Hollywood MD Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,804
Status:
Active
MLS#:
MDSM2028810
Type:
Single Family-Detached
Subdivision:
Broad Creek
Lot size:
0.19 Acres
Year built:
2015
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained home nestled in the heart of Hollywood, MD. This property offers the perfect blend of comfort, functionality, and Southern Maryland charm. The Preston model, built by Quality Built Homes, provides thoughtfully designed living spaces and a warm and inviting atmosphere, ideal for both everyday living and entertaining. The interior features a bright, open layout with generous room sizes and abundant natural light. Beautiful hardwood flooring flows throughout most of the first floor living space. The kitchen serves as the heart of the home, offering lovely maple cabinetry galore, granite countertops, and high end mostly new stainless steel appliances. An upgraded trim package add wainscotting and crown molding. The upper-level deck, just off the kitchen area, creates the perfect location to unwind and enjoy the private serene outdoor setting overlooking the woods and pond. Hardwood flooring continues upstairs and flows into the expansive primary bedroom and huge walk-in closet. The owner's suite also includes a lovely tiled bathroom with dual vanities, large corner soaking tub, separate water closet and the traditional QBH massive walk-in shower. Three more spacious bedrooms upstairs provide peaceful retreats with large closets in each. The additional hall bath is nicely done with tile flooring and a lovely tile tub surround. The laundry room, on this sleeping level of the home, provides additional convenience. This thoughtful layout supports both privacy and flexibility for a variety of lifestyles. The basement level is every family's dream, with loads of room to relax and unwind. The theatre room adds a special opportunity to curl up and watch your favorite movies on the projection screen with built-in wall speakers. An additional full bathroom round out this exceptional entertaining space. Step through the basement slider to the professionally installed brick paver patio and very private backyard. A six foot vinyl privacy fence encloses the outdoor space for games and entertaining alike. For your outdoor convenience, a shed was added to store lawn equipment and games. The two car expansive garage will not disappoint. Painted walls, epoxy floors and two garage door openers put the icing on this cake. Additional highlights and upgrades include solar panels fully paid for, NO front foot fee, in-ground outdoor sprinkler system serving the entire lush professionally maintained lawn, extensive home security system wired for six cameras, additional hardscaped flower beds, tankless hot-water heater, ceiling fans and custom blinds throughout, under cabinet kitchen lighting, new double ovens (w/air-fry, convection and conventional baking), newer LG vista-view refrigerator, pre-wired surround sound, gas fireplace and a 2:10 home warranty until May '26. Whether you're looking for your first home, your next chapter, or a peaceful place to settle down, 43361 Quail St delivers comfort, convenience and classic Southern Maryland living. (Note-county tax record is incorrect for below grade finished sq ftg) New professional pictures 1/9/26. Open house 1/11/26

Beds:
4
Baths:
3.00
Sq.Ft.:
2,312
Status:
Active
MLS#:
MDSM2028686
Type:
Single Family-Detached
Subdivision:
Red Hill
Lot size:
1.02 Acres
Year built:
1977
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Multiple offers in. all offers due by 1:00 Monday Jan 12. Beautifully maintained home in Hollywood, offering privacy and modern updates. New quartz countertops in kitchen, Laminate flooring, new interior doors, replacement windows and a 2015 roof with owned solar panels on the back side. The HVAC system (heat pump with oil backup) was replaced in 2016 for year-round efficiency. The lower level includes a 4th bedroom, full bath, and a spacious family/game room, with a walk-out basement leading to a serene, wooded backyard. Designed for entertaining, enjoy cookouts on the upper deck, relaxation on the lower deck, or gatherings on the newly built custom patio with a built-in firepit. A newly paved driveway (2024) leads to an oversized 23' x 24' garage and a 24' x 12' workshop with a workbench and cabinets, completing this move-in-ready home!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
MDSM2028732
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.32 Acres
Year built:
1948
Courtesy: Real Broker, LLC 855-450-0442
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ADDITIONAL INFORMATION

