338

Penthouses for Sale in Chicago, IL

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  • /28

    $860,000

    Pending
    • 2 Beds
    • 2 Baths

    3302 N Racine Ave Unit 3, Chicago, IL 60657

    Stunning Southport Corridor Penthouse with Spectacular Private Rooftop Perched atop an all-brick building in the heart of the Southport Corridor, this exceptional two-bedroom, two-bathroom penthouse delivers a perfect blend of luxury style, outdoor space, and the convenience of an unbeatable location. With rich natural light, the home enjoys a rare advantage of unique privacy from lower adjacent

    Olivia Carlson @properties Christie's International Real Estate

    3302 N Racine Ave Unit 3, Chicago, IL 60657
  • /34

    $799,747

    Pending
    • 3 Beds
    • 2.5 Baths

    1410 N State Pkwy Unit 27B, Chicago, IL 60610

    Penthouse. Top floor of building. One-of-a-kind 3 bedroom residence offering sweeping panoramas that clear the buildings on Lake Shore Drive offering exquisite Lake Michigan Views plus dramatic, eye-popping postcard views of the Chicago skyline to the south. Your special home also has multiple wood burning fireplaces (living room, primary bedroom/den or third bedroom) and offers east, west, and

    Michael Rosenblum Berkshire Hathaway HomeServices Chicago

    1410 N State Pkwy Unit 27B, Chicago, IL 60610
  • /26

    $649,900

    • 2 Beds
    • 2 Baths

    6 S Laflin St Unit 911, Chicago, IL 60607

    Rarely available duplex-up penthouse condo with unobstructed views of the Chicago skyline in the West Loop! This spacious 2 bed 2 bath residence at SkyTech Lofts features 2 outdoor spaces, a private balcony of the main level and a 23' x 12' private rooftop deck with panoramic city views. The open-concept living area includes a cozy fireplace and large windows that flood the home with abundant

    Niral Patel Compass

    6 S Laflin St Unit 911, Chicago, IL 60607
  • /5

    $1,399,000

    New Construction
    • 3 Beds
    • 2 Baths

    1839 N Dayton St Unit 204, Chicago, IL 60614

    1839 North Dayton Street: The Pinnacle of Lincoln Park Luxury Introducing a highly anticipated, exclusive collection of new-construction luxury residences situated on a prestigious residential block in the heart of Lincoln Park. This boutique development brings sophisticated, modern living to one of Chicago's most desirable streets /blocks of Lincoln Park, Designed for ultimate privacy and

    Sabina Szura Mark Allen Realty ERA Powered

    1839 N Dayton St Unit 204, Chicago, IL 60614
  • /32

    $335,000

    Pending
    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    1355 N Sandburg Terrace Unit 2902D, Chicago, IL 60610

    Perched on the top floor, this penthouse southeast corner residence offers breathtaking, unobstructed views of the Gold Coast, downtown skyline, and Lake Michigan. This spacious one-bedroom plus den/home office is move-in ready and perfectly situated between the Gold Coast and Old Town. The bright, open living space features hardwood floors, while the updated kitchen is appointed with granite

    Maggie Ahern @properties Christie's International Real Estate

    1355 N Sandburg Terrace Unit 2902D, Chicago, IL 60610
  • /24

    $615,000

    • 2 Beds
    • 2 Baths

    503 N Wells St Unit 3, Chicago, IL 60654

    Manhattan Style Penthouse Loft in an intimate walk up building! This show stopper is perched above the heart of River North and all it has to offer. Flooded with natural light, 14 foot ceilings and multiple skylights. Exposed brick, strategically featured glassblock and dark hardwood floors flow throughout creating an airy, inviting environment. The open kitchen is perfectly situated for

    Michael Scanlon eXp Realty

    503 N Wells St Unit 3, Chicago, IL 60654
  • /29

    $815,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,170 Sq Ft

    453 W Blackhawk St, Chicago, IL 60610

    Rarely available and beautifully updated, this sun-drenched exterior townhome in sought-after Cleveland Court offers the perfect blend of space, style, and an unbeatable Old Town location. Overlooking picturesque, tree-lined Blackhawk Street, the home is filled with natural light from four expansive bay windows and features a wide floor plan, soaring ceilings, and newer hardwood floors

