Background Image

Leonardtown, MD

Area Guide

Avg Rent

$1,550

Population

5,323

Renter Mix

28% Rent

Enjoy small-town charm in a Most Convenient Place

Coastal Scenic Historic

Leonardtown sits on the shores of Breton Bay as the county seat of St. Mary's County, anchoring southern Maryland with a sense of history that stretches back to the colonial era. The town's compact size gives it an unhurried pace, yet its role as a government and healthcare hub keeps daily life busy and purposeful. St. Mary's Hospital serves the broader county here, and the College of Southern Maryland operates a growing campus right within city limits, complete with an aquatic center that draws residents from across the region.

The walkable town square buzzes with eclectic shops, galleries, and local eateries, while Breton Bay provides a scenic backdrop for waterfront recreation. Leonardtown is well-positioned for those who work at or near Patuxent River Naval Air Station, located roughly 30 minutes away. Neighborhoods range from established residential streets close to the historic core to newer developments along the Breton Bay waterfront, offering a variety of settings to call home.

The rental landscape reflects the town's mix of old and new, with traditional townhomes, garden-style apartment communities, and newer construction options available throughout. Each September, the U.S. Oyster Festival draws crowds from across the country to celebrate the Chesapeake's most iconic harvest, a tradition that captures everything locals love about this southern Maryland town.

Demographics

Median Household Income

$123,577

Average: $140,110

Education

1,558

Residents Have a Degree

Job Market

2,502

Workers Employed

Age Distribution
Get a sense of this area's population profile.

Median Age

38 Years

Largest Age Group

10-19 Years

Approximately 16% of Residents

Under 20

28%

Over 65

14%

Housing Distribution

Leonardtown has more homeowners than renters.

Renters
28%
Non-Renters
72%

Education Distribution

Review this city's overall education levels.

Bachelor's or Higher
26%
Other Education
74%

Rent Trends

As of June 2026, the average apartment rent in Leonardtown, MD is $1,550 for one bedroom, $2,195 for two bedrooms, and $2,585 for three bedrooms. Apartment rent in Leonardtown has increased by 2.3% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,550/month
700 Sq Ft
See Rental Market Trends in Leonardtown, MD

Getting Around

Fairly Walkable

Walkability

40 / 100

Limited Public Transit

Transit

20 / 100

Exceptionally Drivable

Drivability

90 / 100

Somewhat Bikeable

Bikeability

30 / 100

Schools

Captain Walter Francis Duke Elementary

Public

Grades PK-5

547 Students

Leonardtown Elementary

Public

Grades PK-5

483 Students

Leonardtown Elementary School

Public

Grades PK-5

483 Students

Leonardtown Middle

Public

Grades 6-8

969 Students

Leonardtown Middle School

Public

Grades 6-8

969 Students

Leonardtown High

Public

Grades 9-12

2,039 Students

Leonardtown High School

Public

Grades 9-12

2,039 Students

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

Houses for Rent in Leonardtown

Living in Leonardtown

History

-

Leonardtown carries its colonial heritage into the present as one of Maryland's oldest towns, established in the 1660s and serving as the county seat of St. Mary's County. The compact downtown retains its historic character with preserved 18th and 19th-century buildings that now house local shops, restaurants, and galleries. Walking through the tree-lined streets, you'll notice the architectural layers that tell the story of tobacco trade and maritime commerce that once defined the area.

The town square remains a focal point for community gatherings, just as it has for centuries. Historic structures like the Old Jail Museum offer glimpses into early Southern Maryland life, while the Tudor Hall, a Georgian mansion dating to the 1740s, stands as one of the region's architectural treasures. Throughout the year, heritage festivals and seasonal events celebrate Leonardtown's roots, connecting residents to the watermen and farmers who shaped this Chesapeake Bay community.

Parks

-

Leonardtown offers a charming mix of waterfront access and green spaces perfect for outdoor recreation. Wharf Park sits along Breton Bay and is a favorite gathering spot with a boat ramp, fishing pier, picnic areas, and scenic water views. Nearby, the Leonardtown Town Center provides open green space for community events and casual strolls. Outdoor enthusiasts can also explore the trails and natural landscapes of Point Lookout State Park, just a short drive south, where visitors enjoy camping, fishing, hiking, and stunning views where the Potomac River meets the Chesapeake Bay.

Search Nearby Rentals

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in June 2026.

Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.