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Hollywood, MD Homes for Sale

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  • /35

    $420,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    44896 Blackistone Cir, Hollywood, MD 20636

    Just in time for summer! This beautifully maintained 4-bedroom, 2-bath, 1,800 sq. ft. home in Hollywood sits on a spacious .72-acre level lot and offers the perfect blend of comfort, style, and energy efficiency. Key Features: In-ground pool with liner replaced in 2023 & 6' privacy fence / Solar-powered for energy savings / Expansive 8’x50’ sunroom with hot tub -- ideal for year-round

    Eric Sweeney O'Brien Realty ERA Powered

    44896 Blackistone Cir, Hollywood, MD 20636
  • /79

    $1,849,000

    • 6 Beds
    • 5.5 Baths
    • 6,646 Sq Ft

    45216 Clarkes Landing Rd, Hollywood, MD 20636

    VERY PRIVATE POINT of land with all-brick sprawling residence was designed to take full advantage of the waterfront lifestyle at this unique site. Cuckold Creek is highly sought after for boating and watersports, depth of water, surrounding value. This point has a unique private beach, a deep water private pier, and a beautiful elevation. Catch your own blue crabs at the pier and have summer

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    45216 Clarkes Landing Rd, Hollywood, MD 20636
  • /82

    $544,900

    • 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. Built in 2006, this residence features a finished basement with workshop space, versatile 4th-floor loft, and a 2-car rear-entry garage. Located in the sought-after Wildewood community, enjoy access to amenities like a community pool. Conveniently situated near shopping, dining, and NAS Patuxent River.

    Katy Galloway CENTURY 21 New Millennium

    23371 Hosta Ln, California, MD 20619
  • /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This exceptional one-level rambler sits on 17 acres of peaceful, picturesque land, offering a rare blend of upscale living and rural charm. From the moment you arrive, you'll appreciate the serenity of the surroundings complete with scenic pond views, a circular paved driveway, and ample space for both leisure and purpose. Step inside to find an open-concept layout designed for both comfort and

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /33

    $340,000

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft

    42190 Ridge Rd, Mechanicsville, MD 20659

    Updated and cute as a button. Situated on a corner lot with a nice big yard, a shade tree and view of the woods across the street. This home has a new roof, vinyl plank flooring, appliances and HVAC. Freshly painted 3 bedrooms (one without a closet) living room, kitchen and bath. There's also a laundry room with storage space. The shed has electric and plenty of parking in the driveway.

    Trish Wallmark RE/MAX One

    42190 Ridge Rd, Mechanicsville, MD 20659
  • /36

    $448,000

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

    45455 Concord Way, California, MD 20619

    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 the moment you step through the front door, you’ll feel the difference. The

    Danielle Perdue RE/MAX Gateway, LLC

    45455 Concord Way, California, MD 20619
  • /30

    $649,999

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

    41430 Whimsical Ct, Leonardtown, MD 20650

    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, multi-generational

    Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
  • /43

    $660,000

    • 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 endless potential.Step into this inviting home designed for a retreat in a desirable community. This modern ranch

    Diana Charles Douglas Samson Properties

    23293 Nicholson St, Hollywood, MD 20636
  • /60

    $719,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 4,212 Sq Ft

    22900 Camden Ct, Hollywood, MD 20636

    Nestled in the sought-after Forrest Farm neighborhood, this stunning 5-bedroom, 3.5-bath colonial offers space, style, and functionality on a 1-acre corner lot. With over 3,100 finished sq ft above ground and an additional 1,100 finished sq ft in the basement, this home is ideal for those who crave room to grow, entertain, and unwind. Step inside to discover a gourmet kitchen, highlighted by an

    Cynthia Lisa RE/MAX One

    22900 Camden Ct, Hollywood, MD 20636
  • /93

    $655,000 Open Sat 11AM - 1PM

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

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Welcome to your new home -- this stunning Colonial with 5 bedrooms, 3 full bathrooms and 1 half bathroom, 3300+ square feet and a finished basement are move in ready! New carpet has been installed and the entire house has been painted and pressure washed. Brand new Hardie plank fiber cement siding in deep ocean blue was installed in 2019. As you enter the grand foyer, wood floors lead you

