About Gillens Grove, Hollywood, MD
Gillens Grove is a residential subdivision in Hollywood, in St. Mary's County. County property records place its homes along Allston Lane, Anne Court, Kenneth Court, Keith Court, Henry Court and Helen Court.
Hollywood is unincorporated, so homes here pay St. Mary's County and state property taxes, and most addresses use ZIP code 20636. Route 235 (Three Notch Road) is the main road, running north toward Mechanicsville and south toward California and Lexington Park. Leonardtown, the county seat, is a short drive west.
Gillens Grove Real Estate
Homes in Gillens Grove come up for sale a few at a time, so recent comparable sales are the best guide to value. The Southside Group Real Estate can pull current listings and closed sales for these streets.
Before you buy, ask about well and septic versus public utilities, any HOA or covenants, lot lines and easements on the survey, and how the home is heated.
Schools & Education in Gillens Grove
Gillens Grove is in St. Mary's County and is served by St. Mary's County Public Schools (SMCPS).
According to the SMCPS Street Address Book, addresses in this neighborhood are assigned to:
- Elementary: Oakville Elementary School
- Middle: Leonardtown Middle School
- High: Chopticon High School. This area is moving from Leonardtown High School to Chopticon High School under a phased redistricting the Board of Education approved on March 18, 2026. It starts in the 2026/27 school year, and students already in high school may stay at their current school.
Some streets here are listed by address range, so a few homes may be assigned differently.
School assignments depend on the exact property address and can change. Verify assigned schools by address with SMCPS before making a decision.
Private Schools and Alternative Education
St. Mary's County also has private and faith-based schools. Grade levels, tuition and transportation vary by school, so contact each school directly.
Colleges and Higher Education
College of Southern Maryland: a regional community college serving Southern Maryland.
St. Mary's College of Maryland: a public liberal arts college in St. Mary's City.
Things to Do Near Gillens Grove
Historic Sotterley, a historic site on the Patuxent River, and Greenwell State Park are both in Hollywood. Shopping and dining are along Route 235, with more in Leonardtown and California.
Work with The Southside Group
Thinking about buying or selling in Gillens Grove? Contact The Southside Group Real Estate to see current listings, recent sales and what to check before you make a move.