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Homes for Sale in 20636

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  • 24665 E Montiego Rd, Hollywood, MD 20636
    24665 E Montiego Rd, Hollywood, MD 20636
    /2

    $425,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 2,006 Sq Ft

    24665 E Montiego Rd, Hollywood, MD 20636

    Welcome to 24665 E. Montiego Road in Hollywood, MD a well-maintained split foyer home offering exceptional space, flexibility, and comfort. This thoughtfully designed residence features generous living areas on both levels, enhanced by durable and stylish LVP flooring throughout. The main level welcomes you with a spacious living room filled with natural light, a formal dining area perfect for

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 275-9698

    24665 E Montiego Rd, Hollywood, MD 20636
  • 44015 Sandy Bottom Rd, Hollywood, MD 20636
    44015 Sandy Bottom Rd, Hollywood, MD 20636
    44015 Sandy Bottom Rd, Hollywood, MD 20636
    /35

    $475,000

    • 5 Beds
    • 3 Baths
    • 1,752 Sq Ft

    44015 Sandy Bottom Rd, Hollywood, MD 20636

    You want large? You want one level? You want some land? You want to be rural? You want to be close to everything? This probably checked most or all your boxes. Stainless appliances, granite counter tops, hardwood flooring, etc. to take it to the top of your list. OVersized 2 car garage too. 5 BR, 3 BA single family rambler in sought after Hollywood.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 229-3043

    44015 Sandy Bottom Rd, Hollywood, MD 20636
  • 44731 Smiths Nursery Rd, Hollywood, MD 20636
    44731 Smiths Nursery Rd, Hollywood, MD 20636
    44731 Smiths Nursery Rd, Hollywood, MD 20636
    /87

    $949,900

    • 4 Beds
    • 3 Baths
    • 2,466 Sq Ft

    44731 Smiths Nursery Rd, Hollywood, MD 20636

    Deep water Colonial on desirable Cuckold Creek! Enjoy water views, and waterfront living, in this charming 4-bedroom, 3-bath home. Have your coffee as you watch the morning sun shimmer on the water, and then end the day on the back deck for a glorious sunset. Situated on the protected waters of Forrest Landing Cove, you can head down to the dock for a relaxing paddle or gentle sail. Minutes from

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (227) 205-2737

    44731 Smiths Nursery Rd, Hollywood, MD 20636
  • 23801 Mcintosh Rd, Hollywood, MD 20636
    23801 Mcintosh Rd, Hollywood, MD 20636
    /2

    $464,900 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,634 Sq Ft

    23801 Mcintosh Rd, Hollywood, MD 20636

    Welcome to this well-maintained split foyer home situated on a 1.25-acre lot in Hollywood, MD, offering the perfect blend of space, comfort, and convenience. Located in the sought-after Leonardtown school district—Duke Elementary, Leonardtown Middle, and Leonardtown High School—this home also provides easy access to Leonardtown’s amenities without the added town taxes, making it an exceptional

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 770-1422

    23801 Mcintosh Rd, Hollywood, MD 20636
  • 42625 Richly Ln, Hollywood, MD 20636
    42625 Richly Ln, Hollywood, MD 20636
    42625 Richly Ln, Hollywood, MD 20636
    /50

    $950,000

    • 6 Beds
    • 4.5 Baths
    • 5,179 Sq Ft

    42625 Richly Ln, Hollywood, MD 20636

    Welcome to refined living in this exceptional QBHI Fairfax model, perfectly situated on nearly two private acres and just 16 months young. Located in the highly sought-after Broyhill community of Leonardtown, this beautifully crafted home blends luxury, comfort, and thoughtful design at every turn.From the moment you arrive, you’ll appreciate the expansive, mostly flat yard—ideal for outdoor

    Dorothy Bistransin Redfin Corp

    42625 Richly Ln, Hollywood, MD 20636
  • 43356 Quail St, Hollywood, MD 20636
    43356 Quail St, Hollywood, MD 20636
    43356 Quail St, Hollywood, MD 20636
    /35

    $610,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    43356 Quail St, Hollywood, MD 20636

