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Middleburg, MD Homes for Sale

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  • /39

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    18812 Island Dr, Hagerstown, MD 21742

    REDUCED!!Inviting one-level living -- Welcome to 18812 Island Drive -- With no city taxes, no HOA and 2300 square feet of thoughtfully designed living space all on one level. Please remove shoes or use the booties when entering, thank you. This 3-bedroom, 2 bath rancher with high efficiency natural gas heat offers the perfect blend of comfort, accessibility and modern style. This home features

    Thomas Test Real Estate Innovations

    18812 Island Dr, Hagerstown, MD 21742
  • /52

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 3,522 Sq Ft

    209 W Irvin Ave, Hagerstown, MD 21742

    Classic all-brick Colonial featuring 4 bedrooms and 2.5 baths—truly a timeless gem! From the moment you enter the foyer, you'll feel the character and warmth of this cherished home. The spacious living room offers a cozy fireplace and access to a charming brick-covered side porch, perfect for relaxing. Enjoy formal meals in the elegant dining room with a built-in china cupboard. The main level

    Cathy Wantz Real Estate Today

    209 W Irvin Ave, Hagerstown, MD 21742
  • /62

    $427,500

    • 5 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    13715 Dixie Dr, Hagerstown, MD 21742

    Welcome home!! This beautiful rancher is located in the Orchard Hills neighborhood on the North End of Hagerstown. Just outside of city limits, the home sits on .4 acres and boasts 5 bedrooms, 3 full bathrooms, and 1 half bath with a shower. This home offers the perfect opportunity to househack (rent out extra space to help pay the mortgage), multigenerational living, or as an investment

    Jeffrey Allenczy The KW Collective

    13715 Dixie Dr, Hagerstown, MD 21742
  • /43

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    18123 Boxford Ln, Hagerstown, MD 21740

    Don’t miss this charming colonial located in the highly sought-after Seneca Ridge community! Featuring 3 bedrooms and 2.5 bathrooms, this home offers a spacious and functional layout. Upon entering, you'll find an open floor plan with a home office, convenient half bath, and mudroom. The beautiful kitchen flows seamlessly into the family room and features granite countertops, stainless steel

    Toby Wantz Real Estate Today

    18123 Boxford Ln, Hagerstown, MD 21740
  • /49

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 2,453 Sq Ft

    12610 Rosencrans Dr, Hagerstown, MD 21740

    Discover this exceptional Executive Home in the desirable Hagers Crossing subdivision, built in 2020 and meticulously maintained in excellent condition. The home offers a spacious 2,453 sq. ft. of living space, perfect for customization to suit your lifestyle. Enjoy the convenience of an attached front-entry garage with space for two vehicles, complemented by a driveway that accommodates

    Jennifer Whitehead Coldwell Banker Premier

    12610 Rosencrans Dr, Hagerstown, MD 21740
  • /28

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    486 Mcdowell Ave, Hagerstown, MD 21740

    LIVE ON ONE SIDE, RENT THE OTHER! 488 is also for sale and is currently rented. Conveniently located near shopping, public transportation, a new baseball field, the Maryland Theatre, restaurants, and more! New construction is happening just down the street.Features 3 bedrooms, with a pass-through from the 2nd to the 3rd bedroom leading to 1 full bath. Unit includes a living room, formal

    Yahaira Diaz EXP Realty, LLC

    486 Mcdowell Ave, Hagerstown, MD 21740
  • /59

    $424,900

    • 4 Beds
    • 2.5 Baths

    14732 Cedarbrook Dr, Greencastle, PA 17225

    Welcome Home! This spacious and move-in-ready 4-bedroom, 2.5-bath colonial is perfect for the whole family. The main level features a bright eat-in kitchen with hardwood floors, a center island, and space for a table. There’s also a formal dining room, a cozy family room with hardwood floors, a gas fireplace, and a living room that's been converted into a versatile office.Upstairs, you’ll

    Yahaira Diaz EXP Realty, LLC

    14732 Cedarbrook Dr, Greencastle, PA 17225
  • /42

    $410,000

    • 4 Beds
    • 3 Baths
    • 3,202 Sq Ft

    1011 Oak Hill Ave, Hagerstown, MD 21742

    Welcome to 1011 Oak Hill Avenue. This brick home was built in 1904 and combines the charm of old Victorian home with modern upgrades in the kitchen and bathrooms. Enjoy sitting outside on the large front porch or inside in front of the gas fireplace. The spacious home features 4 bedrooms and 3 full bathrooms. The driveway extends all the way back to a garage with enough space for several cars.

