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Homes for Sale near Worcester Preparatory School

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  • /10

    $349,000

    • Land
    • 4.48 Acres
    • $77,902 per Acre

    0 Griffin Rd Unit MDWO2030814, Berlin, MD 21811

    Welcome to your future oasis on Griffin Road in the charming town of Berlin, MD! Here's your chance to own a sprawling property with an impressive lot size of 195,149 square feet/4.48 acres! Imagine the possibilities on this expansive plot—perfect for creating your dream home, setting up a serene retreat, or even establishing a spacious estate with plenty of room for outdoor activities and

    Agent Photo

    Paul Sicari

    Compass

    (443) 363-5301

    0 Griffin Rd Unit MDWO2030814, Berlin, MD 21811
  • /41

    $649,999

    • 2 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    109 Quillen Dr, Berlin, MD 21811

    **Mid-Century Modern Gem in the Heart of Berlin!**Step into timeless style and modern comfort with this beautifully updated Mid-Century Modern one-story home located just a short stroll from downtown Berlin. Nestled on a spacious 1.16-acre lot, this 2-bedroom, 2.5-bath home offers a unique blend of character and functionality.As you enter through double open doors, you're welcomed by a large,

    Agent Photo

    Donna Harrington

    Coldwell Banker Realty

    (443) 960-8073

    109 Quillen Dr, Berlin, MD 21811
  • /58

    $713,000

    • 4 Beds
    • 3 Baths
    • 2,764 Sq Ft

    118 Cedar Ave, Berlin, MD 21811

    Nestled in the heart of Small Town Berlin, Maryland —118 Cedar Ave is a beautifully updated, turnkey home that perfectly blends comfort, charm, and convenience. This spacious 4-bedroom, 3-bathroom residence offers 2,500 square feet of living space on a generous 0.42-acre corner lot. Built in 1954, the home has been thoughtfully maintained and enhanced to meet modern needs while preserving its

    Deeley Chester Coastal Life Realty Group LLC

    118 Cedar Ave, Berlin, MD 21811
  • /95

    $645,000

    • 5 Beds
    • 3.5 Baths
    • 3,488 Sq Ft

    12139 Snug Harbor Rd, Berlin, MD 21811

    This is the home you have been waiting for! Coastal charm meets peaceful living at 12139 Snug Harbor Rd. This beautifully maintained home is tucked away in a serene, waterfront community just minutes from Ocean City and Assateague Island. Featuring over 3,400sq ft, this 5 Bedroom, 3.5-bathroom home, with a spacious open floor plan, separate study, formal dining, 2 living areas and a large kitchen

    Jennifer Ciorrocco Coastal Life Realty Group LLC

    12139 Snug Harbor Rd, Berlin, MD 21811
  • /98

    $995,000

    • Land
    • 90 Acres
    • $11,056 per Acre

    9449 Carey Rd, Berlin, MD 21811

    This family farm is offering an incredible opportunity to own a beautiful and serene property near Berlin, MD and Ocean City. With a perfect blend of open space, cropland and mature woods, this property is ideal for those looking for privacy, outdoor recreation, and endless possibilities. The home has lots of potential with additional space for bedrooms and baths. In addition there is plenty of

    Jay Phillips Holiday Real Estate Inc.

    9449 Carey Rd, Berlin, MD 21811
  • /106

    $699,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1,872 Sq Ft

    201 Buckingham Rd, Berlin, MD 21811

    Welcome to one of Berlin's most charming and versatile homes, owned and thoughtfully redesigned by a proud local resident with a deep appreciation for the town's character and charm. Perfectly positioned on a spacious double corner lot, this picturesque property is just a short walk to Downtown Berlin and all that "America's Coolest Small Town" has to offer. Located directly across from