    Welcome to this beautifully maintained colonial in the sought-after Broad Creek neighborhood in Hollywood—offering the perfect blend of space, updates, and location. Built in 2016, this 5-bedroom, 3.5-bathroom home is move-in ready and thoughtfully refreshed for its next owners. The main level and upper level feature brand new carpet, and the top floors have been freshly painted, giving the home

    Lauren Garner EXP Realty, LLC

    43356 Quail St, Hollywood, MD 20636
  • 44617 Joy Chapel Rd, Hollywood, MD 20636
    44617 Joy Chapel Rd, Hollywood, MD 20636
    44617 Joy Chapel Rd, Hollywood, MD 20636
    /52

    $529,000

    • 5 Beds
    • 3 Baths
    • 3,262 Sq Ft

    44617 Joy Chapel Rd, Hollywood, MD 20636

    This well loved brick home on a large lot is move-in ready, in time to enjoy summer fun at the pool. The main level features a large kitchen with corian counters, an island breakfast bar, opening to the family room and glass doors to the solid deck overlooking the pool, shed and back yard. A Living Rm, separate Dining Rm, and 3 BRs with hardwood floors, and 2 full BA complete the main level,

    Juliet Brown Residential Plus Real Estate Services

    44617 Joy Chapel Rd, Hollywood, MD 20636
  • 43063 Hugh Dr, Hollywood, MD 20636
    43063 Hugh Dr, Hollywood, MD 20636
    43063 Hugh Dr, Hollywood, MD 20636
    /33

    $693,000

    • 5 Beds
    • 3 Baths
    • 2,728 Sq Ft

    43063 Hugh Dr, Hollywood, MD 20636

    Nestled on 29.5 acres of serene, wooded privacy, this exceptional estate offers a rare blend of character, modern updates, and endless potential. Inside the 2,700+ sq ft home, you’re welcomed by distinctive features like a striking cedar beam and dual staircases that add warmth and architectural charm. The spacious kitchen is a standout, featuring granite countertops, stainless steel appliances,

    Billy Rabbitt The Southside Group Real Estate

    43063 Hugh Dr, Hollywood, MD 20636
  • 43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    /3

    $764,987 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,551 Sq Ft

    43816 Raspberry Ln, Hollywood, MD 20636

    Coming soon. should be active next month. Call for more information

    Patrick Dugan O'Brien Realty ERA Powered

    43816 Raspberry Ln, Hollywood, MD 20636
  • 24065 Pappys Way, Hollywood, MD 20636
    24065 Pappys Way, Hollywood, MD 20636
    24065 Pappys Way, Hollywood, MD 20636
    /101

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 4,040 Sq Ft

    24065 Pappys Way, Hollywood, MD 20636

    Beautiful colonial situated on a 4.12 acre secluded lot backing to 28 acres of Forest Conservation area! This home has it all including 4 bedrooms, 3 1/2 bathrooms, finished basement with kitchen and more. As you enter the foyer the hardwood floors lead you to a den/office perfect for working from home and extra space. The kitchen includes upgraded stainless appliances, a breakfast area, and

    Kelly Padgett CENTURY 21 New Millennium

    24065 Pappys Way, Hollywood, MD 20636
  • 43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    /80

    $599,900

    • 3 Beds
    • 2 Baths
    • 2,514 Sq Ft

    43088 Island View, Hollywood, MD 20636

    SPEND YOUR SUMMER HERE AND/OR EVERYDAY!! WATERFRONT - Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen with stainless steel Appliances and Quartz Countertops, View of the water from the kitchen, Dining, Primary Bedroom, back Covered Deck Area, New Bathrooms with porcelain, New paint

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • 43732 Raspberry Ln, Hollywood, MD 20636
    43732 Raspberry Ln, Hollywood, MD 20636
    43732 Raspberry Ln, Hollywood, MD 20636
    /62

    $623,000

    • 2 Beds
    • 2 Baths
    • 1,226 Sq Ft

    43732 Raspberry Ln, Hollywood, MD 20636

    Premier Waterfront Retreat with Unrivaled Patuxent River ViewsThis 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

    Man Ngo Pearson Smith Realty, LLC

    43732 Raspberry Ln, Hollywood, MD 20636
  • 43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    43979 Drum Cliff Rd, Hollywood, MD 20636
    /58

