13,129

Hollywood, MD Homes

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  • /7

    $520,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 2,948 Sq Ft

    23041 Ash Ct, California, MD 20619

    Welcome to 23041 Ash Court, an inviting and spacious 5-bedroom, 2.5-bath home nestled on a beautiful corner lot in the highly desirable Redwood of Wildewood community. Offering nearly 3,000 sq ft of comfortable living space and set on just under a half-acre, this home delivers the perfect blend of privacy, function, and neighborhood charm. Step inside to discover a bright and flowing floor plan

    Katherine Dean RE/MAX One

    23041 Ash Ct, California, MD 20619
  • /43

    $2,450 per month

    • 4 Beds
    • 4 Baths
    • 2,048 Sq Ft
    • Townhouse for Rent

    43625 Marguerite St, California, MD 20619

    Lovely 4 BR End Unit in Primrose Park of Wildewood. Over 2000sf. 3BR/2 full Baths upstairs and a 4th on the ground level. Large Open Family Room & Dining Rm. Eat-In Kitchen. Lux Primary BR w/ Walk-In Closet & Large Bath. Primary Shower has been updated. Upstairs Laundry. Entry Level Rec/Office or Guest Rm Space + 1/2 bath. Over-sized composite decking w/vinyl railing. Below the deck; a paver

    MaryAnne Crewse O'Brien Realty ERA Powered

    43625 Marguerite St, California, MD 20619
  • /30

    $590,000 Sold Oct 30, 2025

    • 2,788 Sq Ft
    • $212/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    44297 Read Ct, Hollywood, MD 20636

    Beautiful 4 Bedroom 2.5 Bath Colonial now available in sought-after Willowbrook neighborhood within the heart of Hollywood. In addition to the attached garage, this property features a large detached garage with an upstairs storage area. The main level features a two-story open foyer with hardwood floors, a sitting room, a formal dining room, a living room, a kitchen with SS appliances, a propane

    DJ Brady EXP Realty, LLC

    44297 Read Ct, Hollywood, MD 20636
    • /87

      Est $749,844 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,960 Sq Ft

      41408 W Citation St, Leonardtown, MD 20650

      41408 W Citation St, Leonardtown, MD 20650
  • /2

    $425,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    43913 Eucalyptus Way, California, MD 20619

    Welcome to 43913 Eucalyptus Way — a beautifully maintained, end-unit townhome offering modern living in the heart of the sought-after Wildwood community. Built just five years ago, this home blends the best of contemporary design, low-maintenance comfort, and community convenience. Step inside to a bright, open-concept layout enhanced by the extra natural light you can only get with an end-unit.

    Robin Cavallaro RE/MAX Realty Group

    43913 Eucalyptus Way, California, MD 20619
  • /16

    $190,000 Sold Oct 30, 2025

    • 960 Sq Ft
    • $198/SF
    • 14 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1982

    26079 S Sandgates Rd, Mechanicsville, MD 20659

    Opportunity awaits in this three bedroom, one bath home situated on an acre. Some work/refreshing is required to make this home move in ready but could be worth the effort. Whether you decide to customize this home for yourself or rent it out, this house could be a great option.

    Dana Rowell RealHome Services and Solutions, Inc.

    26079 S Sandgates Rd, Mechanicsville, MD 20659
    • /10

      Est $267,093 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 862 Sq Ft

      22765 Duke St, Leonardtown, MD 20650

      22765 Duke St, Leonardtown, MD 20650
  • /45

    $525,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,827 Sq Ft

    41467 Osborne Ln, Leonardtown, MD 20650

    Nestled in the highly sought-after Clark's Rest community, this exceptional home offers the perfect blend of convenience and charm. Hardwood floors in the entryway set the tone for the quality finishes throughout the home - including the spacious living room, dining room, and kitchen - featuring luxury vinyl plank flooring, combining durability and style. The kitchen stands out as a true

    Susan Vogel Turtle Town Real Estate, LLC.

