57

Talbot County MD Homes under $400,000

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  • /47

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,464 Sq Ft

    21424 Wharf Rd, Tilghman, MD 21671

    **WELCOME TO YOUR VERY OWN SLICE OF "MARYLAND EASTERN SHORE PARADISE”! **A RARE OFFERING! A TRUE STORYBOOK CHARMER! ABSOLUTELY ENCHANTING, UPDATED & EXPANDED CIRCA 1900 VICTORIAN FARMHOUSE LOCATED ON PREMIER STREET IN SOUGHT AFTER "HISTORIC TILGHMAN ISLAND"; A WATER & NATURE ENTHUSIASTS DELIGHT WHICH PROUDLY BOASTS THE LARGEST WORKING SKIPJACK FLEET! COZY & INVITING, YET ELEGANT &

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    21424 Wharf Rd, Tilghman, MD 21671
  • /31

    $399,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    6135 Summit St, Tilghman, MD 21671

    Welcome to your Eastern Shore getaway, located at 6135 Summit Street, Tilghman, Maryland. This charming property is just a short walk from Tilghman Island's best waterfront attractions, including two marinas and three excellent dining options. This two-bedroom, one-bath home reflects pride of ownership and has been well maintained, making it ready for you to enjoy a slower pace of life on

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 593-3451

    6135 Summit St, Tilghman, MD 21671
  • /47

    $349,000

    • 2 Beds
    • 1 Bath
    • 1,464 Sq Ft

    21424 Wharf Rd, Tilghman, MD 21671

    **WELCOME TO YOUR VERY OWN SLICE OF "MARYLAND EASTERN SHORE PARADISE”! **A RARE OFFERING! A TRUE STORYBOOK CHARMER! ABSOLUTELY ENCHANTING, UPDATED & EXPANDED CIRCA 1900 VICTORIAN FARMHOUSE LOCATED ON PREMIER STREET IN SOUGHT AFTER "HISTORIC TILGHMAN ISLAND"; A WATER & NATURE ENTHUSIASTS DELIGHT WHICH PROUDLY BOASTS THE LARGEST WORKING SKIPJACK FLEET! COZY & INVITING, YET ELEGANT &

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    21424 Wharf Rd, Tilghman, MD 21671
  • /32

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    6827 Bellevue Rd, Royal Oak, MD 21662

    Charming One-Story Royal Oak Retreat – Minutes from St. MichaelsWelcome to this impeccably maintained 3-bedroom, 1.5-bath home in the heart of Royal Oak, just minutes from the shops, restaurants, and waterfront of historic St. Michaels. This charming one-story residence offers beautiful hardwood floors, an updated full bath, and a warm, inviting layout perfect for everyday living or

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    6827 Bellevue Rd, Royal Oak, MD 21662
  • /19

    $319,840 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1215 Loch Ness Ln, Trappe, MD 21673

    Brand New Luxury Townhome in Lakeside at Trappe - Move into this lovely Elmwood Model 2,254 Upgraded kitchen with stainless steel appliances. This is a great home for entertaining. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 332-7874

    1215 Loch Ness Ln, Trappe, MD 21673
  • /17

    $359,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    1666 Lake Placid Dr, Trappe, MD 21673

    Don't miss out on this lovely, 3-bedroom, one story home! You will also love the community of Lakeside at Trappe for its convenient amenities and picturesque wooded areas. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 332-9488

    1666 Lake Placid Dr, Trappe, MD 21673
  • /19

    $334,590 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1213 Loch Ness Ln, Trappe, MD 21673

    New Luxury 3 Bedroom spacious 3 level Townhome with a 2 car garage. Designer counter tops. Move in ready for July 2025. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 806-8828

    1213 Loch Ness Ln, Trappe, MD 21673
  • /19

    $334,290 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1217 Loch Ness Ln, Trappe, MD 21673

    Large 3 bed Townhouse 2,254 sq ft - July Delivery! Open plan kitchen, Stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 407-8476

    1217 Loch Ness Ln, Trappe, MD 21673
  • /19

    $340,940 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1219 Loch Ness Ln, Trappe, MD 21673

    Brand New - July delivery 3 bedroom townhouse,2 car garage and all appliances included. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 244-6808

