79

Hollywood, MD Homes for Sale

Section Image
  • /43

    $449,900

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

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

    BUILDER INCENTIVE: Receive $12,500 in Closing Help or Rate Buydown with use of Builder's Preferred Lender and Title. ****Available Now***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 2,604 sq ft of beautifully finished living space. This interior unit

    Laura Hefley RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, 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
  • /42

    $369,000

    Coming Soon
    • 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
  • /52

    $405,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    43901 Eucalyptus Way, California, MD 20619

    Welcome to this exceptional end-unit townhome in the highly sought-after Wildewood community! Built in 2020 and offering approximately 2,200 square feet of beautifully designed living space, this three-level home combines modern finishes, functional design, and outstanding community amenities. Step inside to discover luxury vinyl plank flooring throughout the entire main level and lower-level

    DJ Hayes RLAH @properties

    43901 Eucalyptus Way, California, MD 20619
  • /6

    $35,000

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    26861 Pine Dr, Mechanicsville, MD 20659

    The house is an unstaffed structure no interior inspections. There is no information about the septic or the well being sold as is where is.

    Ron Lord Home Towne Real Estate

    26861 Pine Dr, Mechanicsville, MD 20659
  • /24

    $420,000

    $10K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,684 Sq Ft

    45278 Cove Manor Rd, California, MD 20619

    Perfect location for commuters to PAX River and for anyone who wants to be 5 min from the best shopping & dining in St. Mary's. With no HOA and an idylic house-spacing & surrounding forrest, the neighborhood is a massive benefit to this home - plus being walking distance to the Myrtle Point Beach gives you a waterfront experience without waterfront prices. With 6 bedrooms plus two large living

    Jonathan Powell Real Broker, LLC

    45278 Cove Manor Rd, California, MD 20619
  • /54

    $599,900

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    23118 Silverberry Way, California, MD 20619

    Welcome to 23118 Silverberry Way in the desirable Pepper Ridge section of Wildewood! Nestled on a quiet cul-de-sac, this spacious 5-bedroom, 3.5-bath home offers a thoughtfully designed floor plan with generous living space, timeless features, and a private, wooded setting.The main level features hardwood flooring, a large formal sitting room with soaring vaulted ceilings, an elegant formal

    Erika Yowell EXP Realty, LLC

    23118 Silverberry Way, California, MD 20619
  • /16

    $426,000

    • 3 Beds
    • 3.5 Baths
    • 2,092 Sq Ft

    23323 Jonquil Ln, California, MD 20619

    Welcome Home to 23323 Jonquil Ln Awaits! If you have kids or just love a view of green grass, you are going to fall in love with the setting of this home. It sits directly across from a wonderful, wide public yard.Giving the kids a perfect, safe place to run around and play right outside your front door. Parking is a breeze, too, with your own attached garage and rear driveway. MAIN LEVELStep

    Thaira Aarabi Home Towne Real Estate

    23323 Jonquil Ln, California, MD 20619
  • /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel.

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650
  • /6

    $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
  • /25

    $440,000

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

    45363 Concord Way, California, MD 20619

    Welcome home to this like-new townhome in the beautiful community of The Woods at Myrtle Point! As you enter this immaculate townhome, you're greeted with a lovely foyer area, a bonus room and half bath, as well as a sliding door to your fully fenced back yard and patio. Walk up the stairs to your spacious and bright main level, which includes a gourmet kitchen with an amazing granite island,

    Deborah Radvany EXP Realty, LLC

    45363 Concord Way, California, MD 20619
  • /44

    $449,900

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

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650

    ***Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ** Homesite #114 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 living space. This interior unit features an oversized

    Laura Hefley RE/MAX One

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650
  • /10

    $175,000

    • Land
    • 3.16 Acres
    • $55,380 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
  • /11

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,178 Sq Ft

    23140 Cobblestone Ln Unit 306, California, MD 20619

    Beautiful 2 bedroom 2 bathroom condo in the sought after Wildewood Retirement Village. This unit has been totally remodeled. Upgraded flooring throughout. Granite countertops, stainless appliances, bar style seating and separate dining area. Open concept living room with site lines to all main living areas. Spacious primary bedroom and primary bathroom with dual sinks and walk in shower.

