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Hollywood, MD Homes for Sale with Pool

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  • /35

    $520,000

    • 4 Beds
    • 3.5 Baths
    • 3,158 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Home is sold As-Is. Welcome to 43998 Swift Fox Dr, a thoughtfully designed three-story home offering four bedrooms, three full bathrooms, and one half bathroom. The kitchen features rich wood cabinetry, granite countertops, and stainless steel appliances, and flows seamlessly into a bright living area—ideal for gatherings or quiet evenings at home. The primary bedroom offers a comfortable retreat

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • /39

    $639,999 Open Fri 6PM - 8PM

    • 5 Beds
    • 3 Baths
    • 3,036 Sq Ft

    23293 Nicholson St, Hollywood, MD 20636

    Welcome to the quiet neighborhood in Forest Farms within Hollywood MD. 23293 Nicholson St is also mapped in the beloved Leonardtown school district. Other local features is the close proximity to the River Naval base. Surrounded by Scenic Forest Farms, this is a prime location with over 2 acres of wooded picturesque view. You have land to make it what you want.Step into this inviting

    Diana Charles Douglas Samson Properties

    23293 Nicholson St, Hollywood, MD 20636
  • /82

    $630,000

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft

    41460 Challedon Way, Leonardtown, MD 20650

    Pride of ownership shines throughout this beautifully maintained Hayden model located in Leonard’s Grant community. From the moment you step inside, you'll be welcomed by neutral paint, beautiful flooring—including gleaming hardwoods, brand-new carpet, and luxury vinyl plank in the finished basement.The gourmet kitchen is truly the heart of the home, featuring updated appliances including a

    Heather Foster RE/MAX One

    41460 Challedon Way, Leonardtown, MD 20650
  • /74

    $645,000

    • 5 Beds
    • 3.5 Baths
    • 3,194 Sq Ft

    23647 Hansel Ct, Leonardtown, MD 20650

    GORGEOUS HOME ON A CUL DE SAC! This beautifully maintained QBH Newport model located in the sought-after Leonards Grant community is move in ready! Walk in to a welcoming entryway that opens to a few spacious rooms and a gourmet kitchen. The kitchen has granite countertops, upgraded appliances including a double oven and beautiful tile flooring. Just off the kitchen, step outside to an

    Heather Foster RE/MAX One

    23647 Hansel Ct, Leonardtown, MD 20650
  • /35

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 3,416 Sq Ft

    23920 Druid Hills Dr, California, MD 20619

    House includes a $30K solar systems where future homeowners will enjoy for a long time. Installed only couple years ago

    nugent nguyen Westgate Realty Group, Inc.

    23920 Druid Hills Dr, California, MD 20619
  • /27

    $449,980

    • 4 Beds
    • 3.5 Baths
    • 2,716 Sq Ft

    43643 Evening Primrose Ct, California, MD 20619

    Welcome to your next chapter at 43643 Evening Primrose Court — a home where elegance meets ease, and every detail reflects meticulous upkeep and true pride of ownership.Nestled in the heart of the sought-after Wildewood community, this home is a rare duet-style haven with more than 2800 square feet of living space. This beautifully designed 4-bedroom, 3.5-bath home offers an open-concept

    Shelia Kuhfahl CENTURY 21 New Millennium

    43643 Evening Primrose Ct, California, MD 20619
  • /41

    $665,000

    • 5 Beds
    • 3.5 Baths
    • 3,876 Sq Ft

    23246 Lindsay Dr, Leonardtown, MD 20650

    Located in the sought-after Clark's Rest Community, this spacious 5-bedroom, 3.5-bath home offers tranquil views of the community common area.The interior boasts a beautiful kitchen with white cabinetry, granite countertops, recessed lighting, a pantry, breakfast bar, and stainless-steel appliances. The adjacent breakfast area and family room provide a cozy and inviting space for daily

    Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
  • /67

    $480,000

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

    45375 Concord Way, California, MD 20619

    So pristine and immaculate you'll think it was the model home! Boasting 4 generous bedrooms, 3 full baths and a convenient half bath, this home offers both space and comfort. As an end unit, it benefits from an abundance of natural light cascading through extra windows, creating a bright and airy ambiance throughout. The open concept main level creates an immediate sense of grandeur with the

    Trish Wallmark RE/MAX One

    45375 Concord Way, California, MD 20619
  • /67

    $739,900

    • 4 Beds
    • 4 Baths
    • 4,829 Sq Ft

    41535 Fairwood Ct, Leonardtown, MD 20650

    Stunning 4 Bed / 4 Bath Ranch Rambler in Sought-After Clark’s Rest CommunityWelcome to your dream home! Nestled in the highly desirable Clark’s Rest community, this stunning 4-bedroom, 4-bath Ranch Rambler is only one year old and loaded with upgrades with exceptional curb appeal and luxurious features throughout, this is a rare find that won’t last long. This modern home blends comfort,

    Ms. Stephanie M Lee EXP Realty, LLC

    41535 Fairwood Ct, Leonardtown, MD 20650
  • /59

    $640,000

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

    23264 Lindsay Dr, Leonardtown, MD 20650

    Main Level living at its finest in the heart of Leonardtown! Customized Lusby model built in 2020 situated on a spacious corner lot in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable loan available (to veteran only) at 2.75%. This exquisite home boasts an open floorplan that flows effortlessly. The

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • /36

    $448,000

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

    45455 Concord Way, California, MD 20619

    **Back on the market - No fault of the seller! Motivated!** Welcome to 45455 Concord Way – Luxury, Location & Lifestyle in One Exceptional Package!This is the one you’ve been waiting for! Nestled in one of California, Maryland’s most desirable sold-out communities, this nearly-new 1-year-old home is your chance to skip the construction wait and step right into modern luxury.From

    Danielle Perdue RE/MAX Gateway, LLC

    45455 Concord Way, California, MD 20619
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    $634,999

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft

    41430 Whimsical Ct, Leonardtown, MD 20650

    Price Improvement!!!! This home is a MUST SEE!!!!Spacious 5-Bedroom Colonial with Coveted First-Floor Suite & Finished Basement Welcome to this beautifully maintained 5-bedroom 3.5-bath Colonial home, ideally situated in one of the area's most sought-after communities. With classic curb appeal, generous living space, and thoughtful updates throughout, this home is perfect for growing families,

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • /43

    $641,000

    • 5 Beds
    • 3 Baths
    • 3,036 Sq Ft

    23293 Nicholson St, Hollywood, MD 20636

    Welcome to the quiet neighborhood in Forest Farms within Hollywood MD. 23293 Nicholson St is also mapped in the beloved Leonardtown school district. Other local features is the close proximity to the River Naval base. Surrounded by Scenic Forest Farms, this is a prime location with over 2 acres of wooded picturesque view. You have land to make it what you want.Step into this inviting

    Diana Charles Douglas Samson Properties

    23293 Nicholson St, Hollywood, MD 20636
  • /79

    $649,000

    • 5 Beds
    • 3.5 Baths
    • 4,738 Sq Ft

    23534 Belmar Dr, Leonardtown, MD 20650

    PRICE REDUCED + EXCEPTIONAL FINANCING OPTIONS! Now listed more than $26,000 below the original asking price, 23534 Belmar Drive is your opportunity to own a beautifully maintained, move-in-ready home in the highly sought-after Leonard’s Grant community of Leonardtown. Boasting over 5,000 sq ft of finished living space, this impressive home offers 5 spacious bedrooms, 3.5 baths, and an ideal

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • /2

    $439,900 New Construction

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

    Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650

    Unit 87 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 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies and coat hooks, plus

    Laura Bernth RE/MAX One

    Lot 87 23670 Dragonfly Ln, Leonardtown, MD 20650
  • /8

    $429,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,884 Sq Ft

    23421 Dahlia Cir, California, MD 20619

    Welcome to 23421 Dahlia Circle, a beautifully upgraded end-unit townhome tucked inside the Wildewood community. The main level features hardwood floors, a gas fireplace that adds warmth and charm, a large kitchen with granite countertops, and fresh paint throughout. Upstairs, the primary bedroom continues the hardwood detail and offers a peaceful and comfortable retreat.The finished

    Shelly Alonso Samson Properties

    23421 Dahlia Cir, California, MD 20619
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    $425,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 2,168 Sq Ft

    23307 Sugar Pine Ln, California, MD 20619

    Take a look at this like-new townhome built in 2023. This spacious and modern home features an open-concept layout perfect for entertaining, with abundant natural light and high-end finishes throughout. The heart of the home is a beautifully appointed kitchen with a large island, stainless steel appliances, sleek cabinetry, and plenty of counter space. Upstairs you'll find generously sized

    Jesieryl Hartzer CENTURY 21 New Millennium

    23307 Sugar Pine Ln, California, MD 20619
  • /50

    $625,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    23185 Piney Wood Cir, California, MD 20619

    Beautifully Updated Colonial on One Acre in WildwoodThis stunning colonial home sits on a spacious one-acre lot in Wildwood and features numerous high-end updates throughout. The heart of the home is the beautifully remodeled kitchen (2022), showcasing new cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.The main

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23185 Piney Wood Cir, California, MD 20619
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    $609,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft

    44628 Cedar Ct, California, MD 20619

    Kimberly St. Laurent RE/MAX One

    44628 Cedar Ct, California, MD 20619
  • /30

    $510,000

    • 3 Beds
    • 2 Baths
    • 1,854 Sq Ft

    23398 Lilliflora Dr, California, MD 20619

    This 3 years young home is so comfortable! It offers one level living, with a full unfinished basement to customize as you wish, and an open floor plan that allows for easy gatherings. There are numerous upgrades, including flooring and appliances. The home is handicapped accessible, with wide hallways and a disability- friendly bathroom. A nice rear deck provides outdoor enjoyment.;

    Carolyn Guy Home Towne Real Estate

    23398 Lilliflora Dr, California, MD 20619
  • /28

    $465,000

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    23117 Pansy Way, California, MD 20619

    Beautiful 4 Bedroom, 3.5 Bath Colonial located in the highly sought-after Primrose Park community of Wildewood! Energy-conscious buyers will love the owned 14kw solar panel systgem, helping to keep utility costs low. This home offers an open and functional layout. The main level features an eat-in kitchen, a spacious living room with a fireplace, a separate dining area, and a convenient half

    DJ Brady EXP Realty, LLC

    23117 Pansy Way, California, MD 20619
  • /43

    $349,900

    • 2 Beds
    • 1.5 Baths
    • 1,698 Sq Ft

    43761 Winterberry Way, California, MD 20619

    Welcome to Evergreen Park at Wildwood! This like new unit shows like a model. Original owner, you can't miss the pride in ownership. LVP flooring, & 9' ceilings throughout your main living area. Quartz countertops, upgraded gray cabinetry, and black appliances highlight the kitchen. Custom trek/vinyl sun deck. The lower level is currently used as the most awesome man cave, but would also

    Michael Gray CENTURY 21 New Millennium

    43761 Winterberry Way, California, MD 20619
  • /10

    $229,000

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    23311 Sugar Maple Ct, California, MD 20619

    This conveniently located 2 bedroom 1.5 bathroom condo has been recently renovated to include new flooring throughout. With upgraded lighting, breakfast bar, granite countertops, and stainless steel appliances, the kitchen is open concept and opens into the living area. There is an updated and tiled full hall bathroom with a laundry room with included washer and dryer. The master bedroom has a

    brandy Sutor EXP Realty, LLC

    23311 Sugar Maple Ct, California, MD 20619
  • /95

    $570,000

    • 5 Beds
    • 4.5 Baths
    • 4,274 Sq Ft

    23416 Canna Ct, California, MD 20619

    Spacious 5-Bedroom Retreat with in-law Suite, Deck & New Roof!Welcome to 23416 Canna Ct in California, MD—a beautifully maintained 5-bedroom, 4.5-bathroom home with over 4,200 sq ft of living space and a brand-new roof! Nestled in a sought-after community with top-tier amenities, this home is move-in ready and built for both entertaining and everyday comfort.Step inside to

    Kelly Padgett CENTURY 21 New Millennium

    23416 Canna Ct, California, MD 20619
  • /49

    $499,900

    • 4 Beds
    • 3.5 Baths
    • 3,087 Sq Ft

    22950 Wintergreen Ln, California, MD 20619

    Nestled in the sought-after Wildewood neighborhood, this exquisite 4-bedroom, 3.5-bathroom home at 22950 Wintergreen Ln offers luxury and functionality. Spanning three levels, this residence boasts a finished basement with a stylish bar, billiard room, media area, full bathroom, and convenient walk-out access—perfect for entertaining or relaxation.The main floor welcomes you with a

    Matthew Burgan Infinitas Realty Group

    22950 Wintergreen Ln, California, MD 20619
  • /80

    $524,900

    • 4 Beds
    • 3.5 Baths
    • 2,990 Sq Ft

    23371 Hosta Ln, California, MD 20619

    Beautifully maintained 4-bedroom, 3.5-bath home offering nearly 3,000 sq ft of living space in the sought-after Wildewood community. Built in 2006, this residence features a finished basement with workshop space, a versatile 4th-floor loft, and a 2-car rear-entry garage. Recent updates include a brand-new water heater replaced in 2025 and a roof that’s less than 3 years old. The seller is also

    Katy Galloway CENTURY 21 New Millennium

    23371 Hosta Ln, California, MD 20619
  • /94

    $655,000

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of a community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches. Freshly painted with

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /39

    $411,000

    • 4 Beds
    • 4 Baths
    • 2,016 Sq Ft

    43651 Marguerite St, California, MD 20619

    This stunning end-unit townhome boasts an abundance of natural light and offers 4 bedrooms, 2 full baths, 2 half baths, and just had a new roof put on! Meticulously maintained & move-in ready, the home features new carpeting in the bedrooms and stairways, fresh paint, and a new AC unit installed in 2021.The main level includes a versatile 4th bedroom and a convenient half bath. The second

    Rachel Hutton JPAR Real Estate Professionals

    43651 Marguerite St, California, MD 20619
  • /82

    $714,900

    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    22951 Cattail Ln, California, MD 20619

    Welcome to 22951 Cattail Ln, a beautifully maintained custom brick home in the sought-after Redwood subdivision of Wildewood. Perfectly situated near top-rated schools, shopping, and PAX River NAS, this home offers a blend of elegance, functionality, and modern updates. Step inside to find grand-scale living with 4 spacious bedrooms and 3 full baths upstairs, plus a flex room and full bath in the

    Charlotte Long EXP Realty, LLC

    22951 Cattail Ln, California, MD 20619
  • /78

    $679,990

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    43088 Island View, Hollywood, MD 20636

    WATERFRONT - PERFECT FOR THE HOT WEATHER AND it is WAITING FOR YOU! Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen and Appliances with Quartz Countertops, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new paved driveway, new exterior steps to the

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /2

    $35,000

    • Land
    • 0.55 Acre
    • $63,636 per Acre

    26379 Fielding Rd, Hollywood, MD 20636

    Perc Approved buildable lot in wateroriented Hollywood Shores Subdivision. Community pool and boat ramp available within subdivision. Preliminary site plan was drawn up by DH Steffens Surveying.Great deal for a nice buildable lot in a great neighborhood with water access!!!!!Tax ID:1906034942

    Bradley Franzen/Retired Franzen Realtors, Inc.

    26379 Fielding Rd, Hollywood, MD 20636
  • /49

    $395,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,638 Sq Ft

    44219 Beaver Creek Dr, California, MD 20619

    Welcome to Wildewood one of Saint Mary's sought after neighborhoods. This beautiful end unit townhome offers 3 levels of living. Main level living offers a dining or office area, gourmet kitchen with center island, and a combination kitchen / living room for all your gatherings. The middle level offers 3 generous bedrooms with walk in closets, new carpeting, and recessed lighting. The 2 bedrooms

    Chris Coughlan RE/MAX One

    44219 Beaver Creek Dr, California, MD 20619
  • /7

    $470,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,633 Sq Ft

    23585 Goodwill Way, California, MD 20619

    ******COMING SOON******* Welcome to your dream home!! This spacious, modern 4 bedroom 3.5 bathroom end unit townhome features a 2-car garage and has been barely lived in, offering a fresh, like new feel. Boasting an array of amenities including stunning granite countertops in the gourmet kitchen, recessed lighting throughout, generously sized deck that is ideal for outdoor gatherings or

    Edward Tully RE/MAX One

    23585 Goodwill Way, California, MD 20619
  • /2

    $500,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 2,548 Sq Ft

    45429 Englewood Way, California, MD 20619

    Welcome to The Woods at Myrtle Point. This end-unit townhouse features a large and open kitchen and living space. The kitchen features stainless steel appliances, a gas stove, walk-in pantry, butlers/wine bar, tons of cabinets, and amazing natural light. And just off of the kitchen, there is a maintenance free trek deck. The fully finished basement has endless potential. Rec room? Workout space?

    JENN KELLY O'Brien Realty ERA Powered

    45429 Englewood Way, California, MD 20619
  • /2

    $474,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    44313 Poplar Wood Dr, California, MD 20619

    Welcome to 44313 Poplar Wood Dr, a spacious 4-bedroom, 2.5-bath home nestled on a serene, wooded lot in the heart of the highly sought-after Wildewood community. Perched atop a gentle hill, this home offers exceptional privacy and beautiful views of the surrounding landscape.Step inside to discover a sun-filled interior with generously sized rooms and an open layout perfect for

    Matthew Burgan Infinitas Realty Group

    44313 Poplar Wood Dr, California, MD 20619
  • /2

    $355,000 Open House 8/09

    • 4 Beds
    • 3.5 Baths
    • 1,924 Sq Ft

    23175 Mountain Laurel Ln, California, MD 20619

    Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom inner townhome offering spacious, stylish living in the heart of Wildewood. The main level features an open-concept kitchen with granite countertops, a large island, stainless steel appliances, tile backsplash, and a cozy dining area that opens to a balcony deck—perfect for entertaining or relaxing.Retreat to the spacious primary

    Laura Holley O'Brien Realty ERA Powered

    23175 Mountain Laurel Ln, California, MD 20619
  • /24

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
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