This completely renovated Cape Cod proves that the best things truly do come in cozy packages. Inside, no detail was overlooked. Every bathroom has been fully refreshed with new vanities, vanity lighting, mirrors, toilets, showers, and updated fixtures throughout. The kitchen shines with brand-new countertops, sink, faucet, window, and a full suite of appliances—including refrigerator, range, and dishwasher—perfectly complemented by new flooring, doors, door hardware, and light fixtures across the home. Fresh paint throughout, including ceilings, creates a bright, cohesive feel, while updated outlets, thermostat, baseboard heat covers, washer, dryer, and staircase components add everyday comfort and peace of mind. Behind the walls, the upgrades continue. The entire home features new drywall, fully updated wiring, upgraded plumbing, new electrical connections, and a brand-new circuit breaker box with an upgraded electrical connection from SMECO. Structural improvements include replaced joists where needed, buried gutter drains, replaced damaged siding, and a newly installed French drain trench in the basement with new sump pumps. The lower level has been thoughtfully improved with painted floors and foundation, new basement windows, upgraded lighting, and electrical improvements—creating a clean, functional space ideal for storage or future use. Exterior enhancements include a new front door, back door, porch, shutters, front door columns, porch lighting, house exhaust cap, painted storage areas, and freshly painted foundation and basement. Every inch of this home reflects careful craftsmanship and intentional upgrades—making it the perfect opportunity for a buyer seeking charm, reliability, and a truly turnkey experience.

Beds:
6
Baths:
5.00
Sq.Ft.:
4,913
Status:
Active
MLS#:
MDSM2028576
Type:
Single Family-Detached
Subdivision:
Forrest Farm
Lot size:
0.74 Acres
Year built:
2009
Courtesy: RE/MAX One 443-771-8009
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ADDITIONAL INFORMATION

Located on a quiet cul-de-sac in the sought-after Forrest Farm community, this beautifully maintained ranch-style home offers exceptional space, flexibility, and thoughtful design throughout. Inside, an open and airy floor plan is highlighted by hardwood and ceramic tile flooring, crown molding, and chair rail accents. The gourmet kitchen is designed for both everyday living and entertaining, highlighted by stainless steel appliances, a large center island and pantry, and seamless flow into the family room, where a gas fireplace creates a warm gathering space. The main level offers true one-level living, including two generously sized bedrooms and a spacious primary suite with a soaking tub, deluxe shower, walk-in closet, and private bath. A main-level laundry room adds everyday convenience. The fully finished walk-out lower level dramatically expands the living space and is ideal for multigenerational living, guests, or entertaining. This level features a massive recreation room, wet bar, three additional bedrooms, and two full bathrooms, along with a dedicated sauna room, creating a private wellness retreat at home. A small unfinished storage area provides practical storage and includes additional laundry hookups, offering flexibility for future use. Outdoor living is equally impressive, with a front porch, two-story shed, expansive deck, and patio overlooking mature trees and wooded views, providing privacy and a peaceful setting for relaxing or hosting gatherings. A side-entry three-car garage and generous driveway offer ample parking and storage. Residents of Forrest Farm enjoy access to community amenities, including a pool, sports courts, and playgrounds, which enhance the lifestyle this neighborhood provides in a most convenient location. Offering the ease of main-level living combined with a fully finished lower level designed for versatility, this home delivers space, comfort, and exceptional value in one of the area’s most desirable communities.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,631
Status:
Active
MLS#:
MDSM2028542
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.5 Acres
Year built:
2026
Courtesy: RE/MAX One 443-295-6123
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ADDITIONAL INFORMATION

TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon. Plans to break ground Jan/Feb 2026 with a projected completion date of June/Aug 2026 or sooner. Front of the home will showcase Board & Batten vinyl siding, black framed Double-Hung, Low-E windows, a 6x24' covered front porch with black metal roofing. Rear and sides of the home with Vinyl Lap Siding and 6x8' patio. 30 Year Architectural Shingle Roof. Interior of the home will include Luxury Vinyl Plank on the entire main level which includes 9ft ceilings, foyer with coat closet, an expansive eat-in gourmet kitchen with high quality cabinetry, SS appliances, upgraded countertops, center island and designated pantry, dining area, nearby living room, laundry room, half bath and access to the 2 car garage. The second level includes a spacious Primary Bedroom with Tray Ceiling and Ensuite that includes LVP flooring, dual vanities, a walk-in shower with tile surround, plus a walk-in closet. Two additional bedrooms and a second full bath with LVP flooring, tub/shower combo and custom tile surround. Builder warranties include: 10 Year Structural Warranty, 2 Year Manufacturer Warranty

Beds:
6
Baths:
3.00
Sq.Ft.:
1,716
Status:
Active
MLS#:
MDSM2028652
Type:
Single Family-Detached
Subdivision:
Gillens Grove
Year built:
1980
Courtesy: XRealty.NET LLC 888-838-9044
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ADDITIONAL INFORMATION