    Kelly Padgett CENTURY 21 New Millennium

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

    $412,000

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

    43651 Marguerite St, California, MD 20619

    Welcome to your dream home in the desirable Wildewood community! This stunning end-unit townhome boasts an abundance of natural light and offers 4 bedrooms, 2 full baths, and 2 half baths. Meticulously maintained and 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

    Rachel Hutton JPAR Real Estate Professionals

    43651 Marguerite St, California, MD 20619
  • /108

    $699,999

    • 4 Beds
    • 3.5 Baths
    • 3,203 Sq Ft

    25983 Chaffee Ct, Mechanicsville, MD 20659

    Phenominal property. Welcome to this stunning home at 25983 Chaffee Court, where comfort, style, and functionality meet! This immaculate 4-bedroom, 3.5-bathroom residence boasts a wealth of luxurious features, including a spacious 2-car garage with overhead service, and an impressive finished basement that offers both a bar and a small workshop for all your hobby or project needs. With 9-foot

    John Gatton CENTURY 21 New Millennium

    25983 Chaffee Ct, Mechanicsville, MD 20659
  • /24

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    44138 Outrigger Way, California, MD 20619

    Beautiful Home in Wildwood Village 55+ CommunityThis immaculate end unit home shows like new and features a spacious, well-designed floor plan. The main level offers a bright living and dining area, and a stylish eat-in kitchen with granite countertops, hardwood flooring, and stainless steel appliances. The large main-level master suite provides comfort and convenience.Upstairs, you'll find a

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    44138 Outrigger Way, California, MD 20619
  • /82

    $739,000

    • 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
  • /31

    $665,000

    • 4 Beds
    • 3.5 Baths
    • 3,858 Sq Ft

    23266 Clarks Rest Rd, Leonardtown, MD 20650

    This gorgeous Pinehurst model in Clark's Rest community is not going to last long! This home has 4BR/3.5BA located on large corner home site, Open floor plan, with upgraded Kitchen appliances and gas cook-top and granite counter tops. Hardwood flooring throughout , upgraded lighting with recessed lighting in the kitchen, large walk-in Pantry, freshly painted walls, separate formal dining room,

    Kelly Padgett CENTURY 21 New Millennium

    23266 Clarks Rest Rd, Leonardtown, MD 20650
  • /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /53

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    27149 Barton St, Mechanicsville, MD 20659

    Discover the perfect blend of charm and modern updates in this beautifully renovated home situated on a spacious double lot. All major renovations completed just 5 years ago! Roof, siding, heat pump, water heater, porch, kitchen, bathrooms, etc. Enter the door to a cozy screened in porch… perfect for peaceful mornings! Head in the main door to an entryway and family room with vinyl wood flooring

    Cheryl Bare CENTURY 21 New Millennium

    27149 Barton St, Mechanicsville, MD 20659
  • /78

    $679,900

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

    43088 Island View, Hollywood, MD 20636

    WATERFRONT - 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 waters edge and so much more. Sit on the

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /13

    $190,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    23240 Chestnut Oak Ct, California, MD 20619

    This charming lower-level condo is move-in ready with fresh paint, new carpet, a brand-new HVAC system, and updated countertops. The newer appliances add to the modern feel of the home. Enjoy the convenience of easy access to your own private patio, perfect for relaxing or entertaining. The home is bright, airy, and shows like new, offering a fresh, inviting space for its new owner. Unit #1037.

