54

Hollywood, MD Homes for Sale under $500,000

Section Image Section Image Section Image
  • 22435 Indian Bridge Rd, California, MD 20619
    22435 Indian Bridge Rd, California, MD 20619
    22435 Indian Bridge Rd, California, MD 20619
    /70

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    22435 Indian Bridge Rd, California, MD 20619

    Welcome to 22435 Indian Bridge Road, a private 3-bedroom, 2.5-bath home with approximately 1,668 sq. ft. of living space, including a 20’ x 20’ rear addition. Set back from the road with a long paved driveway, mature trees, and a fenced front yard, this property offers privacy, space, and plenty of versatility.Inside, you’ll find cherry wood floors, granite countertops, white cabinetry,

    Agent Photo

    Edward Tully

    RE/MAX One

    22435 Indian Bridge Rd, California, MD 20619
  • 22712 Parkview Dr, California, MD 20619
    22712 Parkview Dr, California, MD 20619
    22712 Parkview Dr, California, MD 20619
    /38

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,022 Sq Ft

    22712 Parkview Dr, California, MD 20619

    Welcome to this exceptionally well-cared-for rambler in Saint Andrews Estates, offering 4 bedrooms, 2 full baths and more than 2,000 square feet of comfortable one-level living on over half an acre. This is a home where the current owner has continually invested in maintenance, improvements and the details that make a home truly move-in ready.Many of the major systems have already been

    Lesa Clark Redfin Corp

    22712 Parkview Dr, California, MD 20619
  • Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
    /21

    $449,900

    New Construction Open Fri 11:30AM - 3:30PM
    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650

    Ready NOw***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 full bath, perfect for a guest suite or home

    Laura Lee Hefley RE/MAX One

    Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
  • 42544 Anne Ct, Hollywood, MD 20636
    42544 Anne Ct, Hollywood, MD 20636
    42544 Anne Ct, Hollywood, MD 20636
    /40

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    42544 Anne Ct, Hollywood, MD 20636

    Discover the charm of this beautifully maintained split foyer home in the desirable Gillens Grove community. Built in 1978, this residence offers a perfect blend of classic design and modern comfort, featuring 1,664 sq. ft. of finished living space. With three spacious bedrooms and two full bathrooms, this home is designed for both relaxation and functionality. The fully finished basement

    Gloria Abell Coldwell Banker Premier

    42544 Anne Ct, Hollywood, MD 20636
  • 23684 Dragonfly Ln, Leonardtown, MD 20650
    23684 Dragonfly Ln, Leonardtown, MD 20650
    23684 Dragonfly Ln, Leonardtown, MD 20650
    /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
  • 23066 Mountain Laurel Ln, California, MD 20619
    23066 Mountain Laurel Ln, California, MD 20619
    23066 Mountain Laurel Ln, California, MD 20619
    /34

    $380,000

    Open Sat 11:30AM - 1:30PM $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    23066 Mountain Laurel Ln, California, MD 20619

    Welcome to this well-kept 3-story townhome offering 3 bedrooms, 3 full bathrooms, and a convenient half bath. Built less than 10 years ago, this home features an open-concept layout with a comfortable flow between the main living spaces.The main level features LVP flooring, granite countertops, and an open kitchen, dining, and living area that provides plenty of space for everyday living

    Bryan Clarke RE/MAX One

    23066 Mountain Laurel Ln, California, MD 20619
  • 23462 Sugar Pine Ln, California, MD 20619
    23462 Sugar Pine Ln, California, MD 20619
    23462 Sugar Pine Ln, California, MD 20619
    /49

    $437,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 4 Baths
    • 2,190 Sq Ft

    23462 Sugar Pine Ln, California, MD 20619

    4.99% VA ASSUMABLE LOAN! Welcome to Sugar Pine Lane, where thoughtful updates, exceptional care, and a versatile floor plan come together in this beautifully maintained Bradford model, Elevation A, by Stanley Martin Homes. This three bedroom, two full and two half bath end unit townhome is in pristine condition and has been meticulously cared for since ownership began. The end of road setting

