28

Hollywood, MD Homes for Sale with Acreage

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  • 45493 Deer Crossing Ln, California, MD 20619
    45493 Deer Crossing Ln, California, MD 20619
    45493 Deer Crossing Ln, California, MD 20619
    /9

    $350,000

    • Land
    • 10 Acres
    • $34,930 per Acre

    45493 Deer Crossing Ln, California, MD 20619

    Own your piece of heaven. Over 10 acres on Little Kingston Creek awaiting your design plans and lifestyle. If privacy is what you desire this lot is what you have been waiting for. This lot has a MetCom approval for water and sewer. Convenient to shopping, yet you will feel like you are in the country. Build your dream home with lots of acreage. Short boat ride to Solomons for restaurants

    Agent Photo

    Trish Brow

    EXP Realty, LLC

    (240) 451-8457

    45493 Deer Crossing Ln, California, MD 20619
  • 23185 Piney Wood Cir, California, MD 20619
    23185 Piney Wood Cir, California, MD 20619
    23185 Piney Wood Cir, California, MD 20619
    /51

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    23185 Piney Wood Cir, California, MD 20619

    Beautifully Updated Colonial on One Acre in WildwoodThis stunning colonial home sits on a spacious one-acre lot in Wildwood and features numerous high-end updates throughout. The heart of the home is the beautifully remodeled kitchen (2022), showcasing new cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.The main

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23185 Piney Wood Cir, California, MD 20619
  • 26005 Jones Wharf Rd, Hollywood, MD 20636
    26005 Jones Wharf Rd, Hollywood, MD 20636
    26005 Jones Wharf Rd, Hollywood, MD 20636
    /52

    $549,900

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft

    26005 Jones Wharf Rd, Hollywood, MD 20636

    Modern Farmhouse Vibes on 4+ Private Acres in HollywoodWelcome to your dream escape — a gorgeously renovated 3-bedroom, 2-bath rambler nestled on 4.02 picturesque acres in the heart of Hollywood, MD. From the moment you pull up, the sunny yellow door, charming “Come In” welcome mat, and modern exterior set the tone for a home that’s warm, stylish, and totally irresistible.Step

    Mark Frisco CENTURY 21 New Millennium

    26005 Jones Wharf Rd, Hollywood, MD 20636
  • 44628 Cedar Ct, California, MD 20619
    44628 Cedar Ct, California, MD 20619
    44628 Cedar Ct, California, MD 20619
    /65

    $609,900

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft

    44628 Cedar Ct, California, MD 20619

    This is the story of a charming home in Wildewood's premier neighborhood. Situated on a 1.21 acre lot on a peaceful cul-de-sac, with a lush green lawn dappled with shade trees, where the scenery is beautiful all year round. Gorgeous hardscape patio out back with a stone fire pit, complete with a seasoned woodpile, is ideal for outdoor gatherings. A large 2-car garage includes a utility

    Kimberly St. Laurent RE/MAX One

    44628 Cedar Ct, California, MD 20619
  • 24549 Fwd Dr, Hollywood, MD 20636
    24549 Fwd Dr, Hollywood, MD 20636
    24549 Fwd Dr, Hollywood, MD 20636
    /44

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    24549 Fwd Dr, Hollywood, MD 20636

    Welcome to this beautiful 4-bedroom, 2.5-bath home that blends comfort, style, and functionality. Step inside to find a formal living room and a separate formal dining room—perfect for entertaining. Spacious kitchen features Cambria stone countertops and Porcelanosa tile flooring, combining beauty and durability. A cozy family room with a fireplace offers the ideal space to unwind, while a

    Florentina Killian CENTURY 21 New Millennium

    24549 Fwd Dr, 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

    $1,005,000

    • 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
  • 41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    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

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • 22951 Cattail Ln, California, MD 20619
    22951 Cattail Ln, California, MD 20619
    22951 Cattail Ln, California, MD 20619
    /82

    $685,000

    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    22951 Cattail Ln, California, MD 20619

    Welcome to 22951 Cattail Ln, a beautifully maintained custom brick home in the sought-after Redwood subdivision of Wildewood. Perfectly situated near top-rated schools, shopping, and PAX River NAS, this home offers a blend of elegance, functionality, and modern updates. Step inside to find grand-scale living with 4 spacious bedrooms and 3 full baths upstairs, plus a flex room and full bath in the

    Charlotte Long EXP Realty, LLC

    22951 Cattail Ln, California, MD 20619
  • 41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    41998 Pleasant Valley Ct, Hollywood, MD 20636
    /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • 23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    23773 Meredith Ct, Hollywood, MD 20636
    /91

    $679,900

    • 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 .