    Madeleine Forrester Coldwell Banker Realty

    201 Buckingham Rd, Berlin, MD 21811
  • /69

    $674,900

    • 5 Beds
    • 4.5 Baths
    • 3,503 Sq Ft

    12410 Coastal Marsh Dr, Berlin, MD 21811

    Step into this beautifully maintained single-family home, where natural light pours through every room, highlighting rich wood floors and a warm, inviting fireplace. The open-concept living and entertainment areas are enhanced by a built-in wine fridge and wet bar, which are ideal for hosting. The kitchen is a chef’s dream with a double oven and ample counter space.Enjoy year-round comfort with

    Thomas O'Neill Coastal Real Estate LLC

    12410 Coastal Marsh Dr, Berlin, MD 21811
  • /55

    $725,000 Open Sat 12:30PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 2,452 Sq Ft

    9167 Old Ocean City Rd, Berlin, MD 21811

    Welcome to 9167 Old Ocean City Road – a spacious and extensively updated 4-bedroom, 2-bath home located just 15 minutes from the beaches of Ocean City. Situated on a generous lot, this property has been thoughtfully modernized with high-quality renovations from 2016 through 2025, offering comfort, efficiency, and style throughout.Step inside to discover freshly painted interiors (2024–2025), new

    Kelley Johnson Redfin Corp

    9167 Old Ocean City Rd, Berlin, MD 21811
  • /92

    $795,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 2.5 Baths
    • 3,956 Sq Ft

    8149 Timberneck Dr, Berlin, MD 21811

    Nestled in a tranquil sought after residential community Winding Creek Estates. This expansive 5-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Located just 10 minutes from the pristine beaches of Ocean City and the historic charm of Berlin, you'll enjoy easy access to coastal attractions and local amenities. Nature enthusiasts will appreciate the proximity to

    Jennifer Kukel Keller Williams Realty Delmarva

    8149 Timberneck Dr, Berlin, MD 21811
  • /18

    $749,000

    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft

    101 Washington St, Berlin, MD 21811

    This downtown home is a rare find on one of the most sought after streets in Berlin. Deeded in 1900 this classic farmhouse has all the space you need inside and much more outside. Situated on 1.6 acres of open land planted with a variety of mature shade trees, a raised bed gardening area and a 20'x 50' in ground swimming pool. The recently rebuilt front porch is the perfect spot to peacefully

    Gussie Sholtis Sheppard Realty Inc

    101 Washington St, Berlin, MD 21811
  • /29

    $699,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    201 Henrys Mill Dr, Berlin, MD 21811

    Casabella Builders custom built home in popular Henrys Mill community, just a quarter mile from Main Street Berlin with it's shops, farmer's market, restaurants and more! First floor primary with ensuite AND second primary with ensuite on the second floor. New walk-in shower in first floor ensuite plus jetted tub. Open foyer entrance, powder room, spacious living room/great room with gas

    Jen Labesky Keller Williams Realty Delmarva

    201 Henrys Mill Dr, Berlin, MD 21811
  • /62

    $789,900

    • 3 Beds
    • 2.5 Baths
    • 3,320 Sq Ft

    11733 Maid at Arms Ln, Berlin, MD 21811

    Nestled on a premium golf course lot with extended space between neighboring homes, this exceptional residence in the prestigious gated community of Glen Riddle offers a rare combination of refined living, privacy, and coastal convenience. Ideally located just minutes from the sparkling beaches of Ocean City, the natural beauty of Assateague Island, and the charm of historic Berlin, this home is

    Alyson Kendall Northrop Realty

    11733 Maid at Arms Ln, Berlin, MD 21811
  • /104

    $729,000

    • 5 Beds
    • 3.5 Baths
    • 3,690 Sq Ft

    8705 Habitat Ct, Berlin, MD 21811

    Located in the sought-after community of The Landings at Bayside, 8705 Habitat Court in Berlin, MD is a beautifully maintained 5-bedroom, 3.5-bath coastal home nestled on a quiet cul-de-sac. The spacious main level welcomes you with updated ceramic tile flooring and a thoughtfully designed layout ideal for both entertaining and everyday living. The gourmet kitchen features stainless steel

