Leonardtown
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Leonardtown

Location & History

Leonardtown is the historic county seat of St. Mary's County, Maryland, situated along the shores of Breton Bay. Founded in 1708, it is one of the oldest towns in the state and retains much of its colonial charm. Located along Maryland Route 5, Leonardtown is approximately 65 miles south of Washington, D.C. and about 20 minutes north of NAS Patuxent River, making it a desirable location for both commuters and military families.

Downtown & Waterfront

Leonardtown's charming historic Town Square is the heart of community life. Boutique shops, fine dining, wine bars, art galleries, and locally owned businesses line the brick-paved square. The waterfront on Breton Bay offers a public park, boat ramp, and scenic views. The town hosts numerous events throughout the year including the Leonardtown Farmers Market, the Wine Walk, Pint Night, and seasonal festivals that draw visitors from across Southern Maryland.

Real Estate

Leonardtown offers a mix of historic homes near the Town Square, newer subdivisions in the surrounding area, and waterfront properties along Breton Bay. Home prices vary widely, from starter homes in the $200,000s to waterfront estates exceeding $1 million. The town has become increasingly popular with buyers who want small-town character without giving up access to modern amenities.

Schools

Leonardtown students are served by St. Mary's County Public Schools. The area is home to Leonardtown Elementary School, Leonardtown Middle School, and Leonardtown High School — one of the most recognized schools in the county with a strong academic track record and diverse extracurricular offerings.

Why Buyers Choose Leonardtown

Leonardtown is the gem of St. Mary's County. It combines authentic small-town charm with a thriving downtown scene, waterfront access, and easy proximity to NAS Pax River. It appeals to buyers who appreciate community, character, and convenience in equal measure.

Ready to explore homes in Leonardtown? Contact Sarah Mulford-Martin at The Liberty Home Team — (410) 279-6341.

 

Overview for Leonardtown, MD

15,979 people live in Leonardtown, where the median age is 38.3 and the average individual income is $54,721. Data provided by the U.S. Census Bureau.

15,979

Total Population

38.3 years

Median Age

Low

Population Density Population Density This is the number of people per square mile in a neighborhood.

$54,721

Average individual Income

Around Leonardtown, MD

There's plenty to do around Leonardtown, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

1
Car-Dependent
Walking Score
25
Somewhat Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including The Real Food Studio, Smash House, and T&J’s Cove.

Name Category Distance Reviews
Ratings by Yelp
Dining 0.94 miles 11 reviews 5/5 stars
Dining 1.54 miles 31 reviews 4.8/5 stars
Dining 1.5 miles 28 reviews 4.6/5 stars
Active 1.55 miles 4 reviews 5/5 stars
Active 2.12 miles 4 reviews 5/5 stars
Beauty 1.48 miles 16 reviews 4.6/5 stars

Demographics and Employment Data for Leonardtown, MD

Leonardtown has 5,644 households, with an average household size of 2.76. Data provided by the U.S. Census Bureau. Here’s what the people living in Leonardtown do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 15,979 people call Leonardtown home. The population density is 260.18 and the largest age group is Data provided by the U.S. Census Bureau.

15,979

Total Population

Low

Population Density Population Density This is the number of people per square mile in a neighborhood.

38.3

Median Age

48.69 / 51.31%

Men vs Women

Population by Age Group

0-9:

0-9 Years

10-17:

10-17 Years

18-24:

18-24 Years

25-64:

25-64 Years

65-74:

65-74 Years

75+:

75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree
5,644

Total Households

2.76

Average Household Size

$54,721

Average individual Income

Households with Children

With Children:

Without Children:

Marital Status

Married
Single
Divorced
Separated

Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in Leonardtown, MD

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Leonardtown. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating

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