314

Duplexes for Sale in Chicago, IL

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  • /16

    $1,425,000

    • 10 Beds
    • 7 Baths

    1753 W Cornelia Ave, Chicago, IL 60657

    RARELY AVAILABLE 3 FLAT IN ROSCOE VILLAGE FEATURES DUPLEX UNIT, #1, 4 BEDROOM, 3 BATH DUPLEX DOWN, #2, 3 BEDROOM, 2 BATH #3, 3 BEDROOM 2 BATH! TWO UNITS ARE RENOVATIONS WITH QUARTZ COUNTERS, STAINLESS KITCHEN APPLIANCES, ESPRESSO HARDWOOD FLOORS AND IN-UNIT LAUNDRY. DUPLEX DOWN FEATURES CENTRAL AIR, GFA HEATING, SPACIOUS ISLAND KITCHEN, TALL CEILINGS, HARDWOOD FLOORS, OPEN LIVING/DINING ROOM,

    Stephen Fisher Westward360 RM

    1753 W Cornelia Ave, Chicago, IL 60657
  • /23

    $375,000

    • 10 Beds
    • 6 Baths

    4800 S Wood St, Chicago, IL 60609

    Excellent investment opportunity in Back Of The Yards! Currently setup as mixed use with retail space on front portion of lower level plus single residential unit in the rear. Second floor is setup with 3 apartments and walkup finished attic for additional potential living space. Currently zoned RS3 (pure multi family) with potential to rezone for mixed use. Old retail space can be easily

    Michael Scanlon eXp Realty

    4800 S Wood St, Chicago, IL 60609
  • /21

    $1,095,000

    • 9 Beds
    • 6 Baths

    2620 W Evergreen Ave, Chicago, IL 60622

    This all-brick multi-family property offers a rare combination of charm, stability, and upside potential. With four total units spread across two buildings, this is an excellent opportunity for both investors and owner-occupants. The 3-story building features a spacious 3-bedroom, 2-bath duplex-down unit that's perfect for an owner or premium rental. Two additional 2-bedroom, 1-bath units

    Georg Simos Kudan Group, Inc.

    2620 W Evergreen Ave, Chicago, IL 60622
  • /20

    $612,999

    • 5 Beds
    • 3 Baths

    4224 N Kimball Ave, Chicago, IL 60618

    Fantastic Albany Park location! Rehabbed 2 unit with a duplex up 3br 2ba unit rented at $2440 to 11/1/25 so perfect for owner occupants to move in and a beautiful backyard with a newer built (2019) 2 car garage which is rented month to month at $284 to a neighbor, tenants are awesome and happy to stay if you want to extend their leases. 2br 1ba unit is rented $1700. Furnaces/waterheaters and

    Henry Lazerow Fulton Grace Realty

    4224 N Kimball Ave, Chicago, IL 60618
  • /19

    $285,000

    • 1 Bed
    • 2.5 Baths
    • 1,776 Sq Ft

    212 E 44th St Unit 2, Chicago, IL 60653

    Lives like a house with all of the conveniences of a professionally managed HOA! A near 1800sqft duplex with 3 bedrooms + den, 2.5-bath in the historic Alexander Condominiums building. Features include exposed brick, high ceilings, freshly painted rooms, and crown molding. 42-inch oak cabinets, granite countertops, and stainless appliances. Hardwood floors throughout kitchen, dining room, living

    Ashley Kaehn Compass

    212 E 44th St Unit 2, Chicago, IL 60653
  • /42

    $559,000

    • 2 Beds
    • 3 Baths
    • 2,400 Sq Ft

    531 S Plymouth Ct Unit 602, Chicago, IL 60605

    Showstopping and unique 2400 sf penthouse timber and brick loft, situated in the heart of Printers Row! Recently upgraded and remodeled duplex unit in the highly sought after Mergenthaler building. First level features modern kitchen with open shelving, concrete and quartz counter tops, Wolf, Viking and Miele appliances, and a nice dining area with electric fireplace. Cleverly designed primary

