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Hollywood, MD Homes for Sale

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  • /2

    $315,000 Coming Soon

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

    23540 F D R Blvd Unit 201, California, MD 20619

    Professional photos coming soon. Welcome to hassle-free, low-maintenance living in this lovely and spacious 2-bedroom, 2 full bath condominium offering approximately 1,431 square feet of comfortable living space. This unit has a garage!!The open floor plan is perfect for both relaxing evenings at home and entertaining friends and family. The generously sized bedrooms provide ample closet

    Agent Photo

    Jeffrey Burgess

    RE/MAX United Real Estate

    (240) 540-4999

    23540 F D R Blvd Unit 201, California, MD 20619
  • /9

    $800,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 3,744 Sq Ft

    23660 Pine View Ln, Hollywood, MD 20636

    This property is located in a rapidly developing area of central St. Mary’s County very close to the expanding county airport, offering strong potential for future growth and investment.The parcel is currently zoned RL (Residential Low Density), which allows for one dwelling unit per acre, with the potential for up to five homes per acre under the current zoning ordinance. Additionally,

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 230-6304

    23660 Pine View Ln, Hollywood, MD 20636
  • /34

    $419,900

    • 3 Beds
    • 4 Baths
    • 2,148 Sq Ft

    23459 Sugar Pine Ln, California, MD 20619

    This 3-bedroom, 2 full and 2 half bath townhome with an attached two-car garage is located in the desirable Wildwood community. Offering three finished levels of living space, the entry level features garage access, a convenient half bath, a spacious family room, and sliding doors leading to a covered patio. Throughout the home, enjoy recessed lighting, high ceilings, abundant natural light, easy

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 998-8758

    23459 Sugar Pine Ln, California, MD 20619
  • /36

    $299,900

    • 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) 213-7707

    44140 Outrigger Way, California, MD 20619
  • /48

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    23272 Hickory Hollow Ln, California, MD 20619

    Recently improved price! Exceptional value in Wildewood's sought after Hickory Nut neighborhood.Welcome home to this beautifully maintained property that truly shows pride of ownership at every turn. Step inside to find thoughtful updates throughout, including brand-new carpet, gleaming hardwood and porcelain floors, and a spacious, inviting layout perfect for both relaxing and entertaining.

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (240) 237-9515

    23272 Hickory Hollow Ln, California, MD 20619
  • /2

    $499,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,631 Sq Ft

    24931 Sotterley Rd, Hollywood, MD 20636

    TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon. Plans to break ground Jan/Feb 2026 with a projected completion date of June/Aug 2026 or sooner. Front of the home will showcase Board & Batten vinyl siding, black framed Double-Hung, Low-E windows, a 6x24' covered front porch with black metal roofing. Rear and sides of the home with Vinyl Lap Siding and

    Agent Photo

    Sandi Foraci

    RE/MAX One

    (227) 234-0860

    24931 Sotterley Rd, Hollywood, MD 20636
  • /38

    $489,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    23175 Whistlewood Ln, California, MD 20619

    Details coming soon — you won’t want to miss this beautiful home!

    Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
  • /20

    $249,000

    • Land
    • 1 Acre
    • $249,000 per Acre

    25895 Point Lookout Rd, Leonardtown, MD 20650

    Position your business for success with this 1.00-acre commercial lot in Leonardtown, MD, zoned Commercial Highway (C-H). Located next to PNC Bank and across from a storage facility, this property boasts great visibility and easy access, making it ideal for a variety of commercial uses.Zoning allows for flexible development options such as: Retail and Business Establishments

    Krista Depenthal Lands2Love

    25895 Point Lookout Rd, Leonardtown, MD 20650
  • /60

    $324,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    Nassau Cove Plan at Wildewood Village 55+ - 55+ Villa and Duplex Homes, California, MD 20619

    The Nassau Cove truly lives up to its name. Enter this attached home through the one-car garage and step right into the gorgeous gourmet kitchen. Its large center island overlooks both the inviting great room and the formal dining space. Entertain family and friends here or outside on the optional outdoor patio. The main level also includes your luxury owner’s suite, which features a dual vanity

