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Hollywood, MD Houses for Sale

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  • /48

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    9420 River View Rd, Broomes Island, MD 20615

    Discover coastal charm in sought-after Broomes Island with this delightful three-bedroom, two and a half bath home. Surrounded by nature, the property offers captivating water views that provide a backdrop for leisurely days on the screened-in patio. Enter the well-designed open floor plan, highlighted by a bonus room adjacent to the kitchen—a flexible space for your lifestyle needs. The primary

    Agent Photo

    Chris Moore

    Home Towne Real Estate

    (443) 720-7518

    9420 River View Rd, Broomes Island, MD 20615
  • /48

    $674,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    9420 River View Rd, Broomes Island, MD 20615

    Discover coastal charm in sought-after Broomes Island with this delightful three-bedroom, two and a half bath home. Surrounded by nature, the property offers captivating water views that provide a backdrop for leisurely days on the screened-in patio. Enter the well-designed open floor plan, highlighted by a bonus room adjacent to the kitchen—a flexible space for your lifestyle needs. The primary

    Agent Photo

    Chris Moore

    Home Towne Real Estate

    (410) 709-6794

    9420 River View Rd, Broomes Island, MD 20615
  • /81

    $699,900

    • 6 Beds
    • 4.5 Baths
    • 5,012 Sq Ft

    22064 Daffodil Ct, Leonardtown, MD 20650

    Welcome to this beautifully upgraded Fairfax Model, built in 2022 by Quality Built Homes, Inc., and located in the sought-after Meadows at Town Run community in Leonardtown, Maryland. Just a few years old and meticulously maintained, this home offers 6 bedrooms, 4.5 bathrooms, and 4,295 sq. ft. of finished living space across three levels.Step inside to find wide-plank engineered hardwood

    Laura Bernth RE/MAX One

    22064 Daffodil Ct, Leonardtown, MD 20650
  • /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
  • /5

    $673,634 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,082 Sq Ft

    24142 Alice Spring Ln, Hollywood, MD 20636

    ***Over an Acre in Hollywood, MD! - Homesite 1Introducing the Lancaster floorplan, coming soon to the Hidden View Community in Hollywood, MD. This thoughtfully designed home offers over 3,000 sq. ft. of above-grade living space, with 4 spacious bedrooms and 2.5 bathrooms. Perfect for modern living, this home boasts an efficient layout with no wasted space.The main level features a

    Laura Bernth RE/MAX One

    24142 Alice Spring Ln, Hollywood, MD 20636
  • /88

    $695,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,794 Sq Ft

    23080 Town Run Dr, Leonardtown, MD 20650

    Welcome to this exceptionally upgraded Quality Built Homes Adelina model in the highly desirable Meadows at Town Run community in Leonardtown, Maryland. Built with nearly every available upgrade, this stunning home offers 5 bedrooms, 3.5 bathrooms, and nearly 3,800 square feet of finished living space, thoughtfully designed for comfort, function, and style.You’ll immediately appreciate

    Laura Bernth RE/MAX One

    23080 Town Run Dr, Leonardtown, MD 20650
  • /65

    $569,000

    • 4 Beds
    • 3.5 Baths
    • 2,522 Sq Ft

    24424 Broad Creek Dr, Hollywood, MD 20636

    Welcome to 24424 Broad Creek Drive, a beautifully maintained 4-bedroom, 3.5-bath home offering 3,596 sq ft of living space! The main level showcases gleaming hardwood floors, a spacious eat-in kitchen that opens to the family room, and a separate dining room perfect for gatherings. Upstairs, you'll find a convenient laundry room and a luxurious primary suite featuring a walk-in closet and

    Katherine Dean RE/MAX One

    24424 Broad Creek Dr, Hollywood, MD 20636
  • /39

    $639,999

    • 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
  • /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
  • /52

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 3,296 Sq Ft

    23242 Clarks Rest Rd, Leonardtown, MD 20650

    Welcome to this beautifully maintained 5-bedroom, 3.5-bath home located in the highly sought-after Clark’s Rest community of Leonardtown! Boasting nearly 3,300 square feet with an open floor plan filled with natural light, this home offers a perfect blend of comfort and functionality.The main level features spacious living and dining areas that flow effortlessly into a modern