    Madelaine Gerbaulet-Vanasse Meliora Real Estate Group LLC

    531 S Plymouth Ct Unit 602, Chicago, IL 60605
  • /31

    $2,300,000

    • 4 Beds
    • 5.5 Baths
    • 4,265 Sq Ft

    3030 N Lake Shore Dr Unit PH401, Chicago, IL 60657

    3030 N Lake Shore Drive PH 401 is a 4,265-square-foot 4-bedroom duplex penthouse in East Lakeview with two outdoor spaces and treetop views that overlook Lake Michigan. Occupying the top two floors of the Meeker Mansion, a palatial manse that was originally built in 1913 for industrialist Arthur Meeker and later transformed into luxury condos by LR Development, this Georgian-style building

    Ryan Preuett Jameson Sotheby's Intl Realty

    3030 N Lake Shore Dr Unit PH401, Chicago, IL 60657
  • /21

    $3,600,000

    • 3 Beds
    • 3.5 Baths
    • 3,505 Sq Ft

    435 N Michigan Ave Unit 2004, Chicago, IL 60611

    Residence 2004 at Tribune Tower is a rare offering-an architectural masterpiece where historic grandeur meets modern sophistication. This extraordinary three-bedroom duplex stands apart with soaring 18-foot ceilings, sweeping east-facing views, and eight Juliet balconies that seamlessly blend city energy with the timeless elegance of the Tower's historic facade. Meticulous attention to detail

    Mitch Gundogdu Kale Realty

    435 N Michigan Ave Unit 2004, Chicago, IL 60611
  • /35

    $899,999 Open Sat 2:30PM - 4PM

    • 3 Beds
    • 3 Baths

    2411 W Walton St Unit 2B, Chicago, IL 60622

    One of a kind, PENTHOUSE DUPLEX located in the Sanctuary Lofts Condominiums of Ukrainian Village. Originally a Church, rectory and school, this boutique elevator building, houses a community of 13 homes. Unit 2B includes 3 bedrooms, 3 full baths, 2 balconies and a PRIVATE 1500 SF ROOFTOP DECK, showcasing 360 views of the Chicago Skyline. Enter the home to a foyer that steps down to the

    Terri Buseman RE/MAX Premier

    2411 W Walton St Unit 2B, Chicago, IL 60622
  • /40

    $1,299,900

    • 4 Beds
    • 3.5 Baths

    200 E Delaware Place Unit 8-9C, Chicago, IL 60611

    One-of-a-kind 4 bedroom, 3.5 bathroom duplex up in one Chicago's most established neighborhoods- the Gold Coast. This home is truly move in ready, with every inch thoughtfully designed with high end finishes and fixtures throughout. Enjoy over 3400 square feet across 2 expansive levels with corner windows, motorized shades, and abundant storage in every room. Kitchen is well equipped with Dacor

    Camille Canales Compass

    200 E Delaware Place Unit 8-9C, Chicago, IL 60611
  • /26

    $669,000

    • 2 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    737 W Washington Blvd Unit 3003, Chicago, IL 60661

    Now available in the heart of the West Loop, this rarely available 2 bed, 2.5 bath duplex condo in the Skybridge building offers east-facing city views and a private balcony. The main level includes an open living and dining area, kitchen, half bath, in-unit laundry, and balcony access. Upstairs features a primary suite with en-suite bath and a second bedroom with a full bath just outside the

    Emir Vulic Berkshire Hathaway HomeServices Chicago

    737 W Washington Blvd Unit 3003, Chicago, IL 60661
  • /5

    $300,000

    • 4 Beds
    • 3 Baths

    6523 S Evans Ave, Chicago, IL 60637

    Prime investment or owner occupant opportunity in the thriving Woodlawn neighborhood! Less than 10 minutes away from Jackson Park Golf Course, the DuSable Black History Museum, and the world renowned Museum of Science and Industry. Well-maintained, multi-unit building (2-Units) already a reliable income-generating property with tenants in place who are eager to remain. Separate utilities (gas