    1219 Loch Ness Ln, Trappe, MD 21673
  • /35

    $398,000

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    356 Saint Aubins Terrace, Easton, MD 21601

    Charming Easton Cottage in a Park-Like SettingDiscover this fabulous Easton cottage set on a third of an acre with a private, park-Like feel. A detached studio in the backyard offers endless possibilities—perfect for an artist’s retreat, home office, or a cozy hangout space.The first floor features a spacious family room with soaring cathedral ceilings and sliding doors that open

    Traci Jordan Meredith Fine Properties

    356 Saint Aubins Terrace, Easton, MD 21601
  • /41

    $379,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    28463 Pinehurst Cir, Easton, MD 21601

    Welcome to this beautifully maintained home offering the perfect blend of comfort, convenience, andstyle. Step inside to find newer ceramic tile floors and gleaming hardwoods that set the stage foreveryday living and entertaining. The kitchen is a chef’s delight with granite countertops, maplecabinetry, and updated appliances, flowing seamlessly into a spacious dining and living

    Judith Germain Benson & Mangold, LLC

    28463 Pinehurst Cir, Easton, MD 21601
  • /26

    $379,700

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    300 Dixon St Unit 303, Easton, MD 21601

    Welcome to this well appointed 3-bedroom, 2.5-bath townhouse in the highly sought-after Dixon Square community—just steps from the vibrant restaurants, shops, and entertainment of downtown Easton.Inside, the main level is designed for both comfort and style, featuring open living and dining areas that flow seamlessly into a spacious kitchen. The kitchen offers generous counter space, a center

    David Yee Long & Foster Real Estate, Inc.

    300 Dixon St Unit 303, Easton, MD 21601
  • /41

    $353,900

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

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663

    Welcome to Martingham, a premier golf course and waterfront community located just a mile from historic St. Michaels. This Widgeon Place condo offers two en-suite bedrooms and a half bath, with a thoughtful two-level layout designed for comfort and convenience. The main level features a kitchen with a charming breakfast nook, hardwood floors, a gas fireplace, and an open-concept living area. A

    Amy Berry Meredith Fine Properties

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
  • /88

    $379,000

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

    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663

    Located in the desirable Martingham Quail Hollow Community and nestled alongside the prestigious *Links at Perry Cabin* golf course, this well-maintained 1,800 sq. ft. townhouse has been freshly painted throughout. The home welcomes you with a foyer featuring laminate wood floors that flow into the kitchen and dining area. The spacious living room offers a wood-burning fireplace and room to

    Kim Crouch Ozman Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
  • /44

    $399,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    10 N Park St, Easton, MD 21601

    The "Happy House" located just off of Dover St in the Artful Eastside of Easton. One block from Rise Up Coffee Roasters and Rails to Trails. This delightful home has been thoughtfully updated to include all modern conveniences and fixtures as well as a Whole House Ranaii System. Paver Patio and Porches complete the new siding, roof, windows and extensive landscaping. A great home just a short

    Gary Marquardt Coldwell Banker Realty

    10 N Park St, Easton, MD 21601
  • /24

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,581 Sq Ft

    222 W Dover St, Easton, MD 21601

    Completely Renovated in the Heart of Easton! Welcome to 222 W Dover Street, a stunning 4-bedroom, 2-bathroom home that has been beautifully brought back to life with modern updates throughout. Step inside to find luxury vinyl plank flooring flowing through the home, creating a fresh and stylish look that’s also easy to maintain.Enjoy peace of mind with a brand-new roof, new HVAC system,

    Heather Brummell Shore Living Real Estate

    222 W Dover St, Easton, MD 21601
  • /29

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    29244 Corbin Pkwy, Easton, MD 21601

    Discover this charming 3-bedroom, 2-bath split-level home in the Corbin Parkway community. Well maintained by one owner, this home offers key updates including a new gas furnace (2024), hot water heater (2023), newer HVAC system (2020), and roof (2017). Brand-new slider doors (2024) lead to a backyard that backs to mature trees, offering privacy within a neighborhood setting. The inviting layout

