Hollywood MD Homes For Sale

$280,000

Waterfront opportunity in Hollywood, MD! This approximately 0.55-acre parcel features a 6-foot-wide pier and offers the perfect setting to enjoy boating, fishing, kayaking, and relaxing by the water. Conveniently located near parks, beaches, marinas, restaurants, and other local amenities, this property is a great opportunity to create your own waterfront retreat in beautiful St. Mary’s County.

45351 Daniels Rd, Hollywood

Listing courtesy of Houwzer, LLC. Contact: 2028668787

$89,000

BUILD YOUR FUTURE IN HOLLYWOOD! 🌳 Opportunity awaits on this 1-acre vacant lot on Lawrence Hayden Road in Hollywood, St. Mary’s County, Maryland. Whether you're looking to build your dream home, create a private retreat, or secure land for future investment, this property offers an opportunity to own a piece of Southern Maryland in an established residential area. Located along Lawrence Hayden Road, the property offers a convenient location with easy access to surrounding communities, shopping, dining, schools, employment centers, and major routes throughout St. Mary’s County. The area includes established residential properties on 1-acre parcels, creating a desirable setting for those looking for space and privacy while remaining close to everyday conveniences. Public records for nearby properties in the Lawrence Hayden Road area indicate private sewer service, and residential parcels in the immediate area include properties with RPD — Rural Preservation District zoning. Buyer should independently verify the exact zoning, permitted uses, sewer availability, road access, and development requirements for this specific parcel with St. Mary’s County. PROPERTY HIGHLIGHTS: • Approximately 1 Acre • Vacant Land • Lawrence Hayden Road location • Hollywood, St. Mary’s County, MD • Residential setting • Convenient access to major routes and area amenities • Opportunity for a custom home or land investment • Buyer to verify utilities and development potential Bring your builder and explore the possibilities! Whether you're ready to build now or looking for land to hold for the future, this property deserves a closer look.

Lawrence Hayden Rd, Hollywood

Listing courtesy of Samson Properties. Contact: 3018500255

$425,000

3 Beds ⋅ 3 Baths

Situated on just over 2 wooded acres in Hollywood MD . Top off with a well cared for home featuring three bedrooms, 2 full bathrooms on main floor with living room and dining room plus a huge deck for entertaining and enjoying wildlife. This home meets buyer's main concern-location, location, location plus a turn key move in house! No HOA or fees..... Just professionally prepared for a new owner. Could be you do not delay your new home awaits!!!!!!!

25757 Ricky Dr, Hollywood

Listing courtesy of Franzen Realtors, Inc.. Contact:

$499,990

4 Beds ⋅ 2 Baths

Welcome to this spacious 4-bedroom, 2-bath brick rambler offering nearly 3,000 square feet of living space on almost an acre with deeded water access. Tucked away near Greenwell State Park and Historic Sotterley, this home offers the space, privacy, and location local professionals and families are looking for, with an easy commute to NAS Patuxent River and approximately one hour to Washington DC, the Pentagon, JBAB, and National Harbor. Inside, the main level features hardwood floors, a formal dining room, oversized step-down living room, and a second family room with a custom-built wood stove and bar. The wood stove is loaded directly from the garage, with ductwork that can help supplement heat throughout the home. The primary suite offers a massive walk-in closet, upgraded tile, dual sinks, soaking tub, and separate standing shower. A finished 432-square-foot basement adds a bonus room, utility room, and washer and dryer. Recent improvements include a 2020 septic system, 2018 roof, 2026 paved driveway, 2023 well pump, 2024 water heater, 2021 oil tank, and drainage and water mitigation improvements throughout the basement and crawl spaces. Fresh paint, updated flooring, and a renovated hallway bathroom add even more appeal. Outside, enjoy the screened-in back porch, flat yard, and peaceful surroundings bordered by protected farmland. The oversized multi-bay garage includes a workshop and its own furnace, making it ideal for projects, storage, or hobbies. Built-in emergency power hookup with a dedicated breaker panel adds another layer of convenience. With water access, extensive updates, incredible garage space, and a commuter-friendly location, this property is truly special. This one you won't want to miss. Hurry, this place won't last!

