Hollywood Real Estate

Hollywood Real Estate

Welcome to Hollywood, a charming town located in Saint Mary's County, Maryland, USA. Known for its picturesque landscapes and friendly community, Hollywood offers a perfect blend of small-town charm and modern amenities.

Nestled in the heart of Southern Maryland, Hollywood boasts a rich history dating back to the 17th century. Residents and visitors alike can explore historic sites such as Sotterley Plantation and experience the area's cultural heritage firsthand.

Nature enthusiasts will appreciate Hollywood's proximity to outdoor recreational opportunities. With easy access to the Patuxent River and numerous parks, residents can enjoy activities like boating, fishing, and hiking against the backdrop of stunning natural beauty.

In addition to its scenic surroundings, Hollywood provides a range of local shops, restaurants, and community events for residents to enjoy. Whether you're looking for a peaceful retreat or a vibrant social scene, Hollywood has something to offer everyone.

With its convenient location near major cities like Washington, D.C., and Annapolis, Hollywood provides the perfect balance of tranquility and accessibility. Experience the best of Maryland living in Hollywood – where history, nature, and community come together to create a truly special place to call home.

Newest Listings in Hollywood

$749,000
5 Beds ⋅ 3 Baths
Please Call Hannah Cole with any question.

44908 Hickory Landing Way, Hollywood

Listing courtesy of Exit Landmark Realty. Contact:

$650,000
3 Beds ⋅ 3 Baths
HORSE FARMETTE ! Boutique farm !! Perfect for horse enthusiasts or anyone seeking a serene countryside retreat. The property features a well-maintained 6 stall horse barn with tack room , complete with a loft for hay storage, concert floors in center of barn, fans installed. Electric and Hot & Cold Water, 2 wash stalls out side, heated water buckets, offering everything you need for horse care. Lighted Polo size Training Ring with obsvervatin area. Second barn for storage used as a run in for horses. Additional 2 car detached garage. AMAZING HOME, Unusual and spacious country kitchen completely updated Including a Wolf gas burner cooktop and a statement vent hood. opens up to Great room with cathedral ceilings, recessed lighting and beautiful windows all around for panoramic view of your gorgeous property. Frist floor masterbedroom and wonderful masterbath. Fabulous deck for relaxing and fun cookouts.

41557 Burnt Mill Dr, Hollywood

Listing courtesy of Residential Plus Real Estate Services. Contact: (301) 934-9985
$650,000
3 Beds ⋅ 3 Baths
HORSE FARMETTE ! Boutique farm !! Perfect for horse enthusiasts or anyone seeking a serene countryside retreat. The property features a well-maintained 6 stall horse barn with tack room , complete with a loft for hay storage, concert floors in center of barn, fans installed. Electric and Hot & Cold Water, 2 wash stalls out side, heated water buckets, offering everything you need for horse care. Lighted Polo size Training Ring with obsvervatin area. Second barn for storage used as a run in for horses. Additional 2 car detached garage. AMAZING HOME, Unusual and spacious country kitchen completely updated Including a Wolf gas burner cooktop and a statement vent hood. opens up to Great room with cathedral ceilings, recessed lighting and beautiful windows all around for panoramic view of your gorgeous property. Frist floor masterbedroom and wonderful masterbath. Fabulous deck for relaxing and fun cookouts.

41557 Burnt Mill Dr, Hollywood

Listing courtesy of Residential Plus Real Estate Services. Contact: (301) 934-9985
$5,000
ONLINE AUCTION: Bidding begins 10/15/2024 @ 10:00 AM. Bidding ends 10/17/2024 @ 11:00 AM. List Price is Suggested Opening Bid. Deposit: $5,000. ATTENTION INVESTORS! Water privileged, +/- 0.69 acre ( 30,056 SQFT ) lot of land located in St. Mary's County, MD. Zoned RPD, this parcel offers scenic views of the Patuxent River. The parcel is located JUST MINUTES to Myrtle Point Park & Greenwell State Park, with easy access to major traffic artery Three Notch Road.

