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Homes for Sale near Middletown High School

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  • /50

    $450,000

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

    13903 Wolfsville Rd, Smithsburg, MD 21783

    Escape to your own private sanctuary where the views stretch for miles and nature surrounds you in every direction. Nestled on a scenic hillside along Wolfsville Rd, this 4-bedroom, 3 full bath home offers the perfect blend of peaceful living and everyday convenience.Step inside to a spacious and inviting layout, highlighted by a large open kitchen featuring a central granite island—ideal for

    Agent Photo

    Daniel Rios Ramirez

    Keller Williams Realty Centre

    (227) 888-0375

    13903 Wolfsville Rd, Smithsburg, MD 21783
  • /5

    $309,999

    • Land
    • 5.19 Acres
    • $59,730 per Acre

    10538 Baltimore National Pike, Myersville, MD 21773

    What a beautiful lot to build on, surrounded by undulating hills, mountain ridges, and pastoral valleys. Imagine the picture windows you'll enjoy. Welcome home to 5+ acres in Catoctin Meadow. Lot #1 of a 5 lot Executive Homesite sub development conveniently located just outside of Frederick, MD in Myersville and within the Middletown school district. Recorded lot is approved for 6 bedroom perc.

    Agent Photo

    Chris Dickerson

    The Glocker Group Realty Results

    (227) 205-1921

    10538 Baltimore National Pike, Myersville, MD 21773
  • /2

    $174,900

    • Land
    • 15.8 Acres
    • $11,070 per Acre

    0 Brown Unit MDFR2078564, Smithsburg, MD 21783

    15.8 acres of secluded, private, wooded land. Great hunting location.

    Agent Photo

    Linda Barkdoll

    Ronnie Martin Realty, Inc.

    (301) 720-1523

    0 Brown Unit MDFR2078564, Smithsburg, MD 21783
  • /72

    $775,000

    • 5 Beds
    • 6 Baths
    • 3,296 Sq Ft

    216 E Main St, Middletown, MD 21769

    Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half

    Denise Briggs Redfin Corp

    216 E Main St, Middletown, MD 21769
  • /80

    $989,000

    • 3 Beds
    • 3 Baths
    • 3,236 Sq Ft

    8939 Hawbottom Rd, Middletown, MD 21769

    Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace,

    Taylor Nitterhouse Whitetail Properties Real Estate, LLC

    8939 Hawbottom Rd, Middletown, MD 21769
  • /13

    $899,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,853 Sq Ft

    12417 Pleasant Walk Rd, Myersville, MD 21773

    Build your dream home on a rare scenic lot located in Wolfsville, MD. Choose from one of Lancaster Craftsmen Builders custom design homes starting at $899,500.00. Property is located in desirable Middletown area school district, 10 minute drive from Myersville and I-70, and walking distance from local parks and Wolfsville Elementary school. Lancaster Craftsmen Builders custom home designs include

    Charles Jenkins Charles Jenkins Signpost Realty

    12417 Pleasant Walk Rd, Myersville, MD 21773
  • /11

    $1,297,167 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,790 Sq Ft

    7453 Heritage Oak Terrace, Middletown, MD 21769

    Lot 4 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    7453 Heritage Oak Terrace, Middletown, MD 21769
  • /5

    $1,175,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 5,248 Sq Ft

    4509 Shaff Ln, Frederick, MD 21703

    Welcome to Dancing Woods. This stunning log home is situated on an 11.34 acre wooded lot in picturesque Braddock Heights. Exceptional privacy without sacrificing convenience. Expansive family room with vaulted ceiling and double sided fireplace opens into updated, gourmet kitchen and breakfast room. Main level also includes living room, dining room, and bedroom/office with en-suite full bath.

    Kimberly Hotaling RE/MAX Results

    4509 Shaff Ln, Frederick, MD 21703
  • /65

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    4623 Fishers Hollow Rd, Myersville, MD 21773

    Welcome to 4623 Fishers Hollow Road, where thoughtful craftsmanship, efficiency, and timeless design come together on over 5 private acres in beautiful Myersville. This custom-built 3-bedroom, 2.5-bath home offers over 2,200 square feet above grade plus a spacious lower level. The main level features an open floor plan with dramatic two-story ceilings and seamless flow throughout. A propane

    Brooke Austin-McAdam TTR Sotheby's International Realty

    4623 Fishers Hollow Rd, Myersville, MD 21773
  • /2

    $859,900 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,754 Sq Ft

    2616 Quebec School Rd, Middletown, MD 21769

    Coming Soon in Middletown! Welcome to 2616 Quebec School Road—an exceptional opportunity in the highly desirable Middletown area offering space, flexibility, and modern updates situated on 2.74 acres. This expansive home features 5 bedrooms and 4.5 baths, including a fully connected in-law suite—perfect for multi-generational living, guests, or added privacy. The in-law suite which has two