    Tanesha Pratt Coldwell Banker Realty

    6523 S Evans Ave, Chicago, IL 60637
  • /47

    $750,000

    • 6 Beds
    • 3 Baths

    2909 N Hoyne Ave, Chicago, IL 60618

    Welcome to this well-maintained and stylishly updated 2-flat with additional non-conforming basement unit, perfectly positioned on a full 25x125 lot in the heart of West Lakeview-less than a block from Hamlin Park! This high-demand location is surrounded by million-dollar homes and offers unbeatable access to outdoor and urban amenities! Inside, this turnkey investment features a total of 6

    Leigh Marcus @properties Christie's International Real Estate

    2909 N Hoyne Ave, Chicago, IL 60618
  • /30

    $545,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 5 Baths
    • 2,600 Sq Ft

    4355 S Lake Park Ave Unit 2N, Chicago, IL 60653

    THE WINDSOR - NORTH KENWOOD 2600 SQFT 3-4BED/3.5BATH DUPLEX UP PENTHOUSE HOME WITH MODERN FINISHES*ELEGANT HARDWOOD FLOORS*GORGEOUS LIGHTING*CROWN MOULDING*BEAUTIFUL WAINSCOTING*CUSTOM KITCHEN WITH LIGHTED 54" GLASS CABINETS*GRANITE COUNTERTOPS*BREAKFAST BAR*HIGH-END STAINLESS STEEL APPLIANCES*BUILT-IN PANTRY*2 PRIMARY BEDROOMS W/ ENSUITE BATHROOMS AND HEATED FLOORS*DUAL VANITIES*BODY SPRAY

    Robin Conner Keller Williams Preferred Rlty

    4355 S Lake Park Ave Unit 2N, Chicago, IL 60653
  • /8

    $290,000

    • 7 Beds
    • 2 Baths

    6417 S Eberhart Ave, Chicago, IL 60637

    Value-Add 2-Unit in Woodlawn - Great for Investors or House Hackers Located in the rapidly developing Woodlawn neighborhood, this 2-unit building offers immediate income with room to grow. The property was cosmetically rehabbed in 2022, including updates such as new flooring, fresh paint, and updated kitchen cabinets. The top-floor unit is a spacious 4 bed / 1 bath, currently tenant-occupied with

    Tamara Verdin Prello Realty

    6417 S Eberhart Ave, Chicago, IL 60637
  • /29

    $44,900

    • 4 Beds
    • 2 Baths

    8847 S Burley Ave, Chicago, IL 60617

    TWO FLAT W/BASEMENT IN UPCOMING AREA OF THE CITY. Great potential for owner occupant or investor. Need extensive rehab to bring back to its former glory. Two 2 bedroom units with a basement that can be a duplex to the first floor or an in-law. Parking in the back for two cars, or there is room for a garage. Close to transportation and the lake. Sold as is.

    David Williamson Choice Realty Group Inc.

    8847 S Burley Ave, Chicago, IL 60617
  • /10

    $195,000

    • 5 Beds
    • 2 Baths

    8533 S Muskegon Ave, Chicago, IL 60617

    Solid 2 unit building with good structure, live in one and rent the other. Possibility to convert second floor unit to duplex. Newer copper/PVC plumbing, and upgraded gas meters. Reliable and quiet tenant upstairs. Dry basement with ample space for storage. No garage but plenty of space for parking in back.

    Tony Salas Baird & Warner

    8533 S Muskegon Ave, Chicago, IL 60617
  • /54

    $1,600,000

    • 4 Beds
    • 5 Baths
    • 6,000 Sq Ft

    1530 S State St Unit 18A-B, Chicago, IL 60605

    Step into a realm of unparalleled sophistication with this 6,000+ square foot penthouse at 1530 S State Street, where grandeur meets contemporary design. This unique duplex penthouse, designed by STL Architects, boasts 15-foot ceilings and expansive floor-to-ceiling windows that frame the awe-inspiring Chicago skyline. With three different exposures, each view is more breathtaking than the last,

    Vincent Anzalone Baird & Warner

    1530 S State St Unit 18A-B, Chicago, IL 60605
  • /46

    $1,850,000

    • 3 Beds
    • 4 Baths
    • 4,200 Sq Ft

    411 W Ontario St Unit 201-302, Chicago, IL 60654

    Welcome to an extraordinary River North residence- a rare, architecturally stunning 4,200+ sq. ft. corner duplex where two units have been flawlessly combined into one show-stopping home unlike anything else in the building. This 3-bedroom + den, 4 renovated full-bath retreat spans two levels, offering a thoughtful blend of design, function, and comfort. Two fully renovated kitchens, two