    Peggy Steich Infinity Real Estate

    1011 Oak Hill Ave, Hagerstown, MD 21742
  • /32

    $179,900

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    34 High St, Hagerstown, MD 21740

    Welcome Home to 34 High Street! This semi-detached home is move-in-ready, at an affordable price! The home features off-street parking in the back, and an oversized side-yard! The property has a total of 3 bedrooms, 1 full and 1 half bathroom, and tall ceilings! Laundry hookup on the main floor. The home has CENTRAL heat, and air conditioning. The property also features mostly replacement windows

    Christian Dickerson The Glocker Group Realty Results

    34 High St, Hagerstown, MD 21740
  • /78

    $825,000

    • 7 Beds
    • 7 Baths
    • 4,730 Sq Ft

    939 The Terrace, Hagerstown, MD 21742

    Live in timeless elegance in this magnificent historic stately home, perfectly situated on highly sought-after The Terrace in Hagerstown’s North End! Offering over 7,000 square feet of living space on a sprawling .83-acre lot stretching from The Terrace to Forest Drive, this impressive Federal-style residence showcases unmatched architectural beauty, charm, and grandeur. With 7 bedrooms, 4 full

    Toby Wantz Real Estate Today

    939 The Terrace, Hagerstown, MD 21742
  • /36

    $365,000 Open Tue 4PM - 6PM

    • 3 Beds
    • 1.5 Baths
    • 2,891 Sq Ft

    901 Beechwood Dr, Hagerstown, MD 21742

    Welcome to this beautifully updated 1945 home, perfectly set on a spacious corner lot. Inside, you’ll find freshly refinished hardwood floors, new waterproof vinyl flooring, and a bright interior with new paint and updated lighting throughout. The spacious living room features a cozy fireplace and flows into a formal dining room, ideal for gatherings. The kitchen has been refreshed with granite

    Naomi Smith Keller Williams Flagship

    901 Beechwood Dr, Hagerstown, MD 21742
  • /44

    $358,000

    • 3 Beds
    • 2 Baths
    • 2,383 Sq Ft

    1319 The Terrace, Hagerstown, MD 21742

    This home is such a find – a charming 3 bed/2 full bath all-brick rancher on one of the most beautiful streets in Hagerstown. Gleaming hardwood floors welcome you into a spacious, light-filled living room anchored by a huge bay window and built-in cabinets. The formal dining room has more detailed woodwork, built-in corner cabinets with glass doors to display your serving pieces, illuminated by a

    Elizabeth Williams Berkshire Hathaway HomeServices Homesale Realty

    1319 The Terrace, Hagerstown, MD 21742
  • /53

    $325,000

    • 5 Beds
    • 1.5 Baths

    957 Woodland Pkwy, Waynesboro, PA 17268

    Well-maintained 5BR/1.5BA home in State Line, PA. Located on a wide street with numerous updates throughout. Driveway repaved (2025), new roof (2023), new heat pump (2020). Spacious layout includes family room with wood-burning stove, living room with propane fireplace, and dining room with hardwood floors. Kitchen features breakfast nook; appliances convey. Rear deck overlooks landscaped yard

    Dean Martin Long & Foster Real Estate, Inc.