    Alicia Gannon Dulin Benson & Mangold, LLC

    29244 Corbin Pkwy, Easton, MD 21601
  • /38

    $344,900

    • 2 Beds
    • 2.5 Baths
    • 1,340 Sq Ft

    13 N Thoroughgood Ln, Easton, MD 21601

    Beautifully maintained 2-story end-unit condo just steps from shops, restaurants, and the heart of Historic downtown Easton. This 2 bed, 2.5 bath home offers hardwood floors, a wood-burning fireplace, wet bar, and spacious kitchen. Private patio perfect for relaxing or entertaining. Enjoy low-maintenance living with professional landscaping and a private driveway. A rare find with charm,

    Brian Kloster Douglas Realty, LLC

    13 N Thoroughgood Ln, Easton, MD 21601
  • /38

    $385,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    9134 Honeysuckle Dr, Easton, MD 21601

    Welcome to 9134 Honeysuckle Drive in Easton’s highly desirable Chapel Estates—where comfort, updates, and value come together. This 3-bedroom, 1.5-bath split-level has been thoughtfully refreshed so you can move right in and enjoy.The main level opens into a bright, open-concept living space designed for connection—whether you’re entertaining or relaxing at home. Upstairs, three

    Sandra Bradley Keller Williams Select Realtors of Annapolis

    9134 Honeysuckle Dr, Easton, MD 21601
  • /17

    $375,000

    • 4 Beds
    • 3 Baths
    • 2,824 Sq Ft

    6296 Landing Neck Rd, Easton, MD 21601

    To no fault of its own this amazing home is back on the market in Talbot County set on 1 acre of land close to downtown Easton. Downstairs you will find 3 bedrooms, two full bathrooms, two utility areas, two potential living room/ dining room spaces, its a must see! The beautiful loft area could make this a 4 bedroom home, with two closets and a full bathroom with bath tub. A detached 2 car

    Danielle Dombrowski Long & Foster Real Estate, Inc.

    6296 Landing Neck Rd, Easton, MD 21601
  • /57

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    Two bedroom, two bath home overlooking the Links at Perry Cabin. The spacious unit offers a living room with brick hearth fireplace, kitchen with table space and separate dining area. Relax on the rear patio overlooking a scenic community area and golf course. Minutes from downtown St. Michaels with boutique shops and restaurants.

    Jane Baker Benson & Mangold, LLC

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
  • /4

    $379,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,998 Sq Ft

    1668 Lake Placid Dr, Trappe, MD 21673

    Homesite #D156 is estimated to be ready for move-in by early July! Located around the corner from the community swimming pool, this two-level Charleston single-family home offers 4 bedrooms, 2 full and 1 half bathrooms, 2-car garage, and more! You will love the open concept design, oversized kitchen island, upper-level loft, and luxurious owner’s suite with spa-like bathroom.

    Builder Photo

    Lennar

    Builder

    1668 Lake Placid Dr, Trappe, MD 21673
  • /12

    $344,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    1435 Lake Geneva Dr, Trappe, MD 21673

    Stylish Space & Turnkey Comfort – The Devonshire Townhome at Lakeside at TrappeWelcome home to **1435 Lake Geneva Drive**, READY JULY 2025, where timeless design meets effortless living in this upgraded **Devonshire townhome** with a front-load 2-car garage. Located in the heart of the Eastern Shore’s newest master-planned community, this property offers **the perfect blend of space, style, and

    Julie Stevenson Shore Living Real Estate

    1435 Lake Geneva Dr, Trappe, MD 21673
  • /2

    $375,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    7287 Shirley Dr, Easton, MD 21601

    Welcome to 7287 Shirley Dr in the Stoney Ridge Farm neighborhood in Easton! This split level home sits at the end of the cul-de-sac and features 4 bedrooms, 2.5 bath, a deck and a fenced in backyard! This home is move in ready, new paint, granite countertops, a. large shed, and was remodeled in 2020. Home is expected to be ready for showings August 2025. Open house dates and professional photos

    Nora Turner Long & Foster Real Estate, Inc.

