Hollywood MD Real Estate & Homes for Sale

VERY PRIVATE POINT of land with all-brick sprawling residence was designed to take full advantage of the waterfront lifestyle at this unique site. Cuckold Creek is highly sought after for boating and watersports, depth of water, surrounding value. This point has a unique private beach, a deep water private pier, and a beautiful elevation. Catch your own blue crabs at the pier and have summer crab feasts. Fish the Patuxent River, or be at the mouth of the bay in short order for cruising the Chesapeake Bay. Paddle board or kayak to cocktails just around the corner! You will appreciate the high quality and low maintenance finishes, high ceilings on both levels, three fireplaces, beautiful hardwood floors, a generator, and many bedrooms with direct outdoor access. There are multiple locations for a home office and home gym within this 6500SF+ home . The kitchen is very large with an incredible amount of custom cabinetry and counter space, two refrigerators, 2 wall ovens, microwave, 2 DW, a 48" Wolf propane cooktop, an under counter beverage + ice maker and more. The primary wing on the main level is at the far corner of the house with radial views and direct deck access, a corner fireplace and gorgeous custom bathroom with stone finishes, a large walk-in shower and jetted tub. The guest wing on the main level has 3 more bedrooms, 2.5 baths and laundry/mud room. The centrally located dining room with tray ceilings, formal living room plus waterside family room have gorgeous hardwood flooring and complete the heart of the home. THE FUN PART! Experience the ultimate in entertainment on the lower level. You'll love the high ceilings and creek views plus a perfect indoor- outdoor flow. A large bedroom suite is one of the two additional bedrooms and two full baths on this level, both with direct access to the covered patio. The living space has a large stone fireplace that is wood-burning, a pool table area that is also great flex space for your favorite use. The media room is ready for action, comes fully equipped. The bar area is great for big parties with its own booth seating and tiki bar highlight...this is a feature that your guests will never forget! DETACHED BUILDING. The all brick, 1800 SF detached building includes a 4 car garage, full bath on the garage level for use while at the beach/pier, plus an 1800 SF, 2BR/2BA apartment above. The apartment has a full kitchen, living room, dining area and laundry room. It also has a large deck with creek views, and is separate from the garage space. The property has so much to offer-visit soon!

Available Now! Discover comfort and convenience in this charming 3-bedroom, 1.5-bath home located in the water-privileged community of Hollywood Shores. Enjoy the ease of single-level living with a bright, open layout that welcomes you in. Enter into the living space which features a gorgeous bay window and a passthrough to the kitchen. Step out onto the spacious covered deck-perfect for entertaining or relaxing-overlooking a lush, private backyard. The separate laundry/utility room offers added functionality with direct outdoor access. Need extra space? The oversized crawlspace is ideal for storage or hobbies. This home is ready for your personal touch-dont miss your chance to make it your own!

Live Large in Leonardtown! This remarkable 4-bedroom, 4-bath home in the coveted Forrest Farm community is your golden opportunity to own a slice of Southern Maryland paradise. Set on nearly 2.5 acres of serene, tree-lined land, this home is a rare find. Step inside and be wowed by soaring vaulted ceilings, fresh paint throughout, and a thoughtful open layout perfect for everyday living or unforgettable entertaining. The main level features a formal dining room, private office/study, full bath, and a spacious living room that flows into the bright, expanded eat-in kitchen and cozy family room with propane fireplace. It's even extended an extra 2 feet for even more room to gather, cook, and relax! Upstairs, retreat to the luxurious owners suite with two oversized walk-in closets, a peaceful sitting area, and a spa-like bath. Three additional bedrooms and another full bath offer plenty of room for everyone. Need even more space? The walk-out basement is partially finished with 9 ceilings, a full bath, and two large storage rooms just waiting for your finishing touches. Major updates include a brand new roof and garage doors (April 2025), high-efficiency HVAC (lower level 2023, upper level 2018), and meticulous care throughout. The oversized 2-car garage and scenic setting make this home the full package. Bring your vision and let the sellers motivation be your opportunity, this one wont last