    Cynthia Crispell CENTURY 21 New Millennium

    23240 Chestnut Oak Ct, California, MD 20619
  • /79

    $659,000

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

    23534 Belmar Dr, Leonardtown, MD 20650

    **SIGNIFICANT PRICE REDUCTION!** Now offered at more than $16,000 below the original list price, 23534 Belmar Drive presents a rare opportunity to own a luxurious, move-in-ready home in the prestigious Leonard’s Grant community of Leonardtown, MD. With over 5,000 square feet of refined living space, this exceptional residence combines elegant design, modern upgrades, and unmatched comfort in one

    Bill Oosterink CENTURY 21 New Millennium

    23534 Belmar Dr, Leonardtown, MD 20650
  • /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /23

    $275,000

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

    23540 F D R Blvd Unit 405, California, MD 20619

    Life can be simple at this well maintained condo. Centrally located in St Marys County, close to Lexington Park, Solomons , and Leonardtown. Shopping is close. Open floorplan with a balcony. Kitchen features granite counters with an expansive breakfast bar. The main bedroom has walk-in closet and full ensuite bath with double vanities and large walk-in shower. Another full bath in between the

    William Thompson O'Brien Realty ERA Powered

    23540 F D R Blvd Unit 405, California, MD 20619
  • /3

    $90,000

    • Land
    • 1.00 Acre
    • $90,000 per Acre

    26181 S Sandgates Rd, Mechanicsville, MD 20659

    Discover the perfect opportunity to build your dream home on this 1-acre buildable lot at 26181 S Sandsgate Rd, Mechanicsville, MD. This flat lot comes with recorded percs, making it ready for development. Enjoy the privacy of a spacious property while still being conveniently located near local amenities. Don’t miss out on this prime piece of land!

    William Rabbitt The Southside Group Real Estate

    26181 S Sandgates Rd, Mechanicsville, MD 20659
  • /51

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 3,478 Sq Ft

    23773 Meredith Ct, Hollywood, MD 20636

    Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower.Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement . Over 7

    Gloria Abell Coldwell Banker Jay Lilly Real Estate

    23773 Meredith Ct, Hollywood, MD 20636
  • /4

    $165,000

    • Land
    • 1.61 Acres
    • $102,484 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Drone photos coming soon! Dreaming of building your perfect home but feeling overwhelmed by the process and permitting delays? This exceptional lot in the heart of Hollywood eliminates the hassle! Fully approved for a building permit, this property is ready for a 2055 sq. ft. rambler on a 2055 sq. ft. basement—no waiting, no guesswork. The development work is complete, the excise tax is paid, and

    Michelle Camaioni RE/MAX Closers

    44459 Marymax Ln, Hollywood, MD 20636
  • /5

    $497,500

    • 3 Beds
    • 3 Baths
    • 2,952 Sq Ft

    25365 Point Lookout Rd, Leonardtown, MD 20650

    Unique property : Residential AND Commercial !!! Both are presently rented. The two story home has 3 bedrooms, one bath, replaced furnace, window AC units, storage, partial unfinished basement. Needs updating. The former Doctor's office has had some updating recently. New heat pump last year. Both are on separate electric meters, heating and cooling systems. Ample parking behind building for both

    Jan Barnes CENTURY 21 New Millennium

    25365 Point Lookout Rd, Leonardtown, MD 20650
  • /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
  • /5

    $245,000

    • 2,160 Sq Ft

    23706 Three Notch Rd, Hollywood, MD 20636

    LOWER PRICE! DO NOT ATTEMPT TO ENTER THE HOUSE! Owner is unsure of structural condition. Said home was vandalized and stripped of most everything. It is at best, a Major Rehab. No one is to enter the Property without special permission and having signed a Waiver. If your Client wants to see the interior, it can be arranged after signing Waivers. Anyone entering the home would have had to sign

    Don Wares Long & Foster Real Estate, Inc.

    23706 Three Notch Rd, Hollywood, MD 20636
  • /2

    $45,900

    • Land
    • 0.71 Acre
    • $64,648 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    DISCOVER THIS .71 ACRE LOT AVAILABLE IN SOUGHT AFTER FENWICK MANOR COMMUNITY WITHIN SAINT MARY'S COUNTY. ZONING RNC. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    25106 Pinto Dr, Hollywood, MD 20636
  • /7

    $9,999

    • Land
    • 0.92 Acre
    • $10,868 per Acre

    26819 Valley Cir, Mechanicsville, MD 20659

    Buyer is responsible for their own due diligence.