24855 Half Pone Point Rd, Hollywood

Listing courtesy of Ashland Auction Group LLC. Contact: (410) 488-3124
$949,900
4 Beds ⋅ 4 Baths
Nestled along the picturesque Patuxent River waterfront, this stunning Cape Cod-style home offers breathtaking views of sunrises and sunsets that will leave you in awe. Featuring 4 bedrooms and 3.5 baths, this home provides ample space and comfort. The main house boasts a primary bedroom with an en suite on the first floor, along with a kitchen, dining room with a built-in bar, and a spacious family room, all offering incredible water views. A half bath and a convenient laundry room complete the first floor. Upstairs, two generously sized bedrooms share a full bath. An additional highlight of the property is the separate apartment above the garage, perfect for guests or extended family. It includes a spacious bedroom, full bath, and large living area, all with stunning water views. Step outside to your private pier, equipped with a 20,000 lb boat lift, jet ski lift, and a fish cleaning station, making it ideal for boating enthusiasts. Located just a short boat ride from Solomons Island and the Chesapeake Bay, this home offers the perfect waterfront lifestyle. With nearby parks and outdoor recreation options, it's a haven for nature lovers. Ample storage and parking are provided by a one-car garage, two-car carport, extended driveway, and a large storage shed. Whether you're seeking a year-round waterfront retreat or a weekend getaway, this home offers the perfect blend of serenity and adventure.

24762 Half Pone Point Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000
$899,000
DEEP WATER Don't miss this opportunity on some of the best waterfront you can find in Southern Maryland .Minutes from Solomons Island and the Chesapeake Bay. Close to shopping, restaurants,and entertainment. Build your waterfront oasis here. 4 lots totaling 2.5 acres on Hickory Landing Creek . There is only one address assigned to one of the lots , but the parcels included are parcels 193,917,and194 . 193 is .57 ac, parcel 917 is .43 ac and parcel 194 is 1.29 ac .Lots are located on deep water with a gorgeous view of the creek. Unlimited possibilities for potential home or homes. Land had an original well and septic, but new perc would be required. Perc should not be an issue with the elevation of the lots. No HOA or restrictions. Purchase to due their due diligence on building requirements. Owner will consider spliting the parcels and pricing would be slightly higher. Would prefer to sell as one. Do not enter the old cabin on property as it in bad condition. There is an old well on the property that may or may not be located. This will be a very private as lot and is wooded . A lifetime of beautiful views awaits your plans, Not many of these gems left.

45410 Clarks Mill Rd, Hollywood

Listing courtesy of RE/MAX 100. Contact:

$749,000
5 Beds ⋅ 4 Baths
Discover your dream home in the heart of Hollywood, Maryland! This exquisite 5-bedroom, 3.5-bathroom residence offers nearly 4,400 sq. ft. of living space on a generous 2.64-acre lot. As you enter, you'll be welcomed by elegant newly refinished hardwood floors that flow throughout the kitchen, dining room, half-bath, and hallway. The beautiful kitchen and dining area connect to the inviting back patio, perfect for entertaining. Cozy up by the gas fireplace in the spacious living room as the cool fall weather sets in. Venture upstairs via one of two stairways to find four generous bedrooms, including a luxurious primary ensuite featuring a cozy sitting room or home office. The fully finished walk-up basement is an entertainer's dream, boasting a 5th bedroom, a large entertainment area with a built-in bar, a bonus room, and a full bathroom. Step outside to your tranquil, tree-lined backyard, where you can relax on the charming brick patio. Don’t miss the chance to call this Hollywood gem your home! Schedule your showing today before it’s gone!

42142 Cider Ln, Hollywood

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400
$474,900
3 Beds ⋅ 3 Baths
Welcome home to this stunning farmhouse style colonial on just over 4 private acres! This home has been completely remodeled featuring a beautiful & bright main level with gorgeous plank flooring throughout, open kitchen & dining area with plenty of space & a cozy living room with a fireplace. Upstairs features a great master suite with a gorgeous tiled shower, soaking tub & double vanity along with 2 more bedrooms and a second beautifully updated bathroom. The unfinished basement is great for extra storage or a blank canvas for you to finish as your own. This home sits on an amazing lot, large & flat with gorgeous scenery all around and 3 decks to choose from to enjoy it all! There is also a mini detached garage with electric, great for more storage or your personal projects. Don't miss out on this wonderful property!