    Gloria Abell Coldwell Banker Jay Lilly Real Estate

    23773 Meredith Ct, Hollywood, MD 20636
  • 26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    26366 Mar A Lee Ct, Mechanicsville, MD 20659
    /22

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    *** To Be Built with estimated delivery date of December 1 **** Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • 25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    /26

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    25005 Secretariate Dr, Hollywood, MD 20636

    Beautiful back to nature setting surrounds this charming Cape Cod. Five acres of wooded seclusion, you can't even see a neighbor. Sit on your front porch and watch the birds, squirrls and deer pass by. There's even a lilly pad pond out back. Trails to walk. Open areas for parking campers, boats or other toys. Inside you'll find an open floorplan with an owners suite on the first level, full

    Carl Beatty RE/MAX Realty Group

    25005 Secretariate Dr, Hollywood, MD 20636
  • 43245 Joy Ln, Hollywood, MD 20636
    43245 Joy Ln, Hollywood, MD 20636
    43245 Joy Ln, Hollywood, MD 20636
    /4

    $150,000

    • Land
    • 4.20 Acres
    • $35,714 per Acre

    43245 Joy Ln, Hollywood, MD 20636

    Discover the perfect blend of privacy, convenience, and opportunity with this beautifully wooded 4-acre lot. Tucked away in a peaceful setting, this property offers endless possibilities. Whether you’re looking to build your dream home, explore development potential, or secure a smart investment for the future.The land features a level build site perched on a ridge, providing a stunning

    Michael Fitzgerald, II RE/MAX Closers

    43245 Joy Ln, Hollywood, MD 20636
  • 25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    /28

    $429,900

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft

    25757 Jones Wharf Rd, Hollywood, MD 20636

    Experience the best of countryside charm at 25757 Jones Wharf Road. Situated on 4.7 acres, this 2,292 sqft residence offers 3 bedrooms and 2 bathrooms. It features an expansive sunroom, offering a bright and inviting space to enjoy year-round. Recent improvements in 2025 include a new heat pump with oil backup, new gutter guards(with warranty) and some new kitchen appliances. The layout includes

    Stephanie Glaubitz Home Towne Real Estate

    25757 Jones Wharf Rd, Hollywood, MD 20636
  • 0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    /4

    $799,000

    • Land
    • 4.70 Acres
    • $170,000 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    Elevate your investment portfolio with the remarkable opportunity presented by Cottonwood Parkway Outparcel C in the esteemed Wildewood Technology Park, California, MD. This prime plot, meticulously zoned for Office Business Park, offers an unparalleled canvas for visionary investors seeking to shape the commercial landscape. Positioned to cater to the evolving demands of office space in the

    Thomas McKay Berkshire Hathaway HomeServices PenFed Realty

    0 Cottonwood Pkwy, Wildewood, MD 20619
  • 45216 Clarkes Landing Rd, Hollywood, MD 20636
    45216 Clarkes Landing Rd, Hollywood, MD 20636
    45216 Clarkes Landing Rd, Hollywood, MD 20636
    /81

    $1,775,000

    • 6 Beds
    • 5.5 Baths
    • 6,646 Sq Ft

    45216 Clarkes Landing Rd, Hollywood, MD 20636

    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

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    45216 Clarkes Landing Rd, Hollywood, MD 20636
  • 26181 S Sandgates Rd, Mechanicsville, MD 20659
    26181 S Sandgates Rd, Mechanicsville, MD 20659
    26181 S Sandgates Rd, Mechanicsville, MD 20659
    /3