    Bryce Jenifer Keller Williams Legacy

    26819 Valley Cir, Mechanicsville, MD 20659
  • /7

    $225,000

    • Land
    • 2.56 Acres
    • $87,891 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

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /6

    $899,000

    • Land
    • 1.29 Acres
    • $696,899 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    DEEP WATER Don't miss this opportunity on some of the best waterfront you can find in Southern Maryland .Minutes from Solomons Island and the Chesapeake Bay. Close to shopping, restaurants,and entertainment. Build your waterfront oasis here. 4 lots totaling 2.5 acres on Hickory Landing Creek . There is only one address assigned to one of the lots , but the parcels included are parcels

    Steve Lowe United Real Estate HomeSource

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /9

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • /130

    $1,474,950

    • 3 Beds
    • 3 Baths
    • 3,747 Sq Ft

    24991 Briscoe Rd, Hollywood, MD 20636

    MAJOR PRICE IMPROVEMENT!Experience the epitome of waterfront living at this exceptional property nestled along Spring Cove in the coveted Cuckold Creek of the Patuxent River. Meticulously maintained, this home boasts an extensive bulkhead framing the shoreline, a wraparound pier, a private covered boat lift, and deep protected waters, offering unrivaled access for aquatic adventures.Entertain

    Mark Posey Greenmark Real Estate

    24991 Briscoe Rd, Hollywood, MD 20636
  • /2

    $29,000

    • Land
    • 0.37 Acre
    • $78,378 per Acre

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659

    Welcome to your future haven on this expansive 16,117 square foot lot, perfectly positioned near the Cape St Mary's Marina at the end of the street. This prime location offers a harmonious blend of tranquility and convenience, with nearby attractions such as Seabreeze Restaurant, Snow Hill Park, Budds Creek Motocross Park, Potomac Speedway, and the breathtaking Chesapeake Bay. Enjoy seamless

    Samara Dinnius JPAR Real Estate Professionals

    0 Holly Ln Unit MDSM2023572, Mechanicsville, MD 20659
  • /2

    $229,991

    • 4 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    24399 Morgan Rd, Hollywood, MD 20636

    Diamond in the rough! Solid vintage home on large corner lot is ready for one lucky owners sweat equity or for easy renovation financing. Completed improvements are in; new roof, economical oil fired boiler for wonderful radiant hot water baseboard heat, replacement thermopane windows, environmentally sound mound septic system and more! List price reflects being sold AS IS. Visit soon and see

    Juan Aranda CENTURY 21 New Millennium

    24399 Morgan Rd, Hollywood, MD 20636
  • /79

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    41430 Challedon Way, Leonardtown, MD 20650

    Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
  • /5

    $750,000

    • Land
    • 83 Acres
    • $9,065 per Acre

    0 Saint Andrews Church Rd, California, MD 20619

    Mike Jordan CENTURY 21 New Millennium

    0 Saint Andrews Church Rd, California, MD 20619
  • /30

    $457,640 New Construction

    • 3 Beds
    • 3 Baths
    • 2,371 Sq Ft

    23603 Crosswinds Way, California, MD 20619

    LAST CHANCE to own a brand new home at The Woods at Myrtle Point!! Don't miss this final opportunity to purchase a stunning new construction townhome in The Woods at Myrtle Point, Lennar's sought after community in California near Pax base. This spacious 2371 square foot home offers 3 bedrooms, 3 full bathrooms and one half bath, an upgraded gourmet kitchen, designer select finishes, upgraded

    John Christ RE/MAX United Real Estate

    23603 Crosswinds Way, California, MD 20619
  • /7

    $675,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,650 Sq Ft

    41810 Chelsey Faye Ln, Leonardtown, MD 20650

    Introducing a stunning 4-bedroom, 2.5-bathroom detached home to be built with exceptional quality by Graham & Co Custom Creations. Building a custom home allows you to choose between the standard home on a crawl space or opt for a basement foundation for an additional cost, giving you the opportunity to personalize this beautiful dwelling to your exact needs. If there is some other

    Jessica Ascenzo JPAR Real Estate Professionals

    41810 Chelsey Faye Ln, Leonardtown, MD 20650

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