Classic two-story Colonial located on a quiet cul-de-sac in the desirable Gillens Grove community of Hollywood, MD. Offering approximately 1,716 square feet, this home features 3 bedrooms & 3 bathrooms and sits on a generous 37,343 sq ft lot, providing ample space and privacy. Conveniently located near schools, shopping, and commuter routes.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,488
Status:
Active
MLS#:
MDSM2027242
Type:
Single Family-Detached
Subdivision:
Willow Brook Estates
Lot size:
2.05 Acres
Year built:
2003
Courtesy: KW Metro Center 703-535-3610
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ADDITIONAL INFORMATION

Beautiful 5 bed/3.5 bath home on quiet cul-de-sac in lovely Hollywood neighborhood. Walking distance to Hollywood Elementary and neighborhood park. Main level and upper level (5 bed/2.5 bath) are freshly painted throughout. Everyone will love the gleaming hardwood floors. Walk-out basement has tiled flooring, pellet stove, wet bar, full bath and ample storage. Kitchen is upgraded with granite, stainless appliances and pantry. This home offers multiple outdoor areas for entertaining and a spacious yard with nice landscaping and lots of hardscape. Roof and HVAC replaced in 2022; new gutters and leaf guard too! All yard equipment including sit down mower are included in sale. Home shows very well and is in move in condition

Beds:
3
Baths:
2.00
Sq.Ft.:
3,140
Status:
Active
MLS#:
MDSM2027928
Type:
Single Family-Detached
Subdivision:
Hollywood Shores
Lot size:
1.01 Acres
Year built:
1945
Courtesy: CENTURY 21 New Millennium 301-609-9000
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ADDITIONAL INFORMATION

Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with dormers, to further expand living space with even more stunning panoramic views. Enjoy the outdoors from the large rear deck or take advantage of direct water access with a private pier, jet ski ramp, boat lift, pier-side storage shed, and small beach area at the water’s edge. The pier provides easy access to navigable waters, perfect for boating, fishing, and exploring the Patuxent River, the Solomons Island area and the many Chesapeake waterways. A detached screened patio with a wood burning stove invites outdoor dining or peaceful relaxation with picturesque water views. Set in a peaceful, private country setting, this property invites you to entertain or just simply relax and unwind while enjoying unforgettable sunrises and sunsets over the water, all from the comfort of your own backyard. Don't miss this rare opportunity to enjoy your own piece of waterfront paradise. The horse shoe style driveway with parking area offers plenty of off street parking. The home is being sold in as-is condition. Septic testing found the current mid-seam septic tank to be in "unacceptable" condition. The cost of the tank replacement could potentially be offset, or possibly covered, through the The Maryland Bay Restoration Fund. Interested purchasers may want to contact the St. Mary’s County Health Department’s Clear Water Program, which administers the Bay Restoration Fund (BRF) in St. Mary’s County, for further information.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,080
Status:
Active
MLS#:
MDSM2027926
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
1.49 Acres
Year built:
1947
Courtesy: Classic Select Inc 571-899-4949
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ADDITIONAL INFORMATION

3 bedroom 2 bath detached single family home situated on a beautiful private lot (1.49 acre). HUD MAKES NO REPAIRS. HUD CASE#241-765957). EQUAL HOUSING OPPORTUNITY. GROUND RENT/HOA/CONDO FEES/FF Fees if any to be verified by purchaser. All offers submitted to HUDHOMESTORE for bid status and availability visit HUDHOMESTORE.

Beds:
3
Baths:
1.00
Sq.Ft.:
3,234
Status:
Active
MLS#:
MDSM2027422
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.56 Acres
Year built:
1941
Courtesy: RE/MAX One 443-771-8009
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ADDITIONAL INFORMATION

Great investment opportunity with this current residential use property. 3 BR 1 BA centrally located in Hollywood. Property is zoned TMX that allows for many uses. Use existing rental as it is until commercial plans are approved to help pay for zoning and engineering as well as the taxes. Or use it for yourself and with a little sweat equity you can have a nice home that has main floor bedroom and two upstairs. Don't forget the one car garage.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,769
Status:
Active
MLS#:
MDSM2027612
Type:
Single Family-Detached
Subdivision:
Broad Creek
Lot size:
0.19 Acres
Year built:
2015
Courtesy: Pearson Smith Realty, LLC 571-386-1075
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ADDITIONAL INFORMATION

