20

Hollywood, MD Homes for Sale with Acreage

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  • 23660 Pine View Ln, Hollywood, MD 20636
    23660 Pine View Ln, Hollywood, MD 20636
    23660 Pine View Ln, Hollywood, MD 20636
    /9

    $800,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 3,744 Sq Ft

    23660 Pine View Ln, Hollywood, MD 20636

    This property is located in a rapidly developing area of central St. Mary’s County very close to the expanding county airport, offering strong potential for future growth and investment.The parcel is currently zoned RL (Residential Low Density), which allows for one dwelling unit per acre, with the potential for up to five homes per acre under the current zoning ordinance. Additionally,

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 230-6304

    23660 Pine View Ln, Hollywood, MD 20636
  • 25895 Point Lookout Rd, Leonardtown, MD 20650
    25895 Point Lookout Rd, Leonardtown, MD 20650
    25895 Point Lookout Rd, Leonardtown, MD 20650
    /20

    $249,000

    • Land
    • 1 Acre
    • $249,000 per Acre

    25895 Point Lookout Rd, Leonardtown, MD 20650

    Position your business for success with this 1.00-acre commercial lot in Leonardtown, MD, zoned Commercial Highway (C-H). Located next to PNC Bank and across from a storage facility, this property boasts great visibility and easy access, making it ideal for a variety of commercial uses.Zoning allows for flexible development options such as: Retail and Business Establishments

    Krista Depenthal Lands2Love

    25895 Point Lookout Rd, Leonardtown, MD 20650
  • 0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ lot zoned RPD in a prime location with 600 +/- ft of road frontage with high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction Materials and

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • 25890 Whiskey Creek Rd, Hollywood, MD 20636
    25890 Whiskey Creek Rd, Hollywood, MD 20636
    25890 Whiskey Creek Rd, Hollywood, MD 20636
    /95

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    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.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • 0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
    /18

    $49,900

    • Land
    • 1.23 Acres
    • $40,569 per Acre

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    Incredible opportunity to own a build-ready 1.23-acre parcel on Hollywood Road in Hollywood, MD, offering paved road access and power at the street. This gently rolling land, zoned RPD, provides endless possibilities for barndominiums, modular homes, multifamily units, RVs, single-family homes, and site-built homes. With the option for approved mobile/manufactured homes, the potential is

    Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
  • 45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
    /67

    $2,490,000

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636

    Welcome to an extraordinary waterfront retreat at 45118 Saint Cuthbert Farm Rd, Hollywood, MD—a truly rare offering on the Patuxent River. Set on nearly 2 acres with 166 feet of water frontage, this stunning, one-of-a-kind custom-built waterfront home delivers a lifestyle that few properties can match.Enjoy breathtaking, unobstructed views spanning over a mile and a half of the Patuxent

    Matthew Burgan Infinitas Realty Group

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
  • 0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    /8

    $225,000

    • Land
    • 1.2 Acres
    • $187,500 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    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,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • Lot 2 Ewell Ln, Hollywood, MD 20636
    Lot 2 Ewell Ln, Hollywood, MD 20636
    Lot 2 Ewell Ln, Hollywood, MD 20636
    /9

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    Lot 2 Ewell Ln, Hollywood, MD 20636

    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

    Cheryl Bare CENTURY 21 New Millennium

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • 20260 Hawks Way, Leonardtown, MD 20650
    20260 Hawks Way, Leonardtown, MD 20650
    20260 Hawks Way, Leonardtown, MD 20650
    /29

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    20260 Hawks Way, Leonardtown, MD 20650

    IMMEDIATE DELIVERY! Welcome to 20260 Hawks Way, a stunning immediate delivery brand new construction home situated on 1.34 flat acres in rural Leonardtown. This 4-bedroom, 2.5-bath residence showcases a modern design with thoughtful details and high-end finishes throughout. The main level features luxury vinyl plank flooring and a bright, open-concept layout perfect for both everyday living and

    Mark Frisco CENTURY 21 New Millennium

    20260 Hawks Way, Leonardtown, MD 20650
  • 24984 Sotterley Rd, Hollywood, MD 20636
    24984 Sotterley Rd, Hollywood, MD 20636
    /2

    $125,000

    • Land
    • 1.19 Acres
    • $105,042 per Acre

    24984 Sotterley Rd, Hollywood, MD 20636

    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

    Ron Lord Home Towne Real Estate

    24984 Sotterley Rd, Hollywood, MD 20636
  • 45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    /4

    $899,000

    • Land
    • 1.69 Acres
    • $531,953 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • 44605 Old Saint Andrews Church Rd, California, MD 20619
    44605 Old Saint Andrews Church Rd, California, MD 20619
    44605 Old Saint Andrews Church Rd, California, MD 20619
    /50

    $995,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, California, MD 20619
  • 23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    /56

    $640,000 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 3,478 Sq Ft

    23773 Meredith Ct, Hollywood, MD 20636

    Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower.Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement . Over 7

    Gloria Abell Coldwell Banker Premier

    23773 Meredith Ct, Hollywood, MD 20636
  • 20265 Hawks Way, Leonardtown, MD 20650
    20265 Hawks Way, Leonardtown, MD 20650
    /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel.