    957 Woodland Pkwy, Waynesboro, PA 17268
  • /32

    $210,000

    • 3 Beds
    • 2 Baths

    29 S Washington St, Greencastle, PA 17225

    Charming 3-Bedroom Home in the Heart of Greencastle, PA!Welcome to this beautifully updated 3-bedroom, 2-bath home located just minutes from downtown Greencastle’s popular restaurants, shops, and local amenities. Featuring a freshly painted interior, this home offers a warm and inviting atmosphere with recent upgrade throughout. The kitchen boasts brand-new countertops and

    Shawn Shaffer Coldwell Banker Realty

    29 S Washington St, Greencastle, PA 17225
  • /37

    $309,900

    • 3 Beds
    • 1 Bath
    • 1,617 Sq Ft

    15576 Pennsylvania Ave N, Greencastle, PA 17225

    Charming and well-maintained colonial offering 3 bedrooms, 1 full bath and a wonderful mix of character and updates. The inviting foyer welcomes you into a spacious living room featuring a large front window, new plank ceiling, cozy fireplace, crown molding and French doors that open to the formal dining room. The dining room boasts gleaming hardwood floors, another large window for natural light

    Kelli Stouffer RE/MAX Realty Agency, Inc.

    15576 Pennsylvania Ave N, Greencastle, PA 17225
  • /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,750 Sq Ft

    12933 Little Hayden Cir, Hagerstown, MD 21742

    Welcome home to easy living in this end-unit ranch condo in the desirable Cortland Manor community! With true single-level living, spacious rooms, and 9’ ceilings throughout, this home offers an irresistible blend of comfort and convenience. The open, functional kitchen flows seamlessly to the dining area, while two bedrooms provide flexibility—one with direct access to a private, tree-lined rear

    Paul Hayes EXP Realty, LLC

    12933 Little Hayden Cir, Hagerstown, MD 21742
  • /37

    $345,000

    • 3 Beds
    • 4 Baths
    • 1,936 Sq Ft

    217 Mealey Pkwy, Hagerstown, MD 21742

    CHARMING COLONIAL HOME ON A BEAUTIFUL TREE-LINED STREET! THIS HOME HAS 3 BEDROOMS, 4 BATHROOMS AND IS JUST WAITING FOR A NEW FAMILY TO FALL IN LOVE! WELCOME GUESTS TO THE LARGE FOYER AND MOVE INTO THE LIGHT AND BRIGHT LIVING ROOM WITH GAS FIREPLACE AND BUILT IN SHELVES AND CABINETS. OFF THE LIVING ROOM IS A STUDY OR YOGA ROOM OR PLAYROOM. THE LIVING ROOM OPENS TO THE FORMAL DINING ROOM WITH A

    Frances Parks Berkshire Hathaway HomeServices Homesale Realty

    217 Mealey Pkwy, Hagerstown, MD 21742
  • /29

    $349,900

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

    18615 Preston Rd, Hagerstown, MD 21742

    Very charming 3 bedroom / 2 full bath home that has been beautifully maintained and updated. The large living room includes a fireplace. There is great natural light throughout the home. The large FENCED back yard has a 2-tier patio, and a fire pit. NEW roof (2018), NEW hot water heater (2019), and NEW oil heater (2020). Located close to Fountain Head Country Club. NO CITY TAXES. Looking

    Elaine Spies Real Estate Innovations

    18615 Preston Rd, Hagerstown, MD 21742
  • /35

    $319,900

    • 4 Beds
    • 3 Baths
    • 1,795 Sq Ft

    116 Hykes Rd E, Greencastle, PA 17225

    Welcome Home to this beauty! Featuring 4 bedrooms and 3 Full Bathrooms. 4th bedroom is on the lower level and could be used as a family room. Your Updated Kitchen is ready for you to entertain and relax by sitting on the deck and enjoying a great back yard. Perfect for commuters! Location is close to schools, shopping, I81 & Hagerstown Regional Airport. Move-In ready, just waiting for you to

    KERRI FUGATE The KW Collective

    116 Hykes Rd E, Greencastle, PA 17225
  • /34

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft

    1651 Woodlands Run, Hagerstown, MD 21742

    Woodlands Run North unit featuring 2 bedrooms, 2 baths and loft area overlooking the living room. Open floor plan concept with lots of natural light and covered patio.