Motivated Sellers!!!!SOLAR PANELS ARE FULLY PAID FOR AND YOUR ELECTRIC BILLS ARE PRACTICALLY NONEXISTENT!!This beautifully maintained and upgraded Preston model by Quality Built Homes, built in 2015, has been lovingly cared for by the original owners and is completely move-in ready. The grand kitchen features Maple cabinets, granite countertops, and top-notch appliances, including a LG INSTA VIEW refrigerator with 4 TYPES OF ICE and double ovens with a GE Profile Convection oven and built-in Air Fryer option. Upper level has 4 bedrooms and 2 full bathrooms, upper level laundry room, owner’s suite is enormous, with a walk-in closet and a private bathroom showcasing the QBH signature tiled shower and a corner soaking tub. The basement offers a fantastic recreation area with a bar, pool table, arcade game, and dartboard, as well as a theater room with a projector, projection screen, high-end theater chairs, surround sound, and a plug-and-play system. The backyard is spectacular, featuring a huge deck overlooking the trees and pond, a 6-foot white vinyl privacy fence, and a brick paver lower-level patio. Additional upgrades include an inground sprinkler system and a comprehensive home security system hard wired for up to 6 cameras. Garage is finished with painted walls, and custom epoxy floor. You have to see this home!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,094
Status:
Active
MLS#:
MDSM2027268
Type:
Single Family-Detached
Subdivision:
Forrest Farm
Lot size:
1.91 Acres
Year built:
2006
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-394-0990
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ADDITIONAL INFORMATION

Welcome to this spacious and beautifully maintained home featuring 4 bedrooms and 3.5 bathrooms, perfectly designed for both everyday living and entertaining. A charming front porch welcomes you into the home, setting the tone for its warm and inviting atmosphere. The heart of the home is a large kitchen that opens into a bright and airy great room, creating the perfect gathering space for family and friends. The expansive owner's suite offers a peaceful retreat with room to relax and unwind. Enjoy year-round outdoor living on the rear screened-in porch, overlooking 2 acres of beautifully landscaped grounds and a generous yard—ideal for play, gardening, or simply enjoying the outdoors in privacy. The home also offers a large, finished basement, providing flexible space for a media room, gym, office, or additional living area. With tons of storage throughout, there’s plenty of room to keep everything organized and out of sight. Located in a welcoming neighborhood with access to a community pool and playgrounds, this home combines comfort, space, and lifestyle—all in one exceptional package.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,096
Status:
Active
MLS#:
MDSM2025876
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.69 Acres
Year built:
1955
Courtesy: Home Towne Real Estate 301-862-4000
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ADDITIONAL INFORMATION

Welcome to your charming retreat in the heart of Hollywood, MD! This delightful property features a cozy front porch that invites you to unwind and enjoy the serene surroundings. Nestled on over an acre of lush, level land, this home provides a picturesque view of nature's beauty. Imagine sipping your morning coffee while deer occasionally grace the yard with their presence. The tranquility and privacy offered by this spacious lot make it an ideal setting for those seeking a peaceful oasis

Beds:
4
Baths:
3.00
Sq.Ft.:
2,671
Status:
Active
MLS#:
MDSM2028000
Type:
Single Family-Detached
Subdivision:
Sotterly Manor
Lot size:
1.07 Acres
Year built:
2002
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom. 3 additional bedrooms and a full bathroom. The detached garage has a loft style apartment with kitchen and full bathroom. Pier with both stair and path access . Sailboat depth with 6' MLW. Close to area amenities and access to Route 235. Schedule your online appointment today.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
MDSM2027718
Type:
Single Family-Detached
Subdivision:
Barnes Estates
Lot size:
0.15 Acres
Year built:
1996
Courtesy: O'Brien Realty ERA Powered 301-884-7400
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ADDITIONAL INFORMATION

Welcome Home! This charming ranch-style home built in 1996 features a thoughtfully designed layout that maximizes space and functionality, with three bedrooms and 1 full bathroom. Step inside to discover a warm and inviting atmosphere, enhanced by laminated flooring that flows seamlessly throughout the living areas. The kitchen is equipped with Stainless Steel appliances,Vinyl flooring and deck access. The property boasts a spacious deck, perfect for outdoor gatherings or quiet evenings under the stars by your very own fire pit. It includes three dedicated storage sheds, providing ample space for all your gardening tools and outdoor equipment. The driveway and off-street parking ensure convenience for you and your guests. Don't miss your chance to own this ready to move-in home in a great location!