    7287 Shirley Dr, Easton, MD 21601
  • /22

    $399,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 4 Baths
    • 2,000 Sq Ft

    300 Dixon St Unit 301, Easton, MD 21601

    This meticulously maintained end-unit townhouse offers the best of both comfort and convenience. Overlooking a scenic walking trail, this home is just a short stroll to Easton’s vibrant downtown, with dining, shopping, and all town amenities right at your doorstep.Inside, you’ll find gleaming hardwood floors throughout the main level, creating a warm and inviting atmosphere. The spacious

    Laurie Renshaw Coldwell Banker Chesapeake Real Estate Company

    300 Dixon St Unit 301, Easton, MD 21601
  • /33

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,243 Sq Ft

    29531 Matthewstown Rd, Easton, MD 21601

    Welcome to this one-of-a-kind property that offers more than just a beautifully updated main home—it’s packed with extras that make it a rare find! The detached guest house is a standout feature—freshly painted studio-style with its own kitchen, full bath, laundry room and even a floored attic for storage. Whether you envision it as a private apartment, mother-in-law suite, or an office for your

    Laura Anderson Coldwell Banker Realty

    29531 Matthewstown Rd, Easton, MD 21601
  • /12

    $369,500

    • 3 Beds
    • 1 Bath
    • 1,266 Sq Ft

    703 Howard St, Easton, MD 21601

    Enjoy one level living in this updated home nestled in a quiet Easton neighborhood. Close to Rails to Trails, downtown shopping, restaurants, farmers market, and the many festivals and events that Easton hosts. This three bedroom, one bath home has been freshly painted, refinished oak floors throughout and updated bathroom. Plan meals in your remodeled kitchen with all new appliances,

    Cynthia Browne Benson & Mangold, LLC

    703 Howard St, Easton, MD 21601
  • /36

    $399,000

    • 5 Beds
    • 2 Baths
    • 2,344 Sq Ft

    7347 Shirley Dr, Easton, MD 21601

    Stoney Ridge Farm - Spacious 5 bedroom, 2 bath split-level home on a corner lot in popular Easton community. Living room, dining area, galley kitchen with breakfast area, primary suite, 4 additional bedrooms, flex room/storage, laundry room, 2-car attached garage. New roof (2024). Improvements include replacement windows, luxury vinyl plank flooring, new carpet and remodeled bath. Rear deck

    Judy Moore Benson & Mangold, LLC

    7347 Shirley Dr, Easton, MD 21601
  • /26

    $399,500

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

    705 Lomax St, Easton, MD 21601

    Charming four bedroom, two bath Cape located only blocks from downtown Easton. This thoughtfully updated home offers a large living room, separate dining area, a updated kitchen with breakfast bar and sitting nook with desk area. Two spacious bedrooms and full bath on each level. Fenced rear yard, and rear patio great for entertaining. One-car attached garage with rear entry and paved driveway.

    Barbara Watkins Benson & Mangold, LLC

    705 Lomax St, Easton, MD 21601
  • /40

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,534 Sq Ft

    31127 Willis St, Cordova, MD 21625

    Video Walkthrough Newly remodeled bungalow-style home in the quaint town of Cordova, Maryland! Just 15 minutes from Easton and other popular destination sites on the Eastern Shore such as Oxford and St. Michaels. This home has been updated with a touch of Americana. The kitchen opens up from the hallway to expose the new kitchen cabinets with a new granite countertop to compliment the new

    Matt Mariner Coldwell Banker Waterman Realty

    31127 Willis St, Cordova, MD 21625
  • /37

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    348 Glebe Rd, Easton, MD 21601

    Perfect starter home or investment property. Great views front the front and back of the property which is totally fenced. Three bedrooms, one bath and a full basement. Many upgrades throughout and must bee seen to appreciate.

    Tim Miller Sr. Benson & Mangold, LLC

    348 Glebe Rd, Easton, MD 21601
  • /10

    $310,000

    • 3 Beds
    • 2.5 Baths
    • 1,580 Sq Ft

    30 Kelley Gibson St, Easton, MD 21601

    Welcome to 30 Kelley Gibson St, a delightful 3-bedroom, 2.5 bath home in the heart of Easton. This inviting property offers the perfect blend of comfort and style, leaving room for your own personal touch. It features a spacious living area, a modern kitchen, and a cute backyard that runs along the rails of trails. The seller is offering a $5,000 seller contribution towards the buyer's closing

    Kee Blake Jason Mitchell Group

    30 Kelley Gibson St, Easton, MD 21601
  • /28

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    8186 June Way Unit 401, Easton, MD 21601