    Mechelle Nichols Berkshire Hathaway HomeServices PenFed Realty

    8705 Habitat Ct, Berlin, MD 21811
  • /91

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 3,019 Sq Ft

    10103 War Admiral Ln, Berlin, MD 21811

    Experience the best of coastal living in this beautifully-maintained 4-bedroom, 3.5-bath home, in the sought-after resort community of Glen Riddle. Just 10 miles from Assateague and 5 miles from the Ocean City Inlet, its central location offers convenience, charm, and the ultimate beach-lifestyle.Step inside to an open floor-plan, featuring a spacious living room with stately cathedral-ceilings,

    Kimberly Heaney Berkshire Hathaway HomeServices PenFed Realty-WOC

    10103 War Admiral Ln, Berlin, MD 21811
  • /81

    $695,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    12313 Hidden Bay Dr, Berlin, MD 21811

    Whether you're looking for a charming primary residence (as enjoyed by the current owners) or a perfect second home (as loved by the previous owner), this property fits the bill. Located in a neighborhood that allows rentals, you’ll also have the flexibility to use it however you choose — live in it, vacation in it, or rent it out. Discover incredible value in The Landings at Bayside with this

    Kate Barnhart Keller Williams Gateway LLC

    12313 Hidden Bay Dr, Berlin, MD 21811
  • /58

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 2,743 Sq Ft

    10342 Friendship Rd, Berlin, MD 21811

    LOCATION LOCATION LOCATION! Beautiful home centrally located between Berlin and Ocean City on 2.5 acres of cleared land perfect space for a pool and or pole barn. NO CITY TAXES OR HOA fees. Beracah built home with an amazing floor plan. First floor master bedroom with ensuite bath, and a second first floor bedroom and full bath . Separate dining room and large open living room with wood burning

    Jenny Sheppard Sheppard Realty Inc

    10342 Friendship Rd, Berlin, MD 21811
  • /90

    $779,900

    • 3 Beds
    • 2.5 Baths
    • 3,357 Sq Ft

    11752 Maid at Arms Ln, Berlin, MD 21811

    Welcome to Glen Riddle, a gated community nestled in Berlin, Maryland, just a stone’s throw away from the charming resort town of Ocean City, Maryland. This spacious 3 Bedroom, 2 1/2 Bath home offers an abundance of both indoor and outdoor living areas. Upon arrival, you’ll be captivated by the grand foyer, adorned with lush mature landscaping that frames the oversized front porch. Step inside

    Jenny Sheppard Sheppard Realty Inc

    11752 Maid at Arms Ln, Berlin, MD 21811
  • /84

    $689,990

    • 5 Beds
    • 4.5 Baths
    • 4,177 Sq Ft

    12133 Landings Blvd, Berlin, MD 21811

    Beach Getaway - turn-key 5BR/4.5BA coastal contemporary - quality-built by Toll Brothers in amenity-rich Landings at Bayside Community - minutes to Downtown Ocean City or Assateague Island. Community amenities include 2 piers, indoor and outdoor pools, incredible community clubhouse, kayak launch, crabbing pier, fitness center, nature walk. Gorgeous home - formerly a model home - recently

    Brandon Brittingham EXP Realty, LLC

    12133 Landings Blvd, Berlin, MD 21811
  • /46

    $629,900

    • 6 Beds
    • 2 Baths
    • 3,400 Sq Ft

    207 Williams St, Berlin, MD 21811

    Historic Charm for sale! This Victorian beauty is just one block from downtown Berlin. Berlin has been recently voted one of the coolest small towns in America along with one of the safest towns as well! The six bedroom, 3400sq/ft home has room for the entire family and a fenced in backyard with a separate pool/deck area for entertaining. If you love the charm of historic homes, you will fall in

    Michael Moore Keller Williams Realty Delmarva

    207 Williams St, Berlin, MD 21811
  • /26

    $475,000

    • Land
    • 0.39 Acre
    • $1,217,949 per Acre

    11429 Maid at Arms Ln, Berlin, MD 21811

    Exceptional Waterfront Lot in Glen Riddle – Build Your Dream Estate. Discover one of the last remaining premier waterfront parcels in the sought-after gated community of Glen Riddle. Nestled on .39 acres along picturesque Turville Creek, this rare lot offers over 8,000 square feet of buildable footprint and 50-foot setbacks from the bay—a unique opportunity for expansive, custom home design.