    Jeffrey Lowe Compass

    411 W Ontario St Unit 201-302, Chicago, IL 60654
  • /25

    $899,000

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

    310 S Michigan Ave Unit 1900, Chicago, IL 60604

    Preferred North-East tier at exclusive Metropolitan Tower. This 3 Bed/ 3 Bath luxury corner unit with spectacular city, lake and park views. These units rarely come on the market! Windows in every room with protected east views of park and lake. Functional layout with drywall to the ceilings in each room and great wall areas for artwork. Home is approximately 2000 SF with 8 windows sitting

    Michael Gentile @properties Christie's International Real Estate

    310 S Michigan Ave Unit 1900, Chicago, IL 60604
  • /28

    $585,000

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft

    1714 N Talman Ave Unit 1S, Chicago, IL 60647

    Welcome to 1714 N. Talman Ave Unit 1S - a generous 3-bedroom, 3-bathroom duplex-down located just half a block from the 606 Trail and nestled between two of Chicago's most beloved neighborhoods: Bucktown and Logan Square. Enjoy unbeatable access to vibrant restaurants, boutique shops, parks, and public transit, all while living on a charming, tree-lined street. This well-laid-out home

    Nicole Van Haverbeke Engel & Voelkers Chicago

    1714 N Talman Ave Unit 1S, Chicago, IL 60647
  • /25

    $975,000

    • 6 Beds
    • 3 Baths

    4019 N Tripp Ave, Chicago, IL 60641

    Welcome to an exceptional opportunity in the highly sought-after neighborhood of Old Irving Park. Completely gutted rehabbed, everything is new! Great for investment for renting out both units or living in one unit and rent out the other unit for additional income! This elegant 2 units family home located at 4019 North Tripp Avenue, Chicago, IL, presents a blend of comfort and sophistication,

    Mona Jee RE/MAX Premier

    4019 N Tripp Ave, Chicago, IL 60641
  • /10

    $250,000

    • 3 Beds
    • 2 Baths
    • 2,251 Sq Ft

    5016 S Prairie Ave Unit 1, Chicago, IL 60615

    3 bed 2 bath condo-duplex with modern finishes located on the southern end of the historic Bronzeville neighborhood. With over 2200 sq ft of living space spread across 2 floors this condo feels like a house. On main floor- spacious living room with access to personal east-facing front balcony perfect for view of the sunrise, updated eat-in kitchen with stainless steel appliances and plenty of

    Mark Dewberry Dewberry Realty

    5016 S Prairie Ave Unit 1, Chicago, IL 60615
  • /50

    $849,000

    • 8 Beds
    • 6 Baths

    2530 N Neva Ave, Chicago, IL 60707

    An amazing investment opportunity in Beautiful Montclare Neighborhood of Chicago on the edge of the city. This well-maintained multi-unit property sits on a double lot with gated access, featuring 2 buildings, The main building offers 2 large units that duplex up, offering each a separate living room, dining room, and kitchen with additional bonus rooms and spacious bedrooms, a Garden suite/in

    Fernando Roman RE/MAX Partners

    2530 N Neva Ave, Chicago, IL 60707
  • /21

    $1,395,000

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

    2314 N Lincoln Park W Unit 11S, Chicago, IL 60614

    Wake up to the sounds of lions roaring and experience luxury living in this rarely available stunning extra wide duplex at the Conservatory, offering unobstructed views of Lake Michigan, Lincoln Park and the zoo from all main rooms and two balconies. The expansive 27' wide living room features beautiful hardwood floors, custom built-ins, creates a perfect space for relaxing or entertaining. A

    Natasha Motev Jameson Sotheby's Intl Realty

    2314 N Lincoln Park W Unit 11S, Chicago, IL 60614
  • /9

    $325,000

    • 6 Beds
    • 2 Baths

    8144 S Marshfield Ave, Chicago, IL 60620

    A Gem in the Auburn Gresham Community. This two flat features a 1st floor duplex down with 4 bedrooms / 1 bath and storage. The 2nd floor features 2 bedrooms / 1 bath. Each units has individual heating

