102

St Michaels, MD Houses for Sale

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  • /35

    $429,500

    • 3 Beds
    • 2.5 Baths
    • 2,511 Sq Ft

    227 Bethune Dr, Easton, MD 21601

    Move-in ready! This beautiful home offer an open floor plan with hardwood flooring on first floor, a separate home office, dining room, living room custom built-in’s and wood burning fireplace and a Primary Suite with a walk-in closet, full bath with soaking tub, double vanity and shower. Kitchen includes cherry cabinets and an island. The second floor includes two bedrooms, a rec room, full bath

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 941-6856

    227 Bethune Dr, Easton, MD 21601
  • /44

    $1,950,000

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

    6119 Country Club Dr, Easton, MD 21601

    Location, Location, Location!!! This recently renovated waterfront rancher on a 2+ acre, park-like lot is conveniently located next to Talbot Country Club, and off the Oxford Road corridor. This home features 3 bedrooms, 2 full and 2 - 1/2 baths, a large living room with fireplace, kitchen/family room combo with the kitchen featuring quartz counter tops, stainless steel appliances and custom

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 941-0437

    6119 Country Club Dr, Easton, MD 21601
  • /42

    $439,000

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    29184 Corbin Pkwy, Easton, MD 21601

    Welcome to 29184 Corbin Parkway located in Easton Maryland. Colonial offers a lovely sunroom with tray ceiling and tile floors. Family room with gas fireplace. Kitchen with sile stone counter tops. The master suite/bath with soaking tub and separate shower. Two additional bedrooms and bath on second floor.Nice two car garage with area for workshop and overhead lighting. Enjoy your evenings

    Agent Photo

    Joanne Brown

    Meredith Fine Properties

    (410) 469-8790

    29184 Corbin Pkwy, Easton, MD 21601
  • /61

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 3,120 Sq Ft

    8445 Gannon Cir, Easton, MD 21601

    Motivated Seller - Price Improvement! 4-Bedroom Beauty on Over an Acre. This freshly painted home offers 3,120 sq. ft. of living space on 1+ acre, boasting 4 spacious bedrooms, an office/bonus room and more than 25 upgrades you’ll have to see to believe. Step inside to find granite countertops, crown molding, and cathedral ceilings that create an airy, upscale feel. Out back, relax under the

    Agent Photo

    Lona Todd

    Taylor Properties

    (410) 873-7389

    8445 Gannon Cir, Easton, MD 21601
  • /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
  • /80

    $1,350,000

    • 4 Beds
    • 3.5 Baths
    • 4,443 Sq Ft

    28028 Playtor Rd, Easton, MD 21601

    Welcome to this stunning William Poole-designed Tidewater Colonial, nestled on approximately 2.3 acres in the serene neighborhood of Waverly Island Estates, just three miles from the vibrant Town of Easton. This exceptional property blends classic architecture with modern amenities, offering a peaceful retreat on the Eastern Shore of Maryland.Step inside to discover a thoughtfully

    Coard Benson Benson & Mangold, LLC

    28028 Playtor Rd, Easton, MD 21601
  • /29

    $454,900

    • 4 Beds
    • 3.5 Baths
    • 2,036 Sq Ft

    202 Tubman Dr, Easton, MD 21601

    Beautifully maintained 4 bedroom, 3.5 bath home minutes to downtown Easton offering a rear two tiered deck, formal living and dining rooms, family room w/ wood floors, and open kitchen with island , newer built-in microwave, dishwasher, range, frig, and granite counters. Mostly finished basement has a full bath w/shower-tub. Laundry room (w/newer W/D) on 2nd floor where bedrooms and primary

    Craig Linthicum Benson & Mangold, LLC

    202 Tubman Dr, Easton, MD 21601
  • /39

    $3,275,000

    • 7 Beds
    • 10 Baths
    • 7,077 Sq Ft

    28092 Glebe Rd, Easton, MD 21601

    Miles Away on Murphy’s Point – Discover an unparalleled waterfront retreat at 28092 Glebe Rd, Easton, MD, nestled on approximately ±2.7 picturesque acres. Thoughtfully designed for entertaining, relaxation, and convenient living, this luxurious estate offers expansive indoor and outdoor spaces, exceptional waterfront amenities, and easy access to nearby towns, beaches, and metropolitan

