140

Homes for Sale near Chopticon High School

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  • /41

    $385,000

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    29884 Lee Rd, Mechanicsville, MD 20659

    Amazing 3Br Rambler on huge double lot (.75 acre) w/potential to add an ADU Accessory Dwelling Unit. Sip your a.m. coffee on the covered front porch...enjoy happy hour on the rear deck. Chef's Delight "center-island" Kitchen highlighted by recessed lighting, hardwood floors, SS appliances, shaker cabinetry, & granite tops. The roof, flooring, windows, HVAC, HWH, BAT technology OSDS, kitchen &

    Agent Photo

    Steve Belinky

    RE/MAX United Real Estate

    (240) 433-5910

    29884 Lee Rd, Mechanicsville, MD 20659
  • /2

    $35,000

    • Land
    • 0.23 Acre
    • $152,174 per Acre

    36764 Roberto Dr, Bushwood, MD 20618

    Raw Land only - Comes with community amenities, utilize for temporary Rv site with water access, additional lot conveys

    Agent Photo

    Rhonda Darden

    ISA 4319 Realty LLC

    (240) 226-3669

    36764 Roberto Dr, Bushwood, MD 20618
  • /31

    $480,000

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    40534 Miss Ettas Way, Leonardtown, MD 20650

    Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a walk-in pantry—ideal for any home

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 697-2564

    40534 Miss Ettas Way, Leonardtown, MD 20650
  • /72

    $550,000

    • 4 Beds
    • 4 Baths
    • 3,410 Sq Ft

    39360 Thomas Dr, Mechanicsville, MD 20659

    BACK ON MARKET DUE TO BUYER'S FINANCING ISSUESNo HOA! Assumable VA Mortgage at 3.625%!! Lot size 1.58 acres!!! This beautiful home has been well kept by the owners and you can clearly see this when you enter the front door. Walk up to the covered porch, which is almost the length of the front of the house, and steps down onto the terrace. The kitchen offers granite countertops, beautiful

    Agent Photo

    Sharyn Ahmad

    RE/MAX Realty Group

    (240) 923-5516

    39360 Thomas Dr, Mechanicsville, MD 20659
  • /67

    $577,000

    • 2 Beds
    • 1.5 Baths
    • 2,112 Sq Ft

    37420 River Springs Rd, Avenue, MD 20609

    Current VA Loan could be assumable at under 4%. Unique waterfront property w/ guest house. New dock, w/ marine grade lumber and stainless-steel fasteners was raised to be higher than the avg. high tide. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor plan w/ lots of light and

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 896-3491

    37420 River Springs Rd, Avenue, MD 20609
  • /39

    $350,000 Open Sat 12:30PM - 3:30PM

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    22801 Pleasant Ln, Maddox, MD 20621

    ALMOST like a new build with this completed renovation. New interior walls, new plumbing, new electric, new appliances, new HVAC, new siding, and new floors all in the last year. New floor joists and crawl space moisture barriers. AND one of the highlights is the WATER ACCESS via the community water access point. Its a 3bedroom 2bath, open floor concept, in the Longview Beach Association. Come

    Agent Photo

    Amanda Scott

    Real Broker, LLC

    (240) 693-3429

    22801 Pleasant Ln, Maddox, MD 20621
  • /89

    $725,000

    • 6 Beds
    • 5.5 Baths
    • 5,251 Sq Ft

    39966 Claires Dr, Mechanicsville, MD 20659

    Welcome to the highly sought-after Ben Oaks community, where Marrick Homes’ Grand Pinehurst model is perfectly nestled on a secluded two-acre homesite at the end of a quiet cul-de-sac. This exceptional property offers the ideal balance of peaceful privacy and vibrant neighborhood living—truly the best of both worlds. Step inside this classic colonial boasting over 5,300 square feet of beautifully