Beds:
3
Baths:
4.00
Sq.Ft.:
4,241
Status:
Active
MLS#:
MDSM2027726
Type:
Single Family-Detached
Subdivision:
Marva Point
Lot size:
0.58 Acres
Year built:
1973
Courtesy: Infinitas Realty Group 240-925-2224
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ADDITIONAL INFORMATION

Welcome to a luxuriously crafted waterfront home where design and comfort meet the tranquility of coastal living. Perfectly positioned to capture sweeping views of Cuckold Creek, this residence showcases exceptional finishes and attention to detail throughout. The Hardie board exterior, accented by lush landscaping and a charming gazebo overlooking the shoreline and pier, evokes a timeless Dutch Colonial aesthetic with modern coastal flair. Step inside and experience luxury and scenic water views at every turn — from the stunning owner’s suite to the showstopping kitchen featuring top-of-the-line appliances, including a Miele coffee system, and beautifully detailed cabinetry. The inviting living and dining spaces provide the perfect backdrop for entertaining or relaxing fireside while taking in the water views. Enjoy the convenience of TWO laundry rooms, one postured conveniently in the owner's suite and on the lowest level. Outside, your waterfront lifestyle continues with an impressive pier setup that includes a dock building equipped with an ice machine, refrigerator, and fish-cleaning station — plus power, water, and an outdoor shower. A 20,000 lb. boat lift makes accessing the open water effortless. With space available to add a detached garage or pool, this property offers both refined living and room to grow. Come experience the unmatched beauty, craftsmanship, and serenity of this one-of-a-kind waterfront home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
MDSM2027816
Type:
Single Family-Detached
Subdivision:
Holly Gaf Acres
Lot size:
0.93 Acres
Year built:
1970
Courtesy: Infinitas Realty Group 240-925-2224
View additional info

ADDITIONAL INFORMATION

This beautifully updated split-foyer in Hollywood strikes the perfect balance between charm and modern style. Fully renovated in late 2023 with quality updates throughout. Step inside to refinished hardwood floors, an open-concept main level, and sun-filled rooms. The kitchen shines with granite countertops, stainless steel appliances, and soft-close cabinetry, flowing into the expanded dining area with a new sliding glass door leading to a 10’x12’ pressure-treated deck with stairs—ideal for relaxing or entertaining. LED lighting throughout adds efficiency and modern appeal. The main level features three bedrooms, including a primary suite with custom-tiled shower, plus an updated hall bath. The bright lower level includes a spacious family room with walk-out access, a fourth bedroom with Jack-and-Jill bath, and a large laundry/utility room with ample storage. Outside, you’ll appreciate the 30’x50’ wood-framed fenced enclosure with welded wire mesh and the brush clearing along the rear tree line that expands usable space. Home warranty included. Conveniently located near marinas, schools, shopping, and NAS Pax River, this move-in-ready home offers both beauty and peace of mind.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,857
Status:
Active
MLS#:
MDSM2025422
Type:
Single Family-Detached
Subdivision:
Half Pone Point
Lot size:
0.63 Acres
Year built:
2015
Courtesy: CENTURY 21 New Millennium 301-862-2169
View additional info

ADDITIONAL INFORMATION

Waterfront Craftsman on the Patuxent River – Built for Coastal Living Experience the perfect blend of luxury and lifestyle in this stunning 2015 waterfront Craftsman home nestled on the Patuxent River. Designed for comfort and entertaining, the home showcases panoramic water views, a flowing open floor plan, and high-end finishes throughout. The heart of the home is the gourmet kitchen, featuring custom Woodburn's cabinetry, a designer tile backsplash, walk-in pantry, and adjoining formal dining space—perfect for hosting gatherings. Elegant coffered ceilings, extensive trim work, and custom built-ins enhance the home’s refined character, while hand-scraped hardwood flooring, stone, and tile add warmth and texture. An adjoining main-level in-law or guest suite includes its own full kitchen and laundry, offering privacy and flexibility for multi-generational living or long-term guests. A dedicated home office adds convenience for today’s work-from-home needs. Upstairs, you’ll find the spacious primary ensuite bedroom with a luxurious bath and custom closets, along with three additional bedrooms and two full baths. Two versatile flex rooms provide extra space for a media room, gym, or play area. Outdoor living is equally impressive, with covered spaces on both levels for relaxing or entertaining, and a private pier ideal for boating, crabbing, and watersports. The property also includes 1,060 sq ft of garage space, including a 35’ x 23’ two-car garage and a full-through third bay—perfect for storing lawn equipment, dock supplies, or recreational gear. Additional highlights include a geothermal heating and cooling system, yard irrigation, generator backup, and an expansive unfinished lower level ready for your personal touch.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,495
Status:
Active
MLS#:
MDSM2027874
Type:
Single Family-Detached
Subdivision:
Forrest Farm
Lot size:
2.35 Acres
Year built:
2006
Courtesy: CENTURY 21 New Millennium 301-862-2169
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ADDITIONAL INFORMATION