    Coard Benson Benson & Mangold, LLC

    28092 Glebe Rd, Easton, MD 21601
  • /71

    $9,900,000

    • 5 Beds
    • 6 Baths
    • 14,935 Sq Ft

    6010 Shipyard Ln, Easton, MD 21601

    Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A

    Chuck Mangold Benson & Mangold, LLC

    6010 Shipyard Ln, Easton, MD 21601
  • /42

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 2,316 Sq Ft

    27843 Saint Michaels Rd, Easton, MD 21601

    Secluded Eastern Shore farmhouse. Just over a mile outside Easton, this rare unknown property has been home to an artist couple for nearly 25 years. Its long tree lined drive opens into an authentic and romantic retreat. Set on 2+/- acres, it is surrounded by mature Willow Oaks, English boxwoods, heirloom plantings and a huge Magnolia tree. Inside, it features original oak floors and whitewashed

    Denis Gasper Benson & Mangold, LLC

    27843 Saint Michaels Rd, Easton, MD 21601
  • /56

    $560,000

    • 3 Beds
    • 2 Baths
    • 2,445 Sq Ft

    28593 Edgemere Rd, Easton, MD 21601

    A beautiful, unique, distinctive home nestled in a serene wooded setting near Peachblossom Creek! This home embodies charm & versatility. Spread across two levels with the 1st floor set up as a full in law suite. A big 2nd level living area with 2 decks overlooking trees & farmland. The upper level has a gorgeous kitchen & dining room combined & huge greatroom with a wall of windows. The kitchen

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    28593 Edgemere Rd, Easton, MD 21601
  • /63

    $570,000

    • 3 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    29678 Sullivan Dr, Easton, MD 21601

    Chesapeake by Del Webb - This recently renovated Merion model is a must see. Features include great room with gas fireplace and a new kitchen with custom cabinets, granite countertops, stainless appliances, extended cabinet storage and breakfast nook with island. Study/office with custom built-ins, dining room, sunroom and primary suite with walk-in closet and tray ceiling, bath with soaking

    Judy Moore Benson & Mangold, LLC

    29678 Sullivan Dr, Easton, MD 21601
  • /61

    $839,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,168 Sq Ft

    28667 Hope Cir, Easton, MD 21601

    Located in a tree-lined private community that captures the warmth of small-town charm while offering modern conveniences, this bright and sunny home blends elegance, luxury, and everyday comfort.At the heart of the home, the custom chef’s kitchen with fireplace and breakfast nook is designed to impress—perfectly appointed for everyday meals or entertaining. From the kitchen, flow easily into

    Bridget Oppenheimer Cummings & Co. Realtors

    28667 Hope Cir, Easton, MD 21601
  • /56

    $675,000

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

    510 Tenant Cir, Saint Michaels, MD 21663

    Location! You really can’t beat this spot! Just head a few houses left and you’ll hit the Rio Vista waterfront park on the beautiful Miles River. Go a few houses to the right and you’re at the Rio Vista community dock—super handy if you have a boat. With this water-privileged location, you get easy access to both the park and the dock. This place has gotten some great updates over the years,

    Larry Brennan TTR Sotheby's International Realty

    510 Tenant Cir, Saint Michaels, MD 21663
  • /53

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 2,869 Sq Ft

    11 Brookletts Ave, Easton, MD 21601

    Fabulous Victorian in Historic Easton, Circa 1910Step into timeless elegance just a block from the heart of Easton's vibrant downtown—home to the famous Plein Air Festival, Crackerjacks, The Avalon Theatre, Legal Assets, Doc’s Downtown Grille, Vintage Books, charming boutiques, and art galleries galore.This stunning 4–5 bedroom, 3,800+ sq ft Victorian beauty offers classic

    Martha Suss Coldwell Banker Realty

    11 Brookletts Ave, Easton, MD 21601
  • /51

    $639,000

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    8629 Unionville Rd, Easton, MD 21601

    BRAND NEW AND READY FOR IMMEDIATE OCCUPANCY! This spacious 2200+ square foot new build features a main level owners suite and is clad with high end appointments throughout. Step into the main level and enjoy an open concept layout including a spacious family room with gas fireplace, formal office with cathedral ceiling, morning room, dining area and a half bath. The luxury kitchen features a

    Adam Ellison Long & Foster Real Estate, Inc.