    Inese D'Onofrio Coldwell Banker Realty

    11429 Maid at Arms Ln, Berlin, MD 21811
  • /15

    $475,000

    • Land
    • 0.33 Acre
    • $1,439,394 per Acre

    10108 Sweet As Sugar Ln, Berlin, MD 21811

    Come enjoy all that Glen Riddle has to offer! This lot comes with access to Glen Riddle's spacious outdoor pool with a kiddie play area, tennis courts and a private community marina with one boat ramp. The clubhouse offers a fitness center, locker room, sauna, indoor hot tub, pool tables and private meeting rooms. This gated community boasts two 18-hole championship golf courses and the famous

    Joseph Wilson Coastal Life Realty Group LLC

    10108 Sweet As Sugar Ln, Berlin, MD 21811
  • /55

    $518,900

    • 3 Beds
    • 5 Baths
    • 2,765 Sq Ft

    12461 Coastal Marsh Dr Unit 707, Berlin, MD 21811

    Upgrades galore in this one year old 2700+ sq ft Strauss Attic, 4 level townhome in Landings at Bayside, West Ocean City, MD. There are no more available townhomes to build in this sought after community. And as a bonus...this home comes mostly furnished. (see list for the small number of exclusions). The first floor offers a 2-car garage, a first floor den/office with built in bookcases, and

    Wendy Wisch O'Grady Berkshire Hathaway HomeServices PenFed Realty-WOC

    12461 Coastal Marsh Dr Unit 707, Berlin, MD 21811
  • /63

    $579,000

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    2 Grace St, Berlin, MD 21811

    Opportunities like this don’t come along often. Nestled on a quiet street just steps from the heart of Historic Downtown Berlin, 2 Grace Street offers the rare chance to own a beautifully updated home in one of the most charming and sought-after small towns on the Eastern Shore. With its timeless character, premium location, and thoughtful upgrades throughout, this property delivers the perfect

    Grant Fritschle Keller Williams Realty Delmarva

    2 Grace St, Berlin, MD 21811
  • /143

    $2,500,000

    • 4 Beds
    • 3 Baths
    • 2,017 Sq Ft

    417 S Main St, Berlin, MD 21811

    Historically known as The Sheriff Purnell House, as featured in Architectural Historian, Paul Tourat’s book “ Along the Seaboard Side”. The construction of this beautiful American Four-Square home began in circa 1915. The home, as title, belonged to one of the first Worcester County Sheriff’s and his wife Dorothy Purnell. The house, along with the neighbors of South Main Street, were quite

    Jenny Sheppard Sheppard Realty Inc

    417 S Main St, Berlin, MD 21811
  • /24

    $425,000

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

    403 West St, Berlin, MD 21811

    A Hidden Gem in Charming Berlin, MarylandNestled in the sought-after community of Buckingham Estates, just minutes from downtown Berlin, celebrated as “The Coolest Small Town in Maryland”, this home offers the perfect blend of small-town charm and coastal convenience. Stroll through Berlin’s quaint streets filled with unique shops and acclaimed restaurants, or explore its movie-famous past as the

    Alyson Kendall Northrop Realty

    403 West St, Berlin, MD 21811
  • /71

    $598,500

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    9331 Cropper Island Rd, Newark, MD 21841

    Discover country elegance and coastal charm on peaceful Cropper’s Island Road! This inviting 1.5-story home offers 3 spacious bedrooms and 2.5 baths, including an impressive over-sized master bath featuring a fully tiled shower, whirlpool tub, and double vanity. Gleaming hardwood floors flow throughout, highlighting an upgraded kitchen complete with a convenient pass-through window—perfect for