    Kelly Padgett Century 21 Redwood Realty

    23140 Cobblestone Ln Unit 306, California, MD 20619
  • /40

    $449,900

    New Construction
    • 4 Beds
    • 3.5 Baths

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    ***SPRING SPECIAL $5,000 Builder Credit Plus $12,500 in Closing Help with Builder's preferred lender and title co*** (special is for this Homesite #99 Madison D3 only). ***Available NOW*** Homesite #99 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

    Laura Hefley RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
  • /2

    $255,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    23240 Rosewood Ct, California, MD 20619

    Welcome to 23240 Rosewood Ct #9 — a beautifully updated top-floor condo offering comfort, convenience, and low-maintenance living. This move-in ready home features 2 spacious bedrooms and 1.5 bathrooms, along with recent upgrades throughout. Enjoy luxury vinyl plank flooring in the main living areas, an updated kitchen with newer appliances, and a breakfast bar that opens to the living space. A

    Matthew Burgan Infinitas Realty Group

    23240 Rosewood Ct, California, MD 20619
  • /40

    $455,000

    • 3 Beds
    • 3.5 Baths
    • 2,436 Sq Ft

    23606 Crosswinds Way, California, MD 20619

    Welcome to 23606 Crosswinds Way – Like-New Luxury Townhome LivingThis stunning three-story townhouse, built just three years ago, offers the perfect blend of modern style and effortless functionality. Featuring 3 bedrooms, two car garage, private deck, and concrete patio, this home provides plenty of space to live and entertain both indoors and out. Step inside to discover a thoughtfully

    Tanya Becraft Real Estate Professionals, Inc.

    23606 Crosswinds Way, California, MD 20619
  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /37

    $429,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    23898 Speith Rd, Leonardtown, MD 20650

    Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought after barn type door bedroom

    Jimmy Hayden RE/MAX One

    23898 Speith Rd, Leonardtown, MD 20650
  • /41

    $404,900

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    44042 Eucalyptus Way, California, MD 20619

    Welcome to 44042 Eucalyptus Way in the sought-after Wildewood community of California, MD — a beautifully maintained, nearly new townhome offering modern finishes, flexible living space, and a location that’s hard to beat. Built in 2021, this desirable end-unit location offers added privacy with just one adjoining neighbor, extra windows that fill the home with natural light, and additional green

    Debbie Friedrich Berkshire Hathaway HomeServices PenFed Realty

    44042 Eucalyptus Way, California, MD 20619
  • /59

    $545,000

    • 4 Beds
    • 3.5 Baths
    • 3,415 Sq Ft

    24439 Broad Creek Dr, Hollywood, MD 20636

    Don't miss this immaculate QBH Patuxent Model offering over 3,400 square feet of beautifully finished living space in the highly desirable Hollywood location! This spacious home features 4 bedrooms, 3.5 bathrooms, gleaming hardwood flooring, and a gourmet kitchen complete with granite countertops, a large center island, and an open layout overlooking the family room with additional space for a

    Erika Yowell EXP Realty, LLC

    24439 Broad Creek Dr, Hollywood, MD 20636
  • /87

    $579,000

    • 5 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    23423 Canna Ct, California, MD 20619

    NEW PRICE + FRESH UPDATES IN WILDEWOOD!23423 Canna Court is now offered at $579,000! More space. More flexibility. More value — and now even more move-in ready. The sellers have just installed brand-new carpet and padding throughout and had the entire property professionally powerwashed, giving this spacious Wildewood home a fresh, clean feel inside and out. Welcome to a beautifully sized

    Bill Oosterink CENTURY 21 New Millennium

    23423 Canna Ct, California, MD 20619
  • /2

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    43618 Albatross St, Hollywood, MD 20636

    Welcome to 43618 Albatross Street in the desirable Broad Creek community of Hollywood, MD! This beautifully appointed 4 bedroom, 3.5 bath home offers the perfect combination of spacious living, modern finishes, and a private backyard setting. The main level features a welcoming floor plan with a formal sitting room, a separate formal dining room, and a spacious family room with a cozy gas

    Erika Yowell EXP Realty, LLC

    43618 Albatross St, Hollywood, MD 20636
  • /56

    $549,000

    • 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
  • /7

    $454,900

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650

    ***** Hurry in! Secure your new home now and personalize it with your choice of interior colors. December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! ***** Homesite #156 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

    Laura Hefley RE/MAX One

    Lot 156 - 23634 Dragonfly Ln, Leonardtown, MD 20650
  • /40

    $4,595,000

    Coming Soon
    • 4 Beds
    • 7 Baths
    • 13,665 Sq Ft

    24730 Half Pone Point Rd, Hollywood, MD 20636

    A legacy waterfront estate at the tip of coveted Half Pone Point.Commanding one of the most prestigious waterfront settings in Southern Maryland, this extraordinary residence offers more than 14,000 square feet of meticulously crafted living space designed to capture breathtaking panoramic views of the Patuxent River from nearly every room. Architectural excellence and exceptional