    Welcome to this beautifully updated end-unit townhome in the sought-after Waylands community! Move-in ready with fresh paint, crown molding, and brand-new carpet throughout, this home has all the cozy charm and modern updates you’re looking for.The kitchen features brand-new appliances, plus vinyl plank flooring that flows through the dining room, primary bath, laundry, and pantry. The

    Heather Brummell Shore Living Real Estate

    8186 June Way Unit 401, Easton, MD 21601
  • /48

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,188 Sq Ft

    635 Howard St, Easton, MD 21601

    Adorable, well-maintained, renovated (within 3-4 years) 3-bedroom, 1 full bath brick home in Calvert Terrace neighborhood. Nicely landscaped 8,625 sf lot, with a parking space in back. Fenced yard with 8' x 12' storage shed. Upgraded GE appliances. Storage in attic. Freshly painted, Move-in ready. Easy to clean & maintain. Quiet street & neighborhood. Solidly built by legendary

    Tom Duffy Peter G. Mallios

    635 Howard St, Easton, MD 21601
  • /35

    $310,000

    • 3 Beds
    • 3.5 Baths
    • 1,641 Sq Ft

    304 Wheatley Dr, Easton, MD 21601

    Welcome to this beautifully maintained Easton townhouse that offers far more than meets the eye — including a rare third-floor loft with its own full bath! Step through the front foyer into a warm and inviting living room featuring hardwood floors and 9-foot ceilings. The spacious kitchen is a true highlight, boasting marble countertops, a farmhouse sink, stainless steel appliances, a pantry, and

    Jarnell Foster Benson & Mangold, LLC

    304 Wheatley Dr, Easton, MD 21601
  • /53

    $368,500

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

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663

    Martingham, a golf course and waterfront community just a mile outside of Historic St. Michaels with all of its amenities. This Widgeon Place condo is a two-story condo with two en-suite bedrooms and a half bath on the first floor. Living room and dining room are an open floor plan with hardwood floors and fireplace. From the sunroom you can step onto a brick patio which looks out to treed

    Jane Baker Benson & Mangold, LLC

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
  • /38

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    28483 Pinehurst Cir, Easton, MD 21601

    Charming 3-Bedroom Townhouse Near Easton! Don’t miss this beautifully maintained 3-bedroom, 2 full bathroom townhouse located just minutes from Easton! This home features a desirable first-floor primary suite, offering convenience and comfort. Enjoy the outdoors on your private back deck, or take advantage of the neighborhood amenities, including scenic walking trails, a community pool, and

    Jimmy Higgins Benson & Mangold, LLC

    28483 Pinehurst Cir, Easton, MD 21601
  • /15

    $369,000

    • 3 Beds
    • 1 Bath
    • 1,101 Sq Ft

    412 Trippe Ave, Easton, MD 21601

    PRICE IMPROVEMENT. Sellers are motivated. Cozy 3 bedroom, 1 bath bungalow in Easton. Close to schools, YMCA and Idlewild Park. Wood floors and a fireplace with woodburning insert. Detached garage with a workshop. New roof and new windows.

    Andrew Beaven Wright Real Estate

    412 Trippe Ave, Easton, MD 21601
  • /37

    $349,000

    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    3961 School St, Trappe, MD 21673

    Charming One-Level Living in Trappe, MD Welcome to your Eastern Shore escape! Nestled in the heart of the charming town of Trappe, Maryland, this beautifully updated one-story home offers the perfect blend of comfort, style, and easy living—all just minutes from the area's many bodies of water and marinas, where endless opportunities for boating, fishing, kayaking, and waterfront dining

    Kim Simpson Thyme Real Estate Co LLC

    3961 School St, Trappe, MD 21673
  • /41

    $400,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    29728 Sullivan Dr, Easton, MD 21601

    Welcome to Easton Club East, this beautiful maintained home offers 3 bedrooms, 3 bath two story Wittman model relax in your private landscaped patio area. You will enjoy the open kitchen with a great deal of natural light and gracious flow to the dining room egresses to the living room with a cozy fireplace, just off the sunroom. 1st floor owner suite is very spacious with huge walk in closet,

    Denis Gasper Benson & Mangold, LLC

    29728 Sullivan Dr, Easton, MD 21601

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