    Ryan Homes Builder
    23058 Wetstone Ln Unit 36143064, California, MD 20619
  • /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • /35

    $430,000

    • 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
  • /30

    $479,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 102 Oakley D1*** Late March Delivery***Builder Incentive $12,500 in Closing Help with use of preferred lender and title company. New Construction – Oakley D1 End Unit at Meadows at Town Run II 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

    Laura Bernth RE/MAX One

    Lot 102 - 23707 Dragonfly Ln, Leonardtown, MD 20650
  • /95

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /18

    $49,900

    • Land
    • 1.23 Acres
    • $40,569 per Acre

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    Incredible opportunity to own a build-ready 1.23-acre parcel on Hollywood Road in Hollywood, MD, offering paved road access and power at the street. This gently rolling land, zoned RPD, provides endless possibilities for barndominiums, modular homes, multifamily units, RVs, single-family homes, and site-built homes. With the option for approved mobile/manufactured homes, the potential is

    Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, 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
  • /67

    $2,490,000

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636

    Welcome to an extraordinary waterfront retreat at 45118 Saint Cuthbert Farm Rd, Hollywood, MD—a truly rare offering on the Patuxent River. Set on nearly 2 acres with 166 feet of water frontage, this stunning, one-of-a-kind custom-built waterfront home delivers a lifestyle that few properties can match.Enjoy breathtaking, unobstructed views spanning over a mile and a half of the Patuxent

    Matthew Burgan Infinitas Realty Group

    45118 Saint Cuthbert Farm Rd, Hollywood, MD 20636
  • /40

    $348,500

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

    24399 Morgan Rd, Hollywood, MD 20636

    This completely renovated Cape Cod proves that the best things truly do come in cozy packages. Inside, no detail was overlooked. Every bathroom has been fully refreshed with new vanities, vanity lighting, mirrors, toilets, showers, and updated fixtures throughout. The kitchen shines with brand-new countertops, sink, faucet, window, and a full suite of appliances—including refrigerator, range, and

    Alice Flerlage Real Broker, LLC

    24399 Morgan Rd, Hollywood, MD 20636
  • /60

    $354,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    23188 Yardarm Way, California, MD 20619

    Nassau Cove at Wildewood Village 55+ for a March move-in featuring updated cabinets, screen covered rear porch, partial stone front, and so much more! Plus, receive up to $10,00 towards closing costs with the use of NVR Mortgage. Schedule a tour today!

    Ryan Homes Builder
    23188 Yardarm Way, California, MD 20619
  • /8

    $225,000

    • Land
    • 1.2 Acres
    • $187,500 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • /38

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    22397 Sandra Ln, California, MD 20619

    Oversized 2 Car Garage! Flat Lot! 1568 SQFT! This home is a DEAL! Welcome home to this charming 3-bedroom, 2-bath 1568 sqft rambler set on a spacious .64-acre lot in California with an oversized 2-Car Garage. Situated on a beautifully flat parcel, this home offers a peaceful, nature-filled setting with plenty of room to relax, garden, and enjoy the outdoors. Inside, you’ll find generously sized

    Mark Frisco CENTURY 21 New Millennium

    22397 Sandra Ln, California, MD 20619
  • /53

    $375,000

    • 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
  • /45

    $449,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 100 Madison D1: *** Mid March Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • /4

    $690,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,180 Sq Ft

    41438 Silver Charm Ct, Leonardtown, MD 20650

    Heather Foster RE/MAX One

    41438 Silver Charm Ct, Leonardtown, MD 20650
  • /9

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    Lot 2 Ewell Ln, Hollywood, MD 20636

    Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water

    Cheryl Bare CENTURY 21 New Millennium

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • /21

    $459,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,369 Sq Ft

    Barbados Isle Plan at Wildewood Village 55+ - 55+ Villa and Duplex Homes, California, MD 20619