    8629 Unionville Rd, Easton, MD 21601
  • /45

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    506 Goldsborough St, Easton, MD 21601

    Located in Historic Easton and rightfully historic as well, Caldwells Brick Cottage T459. Caldwell was the Station Master for the Easton Railroad and built 506 Goldsborough Street along with several houses in 1861. The house is listed with Maryland Historic Trust and given the number T459. It can be seen in the Talbot Public Library's History room along with further references. A thoughtful

    Kelly Showell Benson & Mangold, LLC

    506 Goldsborough St, Easton, MD 21601
  • /25

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    26648 Arcadia Shores Rd, Easton, MD 21601

    Serene Living in Arcadia Shores – 4 Acres, One-Level ConvenienceMotivated Seller! Enjoy space, privacy and comfort in this 3BR/2BA rancher set on 4 wooded acres in sought-after Arcadia Shores. The home features hardwood and engineered wood floors, fireplace with built-ins and a bright kitchen/dining area that opens to a spacious sunroom and rear deck. A two-car garage, storage shed and open

    Kathy Christensen TTR Sotheby's International Realty

    26648 Arcadia Shores Rd, Easton, MD 21601
  • /36

    $850,000

    • 2,949 Sq Ft

    133 N Washington St, Easton, MD 21601

    The Hollyday House is a rare opportunity to own a historic property just one block from vibrant Downtown Easton. Situated on a 1/4-acre lot, this unique property offers exciting potential for expansion—whether you envision enlarging the existing structure or adding accessory buildings.Currently used as a commercial space, The Hollyday House presents a compelling opportunity for the buyer

    Eddie Matthews Benson & Mangold, LLC

    133 N Washington St, Easton, MD 21601
  • /61

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    26698 Arcadia Shores Rd, Easton, MD 21601

    Charming 4-Bedroom Cape Cod on 4 Private Acres with Pool & Sunroom!Welcome to your dream retreat! This beautifully maintained Cape Cod offers 4 spacious bedrooms and 3.5 baths, set on a serene 4-acre lot. Enjoy summer days by the in-ground pool, or unwind in the sunny, four-season sunroom. The inviting living room features a cozy wood stove—perfect for cool evenings. The expansive primary

    Becky Wibberley Coldwell Banker Realty

    26698 Arcadia Shores Rd, Easton, MD 21601
  • /54

    $559,900

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft

    7389 Karen Ave, Easton, MD 21601

    Meticulously Maintained One-Owner Home in Chesapeake by Del Webb – 55+ CommunityWelcome to this beautifully cared-for McDaniel model in the sought-after 55+ section of Chesapeake by Del Webb. Situated near the main entrance and just a short distance to the clubhouse, this home offers both comfort and convenience in one of Easton's premier active adult communities.Enjoy relaxing

    Debbie Lipscomb Benson & Mangold, LLC

    7389 Karen Ave, Easton, MD 21601
  • /31

    $635,000 Open Mon 2PM - 4PM

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

    28622 Clubhouse Dr, Easton, MD 21601

    Spacious One-Level Living in the Desirable Easton Club Community - New Roof Just Installed! - New HVAC in 2023! - Welcome to this meticulously maintained home featuring a highly sought-after, single-level floor plan with lofty ceilings. The expansive kitchen is equipped with brand-new stainless steel appliances, an island with seating, and a generous dining area—perfect for everyday living and

    Clifford Meredith Meredith Fine Properties

    28622 Clubhouse Dr, Easton, MD 21601
  • /89

    $570,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    7371 Michael Ave, Easton, MD 21601

    Welcome to Easton Club East — a vibrant 55+ community offering the perfect blend of comfort, convenience, and coastal charm on Maryland’s Eastern Shore.This beautifully maintained Merion model features 3 bedrooms, 2.5 baths, and a thoughtfully designed layout ideal for those looking to downsize without compromising quality or space. This home is also situated on one of the premier lot

    Coard Benson Benson & Mangold, LLC

    7371 Michael Ave, Easton, MD 21601
  • /63

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 3,052 Sq Ft

    29830 Hillary Ave, Easton, MD 21601

    Chesapeake by Del Webb - 55+ age restricted section of community. McDaniel model in move-in condition. Living room, dining room, family room with gas fireplace, open gourmet kitchen with breakfast area, granite countertops, cooktop, double wall oven, sunroom, 1st floor primary suite with double vanities, jacuzzi tub and separate shower. Laundry room and powder room. 2nd floor has loft, 2

    Judy Moore Benson & Mangold, LLC

    29830 Hillary Ave, Easton, MD 21601
  • /18

    $595,000

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

    33 S Harrison St, Easton, MD 21601

    Discover a rare opportunity to own a distinguished multi-family unit in the heart of downtown Easton. Built circa 1890, this historic property combines timeless charm with modern functionality, making it the perfect space for a variety of professional or personal uses.As you enter the building, you're greeted by a charming foyer setting the tone for the rest of the property. The building

