Luxury Chicago Penthouses
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.
Luxury Chicago Penthouses
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...
- 6 Beds
- 8 Baths
- 11839404 MLS
- ACTIVE Status
- Park Tower Bldg.
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...
- 4 Beds
- 6 Baths
- 11063904 MLS
- ACTIVE Status
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....
- 2 Beds
- 3 Baths
- 11850681 MLS
- ACTIVE Status
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...
- 4 Beds
- 6 Baths
- 11854779 MLS
- ACTIVE Status
- Fordham Bldg.
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...
- 3 Beds
- 5 Baths
- 11780066 MLS
- ACTIVE Status
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...
- 5 Beds
- 5 Baths
- 11872525 MLS
- ACTIVE Status
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 ...
- 3 Beds
- 4 Baths
- 11916419 MLS
- ACTIVE Status
- Bloomingdales Bldg.
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...
- 4 Beds
- 5 Baths
- 11827166 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11880339 MLS
- ACTIVE Status
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...
- 4 Beds
- 5 Baths
- 11921051 MLS
- ACTIVE Status
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...
- 6 Beds
- 6 Baths
- 11920357 MLS
- ACTIVE Status
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...
- 4 Beds
- 6 Baths
- 11877865 MLS
- ACTIVE Status
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...
- 4 Beds
- 5 Baths
- 11932661 MLS
- ACTIVE Status
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 ...
- 3 Beds
- 4 Baths
- 11895948 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
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...
- 4 Beds
- 4 Baths
- 11757654 MLS
- ACTIVE Status
- Regent Bldg.
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...
- 4 Beds
- 4 Baths
- 11898920 MLS
- ACTIVE Status
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...
- 4 Beds
- 5 Baths
- 11929537 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11372726 MLS
- ACTIVE Status
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...
- 4 Beds
- 5 Baths
- 11829514 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11917349 MLS
- ACTIVE Status
- Kingsbury On The Park Bldg.
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...
- 4 Beds
- 4 Baths
- 11921897 MLS
- ACTIVE Status
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...
- 4 Beds
- 5 Baths
- 11911019 MLS
- ACTIVE Status
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...
- 4 Beds
- 4 Baths
- 11929740 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11898644 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11938389 MLS
- ACTIVE Status
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 ...
- 3 Beds
- 4 Baths
- 11926830 MLS
- ACTIVE Status
- Erie On The Park Bldg.
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...
- 3 Beds
- 3 Baths
- 11912977 MLS
- ACTIVE Status
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!!...
- 3 Beds
- 5 Baths
- 11915001 MLS
- ACTIVE Status
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...
- 3 Beds
- 4 Baths
- 11897143 MLS
- ACTIVE Status
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, ...
- 3 Beds
- 3 Baths
- 11925197 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 11919870 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 11869119 MLS
- ACTIVE Status
MATTERPORT/3D VIRTUAL TOUR LINK AVAILABLE! PULASKI SCHOOL DISTRICT! WALK TO EVERYTHING INCLUDING PUBLIC TRANSPORTATION,MULTIPLE PARKS,ENDLESS DINING & ENTERTAINMENT OPTIO...
- 4 Beds
- 3 Baths
- 11941020 MLS
- ACTIVE Status
Welcome to the stunning 3940 ASHLAND PENTHOUSE located in the highly desirable Lakeview neighborhood. This property offers an incredible living experience with its spacio...
- 4 Beds
- 4 Baths
- 11916101 MLS
- ACTIVE Status
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 ...
- 3 Beds
- 3 Baths
- 11857246 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11915122 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 11932410 MLS
- ACTIVE Status
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...
- 4 Beds
- 3 Baths
- 11926569 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11937596 MLS
- ACTIVE Status
- Ontario Street Lofts Bldg.
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...
- 3 Beds
- 3 Baths
- 11796927 MLS
- ACTIVE Status
- The Sexton Bldg.
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...
- 3 Beds
- 2 Baths
- 11929873 MLS
- ACTIVE Status
- Logan Square Bldg.
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...
- 3 Beds
- 2 Baths
- 11885595 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11925080 MLS
- ACTIVE Status
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...
- 2 Beds
- 2 Baths
- 11912615 MLS
- ACTIVE Status
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...
- 2 Beds
- 2 Baths
- 11929616 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11933790 MLS
- ACTIVE Status
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...
- 3 Beds
- 2 Baths
- 11916390 MLS
- ACTIVE Status
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 ...
- 2 Beds
- 2 Baths
- 11944347 MLS
- NEW Status
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...
- 2 Beds
- 2 Baths
- 11930432 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11938600 MLS
- ACTIVE Status
- River Plaza Bldg.
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