    The Barbados Isle villa is a paradise of main-level living. Enter through the grand foyer or 2-car garage and find a spacious floor plan offering plenty of room to entertain. In the gourmet kitchen, an island and dinette open to the great room, providing abundant space for hosting family and friends. 2 comfortable bedrooms and a full bath are ideal for overnight guests. Inside your luxury owner’s

    Ryan Homes Builder
    23058 Wetstone Ln Unit 36143063, California, MD 20619
  • /29

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    20260 Hawks Way, Leonardtown, MD 20650

    IMMEDIATE DELIVERY! Welcome to 20260 Hawks Way, a stunning immediate delivery brand new construction home situated on 1.34 flat acres in rural Leonardtown. This 4-bedroom, 2.5-bath residence showcases a modern design with thoughtful details and high-end finishes throughout. The main level features luxury vinyl plank flooring and a bright, open-concept layout perfect for both everyday living and

    Mark Frisco CENTURY 21 New Millennium

    20260 Hawks Way, Leonardtown, MD 20650
  • /3

    $399,900

    • Land
    • 72.22 Acres
    • $5,537 per Acre

    42475 Clover Hill Rd, Hollywood, MD 20636

    Discover 72.22 acres of untouched beauty, zoned residential and thoughtfully subdivided into for 4 spacious farmsteads—perfect for those seeking room to build, grow, and thrive. This is your opportunity to create a legacy in Southern Maryland, whether it's a multi-home family retreat, a small-scale development, or private estates with acreage to spare. Imagine custom homes surrounded by rolling

    Mark Frisco CENTURY 21 New Millennium

    42475 Clover Hill Rd, Hollywood, MD 20636
  • /37

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,903 Sq Ft

    44045 Fieldstone Way, California, MD 20619

    Welcome to easy, one-level living in the Villages of Wildewood, a premier 55+ community in the heart of St. Mary’s County. This lovely duplex offers comfort, convenience, and a relaxed lifestyle just minutes from shopping, dining, theaters, medical facilities, and local attractions. A welcoming front porch sets the tone as you enter. Make your way to the large living room featuring sliding glass

    Eric Sweeney O'Brien Realty ERA Powered

    44045 Fieldstone Way, California, MD 20619
  • /35

    $470,000

    • 4 Beds
    • 2.5 Baths
    • 2,147 Sq Ft

    23104 Sweetbay Ln, California, MD 20619

    Updated 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 thoughtful design details elevate the home, including a geometric accent wall, hand-stenciled half bath, and a board-and-batten feature wall in the primary suite. The floor plan offers an easy, natural flow with a kitchen that includes table

    Colin McHugh O'Brien Realty ERA Powered

    23104 Sweetbay Ln, California, MD 20619
  • /31

    $419,900

    • 2,054 Sq Ft

    44596 Nolani Way, California, MD 20619

    Beautiful newer townhome in desirable Wildewood — perfect for buyers seeking low-maintenance living without sacrificing space or style! This bright and spacious home features an open, functional layout, a modern kitchen ideal for cooking and gathering, and generously sized rooms filled with natural light. Well-maintained and truly move-in ready, with a prime location close to shopping, dining,

    Chris Hill CENTURY 21 New Millennium

    44596 Nolani Way, California, MD 20619
  • /7

    $20,000

    • 500 Sq Ft

    27160 Barton St, Mechanicsville, MD 20659

    ONLINE AUCTION: Bidding begins 2/19/2026 @ 10:00 AM. Bidding ends 2/23/2026 @ 11:20 AM. List Price is Suggested Opening Bid. Deposit: $5,000. Single story detached home located in Mechanicsville Maryland. Just minutes from the waterfront at Patuxent River at Cape St Mary's Landing. Also close to Snow Hill Waterfront Park & Beach. Please note that the existing structure is in shell condition and

    Adam Shpritz Ashland Auction Group LLC

    27160 Barton St, Mechanicsville, MD 20659
  • /2

    $125,000

    • Land
    • 1.19 Acres
    • $105,042 per Acre

    24984 Sotterley Rd, Hollywood, MD 20636

    Emphasizing Key Features and Land Details: Discover the opportunity to own an expansive lot with an artisanal well on-site, offering over an acre of prime potential without HOA constraints. This level lot, previously home to a house, presents a clean canvas for your dream build. Adjacent property house is also available for sale, offering an extraordinary option for increased land ownership or