    Morgan Sage Berkshire Hathaway HomeServices Chicago

    453 W Blackhawk St, Chicago, IL 60610
  • /27

    $775,000

    New Construction Open Sat 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,350 Sq Ft

    6218 S Woodlawn Ave Unit A, Chicago, IL 60637

    Ultra-contemporary new construction corner residences within a gated 14-home community, designed to elevate daily living while maintaining effortless sophistication. These striking homes feature heated floors-polished concrete or engineered white oak-solid-core flat-panel doors, LED lighting, tall ceilings, and an attached two-car garage. The dramatic two-story main level is anchored by a

    Michelle Browne @properties Christie's International Real Estate

    6218 S Woodlawn Ave Unit A, Chicago, IL 60637
  • /48

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    4249 N Kolmar Ave, Chicago, IL 60641

    Enjoy maintenance-free living in the largest Single Family model of The Terrances of Old Irving Park! Nestled in a secure cul-de-sac, this newly renovated 5BR 4.5BA 4000+ sf hidden oasis features open floor plan with formal living, formal dining, granite black-SS kitchen with eat-in island and breakfast area, generous family room with gas fireplace and a large barbecue deck overlooking a private

    Alix Jung Xi Zhang

    4249 N Kolmar Ave, Chicago, IL 60641
  • /40

    $950,000

    • 3 Beds
    • 3 Baths
    • 1,727 Sq Ft

    1601 S Indiana Ave Unit 503, Chicago, IL 60616

    Spectacular penthouse duplex loft with stunning, skyline views in the heart of Chicago's vivacious South Loop neighborhood! Gut rehabbed in 2017, the owners reimagined the space, creating a home that is as vibrant as it is chic. Upon entry, an elevated entry foyer highlights the soaring, 14 ft timber beamed ceilings. A few steps down into the living space, exposed brick, an open floor plan,

    Carrie McCormick @properties Christie's International Real Estate

    1601 S Indiana Ave Unit 503, Chicago, IL 60616
  • /2

    $899,000

    Pending
    • 3 Beds
    • 2 Baths

    3823 N Ashland Ave Unit 503, Chicago, IL 60613

    Sold before print

    Dave Gould @properties Christie's International Real Estate

    3823 N Ashland Ave Unit 503, Chicago, IL 60613
  • /21

    $995,000

    Pending
    • 2 Beds
    • 2 Baths

    2019 N Racine Ave Unit 3, Chicago, IL 60614

    Experience the ultimate in penthouse living in the heart of Lincoln Park, where timeless design meets exceptional outdoor living. Nestled on a picturesque, tree-lined street, this sun-filled home offers an extraordinary combination of refined finishes, expansive living spaces, and multiple private outdoor retreats. Designed for both everyday living and effortless entertaining, the main level

    Emily Sachs Wong @properties Christie's International Real Estate

    2019 N Racine Ave Unit 3, Chicago, IL 60614
  • /16

    $549,900

    Pending
    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    4635 N Paulina St Unit 3S, Chicago, IL 60640

    An incredible opportunity to own this stylish penthouse 3 bedroom condo, meticulously updated with modern finishes while preserving its timeless charm and character. A welcoming foyer showcases the home's original vintage woodwork and mirror, setting the tone for the beautiful details found throughout. The sun-filled living room feels inviting all year round with a decorative fireplace and wood

    Christina Carmody Fulton Grace Realty

    4635 N Paulina St Unit 3S, Chicago, IL 60640
  • /40

    $700,000

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

    2657 W Thomas St Unit 2E, Chicago, IL 60622

    Spacious duplex up 3 bed, 3.1 bath penthouse filled with natural light in the bright and walkable Humboldt Park neighborhood. Enter your high ceiling living room with built-in bookshelves and a gas starter wood burning fireplace. The open-concept space transitions into the chef's kitchen with high-end appliances and ample storage space on the granite peninsula and pantry. Leading into the dining