    Sam Barbieri RE/MAX United Real Estate

    39966 Claires Dr, Mechanicsville, MD 20659
  • /58

    $599,900

    • 6 Beds
    • 4.5 Baths
    • 3,913 Sq Ft

    37978 George F Dr, Mechanicsville, MD 20659

    Two Homes in One on 3 Acres - Perfect for In-Laws or Separate Rental Opportunity!This expansive property offers almost 4,000 sq ft of living space across two homes, making it ideal for multigenerational living or a full separate rental setup. The main house features 4 bedrooms and 3 full baths, with updated paint and flooring throughout. The recently renovated gourmet kitchen boasts newer

    Cynthia Crispell CENTURY 21 New Millennium

    37978 George F Dr, Mechanicsville, MD 20659
  • /4

    $19,900

    • Land
    • 1.15 Acres
    • $17,304 per Acre

    40414 Friends Ct, Leonardtown, MD 20650

    Discover the perfect blend of rural charm and modern convenience with this 1.15-acre parcel located in the serene Rural Preservation area of St. Mary’s County. Zoned Agricultural, this versatile property is ideal for a wide range of uses, from building a cozy single-family home or a stylish barndominium to placing a modular or manufactured home, or even starting a small-scale agricultural

    Max Acres

    40414 Friends Ct, Leonardtown, MD 20650
  • /59

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft

    37295 River Springs Rd, Avenue, MD 20609

    Million Dollar View !!! Well built brick home needs a little TLC to go along with this view. Spacious Rooms that have raised a family and now waiting for another. Older pier needs upgrading as well. Full partially finished basement with walkup exterior and interior steps. Carport just waiting to become a sunroom since you have a detached garage. This three bedroom, two bath home with 2548 total

    Jan Barnes CENTURY 21 New Millennium

    37295 River Springs Rd, Avenue, MD 20609
  • /5

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    38674 Collinwood Dr, Abell, MD 20606

    Welcome to this adorable 3-bedroom, 2-bath Cape Cod nestled on over three-quarters of an acre with waterfront views and a small portion of water frontage on Canoe Neck Creek . Located on a quiet rural street. A cozy kitchen with some modern amenities, but still has that cottage feel! Three bedrooms are conveniently located on the main level, along with two full baths, and a comfy living room

    Jennifer Goddard CENTURY 21 New Millennium

    38674 Collinwood Dr, Abell, MD 20606
  • /89

    $564,900

    • 6 Beds
    • 3 Baths
    • 3,160 Sq Ft

    39620 Ellen Ct, Mechanicsville, MD 20659

    **Beautiful 1.1-Acre Private Lot with Stunning Amenities** Welcome to your dream home! Nestled on a serene 1.1-acre private lot, this property offers the perfect blend of nature and luxury. The beautifully landscaped yard features a tranquil coy pond, complemented by a refreshing in-ground swimming pool, perfect for outdoor relaxation and entertaining. Step inside to a house filled with natural

    Tony Martin Berkshire Hathaway HomeServices PenFed Realty

    39620 Ellen Ct, Mechanicsville, MD 20659
  • /48

    $689,900

    • 5 Beds
    • 3.5 Baths
    • 4,736 Sq Ft

    39929 Grandview Haven Dr, Mechanicsville, MD 20659

    Welcome home to your 1+ acre piece of paradise in the sought after Grandview Haven! Professionally landscaped, you'll notice the pride in ownership the second you pull in. Side load two car garage. Front porch. Gleaming hardwood flooring, crown & chair molding, and 9' ceilings throughout the main floor. Granite countertops, upgraded refinished 42" cabinetry, & like new stainless steel

    Michael Gray CENTURY 21 New Millennium

    39929 Grandview Haven Dr, Mechanicsville, MD 20659
  • /76

    $769,000

    • 5 Beds
    • 4 Baths
    • 4,591 Sq Ft

    40312 Laurel Cir, Mechanicsville, MD 20659

    Welcome to this stunning home sweet home in Laurel Preserve! This beautiful Wingate design offers the perfect blend of elegance, functional living space & comfort. Well maintained by the original owners and only seven years old, shows like- new. Main level is open and offers a spacious family room off the gourmet kitchen, formal living room and dining room which is being used for office. The

