54

Hollywood, MD Houses for Sale

Section Image Section Image
  • 43980 Swift Fox Dr, California, MD 20619
    43980 Swift Fox Dr, California, MD 20619
    43980 Swift Fox Dr, California, MD 20619
    /71

    $530,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,190 Sq Ft

    43980 Swift Fox Dr, California, MD 20619

    Wow in Wildewood! Welcome to this 4-bedroom, 3.5 bath, Colonial that features gorgeous Oak hardwoods throughout the main floor. A 2-year-young roof, 9-ft ceilings, chair rail, gas fireplace, upgraded kitchen, and finished lower-level are just some of the attractive features of this more than 3,000 sq ft home. Tall Maple cabinets, granite counters, large island w/ breakfast bar, pantry, stainless

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (240) 929-2653

    43980 Swift Fox Dr, California, MD 20619
  • 24665 E Montiego Rd, Hollywood, MD 20636
    24665 E Montiego Rd, Hollywood, MD 20636
    24665 E Montiego Rd, Hollywood, MD 20636
    /29

    $425,000

    • 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 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 gatherings, and an

    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
  • 23801 Mcintosh Rd, Hollywood, MD 20636
    23801 Mcintosh Rd, Hollywood, MD 20636
    23801 Mcintosh Rd, Hollywood, MD 20636
    /42

    $464,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 1,634 Sq Ft

    23801 Mcintosh Rd, Hollywood, MD 20636

    OPEN HOUSE SUNDAY 1PM-3PM. Leonardtown schools, NO HOA or Leonardtown taxes! 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

    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

    $900,000

    Open Sat 1PM - 3PM $50K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,179 Sq Ft

    42625 Richly Ln, Hollywood, MD 20636

    PRICE REDUCED!!! 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

    Dorothy Bistransin Redfin Corp

    42625 Richly Ln, Hollywood, MD 20636
  • 44125 Louisdale Rd, California, MD 20619
    44125 Louisdale Rd, California, MD 20619
    44125 Louisdale Rd, California, MD 20619
    /44

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    44125 Louisdale Rd, California, MD 20619

    The house on the knoll at Louisdale & St. Andrew's Lane features great full-corner curb appeal! Inside, the upgraded kitchen has tons of storage in the cherry cabinets with soft-close doors and a center island/bar is the center of this home, open to the dining room with easy movement throughout every room in the main living area, as well as large outdoor patio and gorgeous fully-fenced back yard.

    Melinda Brown EXP Realty, LLC

    44125 Louisdale Rd, California, MD 20619
  • 41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    41377 Doctors Crossing Rd, Leonardtown, MD 20650
    /57

    $600,000

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    NOW offered at $600,000 HUGE Price Adjustment!— a compelling opportunity in CLARK'S REST. *Get up to $3,000 with use of preferred lender for CLOSING COST assistance or use funds for a rate buy-down. Recently reintroduced with improved pricing, this is your chance to own one of the largest homes in the community, offering space, flexibility, and a lifestyle buyers are actively searching for.

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • 41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    41585 Austin Ct, Leonardtown, MD 20650
    /64

    $635,000

    • 5 Beds
    • 3 Baths
    • 3,030 Sq Ft

    41585 Austin Ct, Leonardtown, MD 20650

    Welcome to the completely unforgettable curb appeal of this home situated in the only culdesac of custom homes in the Estates at Singletree! Loved and beautifully maintained from the start by its current owners, they have personally curated, creative florals that surround this Southern Living traditional build, all the way to the perimeters of the property which provide abundant blueberries,

    Drema Ballengee-grunst EXP Realty, LLC

    41585 Austin Ct, Leonardtown, MD 20650
  • 43530 Drum Cliff Rd, Hollywood, MD 20636
    43530 Drum Cliff Rd, Hollywood, MD 20636
    43530 Drum Cliff Rd, Hollywood, MD 20636
    /21

    $550,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,959 Sq Ft

    43530 Drum Cliff Rd, Hollywood, MD 20636

    Impeccably maintained, energy efficient, and located in a neighborhood of pristine, old-growth forest, this right-sized home is perfect for a young family or an older family with visiting guests. Drum Cliff is nestled between the headwaters of St Thomas Creek and the Patuxent River, and the neighborhood offers safe walking on its quiet, dead-end streets. Thoroughly updated in 2017 with a new

    Dorothy Bistransin Redfin Corp

    43530 Drum Cliff Rd, Hollywood, MD 20636
  • 43968 Swift Fox Dr, California, MD 20619
    43968 Swift Fox Dr, California, MD 20619
    43968 Swift Fox Dr, California, MD 20619
    /67