    Sohaib Qadri Century 21 Universal

    2657 W Thomas St Unit 2E, Chicago, IL 60622
  • /24

    $225,000

    Pending
    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    4200 N Keystone Ave Unit 3B, Chicago, IL 60641

    Charming and spacious top floor condo in the heart of Chicago's desirable Old Irving Park neighborhood! Separate living room and dining room with hardwood floors throughout and canned lighting. Chefs' dream kitchen with plenty of counter, cabinet space and stainless-steel appliances. Full size master bedroom with courtyard views and a full bathroom just steps away. Attached balcony overlooking

    Jerome Crotty @properties Christie's International Real Estate

    4200 N Keystone Ave Unit 3B, Chicago, IL 60641
  • /38

    $1,299,000

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    1412 W Diversey Pkwy Unit B, Chicago, IL 60614

    Welcome to the penthouse at 1412 W. Diversey Parkway, an expansive two-level residence offering 3 bedrooms, 3 bathrooms, soaring ceilings, and exceptional indoor-outdoor living. Situated atop an intimate two-unit building, this spacious home is filled with natural light and presents an incredible opportunity to create a truly spectacular residence. Designed for both everyday living and

    Michelle Ward Compass

    1412 W Diversey Pkwy Unit B, Chicago, IL 60614
  • /20

    $637,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2018 S Loomis St Unit 3, Chicago, IL 60608

    Stunning Top-Floor Penthouse in the Heart of Booming Pilsen! Welcome to your dream home in one of Chicago's most vibrant neighborhoods! This bright and elegant 3 bed, 2 bath penthouse spans 1,500 sqft and features an interior staircase to a private rooftop deck with breathtaking 360 views-including sweeping panoramas of the iconic Chicago skyline. Enjoy luxury city living with an open-concept

    Marc Dumas Baird & Warner

    2018 S Loomis St Unit 3, Chicago, IL 60608
  • /37

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    700 W Van Buren St Unit PH2, Chicago, IL 60607

    INCREDIBLE newly renovated concrete DUPLEX LOFT PENTHOUSE with an oversized PRIVATE BALCONY with BREATHTAKING SKYLINE VIEWS in the heart of West Loop! This INSANELY gorgeous 2 bed + office/ 2.1 bath home features extraordinarily high ceilings, city views from every room, extra-large floor to ceiling windows, desired open kitchen/living room/dining room, separate office area (currently being used

    Azin Amiran Jameson Sotheby's Intl Realty

    700 W Van Buren St Unit PH2, Chicago, IL 60607
  • /26

    $739,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    2659 W Iowa St Unit 3, Chicago, IL 60622

    EXCEPTIONAL 2400 SQUARE FOOT THREE-BEDROOM, TWO-BATH PENTHOUSE DUPLEX-UP IN UKRAINIAN VILLAGE, COMPLETE WITH TWO PRIVATE ROOFTOP DECKS, UNOBSTRUCTED CITY VIEWS AND INCLUDED GARAGE PARKING! The main level offers a bright, open layout designed for both everyday living and entertaining. The spacious living and dining areas feature hardwood floors, crown molding, a Juliet balcony and a gas fireplace

    Danny Lewis Baird & Warner

    2659 W Iowa St Unit 3, Chicago, IL 60622
  • /7

    $1,300,000

    New Construction Pending
    • 3 Beds
    • 2.5 Baths

    2072 N Western Ave Unit PH-402, Chicago, IL 60647

    Sold Before Print

    Roman Popovych Prodan Realty Inc

    2072 N Western Ave Unit PH-402, Chicago, IL 60647
  • /37

    $2,275,000

    • 3 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    55 W Delaware Place Unit 1120, Chicago, IL 60610