    Jaime Rollins CENTURY 21 New Millennium

    40312 Laurel Cir, Mechanicsville, MD 20659
  • /31

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    38988 Lupes Ct, Mechanicsville, MD 20659

    Welcome to this beautifully maintained 1,424+ sq ft home nestled on a generous 1.23-acre lot at the end of a peaceful cul-de-sac. Enjoy the best of outdoor living on your brand-new deck, overlooking a spacious backyard—ideal for entertaining or relaxing. This property is packed with features, including solar panels for energy efficiency and reduced utility costs, and a large shed—ideal for

    Lisa Van Tassel Home Towne Real Estate

    38988 Lupes Ct, Mechanicsville, MD 20659
  • /48

    $429,900

    • 3 Beds
    • 1 Bath
    • 1,884 Sq Ft

    40480 Parsons Mill Rd, Leonardtown, MD 20650

    Experience country living at its finest in this expansive rambler, nestled amidst picturesque farmlands. This charming home offers three generously sized bedrooms and one well-appointed bathroom, epitomizing the timeless appeal of rural living. Rich hardwood floors flow seamlessly throughout the entire residence, adding warmth and character.Each bedroom is designed for comfort, offering

    John Gatton CENTURY 21 New Millennium

    40480 Parsons Mill Rd, Leonardtown, MD 20650
  • /39

    $629,999

    • 5 Beds
    • 3.5 Baths
    • 3,132 Sq Ft

    48320 Multiflora Ln, Mechanicsville, MD 20659

    Very motivated seller—open to buyer concessions! Don’t miss your chance to make an offer.Welcome home to this spacious 5-bedroom, 3.5-bath Colonial in the heart of St. Mary’s County! Built in 2012 and nestled on over an acre of land, this property offers the freedom to create the outdoor oasis of your dreams — no HOA restrictions!Step inside to an open and airy floor plan with

    Jessica Corbett Samson Properties

    48320 Multiflora Ln, Mechanicsville, MD 20659
  • /82

    $489,999 Open House 8/23

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    20395 Bowles Rd, Coltons Point, MD 20626

    Welcome to Bowles Road Your Private Waterfront Retreat!Nestled on .85 acres of serene, natural beauty, this special property offers a rare opportunity to enjoy a true beachfront lifestyle. From the moment you arrive, you’re surrounded by nature and tranquility. Throughout the seasons, you’ll witness an abundance of wildlife right in your backyard – from graceful bald eagles and osprey to

    Jessica Raley CENTURY 21 New Millennium

    20395 Bowles Rd, Coltons Point, MD 20626
  • /36

    $460,000

    • 4 Beds
    • 3 Baths
    • 2,029 Sq Ft

    36903 Kimberly Ct, Mechanicsville, MD 20659

    Welcome to 36903 Kimberly Ct, a beautifully maintained 4-bedroom, 2-bath single-family home offering 2,264 square feet of comfortable living space on a sprawling 1.05-acre lot. Tucked away in a peaceful community, this home offers the perfect blend of privacy and convenience. Step inside and enjoy the spacious layout—ideal for both everyday living and entertaining. The home features generously

    Lisa VanDyke Real Broker, LLC

    36903 Kimberly Ct, Mechanicsville, MD 20659
  • /48

    $480,000

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

    26008 Shenandoah Dr, Mechanicsville, MD 20659

    Welcome to 26008 Shenandoah Drive, a beautifully updated rambler nestled in the heart of Mechanicsville, MD. This spacious 3-bedroom, 3-bathroom home offers nearly 2,900 square feet of versatile living space, perfect for hosting guests or your own private enjoyment.Step inside to discover a main-level kitchen adorned with new stainless steel appliances and granite countertops,