    $90,000

    • Land
    • 1.00 Acre
    • $90,000 per Acre

    26181 S Sandgates Rd, Mechanicsville, MD 20659

    Discover the perfect opportunity to build your dream home on this 1-acre buildable lot at 26181 S Sandsgate Rd, Mechanicsville, MD. This flat, 90% cleared lot comes with recorded percs and an existing driveway, making it ready for immediate development. Enjoy the privacy and freedom of a spacious property while still being conveniently located near local amenities. Don’t miss out on this prime

    William Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
  • 44459 Marymax Ln, Hollywood, MD 20636
    44459 Marymax Ln, Hollywood, MD 20636
    44459 Marymax Ln, Hollywood, MD 20636
    /4

    $149,900

    • Land
    • 1.61 Acres
    • $93,106 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Nothing left to do! The lot is perc'd, cleared and prepped. A building permit is in hand. The impact fee has been paid. Electric has been brought to the end of the street. So much value here! Dreaming of building your perfect home but feeling overwhelmed by the process and permit delays? This exceptional lot in the heart of Hollywood eliminates the hassle! Fully approved for a building permit,

    Michelle Camaioni RE/MAX One

    44459 Marymax Ln, Hollywood, MD 20636
  • 23706 Three Notch Rd, Hollywood, MD 20636
    23706 Three Notch Rd, Hollywood, MD 20636
    23706 Three Notch Rd, Hollywood, MD 20636
    /5

    $245,000

    • 2,160 Sq Ft

    23706 Three Notch Rd, Hollywood, MD 20636

    LOWER PRICE! 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

    Don Wares Long & Foster Real Estate, Inc.

    23706 Three Notch 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
  • 45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    45410 Clarks Mill Rd, Hollywood, MD 20636
    /6

    $899,000

    • Land
    • 1.29 Acres
    • $696,899 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    DEEP WATER Don't miss this opportunity on some of the best waterfront you can find in Southern Maryland .Minutes from Solomons Island and the Chesapeake Bay. Close to shopping, restaurants,and entertainment. Build your waterfront oasis here. 4 lots totaling 2.5 acres on Hickory Landing Creek . There is only one address assigned to one of the lots , but the parcels included are parcels

    Steve Lowe Homesource United

    45410 Clarks Mill 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

    Catherine Rose RE/MAX One

    44405 5 LOTS K & R Way, Hollywood, MD 20636
  • 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 Homesource United

    24699 Hollywood Rd, Hollywood, MD 20636
  • 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
  • 0 Saint Andrews Church Rd, California, MD 20619
    0 Saint Andrews Church Rd, California, MD 20619
    0 Saint Andrews Church Rd, California, MD 20619
    /5

    $750,000

    • Land
    • 83 Acres
    • $9,065 per Acre

    0 Saint Andrews Church Rd, California, MD 20619

    Mike Jordan CENTURY 21 New Millennium

    0 Saint Andrews Church Rd, California, MD 20619
  • 43220 Rosalinds Dr, Hollywood, MD 20636
    43220 Rosalinds Dr, Hollywood, MD 20636
    43220 Rosalinds Dr, Hollywood, MD 20636
    /3

    $494,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    43220 Rosalinds Dr, Hollywood, MD 20636

    Charming One-Story Home on a Private 1-Acre Lot in Hollywood!This well-maintained, single-level home is nestled on a peaceful 1-acre lot, offering privacy and space both inside and out. Remodeled bathrooms with custom tile work and a large walk-in shower in primary bath. The great room features an arched ceiling, creating a bright and open living space. A dedicated office/den opens

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43220 Rosalinds Dr, Hollywood, MD 20636
  • 26079 S Sandgates Rd, Mechanicsville, MD 20659
    26079 S Sandgates Rd, Mechanicsville, MD 20659
    /2

    $228,600

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    26079 S Sandgates Rd, Mechanicsville, MD 20659

    No interior viewings/Drive by only. Please DO NOT DISTURB the occupant. Take a drive by this three bedroom, one bath home and see if it may be your next investment. "As is" cash only sale with no contingencies or inspections. Buyer will be responsible for obtaining possession of the property upon closing.

    Dana Rowell RealHome Services and Solutions, Inc.

    26079 S Sandgates Rd, Mechanicsville, MD 20659
  • 22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    /24

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
Maryland St Marys County Hollywood

Homes for Sale with Acreage in Hollywood, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Hollywood, there are currently 28 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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