    Exceptional two-story penthouse in Chicago's prestigious Gold Coast offering approximately 5,500 square feet of luxury living space, a private in-unit elevator providing convenient access to both levels, and an expansive approximately 2,300-square-foot Ipe rooftop terrace with beautiful skyline and Washington Square Park views. With its extraordinary scale, premier location, and remarkable

    Alexandre Stoykov Compass

    55 W Delaware Place Unit 1120, Chicago, IL 60610
  • /36

    $699,500

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths

    2446 W Augusta Blvd Unit 3, Chicago, IL 60622

    WELCOME home to this STUNNING 2 BEDROOM PLUS DEN PENTHOUSE - ALL BRICK 2021 BUILT in the heart of Ukrainian Village with a PRIVATE ROOFTOP. Bathed in natural sunlight thanks to its coveted south-facing exposure, this beautifully designed 2 BED/2 BATHS + DEN residence offers the perfect blend of modern luxury and everyday comfort. Step inside to discover wide-plank hardwood floors, soaring

    Mario Greco Compass

    2446 W Augusta Blvd Unit 3, Chicago, IL 60622
  • /39

    $200,000

    Pending
    • 1 Bed
    • 1 Bath
    • 831 Sq Ft

    3900 N Lake Shore Dr Unit 25C, Chicago, IL 60613

    Experience true penthouse living with sweeping lake and city views that instantly set this home apart. From your own space, take in iconic Chicago sights including Navy Pier, the downtown skyline, and even Wrigley Field. This spacious 1 bedroom, 1 bath residence is filled with natural light thanks to a full wall of oversized windows, creating an open and airy feel throughout. The open floor plan

    Joel Holland Keller Williams ONEChicago

    3900 N Lake Shore Dr Unit 25C, Chicago, IL 60613
  • /33

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 2,785 Sq Ft

    1313 N Ritchie Ct Unit 2701, Chicago, IL 60610

    This Penthouse home is the Crown Jewel of Ritchie Court. Located in the most premier Gold Coast location featuring stunning Lake Views to the East, sparkling City Views to the South and sensational Sunset Views to the West. Designer inspired, luxurious home offers an expansive floor plan with generous room sizes and sophisticated contemporary finishes. Perfect for entertaining, family life and

    Kimberly Gleeson Baird & Warner

    1313 N Ritchie Ct Unit 2701, Chicago, IL 60610
  • /33

    $12,250,000

    • 6 Beds
    • 6.5 Baths
    • 8,690 Sq Ft

    800 N Michigan Ave Unit 67, Chicago, IL 60611

    The last raw penthouse available in the Gold Coast! An amazing opportunity to transform this true duplex Penthouse at Chicago's esteemed Park Hyatt. Offering the absolute best combination of 360-degree Lake Michigan and City skyline views, 12-foot ceilings, 5-Star Hotel amenities, 700sf of private outdoor space atop the duplex, NoMi Club, and access to the best shopping and dining the Gold Coast

    Susan Miner Premier Relocation, Inc.

    800 N Michigan Ave Unit 67, Chicago, IL 60611
  • /33

    $374,999

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    625 W Jackson Blvd Unit 806, Chicago, IL 60661

    West Loop Penthouse Loft. Sunny southfacing, freshly painted unit and timber residence with soaring ceilings, refined hardwood floors, skylight, and a large balcony. Features two bedrooms with new carpet, a spacious foyer ideal for entry and artwork, and an in-unit washer/dryer. The primary suite offers a skylight, walkin closet (8x6), and home office nook, while the second bedroom serves as a

    Cory Tanzer Option Premier LLC

    625 W Jackson Blvd Unit 806, Chicago, IL 60661
  • /30

    $350,000

    Pending
    • 1 Bed
    • 1 Bath
    • 975 Sq Ft

    100 E 14th St Unit 1403, Chicago, IL 60605

    Experience elevated city living in this beautifully appointed, massive 975 sq. ft 1-bedroom plus den/office space or dining space. This home is ideally situated in one of the South Loop's most sought-after full-service high-rises. Designed with both style and functionality in mind, this home features expansive 10Ft. floor-to-ceiling windows that fill the living room and primary bedroom with

