57

Hollywood, MD Homes for Sale under $500,000

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  • /32

    $369,900

    $17K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    43569 Marguerite Way, California, MD 20619

    Beautiful end-unit townhome showcasing exceptional care and attention to detail throughout. Tastefully decorated and move-in ready, this home is waiting for your personal touch. The spacious kitchen features granite countertops, abundant workspace, and plenty of room for entertaining. Overlooking a huge family room, the layout embodies today's sought after open concept design. Step directly from

    Agent Photo

    Trish Brow

    O'Brien Realty ERA Powered

    43569 Marguerite Way, California, MD 20619
  • /41

    $415,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,006 Sq Ft

    42204 Ridge Rd, Mechanicsville, MD 20659

    Welcome home to this beautifully updated rambler in the heart of Mechanicsville! Offering 3 bedrooms, 3 full bathrooms, and a finished basement, this home provides the flexible living space today's buyers are looking for. Need a fourth bedroom, home office, gym, or playroom? The spacious bonus room gives you the versatility to make it your own. Freshly painted throughout and featuring new luxury

    Samara Dinnius JPAR Real Estate Professionals

    42204 Ridge Rd, Mechanicsville, MD 20659
  • /19

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650

    ***Estimated Late October Delivery****Under Construction*** Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq ft interior unit offers flexible living space, starting with a main-level entry that opens into a finished rec room or 4th bedroom with a

    Laura Hefley RE/MAX One

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
  • /61

    $299,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    Nassau Cove Plan at Wildewood Village 55+, California, MD 20619

    The Nassau Cove lives beautifully, starting with effortless entry from your one-car garage into a stunning gourmet kitchen. A spacious center island anchors the open great room and dining area—ideal for everyday living or entertaining.Gather indoors or extend the celebration outside on the optional patio. Enjoy the ease of a main-level Owner’s Suite with a dual-vanity bath and oversized walk-in

    Ryan Homes Builder
    23058 Wetstone Ln Unit 36143064, California, MD 20619
  • /16

    $334,000

    $15K PRICE DROP
    • 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
  • /33

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    22755 Deerhaven Ln, California, MD 20619

    Rare opportunity to enjoy the perfect blend of country living and everyday convenience! Nestled on 3 private acres in California, Maryland, this charming farmette is just minutes from schools, shopping, restaurants, and PAX Naval Air Station, yet offers the peaceful setting you've been dreaming of. The 1,824 sq ft rambler features 3 bedrooms, 2 full baths, and a spacious floor plan designed for

    Mary Chambers JPAR Real Estate Professionals

    22755 Deerhaven Ln, California, MD 20619
  • /41

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    23684 Dragonfly Ln, Leonardtown, MD 20650

    Interior Elevation D3 with DormersNatural Clay Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Coast Quartz CountertopsSplendur Cream BacksplashDeluxe Shower

    Quality Built Homes Builder
    23684 Dragonfly Ln, Leonardtown, MD 20650
  • /12

    $454,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650

    Hurry in! Secure your new home now and personalize it with your choice of interior colors. Expected December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! Homesite 157 Madison D1: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level

    Laura Hefley RE/MAX One

    Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650
  • /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
  • /43

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    23520 F D R Blvd Unit 205, California, MD 20619

    Back to active with new LVP flooring and fresh paint throughout! Love where you live in this well-maintained second-floor condo featuring a bright, open-concept layout. The thoughtfully designed floor plan offers two spacious bedrooms, each with its own full bath and positioned on opposite sides of the home for added privacy. Enjoy the convenience of a full-size washer and dryer in the unit, an

    Robin Errington CENTURY 21 New Millennium

    23520 F D R Blvd Unit 205, California, MD 20619
  • /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
  • /23

    $475,000

    New Construction $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    25826 S Sandgates Rd, Mechanicsville, MD 20659

    NEW CONSTRUCTION, ready and completed in desirable Mechanicsville! This beautiful home offers an open-concept floor plan with the living room, kitchen, and dining area flowing seamlessly together, making it perfect for everyday living and entertaining. The kitchen is a standout with a center island, gorgeous granite countertops, custom cabinetry with plenty of storage, and stainless steel

    Billy Rabbitt The Southside Group Real Estate

    25826 S Sandgates Rd, Mechanicsville, MD 20659
  • /5

    $335,000

    $15K PRICE DROP
    • 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
  • /40

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    23672 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D3 with DormersSandstone Beige Carolina Bead SidingMusket Brown ShuttersBronze Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsWhite Ice Granite CountertopsSplendur White BacksplashDeluxe Shower

    Quality Built Homes Builder
    23672 Weeping Willow Way, Leonardtown, MD 20650
  • /59

    $399,000

    $1K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    42205 Ridge Rd, Mechanicsville, MD 20659

    Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community. Renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four bedrooms, including