45059 Nolan Ct, Hollywood

Listing courtesy of NextHome Envision. Contact: 3018816398

$329,000

3 Beds ⋅ 2 Baths

Discover the charm of this inviting home, nestled on a generous 0.88-acre lot. Built in 1978, this ranch-style home offers a perfect blend of comfort and functionality, making it an ideal retreat for those seeking a spacious living environment. Step inside to find a thoughtfully designed split bedroom layout, featuring three well-appointed bedrooms and two full bathrooms, providing ample space for relaxation as well as privacy. The heart of the home is a welcoming living area that invites you to unwind and create lasting memories. While the interior is a blank canvas, it offers endless possibilities for personalization, allowing you to make it truly your own. The exterior of the property is equally appealing, with a detached garage (approx. 24'x27') and shed (approx. 12'x24') that provide not only parking for two vehicles but also plenty of additional storage space for all your outdoor gear and seasonal items. The expansive lot offers room for outdoor activities, gardening, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on a sunny day, surrounded by the beauty of your own private oasis. The potential for outdoor entertaining is limitless, whether you envision hosting summer barbecues or creating a peaceful garden retreat. This home is conveniently located, providing easy access to local amenities while still offering a sense of seclusion. With no association fees or restrictive community rules, you have the freedom to enjoy your property as you see fit. Don't miss the opportunity to make this delightful home your own.

24625 Hollywood Rd, Hollywood

Listing courtesy of Leonard Realty, Inc.. Contact:

$799,900

2 Beds ⋅ 3 Baths

Welcome to your dream home by the Patuxent River! This stunning 2-bedroom, 2.5-bathroom residence is available for lease, offering a perfect blend of comfort, style, and breathtaking natural surroundings. Step inside and be greeted by an abundance of gorgeous natural light that illuminates the open and spacious living areas. The home is a mix of hardwood and Luxury Vinyl Plank (LVP) flooring that not only adds a touch of modern elegance but also ensures easy maintenance. The coastal decor theme creates a relaxing and inviting atmosphere, making you feel like you're on a perpetual vacation. The house comes fully furnished, so you can move in and start enjoying the serene ambiance right away. The primary suite boasts a large closet, ensuring you have plenty of storage space. Step out onto the large screened-in porch off the kitchen and savor your morning coffee while taking in the tranquil river views. The heart of this home is the well-appointed kitchen with stainless steel appliances, perfect for whipping up gourmet meals. The adjacent cozy living room, complete with a fireplace, provides an ideal space for entertaining or unwinding after a long day. This residence offers the convenience of a laundry room on the ground level, and the huge 2-car garage provides ample storage for your vehicles and more. Additionally, a bonus garage attached to the main garage provides even more space for your belongings. The property sits on a sprawling 1-acre wooded backyard, offering privacy and a connection to nature. Whether you're hosting a barbecue or simply enjoying a quiet evening outdoors, this backyard oasis is the perfect setting. Don't miss the chance to make this house your home. Contact us today to schedule a viewing and experience the coastal lifestyle with views of the Patuxent River from the comfort of your own living space.

24753 Half Pone Point Rd, Hollywood

Listing courtesy of Infinitas Realty Group. Contact: 2409252224

$459,900

3 Beds ⋅ 2 Baths

Discover the charm of this beautifully maintained split foyer home in the desirable Gillens Grove community. Built in 1978, this residence offers a perfect blend of classic design and modern comfort, featuring 1,664 sq. ft. of finished living space. With three spacious bedrooms and two full bathrooms, this home is designed for both relaxation and functionality. The fully finished basement provides additional living space, ideal for a family room, home office, or recreational area. The brick and combination exterior not only enhances curb appeal but also ensures durability. Enjoy the convenience of an attached front-entry garage with space for two vehicles, complemented by a paved driveway that accommodates up to four additional cars. Set on a generous 0.72-acre lot, the property offers ample outdoor space for gardening, entertaining, or simply enjoying the tranquility of your surroundings. This home is perfect for those seeking a peaceful retreat while remaining close to local conveniences. Close to PAX River work sites, shopping and great schools in the area. Don’t miss the opportunity to make this charming property your own! Schedule a showing today and envision the possibilities that await in this inviting space.