    Jonathan Benya EXP Realty, LLC

    26008 Shenandoah Dr, Mechanicsville, MD 20659
  • /36

    $499,000

    • 1 Bed
    • 1 Bath
    • 392 Sq Ft

    39020 Sonnie Way, Clements, MD 20624

    Imagine waking up each day to breathtaking sunrises over Saint Clements Bay! This delightful cottage offers a tranquil, vacation-like lifestyle with no HOA and prime waterfront access. It also presents income potential as it can sleep six. Meticulous planning has crafted this stunning home, which exudes the elegance of a high-end interior designer. Inside, you'll find a bright and airy living

    Julie Fuller EXP Realty, LLC

    39020 Sonnie Way, Clements, MD 20624
  • /71

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,105 Sq Ft

    36898 Bushwood Wharf Rd, Bushwood, MD 20618

    Embrace rural tranquility on this 1-acre St. Mary's County retreat, just moments from the Wicomico River's boating, fishing, and crabbing opportunities and , right at the Wharf, savor delicious meals at the restaurant . Enjoy the freedom of no HOA to craft your Baywise-certified paradise while staying conveniently close to Leonardtown’s amenities and major commuter routes to Pax River NAS,

    Beverly Aldridge Coldwell Banker Jay Lilly Real Estate

    36898 Bushwood Wharf Rd, Bushwood, MD 20618
  • /11

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    30087 Cross Woods Dr, Mechanicsville, MD 20659

    JUST REDUCED THIS IS A DEAL = THIS 3 BEDROM 1 1/2 BATH CAPE COD NEEDS A LITTLE WORK ITS WATERFRONT ON INDIAN CREEK WITH A PIER.

    Glen Elrod Elrod & Associates Real Estate, Inc

    30087 Cross Woods Dr, Mechanicsville, MD 20659
  • /40

    $429,000 New Construction

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

    24215 Thistle Place, Chaptico, MD 20621

    Here's a rare opportunity in Mill Point Shores! BRAND NEW CONSTRUCTION! This custom-built home is ready for its first owners! Enjoy views of the broad Wicomico River from the front porch, under the shade of the pecan tree. Built with your comfort in mind, this home features ceiling fans in nearly every room, with craftsman features, such as the 2-panel round-top interior doors, a custom-finished

    William Matthews RE/MAX One

    24215 Thistle Place, Chaptico, MD 20621
  • /21

    $499,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 3,004 Sq Ft

    37681 Asher Rd, Mechanicsville, MD 20659

    With space for everyone, this home has everything you need to make memories that will last a lifetime. With a spacious yard, fully renovated home, finished basement, and top-rated schools nearby, you’ll love living here!

    Christopher Carr HomeZu

    37681 Asher Rd, Mechanicsville, MD 20659
  • /2

    $435,000 Coming Soon

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

    26599 Yowaiski Mill Rd, Mechanicsville, MD 20659

    Coming soon to the Country Lakes Subdivision in Mechanicsville! More details and professional photos will be uploaded on or about August 22, 2025.

    Joseph Holland Maryland Residential Realty

    26599 Yowaiski Mill Rd, Mechanicsville, MD 20659
  • /2

    $439,900 Coming Soon

    • 5 Beds
    • 3 Baths
    • 2,484 Sq Ft

    29954 Richard Cir, Mechanicsville, MD 20659

    COMING SOON!!! PROFESSIONAL PICTURES WILL BE UPLOADED BEFORE PROPERTY BECOMES ACTIVE - Great Property! 5 Bedrooms, 3 Full baths, Living Room, Dining Area, Family Room, Laundry room, and on over an Acre of land. 1.36 Acres. The home offers space to spread out and grow. Large Private Back Yard, 1 Car Carport, Large Deck, and Ready for you. Do not wait on this one.