43288 Possum Trot Ln, Hollywood

Listing courtesy of Infinitas Realty. Contact:

$699,900
2 Beds ⋅ 2 Baths
ESTABLISHED INCOME-PRODUCING Pet Resort/Doggy Daycare/Grooming Business (Chesapeake Pet Resort) with a residence for LIVE-IN Manager/Owner or Additional Rental Income! This property includes 10 total buildings and has been maintained beautifully! There are NEW roofs on the Kennel, House and outbuildings, 2 NEW Oil Tanks, New Hot Water Heater, New Furnace, New A/C Unit and New washers/dryers! Two small cabins near the main house have wood decks and large dog yards, the large cabin near the house includes a large grassy yard with plenty of room for pets to play. Two additional cabins are located near the main office. The main building includes a laundry room, dry storage/food room, and 30 kennels with individual runs. A large laundry shed is located adjacent to the main building. Additional Green building has an additional 10 kennels, a bathroom and a play area. There are several separated large dog runs which provide plenty of room for training, walking, & playing! The Residence includes 2 Bedrooms, 2 bathrooms, a WOOD STOVE, a NEWLY REMODELED KITCHEN, and an office/den. The sales price includes the business and the real estate! Real estate alone is worth upwards of $400k! Currently there are 18-22 dogs daily in doggie daycare plus boarded animals. Space could easily accommodate 30-40 dogs daily plus cats! THIS IS A GREAT OPPORTUNITY to own a well established business that has been run like a well oiled machine! Call the Listing Agent Today to set up a Private Tour! Income Information Available Upon Request!

26120 Jones Wharf Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: (443) 968-9595
$789,900
5 Beds ⋅ 5 Baths
Professional Pictures Coming Soon. Welcome to this stunning brick-front colonial nestled in the sought-after Forrest Farm subdivision. This luxurious and spacious property, set on a 1+ acre corner lot, features an expansive open floor plan designed for both lavish entertaining and comfortable family living. Boasting nearly 5000 sq. ft. above grade and an additional 2500 sq. ft. in the basement, this home offers ample space for your family's every need. The grand two-story family room with a gas fireplace and a picturesque wall of windows creates a warm and inviting atmosphere. The formal living and dining rooms, morning room, study, and sunroom are bathed in natural light, perfect for hosting gatherings. The beautiful kitchen is a chef's dream, featuring granite countertops, an island, 42" cabinets, double ovens, a wine fridge, and a versatile area that can serve as a drink service station or a desk. The primary bedroom offers cathedral ceilings, a spacious sitting area, a beautifully tiled grand bath with dual shower heads, double sinks, and a large soaking tub, along with an expansive walk-in closet. The home includes four additional spacious bedrooms, accessible via dual staircases, ensuring privacy and convenience for everyone. The fully-finished basement features a fifth bedroom with an ensuite full bath, a large recreation area, a room wired for surround sound just waiting for you to creat your very own theater, adedicated space perfect for music lovers and a man-cave workshop! And there is even room for a pool table, which conveys with the property. Located on a large, flat lot that backs to trees, this lot offers a serene and private outdoor space. The lawn boasts a 15-zone irrigation system, ensuring lush greenery year-round. The 3-car side-load garage offers ample parking and storage. Enjoy access to a community center, tennis, pickleball, basketball, and volleyball courts, an in-ground pool, a playground, a sports field, and a disc golf course—all included in the low annual HOA dues. Located just 6 miles from Medstar St. Mary’s and 12 miles from PAX River Naval Air Station, this home offers easy access to schools, shopping, dining, and entertainment. Don't miss the opportunity to make this exquisite property your dream home!

23024 Holloway Ct, Hollywood

Listing courtesy of RE/MAX Closers. Contact: (301) 472-4422
$359,900
3 Beds ⋅ 2 Baths
This amazing 3 bedroom 2 bath home feels brand new, inside and out! This beautifully updated waterview property boasts new everything—from windows, doors, roof, and siding to a brand-new composite deck overlooking the expansive, fenced backyard. A second new composite deck leads you to the front door, offering the perfect spot to take in the serene water views. Inside, you’ll find top-of-the-line upgrades, including gleaming hardwood floors throughout, a modern kitchen with granite countertops, stainless steel appliances, and soft-close cabinets and drawers. Both bathrooms have been elegantly renovated, with the primary featuring a luxurious tiled walk-in shower. Additional updates include a new HVAC system, water heater, attic insulation, and an upgraded, newly insulated and graveled crawl space. Enjoy the perks of living in this sought-after water access community, just a 2-minute walk to the pool, clubhouse, and playground, with access to the community boat ramp, pier, and beach. Conveniently located for an easy commute to NAS Patuxent River. Schedule to see it before it’s gone!

43215 Riverside Dr, Hollywood

Listing courtesy of RE/MAX United Real Estate. Contact:

$125,000
Over three acres of buildable land in Hollywood! Conviently located off of McIntosh Road, with easy proximity to Hollywood or Leonardtown. Property is approved for a mound septic system. Come visit today and build your dream home.

42070 Seabrook Ln, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: (301) 862-2169
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