42544 Anne Ct, Hollywood

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$599,900

4 Beds ⋅ 4 Baths

Discover the inviting charm of 43618 Albatross Street, nestled in the sought-after Broad Creek community of Hollywood, MD! This impressive 4-bedroom, 3.5-bath residence combines abundant space, stylish finishes, a functional layout, and a tranquil private outdoor setting. From the moment you enter the main level, you'll appreciate the thoughtfully designed floor plan. A welcoming formal sitting room provides an ideal space for conversation and relaxation, while the separate formal dining room offers the perfect setting for special meals and gatherings. The expansive family room features a warm gas fireplace, creating a comfortable space to unwind. At the center of the home is the beautifully designed gourmet kitchen, complete with an oversized center island, plentiful cabinetry, extensive counter space, and an open layout that connects effortlessly to the family room. This arrangement makes entertaining guests, preparing meals, and enjoying time with family easy and enjoyable. The upper level features a spacious primary suite designed to feel like your own private sanctuary. The luxurious en-suite bathroom includes two vanities, a soothing soaking tub, a generously sized tiled walk-in shower, and ample closet space. The additional bedrooms provide plenty of space and flexibility for family, guests, a home office, or other personal needs. The finished lower level adds valuable living and recreational space to the home. A large recreation room provides plenty of room for movie nights, games, entertaining, or relaxation, while the full bathroom adds convenience. A versatile bonus room offers endless possibilities and can be transformed into a guest space, office, hobby room, craft area, workout room, or whatever best complements your lifestyle. Outside, the screened-in deck creates a wonderful extension of the home's living space and overlooks a peaceful, wooded backyard. Enclosed by a vinyl privacy fence and surrounded by mature trees, this private outdoor area offers a serene backdrop for morning coffee, outdoor dining, entertaining, or simply enjoying the quiet surroundings. Combining spacious interiors, attractive finishes, versatile living areas, and a desirable location, this home is conveniently situated near schools, shopping, restaurants, and a variety of local amenities. Its proximity to PAX NAS adds even more convenience. With so much to offer both inside and out, 43618 Albatross Street is an opportunity you won't want to miss—come see all that this wonderful home has to offer and make it yours!

43618 Albatross St, Hollywood

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$425,000

3 Beds ⋅ 2 Baths

This charming ranch-style home in the serene Three Coves community offers the beauty and views of many crepe Myrtle trees. With three bedrooms and two full bathrooms, this residence is designed for easy living. The inviting combination kitchen and dining area is perfect for gatherings, while the cozy living room features a fireplace, creating a cozy atmosphere for relaxation. Off of the living room is a screened in patio for outdoor enjoyment. Step outside to the beautiful 4 acre lot, filled with flowering trees and during peek bloom, offer an array of colorful flowers. There is an outbuilding that can serve as a workshop or additional storage. The property also includes a detached garage with space for two vehicles, ensuring convenience and security. The unfinished basement provides endless possibilities for customization, whether you envision a recreation room or additional storage. With its peaceful surroundings and thoughtful features, this home is a wonderful opportunity to create lasting memories!

44567 Three Coves Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4437718009

$500,000

4 Beds ⋅ 3 Baths

Welcome to 23655 Daniel Farm Lane, situated on a spacious 1-acre lot in Hollywood, Maryland! This well-maintained home offers generous living space, thoughtful updates, and a flexible layout designed to accommodate a variety of lifestyles. Step inside to a freshly painted interior and beautiful hardwood floors throughout the main living area. The updated kitchen features stainless steel appliances and flows into the home's comfortable living spaces, where a wood-burning fireplace adds warmth and character. The spacious primary suite offers its own wood-burning fireplace, creating a cozy retreat, along with direct access to the back deck. The main living area also opens to the deck, providing a great space to relax, entertain, or enjoy the peaceful surroundings. The finished lower level provides even more versatility and features new carpet installed within the past year, along with a layout offering excellent potential for an in-law suite, extended living space, guest accommodations, or a potential rental opportunity. Outside, the full acre provides plenty of room to enjoy the property. An attached 2-car carport provides convenient covered parking, while the detached 2-car garage offers additional parking, storage, workshop space, or room for hobbies. Two additional storage sheds provide even more space for tools and outdoor equipment. Additional updates include newer gutters with leaf guards and a roof approximately seven years old. With its spacious 1-acre lot, hardwood floors, two wood-burning fireplaces, abundant parking and storage, flexible lower-level living space, and convenient Hollywood location, 23655 Daniel Farm Lane offers space, versatility, and possibilities for its next owner!

23655 Daniel Farm Ln, Hollywood

Listing courtesy of RLAH @properties. Contact:

$1,100,000

4 Beds ⋅ 6 Baths

Some properties are defined by the home, others by the land, and some by the water... 44742 Three Coves Road is one of those rare places where you truly get it ALL. Set on 3.4+ acres of flat and private land with 256 ft of deep-water frontage on a protected cove off Cuckold Creek, this custom brick estate offers over 5,800 sqft of living space, a 2-stall horse stable, multiple garages, and a private pier with electric and plumbing. Just minutes by boat to the Patuxent River, Chesapeake Bay, Solomons, and the surrounding area, this is Southern Maryland waterfront living at its best. Inside, a spacious foyer welcomes you before opening to the family room, where panoramic water views through the sunroom immediately steal your attention. Fireplaces on every level give this expansive home a special sense of warmth and character. The oversized kitchen was designed for real life with dual wall ovens, cooktop, indoor grill, spacious pantry, and seemingly endless counter and storage space. A bright breakfast nook is perfect for casual meals, while the nearby mudroom and full bath add rarely found functionality. Formal living and dining rooms provide plenty of space for hosting holidays and special gatherings. The main-level primary suite creates a private retreat with walk-in closets, full ensuite, and its own balcony overlooking the water. Upstairs, an additional gathering room connects the spacious bedrooms. A second primary suite features another walk-in closet and private ensuite, while the hall bath offers dual vanities for streamlined mornings. Notice all of the incredible storage rooms as you continue through the den before reaching the private in-law apartment above the garage (complete with its own bedroom, full bath, kitchen, and living space... perfect for extended family or guests). Downstairs, wide-open spaces are ready for entertaining, game nights, celebrations, or simply spreading out. A full bathroom, storage cellar, dedicated workshop, and additional storage complete the level, while the walkout leads directly to your patio and backyard. Outside is where this property truly becomes something special. Multiple decks and gathering spaces overlook the cove, including a "party platform" already wired for a hot tub. Follow the steps or path toward the shoreline to your private pier and small sandy area tucked along the water. Deep-water access allows you to keep most any boat right at home while enjoying the protection and tranquility of the cove. Spend your days lounging on the pier, tubing or waterskiing, cruising the Patuxent and Chesapeake, catching a sunset, or simply hopping in the boat and heading to dinner. Back on land, the 3.4+ acres are flat, private, and incredibly usable. The horse stable offers generous additional storage spaces, garages, workshop, large driveway, and flexible living spaces make this estate as functional as it is impressive. 44742 Three Coves Road isn't simply a waterfront home. It's a place for horses and boats, holidays and summer weekends, extended family and overnight guests, quiet mornings overlooking the cove, and long evenings spent on the water. This is your opportunity to create a truly one-of-a-kind Southern Maryland waterfront retreat. *Well maintained * Generator to convey

44742 Three Coves Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4105356291

$319,900

3 Beds ⋅ 1 Baths

Welcome home to 24861 Three Notch Road! This beautifully updated rambler offers seamless one-level living, modern upgrades, and the perfect blend of convenience and country charm. Step inside to discover a bright and inviting layout featuring a fully renovated kitchen equipped with updated cabinetry, sleek countertops, and modern finishes—ideal for daily living and entertaining. The functional floor plan includes three bedrooms and an updated full bathroom. Outside, enjoy the expansive 1-acre lot offering endless space for outdoor activities, gardening, or relaxing in your own private sanctuary. Unbeatably located in Hollywood, MD, you are just minutes from NAS Patuxent River, local shopping, dining, parks, and major commuter routes. Move-in ready —schedule your private tour today!

24861 Three Notch Rd, Hollywood

Listing courtesy of Home Towne Real Estate. Contact: 8882252736

$169,900

VERY Nice Lot - Ready for you to build your dream home. Lot has been perced and ready for you. Buyer responsible for verifying and checking all information on the lot. Do Not Wait.

42262 Broyhill Ln, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

$619,900

4 Beds ⋅ 4 Baths

Stunning QBH Preston Model with nearly 4,100 finished square feet! This pristine Colonial offers exceptional space, quality finishes, and thoughtful upgrades throughout. The main level features beautiful hardwood flooring, a formal sitting room with elegant picture-frame molding, a formal dining room accented by crown and chair-rail molding, and a convenient half bath. The upgraded gourmet kitchen boasts an oversized center island, stainless steel appliances, and gas cooktop, opening to an inviting family room with a cozy gas fireplace. Upstairs, you'll find four spacious bedrooms and two full baths, including an impressive primary suite with a luxurious bath featuring dual sinks, a soaking tub, and a massive tiled shower. The finished lower level provides even more living space with a dedicated theater room, recreation room, and full bath. Outside, enjoy a private backyard with a deck, wrought-iron fencing, and storage shed, along with an irrigation system and convenient two-car side-load garage. Ideally located just minutes from PAX NAS and close to schools, shopping, restaurants, and everyday conveniences. Take advantage of a potentially significant financing benefit with the seller’s existing VA loan at an attractive 3.5% interest rate! The seller is open to a qualified buyer assuming the loan, subject to servicer approval and applicable VA requirements. Buyers should verify eligibility, remaining loan balance, assumption terms, costs, and qualification requirements with the loan servicer and/or their lender.

