Welcome to Hollywood Shores, a friendly Hollywood neighborhood in St. Mary's County. You'll find homes tucked along Riverside Drive, Skyview Drive, Jones Wharf Road, Coles Drive, Hillendale Road and Meadow Road. Browse the current Hollywood Shores homes for sale below. If you're curious about any of these Hollywood Shores listings, click "Request More Information" on the property's page to receive disclosures, sales history, and recent sold prices nearby.
Hollywood Shores Homes for Sale
2 Beds2 Baths3,140 SqFt
43979 DRUM CLIFF RD, Hollywood, MD 20636
MLS# MDSM2027928
Listed by CENTURY 21 New Millennium
3 Beds2 Baths2,150 SqFt
26188 SKYVIEW DR, Hollywood, MD 20636
MLS# MDSM2019186
Listed by Elrod & Associates Real Estate, Inc
Hollywood, MD Real Estate
Looking beyond Hollywood Shores? Explore all Hollywood homes for sale and learn more about living in Hollywood, MD.
Hollywood Neighborhoods
Land O Lakes
A charming Hollywood neighborhood with homes on Riva Ridge Drive and Gallant Man Drive.
Red Hill
A welcoming Hollywood neighborhood with homes along Joy Chapel Road and Emma Lane.
Brooks Knolls
A friendly Hollywood neighborhood tucked along Remington Court and Wheatherby Drive.
Explore all Hollywood Homes for Sale
Browse every Hollywood, MD home for sale.
Hollywood Area Schools
Hollywood Shores is part of St. Mary's County Public Schools. For 2026-27, homes here are zoned for Captain Walter F. Duke Elementary School, Leonardtown Middle School and Chopticon High School. Just so you know, under a phased redistricting starting in 2026-27, this area is moving from Leonardtown High to Chopticon High. School assignments can vary by address, so it's always a good idea to double-check with SMCPS.