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Chicago, IL Homes for Sale with Rooftop Deck

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  • /8

    $299,000

    • 1 Bed
    • 1 Bath

    2342 W Adams St Unit 402, Chicago, IL 60612

    INVESTMENT OPPORTUNITY. Currently leased for $2350/month. Experience sophisticated urban living in this investor-friendly residence within a boutique 33-unit elevator building, just 3 minutes from the United Center and the groundbreaking 1901 Project. Designed with a bright, open-concept floor plan, this contemporary home showcases floor-to-ceiling European windows that flood the space with

    Craig Fallico Baird & Warner

    2342 W Adams St Unit 402, Chicago, IL 60612
  • /45

    $985,000

    Pending
    • 3 Beds
    • 2.5 Baths

    1608 N St Michaels Ct, Chicago, IL 60614

    Very rare upper level St. Michaels Square townhome with garage and large private roof deck! Nestled in a fully gated and landscaped courtyard, this location gives you a quiet retreat in the heart of Old Town that is close to public transportation and Lake Michigan! This bright and spacious home has incredible versatility with multiple bonus spaces for all your living needs. The kitchen was

    Stephanie Cutter Coldwell Banker Realty

    1608 N St Michaels Ct, Chicago, IL 60614
  • /34

    $425,000

    • 2 Beds
    • 1.5 Baths

    230 W Division St Unit 1107, Chicago, IL 60610

    Unobstructed northern skyline and partial lake views highlight this beautifully updated two bedroom condo in the heart of Old Town. Filled with natural light, the spacious open floor plan offers plenty of room for living and dining, while the split-bedroom layout provides added privacy for guests, roommates, or a home office. The kitchen opens to the living space and features stainless steel

    Vincent Lance Compass

    230 W Division St Unit 1107, Chicago, IL 60610
  • /45

    $799,000

    Pre-Foreclosure
    • 1 Bed
    • 2 Baths
    • 1,850 Sq Ft

    1212 N Lake Shore Dr Unit 24BN, Chicago, IL 60610

    Experience exceptional Gold Coast living in this beautifully updated residence featuring breathtaking, unobstructed views of Lake Michigan from an expansive 42-foot balcony. Floor-to-ceiling sliding glass doors fill the home with natural light throughout the day. Originally configured as a two-bedroom home, the current layout offers an oversized one-bedroom design with generous living and

    Bogdan Boboshevsky City Habitat Realty LLC

    1212 N Lake Shore Dr Unit 24BN, Chicago, IL 60610
  • /34

    $635,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,425 Sq Ft

    111 E Chestnut St Unit 30C, Chicago, IL 60611

    Spectacular 30th-floor vistas of Lake Michigan sunrises and the city's iconic landmarks define this expansive 1,425 sq. ft. Gold Coast retreat, currently undergoing a sophisticated, bright design refresh. This premier corner residence features 16 dramatic floor-to-ceiling windows showcasing panoramic views of the historic Water Tower and the illuminated Palmolive Building. Currently in progress

    Brett Bucholz Coldwell Banker Realty

    111 E Chestnut St Unit 30C, Chicago, IL 60611
  • /23

    $839,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1317 N Larrabee St Unit 401, Chicago, IL 60610

    Welcome home to this sun-drenched 3-bedroom, 2-bathroom penthouse at The Stanton-a boutique 14-unit elevator building perfectly positioned where River North meets Old Town. This top-floor, east-facing residence boasts an expansive open floor plan flooded with morning light and seamless indoor-outdoor living with a private, oversized deck right off the main living space. Modern, high-end finishes

    Ana Padros Baird & Warner

    1317 N Larrabee St Unit 401, Chicago, IL 60610
  • /27

    $1,100,000

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

    1320 W Wrightwood Ave Unit 3, Chicago, IL 60614

    Beautiful 3-bedroom, 2-bath penthouse on an idyllic, tree-lined street in the heart of Lincoln Park. This bright and spacious home features an open living and dining space with southern exposure, hardwood floors, a gas fireplace, and a private front balcony overlooking Wrightwood. The kitchen offers stainless steel appliances, a large island with beverage refrigerator, built-in pantry storage,