    $599,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,124 Sq Ft

    43968 Swift Fox Dr, California, MD 20619

    If you're looking for Space, Space, Space. This home is a MUST SEE!!!! For starters the New Roof (2025) AND fully paid-off solar panels, offer significant energy savings and long-term efficiency benefits you shouldn't overlook!!! As you step into this picturesque two-story brick Colonial, you'll find timeless charm with modern updates. A wide, welcoming front porch with white vinyl railings sets

    Connie Gunn CENTURY 21 New Millennium

    43968 Swift Fox Dr, California, MD 20619
  • 43075 Joy Ln, Hollywood, MD 20636
    43075 Joy Ln, Hollywood, MD 20636
    43075 Joy Ln, Hollywood, MD 20636
    /61

    $520,000

    • 3 Beds
    • 2.5 Baths
    • 2,488 Sq Ft

    43075 Joy Ln, Hollywood, MD 20636

    Welcome home to this spacious and well maintained 3-bedroom, 2.5-bath rambler with 2 car garage offering 2,488 sq ft of comfortable living space plus a private 1-bedroom, 1-bath in-law suite with separate entrance! This home features generous living spaces, a functional layout, and plenty of room to spread out both inside and out. Enjoy spacious bedrooms, multiple gathering areas, and the ease of

    Katherine Dean RE/MAX One

    43075 Joy Ln, Hollywood, MD 20636
  • 41482 Pensive St, Leonardtown, MD 20650
    41482 Pensive St, Leonardtown, MD 20650
    41482 Pensive St, Leonardtown, MD 20650
    /75

    $574,900

    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    41482 Pensive St, Leonardtown, MD 20650

    Instant Equity! 5 Bed 3.5 Bath Colonial w/ a fully finished basement and a 2-car garage, boasting over 4500SQFT located in Sought After Neighborhood of Leonard's Grant! Homes with this SQFT at this price point are almost non-existent. Similar homes have sold in this neighborhood for $625,000-$675,000! This home will need some cosmetic repair but is ready to shine again! From the street you are

    Mark Frisco CENTURY 21 New Millennium

    41482 Pensive St, Leonardtown, MD 20650
  • 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
  • 45480 Havenridge St, California, MD 20619
    45480 Havenridge St, California, MD 20619
    45480 Havenridge St, California, MD 20619
    /57

    $630,000

    • 5 Beds
    • 3.5 Baths
    • 3,642 Sq Ft

    45480 Havenridge St, California, MD 20619

    Is there a 5-bed single family home in California MD near PAX River with modern finishes, outdoor space, and immediate occupancy? Welcome to 45480 Havenridge St in The Woods at Myrtle Point, offering 4,378 sqft, a finished walkout basement, and a prime location just minutes from PAX Naval Air Station and Myrtle Point Park.This 5-bed single family home in California MD, built in 2016, blends

    Lisa Riggleman RE/MAX One

    45480 Havenridge St, California, MD 20619
  • 43063 Hugh Dr, Hollywood, MD 20636
    43063 Hugh Dr, Hollywood, MD 20636
    43063 Hugh Dr, Hollywood, MD 20636
    /32

    $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
  • 41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    /4

    $725,000

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 2,834 Sq Ft

    41655 Church St, Leonardtown, MD 20650

    Built in 1875, this substantial 2,800 sq ft residence offers a rare opportunity to own a large historic home in highly desirable Leonardtown. Featuring 5 bedrooms and 2 bathrooms, the property showcases classic architecture with a formal living room and dining room, and enduring period details. Original features include a beautiful antique stamped tin ceiling and two fireplaces, adding

    Chris Norris Topside Realty

    41655 Church St, Leonardtown, MD 20650
  • 42102 Woody Ln, Mechanicsville, MD 20659
    42102 Woody Ln, Mechanicsville, MD 20659
    /2

    $799,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,066 Sq Ft

    42102 Woody Ln, Mechanicsville, MD 20659

    This custom Craftsman home shows like new and has been meticulously maintained throughout. The stunning stone front and inviting wraparound porch create exceptional curb appeal, while the open floor plan offers comfortable everyday living and effortless entertaining. The main level features hardwood flooring throughout, 9-foot ceilings, a private office, and a spacious family room with a gas

    Carol Kalmus-Choporis Century 21 Redwood Realty

    42102 Woody Ln, Mechanicsville, MD 20659
  • 43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    43816 Raspberry Ln, Hollywood, MD 20636
    /3

