Luxury Chicago penthouses are available in a wide price range, from walk-up condos to the ultra-luxury high-rise condos in Downtown. We specialize in luxury Chicago penthouses and can help you find the perfect penthouse unit.
Unparalleled views from the Park Tower's crown jewel that will impress even the most discerning buyer. A full floor duplex Penthouse like no other at Chicago's premier ad...
One Bennett Park has taken its place among Chicago's most elite residences. Designed by Robert A.M. Stern Architects and developed by Related Midwest, this world class bu...
Every inch of this soaring luxury landmark, two-story Ambassador West penthouse, has been meticulously reimagined and redesigned with an extensive renovation led by Burns...
Tremendous price improvement for this flawless, design-forward, full-floor penthouse residence at The Fordham, complete with five private terraces. Located on a tree-line...
Welcome to the most magnificent full-floor residence, with an enormous east facing private terrace and 5,140 square feet of luxurious interior living on one floor, you ca...
Magnificent Penthouse custom-designed to perfection, nestled within the esteemed "10 East" residence, a pinnacle of luxury living in Chicago's coveted Gold Coast. Enter t...
Introducing a towering architectural masterpeice in the heart of Chicago's Gold Coast, a David Adler-designed duplex home 2 blocks from the lake. As you step off the elev...
Awe-inspiring. Sprawling. A master class in seamlessly blending contemporary luxury with industrial charm. Welcome to this duplex penthouse loft-style home in the heart o...
Be the first to enjoy this brand new, never-occupied 5,349 sqft penthouse at The Ronsley! Key features include three levels of dramatic contemporary living space, outdoor...
Welcome to the epitome of penthouse living in Chicago's premier River North neighborhood! This impressive home was designed with entertaining in mind with over 10,000 SF ...
Gold Coast charm meets modern design at the historic 257 E Delaware. Nestled along the prestigious blocks of Lake Shore Drive, this boutique 12 unit building welcomes you...
Remarkable one of a kind penthouse apartment in small 17 unit boutique building-The Regent-in the heart of Streeterville/East Lake Shore Drive area. Elegant 4,200 (approx...
Welcome to 1629 N. Burling, where luxury living meets modern convenience in the heart of Lincoln Park. With only three units available, this newly constructed building of...
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 immediat...
MATTERPORT/3D VIRTUAL TOUR LINK AVAILABLE! GAZE OUT AT THE LAKE & THE SKYLINE & WALK TO THE MAG MILE & EVERYTHING THE GOLD COAST HAS TO OFFER FROM THIS NEARLY 3600SQFT, I...
Incredible rare opportunity to find 2 side by side SKYPLEX Penthouse Residences easily combinable for nearly 5,000 square feet with enormous, private outdoor space. Authe...
Stunning new duplex up in the sought-after Oscar Meyer school district. Nestled on a charming tree-lined street in Lincoln Park, this duplex up boasts an open floorplan w...
Stunning 3100 SF 4 Bedroom (all en suite) 4.1 bath Penthouse in an intimate elevator building. Offering 5-star amenities that include outdoor pool, 24/7 fitness center, b...
Rare opportunity to own a full floor 7000 SF residence with 360 views and endless possibilities. Unit may be divided into two units for a unique development opportunity o...
Enjoy stunning skyline, river, and sunset views and generous outdoor space in this contemporary 2-story River North corner penthouse! The main level includes a spacious c...
Penthouse living in the heart of Lincoln Park just got even better with this incredible unit. Constructed in 2020 by Environs Development, known for their superior crafts...
This is a fabulous opportunity for a newer construction duplex up in a happening Lincoln Park location! This home has been highly upgraded with designer lighting and fini...
Classic newer construction full masonry 3 level penthouse overlooking Oz Park. The home's main level has a spacious living room with ventless gas fireplace, generous buil...
This beautifully renovated, grand, and elegant duplex Penthouse located in East Lakeview features spectacular views of Lake Michigan, Chicago's skyline high above the tre...
Experience luxury living at its finest in this newer construction duplex up penthouse just steps to the heart of Fulton Market. The kitchen is a culinary dream, featuring...
This exquisite penthouse residence sits in the heart of Streeterville, offering an exceptional urban living experience. Upon entry, you will find yourself immersed in a w...