    Brad Lippitz Compass

    1320 W Wrightwood Ave Unit 3, Chicago, IL 60614
  • /34

    $375,000

    Pending
    • 3 Beds
    • 3 Baths

    40 E 9th St Unit 1616, Chicago, IL 60605

    Perfectly located on a convenient South Loop block, you'll find this generously sized 3bed/3bath in the full amenity Burnham Park Plaza building. Enter the wide and open layout of this stunning Southwest corner unit to a bright space with a smart and functional floorplan. The unique kitchen has a sleek modern European style, plenty of storage including a dry bar extension for the perfect coffee

    Joelle Cachey Hayes @properties Christie's International Real Estate

    40 E 9th St Unit 1616, Chicago, IL 60605
  • /21

    $650,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft

    1901 S Calumet Ave Unit 601, Chicago, IL 60616

    One-of-a-kind 3-bedroom, 2-bathroom true corner residence featuring an extraordinary 1,000 sq. ft. private terrace with views of Lake Michigan and Soldier Field. A spacious foyer welcomes you into an open-concept floor plan with a generous living room, dedicated dining area, and eat-in kitchen, creating the perfect space for everyday living and entertaining. Floor-to-ceiling 9-foot windows flood

    Nicholas Farnsworth Coldwell Banker Realty

    1901 S Calumet Ave Unit 601, Chicago, IL 60616
  • /18

    $439,500

    • 1 Bed
    • 1.5 Baths
    • 1,025 Sq Ft

    240 E Illinois St Unit 1802, Chicago, IL 60611

    This exquisite one-bedroom, one-and-a-half-bath corner unit is situated in the prestigious Fairbanks of Cityfront, right in the vibrant heart of Streeterville. Perched on a high floor, the residence features a bright and spacious layout enhanced by floor-to-ceiling windows, offering breathtaking views of the city and access to a private balcony. The modern kitchen is equipped with recessed

    Arsen Parashchak Soloma Realty

    240 E Illinois St Unit 1802, Chicago, IL 60611
  • /56

    $319,000

    Pending
    • 1 Bed
    • 1 Bath
    • 946 Sq Ft

    111 E Chestnut St Unit 22F, Chicago, IL 60611

    Experience Sophisticated City living in this spacious one bedroom one bath residence at 111 East Chestnut. Located on the 22nd floor, this east facing home offers a generous layout and dramatic floor to ceiling windows that fill the home with natural light. The Galley Style kitchen has all new appliances from ABT and will come with the four yr warranty. The well proportioned living and dining

    Janelle Emalfarb-Gordon @properties Christie's International Real Estate

    111 E Chestnut St Unit 22F, Chicago, IL 60611
  • /44

    $2,775,000

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

    333 W Hubbard St Unit 701, Chicago, IL 60654

    Some homes have outdoor space, this home has an outdoor lifestyle! A private escape above the city, this penthouse-level corner developer's residence offers approximately 3,200 square feet of beautifully renovated living space and nearly 1,800 square feet of extraordinary private outdoor living. Stretching an impressive 88 feet along the entire length of the home, the terrace is more than outdoor

    Carrie McCormick @properties Christie's International Real Estate

    333 W Hubbard St Unit 701, Chicago, IL 60654
  • /31

    $2,799,000

    New Construction Pending
    • 6 Beds
    • 6 Baths
    • 4,500 Sq Ft

    2228 N Southport Ave, Chicago, IL 60614

    Spectacular new construction home on a 25' x 128' oversized lot in the heart of Lincoln Park and an easy walk to Oscar Meyer! An easy walk to multiple retail corridors, this home is the perfect combination of high end, designer finishes and an open, functional floor plan. The main level boasts a stunning custom kitchen with professional grade appliances including integrated side by side fridge /