24318 Miley Dr, Hollywood

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$250,000

3 Beds ⋅ 2 Baths

Opportunity awaits! Situated on a 1-acre lot in a convenient location close to everything this property is ready for its next chapter. An ideal project for investors, or buyers looking to build equity. The spacious lot offers endless possiblities for outdoor living gardening, or future improvements. Bring your vision and transform property into something special. Being sold strictly AS-IS.

43559 John B Thompson Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$799,000

5 Beds ⋅ 3 Baths

17.5 Acres on Cuckold Creek. Rare large waterfront property of 17.5+ acres to provide you peace, quiet and privacy on highly desired Cuckold Creek. The 17.5 acres are mostly level and heavily wooded with walnut, Cypress, Maple, Oak and pine . Wildlife abounds. The Hickory Landing community dock on the property will have your own boat slip. A large garden plot is right on Hickory Landing Way, but tucked way down a beautiful long and winding driveway, you find the house on the water. Originally built in 1983, the house takes full advantage of the extraordinary water view of Cuckold creek with soaring cathedral ceilings of exposed beams and 2"x4" tongue and groove. The addition from mid 90's also takes full advantage of the extraordinary water views with dozens of Anderson window casement windows in excellent condition. The property contains a solid one room cabin with wood stove for you to use your imagination with. New standing seam metal roof put on the cabin in 2022. New 10'x14' outbuilding with 8'doors placed on the property this summer. Property sold as-is, however numerous improvements made this year, You could be waiting a very long time before another property like this comes to market. Please call listing agent for more information.

44908 Hickory Landing Way, Hollywood

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990

$29,900

Vacant parcel around 1/4 acre in size in Hollywood Shores. Call Listing Agent with questions. Photos to be posted soon.

26457 Peninsular Dr, Hollywood

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$150,000

Over an acre that has been perced at the intersection of Clover Hill Rd. and McIntosh Rd. Call listing agent with questions.

25611 Clover Hill Rd, Hollywood

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$764,987

3 Beds ⋅ 4 Baths

Experience timeless English Tudor character paired with sweeping, unobstructed views of the Patuxent River. From the moment you step inside, the home’s expansive windows frame miles of serene waterfront, filling each room with natural light and a sense of calm that only riverside living can offer. With three bedrooms plus a dedicated office, the layout balances comfort and functionality Ideal for a full‑time residence or a peaceful weekend retreat. The original portion of the home features a classic kitchen, while the thoughtfully renovated section adds a second kitchen, offering flexibility for entertaining, multigenerational living, or reimagining the space to suit your vision. A two‑car garage and an unfinished basement currently used as a workshop provide abundant storage and room for hobbies, projects, or future expansion. Whether you dream of crafting the perfect waterfront getaway or designing a year‑round sanctuary, this property is ready to become your canvas. Beyond the walls of the home, the property invites you to fully embrace the natural beauty and recreation the Patuxent River is known for. Hunt for age‑old shark teeth along the shoreline, harvest oysters straight from the water, and enjoy crabbing during warm Maryland seasons. Whether you’re an outdoor enthusiast or simply love the idea of stepping into a slower, more peaceful rhythm, this location offers experiences you won’t find anywhere else. Waterfront living is within reach. Come experience the view, feel the tranquility, and imagine the possibilities waiting for you here.

43816 Raspberry Ln, Hollywood

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400

$1,299,000

4 Beds ⋅ 3 Baths

Nestled on the shores of the Patuxent River is this very private, custom-built, all brick home. Beautiful hardwood flooring throughout, modern kitchen and baths, a family room with fireplace and built-ins all situated on 5 sprawling acres. The property boasts 402 feet of riprapped shoreline. Old growth trees grace the circular driveway. The grounds have been professionally landscaped with a sprinkler system installed. For the outdoorsman, there is a 4 stall horse barn, an enclosed dog run and more. Enjoy nature's beauty on the water; conveniently located in North Hollywood for a D.C. commute. A great get-away for enjoying peace and tranquility in the Country.

43410 Old Wharf Ln, Hollywood

Listing courtesy of KW Metro Center. Contact: (703) 535-3610

$434,900

3 Beds ⋅ 2 Baths

Previous Deal Fell Through. Welcome home to this beautifully renovated rambler located in the desirable Gillens Grove community of Hollywood, Maryland! This charming 3-bedroom, 2-bath home has been thoughtfully updated! Step inside to stunning hardwood floors that flow throughout the spacious, open-concept living area. The bright and inviting kitchen features gorgeous 42-inch cabinetry, stainless steel appliances, ample counter space, and a beautiful bay window that fills the home with natural light. The recent renovations throughout the home provide modern comfort while maintaining timeless charm. Don't miss your opportunity to own this exceptional home—priced to sell and expected to go quickly. Schedule your private showing today before it's gone! The roof was upgraded in 2020, offering added peace of mind for years to come. HOME IS BEING SOLD AS-IS. SELLER TO PAY SOME CLOSING COSTS.