    Amir Fouad @properties Christie's International Real Estate

    100 E 14th St Unit 1403, Chicago, IL 60605
  • /21

    $347,500

    Pending
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    3358 W Hutchinson St Unit 3, Chicago, IL 60618

    Gorgeous Irving Park 2-bed, 2-bath penthouse filled with natural light! This move-in-ready home features exposed brick, hardwood floors throughout, oversized windows, an eat-in kitchen with stainless steel appliances, a separate dining room, and a spacious primary suite with a private ensuite bath. In-unit washer and dryer, neutral finishes, and an unbeatable location near public transportation

    Alejandro Bravo eXp Realty

    3358 W Hutchinson St Unit 3, Chicago, IL 60618
  • /15

    $499,000

    Open Sat 11AM - 12:30PM $16K PRICE DROP
    • 2 Beds
    • 2 Baths

    2342 W Adams St Unit 505, Chicago, IL 60612

    Corner penthouse residence in a boutique elevator building, offering sophisticated urban living with a thoughtfully designed open-concept floor plan and two private outdoor spaces. The sleek gourmet kitchen features custom two-tone cabinetry, quartz countertops, stainless steel appliances, and an oversized waterfall-edge peninsula that seamlessly flows into the sun-drenched living and dining

    Danielle Dowell Berkshire Hathaway HomeServices Chicago

    2342 W Adams St Unit 505, Chicago, IL 60612
  • /27

    $455,000

    • 3 Beds
    • 2 Baths

    5945 N Campbell Ave Unit 3, Chicago, IL 60659

    Move-in ready, sun-filled penthouse in Arcadia Terrace featuring soaring cathedral ceilings, abundant natural light from multiple exposures, and spacious open living areas. This 3-bedroom, 2-bath home offers a highly desirable layout with generous room sizes and excellent natural light throughout. Beautifully updated kitchen with refinished cabinetry, new quartz countertops, new tile backsplash,

    Susan Kanter Baird & Warner

    5945 N Campbell Ave Unit 3, Chicago, IL 60659
  • /18

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,233 Sq Ft

    2272 S Archer Ave Unit 8B, Chicago, IL 60616

    Top-Floor Penthouse | Chinatown/Bridgeport | Enjoy the views from a large private balcony in this top-floor penthouse. The unit features stainless steel appliances, granite countertops, maple cabinetry, hardwood floors throughout, and 2 indoor garage parking spaces (P56 & P60) included. Conveniently located near downtown, restaurants, shopping, and public transportation. Just an 8-minute

    Kevin Chueh Century 21 Realty Associates

    2272 S Archer Ave Unit 8B, Chicago, IL 60616
  • /34

    $1,200,000

    New Construction Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths

    2023 W Augusta Blvd Unit 3E, Chicago, IL 60622

    We are excited to introduce 2023 W Augusta, Ukrainian Villages newest boutique luxury development. Built by highly experienced developers, this five unit building sits on an extra wide 48 foot lot, providing expansive floor-plans and exceptional natural light. Penthouse homes consist of Three large bedrooms and 2 1/2 bathrooms with fully finished private roof decks with city and skyline views.

    Andrew Thurston Meridian Real Estate Chicago LLC

    2023 W Augusta Blvd Unit 3E, Chicago, IL 60622
  • /7

    $2,399,000

    New Construction Pending
    • 3 Beds
    • 3 Baths

    1935 N Mohawk St Unit 4N, Chicago, IL 60614

    Exceptional penthouse residence in an amazing part of Lincoln Park, offering expansive living space and incredible private outdoor areas. This thoughtfully designed home features a wide, open-concept living and dining room filled with natural light, ideal for both everyday living and entertaining. The well-appointed kitchen includes ample cabinetry, generous counter space, and an island with