    Erik Windrow Keller Williams Realty

    9331 Cropper Island Rd, Newark, MD 21841
  • /19

    $150,000

    • Land
    • 0.30 Acre
    • $500,000 per Acre

    15 Preakness Dr, Ocean Pines, MD 21811

    Build the home you’ve always wanted in Triple Crown Estates, the newest section of Ocean Pines! Surround yourself with luxury homes on an oversized corner lot that backs to protected woodlands, offering extra privacy. This location allows for a home to be built with a side entry garage. Minimum square footage requirements of 1800 sq ft plus a double garage for a one level home, or 2300 sq ft

    Cynthia Crockett Hileman Real Estate-Berlin

    15 Preakness Dr, Ocean Pines, MD 21811
  • /4

    $170,000

    • Land
    • 0.30 Acre
    • $566,667 per Acre

    36 Preakness Dr, Berlin, MD 21811

    All Cleared Ready to Build on , Privacy in the backyard field and trees , Public Water/Sewer tapped off , all utilities electic , phone ,High Speed etc also on lot , No time limit on building , No builder Tie ins , Newest Community within Ocean Pines

    GREG STEEN Steen Realty Inc

    36 Preakness Dr, Berlin, MD 21811
  • /32

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    314 Schooner Ln, Berlin, MD 21811

    Welcome to this beautifully maintained townhome in the sought-after Decatur Farm community—just minutes from Ocean City, Assateague Island, Stephen Decatur Park, and the heart of downtown Berlin!The main level features a spacious living room, an open-concept kitchen that flows into a bright great room and sliding doors leading to a fenced backyard—perfect for entertaining. A half bath and

    SHERRY DARE RE/MAX Advantage Realty

    314 Schooner Ln, Berlin, MD 21811
  • /97

    $975,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,906 Sq Ft

    12337 Hidden Bay Dr, Berlin, MD 21811

    Stunning Bayfront Home with Panoramic ViewsLocated in The Landings at Bayside, this exceptional 4-bedroom, 3.5-bath home offers breathtaking views of Assateague Island. The spacious main level features a gourmet kitchen with stainless steel appliances, gas cooktop, double oven, and large island, dining room, office and primary suite—all overlooking an open living area with stunning views. The

    Sherri Hearn Coldwell Banker Realty

    12337 Hidden Bay Dr, Berlin, MD 21811
  • /40

    $489,999

    • 4 Beds
    • 3 Baths
    • 1,806 Sq Ft

    102 Austin Cir, Berlin, MD 21811

    Welcome Home to 102 Austin Circle! RECENTLY REDUCED!!!! Discover this beautifully updated property nestled in the charming town of Berlin, where modern comforts meet small-town charm. This home has undergone a myriad of improvements, making it the perfect retreat for families and individuals alike.Step inside to find a warm and inviting atmosphere enhanced by new LVP flooring/fresh paint that

    Sandy Dougan Berkshire Hathaway HomeServices PenFed Realty - OP

    102 Austin Cir, Berlin, MD 21811
  • /101

    $279,900

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    8206 Skipjack Dr, Berlin, MD 21811

    Beautiful Turn Key 2 Bedroom on a Gorgeous Oversize Pond Lot. Enjoy the View of the Water , Woods and Wildlife from your Living Room and Bow Window in the Dining Area. Lots of Privacy. Drywall Interior, Cathedral Ceiling, Full Size Washer Dryer. Extra Large Courtyard with Pond View.

    Anthony Matrona Resort Real Estate

    8206 Skipjack Dr, Berlin, MD 21811
  • /34

    $189,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    12024 Ocean Gateway, Ocean City, MD 21842

    Carefree living in this two bedroom, two bath completely home in West Ocean City. Newer appliances. Heated bathroom floors in master bathroom. $104 monthly covers septic, water, trash and park maintenance. Close to Ocean City and Assateague State Park beaches, marina, shopping, restaurants, historic downtown Berlin & more.