    Jeffrey Lowe Compass

    2228 N Southport Ave, Chicago, IL 60614
  • /46

    $599,999

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

    2922 W Nelson St, Chicago, IL 60618

    Welcome to this beautifully maintained, move-in ready brick raised ranch built in 1994, ideally located in the heart of Avondale. Filled with natural light, this spacious home offers 6 bedrooms, 2 full bathrooms, and a versatile layout perfect for extended family living. The main level features hardwood floors, recessed lighting, and a bright kitchen complete with granite countertops, shaker

    Ricardo Delgado Kale Realty

    2922 W Nelson St, Chicago, IL 60618
  • /19

    $379,000

    • 2 Beds
    • 2 Baths

    5914 N Lincoln Ave Unit 2E, Chicago, IL 60659

    Welcome to this beautifully maintained 2-bedroom, 2-full-bathroom condo in The Lincoln, a newer boutique building built in 2021. Filled with natural light, this inviting home features an open-concept layout, floor-to-ceiling windows, hardwood floors, and a modern kitchen complete with quartz countertops, 42-inch cabinetry, stainless steel appliances, and a spacious island. The primary bedroom

    George Mounsef Kale Realty

    5914 N Lincoln Ave Unit 2E, Chicago, IL 60659
  • /27

    $745,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    1212 N Lake Shore Dr Unit 28CS, Chicago, IL 60610

    Wake up to the lake and unwind with the city; this beautifully positioned 2-bedroom, 2-bath residence offers rare east and west exposures in one of Lake Shore Drive's most prestigious full service buildings in the Gold Coast. A 27-foot lake facing balcony showcases sweeping views of Lake Michigan, Oak Street Beach, the Air & Water Show, and Navy Pier fireworks, while two juliet balconies capture

    Sue Taghabon Baird & Warner

    1212 N Lake Shore Dr Unit 28CS, Chicago, IL 60610
  • /33

    $339,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    2 E Erie St Unit 2001, Chicago, IL 60611

    Beautifully Updated East-Facing 1-Bedroom with Lake Views at 2 E. Erie in Prime River North Welcome to this beautifully updated approximately 800-square-foot, 1-bedroom, 1-bathroom condominium at 2 E. Erie, ideally located in the heart of Chicago's highly desirable River North neighborhood. This move-in-ready residence combines a modern, refreshed interior with an exceptional downtown location

    Ryan Cherney Circle One Realty

    2 E Erie St Unit 2001, Chicago, IL 60611
  • /26

    $1,500,000

    Pending
    • 4 Beds
    • 3.5 Baths

    1434 W Belden Ave, Chicago, IL 60614

    Extra-wide, corner Lincoln Park townhouse that lives like a single-family home. Fee simple, 4 bedrooms, 3.1 bathrooms, a rare attached 2-car garage, and private rooftop deck. Open concept living and dining with soaring ceilings, flooded with natural light from South and East facing oversized windows, and a beautiful wood burning fireplace. The kitchen features custom cabinetry, a large quartz

    Ryan Preuett Jameson Sotheby's Intl Realty

    1434 W Belden Ave, Chicago, IL 60614
  • /40

    $674,000

    $1K PRICE DROP
    • 3 Beds
    • 3 Baths

    3033 N Racine Ave Unit 3, Chicago, IL 60657

    3 Bed / 3 Bath duplex-up condo for sale in south central Lakeview. Sunny, light filled top floor duplex up featuring hardwood floors throughout, open kitchen, gas fireplace, in-unit washer and dryer, central heat and air. Main floor has 2 BR, 2BA. Top floor has private suite including separate living space, bedroom, full bathroom and private outdoor deck with fantastic city views! 1 garage space