    Christopher Carr HomeZu

    24730 Half Pone Point Rd, Hollywood, MD 20636
  • /6

    $115,000

    $10K PRICE DROP
    • Land
    • 2.17 Acres
    • $52,995 per Acre

    25675 Southwell Ln, Hollywood, MD 20636

    Located in Saint Mary's county, where you will find lots of rolling hills and land. This 2.17 acre lot offered in the Sotterley Manor neighborhood could be just what you are looking for. Although it has it's bumps and bruises it offers the seclusion you desire the most. If you are looking to build a private oasis within a neighborhood of estate homes, this would be the spot to do so. Not far from

    Alicia Richardson AMR Elite Realtors, LLC

    25675 Southwell Ln, Hollywood, MD 20636
  • /37

    $93,500

    • Land
    • 4.11 Acres
    • $22,749 per Acre

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650

    ucked away in Leonardtown in St. Mary's County, this 4.11± acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are encouraged to

    Casey Kennedy Whitetail Properties Real Estate, LLC

    0 0 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /49

    $449,900

    $10K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,552 Sq Ft

    23294 Holly Hill Ln, California, MD 20619

    Located in the highly desirable Wildewood Community, this spacious single-family home sits on a large corner lot and features a 2-car side-load garage. Offering 3 bedrooms plus an additional versatile room that is ideal for a home office, study, or optional 4th bedroom - this home provides flexibility to suit your needs. The inviting vestibule entry offers a practical buffer from the elements and

    Erika Yowell EXP Realty, LLC

    23294 Holly Hill Ln, California, MD 20619
  • /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
  • /33

    $389,999

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft

    23048 Mountain Laurel Ln, California, MD 20619

    Welcome to 23048 Mountain Laurel Lane, a beautifully appointed townhome nestled within the highly desirable Wildewood community in California, Maryland. Offering three spacious bedrooms, thoughtfully designed living spaces, and an exceptional location, this residence perfectly balances comfort, style, and convenience. The heart of the home is the well-appointed kitchen, featuring granite

    John Gatton CENTURY 21 New Millennium

    23048 Mountain Laurel Ln, California, MD 20619
  • /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
  • /4

    $10,000

    $12K PRICE DROP
    • Land
    • 13,939 Sq Ft
    • $31,250 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
  • /2

    $1,300,000

    $12M PRICE DROP
    • 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
  • /2

    $730,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 4,834 Sq Ft

    23628 Belmar Dr, Leonardtown, MD 20650

    PROFESSIONAL PHOTOS COMING!

    Heather Foster RE/MAX One

    23628 Belmar Dr, Leonardtown, MD 20650
  • /57

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,961 Sq Ft

    25010 Meadowlark Ct, Leonardtown, MD 20650

    Welcome home to this beautifully maintained rambler that is truly move-in ready! From the moment you step inside, you’ll appreciate the bright, airy feel, neutral colors, and pride of ownership throughout.The open floor plan features a gorgeous gourmet kitchen with plenty of space to gather, plus a massive pantry that provides incredible storage. The thoughtfully designed split-bedroom layout

    Heather Foster RE/MAX One

    25010 Meadowlark Ct, Leonardtown, MD 20650
  • /43

    $374,995

    $5K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    44313 Ocelot Way, California, MD 20619

    MOVE-IN READY AND READY TO CLOSE! Why wait on another home when so much of the work has already been done? This beautifully maintained 4-bedroom, 3.5-bath townhome offers over 2,000 square feet of thoughtfully designed living space, including a finished lower level with a full bath that's perfect for guests, a recreation room, or a home office. The bright, open-concept main level features a

    Tina Marie Biggs EXP Realty, LLC

    44313 Ocelot Way, California, MD 20619
  • /10

    $185,000

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

    24984 Forrest Cove Way, Hollywood, MD 20636

    3 bedroom 2 bath detached single family home situated on a beautiful private lot (1.49 acre). HUD MAKES NO REPAIRS. HUD CASE#241-765957).Insurability: UNINSURABLE DUE TO CONDITION All bids to be submitted at: www.hudhomestore.gov. Bids may only be submittedby HUD registered Agents/Agencies. All properties built before 1978 will include a LBP. Agents can obtain copies of any disclosures at:

    Christopher White Classic Select Inc

    24984 Forrest Cove Way, Hollywood, MD 20636
  • /2

    $315,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    26374 Fielding Rd, Hollywood, MD 20636

    A wonderful opportunity to enjoy comfortable one-level living in the heart of Hollywood! This well-maintained three-bedroom, two full bath home is situated on a quarter-acre lot with a fully fenced rear yard, offering the perfect space for pets, play, gardening, or outdoor entertaining. The home's thoughtful updates include replacement siding in 2017 and a heat pump installed in 2015, providing

    Brittany Dixon CENTURY 21 New Millennium

    26374 Fielding Rd, Hollywood, MD 20636

Showing Results 41 - 79, Page 2 of 2

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