    Diana Washabaugh CENTURY 21 New Millennium

    23462 Sugar Pine Ln, California, MD 20619
  • 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

    $320,000

    $30K 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
  • 23672 Weeping Willow Way, Leonardtown, MD 20650
    23672 Weeping Willow Way, Leonardtown, MD 20650
    23672 Weeping Willow Way, Leonardtown, MD 20650
    /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
  • 23341 Red Oak Ct, California, MD 20619
    23341 Red Oak Ct, California, MD 20619
    23341 Red Oak Ct, California, MD 20619
    /52

    $300,000

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    23341 Red Oak Ct, California, MD 20619

    WELCOME HOME TO WILDEWOOD! This beautifully updated 3-bedroom, 2.5-bath townhome offers three finished levels, a private tree-backed setting, and plenty of flexible living space. The welcoming main level features beautiful hardwood flooring, an updated kitchen, and a convenient half bath.Step outside to the refreshed rear deck and enjoy the privacy of a backyard that backs to trees—perfect

    Debbie Friedrich Berkshire Hathaway HomeServices PenFed Realty

    23341 Red Oak Ct, California, MD 20619
  • 0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    0 Saint Johns Rd, Hollywood, MD 20636
    /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
  • 43808 Sassafras Dr, California, MD 20619
    43808 Sassafras Dr, California, MD 20619
    /2

    $400,000

    Coming Soon Oct 1
    • 3 Beds
    • 2 Baths
    • 1,207 Sq Ft

    43808 Sassafras Dr, California, MD 20619

    One owner home in popular Pepper Ridge of Wildewood! Proudly maintained by its original owner, this immaculate three-bedroom, two-full-bath home offers comfortable one-level living in one of the area’s most desirable neighborhoods. Set on a private lot surrounded by trees on a cul-de-sac street. The home features an inviting layout, a spacious kitchen with ample cabinetry, and a two-car garage.

    Sarah Mulford-Martin EXP Realty, LLC

    43808 Sassafras Dr, California, MD 20619
  • 24301 Old Hollywood Rd, Hollywood, MD 20636
    24301 Old Hollywood Rd, Hollywood, MD 20636
    24301 Old Hollywood Rd, Hollywood, MD 20636
    /22

    $459,900

    $55K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,365 Sq Ft

    24301 Old Hollywood Rd, Hollywood, MD 20636

    Motivated seller! 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 less than 1500 feet from

    Jimmy Hayden RE/MAX One

    24301 Old Hollywood Rd, Hollywood, MD 20636
  • 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

    $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
  • 23655 Daniel Farm Ln, Hollywood, MD 20636
    23655 Daniel Farm Ln, Hollywood, MD 20636
    23655 Daniel Farm Ln, Hollywood, MD 20636
    /65

    $500,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    23655 Daniel Farm Ln, Hollywood, MD 20636

    BACK ON THE MARKET — THROUGH NO FAULT OF THE SELLER OR CONDITION OF THE HOME! Previous buyers terminated for reasons unrelated to the property, giving you another opportunity to make 23655 Daniel Farm Lane your new home!Welcome to 23655 Daniel Farm Lane, situated on a spacious 1-acre lot in Hollywood, Maryland! This well-maintained home offers generous living space, thoughtful updates,

    DJ Hayes RLAH @properties

    23655 Daniel Farm Ln, Hollywood, MD 20636
  • 23321 Red Oak Ct, California, MD 20619
    23321 Red Oak Ct, California, MD 20619
    23321 Red Oak Ct, California, MD 20619
    /38

    $299,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 1,722 Sq Ft

    23321 Red Oak Ct, California, MD 20619

    ***Great opportunity in Wildewood!*** Welcome to this move-in ready townhome offering three finished levels of comfortable living space and a convenient location just minutes from shopping, dining, entertainment, and everyday conveniences. Freshly painted with brand-new carpet, this home is ready for its new owners! Featuring 3 bedrooms and 3½ baths, the spacious main level offers a welcoming