    41467 Osborne Ln, Leonardtown, MD 20650
  • /90

    $765,000 Sold Oct 30, 2025

    • 5,198 Sq Ft
    • $147/SF
    • 15 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2003

    41170 Glenwood Place, Mechanicsville, MD 20659

    You have found the home for entertaining. A guest house, a pool, Fenced in back yard, Super sized deck, Fire pit area, and so much more. Sellers have updated with new windows, doors, one HVAC, Garage door openers, Solar lights, etc. Main house has primary bedroom and primary bath, with 3 more bedrooms on 2nd level with laundry room and 2nd bath. Main level has super kitchen with backsplash, gas

    Jimmy Hayden RE/MAX Realty Group

    41170 Glenwood Place, Mechanicsville, MD 20659
    • /46

      Est $558,431 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,319 Sq Ft

      43687 Wild Iris St, California, MD 20619

      43687 Wild Iris St, California, MD 20619
  • /54

    $530,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    41535 Singletree Dr, Leonardtown, MD 20650

    Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. New carpet has been installed throughout the second level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living.

    Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
  • /33

    $395,000 Sold Oct 30, 2025

    • 2,072 Sq Ft
    • $191/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    23190 Falling Leaf Ln, California, MD 20619

    Welcome to 23190 Falling Leaf Ln, a beautifully renovated 4-bedroom, 2.5-bath home located in the highly sought-after Wildewood community. This property has undergone extensive upgrades, blending modern style with everyday functionality. Step inside to find a stunningly remodeled kitchen featuring upgraded cabinetry, sleek countertops, and premium appliances—perfect for both entertaining and

    Matthew Burgan Infinitas Realty Group

    23190 Falling Leaf Ln, California, MD 20619
    • /68

      Est $865,465 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft

      44294 Sotterley Ln, Hollywood, MD 20636

      44294 Sotterley Ln, Hollywood, MD 20636
  • /85

    $569,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,308 Sq Ft

    41536 Fairwood Ct, Leonardtown, MD 20650

    Welcome to your dream home, the Pinehurst model built by Marrick Homes, nestled in the highly sought-after Clark's Rest Community. From the moment you pull into the driveway, this timeless Colonial immediately impresses with its classic charm and spacious, modern living. This 3/level home offers 4/bedrooms, 3.5 baths with 4,664 sq ft of living space. The spacious front-load 2-car garage includes

    Teresa Klopfer RE/MAX Realty Group

    41536 Fairwood Ct, Leonardtown, MD 20650
  • /26

    $460,000 Sold Oct 29, 2025

    • 2,528 Sq Ft
    • $182/SF
    • 76 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. The main level features a traditional floor plan, recent upgrades including new carpet August 2025, stainless steel kitchen appliances, plenty of cabinet space, a formal dining room, and a convenient powder room. Major system updates include a brand-new Roof and a new HVAC system for added peace of mind.Upstairs, newly installed banisters, the

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
    • /34

      Est $579,624 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,786 Sq Ft

      43729 Sweetbay St, California, MD 20619

      43729 Sweetbay St, California, MD 20619
  • /8

    $250,000

    • Land
    • 1.2 Acres
    • $208,333 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
  • /24

    $289,000 Sold Oct 29, 2025

    • 1,260 Sq Ft
    • $229/SF
    • 65 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2011

    23560 F D R Blvd Unit 405, California, MD 20619

    This top floor condo has an unexpected level customization. Extra Cabinetry built in with a wine refrigerator adds extra storage and counter space. Private garage. No Grass cutting, no leaves to rake, no snow to shovel, Live Maintenance free. Let Someone else take care of everything for you. Clubhouse for your workouts. Party room in the clubhouse. Balcony for your outdoor enjoyment, Garage

    Trish Brow EXP Realty, LLC

    23560 F D R Blvd Unit 405, California, MD 20619
    • /26

      Est $347,170 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,698 Sq Ft

      23019 Mountain Laurel Ln, California, MD 20619

      23019 Mountain Laurel Ln, California, MD 20619
  • /41

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft

    25228 Sotterley Rd, Hollywood, MD 20636

    3 bedroom, 1.5 bath Rambler in Hollywood on .84 of an acre in an excellent location. No HOA. Recent Upgrades Include a New Metal Roof (Dec. 2022), Updated Kitchen including New Quartz Counter Tops and New appliances (2023), Recess Lighting (2023), Washer and Dryer (2023), Freshly remodeled bathroom (2025), Freshly Painted Walls (2025), Freshly paved driveway (2025), and more! Septic was recently

    Chelsey Bennett EXP Realty, LLC

    25228 Sotterley Rd, Hollywood, MD 20636
  • /56

    $368,000 Sold Oct 28, 2025

    • 2,112 Sq Ft
    • $174/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2012

    23201 Foxglove St, California, MD 20619

    4-bed, 3.5-bath townhome located in desirable Wildewood neighborhood! This home offers three finished levels, including updated LVP flooring throughout the lower and main levels, a large deck off the kitchen, and access to top-notch community amenities including a pool, tennis courts, basketball courts, and playgrounds. New roof installed in 2022. Convenient to schools, shopping, restaurants, and

    Jessica Abad CENTURY 21 New Millennium

    23201 Foxglove St, California, MD 20619
    • /30

      Est $516,893 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft

      23929 Hollywood Rd, Hollywood, MD 20636

      23929 Hollywood Rd, Hollywood, MD 20636
  • /95

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /45

    $526,000 Sold Oct 28, 2025

    • 1,856 Sq Ft
    • $283/SF
    • 18 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1996

    24925 Sotterley Rd, Hollywood, MD 20636

    Private 5-Bedroom Home Near Patuxent River – Minutes from Parks, Towns & Water Access. No HOA. Tucked away in a peaceful, private setting, this spacious 5-bedroom, 3-bathroom home offers a rare combination of seclusion and convenience. Located just one mile from the Patuxent River and boat ramp access, and right down the street from Greenview State Park with its beach and scenic trails, this home

    Natalya Ford RE/MAX One

    24925 Sotterley Rd, Hollywood, MD 20636
    • /23

      Est $370,475 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,112 Sq Ft

      43539 Wild Iris St, California, MD 20619

      43539 Wild Iris St, California, MD 20619
  • /4

    $899,000

    • Land
    • 1.69 Acres
    • $531,953 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /35

    $489,990 Sold Oct 28, 2025

    • 3,455 Sq Ft
    • $142/SF
    • 27 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2007

    44018 Bellflower Way, California, MD 20619

    Price Reduction! Motivated Seller! Welcome to a wonderfully updated and maintained 5-bedroom, 4.5-bathroom colonial home in the highly sought-after Dahlia Park of Wildewood community. This spacious oasis has been restored to new-like condition with new paint and carpet throughout, new bathroom updates on all four levels of living. The main level features a open-concept layout (no doors) which

    Christina Proctor HomeSmart

    44018 Bellflower Way, California, MD 20619
    • /12

      Est $425,278 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft

      23579 Goodwill Way, California, MD 20619

      23579 Goodwill Way, California, MD 20619
  • /20

    $277,000

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

    23560 F D R Blvd Unit 204, California, MD 20619

    Welcome to this inviting 2 bedroom, 2 bathroom condo in a secure building that combines comfort, convenience, and community. Inside, you’ll find a bright and open layout that’s been well cared for and shows beautifully. It's a perfect place to relax after a long day or entertain friends on the weekend. The community itself offers all the extras: a clubhouse for gatherings, fitness center, walking

    Lindsey Burch Samson Properties

    23560 F D R Blvd Unit 204, California, MD 20619
  • /24

    $267,200 Sold Oct 27, 2025

    • 1,369 Sq Ft
    • $195/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    26403 Hillendale Rd, Hollywood, MD 20636

    ***HIGHEST AND BEST DEADLINE OF 3PM on SATURDAY 8/30!***Charming Rambler with Endless Potential in HollywoodThis 3-bedroom, 1-bath rambler sits on a level .23-acre lot and offers a wonderful opportunity to bring your vision to life. Featuring a bright living area with hardwood floors, an eat-in kitchen with plenty of cabinet space, and a spacious sunroom, this home has great bones and

    Mark Frisco CENTURY 21 New Millennium

    26403 Hillendale Rd, Hollywood, MD 20636
    • /54

      Est $561,640 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,872 Sq Ft

      23399 Lilliflora Dr, California, MD 20619

      23399 Lilliflora Dr, California, MD 20619
  • /9

    $445,000

    • 3 Beds
    • 3 Baths
    • 2,160 Sq Ft

    43722 Martin Ln, Hollywood, MD 20636

    This charming split foyer, has 2 car attached garage, offers a perfect blend of comfort and modern living. Nestled on a generous 2.54-acre lot, this detached residence features three spacious bedrooms and three full bathrooms, providing ample space for relaxation and entertaining. The driveway is paved and plenty of parking. Large Deck , Stainless Steel appliances, Luxury vinyl floors, Ceiling

    Stella Barbour NOVA Brokers, LLC.

    43722 Martin Ln, Hollywood, MD 20636
  • /28

    $429,900 Sold Oct 27, 2025

    • 2,292 Sq Ft
    • $188/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    25757 Jones Wharf Rd, Hollywood, MD 20636

    Experience the best of countryside charm at 25757 Jones Wharf Road. Situated on 4.7 acres, this 2,292 sqft residence offers 3 bedrooms and 2 bathrooms. It features an expansive sunroom, offering a bright and inviting space to enjoy year-round. Recent improvements in 2025 include a new heat pump with oil backup, new gutter guards(with warranty) and some new kitchen appliances. The layout includes

    Stephanie Glaubitz Home Towne Real Estate

    25757 Jones Wharf Rd, Hollywood, MD 20636
    • /59

      Est $503,478 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,824 Sq Ft

      22999 Ringtail Dr, California, MD 20619

      22999 Ringtail Dr, California, MD 20619
  • /9

    $200,000

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

    Lot 2 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

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • /53

    $680,000 Sold Oct 24, 2025

    • 3,825 Sq Ft
    • $178/SF
    • 32 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2010

    41480 Whimsical Ct, Leonardtown, MD 20650

    Welcome home to this stunning and spacious colonial in sought after Leonards Grant. This home enjoys over 3,800 square feet and is situated on .46 acre at the end of the cul-de-sac making it a private oasis. Upon entering, you're greeted by a two story foyer that is filled with natural sunlight. You'll instantly notice the pristine hard wood floors that flow throughout the home, along with the

    Fran Slade Compass

    41480 Whimsical Ct, Leonardtown, MD 20650
    • /28

      Est $285,937 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,431 Sq Ft

      23580 F D R Blvd Unit 201, California, MD 20619

      23580 F D R Blvd Unit 201, California, MD 20619
  • /84

    $1,675,000

    • 3 Beds
    • 3.5 Baths
    • 4,241 Sq Ft

    44850 Joy Chapel Rd, Hollywood, MD 20636

    Welcome to a luxuriously crafted waterfront home where design and comfort meet the tranquility of coastal living. Perfectly positioned to capture sweeping views of Cuckold Creek, this residence showcases exceptional finishes and attention to detail throughout. The Hardie board exterior, accented by lush landscaping and a charming gazebo overlooking the shoreline and pier, evokes a timeless Dutch

    Matthew Burgan Infinitas Realty Group

    44850 Joy Chapel Rd, Hollywood, MD 20636
  • /33

    $450,000 Sold Oct 24, 2025

    • 1,792 Sq Ft
    • $251/SF
    • 77 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    24735 Red Hill Ct, Hollywood, MD 20636

    Welcome to this beautiful and spacious single-story home located in a very peaceful community. Perfectly designed for comfort and convenience, this property offers the ideal balance of modern living and serene surroundings. The open floor plan is thoughtfully designed, providing plenty of space to entertain and enjoy family gatherings. Every corner of this home feels inviting and expansive. The

    John Gatton CENTURY 21 New Millennium

    24735 Red Hill Ct, Hollywood, MD 20636
    • /12

      Est $388,237 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,000 Sq Ft

      45388 Concord Way, California, MD 20619

      45388 Concord Way, California, MD 20619

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