Leonardtown

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Leonardtown, MD

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Enjoy small-town charm in a Most Convenient Place

Family-Friendly Coastal Scenic Historic Charming Quaint Active Military-Friendly Close-Knit Convenient

Located in southern Maryland, Leonardtown is the charming county seat of Saint Mary’s County sitting on the coast of Breton Bay. Regarded for its central locale, Leonardtown is widely known as a "Most Convenient Place” within close proximity to a variety of dining, shopping, and recreation as well as Patuxent River Naval Air Station and the Washington DC area.

Leonardtown offers residents and visitors access to numerous attractions like the Port of Leonardtown Winery, Leonardtown Wharf Park, and the Old Jail Museum. The quaint town square contains an array of eclectic shops, restaurants, galleries, government buildings, and historical sites. Outdoor activities abound at nearby Newtowne Neck State Park and Saint Mary’s River State Park. Leonardtown’s community is drawn together for lively events such as Leonardtown First Fridays and the annual U.S. Oyster Festival.

Rent Trends

As of January 2025, the average apartment rent in Leonardtown, MD is $1,485 for one bedroom, $2,204 for two bedrooms, and $2,650 for three bedrooms. Apartment rent in Leonardtown has increased by 1.9% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,485/month
700 Sq Ft
See Rental Market Trends in Leonardtown, MD

Transportation

38

Car-Dependent

out of 100 WalkScore® Rating

This area is considered a car-dependent area and most errands will require a car.

31

Somewhat Bikeable

out of 100 BikeScore® Rating

You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.

Schools

Leonardtown Elementary

Public

Grades PK-5

483 Students

7
out of 10

Captain Walter Francis Duke Elementary

Public

Grades PK-5

547 Students

6
out of 10

Leonardtown Middle

Public

Grades 6-8

969 Students

7
out of 10

Leonardtown High

Public

Grades 9-12

2,039 Students

6
out of 10

Points of Interest

Parks and Recreation

  • Bowles Farms
  • Greenwell State Park
  • St. Mary's River State Park
  • St. Clements Island State Park
  • St. Clement's Island Museum

Top Apartments in Leonardtown

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