    Barbara Higdon RE/MAX One

    23321 Red Oak Ct, California, MD 20619
  • 23560 F D R Blvd Unit 305, California, MD 20619
    23560 F D R Blvd Unit 305, California, MD 20619
    23560 F D R Blvd Unit 305, California, MD 20619
    /46

    $289,900

    Coming Soon Oct 9
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    23560 F D R Blvd Unit 305, California, MD 20619

    Discover the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bathroom unit located in the desirable Residences of Wildewood. Spanning 1,260 square feet, this home features an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining or cozy nights in. Step inside to find a beautifully designed space adorned with plush

    Robin Errington CENTURY 21 New Millennium

    23560 F D R Blvd Unit 305, California, MD 20619
  • 22337 Sandra Ln, California, MD 20619
    22337 Sandra Ln, California, MD 20619
    22337 Sandra Ln, California, MD 20619
    /34

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    22337 Sandra Ln, California, MD 20619

    Spacious 1,472 Sq. Ft. totally remodeled Rancher; New Roof, New siding, New Windows, New Doors, New Heat Pump, New electric Service with Outside Disconnect, Conditioned Crawl Space, New Hot Water Heater, Updated bathrooms w. New Vanities & Fixtures, New Kitchen with Beautiful Meraki Quartz Countertops and Eating-Bar Island, Upgraded Appliances, Open Living Great Room, Separate Family Room

    Carl Franzen Franzen Realtors, Inc.

    22337 Sandra Ln, California, MD 20619
  • 44029 Fieldstone Way, California, MD 20619
    44029 Fieldstone Way, California, MD 20619
    44029 Fieldstone 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
  • 23192 Mountain Laurel Ln, California, MD 20619
    23192 Mountain Laurel Ln, California, MD 20619
    23192 Mountain Laurel Ln, California, MD 20619
    /42

    $375,000

    • 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
  • 42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    /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
  • 22386 Laceys Ln, California, MD 20619
    22386 Laceys Ln, California, MD 20619
    22386 Laceys Ln, California, MD 20619
    /48

    $424,900

    • 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

    Matthew Burgan Infinitas Realty Group

    22386 Laceys Ln, California, MD 20619
  • 41708 Fenwick St, Leonardtown, MD 20650
    41708 Fenwick St, Leonardtown, MD 20650
    41708 Fenwick St, Leonardtown, MD 20650
    /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
  • 42221 Ridge Rd, Mechanicsville, MD 20659
    42221 Ridge Rd, Mechanicsville, MD 20659
    42221 Ridge Rd, Mechanicsville, MD 20659
    /15

    $299,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    42221 Ridge Rd, Mechanicsville, MD 20659

    Welcome home to this charming and affordable property located just down the street from the water! Inside, you’ll find modern updates, an open and functional layout, inviting living spaces, and plenty of natural light that creates a bright and welcoming feel throughout the home. Outside, some of the home’s biggest standout features await - a spacious backyard offering plenty of room for

    Amanda Littleford Infinitas Realty Group

    42221 Ridge Rd, Mechanicsville, MD 20659
  • 43559 John B Thompson Rd, Hollywood, MD 20636
    43559 John B Thompson Rd, Hollywood, MD 20636
    43559 John B Thompson Rd, Hollywood, MD 20636
    /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
  • 44593 Nolani Way, California, MD 20619
    44593 Nolani Way, California, MD 20619
    44593 Nolani Way, California, MD 20619
    /31

    $415,000

    $5K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,148 Sq Ft

    44593 Nolani Way, California, MD 20619

    Built in 2022 and still feeling like new, this beautiful three-bedroom townhome offers the prettiest finishes, generous living spaces, and the convenience of a newer home without the wait of new construction! Step inside to a bright and inviting main level featuring luxury vinyl plank flooring and a spacious kitchen with quartz countertops, a tile backsplash, Stainless Steel appliances, a

    Delaney Clarke RE/MAX United Real Estate

    44593 Nolani Way, California, MD 20619
  • 23134 Marble Way, California, MD 20619
    23134 Marble Way, California, MD 20619
    23134 Marble Way, California, MD 20619
    /64