    $499,900

    • 2 Beds
    • 2 Baths
    • 3,140 Sq Ft

    43979 Drum Cliff Rd, Hollywood, MD 20636

    Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 2BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with

    Ken Phipps CENTURY 21 New Millennium

    43979 Drum Cliff Rd, Hollywood, MD 20636
  • 26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    26188 Skyview Dr, Hollywood, MD 20636
    /9

    $399,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    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.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • 24040 Hollywood Rd, Hollywood, MD 20636
    24040 Hollywood Rd, Hollywood, MD 20636
    24040 Hollywood Rd, Hollywood, MD 20636
    /5

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    24040 Hollywood Rd, Hollywood, MD 20636

    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.

    Sheila Milburn Coldwell Banker Premier

    24040 Hollywood Rd, Hollywood, MD 20636
  • 25815 Three Notch Rd, Hollywood, MD 20636
    25815 Three Notch Rd, Hollywood, MD 20636
    25815 Three Notch Rd, Hollywood, MD 20636
    /6

    $125,000

    • Land
    • 6 Acres
    • $20,833 per Acre

    25815 Three Notch Rd, Hollywood, MD 20636

    6 Acre Lot in Hollywood

    Gloria Abell Coldwell Banker Premier

    25815 Three Notch 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

    $200,000

    • Land
    • 1.2 Acres
    • $166,667 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
  • 26408 Hillendale Rd, Hollywood, MD 20636
    26408 Hillendale Rd, Hollywood, MD 20636
    26408 Hillendale Rd, Hollywood, MD 20636
    /22

    $264,900

    • 3 Beds
    • 1.5 Baths
    • 1,012 Sq Ft

    26408 Hillendale Rd, Hollywood, MD 20636

    Welcome to Hollywood Shores! This charming one-level home offers the perfect opportunity for a first-time buyer or anyone looking to downsize and enjoy easy, low-maintenance living. The functional layout and single-level design provide comfort, convenience, and simplicity in a peaceful setting. Located in the desirable Hollywood Shores waterfront community, residents have the option to join for

    Debra Patrick RE/MAX United Real Estate

    26408 Hillendale 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
  • 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
  • 44760 Joy Chapel Rd, Hollywood, MD 20636
    44760 Joy Chapel Rd, Hollywood, MD 20636
    44760 Joy Chapel Rd, Hollywood, MD 20636
    /13

    $959,900 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,408 Sq Ft

    44760 Joy Chapel Rd, Hollywood, MD 20636

    Hollywood waterfront on Cuckold Creek—custom-built, one-owner home offering space, quality, and beautiful water views. The main level features hardwood floors throughout, a primary bedroom with full bath, and a well-appointed kitchen with granite countertops and custom cabinetry, open to the breakfast area and family room with a gas fireplace. A bright sunroom overlooks the creek and provides

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    44760 Joy Chapel Rd, 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 United Real Estate Premier

    24699 Hollywood Rd, Hollywood, MD 20636
  • 45031 Irvin St, Hollywood, MD 20636
    45031 Irvin St, Hollywood, MD 20636
    45031 Irvin St, Hollywood, MD 20636
    /37

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    45031 Irvin St, Hollywood, MD 20636

    Discover the charm of this beautifully maintained ranch-style home in the desirable Peacock Manor subdivision. Built in 1965, this detached residence offers 1,508 sq. ft. of comfortable living space, featuring three bedrooms and one and a half bathrooms. The inviting layout is perfect for relaxation and entertaining, highlighted by a cozy fireplace that adds warmth to the living area. Set on a

    Paul Fenton Coldwell Banker Premier

    45031 Irvin St, Hollywood, MD 20636
  • 0 Ewell Ln, Hollywood, MD 20636
    0 Ewell Ln, Hollywood, MD 20636
    0 Ewell Ln, Hollywood, MD 20636
    /10

    $200,000

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

    0 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

    0 Ewell Ln, Hollywood, MD 20636
  • 43671 Sunny Ridge Ln, Hollywood, MD 20636
    43671 Sunny Ridge Ln, Hollywood, MD 20636
    43671 Sunny Ridge Ln, Hollywood, MD 20636
    /45