    Imad Elali Long & Foster Real Estate, Inc.

    12024 Ocean Gateway, Ocean City, MD 21842
  • /3

    $200,000

    • Land
    • 0.80 Acre
    • $250,000 per Acre

    0 Main St, Berlin, MD 21811

    Lot in town on Main Street extended. Buyer to verify any use and zoning. Additional parcel with house next door can be purchased for an additional $450,000. Recent survey on file.

    Walter Taraila Keller Williams Realty

    0 Main St, Berlin, MD 21811
  • /3

    $205,000

    • Land
    • 2.42 Acres
    • $84,711 per Acre

    0 E Shire Dr, Berlin, MD 21811

    Mainly cleared land with a fringe of trees on the perimeter. 2.42 acres of land just south of the Town of Berlin with no town taxes. Approved for septic and well to build your own home. No agricultural tax to be paid at settlement.

    Cam Bunting Bunting Realty, Inc.

    0 E Shire Dr, Berlin, MD 21811
  • /43

    $274,900

    • Land
    • 0.38 Acre
    • $723,421 per Acre

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811

    Incredible Opportunity in River Run! Discover this exceptional 16,414 sq. ft. building lot overlooking the pond in the prestigious River Run community. Offering breathtaking views, this property is already enhanced with a smokeless fire pit area—complete with chairs that convey—as well as lawn irrigation and electric. Build your dream home with the builder of your choice in this sought-after,

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
  • /78

    $289,000

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    12205 E Cannonball Dr, Berlin, MD 21811

    Beautiful Furnished 2 Bedroom on a Large Corner Lot. Updates include; HVAC, Sliders with Built in Blinds, Doors, Sink, Walk-in Shower, Toilet. Roof & Skylights in 2010. Vinyl Siding, Insulation & Windows in 2009. Spacious Open Concept Living Area, Cathedral Ceilings, Large Master Bedroom , Stack Washer/Dryer. Courtyard & Shed.

    Anthony Matrona Resort Real Estate

    12205 E Cannonball Dr, Berlin, MD 21811
  • /45

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,314 Sq Ft

    326 Williams St Unit 201B2, Berlin, MD 21811

    Welcome to your new home in the charming and vibrant town of Berlin, Maryland, recognized as the "Coolest Small Town" in America! This delightful end unit townhome features 3 bedrooms, 2.5 baths, and a convenient 1-car garage, making it the perfect retreat for families or those seeking a peaceful getaway. New LVP flooring added in the living/dining area. First Level Highlights:Step inside to

    Leslie Smith Sheppard Realty Inc

    326 Williams St Unit 201B2, Berlin, MD 21811
  • /7

    $450,000

    • Land
    • 1.00 Acre
    • $450,000 per Acre

    9913 Old Ocean City Blvd, Berlin, MD 21811

    Endless possibilities, Commercial lot. 1 acre with a short walking distance to downtown Berlin. Sale to include 4 Edus. Many uses for this vacant parcel. Tremendous exposure on Main Street going into downtown Berlin

    Ken Church Coldwell Banker Bud Church Realty,Inc.

    9913 Old Ocean City Blvd, Berlin, MD 21811
  • /3

    $995,000

    • Land
    • 15 Acres
    • $66,913 per Acre

    Lot 4A and 4B Stephen Decatur Hwy, Ocean Pines, MD 21811

    This expansive WATERFRONT estate property includes Lot4A and 4B on Stephen Decatur Hwy in Berlin, Maryland. This a rare opportunity for those looking to build their waterfront estate. This property includes 2 buildable lots with a combined size of 14.87 acres. No HOA restriction. The property boasts a serene and picturesque setting on Ayres Creek. Enjoy peaceful water, marsh, woods and

    Joseph Hawkins Hawkins Real Estate Company

    Lot 4A and 4B Stephen Decatur Hwy, Ocean Pines, MD 21811

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