    Gene Hart 33 Realty

    3033 N Racine Ave Unit 3, Chicago, IL 60657
  • /22

    $425,000

    Pending
    • 2 Beds
    • 2 Baths

    2930 N Sheridan Rd Unit 1107, Chicago, IL 60657

    Highly upgraded northeast corner 2 bed/2 bath residence with stunning lake views in an unbeatable Lakeview location. Thoughtfully renovated throughout, this spacious home features expansive living spaces, generously sized bedrooms, and a full wall of windows showcasing beautiful views of Lake Michigan while filling the home with natural light. The renovated chef's kitchen is designed for both

    Taylor Nirchi Jameson Sotheby's Intl Realty

    2930 N Sheridan Rd Unit 1107, Chicago, IL 60657
  • /34

    $799,000

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft

    1938 N Francisco Ave Unit 1S, Chicago, IL 60647

    Space, separation and a rare townhome-style layout set this nearly 2,000-square-foot, 3-bedroom, 3-full-bath duplex apart. Two bedrooms and two full baths, including the primary suite, are conveniently located together on the main level, while the lower level offers an expansive second living space with a wet bar, third bedroom and third full bath. The main level features an open-concept living

    Mitch Masia Percent One, LLC

    1938 N Francisco Ave Unit 1S, Chicago, IL 60647
  • /25

    $450,000

    Pending
    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    819 W Dickens Ave Unit 3C, Chicago, IL 60614

    One-of-a-kind top-floor condo in the heart of Lincoln Park offering incredible natural light and a spacious, open layout. This beautifully renovated 1-bedroom lives much larger than its approximately 1,000 square feet, with hardwood floors, a fireplace, built-in shelving, and a bright kitchen featuring an eat-in peninsula, 42" cabinetry, and generous storage. The large bedroom includes a walk-in

    Joel Holland Keller Williams ONEChicago

    819 W Dickens Ave Unit 3C, Chicago, IL 60614
  • /24

    $394,900

    Pending
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    2458 W Eastwood Ave Unit 2, Chicago, IL 60625

    Very nice bright 2 bed 2 bath condo in heart of Lincoln Square! Sitting on a corner lot this sun-filled property boasts a renovated chefs kitchen with tons of cabinets and a eating nook(ll appliances stay). Updated modern bathrooms. Large living room and separate dinette room off kitchen. Hardwood floors throughout. Back deck to grill and common roof deck with great city views. Furnace and air

    Mark Haines Re/Max 10

    2458 W Eastwood Ave Unit 2, Chicago, IL 60625
  • /23

    $635,000

    • 2 Beds
    • 2 Baths

    560 W Fulton St Unit 303, Chicago, IL 60661

    Don't miss this beautifully updated 2 bed, 2 bath condo in a boutique Belgravia development in the sought-after Fulton River District. The home has been thoughtfully refreshed with new engineered hardwood floors, crown molding, door paneling, and fresh paint throughout, creating a polished, move-in-ready feel. The kitchen has been completely elevated with new countertops, backsplash, hardware,

    Cynthia Sodolski Compass

    560 W Fulton St Unit 303, Chicago, IL 60661
  • /24

    $434,999

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    400 E Ohio St Unit 2504, Chicago, IL 60611

    Perched on the 25th floor at the iconic 400 E Ohio, this south and east-facing 2-bedroom, 2-bath residence delivers sweeping partial lake views and the vibrant energy of downtown Chicago. Abundant natural light. Spanish style terracotta tiles in kitchen and bathrooms. Art Deco tiles in second bathroom. Custom built bookcase in the living room adds depth. These details are timeless and will never

    Jonathan Minerick Homecoin.com

    400 E Ohio St Unit 2504, Chicago, IL 60611
  • /16

    $169,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    2605 S Indiana Ave Unit 2304, Chicago, IL 60616

    23 Floors Above Chicago, Endless Skyline Views Below. Experience city living at its finest in this sun-drenched 1-bedroom condo overlooking the breathtaking Chicago skyline. Floor-to-ceiling windows frame spectacular views from every room, while the oversized private terrace offers the perfect setting for morning coffee, sunset cocktails, or entertaining under the city lights. Recently updated

