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Hollywood, MD Homes for Sale with Pool

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  • 44140 Outrigger Way, California, MD 20619
    44140 Outrigger Way, California, MD 20619
    44140 Outrigger Way, California, MD 20619
    /36

    $308,500

    • 1 Bed
    • 1.5 Baths
    • 1,645 Sq Ft

    44140 Outrigger Way, California, MD 20619

    Step into modern comfort with this beautifully designed 1-bedroom, 1.5-bath condo, featuring an open-concept layout and high-end finishes throughout. The spacious living room boasts dramatic vaulted ceilings, creating a light-filled and airy space perfect for relaxing or hosting. A convenient half bath adds functionality for guests. The impressive kitchen is a true showpiece, complete with

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 901-9263

    44140 Outrigger Way, California, MD 20619
  • Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
    /46

    $449,900 Open Sat 12PM - 4PM

    • 4 Beds
    • 3.5 Baths

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison

    Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
  • 43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    43998 Swift Fox Dr, California, MD 20619
    /29

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Welcome to 43998 Swift Fox Dr—an inviting three-story home featuring four bedrooms, three full baths, and a convenient half bath. The heart of the home is the spacious kitchen, complete with rich wood cabinetry, granite countertops, and stainless steel appliances. It opens to a bright, airy living area that’s perfect for entertaining or unwinding after a long day. Upstairs, the primary suite

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • 22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    22405 Indian Bridge Rd, California, MD 20619
    /24

    $249,900

    • 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
  • lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 106 Madison D3: Welcome to Meadows at Town Run....Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a

    Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650
  • 23581 Gallent Fox Way, Leonardtown, MD 20650
    23581 Gallent Fox Way, Leonardtown, MD 20650
    23581 Gallent Fox Way, Leonardtown, MD 20650
    /53

    $645,900

    • 4 Beds
    • 3.5 Baths
    • 3,736 Sq Ft

    23581 Gallent Fox Way, Leonardtown, MD 20650

    Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home nestled in the heart of highly desirable Leonard’s Grant. Situated in one of Leonardtown’s most sought-after communities, this 4-bedroom, 3.5-bath 3,933 sq ft residence combines comfort, convenience, and a true sense of community living. Perfectly positioned directly across from the community pool and

    Laura Bernth RE/MAX One

    23581 Gallent Fox Way, Leonardtown, MD 20650
  • 45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    45429 Englewood Way, California, MD 20619
    /35

    $450,000

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

    45429 Englewood Way, California, MD 20619

    Luxury Living in Style describes this stunning end unit townhome with 2,548 finished sq ft in a premium location close to schools, shopping, restaurants and commuter routes in California, Maryland. This beautifully maintained 3-level end-unit of superb living space including a fully finished basement. With 3 spacious bedrooms, 3 full bathrooms, and a convenient half bath, there’s room for

    Mary Chambers JPAR Real Estate Professionals

    45429 Englewood Way, California, MD 20619
  • 43526 Marguerite Way, California, MD 20619
    43526 Marguerite Way, California, MD 20619
    43526 Marguerite Way, California, MD 20619
    /45

    $380,000

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

    43526 Marguerite Way, California, MD 20619

    Located in the Dahlia Park Community within Wildewood, this townhome offers three comfortable levels of living that feel both connected and quietly private. On the entry level, a spacious recreation room with a full bathroom comfortably serves as a fourth bedroom. The main living level offers an easy, unified layout. The kitchen features polished granite surfaces and thoughtful storage. A nearby

    Katy Galloway CENTURY 21 New Millennium

    43526 Marguerite Way, California, MD 20619
  • 44628 Cedar Ct, California, MD 20619
    44628 Cedar Ct, California, MD 20619
    44628 Cedar Ct, California, MD 20619
    /79

    $609,900

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

    44628 Cedar Ct, California, MD 20619

    This is the story of a charming home in Wildewood's premier Neighborhood One. Situated on a 1.21 acre lot on a peaceful Cul-de-Sac, with a lush green lawn dappled with shade trees, where the scenery is beautiful all year round. Gorgeous Hardscape Patio out back with a Stone Fire Pit, complete with a seasoned woodpile, is ideal for outdoor gatherings. A large 2-Car+ Garage includes a Utility

    Kimberly St. Laurent RE/MAX One

    44628 Cedar Ct, California, MD 20619
  • 44087 Granite Way, California, MD 20619
    44087 Granite Way, California, MD 20619
    44087 Granite Way, California, MD 20619
    /49

    $399,900

    • 3 Beds
    • 4 Baths
    • 2,947 Sq Ft

    44087 Granite Way, California, MD 20619

    Beautiful 3-Level Home in Wildewood Village 55+ Community — Approx. 3000 of Finished space.! Welcome to this spacious and beautifully maintained single-family home located in the highly desirable Wildewood Village Over 55 Community. Conveniently situated near shopping, dining, theaters, medical facilities, and just across the bridge from Solomon’s Island, where you can enjoy the charm of

    Cris Curtis CENTURY 21 New Millennium

    44087 Granite Way, California, MD 20619
  • 43248 Waverly Ct, Hollywood, MD 20636
    43248 Waverly Ct, Hollywood, MD 20636
    43248 Waverly Ct, Hollywood, MD 20636
    /39

    $625,000

    • 4 Beds
    • 4 Baths
    • 4,495 Sq Ft

    43248 Waverly Ct, Hollywood, MD 20636

    Welcome to this large colonial set on a private 2.3-acre lot in the desirable Forest Farms community. The main level features a dedicated office, a formal living room, a full bath, a bright sunroom, and a generous dining area perfect for entertaining. The family room has a two-story ceiling and open connection to the upper level, while the eat-in kitchen provides plenty of space for casual

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43248 Waverly Ct, Hollywood, MD 20636
  • 43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    43088 Island View, Hollywood, MD 20636
    /78

    $649,850

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

    43088 Island View, Hollywood, MD 20636

    THIS ONE IS WAITING FOR YOU!!! POSSIBLE OWNER FINANCING TO QUALIFIED BUYER - WATERFRONT - 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

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, READY- NOW Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 104 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest

    Laura Bernth RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
  • 43913 Eucalyptus Way, California, MD 20619
    43913 Eucalyptus Way, California, MD 20619
    43913 Eucalyptus Way, California, MD 20619
    /23

    $425,000

    • 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
  • 44285 Beaver Creek Dr, California, MD 20619
    44285 Beaver Creek Dr, California, MD 20619
    /2

    $365,000 Open House 1/03

    • 4 Beds
    • 3.5 Baths
    • 2,078 Sq Ft

    44285 Beaver Creek Dr, California, MD 20619

    Welcome home to this gorgeous move in ready townhouse in Wildewood! On the main level, you will love the open concept feel with the kitchen opening up to the living room and dining room. There is also a half bathroom on this level. As you head upstairs, you will find the owners suite with a walk in closet and a bathroom featuring a brand new vanity. This floor also has two additional bedrooms, a

    Kristen Willets RE/MAX One

    44285 Beaver Creek Dr, California, MD 20619
  • 44183 Goldenzelle Way, California, MD 20619
    44183 Goldenzelle Way, California, MD 20619
    44183 Goldenzelle Way, California, MD 20619
    /33

    $464,900

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    44183 Goldenzelle Way, California, MD 20619

    Welcome to 44183 Goldenzelle Way — a beautifully maintained 4-bedroom, 3.5-bath end-unit townhome nestled in the sought-after Wildewood neighborhood of California, MD. This spacious and light-filled home offers the perfect blend of comfort, style, and convenience.Step inside to discover open-concept living spaces bathed in natural light, ideal for both relaxing and entertaining. The

    Matthew Burgan Infinitas Realty Group

    44183 Goldenzelle Way, California, MD 20619
  • 23015 Wedgewood Ln, California, MD 20619
    23015 Wedgewood Ln, California, MD 20619
    /2

    $474,900 Coming Soon

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

    23015 Wedgewood Ln, California, MD 20619

    23015 Wedgewood Ln | Wildewood Community Welcome to 23015 Wedgewood Lane, a beautifully maintained 3-bedroom, 2.5-bath home tucked away on a peaceful cul-de-sac in the highly sought-after Wildewood community. Designed for comfort and easy living, this home offers a main floor primary suite complete with a private en suite bath — the perfect retreat at the end of the day. Step inside to an

    Matthew Burgan Infinitas Realty Group

    23015 Wedgewood Ln, California, MD 20619
  • 23570 F D R Blvd Unit 401, California, MD 20619
    23570 F D R Blvd Unit 401, California, MD 20619
    23570 F D R Blvd Unit 401, California, MD 20619
    /28

    $325,000 Coming Soon

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

    23570 F D R Blvd Unit 401, California, MD 20619

    Get ready to fall in love with carefree condo living in the heart of Southern Maryland! This spacious 2-bed, 2-bath unit in the desirable Residences at Wildewood offers an open and functional floorplan with 1,431 SQFT. of comfortable living space. This condo is perfect for first-time buyers, downsizers, or anyone seeking low-maintenance living without compromise.Inside, you will find a bright

    Lindsey Burch Samson Properties

    23570 F D R Blvd Unit 401, California, MD 20619
  • 43336 Lillian Way, Hollywood, MD 20636
    43336 Lillian Way, Hollywood, MD 20636
    43336 Lillian Way, Hollywood, MD 20636
    /47

    $715,000

    • 6 Beds
    • 4.5 Baths
    • 4,913 Sq Ft

    43336 Lillian Way, Hollywood, MD 20636

    Located on a quiet cul-de-sac in the sought-after Forrest Farm community, this beautifully maintained ranch-style home offers exceptional space, flexibility, and thoughtful design throughout. Inside, an open and airy floor plan is highlighted by hardwood and ceramic tile flooring, crown molding, and chair rail accents. The gourmet kitchen is designed for both everyday living and entertaining,

    Cynthia Lisa RE/MAX One

    43336 Lillian Way, Hollywood, MD 20636
Maryland St Marys County Hollywood

Homes for Sale with Pool in Hollywood, MD

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In Hollywood, there are currently 19 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Hollywood, MD and discover your ideal residence.

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