    Darwyn Benedict Kandor Real Estate

    1651 Woodlands Run, Hagerstown, MD 21742
  • /23

    $99,900

    • 3 Beds
    • 1 Bath
    • 744 Sq Ft

    128 Clarkson Ave, Hagerstown, MD 21740

    Charming & Spacious Home in a Prime Hagerstown Location!Welcome to 128 Clarkson Ave—a cozy and inviting home that’s perfect for comfortable living. Featuring 3 bedrooms and 1 full bath on the main level, along with a spacious kitchen, family room, and dining room, this home offers plenty of space for daily life and entertaining. Upstairs, you’ll find two additional bedrooms, ideal for family,

    Alena Kirillov RE/MAX Plus

    128 Clarkson Ave, Hagerstown, MD 21740
  • /38

    $675,000

    • Studio
    • 3,556 Sq Ft

    505 W Church St, Hagerstown, MD 21740

    Prime Multi-Family Investment – High Income, Low MaintenanceSeize this exceptional opportunity to own a fully occupied, all-brick, six-unit property just minutes from downtown Hagerstown, currently generating $6,650+ in monthly rental income with potential to increase to full market rates.Each spacious unit offers approximately 700 sq ft of living space, separate electric meters

    Roberto Gonzalez RG Realty, Inc.

    505 W Church St, Hagerstown, MD 21740
  • /37

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,956 Sq Ft

    109 Calvert Terrace, Hagerstown, MD 21742

    Great home in the sought after North End of Hagerstown. Quiet street and close to all the amenities anyone would need. The home was completely updated within the last 5 years. Beautiful hardwood floors, ceramic floors in the kithen and bathrooms. Granite counter tops in kitchen, There is an awesome area off of the kitchen to use for everyday dining and sitting area or use for your formal dining

    Roland Layman Samson Properties

    109 Calvert Terrace, Hagerstown, MD 21742
  • /51

    $359,900

    • 3 Beds
    • 3 Baths
    • 2,762 Sq Ft

    12093 Gearhart Rd, Greencastle, PA 17225

    This large 3-bedroom home sets at the end of a long driveway where you can park in your 2-car garage. You'll enjoy the privacy given by all the mature trees situated along with board of the 1-arce+ property. The house has many unique feature including a vaulted ceiling in the living room. Many updates have been recently made which includes the roof and laminate floors. You enjoy having breakfast

    Charles Len Eaton Long & Foster Real Estate, Inc.

    12093 Gearhart Rd, Greencastle, PA 17225
  • /41

    $345,000

    • 4 Beds
    • 3 Baths
    • 1,572 Sq Ft

    13607 Grandview Dr, Hagerstown, MD 21742

    Welcome to 13607 Grandview Dr – The Perfect Blend of Location, Comfort & Opportunity!Location, location, location! Just minutes from shopping, dining, and a quick jump onto I-81, this ranch-style home offers unbeatable convenience and true one-level living.Whether you're a first-time homebuyer looking for a solid home you can make your own, or an investor seeking your next rental

    Julianne Lesniak EXP Realty, LLC

    13607 Grandview Dr, Hagerstown, MD 21742
  • /46

    $272,000

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    34 Elizabeth St, Hagerstown, MD 21740

    Beautifully renovated 2-bedroom, 2-bath single-family home offering approximately 1,600 square feet of living space. The home features all new flooring throughout, fresh paint, and a completely updated kitchen with quartz countertops, new cabinetry, and upgraded stainless steel appliances including refrigerator, stove, microwave, dishwasher, and washer and dryer. Both bathrooms have been fully

    Roberto Gonzalez RG Realty, Inc.