25397 Allston Ln, Hollywood

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$1,450,000

1 Beds ⋅ 1 Baths

A rare opportunity to own an extraordinary 11.83-acre wooded property in the prestigious Half Pone Point community. Located directly across from the spectacular waterfront estate at 24730 Half Pone Point Rd, this versatile property offers endless possibilities for a private family compound, car collector, hobbyist, business owner, or recreational enthusiast. The property is improved with five buildings, including two stick-built structures, one featuring a second-floor one-bedroom, one-bath apartment with beautiful water views. Two metal buildings and an impressive airplane hangar-style garage with two oversized roll-up doors provide exceptional space for vehicle collections, RVs, boats, equipment, workshops, or storage. An additional A-frame building adds even more flexibility. Designed for convenience and functionality, the property features multiple 60-amp RV hookups, along with plumbing and electric throughout the buildings, making it ideal for a variety of residential, recreational, or commercial-style uses. This property is exceptional on its own, but when assembled with the waterfront estate across the street, it creates one of Southern Maryland's most remarkable legacy properties. Whether you're seeking privacy, expansive acreage, unmatched storage, or the opportunity to create a one-of-a-kind estate, this offering is truly unlike any other.

24715 Half Pone Point Rd, Hollywood

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$149,900

The lot is located in a well-established, sought-after area of Hollywood, a quiet, secluded, wooded lot. walking distance to Greenwell State Park.Great for the person who likes to walk and jog. Across from a currently farmed field. Conveniently located near the County's Forrest Landing boat ramp to Cuckel Creek, launch your boat or kayaks There is an approved perk for the site. Approximately 15 minutes to Wildewood, quick trip to the base.

45025 Nolan Court, Hollywood

Listing courtesy of Franzen Realtors, Inc.. Contact:

$4,595,000

4 Beds ⋅ 7 Baths

A legacy waterfront estate at the tip of coveted Half Pone Point. Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional craftsmanship are evident throughout, blending timeless elegance with modern luxury. Designed for both grand-scale entertaining and comfortable everyday living, the estate features a private elevator, state-of-the-art theater room, wine room, game room, custom entertaining bar, and resort-style amenities including a spectacular infinity-edge pool and expansive outdoor living spaces. The property is further enhanced by advanced whole-home automation, integrated smart-home technology, comprehensive high-definition surveillance systems, a secure safe room, and numerous additional proprietary security features. For sport and recreation, the residence also includes a private indoor commercial-grade shooting range—a rare amenity seldom found in residential properties. Just minutes by boat from Solomons Island and the Chesapeake Bay, this remarkable property delivers an unparalleled waterfront lifestyle where privacy, sophistication, and natural beauty converge. Created for those who value discretion as much as luxury, certain features and specifications of the estate are intentionally withheld from public marketing materials. Qualified purchasers only. Private showings are available by appointment for financially qualified buyers. Proof of funds or lender pre-approval may be required prior to touring the property. Due to the nature of certain security, technology, and infrastructure systems, prospective purchasers may be asked to execute a confidentiality agreement before receiving access to selected property information and features.

24730 Half Pone Point Rd, Hollywood

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$175,000

Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water access or improvements with the county.

Ewell Ln, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

$475,000

3 Beds ⋅ 2 Baths

Motivated seller! One owner for almost 60 years! Home recently had new roof, new windows, new doors, and appliances. If you desire no subdivision, 1+ acres, detached garage/workshop, extra outside storage, secluded area, centrally located, and ONE level, this may be what you're looking for. Unfinished walk up/out basement with french drains, centrally located in Hollywood close to park. Close to downtown Leonardtown, hospital, shopping, and schools.