Stunning Estate in Prestigious Forrest Farms - Your Private Oasis Awaits! Welcome to this exceptional 5-bedroom, 4-bathroom estate nestled in the heart of Forrest Farms, the most desirable neighborhood in St. Mary's County. Situated on a beautifully wooded almost 3-acre lot, this property offers the perfect blend of luxury, privacy, and comfort-surrounded by mature trees and tucked away for the ultimate serene living experience. Step inside and be captivated by the spacious layout, featuring an extra-large master suite and a jetted tub in the master bathroom, perfect for unwinding after a long day. A dedicated den/home office provides flexibility for remote work or study, while the theater room offers endless entertainment for family and guests. Outdoors, enjoy resort-style living with your own in-ground pool, spa, and custom pergola-ideal for relaxing or entertaining. The stamped concrete patio surrounding the pool provides a sleek, elegant space for lounging or gatherings, while the fully fenced-in backyard adds both privacy and security for children and pets. A charming wraparound porch enhances the homes curb appeal and invites you to enjoy morning coffee or evening rocks in a rocking chair in comfort and style. Gather around the built-in fire pit on cool evenings and savor the tranquility of your private retreat. The property also features an oversized garage equipped with a workbench and ample storage, perfect for car enthusiasts, DIYers, or anyone in need of extra space. A shed with electric adds even more utility, making it ideal for a workshop, gardening, or hobby use. Located in a top-rated school district, this home combines peaceful, private living with convenient access to nearby amenities. Whether you're entertaining in style or simply enjoying the quiet beauty of nature, this home is truly one-of-a-kind. Roof replaced in 2020, updated LVP flooring, paint, stairs, etc. throughout!

This home is 2 years young, featuring an open floor plan, dedicated office, LVL flooring through the main level and the upstairs hall and owners suite. The back yard has a custom paver patio and a fully fenced. The home features a gourmet kitchen, wall oven, large island and tile backsplash with a pot filler. Home sits at the end of the street and encounters little through traffic. Architectural shingle roof and all the great things QBH builder is know for delivering in home construction Basement is a blank canvas for the new owners use featuring over 1300 Sq feet of potential.

Welcome to this charming and beautifully maintained single-story home in SOUGHT after Hollywood. This inviting property features a spacious porch perfect for relaxing or entertaining, adorned with hanging flower baskets and classic railing. The home boasts a light-colored exterior with new roof (2022), skylights for added natural light, and attractive landscaping along the front yard. This 3 Bedroom home offers tons of closet storage, and a MASSIVE primary suite with it's own 8x10 walk in closet. The Kitchen was entirely replaced / remodeled in 2022 boasting Sparkling Quartz countertops, shaker style cabinets in a plentiful amount, Stainless steel appliances. Open shelving to display those gorgeous antique dishes you've been hiding. As well as more countertop space then cookies you can bake at Christmas! The long, paved driveway leads to a detached two-car garage, providing ample parking and storage. The front yard is thoughtfully landscaped with garden beds, a small decorative fence, and mature trees offering privacy and shade. With its inviting curb appeal and cozy atmosphere, this property is a perfect blend of classic charm and modern convenience. Not to mention Hobbyist dream home with all the space both IN the home and on the property itself.

Welcome to your serene retreat in Hollywood, MD! This impressive 2424 sq ft home boasts 4 spacious bedrooms and 2.5 well-appointed bathrooms. The modern kitchen is a highlight, featuring stainless steel appliances, granite countertops, and a custom tiled backsplash, with plenty of counter space making it perfect for entertaining. The primary suite is spacious with a large walk-in closet and an all updated en-suite featuring a custom tiled shower with glass enclosure and double vanity. Enjoy cozy evenings by the pellet stove in the inviting living area or bask in the natural light of the bright and airy three-season room. The charming front porch and private deck provide ideal spaces for relaxation, all set on a generous 2.75-acre lot. Additional amenities include a brand new metal roof, brazilian cherry hardwood floors on main level, newer carpet, recessed lighting, large outdoor shed with electric and water, Additional 1 car garage/workshop with electric, and whole home water treatment system. Come tour and experience this property's comfortable and elegant living environment in a peaceful, private setting all without any HOA dues!