    34 Elizabeth St, Hagerstown, MD 21740
  • /47

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft

    1223 Glenwood Ave, Hagerstown, MD 21742

    Charming 4-Bedroom Retreat in the Heart of Carroll Heights, Hagerstown Discover your dream home in the serene and sought-after Carroll Heights neighborhood of Hagerstown! This stunning 4-bedroom, 2-full-bathroom residence offers the perfect blend of modern upgrades and suburban tranquility, ideal for those seeking a peaceful escape with contemporary comforts. Step inside to find a beautifully

    Jonathan Minerick Homecoin.com

    1223 Glenwood Ave, Hagerstown, MD 21742
  • /30

    $279,000

    • 2 Beds
    • 2 Baths

    12909 Little Hayden Cir Unit 2, Hagerstown, MD 21742

    PRICE IMPROVEMENT – AN AMAZING OPPORTUNITY! Located in the desirable Cortland Manor community—an all-ages neighborhood (not a 55+ community)—this beautifully maintained single-level home offers the perfect blend of comfort, convenience, and low-maintenance living. This 2-bedroom, 2-bath rancher features a bright, open floor plan with sun-filled living and dining areas and a well-appointed

    Nikita Ly Samson Properties

    12909 Little Hayden Cir Unit 2, Hagerstown, MD 21742
  • /17

    $370,000

    • 6 Beds
    • 4 Baths
    • 2,560 Sq Ft

    721 George St, Hagerstown, MD 21740

    Remodeled Duplex – Ideal Investment or House Hack Opportunity! Don’t miss your chance to own this beautifully remodeled duplex offering a comfortable and modern lifestyle for its fortunate occupants. Whether you're an investor looking for two outstanding rental units or a homeowner interested in "house hacking" by living in one unit and renting out the other, this property is a must-see! Each of

    Tony Villeda Vista Properties Group

    721 George St, Hagerstown, MD 21740
  • /33

    $219,900

    • 3 Beds
    • 1 Bath
    • 1,458 Sq Ft

    823 Mulberry Ave, Hagerstown, MD 21742

    Charming Brick Half Duplex in North End Hagerstown!Welcome to 823 Mulberry Ave, a beautifully maintained brick half duplex that blends timeless character with modern comfort. Built in 1908 and nestled in the sought-after North End neighborhood, this two-story home offers 3 spacious bedrooms, 1 full bath, and over 1,450 finished square feet of living space above grade.Property Highlights:

    Karen Hetrick Coldwell Banker Realty

    823 Mulberry Ave, Hagerstown, MD 21742
  • /43

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,341 Sq Ft

    12432 Gemstone Dr, Hagerstown, MD 21740

    Welcome to your future Stunning home in an upscale community that has been meticulously maintained and fully updated—just move in and enjoy, where comfort and convenience await in the Haggers Crossing community of Hagerstown! Step into a meticulously maintained sanctuary where comfort and convenience intertwine, presenting an exquisite opportunity for your family's next chapter. This home

    Imran kazmi Long & Foster Real Estate, Inc.

    12432 Gemstone Dr, Hagerstown, MD 21740
  • /28

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,390 Sq Ft

    367 Devonshire Rd, Hagerstown, MD 21740

    Welcome to this spacious and beautifully updated 3-bedroom, 1.5-bath rancher in a prime location! This charming home offers the perfect blend of comfort, style, and convenience with a modern layout and tasteful finishes throughout. Enjoy generous living areas filled with natural light, a bright kitchen with modern touches, and a functional floor plan ideal for both everyday living and

    Angie Rodriguez EXP Realty, LLC

    367 Devonshire Rd, Hagerstown, MD 21740
  • /28

    $345,000

    • Studio
    • 2,700 Sq Ft

    488 Mcdowell Ave, Hagerstown, MD 21740

    Conveniently located near shopping, public transportation, a new baseball field, the Maryland Theatre, restaurants, and more! New construction happening just down the street.This income-generating duplex offers great potential. Each side features 3 bedrooms, with a pass-through from the 2nd to 3rd bedroom leading to 1 full bath. Both units include a living room, formal dining room, eat-in