    Mousa Zughayer Luxe Group Real Estate

    2605 S Indiana Ave Unit 2304, Chicago, IL 60616
  • /37

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 3,157 Sq Ft

    159 E Walton Place Unit 8D, Chicago, IL 60611

    Sophisticated living in the historic Palmolive Building! This outstanding, three-bedroom three and a half baths has it all, with exceptional attention to detail. High ceilings, gracious flow of space with recently refinished hardwood floors throughout. Beautiful living/dining room opens to family room, perfect for entertaining. Wonderful eat-in Kitchen has top of the line Sub-Zero and Wolf

    Brian Loomis Jameson Sotheby's Intl Realty

    159 E Walton Place Unit 8D, Chicago, IL 60611
  • /43

    $275,000

    • 1 Bed
    • 1 Bath
    • 845 Sq Ft

    10 E Ontario St Unit 1303, Chicago, IL 60611

    Welcome to resort-style living in the heart of River North. This sunny, south-facing 1-bedroom, 1-bath condo at 10 E Ontario features floor-to-ceiling windows, granite countertops, and a spacious layout. Step onto your large private balcony and take in the city skyline - perfect for relaxing or entertaining. The building offers an impressive array of amenities, including a seasonal outdoor pool,

    Tarik Hage Real Broker LLC

    10 E Ontario St Unit 1303, Chicago, IL 60611
  • /45

    $699,900

    Pending
    • 4 Beds
    • 2.5 Baths

    2826 N Talman Ave Unit O, Chicago, IL 60618

    Designer extra-wide 4-story end unit Townhome in fully gated and secure complex with 4 bedrooms, 2.5 bathrooms, a wrap-around rooftop deck w/ beautiful sunset views, and a 2-car attached garage perfectly positioned on the Avondale/Logan Square border. Large open floor plan and three outdoor spaces. The main floor features updated kitchen with loads of granite counters and sleek white oversized

    Arlene Zingsheim Keller Williams ONEChicago

    2826 N Talman Ave Unit O, Chicago, IL 60618
  • /50

    $1,649,000

    • 4 Beds
    • 4 Baths
    • 3,350 Sq Ft

    310 S Michigan Ave Unit 1100, Chicago, IL 60604

    With beautiful, forever unobstructed park, lake and city views from above Michigan Avenue, this expansive northeast corner residence offers stunning panoramic views of, and easy access to, many of Chicago's most beloved features, including the skyline, Lake Michigan (and its sailing and boating clubs), Millennium, Grant, & Maggie Daley parks, Buckingham Fountain, Navy Pier (and the fireworks),

    Joy Larkin @properties Christie's International Real Estate

    310 S Michigan Ave Unit 1100, Chicago, IL 60604
  • /29

    $4,300,000

    New Construction Pending
    • 6 Beds
    • 6.5 Baths
    • 5,200 Sq Ft

    2119 N Seminary Ave, Chicago, IL 60614

    We are incredibly excited to offer this amazing opportunity to Customize Your Dream Home on the most sought after block in Lincoln Park. Ideally situated on tree lined Seminary and nestled in the top rated Oscar Mayer and Lincoln school Districts, this home will impress the most discerning of buyers. Comprised of 6 Bedrooms and 6.1 bathrooms, the property showcases just over 5000 ft of design

    Andrew Thurston Meridian Real Estate Chicago LLC

    2119 N Seminary Ave, Chicago, IL 60614
  • /25

    $250,000

    Pending
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1645 W Ogden Ave Unit 718, Chicago, IL 60612

    Rarely available 1-bedroom + den/office at Paramount Lofts, ideally located between the West Loop and Illinois Medical District. This bright, northwest-facing residence features floor-to-ceiling windows, abundant natural light, and an open-concept layout with generous living, dining, and kitchen spaces. The kitchen offers stainless steel appliances, granite countertops, and a large island with

    Patrick Shino Fulton Grace Realty

    1645 W Ogden Ave Unit 718, Chicago, IL 60612
  • /27

    $220,000

    • Studio
    • 1 Bath
    • 600 Sq Ft

    777 N Michigan Ave Unit 3407, Chicago, IL 60611

    Bright & spacious 34th floor Magnificent Mile studio with west exposure overlooking Michigan Ave! Generously sized living area with crown molding, hardwood floors, and three large windows that let in tons of light. Remodeled kitchen with cherry cabinets, stainless steel Frigidaire/Bosch appliances, granite countertops and custom stone backsplash. Updated bathroom, and lots of closet space. Full

    Mike Frank Keller Williams Preferred Realty

    777 N Michigan Ave Unit 3407, Chicago, IL 60611
  • /23

    $459,000

    New Construction Pending
    • 2 Beds
    • 2 Baths

    3204 N Kostner Ave Unit 405, Chicago, IL 60641

    OVER 80 PRCNT SOLD! MOVE IN READY! Introducing 3204 Kostner! You will be blown away by the sweeping views! We are pleased to present one of Avondale/Kilbourn Park's ONLY and its NEWEST condominium development! This best-kept-secret neighborhood has long awaited high-quality new condominium homes and they're here! Come early to select your home from 30 fantastic units. Offering various open,

    Karen Biazar North Clybourn Group, Inc.

    3204 N Kostner Ave Unit 405, Chicago, IL 60641
  • /33

    $2,295,000

    Pending
    • 6 Beds
    • 7 Baths
    • 5,400 Sq Ft

    545 W Aldine Ave Unit 6E, Chicago, IL 60657

    Opportunities of this scale are rarely available in the heart of East Lakeview. Spanning an extraordinary 5,400 square feet, this expansive penthouse offers soaring ceilings, incredible volume, and natural light at every turn, all just steps from Broadway's best shopping and dining and the lakefront at Belmont Harbor. Designed for grand-scale living and entertaining, the residence features four

    Carrie McCormick @properties Christie's International Real Estate

    545 W Aldine Ave Unit 6E, Chicago, IL 60657
  • /42

    $4,000,000

    • 3 Beds
    • 3.5 Baths
    • 3,701 Sq Ft

    111 S Peoria St Unit PH03, Chicago, IL 60607

    Welcome to one of Chicago's most exceptional penthouses in the West Loop, thoughtfully designed for those seeking curated interiors. Completely reimagined, this 3-bedroom, 3.1-bathroom residence pairs a sophisticated palette of natural textures and refined finishes with custom details throughout. From the moment you enter, a dramatic double-height foyer sets the tone, featuring a striking

    Danielle Dowell Berkshire Hathaway HomeServices Chicago

    111 S Peoria St Unit PH03, Chicago, IL 60607
  • /31

    $448,000

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft

    234 W Polk St Unit 3807, Chicago, IL 60607

    Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier

    Brad Brondyke Jameson Sotheby's Intl Realty

    234 W Polk St Unit 3807, Chicago, IL 60607
  • /19

    $455,000

    • 2 Beds
    • 2 Baths

    758 N Larrabee St Unit 305, Chicago, IL 60654

    Experience elevated urban living in this exceptional 2-bedroom, 2-bath loft in the heart of River North, offering stunning Chicago River views and a private balcony perfectly positioned for summer sunsets and vibrant city scenery. Soaring 17-foot concrete ceilings and dramatic west-facing windows, this light-filled residence combines modern style with timeless loft character. The thoughtfully

    Brian Pistorius Compass

    758 N Larrabee St Unit 305, Chicago, IL 60654
  • /31

    $1,370,000

    • 3 Beds
    • 2.5 Baths
    • 1,574 Sq Ft

    211 N Harbor Dr Unit 3208, Chicago, IL 60601

    Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

    Brad Brondyke Jameson Sotheby's Intl Realty

    211 N Harbor Dr Unit 3208, Chicago, IL 60601

Showing Results 641 - 680, Page 17 of 18

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