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. Dont miss the video tour of this extraordinary property and imagine the possibilities!

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.

Less than 1 mile from public boat ramp. One level, 3 BR, 2 BA, Rambler on a full basement. Home has a wood burning fireplace. HVAC less than 10 years old & serviced annually, new hot water heater, kitchen upgrade in 2013, on a great level lot with a 20' x 30' metal barn. This is a great property for someone that does not want to be part of a community and off the beaten path but central county location just minutes to parks, schools, and shopping.

Nestled in the sought-after Forrest Farm neighborhood, this stunning 5-bedroom, 3.5-bath colonial offers space, style, and functionality on a 1-acre corner lot. With over 3,100 finished sq ft above ground and an additional 1,100 finished sq ft in the basement, this home is ideal for those who crave room to grow, entertain, and unwind. Step inside to discover a gourmet kitchen, highlighted by an oversized island with plenty of storage, that opens to a spacious family room with a gas fireplace and an inviting sunroom-complete with heated luxury vinyl plank flooring-perfect for morning coffee or cozy evenings. The open floor plan flows seamlessly, making it easy to host and connect. A formal dining room or library, and a large office or bonus room complete the first floor, which also features hardwood and carpet. Upstairs, you'll find four generously sized bedrooms and two full bathrooms (including a primary suite with spa-like bathroom and two spacious closets), laundry room, and a flex space/landing, Downstairs, the finished basement includes a fifth bedroom or gym with a unique cedar closet, a full bath, and a media room, with approximately 500 sq ft of additional unfinished storage space with shelving for all your needs. New carpet in the basement and fresh paint throughout the home make it move-in ready! Outside, enjoy the spacious, fully fenced backyard, synthetic deck, and the peace and privacy of this expansive lot, or sit on your front porch and look out over your well-manicured lawn. Forrest Farm offers amenities with a tucked-away feel hard to find anywhere else, yet with easy access to shopping, schools, and NAS PAX River. This home truly has it all-dont miss your chance to call it yours!

Welcome to 41998 Pleasant Valley Dr! This stunning one-level rambler is situated on 17 acres of serene land, offering the perfect blend of comfort and luxury. Enjoy spacious living with a 2-car attached garage and beautiful views of a peaceful pond. The open concept floor plan features a large living room with vaulted ceilings and a cozy gas fireplace, perfect for relaxation. Step outside to a beautiful tiled patio with an outdoor kitchen, ideal for entertaining and taking in the scenic surroundings. For those who appreciate the finer things, the 3500 sq ft detached garage is a true highlight, with radiant floor heating, a full bath, a large bar area, and a motorcoach garage with hookups-perfect for car enthusiasts, collectors, or anyone needing extra space. The property also includes a circular paved driveway with ample parking, making it the perfect setting for hosting events, weddings, parties, or a home-based business. Whether you're looking for a peaceful retreat or a versatile property for entertaining, this home offers it all. Don't miss the chance to own this exceptional property. Be sure to check out the video of this peaceful private property!

WATERFRONT - WAITING FOR YOU! Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen and Appliances with Quartz Countertops, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new paved driveway, new exterior steps to the waters edge and so much more. Sit on the revamped back porch and enjoy the beautiful water view. Partially finished basement leaves plenty of room to add your personal touches. HOA is $10.00 a year. You can purchase a membership for the Community Pool! Do Not wait on this one.

Diamond in the rough! Solid vintage home on large corner lot is ready for one lucky owners sweat equity or for easy renovation financing. Completed improvements are in; new roof, economical oil fired boiler for wonderful radiant hot water baseboard heat, replacement thermopane windows, environmentally sound mound septic system and more! List price reflects being sold AS IS. Visit soon and see what a great location for schools, commuting and recreation with county park right next door! Water enthusiasts will love the many creeks, streams, and river waterways throughout the entire county. Shopping, entertainment, restaurants galore are just a few minutes down the road and will make for a wonderful single family home lifestyle in historic Saint Mary's County.