    Ashley Frazier Five Star Real Estate

    42205 Ridge Rd, Mechanicsville, MD 20659
  • /8

    $200,000

    $50K PRICE DROP
    • 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
  • /22

    $499,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,365 Sq Ft

    24301 Old Hollywood Rd, Hollywood, MD 20636

    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

    Jimmy Hayden RE/MAX One

    24301 Old Hollywood Rd, Hollywood, MD 20636
  • /16

    $279,900

    $20K PRICE DROP
    • 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
  • /40

    $380,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,080 Sq Ft

    23159 Foxglove Way, California, MD 20619

    Welcome to 23159 Foxglove Way, located in the highly sought-after Magnolia Park section of Wildewood in California, Maryland. This beautifully maintained 4-bedroom, 3.5-bath townhome offers three finished levels, a flexible floor plan, and a peaceful tree-lined setting with additional guest parking and no home directly across the street. The open main level features a spacious living room, dining

    Laura Hefley RE/MAX One

    23159 Foxglove Way, California, MD 20619
  • /37

    $299,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft

    44029 Fieldstone Way, California, MD 20619

    Quiet cul-de-sac duplex in the Wildewood Retirement Village. Enjoy one-level living in this 2-bedroom, 2-bath home with brand new carpet throughout. Nice morning light greets you on the front porch, and wraps to the freshly stained deck later in the day. Trees line the back yard, creating some extra privacy. A parquet-wood foyer leads to a spacious and open living/dining room that make gatherings

    Andrew Shemeta CENTURY 21 New Millennium

    44029 Fieldstone Way, California, MD 20619
  • /26

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    24570 Moran Rd, Hollywood, MD 20636

    Welcome to this beautifully updated 3-bedroom, 2-bath home offering 1,316 square feet of comfortable living space on nearly half an acre in Hollywood. Originally built in 1955, the home blends classic character with extensive modern improvements. The renovated kitchen features quartz countertops, stainless steel appliances, and updated finishes. The laundry room and all three bedrooms have also

    Thomas Pilkerton Real Broker, LLC

    24570 Moran Rd, Hollywood, MD 20636
  • /15

    $374,900

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,161 Sq Ft

    42249 Saint Johns Rd, Leonardtown, MD 20650

    THIS PROPERTY IS FOR SALE ONLY AND IS NOT FOR RENT. BEWARE OF SCAMMERS—ANY RENTAL ADVERTISEMENT FOR THIS PROPERTY IS FRAUDULENT. The required verbiage below shall take the place of the MLS Advisory Task verbiage in res.net. This Property was previously financed by a mortgage loan that was insured by the U.S. Department of Housing and Urban Development (“HUD”) and will require disclosure on the

    Jason Gregg CENTURY 21 New Millennium

    42249 Saint Johns Rd, Leonardtown, MD 20650
  • /2

    $424,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    22386 Laceys Ln, California, MD 20619

    Welcome to 22386 Laceys Lane in California, Maryland! Nestled on a quiet cul-de-sac, this spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, functionality, and everyday living. Step inside to discover large, open common areas designed for gathering with family and friends, while an abundance of natural light fills the home, creating a warm and inviting atmosphere throughout. The

    Matthew Burgan Infinitas Realty Group

    22386 Laceys Ln, California, MD 20619
  • /22

    $300,000

    • Land
    • 1.51 Acres
    • $198,675 per Acre

    41708 Fenwick St, Leonardtown, MD 20650

    Discover a rare opportunity to create your dream home just moments from the charm and culture of Leonardtown Historic Art District. Ideally situated within walking distance to local shops, dining, the scenic Leonardtown Wharf, and the United States Postal Service. This property offers the perfect balance of privacy and community living. Conveniently located within walking distance of highly rated

    Tig Wright Redfin Corp

    41708 Fenwick St, Leonardtown, MD 20650
  • /34

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    45455 Concord Way, California, MD 20619

    Welcome to 45455 Concord Way! This beautiful property offers the perfect mix of comfort, style, and convenience. Step inside and you’ll find a thoughtfully designed layout featuring a chef-inspired kitchen with a stunning 16-foot island, granite countertops, stainless steel appliances, and upgraded lighting. The open living and dining areas create a warm, inviting space that’s perfect for

    Erika Yowell EXP Realty, LLC

    45455 Concord Way, California, MD 20619
  • /56

    $474,000

    • 4 Beds
    • 3.5 Baths
    • 2,412 Sq Ft

    23628 Highliner Way, California, MD 20619

    Beautiful almost new Townhome located in The Woods at Myrtle Point. End unit featuring upgraded finishes thru out this home . 3 bedrooms, 3 full and 1/2 baths , open main level with extended kitchen island with enough space for 6! Upscale builder kitchen package to include gas 5 burner cook top, granite, double ovens with air fryer . Dining area off the kitchen, large light living room, walk in

    Mary Hyson Coldwell Banker Realty

    23628 Highliner Way, California, MD 20619
  • /19

    $250,000

    • 3 Beds
    • 2 Baths
    • 992 Sq Ft

    43559 John B Thompson Rd, Hollywood, MD 20636

    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.