    $764,987

    • 3 Beds
    • 4 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
  • 23642 Hansel Ct, Leonardtown, MD 20650
    23642 Hansel Ct, Leonardtown, MD 20650
    23642 Hansel Ct, Leonardtown, MD 20650
    /6

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft

    23642 Hansel Ct, Leonardtown, MD 20650

    Welcome Home! This beautifully maintained home in Leonard's Grant backs up to trees, a rainwater pond and lots of wildlife! Enjoy watching the deer, bunnies and squirrels in the privacy of your fenced in back yard and large deck. The home features 4 spacious bedrooms, 3.5 baths, a finished basement, new (2022) luxury vinyl plank flooring throughout all levels, new energy efficient sliders (2022),

    Diane Fenwick RE/MAX One

    23642 Hansel Ct, Leonardtown, MD 20650
  • 23302 Misty Pond Ln, California, MD 20619
    23302 Misty Pond Ln, California, MD 20619
    /2

    $539,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,003 Sq Ft

    23302 Misty Pond Ln, California, MD 20619

    Amazing colonial in quiet cul-da-sac. Home has a new roof in 2022 with the transferable warranty. Basement is finished fully in 2026, new paint in foyer and upstairs hall, new SHUTTERS and fresh paint on the front door too 2026, Both HVAC system were replaced in 2022-2023. Home features open floor plan in the traditional colonial style. Kitchen island and deck overlooking a small pond in the

    James Dick Long & Foster Real Estate, Inc.

    23302 Misty Pond Ln, California, MD 20619
  • 43675 Wild Iris St, California, MD 20619
    43675 Wild Iris St, California, MD 20619
    /2

    $605,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 4,280 Sq Ft

    43675 Wild Iris St, California, MD 20619

    WELCOME TO 43675 WILD IRIS STREET. THIS SPACIOUS HOME FEATURES AN OPEN FLOOR PLAN WITH HUGE ROOMS AND A GREAT FLOW THROUGHOUT. YOU'LL ENTER ON THE COVERED PORCH TO AN INVITING FOYER WITH A FORMAL DINING ROOM AND A LIVING ROOM/OFFICE ON EITHER SIDE. NEXT YOU'LL NOTICE THE GENEROUS FAMILY ROOM WHICH FLOWS TO THE BREAKFAST AREA AND AMAZING KITCHEN WITH OVERSIZED ISLAND AND AMPLE CABINET AND COUNTER

    Jennifer Mullennix CENTURY 21 New Millennium

    43675 Wild Iris St, California, MD 20619
  • 24331 Broad Creek Dr, Hollywood, MD 20636
    24331 Broad Creek Dr, Hollywood, MD 20636
    24331 Broad Creek Dr, Hollywood, MD 20636
    /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 4,396 Sq Ft

    24331 Broad Creek Dr, Hollywood, MD 20636

    Located in the popular Broad Creek neighborhood, this spacious two-story home offers over 4,500 square feet of beautifully designed living space. Features include hardwood floors, a two-story great room, separate formal dining room with crown molding, and a main-level office perfect for working from home. (main level heat pump replaced 2024) The kitchen is equipped with ample cabinetry, a center

    Carol Kalmus-Choporis Century 21 Redwood Realty

    24331 Broad Creek Dr, Hollywood, MD 20636
  • 23423 Canna Ct, California, MD 20619
    23423 Canna Ct, California, MD 20619
    23423 Canna Ct, California, MD 20619
    /86

    $579,000

    $20K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    23423 Canna Ct, California, MD 20619

    $20,000 PRICE DROP IN WILDEWOOD! | 23423 Canna Court is now offered at $579,000!More space. More flexibility. More value.If you’ve been waiting for the right opportunity in Wildewood, this may be it. This spacious 5-bedroom, 4.5-bath home offers room to spread out, gather, work, host, relax, and live comfortably — all in one of Southern Maryland’s most convenient communities.Inside,

    Bill Oosterink CENTURY 21 New Millennium

    23423 Canna Ct, California, MD 20619
  • 23455 Canna Ct, California, MD 20619
    23455 Canna Ct, California, MD 20619
    /2

    $624,900

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,195 Sq Ft

    23455 Canna Ct, California, MD 20619

    Welcome to 23455 Canna Ct! This stunning 4-bedroom, 3.5-bath home featuring the sought-after Langley floor plan offers the perfect blend of space, comfort, and style. From the moment you step inside, you’ll be greeted by heightened ceilings and an abundance of natural lighting that creates a bright and airy atmosphere throughout the home. The thoughtfully designed layout provides spacious living