    Matthew Burgan Infinitas Realty Group

    23242 Clarks Rest Rd, Leonardtown, MD 20650
  • /52

    $549,900

    • 3 Beds
    • 2 Baths
    • 1,877 Sq Ft

    26005 Jones Wharf Rd, Hollywood, MD 20636

    Modern Farmhouse Vibes on 4+ Private Acres in HollywoodWelcome to your dream escape — a gorgeously renovated 3-bedroom, 2-bath rambler nestled on 4.02 picturesque acres in the heart of Hollywood, MD. From the moment you pull up, the sunny yellow door, charming “Come In” welcome mat, and modern exterior set the tone for a home that’s warm, stylish, and totally irresistible.Step

    Mark Frisco CENTURY 21 New Millennium

    26005 Jones Wharf Rd, Hollywood, MD 20636
  • /41

    $650,000

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

    23246 Lindsay Dr, Leonardtown, MD 20650

    Great Opportunity in Clark's Rest with Potential for Immediate Value!Welcome to this stunning 5-bedroom, 3.5-bath home located in the desirable Clark’s Rest community: Enjoy peace of mind and long-term savings with fully owned solar panels—no solar panel lease payments—drastically reducing electric bills and increasing your home’s efficiency and value. Additional features include

    Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
  • /32

    $549,900

    • 5 Beds
    • 2 Baths
    • 2,852 Sq Ft

    27086 Holly Ln, Mechanicsville, MD 20659

    Charming Cape Cod on Over 4 Private Acres with Massive Detached Garage & No HOA!Discover the charm of country living in this character-filled Cape Cod, nestled on over 4 private, wooded acres—a rare find with no HOA and endless potential. Built in 1974, this home combines rustic appeal with key updates, offering the perfect canvas for your personal touch.Inside, you’ll find 5

    Marie Hankinson EXP Realty, LLC

    27086 Holly Ln, Mechanicsville, MD 20659
  • /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
  • /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
  • /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
  • /3

    $530,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level with one large space for living and dining. The family room has a high ceiling. Enjoy the cozy ambiance of this home

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /22

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    26366 Mar A Lee Ct, Mechanicsville, MD 20659

    *** To Be Built with estimated delivery date of October 15 **** Welcome to your dream home in the heart of Mechanicsville! Nestled on a quiet dead-end street, this stunning colonial boasts an abundance of space and breathtaking features. The main level is the perfect layout with a home office, the fabulous kitchen with granite countertops and stainless steel appliances will make meal preparation

    Robin Cavallaro RE/MAX Realty Group

    26366 Mar A Lee Ct, Mechanicsville, MD 20659
  • /11

    $525,900 Coming Soon

    • 5 Beds
    • 3 Baths
    • 1,856 Sq Ft

    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,

    Natalya Ford EXP Realty, LLC

    24925 Sotterley Rd, Hollywood, MD 20636
  • /6

    $599,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    23570 Myrtle Point Rd, California, MD 20619

    Step into a rare opportunity to bring your vision to life! This beautifully framed and securely enclosed home sits on a private wooded lot, offering the ideal blend of structure and creative freedom. With the roof completed and the framework in place, you’re perfectly positioned to take the reins and make this home truly your own.Now is the perfect time to personalize every detail—from

    Chris Norris JR. Topside Realty

    23570 Myrtle Point Rd, California, MD 20619
  • /62

    $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
  • /32

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    43822 Palamino Dr, Hollywood, MD 20636

    Tucked into a quiet neighborhood, this charming 3-bedroom, 2.5-bath home offers a spacious 1,812 square feet of living space on a generous, level lot. Outside you'll find a fully fenced rear yard—ideal for backyard games, pets, or just some relaxing fresh air. A classic brick exterior adds character, while the detached garage comes with added storage space for tools, bikes, or that growing

    Leonard Ferris Coldwell Banker Jay Lilly Real Estate

    43822 Palamino Dr, Hollywood, MD 20636
  • /33

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    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
  • /37

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. Just minutes from historic downtown Leonardtown, this impeccably maintained Colonial blends timeless charm with modern upgrades. The main level features a traditional floor plan, recent upgrades including stainless steel appliances—highlighted by a brand-new refrigerator, oven, and microwave—plenty of cabinet space, a formal dining room, and a

