODED VIEWS from your living space, creating a quiet, natural backdrop just beyond your backyard. Upstairs, you’ll find four spacious bedrooms, including a MASSIVE PRIMARY SUITE with sitting area — your own private retreat at the end of the day. An ADDITIONAL bedroom with its own EN-SUITE BATH provides added comfort and privacy for guests or family. The unfinished basement (1,800+ sq ft with ROUGH-IN Plumbing) offers incredible potential — whether you envision a home gym, theater, recreation space, or future expansion with a additional bedroom, and full bath. Additional features include dual-zone HVAC (2 units) for comfort and EFFICIENCY, and a TANKLESS WATER HEATER for continuous hot water. Step outside and enjoy the lifestyle — a pond just steps from your front door, perfect for morning walks or evening unwinding. Clark’s Rest offers exceptional amenities including a clubhouse, pools, playgrounds, sports courts, gravel natural trails and community events that bring neighbors together. Conveniently located minutes from Downtown Leonardtown, shopping, dining, MedStar St. Mary’s Hospital, and commuter routes to NAS Pax River. ;; Don’t miss this opportunity to make it yours.
Single-familyProperty Type
2016Year Built
9,583 sq ftLot Size
$164Price/Sq.Ft.
$69/moHOA Dues
2 garage spacesParking
Listed by Minh Lofaso• Keller Williams Realty/Lee Beaver & Assoc.
Sump Pump, Unfinished, Walkout Level, Walkout Stairs, Space For Rooms, Windows, Rough Bath Plumb, Interior Access, Connecting Stairway
Exterior
Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 1814
Improvement Assessed Value: $575,100
Ownership Interest: Fee Simple
Year Built Source: Estimated
Building Information
Construction Materials: Brick, Vinyl Siding, Aluminum Siding
Foundation Details: Slab
Other Structures: Above Grade
Pets Allowed: No
Roof: Shingle
Structure Type: Detached
Building Not Winterized
Pool Information
Community Pool
Lot Information
Ground Rent Payment Frequency: Annually
Tidal Water: No
Land Information
Land Assessed Value: $110,800
Above Grade Information
Finished Sq.Ft.: 3,724
Finished Sq.Ft. Source: Estimated
Below Grade Information
Unfinished Sq.Ft.: 1,814
Unfinished Sq.Ft. Source: Estimated
Financial
Tax Information
County Tax: $5,711
Tax Assessed Value: $625,300
Tax Year: 2026
Tax Annual Amount: $6,427
Assessments Information
Year Assessed: 2026
Lease Information
Lease Considered: No
Utilities
Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Sewer Septic: Public Sewer
Water Source: Public
Location
Homeowners Association Information
HOA Fee: $825
HOA Fee Frequency: Annually
School Information
School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: From downtown Leonardtown, head north on MD-5 (Point Lookout Rd). Turn left onto MD-243 / Newtowne Neck Rd. Continue a short distance, then turn right onto Doctors Crossing Rd. Follow the road — 41377 Doctors Crossing Rd will be along that street.
Public facts
Beds: —
Baths: 2.5
Sq. Ft.: 3,724
Stories: 2.0
Lot Size: 9,680 square feet
Style: Single Family Residential
Year Built: 2016
Year Renovated: —
County: St. Mary's County
APN: 03 177989
Home facts updated by county records on Jul 31, 2026
Around this home
Schools
Leonardtown Elementary School
Public PreK-5 • Assigned • 0.6mi
7/10
Leonardtown Middle School
Public 6-8 • Assigned • 2.7mi
9/10
Leonardtown High School
Public 9-12 • Assigned • 3.1mi
8/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
9/10 Heat Factor
7 days above 103° expected this year, 17 days in 30 years
6/10 Wind Factor
45% chance of strong winds in next 30 years
2/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Leonardtown, MD • 20650
Average low and high temperatures (°F)
40
26
45
30
62
41
70
50
75
57
86
67
87
72
80
65
77
63
69
50
59
42
46
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
89/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.5 hrs
6.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$605,000 – $732,000
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