24301 Old Hollywood Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4437718009

$334,000

3 Beds ⋅ 2 Baths

Welcome to this beautifully renovated home in the heart of Hollywood! Completely updated in 2024, this move-in ready property blends modern finishes with timeless charm and offers the perfect mix of comfort, style, and convenience. From the moment you arrive, you’ll appreciate the fresh exterior appeal and thoughtfully redesigned interior spaces. Inside, the home features a bright and open layout with updated flooring, modern fixtures, refreshed kitchen and baths, and stylish finishes throughout. The fully renovated kitchen offers contemporary cabinetry, upgraded countertops, and newer appliances, making it ideal for both everyday living and entertaining. Spacious living areas and comfortable bedrooms provide flexibility for families, guests, or a home office setup. Enjoy peace of mind knowing the major updates were completed in 2024, giving the next owner the feel of a nearly new home without the wait. Conveniently located near shopping, dining, schools, and Patuxent River Naval Air Station, this property offers easy access to all that Southern Maryland has to offer while still maintaining a quiet residential feel. Don’t miss your opportunity to own this turnkey renovated home at 25263 Sotterley Road!

25263 Sotterley Rd, Hollywood

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$1,599,000

3 Beds ⋅ 4 Baths

Welcome to this stunning custom waterfront home, situated high on Half Pone Point, offering elegant living on the St. Mary’s side of the Patuxent River. Built in 2014, this well-maintained property features quality workmanship throughout its approximately 4,500 square feet of above-grade living space. The bright and open interior features a first-floor owner's suite, spacious secondary bedrooms upstairs, and a large upper-level craft/media room. The main level offers 9' ceilings, hardwood floors, a dedicated office, dining room, and an inviting family room with a coffered ceiling, adjacent to a tile-floored sunroom to capture coastal scenery all year, complete with an indoor porch swing. The main-level primary suite boasts elegant tray ceilings and three expansive walk-in closets. The spa-like primary bath features a heated floor, a separate walk-in shower, dual vanities, a private water closet, and a luxurious two-person whirlpool tub, with convenient direct access to the spacious laundry room. The chef-inspired gourmet kitchen features stunning granite counters, custom 42" cabinetry, and a full suite of professional stainless steel appliances. Culinary enthusiasts will appreciate the gas cooktop with a dedicated pot filler and the large corner pantry. Transition seamlessly to the unparalleled outdoor oasis, designed for grand entertaining. The 14x20 composite deck features sleek glass railing panels for unobstructed views and a retractable awning for shade. Below, a hardscape patio defines a comfortable conversation area centered around a remote-controlled gas fire pit—ideal for enjoying cool coastal evenings. This is the epitome of coastal living, defined by exceptional waterfront amenities: 100 feet of private Patuxent River frontage, complete with a 290-foot pier and boat lift, providing effortless deep-water access to the Chesapeake Bay and stunning, direct views of the iconic Solomons Island Bridge. Ample storage and flex space abound, including an oversized 3-car garage, a dedicated RV pad, and a 16x10 Amish-built shed. The unfinished walk-up basement offers vast potential, complete with built-in shelving, a workbench, a convenient half bath, and an exterior entrance. Modern systems ensure year-round comfort and peace of mind, including a dual-zone HVAC system (heat pump with gas furnace backup) and a ready-to-use home generator. Built for enduring resilience and convenience, the home features durable HardiePlank siding and 30-year Timberline architectural shingles. Short commute to NAS Pax River, home of the US Naval Test Pilot School. Embrace the Southern Maryland lifestyle with immediate access to recreational boating, fishing, and crabbing. Explore nearby historic towns—Solomons, St. Mary’s City, and Leonardtown—offering fine dining, seasonal concerts, and festivals. It's your turn to claim this luxury retreat and coastal charm, entertaining friends and family along the picturesque shores of the Patuxent River.

24814 Half Pone Point Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4437718009

$100,000

Located in Saint Mary's county, where you will find lots of rolling hills and land. This 2.17 acre lot offered in the Sotterley Manor neighborhood could be just what you are looking for. Although it has it's bumps and bruises it offers the seclusion you desire the most. If you are looking to build a private oasis within a neighborhood of estate homes, this would be the spot to do so. Not far from shopping, schools and everything you may desire for entertainment. Find your custom builder and start planning. Electricity already available.

