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
- 11475287 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
Unprecedented 9000 square-foot 6 bedroom 4.2 bath plus library and exercise room penthouse in the Gold Coast's most elegant intimate boutique building offers an exclusive...
- 6 Beds
- 6 Baths
- 11737130 MLS
- ACTIVE Status
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...
- 5 Beds
- 6 Baths
- 11672757 MLS
- ACTIVE Status
- The Ambassador Bldg.
Chicago's Penthouse. This elegant and spacious penthouse sits atop an exclusive 1913 Benjamin Marshall Beaux-Arts masterpiece with iconic Lake Shore Drive and Lake Michig...
- 5 Beds
- 7 Baths
- 11754687 MLS
- ACTIVE Status
Flawless, design-forward, full-floor penthouse residence at The Fordham, complete with five private terraces. Located on a tree-lined stretch of Superior Street just step...
- 4 Beds
- 6 Baths
- 11757562 MLS
- ACTIVE Status
- Fordham Bldg.
Glorious duplex home, atop the Four Seasons Hotel + 900 North Michigan avenue shops, boasting 3 bedrooms, multiple office spaces ( easily affording more bedrooms), and a ...
- 3 Beds
- 6 Baths
- 11701694 MLS
- ACTIVE Status
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
Top floor Duplex PENTHOUSE with North, West and South facing views and a MASSIVE wrap around terrace located in one of the most highly desired luxury residences, Noir. No...
- 5 Beds
- 6 Baths
- 11736618 MLS
- ACTIVE Status
Welcome to the pinnacle of luxury: a one-of-a-kind penthouse spanning three floors of the premier north-east corner at the The Ronsley. Flooded with natural light, floor-...
- 5 Beds
- 6 Baths
- 11784431 MLS
- ACTIVE Status
Lucien Lagrange- Architecturally Spectacular Full Top Floor Penthouse: Fully renovated 5,180sqft penthouse with unobstructed 360 views! Private elevator opens on your flo...
- 4 Beds
- 5 Baths
- 11298539 MLS
- ACTIVE Status
Exquisite Custom Designed Penthouse located at "10 East," One of Chicago's most desirable Luxury Residences in Gold Coast. This Elegantly upgraded residence starts with a...
- 3 Beds
- 3 Baths
- 11771981 MLS
- ACTIVE Status
Chicago's Most Magnificent Penthouse! Soar above the world and be mesmerized by the views on the highest residential floor (92nd) of Chicago's iconic "John Hancock" build...
- 4 Beds
- 5 Baths
- 11737510 MLS
- ACTIVE Status
Enjoy sunrise to sunset lake and cityscape views from floor to ceiling windows in this full floor 5,500 sq ft Penthouse at the renowned Lucien Lagrange designed Pinnacle ...
- 4 Beds
- 5 Baths
- 11722742 MLS
- ACTIVE Status
Spectacular half-floor penthouse with unobstructed North, East, West, South views of the lase and City with panoramic floor to ceiling windows. This residence has been th...
- 4 Beds
- 5 Baths
- 11774968 MLS
- ACTIVE Status
- The Bristol Bldg.
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
- 11738653 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
This one-of-a-kind full floor penthouse features the most incredible city views and largest private outdoor space available in the city to relax in total privacy. The roo...
- 5 Beds
- 3 Baths
- 11684077 MLS
- ACTIVE Status
ONE OF A KIND! NEWLY RENOVATED TO REFLECT TODAY'S LIFESTYLE! PINNACLE PENTHOUSE HAS TWO ENORMOUS PRIVATE TERRACES WITH SPECTACULAR PANORAMIC CITY VIEWS. DRAMATIC 3200 SQ....
- 3 Beds
- 4 Baths
- 11728521 MLS
- ACTIVE Status
- The Pinnacle Bldg.
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
- 11772019 MLS
- ACTIVE Status
Smashingrenovation of this 2700 square foot corner penthouse, perfectly located in a quiet area of Streeterville. The condo was transformed into a gorgeous, custom home i...
- 2 Beds
- 3 Baths
- 11729431 MLS
- ACTIVE Status
Experience elegance & sophistication in one of East Lakeview's absolute gems. Completely redesigned in 2012 by James Thomas, this stunning duplex up penthouse with 5 bedr...
- 5 Beds
- 6 Baths
- 11775911 MLS
- ACTIVE Status
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.
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
Live in the heart of Bucktown in this one-of-a-kind top floor, two level condo with amazing cityscape roof deck. This home is truly a show-stopper! Private keyed elevator...
- 4 Beds
- 4 Baths
- 11776440 MLS
- ACTIVE Status
The final penthouse unit in this trophy building is a rare offering that has features not typically found in a boutique building in Lincoln Park: a high-speed elevator, a...
- 3 Beds
- 3 Baths
- 11777765 MLS
- ACTIVE Status
PENTHOUSE RIVER NORTH. Don't miss this rare opportunity for a true penthouse spread over 2 levels with the first 4 spaces in the building INCLUDED (2 pairs side by side)....
- 4 Beds
- 3 Baths
- 11727719 MLS
- ACTIVE Status
Welcome to 3500 N Lake Shore Drive, 17PH in Chicago! This stunning Duplex Penthouse was meticulously renovated with the utmost attention to detail in a classic building! ...