Welcome to this large colonial set on a private 2.3-acre lot in the desirable Forest Farms community. The main level features a dedicated office, a formal living room, a full bath, a bright sunroom, and a generous dining area perfect for entertaining. The family room has a two-story ceiling and open connection to the upper level, while the eat-in kitchen provides plenty of space for casual dining. Upstairs, you’ll find four spacious bedrooms and two full baths, The finished basement offers excellent flexibility with an in-law suite and a large unfinished storage room. Two laundry areas provide added convenience. Enjoy outdoor living on the welcoming front porch or the expansive back deck overlooking the private yard. A 50’ x 16’ parking area with an electric hook-up is ideal for an RV. Seller will replace roof with acceptable contract.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,728
Status:
Active
MLS#:
MDSM2027546
Type:
Single Family-Detached
Subdivision:
Winterseat
Lot size:
29.47 Acres
Year built:
1976
Courtesy: The Southside Group Real Estate 301-298-2892
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ADDITIONAL INFORMATION

Welcome to this extraordinary 29.5-acre wooded estate offering the perfect blend of craftsmanship, updates, and endless possibilities. Step inside the 2,700+ sq ft home and immediately admire the fine details, including the striking cedar beam accent and dual stairways that set the tone for its timeless character. At the heart of the home, the expansive kitchen impresses with sleek tile flooring, granite countertops, stainless steel appliances, and abundant cabinetry and counter space—a true chef’s dream. You’ll find an exquisitely updated guest bath, generously sized bedrooms, and a large owner’s suite complete with a walk-in closet and a spa-like en-suite showcasing floor-to-ceiling tile and a walk-in shower. The main level offers plenty of room to gather, with a large dining room, spacious family room, and a one-of-a-kind all-season room. The finished basement adds even more versatility with a cozy wood stove, three additional bedrooms, and a fully updated bathroom. Outdoors, enjoy two open field areas ideal for recreation, gardening, or even horses. A detached enclosed workshop with a separate 200-amp service provides the perfect space for hobbies or extra storage. Wildlife watching, gardening, or simply relaxing—this property invites you to live your dream lifestyle. Practical updates include a newer roof, A/C, furnace, well pump, and hot water heater for peace of mind. All of this just minutes from shopping, dining, Pax River, and more!

Beds:
3
Baths:
2.00
Sq.Ft.:
3,684
Status:
Active
MLS#:
MDSM2027822
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.01 Acres
Year built:
1987
Courtesy: Douglas Realty, LLC 410-255-3690
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ADDITIONAL INFORMATION

Welcome to your private retreat at 43447 Drum Cliff Rd! This charming 3-bedroom, 2-bath home sits on 3 scenic acres in the heart of Hollywood, offering the perfect mix of peace, privacy, and modern updates. Inside, you'll find brand new carpet in the upstairs bedrooms, real tile in the kitchen, and bamboo hardwood flooring in the dining area. A new French door opens to a brand new back deck, ideal for relaxing or entertaining. The finished basement provides flexible space, and a cozy wood-burning fireplace—currently being repointed at the cap—adds warmth and charm. The exterior is just as impressive, featuring a massive 4-car garage/workshop with an added split system, perfect for hobbies or storage. The 3-acre lot invites adventure with room for 4-wheelers, bike rides, or peaceful walks to the stream and pond. Other recent updates include a new hot water heater, replaced electrical panel (in progress), and a freshly pumped septic system. Inspection report available upon request—all red-flag items have already been addressed. Don’t miss this unique opportunity to own a move-in-ready property with space to spread out and make your own!

Beds:
5
Baths:
3.00
Sq.Ft.:
1,856
Status:
Active
MLS#:
MDSM2026024
Type:
Single Family-Detached
Subdivision:
Fenwick Manor
Lot size:
1.45 Acres
Year built:
1996
Courtesy: EXP Realty, LLC 833-335-7433
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ADDITIONAL INFORMATION