    William Goldberg Fulton Grace Realty

    1935 N Mohawk St Unit 4N, Chicago, IL 60614
  • /23

    $450,000

    Pending
    • 3 Beds
    • 2 Baths

    2539 W Foster Ave Unit 3, Chicago, IL 60625

    Stunning top-floor penthouse in the heart of Lincoln Square, offering a rare blend of space, light, and elevated city living. This bright and spacious 3-bedroom, 2-bath home is defined by soaring 9-foot ceilings, rich hardwood flooring, and an abundance of natural light that creates an open airy atmosphere throughout. A beautifully appointed kitchen anchors the home with granite countertops,

    David Banach HomeSmart Connect LLC

    2539 W Foster Ave Unit 3, Chicago, IL 60625
  • /16

    $1,525,000

    New Construction Pending
    • 2 Beds
    • 2.5 Baths

    224 N Elizabeth St Unit T2-2B, Chicago, IL 60607

    SOLD BEFORE PRINT | Fulton Bond is not just an address; it is a permanent mark on Chicago's skyline. Crafted by the visionary architects at Kohn Pedersen Fox, with bespoke interiors by MAWD | March and White Design, this collaborative masterpiece by Sulo Development bridges Fulton Market's industrial grit with the peak of modern refinement. Every monumental arch, clean line, and tailored finish

    Tim Sheahan Compass

    224 N Elizabeth St Unit T2-2B, Chicago, IL 60607
  • /36

    $849,900

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft

    2405 W Iowa St Unit 402, Chicago, IL 60622

    Better than new and hard to recreate at this price! This stunning penthouse residence at The Iowan combines the quality of luxury 2022 new construction with tens of thousands of dollars in thoughtful upgrades already completed for you. No need to wait months for new construction! Located in West Town, this sophisticated 3-bedroom, 2-bath penthouse offers the rare combination of an elevator

    Tabitha Murphy Berkshire Hathaway HomeServices Chicago

    2405 W Iowa St Unit 402, Chicago, IL 60622
  • /22

    $950,000

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

    1000 W Washington Blvd Unit 513, Chicago, IL 60607

    Simply stunning triplex penthouse with elegant and rustic public and private spaces in former 1910 built, Nabisco Baking Factory, exposed concrete columns, Chicago Red Brick, coved concrete ceilings and arched windows. A complete renovation, Residence 513 offers a central kitchen with anchored island, seating, mitered quartz counter with waterfall edges, built in slim wine fridge and Thermador

    Nicholas Colagiovanni Baird & Warner

    1000 W Washington Blvd Unit 513, Chicago, IL 60607
  • /2

    $1,475,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths

    2341 W Saint Paul Ave Unit 2East, Chicago, IL 60647

    Sold Before Print. New Construction, duplex up penthouse designed by Studio Group.

    Michael Yeagle @properties Christie's International Real Estate

    2341 W Saint Paul Ave Unit 2East, Chicago, IL 60647
  • /2

    $5,500,000

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

    1870 N Burling St, Chicago, IL 60614

    Amazing opportunity to create a full custom designed home with attached garage on the best block in Chicago's Lincoln Park. Another new construction home from renowned Chicago premier custom home builder. Complete one stop turnkey design build home including facade, floorplan, style, and finishes on this prestigious east Lincoln Park location. This 6,000 sq ft home (with option to build up to

    Tom Moran @properties Christie's International Real Estate

    1870 N Burling St, Chicago, IL 60614
  • /26

    $379,900

    Pending
    • 2 Beds
    • 2 Baths

    4442 N Damen Ave Unit 4E, Chicago, IL 60625

    Bright Ravenswood Penthouse - Top floor 2 bed 2 bath with exposed brick, in unit w/d, and patio. This condo offers you whimsy as well as location and a solid investment. Walk through a limestone archway every day with faces carved on it. The Robey has a gorgeous manicured courtyard and plenty of unique stone detailing that you don't often see! The unit has exposed brick, very bright southern

    Samantha Wren Fulton Grace Realty

    4442 N Damen Ave Unit 4E, Chicago, IL 60625

Showing Results 241 - 280, Page 7 of 9

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