    Yahaira Diaz EXP Realty, LLC

    488 Mcdowell Ave, Hagerstown, MD 21740
  • /54

    $550,000

    • 4 Beds
    • 4 Baths
    • 2,477 Sq Ft

    12661 Barton Dr, Hagerstown, MD 21740

    ***The home loan is assumable at an attractive rate of 2.75%. The seller is also offering $10,000 in closing assistance with a $550,000 appraisal.*** SOLD AS IS!This stunning move-in ready home and GORGEOUS fully fenced home, offers 4 Bedrooms, 4 full Baths, and a host of desirable features. The open floor plan includes an upgraded kitchen with top-of-the-line amenities such as an

    Sheila Wooden EXIT ESSENTIALS REALTY, LLC

    12661 Barton Dr, Hagerstown, MD 21740
  • /34

    $340,000

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    818 View St, Hagerstown, MD 21742

    This lovely home was newly constructed in 2007 on a quiet street on the north end of Hagerstown, featuring a well-designed living space. Inside you will find an open concept floor plan. The main level contains kitchen, living, and dining spaces, all featuring oak hardwood floors, and a half bath with a ceramic tile floor. Off the first floor is a covered, screened deck overlooking the fenced

    Lawrence Lessin Save 6, Incorporated

    818 View St, Hagerstown, MD 21742
  • /22

    $279,000

    • 2 Beds
    • 2 Baths

    12993 Little Hayden Cir, Hagerstown, MD 21742

    ONE LEVEL LIVING! Welcome to this move in ready patio style home with fresh paint and cleaned carpets! Features 2 large bedrooms, the primary bedroom with attached private bath, and a 2nd bedroom with a full bath in the hallway. Large Living/Dining in front of the house leading to the well equipped kitchen with lots of beautiful cabinetry and great counter space. Laundry is off the

    Barbara Harshman RE/MAX Results

    12993 Little Hayden Cir, Hagerstown, MD 21742
  • /38

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    18130 Clearway Dr, Hagerstown, MD 21740

    Renovations are completed on the upper level!! See the photos! Days on Market has been the time to have renovations completed. This home offers the perfect blend of upgrades and exciting potential for your personal touch on the lower level! MAJOR improvements have already been completed, including a beautifully remodeled luxury kitchen and a state-of-the-art 3-Ton GEOTHERMAL HVAC system —

    Cynthia Grimes Berkshire Hathaway HomeServices PenFed Realty

    18130 Clearway Dr, Hagerstown, MD 21740
  • /32

    $308,000

    • 3 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    1113 Green Ln, Hagerstown, MD 21742

    Sought after North End Hagerstown location. The home is located on a quiet dead end street with minimal traffic. Convenient to all types of shopping , Dining and commuting. Affordable home with off street parking and practically maintenance free. Walking distance to all 3 levels of schools, Elementary, Middle and High School. Only a short walk to the neighborhood park. The home features 3

    Roland Layman Samson Properties

    1113 Green Ln, Hagerstown, MD 21742
  • /27

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    13828 Countryside Dr, Maugansville, MD 21767

    Welcome home to this well-maintained 3-bedroom, 1 bath rancher nestled on a spacious .55 acre lot in a quiet setting. This property offers the best of both worlds-peaceful surroundings and easy access to I-81 for a smooth commute to MD/PA.Inside, you'll find a comfortable layout with a newly remodeled kitchen and laminated hardwood floors for easy clean-up. Outside, enjoy the large

    Jody Jones Coldwell Banker Realty

    13828 Countryside Dr, Maugansville, MD 21767
  • /24

    $289,000

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    17630 Slate Way, Hagerstown, MD 21740

    Welcome to 17630 Slate Way in Hagers Crossing! Beautiful 3 Bedroom 2.5 Bathroom nestled in a family friendly neighborhood with a finished basement perfect for a rec room or office, unique concrete kitchen counters, and large living/dining room area. NEW ROOF BEING INSTALLED! Walking distance to elementary school, easy access to I-81 to make commuting a breeze, and shopping and restaurants

    Robert Krop Keller Williams Realty Centre

    17630 Slate Way, Hagerstown, MD 21740

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