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
  • /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
  • /42

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    26413 Hillendale Rd, Hollywood, MD 20636

    "Pride of Ownership" really shows in this Charming ,nicely landscaped, remodeled , energy efficient home with many recent modern upgrades! Don't miss this beautifully updated 3-bedroom, 2-full bath home featuring a brand-new roof, new heat pump, duct work, insulation, crawl space has new gravel and vapor barrier, fresh paint and stylish new vinyl plank flooring throughout. The spacious kitchen

    William Fitzgerald Fitzgerald Realty & Auctioneers

    26413 Hillendale Rd, Hollywood, MD 20636
  • /33

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    23037 Town Run Dr, Leonardtown, MD 20650

    Modern Comfort in The Meadows at Town RunWelcome to your dream home in the highly sought-after Meadows at Town Run community! This stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of modern design, spacious living, and luxury finishes — all just minutes from downtown Leonardtown.Built just a year and a half ago, this home features an open-concept layout ideal for

    Linda Whiting Real Broker, LLC

    23037 Town Run Dr, Leonardtown, MD 20650
  • /18

    $349,999

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    25060 Pinto Dr, Hollywood, MD 20636

    Welcome to 25060 Pinto Drive a charming 3-bedroom, 2-bath rancher offering easy one-level living in a peaceful neighborhood setting. This well-maintained home features a spacious living room filled with natural light, a functional kitchen with plenty of cabinet space, and a cozy dining area perfect for gathering with friends and family.The primary suite includes its own private bath,

    Katherine Dean RE/MAX One

    25060 Pinto Dr, Hollywood, MD 20636
  • /27

    $399,999

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

    24675 Blackistone Rd, Hollywood, MD 20636

    FABULOUS ONE LEVEL***3 BEDROOM***2 BATH RAMBLER***LARGE EAT-IN KITCHEN***HARDWOOD FLOORS***2 CAR DETACHED GARAGE***WORKSHOP***1 CAR CARPORT***GENERATOR***METICULOUSLY MAINTAINED LAWN***PANTRY***HEAT PUMP WITH OIL BACK UP***FRONT DOOR RAMP***HUGE PAVED DRIVEWAY***DRIVEWAY HAS ROOM FOR 8-10 CARS***KEEP THIS ONE ON THE RADAR***WON'T LAST LONG!!

    Candide Rayle CENTURY 21 New Millennium

    24675 Blackistone Rd, Hollywood, MD 20636
  • /24

    $230,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659

    $10,000 seller credit!!!!!!! You will love this 2 bedroom rambler with seasonal views of the Patuxent River! Live near waterfront dining at Sandgates Inn and Seabreeze restaurants! This home is located in the area of Saint Marys Beach! The fenced in backyard is one of the highlights here! Current owners love watching fireworks from their own backyard during the fourth of July and other

    April Caldwell Samson Properties

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
  • /33

    $234,990

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft

    42264 Ridge Rd, Mechanicsville, MD 20659

    Investor alert! Great fix and flip! 4 bedroom (possibly 5) 2 bath SFH with detached garage and a guest house with 2 rooms, nice sized lot. Property sold AS-IS, CASH or HARD MONEY LOAN.

    Heidi Heiderman Coldwell Banker Realty

    42264 Ridge Rd, Mechanicsville, MD 20659
  • /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
  • /79

    $650,000

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

    41430 Challedon Way, Leonardtown, MD 20650

    Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality.The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your

    Heather Foster RE/MAX One

    41430 Challedon Way, 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
  • /52

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    44721 Emma Ln, Hollywood, MD 20636

    Huge price adjustment!!! Welcome to this charming brick rambler nestled in the heart of Hollywood, MD. Situated on a spacious 1-acre lot, this 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and functionality. This beautiful renovated home offers fresh paint, flooring, kitchen cabinets, appliances, huge refurbished deck, detached 2-story garage, fully finished basement and the list

    Earl Castain EbonAries Realty Group, LLC.

    44721 Emma Ln, Hollywood, MD 20636
  • /50

    $1,005,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, 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
  • /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
  • /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

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