    Ron Lord Home Towne Real Estate

    24984 Sotterley Rd, Hollywood, MD 20636
  • /4

    $899,000

    • Land
    • 1.69 Acres
    • $531,953 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /59

    $649,900

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

    9420 River View Rd, Broomes Island, MD 20615

    Live every day like you're on vacation. Wake up and wind down with stunning views of the Patuxent River from both your front and backyard. As you reach the end of Broomes Island Road, a sense of peace immediately sets in, surrounded by water views that continue the moment you step through the front door. Inside, the foyer welcomes you with hardwood floors throughout the main living areas,

    Delaney Clarke RE/MAX United Real Estate

    9420 River View Rd, Broomes Island, MD 20615
  • /2

    $669,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 4,149 Sq Ft

    24380 Fwd Dr, Hollywood, MD 20636

    Stunning, like-new Colonial located in the highly desirable Twin Ponds neighborhood, set on one of the most private lots backing to mature trees. Exceptional outdoor living awaits with extensive hardscaping, a beautifully designed patio, and a tranquil water garden—an ideal setting for both entertaining and quiet relaxation. The elegant interior features a first-floor office, a spacious family

    Cynthia Crispell CENTURY 21 New Millennium

    24380 Fwd Dr, Hollywood, MD 20636
  • /58

    $435,000

    • 3 Beds
    • 3.5 Baths
    • 2,308 Sq Ft

    23369 Marview Ct, Leonardtown, MD 20650

    Beautiful Clark’s Rest townhome offering three finished levels, a two-car garage, and over 2,300 square feet of living space. The main level features hardwood floors, a gourmet kitchen with granite countertops and 42-inch cabinetry, a separate formal dining space, and a large family room—ideal for both everyday living and entertaining.The fully finished lower level includes a spacious

    Jennifer Goddard CENTURY 21 New Millennium

    23369 Marview Ct, Leonardtown, MD 20650
  • /6

    $59,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    26861 Pine Dr, Mechanicsville, MD 20659

    The house is an unstaffed structure no interior inspections. There is no information about the septic or the well being sold as is where is.

    Ron Lord Home Towne Real Estate

    26861 Pine Dr, Mechanicsville, MD 20659
  • /57

    $443,500

    • 4 Beds
    • 3.5 Baths
    • 2,952 Sq Ft

    23188 Cherry Hill Ct, California, MD 20619

    Stunning two-story colonial tucked away on a quiet cul-de-sac within the Wildewood community. From the charming front porch to the generous rear deck overlooking a nice-size yard, every detail has been thoughtfully cared for. Inside, discover a main level designed for effortless living. The kitchen features a stylish bar and custom built-ins, perfect for entertaining. The family room boasts a

    Bill Harris Coldwell Banker Premier

    23188 Cherry Hill Ct, California, MD 20619
  • /4

    $275,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    26445 Peninsular Dr, Hollywood, MD 20636

    Professional photos coming soon. Welcome to the Hollywood Shores neighborhood....a waterfront community! This home features two bedrooms and one bathroom. the home provides a comfortable layout with room for everyone. The front door faces the water though views are limited. A sliding glass door leads to a deck that wraps around to the front and is perfect for outdoor entertaining. More details to

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    26445 Peninsular Dr, Hollywood, MD 20636
  • /2

    $149,900

    • Land
    • 1.44 Acres
    • $104,097 per Acre

    20265 Hawks Way, Leonardtown, MD 20650

    Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel.

    Mark Frisco CENTURY 21 New Millennium

    20265 Hawks Way, Leonardtown, MD 20650

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Hollywood, MD?
The most popular zip codes in Hollywood, MD include 20636, 20650, 20619, 20659 and 20615.
What are the most popular neighborhoods near Hollywood, MD?
The most popular neighborhoods near Hollywood, MD are Saint Leonard, Callaway, Port Republic, Mechanicsville and Piney Point.
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