    James Dukes Illinois Real Estate Partners

    8144 S Marshfield Ave, Chicago, IL 60620
  • /21

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2941 N Sheffield Ave Unit 1, Chicago, IL 60657

    Unbeatable Lakeview Location! This spacious 3-bedroom, 2-bath duplex down unit has just been completely renovated and full of fresh updates! Including all new painting from top to bottom! New interior doors and light fixtures. The main floor welcomes you with a formal living room featuring exposed brick and a wood-burning fireplace, complemented by original hardwood floors throughout. The updated

    Melanie Little eXp Realty

    2941 N Sheffield Ave Unit 1, Chicago, IL 60657
  • /20

    $4,200,000

    4642 N Magnolia Ave, Chicago, IL 60640

    Introducing an exceptional new construction investment opportunity, this sleek and sophisticated six-unit building offers the perfect combination of luxury and functionality. Oversized deep lot creates expansive layouts, providing large living and bedroom spaces. The building comprises of Two 4-bedroom, 2.5-bath duplex down homes -Two 2-bedroom, 2-bath simplex middle floor units - and Two

    Jeffrey Lowe Compass

    4642 N Magnolia Ave, Chicago, IL 60640
  • /13

    $169,900

    • 3 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    3041 S Michigan Ave Unit 506, Chicago, IL 60616

    Condo duplex Balcony off the living room. All bedrooms located on the 2nd floor 3 bedroom and d1.5 bathrooms. This property is eligible for first look initative through June 21, 2025 Highest and best due 7/11/25 10am

    Pamela Martin Realty Services Consortium

    3041 S Michigan Ave Unit 506, Chicago, IL 60616
  • /31

    $164,900

    • 8 Beds
    • 3 Baths

    8237 S Ada St, Chicago, IL 60620

    Located in the sought after Auburn Gresham community this is a rare all brick two unit with a finished basement! Rarely do building such as this come on the market in this community and this one provides great equity upside with potential for cash flow if you decide to turn this into a rental property! The building offers two massive units with tons of character and charm, hardwood floors and

    Ryan Smith RE/MAX Premier

    8237 S Ada St, Chicago, IL 60620
  • /33

    $1,475,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    216 S Green St Unit 1N, Chicago, IL 60607

    Graciously sized with sleek, modern appointments, this pristine condo is ideally located in the heart of Chicago's vibrant West Loop neighborhood. With 3000 SQFT, 4 bedrooms, 3 baths, 2 large family rooms, and 2 outdoor spaces, this duplex down lives more like a single-family home. Highlights include soaring 12 ft coffered ceilings, 5" wide plank oak floors, and heating flooring throughout the

    Carrie McCormick @properties Christie's International Real Estate

    216 S Green St Unit 1N, Chicago, IL 60607
  • /55

    $935,000

    • 6 Beds
    • 4 Baths

    948 N California Ave, Chicago, IL 60622

    Great investment opportunity a true legal fully leased 3 story apartment building perfect for rental income or live in owner by booming West Town area on 'California Corridor' features 3 impressive units for a total of 6 bedrooms & 4 bathrooms with a first floor duplex down & 3 remote controlls for the gated parking with 3 spots. unit features include hardwood floors, in unit full size washer

    Kelly Wong Coldwell Banker Realty

    948 N California Ave, Chicago, IL 60622
  • /37

    $339,900

    • 4 Beds
    • 5 Baths
    • 2,800 Sq Ft

    5555 S Everett Ave Unit B3-4, Chicago, IL 60637

    Located within a stones throw of the Science & Industry Museum as well as the lakefront, this stunning, duplex condo lives and feels more like a townhome than a condo with a floor plan unlike you have ever seen before! As you walk into the unit your jaw will drop with the dramatic two story living room that offers a fireplace, vaulted ceilings along with floor to ceiling windows with views of the

    Ryan Smith RE/MAX Premier

    5555 S Everett Ave Unit B3-4, Chicago, IL 60637
  • /39

    $1,800,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    1955 N Halsted St Unit 1, Chicago, IL 60614

