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...
Opportunities like this rarely come to market. Expect to be enamored as you step into this Gold Coast duplex penthouse topping a historic Astor Street art deco building....
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...
Never before listed, duplex penthouse with over seven thousand square feet of luxe living space, conceived by Dwayne MacEwen of DMAC Architecture & Interiors, under the a...
FULL FLOOR PENTHOUSE RESIDENCE + EXCLUSIVE USE OF 2783 SQ FT ROOFTOP DECK + ELEVATOR ENTRANCE TO HOME & ROOF + MULTIPLE LARGE TERRACES + 4 EN-SUITE BEDROOMS + FAMILY ROOM...
LUXURY REIMAGINED at The Four Seasons Residences. Rest assured, this incomparable, completely renovated penthouse unit is just that, INCOMPARABLE and the only one of its ...
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...
Beautifully fully furnished and appointed full floor penthouse in a boutique, 6-unit iconic condominium building on premier Astor Street in the heart of the Gold Coast. O...
FULL FLOOR RESIDENCE + PRIVATE ELEVATOR ENTRANCE + MULTIPLE LARGE TERRACES + 4 EN-SUITE BEDROOMS + FAMILY ROOM + LARGE 5TH BEDROOM or GRAND OFFICE OPTION WITH TERRACE + D...
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...
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...
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...
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 ...
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...
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...
ESTATE SALE! BRING YOUR CLIENTS/DEVELOPERS! Rare opportunity to own 7000 SF with 360 views. Two outdoor terraces - Four prime private parking spaces. Views galore fro...
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...
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...
Experience the epitome of luxury living in the heart of River North. This spectacular 3-level penthouse offers over 4,357 sq ft of living space with panoramic river views...
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...
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...
Discover the epitome of "unique" in the heart of The West Loop with this extraordinary loft. Step into a spacious penthouse over 3000 square feet, immersing yourself in a...
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 exposure with floor ...
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...
Incredible uniquely stunning home in River North!! Dramatic 4 story penthouse with a private elevator and a rooftop deck in this fantastic intimate six story building!!...
Boat Slip + Penthouse + Parking for Five Vehicles!!! This is a once-in-a-lifetime opportunity to own the only lakefront, penthouse (2 combined units) condo in Chicago wit...
CALLING ALL INVESTORS, HOME BUYERS, AND EVERYONE IN BETWEEN! This 3,100 sq ft duplex up is boasting with contemporary design and potential! With 3 bedrooms, 3 bathrooms, ...
Polished, spacious and bright - and boasting a highly coveted Chicago location in Old Town - 1506 N. Cleveland Ave., unit 3, is an expansive, 4 bed/2.5 bath duplex pentho...
ONLY 2 UNITS LEFT!! New Construction in Roscoe Village. Professionally designed by Karisus Design - 4 bedroom / 3 full bath Penthouse Tri-plex with full floor of roof top...
MATTERPORT/3D VIRTUAL TOUR LINK AVAILABLE! PULASKI SCHOOL DISTRICT! WALK TO EVERYTHING INCLUDING PUBLIC TRANSPORTATION,MULTIPLE PARKS,ENDLESS DINING & ENTERTAINMENT OPTIO...
Welcome to the stunning 3940 ASHLAND PENTHOUSE located in the highly desirable Lakeview neighborhood. This property offers an incredible living experience with its spacio...
Enjoy over $80,000 in seller improvements to this beautiful Wicker Park tri-plex penthouse with 3 bedrooms and 2-1/2 bathrooms. This elegant home with an open floor plan ...
Introducing an exquisite duplex up residence nestled in the heart of Old Town. This 3 bedroom, 3 bath gem seamlessly blends elegance and functionality. The second-level p...
EXTRA WIDE NEW CONSTRUCTION PENTHOUSE CONDO IN AN ALL-BRICK BUILDING WITH EXCLUSIVE RIGHTS TO THE ROOFTOP DECK AS WELL AS A COVERED BALCONY SPANNING THE ENTIRE WIDTH OF T...
New Construction in Roscoe Village. Professionally designed by Karisus Design - 4 bedroom / 3 bath Dupex-down with enormous roof top deck on the garage. Lots of open spac...
You have to see this rarely available penthouse duplex in River North's premier loft building! This dramatic 3-bedroom, 3-bath residence is nearly 2,000 square feet of sp...
Incredible 3 Bedroom, 2.1 bath 2 Level River North Penthouse Duplex at the Sexton Condominium Building has very Rarely available large private roof top deck! This 2000 sq...
BUILDER CREDIT OF $25K IF BUYER CLOSES BEFORE 2024!!!!! (PLUS ADDITIONAL LENDER CREDIT) OVERSIZED LOT!! This designer penthouse by KJM Construction features 3 beds, 2 bat...
Unique & thoughtful design elements throughout this duplex-up penthouse in hot West Town/Noble Square! Enjoy your own private entry with just 1 flight of stairs to the u...
Discover contemporary elegance and refined living in this better than new construction, 3-bedroom, 3-bath duplex up penthouse located within a boutique, intimate 2-unit b...
BRAND NEW construction, 2 bedroom / 2 bathroom TOP FLOOR condo in a wonderful part of East Village. You're greeted with the large living and dining area which provides mo...
Impeccably maintained all brick and limestone penthouse with private roof deck and skyline views! Situated on an oversized lot on a coveted block of Lakewood in Lincoln P...
Perfect corner penthouse that blends the warmth of a loft on the 1st floor and a fully enclosed 2nd floor for privacy. Excellent south east corner unit that is a duplex u...
Stunning penthouse condo in The Iowan building, completed in 2022 located in desirable West Town neighborhood. This elevator building offers a spacious open floor plan wi...
Welcome to 2852 N Racine Ave #3, Chicago, IL. 60657-an extraordinary urban residence seamlessly bridging Lakeview and Lincoln Park. This stunning luxury penthouse offers ...
Welcome to the heart of Lincoln Park, where luxury meets convenience! This stunning 2-bedroom, 2-bathroom condo is the perfect place to call home. With its NEW constructi...
Amazing opportunity to purchase a truly remarkable and one-of-a-kind luxury top-floor penthouse in a River North full-amenity highrise. Enjoy sweeping panoramic views acr...
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