Hollywood Homes for Sale
Are you in search of Hollywood, Maryland homes for sale? Look no further! Hollywood MD boasts a charming array of real estate options. With its scenic landscapes and friendly atmosphere, Hollywood MD is the perfect place to call home. Whether you're a first-time buyer or looking to invest in property, our extensive property listings feature a diverse range of residential properties to suit every taste and budget. From quaint houses nestled in quiet neighborhoods to luxurious estates with breathtaking views, Hollywood MD offers something for everyone. Trust THE SOUTHSIDE GROUP, your local realtors to guide you through the home buying process and help you find the perfect investment property in this idyllic Maryland locale.
Included below are homes for sale in Hollywood. If you would like more information on any of these Hollywood real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.
And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Hollywood listings come on the market.
Homes for Sale in Hollywood
MLS# MDSM2032232
Listed by EXP Realty, LLC

MLS# MDSM2032158
Listed by Coldwell Banker Premier

MLS# MDSM2030108
Listed by RE/MAX One

MLS# MDSM2032328
Listed by RE/MAX One

MLS# MDSM2032092
Listed by HomeZu by Simple Choice

MLS# MDSM2032136
Listed by HomeZu by Simple Choice

MLS# MDSM2032448
Listed by O'Brien Realty ERA Powered

MLS# MDSM2032444
Listed by Home Towne Real Estate

MLS# MDSM2032330
Listed by JPAR Real Estate Professionals

MLS# MDSM2032302
Listed by The Southside Group Real Estate

MLS# MDSM2032270
Listed by Open Door Brokerage, LLC

MLS# MDSM2031498
Listed by CENTURY 21 New Millennium

MLS# MDSM2031652
Listed by KW Metro Center

MLS# MDSM2031880
Listed by RE/MAX One

MLS# MDSM2032082
Listed by CENTURY 21 New Millennium

MLS# MDSM2031164
Listed by HomeZu by Simple Choice

MLS# MDSM2032128
Listed by CENTURY 21 New Millennium

MLS# MDSM2031906
Listed by RE/MAX One

MLS# MDSM2031412
Listed by O'Brien Realty ERA Powered

MLS# MDSM2031676
Listed by Berkshire Hathaway HomeServices PenFed Realty

MLS# MDSM2031616
Listed by EXP Realty, LLC

MLS# MDSM2031108
Listed by RE/MAX One

MLS# MDSM2030298
Listed by RE/MAX One

MLS# MDSM2030248
Listed by Redfin Corp

MLS# MDSM2030414
Listed by Pearson Smith Realty, LLC

MLS# MDSM2029240
Listed by Coldwell Banker Premier

MLS# MDSM2029782
Listed by Redfin Corp

MLS# MDSM2027928
Listed by CENTURY 21 New Millennium

MLS# MDSM2027926
Listed by Classic Select Inc

MLS# MDSM2019186
Listed by Elrod & Associates Real Estate, Inc

Hollywood Maryland
Living In Hollywood Maryland
Hollywood Maryland ZIP Code 20636 is a community from Patuxent River to Leonardtown with Highway 235 running north and south through the center of this community intersecting at the heart of the intersection of Highway 245 and 235. There are several smaller communities including winter seat and Land O Lakes, just north of the intersection as well as the Greenwell State Park on the Patuxent River.
This unincorporated community is part of St. Mary's County and was founded back in 1867 when a store owner at Thompson's general store near the Uniontown section of Hollywood required a name for the post office inside the store. No, it's not named for the celebrity-packed Mecca of California, but the gigantic Holly tree planted in front of the store, thus the community was named Hollywood.
Things to do in Hollywood Maryland
This isn't just a little blip on the map; Hollywood Maryland has a variety of fun things to do, places to see, and sites to explore. The Greenwell State Park is one of the premier destinations for anyone in the St. Mary's County area. Nestled on the Patuxent River, a great place to bring your dog. Whether you're hiking, enjoying the river, or just relaxing, this state park is a great destination.
The Cow and the Fish is a local dining favorite located at 251883 Notch Rd. in Hollywood. This unique dining establishment offers fantastic local seafood such as scallops and shrimp. Whether it's a special occasion or a casual lunch, this is one of our favorite places to eat dinner.
The Sotterley Historic Plantation is a unique destination located at 44300 Sotterley Ln. It features an 18th-century house sitting on a high bluff with beautiful views of the river. This is a great destination for learning about the area's history and a fantastic venue for events, weddings, and any occasion. This plantation sits on the hillside overlooking the Patuxent River, originally a 2000 acre property built in 1703.
Hollywood Real Estate
Because this is an unincorporated community, houses are spread out throughout the region but also carry a Hollywood address. Homes are typically priced from $125,000-$800,000 with the median home price being right around $400,000. Whether you looking for acreage, larger homes, fixer-upper's, waterfront property, or homes close to town, you'll find a variety of styles, designs, and ages of homes in Hollywood.
Hollywood Schools
Hollywood is part of the St. Mary's County public school district however, the Hollywood elementary school is located right in town. School-age children are assigned to this elementary school, the Esperanza middle school, and the Leonardtown high school, about 2 to 5 miles from most homes in Hollywood. The high school receives excellent ratings from parents and students alike. Both the elementary and the middle school also received high marks.
"Absolutely love everything about this school. The staff is amazing and the learning environment is above par. Absolutely thrilled my children attend this school" - Niche.com on Hollywood Elementary
For more information on Hollywood Maryland real estate, homes for sale, and waterfront property, contact me below. I'd love to help you find the perfect Hollywood MD property for your needs and your budget. Browse available listings above at any time.