    You will think this is the model for new construction in the heart of Lincoln Park! Check out this 2018-bulit extra wide 3,750SF duplex down with 650 sq. ft. of private outdoor space. The gourmet kitchen boasts an 8' x 8' island with extra thick quartz, walk-in pantry, a 100-bottle Thermador wine fridge, quartz counters, and SubZero & Wolf appliances. Designed for luxury, this condo includes

    Eric Marcus Keller Williams ONEChicago

    1955 N Halsted St Unit 1, Chicago, IL 60614
  • /31

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    33 W Ontario St Unit PHC, Chicago, IL 60654

    This has the WOW factor that is simply unparalleled! Absolutely stunning duplex penthouse in River North! Nearly 4,000 square feet of living in the sky! You will immediately be spellbound by the endless views from the wall of windows surrounding the entire home! Enter into the warm and inviting foyer and instantly notice how dramatic and unique this home is! Not one detail was overlooked while

    Daniel Collins @properties Christie's International Real Estate

    33 W Ontario St Unit PHC, Chicago, IL 60654
  • /35

    $900,000

    • 3 Beds
    • 3.5 Baths

    600 N Kingsbury St Unit 1902, Chicago, IL 60654

    3 BR/3.5 bathroom penthouse duplex in the heart of River North. This unit is very generous in size and offers two levels of living space. Full living room, separate family room, private dining room and large kitchen all on the main floor. 2 full bedrooms and 2.5 bathrooms with gorgeous skyline views. Enter the upstairs level to a loft space with endless possibilities, a spacious primary bedroom

    Scott Newman Keller Williams ONEChicago

    600 N Kingsbury St Unit 1902, Chicago, IL 60654
  • /11

    $2,850,000

    901 W Belmont Ave, Chicago, IL 60657

    37.5'x148' Lot, Zoned B3-3, TOD, There are 2 Commercial spaces, 4 Studio apartments recently renovated and ready to rent and 4 more units(2- studios and 2- 1bedrooms) that are being gutted and converted to 2- 2bedroom apartments. Bldg Survey and Drawings available for the 2 bedroom renovations under "Additional Info" tab. The entire property is vacant.There is also an additional structure on the

    John Moumouris Buckingham Property Management INC

    901 W Belmont Ave, Chicago, IL 60657
  • /21

    $130,000

    • 1 Bed
    • 1 Bath
    • 1,460 Sq Ft

    7010 S East End Ave Unit 4, Chicago, IL 60649

    Just one block away from the historic Jackson Park Highlands neighborhood, this is affordable luxury and an excellent opportunity for an income generating rental or a place to call home in the HOT South Shore area. This duplex down features 1 bedroom on the main floor, full bath, a dining and living area. Kitchen is fully equipped with marble floors, new dishwasher, new microwave and 42 inch

    Kemeyon McNair Baird & Warner

    7010 S East End Ave Unit 4, Chicago, IL 60649
  • /41

    $599,900

    • 4 Beds
    • 4 Baths

    2416 W Fillmore St, Chicago, IL 60612

    Looking to house hack or invest in one of Chicago's hottest neighborhoods. This exceptional 2-flat duplex offers two stunning 2-bedroom units, each boasting 2 full bathrooms and an array of upscale features. Fully remodeled, both units showcase custom hand-built cabinets, luxury vinyl plank flooring, and exquisite custom epoxy countertops. Stainless steel appliances gleam in the modern kitchens,

    Matt McGrath Listing Leaders Northwest, Inc

    2416 W Fillmore St, Chicago, IL 60612
  • /16

    $365,555

    • 7 Beds
    • 3 Baths

    1417 E 69th Place, Chicago, IL 60637

    Nestled on a quiet block in one of the city's most emerging neighborhoods you will find this gorgeous brick 2-unit investment property that's ideal for any owner. No matter if you're an investor looking to beef up your portfolio or an owner-occupant looking for the ideal property to house hack. The first-floor unit is a spacious 4 bedroom 2 bathroom duplex unit with modern paint colors, an

    Melanie Miller Keller Williams ONEChicago

    1417 E 69th Place, Chicago, IL 60637

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