- 4 Beds
- 5 Baths
- 11673123 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
- 11771396 MLS
- ACTIVE Status
Over 3500 SF of interior space lined with walls of windows featuring views of Lake Michigan and Lincoln Park. A huge private roof deck with 360-degree views of the city...
- 3 Beds
- 3 Baths
- 11657923 MLS
- ACTIVE Status
Classic Chicago red-brick building with Brooklyn vibes. This massive 3 bed/2.1 bath duplex penthouse is wrapped in floor to ceiling grid windows that pour in natural ligh...
- 3 Beds
- 3 Baths
- 11746579 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
- 11680846 MLS
- ACTIVE Status
Magnificent one of a kind 2 bed 2.1 bath Penthouse at the Montgomery with spectacular city and Lake views! Phenomenal wide floor plan With expansive living space, open f...
- 2 Beds
- 3 Baths
- 10952007 MLS
- ACTIVE Status
Located in the heart of the Gold Coast on historic State Parkway this stunning penthouse was gutted to the studs in 2016. Originally a combined unit owned by the develope...
- 3 Beds
- 3 Baths
- 11750842 MLS
- ACTIVE Status
Impressive and expertly constructed, this all brick, high quality construction duplex up is the epitome of luxury living. Boasting over 3300 square feet, this home will i...
- 4 Beds
- 4 Baths
- 11785136 MLS
- ACTIVE Status
BLAINE SCHOOL DISTRICT! ONE-OF-A-KIND MASSIVE/EXTRA WIDE (26' INTERIOR)/EXTRA DEEP BRAND NEW CONSTRUCTION 2300 SQFT 3BED/2.1BATH PENTHOUSE HOME W/3 OUTDOOR SPACES INCL 23...
- 3 Beds
- 3 Baths
- 11777498 MLS
- ACTIVE Status
The beauty of this Michigan Avenue penthouse is only outmatched by its views! With oversized windows that span the entire north side of the unit, you'll be able to bask i...
- 3 Beds
- 4 Baths
- 11748979 MLS
- ACTIVE Status
- Michigan Avenue Lofts Bldg.
*Penthouse* Lincoln Park's stunning brand-new extra-wide boutique Maisonette Homes now available for private showings. With only four residences, each having private or s...
- 3 Beds
- 3 Baths
- 11709499 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
- 11777471 MLS
- ACTIVE Status
New Construction in Roscoe Village. Professionally designed by Karisus Design - 4 bedroom / 3 bath Penthouse Tri-plex, full floor of roof top deck with 360 city and downt...
- 4 Beds
- 3 Baths
- 11748696 MLS
- ACTIVE Status
Ultra rare and sprawling 3 bed/2 bath penthouse with dual living spaces, 2 massive private terraces, big windows, 11' ceilings, and 2 parking spaces. Almost 3,000 square ...
- 3 Beds
- 2 Baths
- 11785449 MLS
- ACTIVE Status
- Monroe Manor Bldg.
Experience luxury living in this extra wide, sun-filled, 2,000 SF simplex, penthouse nestled on one of the most stunning one-way, tree-lined streets in East Lakeview. Thi...
- 3 Beds
- 2 Baths
- 11778945 MLS
- NEW Status
Lincoln Park's stunning brand-new extra wide boutique Maisonette Homes are now available for private showings. With only four residences, each having private or semi-priv...
- 3 Beds
- 3 Baths
- 11728923 MLS
- ACTIVE Status
"Lincoln Park"Top Hat Maisonettes is a stunning brand-new extra wide boutique property now available for private showings. With only four residences, each having private ...
- 3 Beds
- 3 Baths
- 11713063 MLS
- ACTIVE Status
"Lincoln Park"Top Hat Maisonettes is a stunning brand-new extra wide boutique property now available for private showings. With only four residences, each having private ...
- 3 Beds
- 3 Baths
- 11713061 MLS
- ACTIVE Status
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...
- 3 Beds
- 3 Baths
- 11676608 MLS
- ACTIVE Status
Introducing a stunning 3-bedroom, 2-bathroom loft in the historic Manchester Building of Bucktown. With a recently renovated interior and modern upgrades throughout, this...
- 3 Beds
- 2 Baths
- 11780543 MLS
- ACTIVE Status
Welcome to 1358 W. Ohio, an intimate New Construction 2 unit building in the heart of Noble Square. This penthouse duplex-up unit has a sunny and open concept that featur...
- 3 Beds
- 3 Baths
- 11734316 MLS
- ACTIVE Status
UNDER CONSTRUCTION -Fortress Home presents their newest addition to Roscoe Village, featuring 3 brand new condos on 29' WIDE Lot. Enjoy luxury living in this extra-wide D...
- 3 Beds
- 3 Baths
- 11731841 MLS
- ACTIVE Status
Stunning, modern, renovated/highly upgraded 4 BR, 3 full BA duplexed Penthouse w/3 private decks and elevator entry. Lives like a single family in the heart of Lincoln Pa...
- 4 Beds
- 3 Baths
- 11772756 MLS
- ACTIVE Status
Incredible Designer Penthouse on The Andersonville/ Edgewater border offers a rare, picture-perfect opportunity for the discerning buyer! Nestled in a boutique elevator b...
- 3 Beds
- 3 Baths
- 11779682 MLS
- ACTIVE Status
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