Natural Light Floods This Spacious and Impressive Two-Story Penthouse in the Heart of the Gold Coast. Boasting 25-Foot Cathedral Ceilings and Remarkable Windows, this Res...
Unparalleled, masterfully designed corner duplex-up penthouse in the heart of the West Loop. Over 2,200 sq ft of dramatic interior space featuring 12' ceilings, 19' skyli...
VIEWS VIEWS VIEWS! Luxury in the Sky at Erie on the Park. Gut Rehab in this penthouse unit with only one other shared unit on the 24th floor. Views for miles from every e...
Boat Slip + Penthouse + Parking for Five Vehicles!!! This kind of lakefront, penthouse (2 combined units) condo in Chicago with its own privately-owned and protected boat...
An Entertainer's Dream, This Sleek Lincoln Park Penthouse is Awashed in Bright Refined City Living That is Made Complete w/ One of The Neighborhood's Best Rooftops. A Spa...
Experience sunrises over Lake Michigan & sunsets gazing westward, all from the comfort of your penthouse home. Architectural elegance meets brilliant design creating a l...
Dramatic 2 story full floor Penthouse with 1500 square foot private roof terrace. 360 degree views of Montrose Harbor, Lake Michigan, Sunsets and Lincoln Park. 12 foot ce...
Brand New Duplex Up Penthouse with uniquely wide layout. Sits on a 35 Ft wide corner lot., which brings in tons of natural light in. Thoughtful floor plan delivers quali...
Introducing an unparalleled opportunity to own a meticulously renovated 3-bedroom penthouse. This exceptional residence boasts a sprawling 2,800 SF of contemporary living...
Two story River North penthouse loft with private roof deck in brick and timber building. This residence has been completely remodeled with a great split floor plan and r...
Experience the ultimate city lover's dream PENTHOUSE in West Town! This spacious 4-bed, 3-bath duplex up is adorned with luxurious upgrades, including a private rooftop d...
MATTERPORT/3D VIRTUAL TOUR LINK AVAILABLE! PULASKI SCHOOL DISTRICT! WALK TO EVERYTHING INCLUDING PUBLIC TRANSPORTATION,MULTIPLE PARKS,ENDLESS DINING & ENTERTAINMENT OPTIO...
River North Penthouse in boutique building has everything you would want with city living. Two-story condo with ALL 3 bedrooms featuring en-suites and an additional half ...
Immerse yourself in luxury at this meticulously maintained Lakeview penthouse. Featuring 3 bedrooms and 2.5 bathrooms, this home offers sophistication and comfort. Revel ...
Welcome to luxury living in the heart of River North! This stunning 3-bedroom, 2.5-bathroom corner penthouse unit offers a sophisticated and contemporary urban lifestyle ...
Indulge in luxury within this exquisite 3 bedroom, 2 bathroom penthouse unit that extends to a private rooftop! The construction is impeccably finished, showcasing a pris...
Elegant PENTHOUSE Duplex up steps to Randolph Street, Fulton Market, McDonald's HQ, and Google HQ! The moment you step inside, you'll be welcomed by a breathtaking two-st...
Top floor 3 bedroom/ 3 bath oversized condo (not co-op) in the heart of the Gold Coast on tree-lined State Parkway! This bright & spacious home will impress with it's nea...
One of the best streets in Lincoln Park - this Penthouse duplex offers you an expansive private roof deck that will leave you in awe with views of the magnificent Chicago...
One of a kind, spectacular penthouse duplex located in the Sanctuary Lofts Condominiums of Ukrainian Village. Originally a Church, rectory and school, this boutique elev...
Looking to find a wonderful home in a great location? A home in a classic vintage building with an elevator? A home that has been remodeled in a warm yet upscale style?...
Completely Remodeled Duplex-Up Penthouse in the Heart of Fulton River District. This spacious four-bedroom penthouse, complete with an office, has undergone an extensive ...
This exceptional timber penthouse 2 bed/2 bath loft in the heart of the West Loop truly is a rare find. With its unique design of three levels, 18' ceilings, and unparall...
Experience breathtaking views of the magnificent Chicago skyline from this spacious penthouse unit located in the heart of Wicker Park! This 'nearly new' 3-bedroom, 2-bat...
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