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650
  • 24699 Hollywood Rd, Hollywood, MD 20636
    24699 Hollywood Rd, Hollywood, MD 20636
    /2

    $999,000

    • Land
    • 8 Acres
    • $124,875 per Acre

    24699 Hollywood Rd, Hollywood, MD 20636

    Beautiful 8 acre corner lot in Hollywood, Md. Over 1500 feet of road frontage on Rt 235 and Hollywood/Leonardtown Rd combined. Vacant home that possibly could be renovated. Presently zoned R but could be zoned commercial. May possibly be subdivided in to building lots. Many possible uses for this property. Private business, car dealership, etc. Do not enter house

    Steve Lowe United Real Estate Premier

    24699 Hollywood Rd, Hollywood, MD 20636
  • 44405 5 LOTS K & R Way, Hollywood, MD 20636
    44405 5 LOTS K & R Way, Hollywood, MD 20636
    /2

    $1,300,000

    • Land
    • 3.69 Acres
    • $352,304 per Acre

    44405 5 LOTS K & R Way, Hollywood, MD 20636

    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, 10miles from Patuxent River Naval Air Station/NAWCAD, less than one hour to DC/NorthernVirginia.The Villages at Clarks MillThe property currently has a Concept Plan for 18 townhome units approved by the

    Cathy Rose RE/MAX One

    44405 5 LOTS K & R Way, Hollywood, MD 20636
  • 43447 Drum Cliff Rd, Hollywood, MD 20636
    43447 Drum Cliff Rd, Hollywood, MD 20636
    43447 Drum Cliff Rd, Hollywood, MD 20636
    /31

    $640,000

    • 3 Beds
    • 2 Baths
    • 3,684 Sq Ft

    43447 Drum Cliff Rd, Hollywood, MD 20636

    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,

    Mack Davis Douglas Realty, LLC

    43447 Drum Cliff Rd, Hollywood, MD 20636
  • 26350 Three Notch Rd, Mechanicsville, MD 20659
    26350 Three Notch Rd, Mechanicsville, MD 20659
    26350 Three Notch Rd, Mechanicsville, MD 20659
    /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!**This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • 24850 Peaceful View Way Ct, Hollywood, MD 20636
    24850 Peaceful View Way Ct, Hollywood, MD 20636
    24850 Peaceful View Way Ct, Hollywood, MD 20636
    /49

    $699,000 New Construction

    • 4 Beds
    • 2.5 Baths

    24850 Peaceful View Way Ct, Hollywood, MD 20636

    Move in ready new construction coming this spring! Located at 24850 Peaceful View Way in Hollywood, MD, this 4-bedroom home sits on a private 1.5-acre cul-de-sac lot, offering space, privacy, and modern farmhouse-inspired design.The exterior features stone skirting, a side-entry garage, and a welcoming front porch. Inside, the home is designed with high ceilings, upgraded trim details, luxury

    Michele Posey RE/MAX Realty Group

    24850 Peaceful View Way Ct, Hollywood, MD 20636
  • 24676 Old Three Notch Rd, Hollywood, MD 20636
    24676 Old Three Notch Rd, Hollywood, MD 20636
    24676 Old Three Notch Rd, Hollywood, MD 20636
    /48

    $479,786

    • 5 Beds
    • 3 Baths
    • 2,280 Sq Ft

    24676 Old Three Notch Rd, Hollywood, MD 20636

    Experience modern luxury in this fully renovated house! This gem has been masterfully updated for 2026 living, offering 5 spacious bedrooms and 3 elegant upgraded full bathrooms. The open-concept main level is bathed in natural light and features gleaming Hardwood flooring, recessed lighting, and a gourmet kitchen equipped with brand-new stainless steel appliances, brand new cabinets and quartz

    Hameedullah Virk Samson Properties

    24676 Old Three Notch Rd, Hollywood, MD 20636
Maryland St Marys County Hollywood

Homes for Sale with Acreage in Hollywood, MD

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In Hollywood, there are currently 20 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Hollywood, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Hollywood and discover the potential and freedom that comes with owning your own piece of property.

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