Private 5-Bedroom Home Near Patuxent River – Minutes from Parks, Towns & Water Access. No HOA. Tucked away in a peaceful, private setting, this spacious 5-bedroom, 3-bathroom home offers a rare combination of seclusion and convenience. Located just one mile from the Patuxent River and boat ramp access, and right down the street from Greenview State Park with its beach and scenic trails, this home is also close to Leonardtown, Solomons Island, and Dorsey Park. From the moment you arrive, you’re greeted by a beautifully landscaped entrance featuring two spiral evergreen trees and a stone circle filled with white marble rock. With over $5,000 invested in trees, flowers, and shrubs—including Green Giant and Emerald Arborvitae, roses, snapdragons, crape myrtle, hydrangeas, ornamental grasses, boxwoods, wildflowers, and wild raspberry bushes—the curb appeal is truly stunning. The oversized driveway provides plenty of parking and easy maneuvering for multiple vehicles, all located along the side of the home for a clean, elegant front view. White marble rock lines the driveway for both aesthetic and drainage benefits. The backyard is a showstopper—cleared, graded, and mostly enclosed by a 6’ white vinyl privacy fence, offering a flat, grassy area ideal for entertaining, pets, or play. A wood-built shed with a shingle roof and dual lean-to sides offers convenient, covered storage for lawn equipment. Inside, the home is filled with thoughtful details and modern touches. The kitchen features marble countertops, a deep farmhouse sink, LED under-cabinet lighting, and stylish black hardware throughout. The upstairs family room boasts 14’ vaulted ceilings and a unique 1800s hand-hewn oak beam mantle salvaged from a historic tobacco barn in nearby Chaptico. A hidden entertainment center includes a conduit for discreet cable management and tech organization. Key Updates & Features Include: 5 Bedrooms / 3 Bathrooms Brand new HVAC unit (2025) for upstairs + both systems serviced June 2025 New architectural shingle roof (2023) Whole-house sediment + UV light water filtration system New well pump and expansion tank (2023) Electric fireplace with multiple flame and color settings + heat function WiFi-enabled garage door openers High ceilings in the garage Oversized driveway and side-facing garage for clean curb appeal This beautifully upgraded property offers space, privacy, and unbeatable access to nature, water, and charming Southern Maryland towns. Schedule your private showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,014
Status:
Active
MLS#:
MDSM2024584
Type:
Residential
Subdivision:
Pleasant Valley Farmstd
Lot size:
17.08 Acres
Year built:
2001
Courtesy: CENTURY 21 New Millennium 301-609-9000
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ADDITIONAL INFORMATION

This exceptional one-level rambler sits on 17 acres of peaceful, picturesque land, offering a rare blend of upscale living and rural charm. From the moment you arrive, you'll appreciate the serenity of the surroundings complete with scenic pond views, a circular paved driveway, and ample space for both leisure and purpose. Step inside to find an open-concept layout designed for both comfort and entertainment. The spacious living room features vaulted ceilings, a cozy gas fireplace, and large windows that frame the tranquil landscape. The attached 2-car garage provides everyday convenience, while the beautifully tiled back patio and fully equipped outdoor kitchen creates an ideal space for gatherings and quiet evenings alike. For those with a passion for vehicles, hobbies, or home-based business ventures, the impressive 3,500 sq ft detached garage is a true standout. It includes radiant floor heating, a full bathroom, a large bar area, and a motorcoach garage with full hookups—perfect for collectors, entrepreneurs, or large-scale entertaining. This property offers more than just luxury—it's packed with potential. Whether you're dreaming of a private equestrian estate, boutique vineyard, or fully operational farm, the flat, usable acreage provides endless opportunities. Open land is ideal for riding horses, training arenas, planting vines, or developing sustainable farmland. With plenty of space to expand, this is a versatile canvas ready to match your vision. Host weddings, events, or simply retreat to your own private sanctuary—41998 Pleasant Valley Dr has the space, amenities, and natural beauty to do it all. Don’t miss the video tour of this extraordinary property and imagine the possibilities!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,036
Status:
Active
MLS#:
MDSM2023576
Type:
Residential
Subdivision:
Forest Farm
Lot size:
2.17 Acres
Year built:
2003
Courtesy: Samson Properties 301-850-0255
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ADDITIONAL INFORMATION

Step into this inviting home designed for a retreat that fulfills your every desire. This modern ranch rambler features an open-concept layout with three bedrooms and two full bathrooms conveniently located on the main level. Just off the entrance, you'll find a cozy library nook or separate sitting space, perfect for enjoying quality time reading or chatting with friends. The focal point of the living area is the striking fireplace. The kitchen boasts bright open space with cabinets reaching the ceiling, a closet pantry, and stainless steel appliances. Adjacent to the kitchen, French double doors lead to a magnificent sunroom adorned with cathedral ceilings and Palladian windows that offer stunning views of the surrounding forest farms. Laundry can be done on the main level for your convenience. The master bedroom is generously sized, featuring his and her closets, along with a well-designed bathroom that provides ample space for personalization. The lower level offers an ideal rec room, workshop, or gym area, along with two guest bedrooms, a full bathroom, an extra laundry hookup, and convenient walk-up exit access.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,124
Status:
Active
MLS#:
MDSM2023390
Type:
Residential
Subdivision:
Forrest Farm
Lot size:
2.45 Acres
Year built:
2003
Courtesy: RE/MAX One 443-771-8009
View additional info