    Donna Lacey CENTURY 21 New Millennium

    29954 Richard Cir, Mechanicsville, MD 20659
  • /2

    $440,000 Open House 8/23

    • 5 Beds
    • 3 Baths
    • 2,010 Sq Ft

    26167 Cresent Ln, Mechanicsville, MD 20659

    Welcome to your dream home in the highly sought-after Wicomico Shores community! This beautifully maintained 5-bedroom, 3-bathroom residence is truly move-in ready, featuring a brand-new roof and flooring installed in 2024.Step inside and discover spacious living areas designed for comfort and style. The fully fenced backyard offers privacy and is perfect for outdoor activities, complete

    Amanda Holmes EXP Realty, LLC

    26167 Cresent Ln, Mechanicsville, MD 20659
  • /2

    $429,900 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,304 Sq Ft

    35866 Army Navy Dr, Mechanicsville, MD 20659

    Very nice 4, BR, 3 Bath Rambler in Wicomico Shores. Main level with LVP flooring in living room, country kitchen and hall way. Living Room with Bay Window, Kitchen with granite countertops, stainless steel applicances. Sliding Door off of Kitchen to large deck, fenced rear yard and shed. Door off kitchen to side of home. Full Hall Bath with ceramic flooring Tub/Shower combo with ceramic

    Kathryn Mausen Coldwell Banker Jay Lilly Real Estate

    35866 Army Navy Dr, Mechanicsville, MD 20659
  • /11

    $150,000

    • 3 Beds
    • 1.5 Baths
    • 974 Sq Ft

    22925 Pleasant Ln, Bushwood, MD 20618

    AS-IS – Investor Special! This 3-bedroom, 1.5-bath, single-level home offers incredible potential. Features include an enclosed porch (perfect as a family room), attached carport, and a long driveway leading to a extra large detached garage. With some vision and updates, this property could truly shine!

    NICOLE STEWART CENTURY 21 Envision

    22925 Pleasant Ln, Bushwood, MD 20618
  • /25

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft

    29831 Lee Rd, Mechanicsville, MD 20659

    Beautifully remodeled home in Golden Beach. On level living with new everything. New luxury vinyl planking, new carpet in bedrooms, newly remodeled bathrooms, new roof, new windows, new septic system, new hot water heater. You'll enjoy access to the beaches and boat ramps. Main suite has double closets and an ensuite bathroom. This home is also for rent so hurry, if it rents before it sells

    Joyce Krouse CENTURY 21 New Millennium

    29831 Lee Rd, Mechanicsville, MD 20659
  • /22

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    36797 Ricardo Dr, Bushwood, MD 20618

    This home is located in the tucked-away community of Longview Beach at 36797 Ricardo Drive, Bushwood, Maryland, and is currently priced at $380,000.00. Sitting on 10,500 sf. is just under 1/4 acre. This recently updated home with great features for winter is the perfect location for the summer. A new metal roof with lighting rods was installed in 2019, including upgrading installation in the

    Lisa Witherspoon Coldwell Banker Realty

    36797 Ricardo Dr, Bushwood, MD 20618
  • /32

    $375,000

    • 4 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    40760 King Dr, Mechanicsville, MD 20659

    Charming, Completely Renovated 4-Bedroom Rambler with Beautiful Landscaping & Plenty of ParkingWelcome home to this beautifully renovated 1,169 sq ft rambler-style gem offering the perfect blend of comfort, functionality, and modern design. This single-level ranch home features 4 bedrooms and 1 1⁄2 updated bathrooms, ideal for families, guests, or a home office setup.Step inside

    Taunya Greenwell Long & Foster Real Estate, Inc.