    Matthew Burgan Infinitas Realty Group

    23455 Canna Ct, California, MD 20619
  • 23570 Myrtle Point Rd, California, MD 20619
    23570 Myrtle Point Rd, California, MD 20619
    23570 Myrtle Point Rd, California, MD 20619
    /18

    $569,900

    New Construction
    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    23570 Myrtle Point Rd, California, MD 20619

    Step into a rare opportunity to bring your vision to life! This beautifully framed and securely enclosed home sits on a private wooded lot, offering the ideal blend of structure and creative freedom. With the framework completed and the drywall in place, you’re perfectly positioned to take the reins and make this home truly your own. Now is the perfect time to personalize the last few details

    Chris Norris JR. Topside Realty

    23570 Myrtle Point Rd, California, MD 20619
  • 23422 Camellia Ct, California, MD 20619
    23422 Camellia Ct, California, MD 20619
    23422 Camellia Ct, California, MD 20619
    /47

    $539,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    23422 Camellia Ct, California, MD 20619

    Great square footage with nearly 3,000 sq ft of living space! This brick-front Colonial features nicely sized rooms throughout and an open, functional floor plan. The upper level offers three full baths, including a convenient Jack-and-Jill bath—perfect for busy households.Quality finishes include crown molding, recessed lighting, hardwood floors throughout the main level, and upgraded carpet

    Carol Kalmus-Choporis Century 21 Redwood Realty

    23422 Camellia Ct, California, MD 20619
  • 44555 Aspen Ln, California, MD 20619
    44555 Aspen Ln, California, MD 20619
    /2

    $549,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,983 Sq Ft

    44555 Aspen Ln, California, MD 20619

    Welcome to 44555 Aspen Ln — a beautifully maintained 4-bedroom, 2.5-bath colonial tucked away in the highly desirable Wildewood community, offering the perfect blend of privacy, space, and convenience. This home is thoughtfully positioned on a quiet, private lot, creating a peaceful setting while still being just minutes from everything you need. Inside, you’ll find expansive living spaces

    Matthew Burgan Infinitas Realty Group

    44555 Aspen Ln, California, MD 20619
  • 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
  • 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
  • 23134 Clover Ridge Ln, California, MD 20619
    23134 Clover Ridge Ln, California, MD 20619
    23134 Clover Ridge Ln, California, MD 20619
    /31

    $525,000

    Open Sat 11AM - 2PM
    • 5 Beds
    • 3.5 Baths
    • 3,109 Sq Ft

    23134 Clover Ridge Ln, California, MD 20619

    Tucked away on a quiet cul-de-sac in the highly sought after Wildewood community, 23134 Clover Ridge Lane sits on over half an acre and backs to a serene wooded space. Trees line the backyard, offering an extra sense of privacy and natural surroundings.Designed for both comfort and style, this home features a two car garage, fresh paint throughout, and a new roof installed in 2022. The main

    Ana Vazquez The Southside Group Real Estate

    23134 Clover Ridge Ln, California, MD 20619
  • 23345 Sugarbush St, California, MD 20619
    23345 Sugarbush St, California, MD 20619
    23345 Sugarbush St, California, MD 20619
    /46

    $585,000

    • 4 Beds
    • 4.5 Baths
    • 3,986 Sq Ft

    23345 Sugarbush St, California, MD 20619

    Welcome home to Sugarbush Street in the sought after neighborhood of Primrose Park at Wildewood. Tucked near a charming community gathering space, this spacious Colonial offers a thoughtful layout, beautifully maintained living spaces, and the kind of comfort that immediately feels inviting from the moment you arrive. Inside, the main level features a separate dining room, a dedicated front

    Diana Washabaugh CENTURY 21 New Millennium

    23345 Sugarbush St, California, MD 20619
  • 25263 Sotterley Rd, Hollywood, MD 20636
    25263 Sotterley Rd, Hollywood, MD 20636
    25263 Sotterley Rd, Hollywood, MD 20636
    /5

    $349,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,274 Sq Ft

    25263 Sotterley Rd, Hollywood, MD 20636

    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

    Christopher Carr HomeZu

    25263 Sotterley Rd, Hollywood, MD 20636
  • 44280 Blueberry Ln, California, MD 20619
    44280 Blueberry Ln, California, MD 20619
    44280 Blueberry Ln, California, MD 20619
    /35

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 1,873 Sq Ft

    44280 Blueberry Ln, California, MD 20619

    Attractive two story at end of lane. The perfect layout for a 4 bedroom home in a great neighborhood. Located on a non-thru street so there's little traffic going by. The kitchen is open to the family room with a breakfast area between. A formal dining room is off the kitchen and there is a spacious living room. The kitchen has stainless appliances . All walls in the house have been freshly

    Ron Leonard Leonard Realty, Inc.