    Richard Phillips Northrop Realty

    2616 Quebec School Rd, Middletown, MD 21769
  • /99

    $699,900

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

    3213 Old National Pike, Middletown, MD 21769

    Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • /103

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 1,852 Sq Ft

    13405 John Kline Rd, Smithsburg, MD 21783

    Discover a truly stunning and rare opportunity to own 28.75 acres of private, picturesque land with an active horse farm and multiple income-producing possibilities. Tucked away in a peaceful and secluded setting with its own private entrance and “Misty Peaks” sign, this exceptional property offers breathtaking mountain views, where morning mist drifts beautifully over the surrounding

    Alena Kirillov RE/MAX Plus

    13405 John Kline Rd, Smithsburg, MD 21783
  • /72

    $820,000

    • 5 Beds
    • 5.5 Baths
    • 5,510 Sq Ft

    6 Gaver Way, Middletown, MD 21769

    Welcome to this stunning residence, where over 5,500 square feet of thoughtfully designed living space meets the demands of everyday ease and luxury. Start your mornings on the charming front porch, the perfect place to take in the sunrise. As you step inside, you are greeted by the warmth of gleaming hardwood floors that flow seamlessly throughout the entire main level, unifying the open-concept

    Emily Grimshaw Compass

    6 Gaver Way, Middletown, MD 21769
  • /60

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    11612 Meeting House Rd, Myersville, MD 21773

    Wake up every morning to breathtaking mountain views and end each evening with unforgettable sunsets from the comfort of your own home. Tucked away from the noise and traffic of the city, this stunning 4-bedroom, 3.5-bath retreat offers the perfect blend of peace, beauty, and everyday luxury.From the moment you arrive, the charming brick paver walkway and impressive stone façade create a warm

    Maria Kolick RE/MAX Realty Centre, Inc.

    11612 Meeting House Rd, Myersville, MD 21773
  • /44

    $399,000

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

    1936 Old National Pike, Middletown, MD 21769

    Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
  • /49

    $499,999

    • 3 Beds
    • 2 Baths
    • 2,079 Sq Ft

    2 Lombardy Dr, Middletown, MD 21769

    Welcome to 2 Lombardy Drive, right in the heart of Middletown’s Woodmere neighborhood—just steps from historic Main Street, where you’ll find charming restaurants, local shops, walking trails, and the community gathering spaces that make this town so special. Schools are just up the street, and everyday life here feels connected, walkable, and easy. Built by Morgan Keller, this beautifully

    Bobbi Prescott RE/MAX Results

    2 Lombardy Dr, Middletown, MD 21769
  • /73

    $1,395,000

    • 5 Beds
    • 2 Baths
    • 3,112 Sq Ft

    2730 Marker Rd, Middletown, MD 21769

    Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well... it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil

    Michelle Hodos Long & Foster Real Estate, Inc.

    2730 Marker Rd, Middletown, MD 21769
  • /86

    $469,000

    • 3 Beds
    • 3.5 Baths
    • 2,040 Sq Ft

    340 Shortleaf Cir, Frederick, MD 21702

    WHY WAIT FOR NEW CONSTRUCTION WHEN YOU CAN MOVE RIGHT IN TO THIS STUNNING BEAUTY!! Welcome to 340 Shortleaf Circle, a beautifully designed, nearly new Nassau villa set within the vibrant 55+ community of Bloomfields in Frederick. With its active lifestyle, thoughtfully planned surroundings, and sold out new construction, this is a rare opportunity to step right into a stunning end unit in a

    Joanna Brown Keller Williams Realty Centre

    340 Shortleaf Cir, Frederick, MD 21702
  • /46

    $449,000

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

    6215 S Clifton Rd, Frederick, MD 21703

    This single-family home offers comfort, convenience, and modern updates throughout with 4 bedrooms and 3 full bathrooms. The upper level features 3 bedrooms, a beautifully updated full bathroom, brand-new carpet, recessed lighting, and a convenient storage closet. On the main level, you'll find another full bathroom and a kitchen that boasts a new sink, countertops, and a dishwasher. Off the

    DAVID AYALA Charis Realty Group

    6215 S Clifton Rd, Frederick, MD 21703
  • /4

    $260,000

    • Land
    • 21.75 Acres
    • $11,954 per Acre

    21 3/4 AC Middle Point Rd, Myersville, MD 21652

    21 3/4 acre lot with direct road frontage. This lot has utilities at the site and there is a shared driveway in place. The lot is scheduled for perc test this spring. Do not miss this opportunity to build your dream home!

    Jay Day

    21 3/4 AC Middle Point Rd, Myersville, MD 21652
  • /4

    $255,000

    • Land
    • 6.64 Acres
    • $38,404 per Acre

    Lot 1 Wolfsville Rd, Myersville, MD 21773

    Bring your own builder! Beautiful views and private access to Middle Creek (enjoy trout fishing and swimming), also ideal for hunting, await you on this buildable lot with existing well and county approved 3 bedroom perc in sought after Myersville. Live here full time or create your own weekend/holiday retreat. While the acreage for the listing is accurate with a brand new site plan for each lot

    Susan Kelley Kelley Real Estate Professionals

    Lot 1 Wolfsville Rd, Myersville, MD 21773
  • /57

    $545,000

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

    9907 Mount Tabor Rd, Myersville, MD 21773

    Open House May 9 Sat. 12-3 PM *** Welcome Home Sweet Home *** If you’re looking for space, privacy, and that peaceful country feel, this 4-level home on 1.31 acres is must-see. Built in 1978 and thoughtfully updated over time, this 3-bedroom, 2 full and 1 half bath home offers comfort, character, and room to spread out while still being close to commuter routes.Inside you’ll find a warm and

    Darren Ahearn RE/MAX Results

    9907 Mount Tabor Rd, Myersville, MD 21773
  • /14

    $1,578,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,871 Sq Ft

    3120 Bidle Rd, Middletown, MD 21769

    Lot 2 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3120 Bidle Rd, Middletown, MD 21769
  • /2

    $525,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 3,368 Sq Ft

    3465 Brethren Church Rd, Myersville, MD 21773

    NO HOA and NO CITY TAXES! Welcome to this beautifully maintained brick rancher nestled on a scenic 0.46-acre lot in Myersville, backing to the Musket Ridge Golf Course and surrounded by peaceful wooded views. This thoughtfully designed ranch-style home offers over 3,300+ finished square feet with 3 official bedrooms and 3.5 baths, plus an additional finished room on the main level, ideal for a

    Cindy Clipp Long & Foster Real Estate, Inc.

    3465 Brethren Church Rd, Myersville, MD 21773
  • /60

    $474,900

    • 4 Beds
    • 2 Baths
    • 1,993 Sq Ft

    33 Fox Rock Dr, Myersville, MD 21773

    33 Fox Rock Drive is the kind of home that just feels easy the moment you walk in. This 4-bedroom, 2 full bath rancher has everything you need right where you need it. No stairs, no wasted space, and plenty of storage, just a layout that works for everyday life. From the moment you step inside, the freshly refinished hardwood floors catch your eye, bringing a natural warmth that carries

    Joanna Brown Keller Williams Realty Centre

    33 Fox Rock Dr, Myersville, MD 21773
  • /27

    $1,990,900 New Construction

    • 5 Beds
    • 6 Baths
    • 5,153 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    Lot 3 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3150 Bidle Rd, Middletown, MD 21769
  • /75

    $374,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    208 E Main St, Middletown, MD 21769

    Enjoy main street living with BRAND NEW HIGH-END FINISHES INSIDE & OUT including structural updates on Main street in Middletown! THIS COMPLETELY RENOVATED and BEAUTIFULLY RESTORED HOME HAS BEEN UPDATED THROUGH-OUT WITH ALL BRAND NEW ITEMS INCLUDING FOLLOWING: Roof & underneath sheathing to ensure a solid foundation for new materials, Electrical updated to code, new Plumbing and components

    Heather Ponce Maryland Elite Realtors

    208 E Main St, Middletown, MD 21769
  • /52

    $639,900

    • 4 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • /6

    $334,900

    • Land
    • 36 Acres
    • $9,303 per Acre

    4460 Middlepoint Rd, Myersville, MD 21773

    Beautifully wooded 36-acre property comprised of two adjoining parcels, perfect for your dream build! Whether you’re into nature walks or hunting, you’ll love the abundant wildlife, with frequent sightings of deer, turkey, foxes, and squirrels. Along with its natural charm, the property is ready for your future home, featuring a well already installed and an approved perc for a 3-bedroom house. A

    Preston Fouke Real Estate Innovations

    4460 Middlepoint Rd, Myersville, MD 21773
  • /28

    $149,000

    • Land
    • 1.66 Acres
    • $89,759 per Acre

    11908 Wolfsville Rd, Myersville, MD 21773

    1.66 acre flat building lot in Middletown School District. There is a small dwelling on property with kitchen, living room, 1.5 bathrooms, loft/bedroom ensuite with walk-in closet, washer and dryer, hot water heater, pressure tank, 2 mini splits (heat and AC). Separate garage on property too. Call listing agent for further information regarding the dwelling, well and septic.