    Jesieryl Hartzer CENTURY 21 New Millennium

    43559 John B Thompson Rd, Hollywood, MD 20636
  • /54

    $430,000

    • 3 Beds
    • 4 Baths
    • 2,080 Sq Ft

    23658 Crosswinds Way, California, MD 20619

    This beautifully designed three (3) story townhome offers the perfect blend of space, functionality, and modern living. The entry level features a spacious recreation room and half bathroom, with convenient rear yard entrance and access to the one-car garage. Upstairs, you'll love the open-concept main living area where the family room, dining area, and kitchen flow seamlessly together. Bound by

    Connie Gunn CENTURY 21 New Millennium

    23658 Crosswinds Way, California, MD 20619
  • /42

    $355,000

    $14K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    25287 Pinto Dr, Hollywood, MD 20636

    Located on a beautiful corner lot in Hollywood, this charming ranch-style home is ready to welcome its next owner. Set on a flat .60-acre lot backing to trees, the property offers mature landscaping, a peaceful setting, and plenty of outdoor space to enjoy.Inside, you’ll find three bedrooms, one and a half baths, and a built-in bonus room off the back—perfect for a hobby space, library, art

    Jessica Raley CENTURY 21 New Millennium

    25287 Pinto Dr, Hollywood, MD 20636
  • /70

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    41620 Church St, Leonardtown, MD 20650

    Fully renovated. Move-in ready. Prime downtown location.Welcome to 41620 Church St — a rare opportunity to own a completely updated home in the heart of Leonardtown at an exceptional value.Step inside to discover brand new vinyl flooring throughout, a stunning kitchen featuring quartz countertops, and beautifully refreshed bathrooms that bring a modern, clean aesthetic to every corner of

    Chanel Li Evergreen Properties

    41620 Church St, Leonardtown, MD 20650
  • /41

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    23679 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D2 Natural Clay Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Taj Quartz CountertopsSplendur Cream BacksplashDeluxe Shower in Primary

    Quality Built Homes Builder
    23679 Weeping Willow Way, Leonardtown, MD 20650
  • /42

    $405,000

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    23192 Mountain Laurel Ln, California, MD 20619

    Welcome to 23192 Mountain Laurel Lane, a beautifully maintained end unit townhome tucked into the heart of California, Maryland. Offering three finished levels, a 1-car garage, and a functional open layout, this home is designed for both everyday living and easy entertaining. The main level features a bright and inviting floor plan with comfortable living and dining spaces, a spacious kitchen

    Cheryl Bare CENTURY 21 New Millennium

    23192 Mountain Laurel Ln, California, MD 20619
  • /36

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    23714 Weeping Willow Way, Leonardtown, MD 20650

    Interior Elevation D3 with DormersSavannah Wicker Carolina Bead SidingMusket Brown ShuttersSunbrook Summit Ledge4 bedrooms w/3.5 Baths1.5 Car Garage9' Ceilings 1st and 2nd FloorsDropzone Bench w/CubbiesLVP Flooring 1st FloorCeramic Tile in BathroomsUpgraded Maple Kitchen CabinetsIvory Coast Quartz CountertopsSplendur Cream BacksplashDeluxe

    Quality Built Homes Builder
    23714 Weeping Willow Way, Leonardtown, MD 20650
  • /2

    $390,000

    • 5 Beds
    • 3 Baths
    • 1,080 Sq Ft

    23750 Hollywood Rd, Leonardtown, MD 20650

    Located on a private lot in Leonardtown, this 5 bedroom 3 full bathroom house has been updated and is ready for a new owner! Move right in and make it your own home. The upper level features an open kitchen with breakfast bar, formal dining & living rooms. There are 3 bedrooms and a full bathroom in the hallway. The primary bedroom has it's own bathroom. The lower level has 2 additional bedrooms

    Kelly Padgett Century 21 Redwood Realty

    23750 Hollywood Rd, Leonardtown, MD 20650
  • /33

    $260,000

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    44792 Locust Ridge Ct Unit 850, California, MD 20619

    Condo living at it's best! Garden level unit with a walk out to the back patio and a view of the pond. There are 2 Bedrooms and 1 1/2 bathrooms. Updated in 2025 with LVP flooring throughout, stainless kitchen appliances, laundry with washer and dryer. New HVAC system. Condo fee includes all exterior maintenance, water, sewer and trash. Close to shopping, schools and area amenities. Easy access to

    Kelly Padgett Century 21 Redwood Realty

    44792 Locust Ridge Ct Unit 850, California, MD 20619

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