TAKE ADVANTAGE OF THE PRICE REDUCTION FOR THIS HIDDEN GEM!! Are you interested in fine living with a bit of seclusion? This fully renovated, all brick, custom-built, late 1950s era home could be your dream home! Featuring 3 bedrooms, a brick fireplace, and separate living and dining rooms, the property includes central air, brand new water heater and furnace, and newer kitchen cabinetry. Bonus room and half bath in basement. Dual and covered patios grace the property's exterior.

DO NOT ATTEMPT TO ENTER THE HOUSE! Owner is unsure of structural condition. Said home was vandalized and stripped of most everything. It is at best, a Major Rehab. No one is to enter the Property without special permission and having signed a Waiver. If your Client wants to see the interior, it can be arranged after signing Waivers. Anyone entering the home would have had to sign the Waiver prior to entering the home. One can walk around the exterior, but be careful near the house. It is a 1 ACRE lot! After the initial visit, if the Buyer has serious interest, an interior Showing can be scheduled with the Owner through the Listing Agent only. Please do not drive through the backyard. This property is Sold AS-IS and Located in a growing segment of the County and worth checking out...Make an Appointment Today!

JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

Build Your Dream Home on Over an Acre in Hollywood, MD! - Homesite 1 Introducing the Lancaster floorplan, coming soon to the Hidden View Community in Hollywood, MD. This thoughtfully designed home offers over 3,000 sq. ft. of above-grade living space, with 4 spacious bedrooms and 2.5 bathrooms. Perfect for modern living, this home boasts an efficient layout with no wasted space. The main level features a large dining room and a Deluxe Kitchen with upgraded island, painted cabinetry, and stainless steel appliances, including double ovens, a side-by-side refrigerator, and a microwave above the gas cooktop. The kitchen seamlessly flows into the family room, creating an ideal space for entertaining. Enjoy your morning coffee or take in the sunrise on the expansive front porch. Upstairs, you'll find four generously sized bedrooms, a convenient walk-in laundry room, and a luxurious owner's suite with a private bath, complete with our signature Deluxe Shower. The unfinished basement features 9' poured concrete walls, a 3-piece rough-in for a future bathroom, plus an exit and window for easy future finishing. Design Selections include: Kitchen: Upgraded granite countertops with painted cabinetry, stainless steel appliances, and double ovens. Interior: Brushed nickel light fixtures and door hardware, LVP flooring on the main floor (carpet in the study and on the stairs), carpet in the bedrooms and 2nd floor hall, ceiling fan pre-wires, garage door openers, recessed lighting in the kitchen and bathrooms, and much more! As an Energy Star Certified Builder, Quality Built Homes, Inc. is committed to delivering a home that combines beauty with energy efficiency, saving you money for years to come. Limited-time offer: Receive $15,000 in closing cost assistance or choose to have QBHI pay for your 2-1 Buy Down (interest rate buy down). Don't miss the opportunity to build your dream home in the QUALITY BUILT HOME'S Hidden View Community-conveniently located near shopping, entertainment, and NAS PAX River. Contact us today!

MAJOR PRICE IMPROVEMENT! Experience the epitome of waterfront living at this exceptional property nestled along Spring Cove in the coveted Cuckold Creek of the Patuxent River. Meticulously maintained, this home boasts an extensive bulkhead framing the shoreline, a wraparound pier, a private covered boat lift, and deep protected waters, offering unrivaled access for aquatic adventures. Entertain your friends and family on the expansive wraparound decking with an outdoor kitchen, fire pit, and screened patio, all set against breathtaking water views. Inside the main home, discover a spacious open layout adorned with updated features, including a modern kitchen, three bedrooms, and three full bathrooms. The fully finished walkout basement provides additional living space and versatility. Step outside to explore the mature, elegant landscaping surrounding the property, enhancing its natural beauty and tranquility. The detached guest house offers privacy and comfort for guests or extended family, complete with a two-car garage for added convenience. From sunrise to sunset, indulge in the luxury of waterfront living and create cherished memories in this idyllic retreat. Schedule your private tour today and discover the allure of this waterfront gem!