Discover Hollywood with
The Southside Group
Hollywood is a rural St. Mary's County community stretching from Route 235 east to the Patuxent River. Creeks, coves, and river frontage give many homes a water view or a pier, while inland roads offer wooded lots and farm land. Historic Sotterley and Greenwell State Park are both right here.
Local Insights
We help buyers compare Hollywood homes by water access, pier and shoreline details, flood zone, well and septic, and the drive to the base, so you can focus on the right homes before you tour.
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Market Updates
Wondering what waterfront and inland homes nearby have sold for? Ask us for a current report of recent Hollywood closings.
About Hollywood, MD
Hollywood is an unincorporated community in St. Mary's County, and addresses use ZIP code 20636. It sits between Route 235 and the Patuxent River, north of California and east of Leonardtown.
Sotterley, a plantation site on the Patuxent dating to 1703, is now a museum that tells the full history of the people who lived and worked there, including those who were enslaved.
Greenwell State Park, also on the river, offers trails, horseback riding, and river access. Many residents commute to Naval Air Station Patuxent River, a short drive south.
Hollywood Real Estate
Hollywood offers a mix of waterfront and rural homes. Here is a general picture of what buyers usually find.
Waterfront homes sit along the Patuxent River and creeks that feed it. Some have piers, boat lifts, or deep water, but every shoreline is different.
Inland homes include ranchers, colonials, and custom homes on wooded lots, plus some subdivisions near Route 235.
Farm properties and land come up for sale on the quieter back roads.
Hollywood is unincorporated, so homes pay St. Mary's County and state property taxes only.
Waterfront prices vary widely with frontage, water depth, and pier condition. Ask us for recent sales near the homes you like.
Homes
Options
Living
Home Styles
Hollywood Residential Sections
Patuxent Riverfront
Homes with direct river frontage and wide views.
Creek and Cove Homes
Homes along the creeks that feed the Patuxent, often with calmer water.
Route 235 Area
Subdivisions close to shopping and the drive to the base.
Near Sotterley and Greenwell
Rural roads close to the historic site and the state park.
Farm and Wooded Lots
Quiet back roads with farms and homes tucked into the trees.
Residential section names, property types, and association requirements may vary by listing and legal subdivision. Buyers should confirm each property's subdivision, ownership structure, association documents, fees, and applicable restrictions before purchasing.
Schools & Education
Public Schools
St. Mary's County Public Schools runs the public schools for Hollywood.
Schools in the Hollywood area include:
The school board redistricted the Hollywood area from Leonardtown High School to Chopticon High School in March 2026, with some current students allowed to stay at Leonardtown. These schools are examples, not guaranteed assignments for every Hollywood address. Buyers should confirm the assigned schools for a specific property with St. Mary's County Public Schools before buying.
Private and Alternative
Private and faith based schools are located across St. Mary's County. Contact each school directly for admissions, tuition, and transportation details.
Colleges
College of Southern Maryland
The College of Southern Maryland has a campus in nearby Leonardtown, offering associate degrees, certificates, and workforce training.
Universities Within Driving Range
St. Mary's College of Maryland is in southern St. Mary's County, and the University System of Maryland at Southern Maryland is nearby in California.
Things to Do and Local Lifestyle
Shopping and Restaurants
Hollywood has a country store feel, with local shops and restaurants near Route 235. Larger shopping is a short drive south in California and Lexington Park.
Parks and Outdoor Recreation
Greenwell State Park has trails for hiking, biking, and horseback riding, plus river access. The Patuxent and its creeks are popular for boating, kayaking, and fishing.
Entertainment and Community Activities
Sotterley hosts tours, programs, and seasonal events on the river. Local fairs, volunteer fire department events, and church gatherings keep the calendar full.
Getting Around
Major Roads
Route 235 (Three Notch Road) runs north toward Mechanicsville and south toward California and Lexington Park. Route 245 connects Hollywood with Leonardtown.
Nearby Communities
- California: Shopping and newer homes to the south.
- Leonardtown: The county seat to the west.
- Mechanicsville: Farm country to the north.
- Lexington Park: The base town to the south.
- Solomons: A waterfront town across the Patuxent.
- Charlotte Hall: A northern crossroads with a farmers market.
Commuting and Employment
Naval Air Station Patuxent River is a common commute. Test your drive at the times you would really travel.
Public Transportation and Airports
St. Mary's Transit System (STS) runs local routes. St. Mary's County Regional Airport in California serves private planes. Reagan National, BWI Marshall, and Dulles are within driving range.
Why Buy a Home in Hollywood?
1. Patuxent River Living
Many homes have river or creek frontage.
2. Room to Breathe
Wooded lots and farm land fill the back roads.
3. History Next Door
Sotterley sits right on the river.
4. State Park Trails
Greenwell State Park offers hiking and horseback riding.
5. Close to the Base
Naval Air Station Patuxent River is a short drive away.
6. Small Community Feel
Local stores and events keep it close knit.
Frequently Asked Questions About Hollywood MD
What county is Hollywood, MD in?
Hollywood is in St. Mary's County.
What ZIP code does Hollywood use?
What public schools serve Hollywood?
Are there waterfront homes in Hollywood?
What should I check on a waterfront home?
Do Hollywood homes use well and septic?
What is Sotterley?
What is Greenwell State Park?
How far is Hollywood from Naval Air Station Patuxent River?
How do I get more information on a Hollywood listing?