    44280 Blueberry Ln, California, MD 20619
  • 24814 Half Pone Point Rd, Hollywood, MD 20636
    24814 Half Pone Point Rd, Hollywood, MD 20636
    24814 Half Pone Point Rd, Hollywood, MD 20636
    /12

    $1,749,000

    Coming Soon
    • 3 Beds
    • 4 Baths
    • 4,537 Sq Ft

    24814 Half Pone Point Rd, Hollywood, MD 20636

    Stunning custom waterfront home on the Patuxent River! Quality workmanship and well-maintained, built in 2015. 4500 sf above grade, and a full unfinished basement. First floor primary bedroom. Oversized 3-car garage, plus an RV pad and Amish-built shed. 100' waterfront with pier, boat lift, and vast views across the Patuxent. Enjoy luxury living and coastal charm. Great boating, fishing, and

    Brooke Matthews RE/MAX One

    24814 Half Pone Point 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

    $181K PRICE DROP
    • 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
  • 4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
    /60

    $1,175,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4 Baths
    • 2,818 Sq Ft

    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685

    Welcome to an extraordinary Southern Living–inspired waterfront bungalow offering a rare blend of tranquility, luxury, and charm in pristine condition. Tucked away on a quiet, secluded road with only three homes, this exceptional property is surrounded by water and bordered by 25 acres of protected, unbuildable land, ensuring lasting privacy and breathtaking natural beauty.Ideally located

    Jeannine Wayson Coldwell Banker Realty

    4005 Lloyd Bowen Rd, Saint Leonard, MD 20685
  • 3971 Oyster House Rd, Broomes Island, MD 20615
    3971 Oyster House Rd, Broomes Island, MD 20615
    3971 Oyster House Rd, Broomes Island, MD 20615
    /16

    $299,900

    • 5 Beds
    • 1 Bath
    • 1,764 Sq Ft

    3971 Oyster House Rd, Broomes Island, MD 20615

    This distinctive A-frame property presents a compelling investment opportunity, ideally located near Island Creek—a peaceful canal that enhances the area’s charm and appeal. Offering 1,764 finished square feet, the home features five spacious bedrooms and one full bathroom, making it adaptable for a variety of uses, including long-term rentals or vacation stays. Situated on a generous 0.38-acre

    Suzette Hampton Samson Properties

    3971 Oyster House Rd, Broomes Island, MD 20615
  • 23104 Sweetbay Ln, California, MD 20619
    23104 Sweetbay Ln, California, MD 20619
    23104 Sweetbay Ln, California, MD 20619
    /37

    $450,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    23104 Sweetbay Ln, California, MD 20619

    **Back on the market and a fresh opportunity to make it yours!** 4-bedroom, 2.5-bath home on a tree-lined corner lot in the desirable Wildewood community. Custom interior shutters, new luxury vinyl flooring, and freshly installed carpet (March 2026) add warmth and style throughout. The kitchen features updated stainless steel appliances, while thoughtful design details include a geometric accent

    Colin McHugh O'Brien Realty ERA Powered

    23104 Sweetbay Ln, California, MD 20619
  • 26864 Oak Ridge Dr, Mechanicsville, MD 20659
    26864 Oak Ridge Dr, Mechanicsville, MD 20659
    26864 Oak Ridge Dr, Mechanicsville, MD 20659
    /25

    $375,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    26864 Oak Ridge Dr, Mechanicsville, MD 20659

    WELCOME TO SAINT MARY’S BEACH! Nestled on a beautifully wooded 0.78-acre lot on a quiet cul-de-sac, 26864 Oak Ridge Drive in Mechanicsville, Maryland offers tremendous potential and the perfect blend of privacy, convenience, and Southern Maryland lifestyle living. Surrounded by mature hardwoods and peaceful natural scenery, this well-maintained property provides a relaxing retreat while remaining

    Mark Levenson Samson Properties

    26864 Oak Ridge Dr, Mechanicsville, MD 20659

Showing Results 1 - 40, Page 1 of 2

Maryland St Marys County Hollywood

Houses for Sale in Hollywood, MD

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

In Hollywood, there are currently 54 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Hollywood, MD and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group