    Wendy Friend RE/MAX Results

    11908 Wolfsville Rd, Myersville, MD 21773
  • /54

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,232 Sq Ft

    4432 Valley View Rd, Middletown, MD 21769

    Don't miss out on this very well maintained all-brick rancher situated on a level, half acre lot! This charming home features many updates and newer features -- including roof, water treatment system, well pump and much more. The kitchen boasts of solid surface countertops, tile backsplash and stainless steel appliances. Entering the living room, you will find a brick hearth fireplace and bright

    Dan Plombon Mackintosh, Inc.

    4432 Valley View Rd, Middletown, MD 21769
  • /81

    $435,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,652 Sq Ft

    110 Stone Springs Ln, Middletown, MD 21769

    Open House Saturday and Sunday 1-3pm. Beautifully updated townhome in sought after Glenbrook community backing to the Richland Golf club offering serene golf course views and an exceptional setting. Recent improvements include a brand-new architectural shingle roof, fresh paint, new carpet, and a stamped concrete patio. Gleaming solid oak hardwood floors and elegant accent molding highlight the

    Richard Phillips Northrop Realty

    110 Stone Springs Ln, Middletown, MD 21769
  • /5

    $245,000

    • Land
    • 9.41 Acres
    • $26,036 per Acre

    Lot 2 Wolfsville Rd, Myersville, MD 21773

    Bring your own builder! Beautiful views and private access to Middle Creek (enjoy trout fishing and swimming), also ideal for hunting, await you on this buildable lot with existing well and county approved 3 bedroom perc in sought after Myersville. Live here full time or create your own weekend/holiday retreat. While the acreage for the listing is accurate with a brand new site plan for each lot

    Susan Kelley Kelley Real Estate Professionals

    Lot 2 Wolfsville Rd, Myersville, MD 21773
  • /37

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    5622 Glen Hill Ct, Jefferson, MD 21755

    Welcome to the perfect blend of country charm and everyday convenience. This beautifully maintained 3 bedroom, 2.5 bath brick ranch sits on a cleared 0.97-acre lot, offering privacy, space, and scenic views backing to farmland. Originally built in 1983 and offered by the original owner, this home checks all of the boxes. Inside, you’ll find a functional layout featuring a stunning remodeled

    Jay Day LPT Realty, LLC

    5622 Glen Hill Ct, Jefferson, MD 21755
  • /51

    $401,000

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    231 Mountain Terrace, Myersville, MD 21773

    Myersville-3 Bedroom, 2.5 Bath, 3 level impeccably maintained End Unit Townhome with Stunning Mountain Views. Completely upgraded throughout, Kitchen has 3/4" Maple Hardwood Floors, extended Granite Countertops, all Baths have LVP Flooring, new fixtures and vanities. Large deck overlooks fully fenced rear and side yard. Close to commuter RTS, Washington Monument State Park (Appalachian Trail).

    Vernon Troxell RE/MAX Results

    231 Mountain Terrace, Myersville, MD 21773
  • /30

    $1,664,378 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    7460 Heritage Oak Terrace, Middletown, MD 21769

    Lot 2 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    7460 Heritage Oak Terrace, Middletown, MD 21769
  • /16

    $1,186,202 New Construction

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

    3130 Bidle Rd, Middletown, MD 21769

    Lot 1 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3130 Bidle Rd, Middletown, MD 21769
  • /23

    $250,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    3204 Bidle Rd, Middletown, MD 21769

    Enjoy country living right outside of downtown Middletown. This charming two bedroom, one bathroom home features fresh paint, stylish LVP flooring in the family room, beautiful granite countertops in the kitchen and a fenced in backyard. The hardwood staircase leads you to a small sitting area, full bathroom and two spacious bedrooms. Ample storage can be found in the large basement. Ideally

    Ronald Wolfe Charis Realty Group

    3204 Bidle Rd, Middletown, MD 21769
  • /2

    $484,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,552 Sq Ft

    4601 Feldspar Rd, Middletown, MD 21769

    Welcome to this well cared for home in the heart of Middletown, located within the highly sought after Blue Ribbon school district. Lovingly maintained by the same family for the past 11 years, this home offers a comfortable layout and design for all. Walk in on the main level; which includes a spacious living room, dining room, family room, kitchen, and convenient half bath; perfect for both

    Hilery Leatherman Charis Realty Group

    4601 Feldspar Rd, Middletown, MD 21769
  • /2

    $200,000

    • Land
    • 10 Acres
    • $20,000 per Acre

    10 AC Middlepoint Rd, Myersville, MD 21773

    10 ACRE HOMESITE WITH SHARED DRIVEWAY ALREADY IN PLACE. UTILITIES HAVE ALREADY BEEN RUN. SELLER IS HAVING PERC TESTING DONE THIS SPRING. GREAT OPPORTUNITY TO OWN A LOT AND BUILD YOUR HOME!

    Jay Day

    10 AC Middlepoint Rd, Myersville, MD 21773

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