    40760 King Dr, Mechanicsville, MD 20659
  • /8

    $206,000

    • Land
    • 19 Acres
    • $10,597 per Acre

    38335 Collins Rd, Avenue, MD 20609

    Don’t miss your chance to own a combined 19.44 acres of beautiful, wooded land in the peaceful and picturesque 7th District. This sale includes two separate parcels: a 14.24-acre main lot located at the end of a private dead-end road on Collins Rd, and a 5.2-acre buffer lot (Outparcel A) on Olen Mattingly Rd. Together, these parcels offer privacy, potential, and the perfect setting for your dream

    Brittany Russell CENTURY 21 New Millennium

    38335 Collins Rd, Avenue, MD 20609
  • /5

    $7,500

    • Land
    • 0.30 Acre
    • $25,000 per Acre

    0 Hughes Ave Unit MDSM2026518, Chaptico, MD 20621

    Great opportunity to own in Mill Point Shores and use the pier and other community amenities. Call for details

    Jan Kleponis O'Brien Realty ERA Powered

    0 Hughes Ave Unit MDSM2026518, Chaptico, MD 20621
  • /6

    $24,900

    • Land
    • 0.18 Acre
    • $138,333 per Acre

    0 Long Leaf Ln Unit MDSM2026482, Leonardtown, MD 20650

    These wooded lots are almost across the street from the St. Clements Shores Community Park! Invest in undeveloped land now, for future building lot. Public sewer hook up planned to be available, as system expansion is slated to occur within a few years per MetCom. Currently could possibly be used for storage building or similar.

    Juliet Brown Residential Plus Real Estate Services

    0 Long Leaf Ln Unit MDSM2026482, Leonardtown, MD 20650
  • /11

    $135,000

    • Land
    • 1.46 Acres
    • $92,466 per Acre

    0 Three Notch Rd Unit MDSM2026484, Mechanicsville, MD 20659

    Two lots and two approved perc sites! Being sold together, 1.46 acres. Wooded and mostly level with slope on the north side. One lot has 180 ft and other has 157 ft of road frontage. If you're thinking of a home business, you could have 2 structures and plenty of visibility. Or build back off the road for more privacy, and an easy mid county commute in either direction. Also located near

    Juliet Brown Residential Plus Real Estate Services

    0 Three Notch Rd Unit MDSM2026484, Mechanicsville, MD 20659
  • /21

    $325,000 Open House 8/24

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    38440 Laurel Ridge Ct, Mechanicsville, MD 20659

    Welcome to 38440 Laurel Ridge Ct, a charming one-story brick rambler nestled on a quiet cul-de-sac in Mechanicsville, MD. This delightful 3-bedroom, 1-bathroom home offers just over 1100 square feet of meticulously updated living space, situated on an expansive (almost) 1 acre lot. Step inside to discover a thoughtfully remodeled interior boasting luxury plank flooring throughout, providing both

    Angela Carle Home Sweet Home Real Estate LLC

    38440 Laurel Ridge Ct, Mechanicsville, MD 20659
  • /2

    $140,000

    • Land
    • 4.08 Acres
    • $34,314 per Acre

    0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659

    Build Your Dream on 4.08 Acres in Riverwood Farms Mechanicsville, MD. Welcome to Cat Creek Road, nestled in the Riverwood Farms subdivision in Mechanicsville. This expansive 4.08-acre lot offers the perfect blend of privacy and convenience, providing an incredible opportunity to build your custom dream home in a peaceful, wooded setting. The property has already passed perc test, streamlining

    Michael Fitzgerald, II RE/MAX Closers

    0 Cat Creek Rd Unit MDSM2026434, Mechanicsville, MD 20659
  • /41

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,722 Sq Ft

    22681 Fairview Dr, Bushwood, MD 20618

    100% financing available!!!!!! Look no further!! Over 1,700 sq ft, 3 bedroom, 1 bath charming cottage is just what you are looking for! Explore serene living nestled in the Longview Beach community of Bushwood, MD. Arrive through the front entry to an open floor plan to include a modern kitchen, and living area with LVP flooring and brick surround fireplace. Kitchen is perfect for the chef of the

    Cheryl Bare CENTURY 21 New Millennium

    22681 Fairview Dr, Bushwood, MD 20618

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