    $999,500 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 2,465 Sq Ft

    43671 Sunny Ridge Ln, Hollywood, MD 20636

    Set on nearly 14 acres along St. Thomas Creek in Hollywood, this fully renovated all-brick rambler offers a rare combination of space, thoughtful updates, and waterfront living. Inside, the home was completely remodeled in 2023, delivering a clean, refreshed interior designed for everyday comfort and easy entertaining. Just beyond the main living area, a new Trex deck spans the rear of the home,

    Caitlin Vallandingham Infinitas Realty Group

    43671 Sunny Ridge Ln, Hollywood, MD 20636
  • 44965 Blackistone Cir, Hollywood, MD 20636
    44965 Blackistone Cir, Hollywood, MD 20636
    44965 Blackistone Cir, Hollywood, MD 20636
    /27

    $499,000

    • 4 Beds
    • 3.5 Baths
    • 2,264 Sq Ft

    44965 Blackistone Cir, Hollywood, MD 20636

    Discover a captivating blend of comfort and nature in this stunning waterview home, nestled along the serene banks of Cuckhold Creek. With 2,264 sq. ft. of thoughtfully designed living space, this residence features four spacious bedrooms and three and a half bathrooms, perfect for both relaxation and entertaining. The inviting interior boasts a cozy gas fireplace, ideal for chilly evenings, and

    Mike Sweeney Taylor Properties

    44965 Blackistone Cir, Hollywood, MD 20636
  • 25106 Pinto Dr, Hollywood, MD 20636
    25106 Pinto Dr, Hollywood, MD 20636
    /2

    $44,900

    • Land
    • 30,927 Sq Ft
    • $63,239 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    0.71 Acres of Land for Sale: Hollywood, Maryland 2063625106 Pinto Dr, Hollywood, MD 20636Features:Land is Approximately 5.34 Miles Away from Patuxent River (See Aerial Map.)Land is Approx. a 39 Minute Drive to King George, Virginia.Zoning:Residential

    Anjie Deonauth Rise Real Estate, LLC

    25106 Pinto Dr, Hollywood, MD 20636
  • 44947 Blackistone Cir, Hollywood, MD 20636
    44947 Blackistone Cir, Hollywood, MD 20636
    44947 Blackistone Cir, Hollywood, MD 20636
    /13

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    44947 Blackistone Cir, Hollywood, MD 20636

    PRICE REDUCED for quick sale! Check out this lovely water view home just steps from Cuckold Creek in St. Mary's County. Boasting 3 large bedrooms with expansive closets, an expansive upstairs loft/family room and beautiful kitchen. Upgrades throughout and in ready-to-move-in condition! FHA, VA or Conventional. For rental information, see MDSM2028384. Call agent for details for Rent Option.

    Dawn Popham Samson Properties

    44947 Blackistone Cir, Hollywood, MD 20636
  • 0 Lot 12 Skyview Dr, Hollywood, MD 20636
    0 Lot 12 Skyview Dr, Hollywood, MD 20636
    0 Lot 12 Skyview Dr, Hollywood, MD 20636
    /4

    $22,000

    • Land
    • 13,939 Sq Ft
    • $68,750 per Acre

    0 Lot 12 Skyview Dr, Hollywood, MD 20636

    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

    Sarah Reynolds Keller Williams Realty

    0 Lot 12 Skyview Dr, 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 Samson Properties

    44405 5 LOTS K & R Way, Hollywood, MD 20636
  • 43091 Joy Ln, Hollywood, MD 20636
    43091 Joy Ln, Hollywood, MD 20636
    /2

    $395,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft

    43091 Joy Ln, Hollywood, MD 20636

    Welcome to this charming one-level 3 bedroom 1 bath home set on a beautiful 1.59-acre level lot in Hollywood! This home is the perfect blend of character, space, and extensive recent updates. Built in 1956 and thoughtfully improved over time, this home features 1,324 square feet of comfortable living space, including original hardwood flooring that adds warmth and timeless appeal. The kitchen has

    Shelly Alonso Samson Properties

    43091 Joy Ln, Hollywood, MD 20636
Maryland St Marys County Hollywood 20636

Real Estate & Homes for Sale in 20636

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