ADDITIONAL INFORMATION

Motivated sellers are offering up to $15k in closing costs to a qualified buyer with a reasonable offer. This stunning home offers 4 bedrooms with multiple walk-in closets, 4 full baths, and a partially finished basement. Recent updates include a new roof in April 2025, new garage doors scheduled for installation in late April, high efficiency HVAC upgrades on lower level in 2023 and the upper level in 2018. Nestled in the sought after Forrest Farm community on nearly 2.5 acres of tree lined land zoned for the Leonardtown school district. The main level boasts soaring vaulted ceilings, a formal dining room, a spacious living room, a full bath, and a private study, perfect for a home office. The heart of the home is the open-concept eat-in kitchen, seamlessly flowing into the comfortable family room, complete with a propane fireplace. With an additional 2-foot extension to the kitchen, study, and family room, this home offers even more space for gathering and entertaining. Upstairs, the luxurious owner’s suite features a generous sitting area, two large walk-in closets, and a private bath, your own peaceful retreat. Three additional well-sized bedrooms and another full bath complete the upper level. The walk-out, partially finished basement is a fantastic bonus, offering high 9’ ceilings, a full bath, and two ample storage areas, ready for your finishing touches. With a spacious 2-car garage and a picturesque setting, this home truly has it all. Don't miss your chance to make it yours!

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Hollywood 20636 Real Estate

Hollywood is located in Maryland. Hollywood, Maryland 20636has a population of 11,304. Hollywood 20636 is more family-centric than the surrounding county with 40.45% of the households containing married families with children. The county average for households married with children is 35.05%.

The median household income in Hollywood, Maryland 20636 is $129,948. The median household income for the surrounding county is $102,859 compared to the national median of $69,021. The median age of people living in Hollywood 20636 is 39.3 years.

Hollywood Weather

The average high temperature in July is 87.1 degrees, with an average low temperature in January of 26.9 degrees. The average rainfall is approximately 45.6 inches per year, with 14.5 inches of snow per year.

Hollywood Map

Hollywood Real Estate Market Conditions

  • Median sales price

    $449,500
    12.7%
    change since last quarter
  • # Active listings

    47
    30-day change

Hollywood Schools and Demographics

Education near Hollywood, MD

City County
High School Graduates 88.68 91.67
College Degree - 2 year 3.71 7.83
College Degree - 4 year 34.26 33.03
Graduate Degree 13.62 11.79
Expenditures per Student 15,242 15,242
Students per Teacher 15.9 15.9

Elementary Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Benjamin Banneker Elementary School PK - 05 683 15 20656
Chesapeake Charter School KG - 08 360 14.1 20653
Dynard Elementary School PK - 05 478 19.2 20621
Evergreen Elementary School PK - 05 795 19.3 20619
George Washington Carver Elementary School PK - 05 644 17 20634
Green Holly Elementary School PK - 05 602 14.6 20653
Greenview Knolls Elementary School PK - 05 408 17.9 20634
Hollywood Elementary School PK - 05 550 18.2 20636
Leonardtown Elementary School PK - 05 789 18.6 20650
Lettie Marshall Dent Elementary School PK - 05 648 19.9 20659
Lexington Park Elementary School PK - 05 540 17.6 20653
Mechanicsville Elementary School PK - 05 384 21.4 20659
Oakville Elementary School PK - 05 304 17.9 20659
Park Hall Elementary School PK - 05 670 17.7 20667
Piney Point Elementary School PK - 05 529 18.7 20690
Ridge Elementary School PK - 05 285 16.5 20680
Town Creek Elementary School KG - 05 234 14.2 20653
White Marsh Elementary School KG - 05 244 16.9 20659

Middle Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Esperanza Middle School 06 - 08 818 16 20653
Leonardtown Middle School 06 - 08 933 15.9 20650
Margaret Brent Middle School 06 - 08 992 17.4 20659
Spring Ridge Middle School 06 - 08 989 16.6 20653

High Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Chopticon High School 09 - 12 1,628 21.6 20660
Great Mills High School 09 - 12 1,549 17.8 20634
Leonardtown High School 09 - 12 1,831 20.8 20650

Ungraded Schools near Hollywood, MD

Grades Students P/T Ratio ZIP
Dr. James A. Forrest Career and Technology Center UG - UG 0 0 20650
St. Mary's County Evening High UG - UG 0 20650

Demographics near Hollywood, MD 20636

Zip Code City
Neighborhood Type Suburban
Population 11,304 113,209
Population Density 307 316
Median Age 39.3 36.7
People per Household 3.1 2.8
Median Household Income 129,948 102,859
Average Income per Capita 48,843 44,208

Real estate near Hollywood