    Chuck Mangold Benson & Mangold, LLC

    33 S Harrison St, Easton, MD 21601
  • /61

    $1,175,000

    • 3 Beds
    • 3.5 Baths
    • 3,740 Sq Ft

    29764 Paddock Ln, Easton, MD 21601

    Discover this beautiful custom designed and custom-built home. Perfectly situated on over 3.5 tranquil acres in a country setting yet close to conveniences. Offering one-level living at its finest, this home features 3 spacious bedrooms, each with its own bath, a home office, half bath, and main level laundry/mud room. The open design showcases cathedral ceilings in the living room and primary

    Cynthia Taylor CENTURY 21 New Millennium

    29764 Paddock Ln, Easton, MD 21601
  • /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
  • /27

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    29703 Lakeview Ct, Easton, MD 21601

    A remarkable home on 1 level just 3 minutes from Downtown Easton. Close to Town but on the Rural Side.Perfectly maintained and ready for your touches. Priced to Sell at 359,000. New Roof. Updated HVAC. Clean as a Whistle. Truly, Move in Ready. Open floor plan great for entertaining. A private community with NO HOA ... Historic Easton with all of it's Galleries,shops, restaurants, and

    Gary Marquardt Coldwell Banker Realty

    29703 Lakeview Ct, Easton, MD 21601
  • /24

    $380,000 Open Sat 11AM - 1PM

    • 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
  • /54

    $1,095,000

    • 5 Beds
    • 3.5 Baths
    • 5,070 Sq Ft

    9900 Eagle Dr, Easton, MD 21601

    First time offered in 30 years, this stately brick Colonial is set on approximately 7± acres in the desirable Ashby neighborhood. Designed with both comfort and functionality in mind, the home offers 5 bedrooms and 3.5 bathrooms, including an expansive primary suite with two walk-in closets, a private den, dedicated vanity/dressing room, soaking tub, and glass-enclosed shower. An additional

    Chuck Mangold Benson & Mangold, LLC

    9900 Eagle Dr, Easton, MD 21601
  • /28

    $1,350,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,456 Sq Ft

    7761 Woodland Cir, Easton, MD 21601

    Tucked away in a private setting, this waterfront home offers a seamless blend of comfort and relaxation along the Tred Avon River. The spacious open floor plan features hardwood flooring throughout and is designed to take advantage of the stunning views. The main level includes three bedrooms and two full bathrooms, highlighted by a primary suite with a fireplace and expansive water views. The

    Chuck Mangold Benson & Mangold, LLC

    7761 Woodland Cir, Easton, MD 21601
  • /37

    $485,000

    • 3 Beds
    • 3 Baths
    • 3,048 Sq Ft

    29606 Charles Dr, Easton, MD 21601

    Welcome to 29606 Charles Dr in the sought after Easton Club East community! This spacious two story Hillsboro Model offers the perfect blend of comfort and convenience in one of Easton's premier 55+ neighborhoods. This home was built in Phase 1 of the community and is in a non age restricted section of Easton Club East. Featuring an open floor plan with an abundant of natural light, the home

    Daphne Cawley TTR Sotheby's International Realty

    29606 Charles Dr, Easton, MD 21601
  • /36

    $415,000

    • 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

    $415,000

    • 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
  • /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
  • /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
  • /4

    $320,000

    • 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
  • /47

    $538,000

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

    414 S Aurora St, Easton, MD 21601

    Welcome to 414 S Aurora Street — a move-in ready home near Easton’s historic district with outstanding walkability and unbeatable condition.This three-bedroom, two-bath Colonial offers timeless curb appeal and has been immaculately maintained. From the original hardwood floors to the updated kitchen and fenced backyard, every space reflects care and pride of ownership.Step inside

    Julie Stevenson Shore Living Real Estate

    414 S Aurora St, Easton, MD 21601
  • /58

    $496,999

    • 2 Beds
    • 2 Baths
    • 2,377 Sq Ft

    29744 Dustin Ave, Easton, MD 21601

    Welcome to 29744 Dustin Avenue — a beautifully maintained, light-filled single-story home in the sought-after Easton Club East 55+ community. This 2-bedroom + office, 2-bath home offers a thoughtful floor plan, open-concept living, and fresh updates throughout.Step into hardwood floors that span the foyer, hallway, and living room, where a vaulted ceiling and gas fireplace create a warm and

    Julie Stevenson Shore Living Real Estate

    29744 Dustin Ave, 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

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