25675 Southwell Ln, Hollywood

Listing courtesy of AMR Elite Realtors, LLC. Contact:

$1,300,000

Come join the BOOMING townhouse market in Southern Maryland with this prime parcel: 3.69 acre parcel 1.6 miles from the St. Mary’s Regional Airport and Technology Park, 10 miles from Patuxent River Naval Air Station/NAWCAD, less than one hour to DC/Northern Virginia. The Villages at Clarks Mill The property currently has a Concept Plan for 18 townhome units approved by the St. Mary’s County Planning Commission and public water and sewer category update completed to include this parcel. The project includes a playspace, additional parking and landscaping. There is an available .5 acre adjoining lot for consideration to expand the project. Build the first townhome subdivision in the Hollywood Town Center. This carefully planned community is innovative for the area and uniquely offers close proximity to amenities with easy access onto Mervell Dean Rd. (a County road with no traffic improvements required), is a refreshing break from the larger subdivisions and retains plenty of green space. Documentation, which is available for public download in the DOCUMENTS TAB, contains: SDAT reports for each of the 5 addresses within the parcel 613, an economic information fact sheet for the area, property plat and site plan drawings, the Concept Development Plan and pertinent County documents. A private meeting with the current owner/developer to discuss many options and available insights into the potential build-out can be scheduled with qualified purchaser parties. In addition, a Comparable Sales Package is available to support sales prices for these units in the $400-500K price range.

44405 K & R Way, Hollywood

Listing courtesy of Samson Properties. Contact: 4439757555

$320,000

3 Beds ⋅ 1 Baths

3BR / 1B Rambler on an acre of land w/garage (storage), Detached carport and outbuildings. Paved driveway just off Hollywood/Leonardtown Road. Hardwood floors throughout Living Room, Hall and bedrooms. Level rear yard bordered by trees. Oil Furnace, water heater, utility sink and washer hook-up are located in the (walk-in) storage area under the home.

24040 Hollywood Rd, Hollywood

Listing courtesy of Coldwell Banker Premier. Contact: 5406624500

$598,000

2 Beds ⋅ 2 Baths

Premier Waterfront Retreat with Unrivaled Patuxent River Views This extraordinary residence rises above all other waterfront offerings—an exceptional retreat that delivers the best of both worlds with awe inspiring views of the water and the surrounding wooded landscape. From its commanding position, the home offers sweeping 180 degree vistas of the Patuxent River, creating a true “top of the world” experience. With water views from every room, you’ll never miss a moment of the natural habitat unfolding right outside your windows. Step down to your own private beach to enjoy an intimate connection with the tranquil waters of the Patuxent—perfect for quiet mornings, afternoon relaxation, or peaceful sunset reflections. Blending natural beauty with modern comfort, this home provides a serene escape that has been meticulously crafted and exceptionally maintained. Recent upgrades include two fully renovated bathrooms, a new water heater, and a resurfaced driveway. The house also has an updated Holding Tanks fully compliant with state and county regulations. All contributing to the home’s high standards and long term reliability. A rare opportunity to experience the very best of waterfront living—where comfort, beauty, and nature come together in perfect harmony.

43732 Raspberry Ln, Hollywood

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$10,000

This vacant lot in Hollywood, MD offers a wonderful opportunity to build your dream home in a peaceful and scenic setting. Located just a short drive from NAS Patuxent River and Dahlgren Base, the property provides easy access to work and daily conveniences, while offering a serene environment for relaxation. The lot is surrounded by beautiful natural landscapes, including the nearby Patuxent River, ideal for outdoor enthusiasts who enjoy activities like hiking, fishing, and boating. Hollywood is a community-focused area where you can enjoy a welcoming and safe neighborhood. With schools, parks, and essential services nearby, this location balances convenience with a relaxed lifestyle. Whether you’re looking to create a custom home or invest in an area with long-term potential, this lot offers the perfect foundation.

Lot 12 Skyview Dr, Hollywood

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$200,000

Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand, residential dwelling, garage, pole barn, day care facility, medical office, or church—this versatile property invites creativity and investment. Its convenient location provides quick access to the airport and commuter services, making it perfect for both personal and commercial needs. Don’t miss this unique chance to secure well-situated land in a rapidly growing area of St. Mary’s County!

Saint Johns Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$125,000

Emphasizing Key Features and Land Details: Discover the opportunity to own an expansive lot with an artisanal well on-site, offering over an acre of prime potential without HOA constraints. This level lot, previously home to a house, presents a clean canvas for your dream build. Adjacent property house is also available for sale, offering an extraordinary option for increased land ownership or development. Buyers are encouraged to explore septic possibilities for seamless construction.

24984 Sotterley Rd, Hollywood

Listing courtesy of Home Towne Real Estate. Contact: 3018624000

$399,000

3 Beds ⋅ 2 Baths

JUST REDUCED $100,000.00 WHAT A DEAL = HOME NEEDS SOME WORK = IT'S AN INVESTORS DREAM REMODLE AND SELL IT AND MAKE SOME MONEY= VACANT = WATERFRONT ON COLES CREEK.

26188 Skyview Dr, Hollywood

Listing courtesy of Elrod & Associates Real Estate, Inc. Contact: