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Hollywood, MD Homes for Sale with Pool

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  • /42

    $464,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 1,634 Sq Ft

    23801 Mcintosh Rd, Hollywood, MD 20636

    OPEN HOUSE SUNDAY 1PM-3PM. Leonardtown schools, NO HOA or Leonardtown taxes! Welcome to this well-maintained split foyer home situated on a 1.25-acre lot in Hollywood, MD, offering the perfect blend of space, comfort, and convenience. Located in the sought-after Leonardtown school district—Duke Elementary, Leonardtown Middle, and Leonardtown High School—this home also provides easy access to

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 770-1422

    23801 Mcintosh Rd, Hollywood, MD 20636
  • /2

    $530,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,190 Sq Ft

    43980 Swift Fox Dr, California, MD 20619

    Wow in Wildewood! Welcome to this 4-bedroom, 3.5 bath, Colonial that features gorgeous Oak hardwoods throughout the main floor. A 2-year-young roof, 9-ft ceilings, chair rail, gas fireplace, upgraded kitchen, and finished lower-level are just some of the attractive features of this more than 3,000 sq ft home. Tall Maple cabinets, granite counters, large island w/ breakfast bar, pantry, stainless

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (240) 929-2653

    43980 Swift Fox Dr, California, MD 20619
  • /45

    $449,900

    New Construction Open Thu 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650

    ***Available Now*** Builder Incentive, Receive $12,500 in Builder Closing Help with use of Preferred Lender & Title company. Homesite 135 - 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 D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town

    Laura Bernth RE/MAX One

    Lot 135 - 23679 Weeping Willow Way, Leonardtown, MD 20650
  • /57

    $600,000

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,724 Sq Ft

    41377 Doctors Crossing Rd, Leonardtown, MD 20650

    NOW offered at $600,000 HUGE Price Adjustment!— a compelling opportunity in CLARK'S REST. *Get up to $3,000 with use of preferred lender for CLOSING COST assistance or use funds for a rate buy-down. Recently reintroduced with improved pricing, this is your chance to own one of the largest homes in the community, offering space, flexibility, and a lifestyle buyers are actively searching for.

    Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

    41377 Doctors Crossing Rd, Leonardtown, MD 20650
  • /41

    $449,900

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

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650

    ***AVAILABLE NOW*** RECIEVE $12,500 in CLOSING HELP! (with use of Builder's Preferred Lender & Title) 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 one-car garage and

    Laura Bernth RE/MAX One

    Lot 136 - 23673 Weeping Willow Way, Leonardtown, MD 20650
  • /75

    $574,900

    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    41482 Pensive St, Leonardtown, MD 20650

    Instant Equity! 5 Bed 3.5 Bath Colonial w/ a fully finished basement and a 2-car garage, boasting over 4500SQFT located in Sought After Neighborhood of Leonard's Grant! Homes with this SQFT at this price point are almost non-existent. Similar homes have sold in this neighborhood for $625,000-$675,000! This home will need some cosmetic repair but is ready to shine again! From the street you are

    Mark Frisco CENTURY 21 New Millennium

    41482 Pensive St, Leonardtown, MD 20650
  • /29

    $450,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,452 Sq Ft

    23609 Crosswinds Way, California, MD 20619

    Motivated seller!!!! Ready to make a deal!!!! 2025 Build. Why wait for new construction when this home is completely move-in ready and loaded with upgrades. This beautiful home offers 4 bedrooms and 3.5 bathrooms with a versatile and highly desirable layout. The entry level features an oversized two-car garage equipped with an electric vehicle charging plug, a rare and valuable feature. This

    Boyd Grainger Pearson Smith Realty, LLC

    23609 Crosswinds Way, California, MD 20619
  • /57

    $630,000

    • 5 Beds
    • 3.5 Baths
    • 3,642 Sq Ft

    45480 Havenridge St, California, MD 20619

    Is there a 5-bed single family home in California MD near PAX River with modern finishes, outdoor space, and immediate occupancy? Welcome to 45480 Havenridge St in The Woods at Myrtle Point, offering 4,378 sqft, a finished walkout basement, and a prime location just minutes from PAX Naval Air Station and Myrtle Point Park.This 5-bed single family home in California MD, built in 2016, blends

    Lisa Riggleman RE/MAX One

    45480 Havenridge St, California, MD 20619
  • /30

    $445,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3.5 Baths
    • 2,432 Sq Ft

    23656 Highliner Way, California, MD 20619

    Welcome to 23656 Highliner Way in the Myrtle Point community of California, MD—where modern style meets low-maintenance living. This beautifully maintained, just 2-year-old townhome offers three finished levels of thoughtfully designed space, featuring 3 bedrooms and 3.5 baths. Step inside to find a bright and airy interior filled with natural light and enhanced by today’s most sought-after

    Charlotte Long EXP Realty, LLC

    23656 Highliner Way, California, MD 20619
  • /6

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft

    23642 Hansel Ct, Leonardtown, MD 20650

    Welcome Home! This beautifully maintained home in Leonard's Grant backs up to trees, a rainwater pond and lots of wildlife! Enjoy watching the deer, bunnies and squirrels in the privacy of your fenced in back yard and large deck. The home features 4 spacious bedrooms, 3.5 baths, a finished basement, new (2022) luxury vinyl plank flooring throughout all levels, new energy efficient sliders (2022),

    Diane Fenwick RE/MAX One

    23642 Hansel Ct, Leonardtown, MD 20650
  • /42

    $449,900

    New Construction Open Thu 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

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

    Homesite #111 Madison D3: ****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 features an oversized one-car garage and an entry-level flex space that includes built-in

    Laura Bernth RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
  • /2

    $539,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,003 Sq Ft

    23302 Misty Pond Ln, California, MD 20619

    Amazing colonial in quiet cul-da-sac. Home has a new roof in 2022 with the transferable warranty. Basement is finished fully in 2026, new paint in foyer and upstairs hall, new SHUTTERS and fresh paint on the front door too 2026, Both HVAC system were replaced in 2022-2023. Home features open floor plan in the traditional colonial style. Kitchen island and deck overlooking a small pond in the

    James Dick Long & Foster Real Estate, Inc.

    23302 Misty Pond Ln, California, MD 20619
  • /2

    $605,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 4,280 Sq Ft

    43675 Wild Iris St, California, MD 20619

    WELCOME TO 43675 WILD IRIS STREET. THIS SPACIOUS HOME FEATURES AN OPEN FLOOR PLAN WITH HUGE ROOMS AND A GREAT FLOW THROUGHOUT. YOU'LL ENTER ON THE COVERED PORCH TO AN INVITING FOYER WITH A FORMAL DINING ROOM AND A LIVING ROOM/OFFICE ON EITHER SIDE. NEXT YOU'LL NOTICE THE GENEROUS FAMILY ROOM WHICH FLOWS TO THE BREAKFAST AREA AND AMAZING KITCHEN WITH OVERSIZED ISLAND AND AMPLE CABINET AND COUNTER

    Jennifer Mullennix CENTURY 21 New Millennium

    43675 Wild Iris St, California, MD 20619
  • /47

    $539,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    23422 Camellia Ct, California, MD 20619

    Great square footage with nearly 3,000 sq ft of living space! This brick-front Colonial features nicely sized rooms throughout and an open, functional floor plan. The upper level offers three full baths, including a convenient Jack-and-Jill bath—perfect for busy households.Quality finishes include crown molding, recessed lighting, hardwood floors throughout the main level, and upgraded carpet

    Carol Kalmus-Choporis Century 21 Redwood Realty

    23422 Camellia Ct, California, MD 20619
  • /2

    $549,000

    Coming Soon
    • 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
  • /2

    $440,000

    Coming Soon
    • 3 Beds
    • 4 Baths
    • 2,452 Sq Ft

    23862 Myrtle Glen Way, California, MD 20619

    Welcome to 23862 Myrtle Glen Way, a beautifully maintained end unit townhome in The Woods at Myrtle Point. This 3 Bedroom, 2 full bathroom, 2 half bathroom, 3 level town home is and situated around everything future homeowner needs and wants that comes with SOMD living. Close to Pax River Naval Base, shops, a public park on the water, close public water access, restaurants, and so much more! HOA

    Tyler Mattingly Coldwell Banker Premier

    23862 Myrtle Glen Way, California, MD 20619
  • /41

    $479,900

    New Construction
    • 4 Beds
    • 3.5 Baths

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650

    **TO BE BUILT**** Homesite 141 - Oakley D1 End Unit ***October Delivery**** ***Choose your color scheme from of our available options** 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 2,966 sq ft home offers generous

    Laura Bernth RE/MAX One

    Lot 141 - 23653 Dragonfly Ln, Leonardtown, MD 20650
  • /32

    $425,000

    $5K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,772 Sq Ft

    45397 Englewood Way, California, MD 20619

    Located just minutes away from Pax River Naval Base. Welcome to 45397 Englewood Way, a stunning 3-level, 3bd, 2 full/2 half bath, end-unit townhome that perfectly captures the essence of modern living in California, MD. Built in 2020, this 6-year-old residence offers the pristine quality of a newer build, without the wait! Situated in the highly sought-after, developing city of California, MD,

    Dwight Taylor EbonAries Realty Group, LLC.

    45397 Englewood Way, California, MD 20619
  • /37

    $450,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    23104 Sweetbay Ln, California, MD 20619

    **Back on the market and a fresh opportunity to make it yours!** 4-bedroom, 2.5-bath home on a tree-lined corner lot in the desirable Wildewood community. Custom interior shutters, new luxury vinyl flooring, and freshly installed carpet (March 2026) add warmth and style throughout. The kitchen features updated stainless steel appliances, while thoughtful design details include a geometric accent

    Colin McHugh O'Brien Realty ERA Powered

    23104 Sweetbay Ln, California, MD 20619
  • /2

    $459,900

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,676 Sq Ft

    43902 Yellow Wood Way, California, MD 20619

    Welcome home to this beautifully maintained rambler with an open floor plan, ideally situated on a quiet cul-de-sac and landscaped corner lot. Offering 4 bedrooms and 2 full baths, this home features heated ceramic tile flooring in the bathrooms for added comfort and luxury. The spacious family room boasts cathedral ceilings and a cozy gas fireplace, flowing seamlessly into the large kitchen with

    Erika Yowell EXP Realty, LLC

    43902 Yellow Wood Way, California, MD 20619
  • /48

    $420,000

    • 3 Beds
    • 3.5 Baths
    • 2,183 Sq Ft

    44088 Eucalyptus Way, California, MD 20619

    Welcome to this beautifully maintained 3-level townhome in desirable Wildewood. Built in 2021 and lovingly cared for by its original owner, this home offers over 2,100 square feet of comfortable living. With 3 bedrooms, 3 full bathrooms, and 1 half bath, the layout is thoughtfully designed for both everyday living and easy entertaining. The main level is filled with natural light thanks to

    Melissa Rodriguez RE/MAX One

    44088 Eucalyptus Way, California, MD 20619
  • /85

    $599,000

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

    23423 Canna Ct, California, MD 20619

    SELLER CREDIT AVAILABLE! If you’ve been looking for more space in Wildewood, 23423 Canna Court deserves a closer look. This spacious 5-bedroom, 4.5-bath home offers a flexible layout, a finished lower level, and a convenient California location near NAS Patuxent River, shopping, dining, schools, and Wildewood community amenities. The main level features comfortable living and gathering spaces

    Bill Oosterink CENTURY 21 New Millennium

    23423 Canna Ct, California, MD 20619
  • /39

    $449,900

    New Construction Open Thu 2PM - 4PM
    • 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 Bernth RE/MAX One

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

    $624,900

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,195 Sq Ft

    23455 Canna Ct, California, MD 20619

    Welcome to 23455 Canna Ct! This stunning 4-bedroom, 3.5-bath home featuring the sought-after Langley floor plan offers the perfect blend of space, comfort, and style. From the moment you step inside, you’ll be greeted by heightened ceilings and an abundance of natural lighting that creates a bright and airy atmosphere throughout the home. The thoughtfully designed layout provides spacious living

    Matthew Burgan Infinitas Realty Group

    23455 Canna Ct, California, MD 20619
  • /62

    $429,900

    $9K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    23450 Sugar Pine Ln, California, MD 20619

    Beautiful multi-level townhome offering the perfect blend of space, comfort, and modern convenience for today’s active lifestyle. This end unit will have you living your most luxurious life the moment you step in and imagine yourself living here. The cool neutral tones are inviting and create warmth in the large space with ceiling height that impresses all. On the main level, you’ll find an

    Connie Gunn CENTURY 21 New Millennium

    23450 Sugar Pine Ln, California, MD 20619
  • /30

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    23340 Holly Hill Ln, California, MD 20619

    This charming Cape Cod offers three bedrooms and two full bathrooms, blending comfort with modern style. The updated kitchen is perfect for anyone who loves to cook, featuring stainless steel appliances, quartz countertops, and abundant cabinetry. Luxury vinyl plank flooring extends throughout the first floor, creating a warm and cohesive feel. The open living and dining area provides plenty of

    Chris Norris JR. Topside Realty

    23340 Holly Hill Ln, California, MD 20619
  • /2

    $525,000

    Open Sat 11AM - 1PM Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,109 Sq Ft

    23134 Clover Ridge Ln, California, MD 20619

    Tucked away on a quiet cul-de-sac in the highly sought after Wildewood community, 23134 Clover Ridge Lane sits on over half an acre and backs to a serene wooded space. Trees line the backyard, offering an extra sense of privacy and natural surroundings.Designed for both comfort and style, this home features a two car garage, fresh paint throughout, and a new roof installed in 2022. The main

    Ana Vazquez The Southside Group Real Estate

    23134 Clover Ridge Ln, California, MD 20619
  • /46

    $489,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650

    ***TO BE BUILT*** ***Estimated Late November Delivery*** ***Choose your color scheme from of our available options*** Home Site 142 New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of

    Laura Bernth RE/MAX One

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
  • /46

    $449,000

    $21K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    23295 White Elm Ct, California, MD 20619

    Tucked away at the end of a quiet cul-de-sac, 23295 White Elm Court feels like home the moment you arrive. Set on a spacious third-acre lot in the heart of Wildewood, this charming two-story residence offers the perfect balance of comfort, space, and everyday livability. With over 2,100 square feet of living space and three bathrooms, the layout is designed to give everyone room to spread out

    Matthew Burgan Infinitas Realty Group

    23295 White Elm Ct, California, MD 20619
  • /46

    $585,000

    • 4 Beds
    • 4.5 Baths
    • 3,986 Sq Ft

    23345 Sugarbush St, California, MD 20619

    Welcome home to Sugarbush Street in the sought after neighborhood of Primrose Park at Wildewood. Tucked near a charming community gathering space, this spacious Colonial offers a thoughtful layout, beautifully maintained living spaces, and the kind of comfort that immediately feels inviting from the moment you arrive. Inside, the main level features a separate dining room, a dedicated front

    Diana Washabaugh CENTURY 21 New Millennium

    23345 Sugarbush St, California, MD 20619
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