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,905 Sq Ft

    23134 Marble Way, California, MD 20619

    Single Family home in Wildewood's 55+ Community is almost unheard of. Built in 1999, this well-maintained residence features a spacious layout with 2 bedrooms and 2 full bathrooms, perfect for comfortable living. Step inside to discover an inviting interior that boasts an open floor plan, ideal for both relaxation and entertaining. The family room, complete with a cozy gas fireplace, flows

    Jimmy Hayden RE/MAX One

    23134 Marble Way, California, MD 20619
  • 43146 N Megan Ln, Leonardtown, MD 20650
    43146 N Megan Ln, Leonardtown, MD 20650
    43146 N Megan Ln, Leonardtown, MD 20650
    /14

    $319,000

    • 3 Beds
    • 1 Bath
    • 2,068 Sq Ft

    43146 N Megan Ln, Leonardtown, MD 20650

    Looking for acreage, privacy, and freedom? Discover this 12.73 acre homestead. This mostly wooded property that offers mature trees, privacy, and zero HOA restrictions located just minutes from Leonardtown, California, Solomons Island, and Naval Air Station Patuxent River. Featuring a vintage 1953 3-bed/1-bath home which is being sold "AS IS", detached garage, and multiple outbuildings, the

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    43146 N Megan Ln, Leonardtown, MD 20650
  • 44569 Nolani Way, California, MD 20619
    44569 Nolani Way, California, MD 20619
    44569 Nolani Way, California, MD 20619
    /21

    $412,000

    $26K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,054 Sq Ft

    44569 Nolani Way, California, MD 20619

    PRICED REDUCTION !!!! This end unit is remarkably designed JUST FOR YOU ! Conveniently located in one of California, Maryland's most sought after neighborhoods, with all of the amenities, shopping, restaurants, gym, parks ,swimming and more all in walking distance. And that's BEFORE you enter this uniquely built spacious residence which features a breathtaking kitchen, Living room ,dining room,

    Dominic Curry Residential Plus Real Estate Services

    44569 Nolani Way, California, MD 20619
  • 41620 Church St, Leonardtown, MD 20650
    41620 Church St, Leonardtown, MD 20650
    41620 Church St, Leonardtown, MD 20650
    /70

    $389,000

    $10K PRICE DROP
    • 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
  • 23679 Weeping Willow Way, Leonardtown, MD 20650
    23679 Weeping Willow Way, Leonardtown, MD 20650
    23679 Weeping Willow Way, 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
  • Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
    /42

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths

    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650

    *** November Delivery ***ALMOST READY*******Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ****Homesite #143 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,554 sq ft of beautifully finished

    Laura Lee Hefley RE/MAX One

    Lot 143 - 23641 Dragonfly Ln, Leonardtown, MD 20650
  • 23520 F D R Blvd Unit 204, California, MD 20619
    23520 F D R Blvd Unit 204, California, MD 20619
    23520 F D R Blvd Unit 204, California, MD 20619
    /53

    $290,000

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

    23520 F D R Blvd Unit 204, California, MD 20619

    Spacious, convenient, and designed for easy living! This 2-bedroom, 2-bath second-floor condo offers an open and inviting floor plan with plenty of room to feel at home. Each bedroom is generously sized, while the in-unit washer and dryer, elevator access, and secure building entrance add everyday convenience. A standout feature is the oversized garage, offering exceptional space for your

    Jesieryl Hartzer CENTURY 21 New Millennium

    23520 F D R Blvd Unit 204, California, MD 20619
  • 23955 Hollywood Rd, Hollywood, MD 20636
    23955 Hollywood Rd, Hollywood, MD 20636
    23955 Hollywood Rd, Hollywood, MD 20636
    /16

    $300,000

    $25K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    23955 Hollywood Rd, Hollywood, MD 20636

    Amber Cox Real Broker, LLC

    23955 Hollywood Rd, Hollywood, MD 20636

Showing Results 1 - 40, Page 1 of 2

Maryland St Marys County

Real Estate & Homes in Hollywood, MD under $500,000

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