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
- MRD11475287 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
- MRD11063904 MLS
- ACTIVE Status
Spectacular full floor opportunity to build the Penthouse of your dreams! 8000+ square feet of magnificent raw space ready to be finished. Grand 13' ceilings, stunning 3...
- 5 Beds
- 7 Baths
- MRD11475288 MLS
- ACTIVE Status
- Park Tower Bldg.
Rare Bespoke Opportunity awaits! A Crown Jewel at the Penthouse levels at the Waldorf is now available for your customization to offer one of the most unique 5,600 sqft...
- 4 Beds
- 6 Baths
- MRD11447048 MLS
- ACTIVE Status
Chicago's Penthouse! This elegant 9600+ SF duplex home sits atop a 1913 Benjamin Marshall Beaux-Arts masterpiece on exclusive East Lakeshore Drive - enjoy ultimate privac...
- 5 Beds
- 7 Baths
- MRD11396761 MLS
- ACTIVE Status
Beautifully remodeled 6000sqft full floor penthouse unit surrounded by terraces. Nothing like this exists in Chicago. The owners spared no expense in creating the ultimat...
- 3 Beds
- 4 Baths
- MRD11419847 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
- MRD11634334 MLS
- ACTIVE Status
- Fordham Bldg.
This remarkable, architecturally significant, AIA Award winning designed home offers the rare opportunity to live in one of only two penthouses in the prestigious LP2550....
- 3 Beds
- 4 Baths
- MRD11397913 MLS
- ACTIVE Status
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
- MRD11395771 MLS
- ACTIVE Status
Step off the elevator directly into this exceptional six bedroom, six bathroom David Adler designed duplex. This penthouse is literally a single family home on top of a ...
- 6 Beds
- 6 Baths
- MRD11467259 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
- MRD11298539 MLS
- ACTIVE Status
Chicago's Most Magnificent Penthouse! Live life at the very top in Chicago's ultimate luxury residence on the highest residential floor (92nd) of the iconic "Hancock" bu...
- 4 Beds
- 5 Baths
- MRD11492017 MLS
- ACTIVE Status
Breathtaking in scale, and stunningly detailed with unparalleled views, this architectural masterpiece is located on one of Chicago's most distinguished blocks - East Lak...
- 3 Beds
- 5 Baths
- MRD11622801 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
- MRD11479771 MLS
- ACTIVE Status
Be prepared to be wowed by this exceptional penthouse property located in Chicago's "hot" West Loop neighborhood! Constructed in 2021 and offering 4700 sq ft, 5 bedrooms...
- 5 Beds
- 6 Baths
- MRD11638594 MLS
- NEW Status
Be prepared to be wowed by this exceptional penthouse property located in Chicago's "hot" West Loop neighborhood! Constructed in 2021 and offering 4700 sq ft, 5 bedrooms...
- 5 Beds
- 6 Baths
- MRD11622405 MLS
- ACTIVE Status
Priced to sell! Exquisitely appointed and rarely available corner Penthouse at the iconic Water Tower Residences features spectacular, panoramic views of Lake Michigan to...
- 3 Beds
- 4 Baths
- MRD11628597 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
- MRD11396904 MLS
- ACTIVE Status
- The Pinnacle Bldg.
10,000 sq. ft indoor/outdoor true Penthouse in heart of River North. Step from your premier 1st floor parking spaces directly into the doorman lobby and up to your 10th ...
- 3 Beds
- 4 Baths
- MRD11337244 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
Views galore from this fabulous entire 48th floor at The Fordham. Open floor plan with approximately 7,100 square feet plus two large terraces, north and south facing. No...
- 3 Beds
- 4 Baths
- MRD11372726 MLS
- ACTIVE Status
Exquisite renovation of this 2700 square foot corner penthouse, perfectly located in a quiet area of Streeterville. The condo was transformed into a gorgeous, custom home...
- 2 Beds
- 3 Baths
- MRD11333188 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
- MRD11326386 MLS
- ACTIVE Status
- Regent Bldg.
Introducing a highly anticipated collaboration between distinguished developer PLD Homes and award-winning architect Pappageorge Haymes Partners, 1825 N Sedgwick is a rar...
- 3 Beds
- 3 Baths
- MRD11431587 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
- MRD11614021 MLS
- ACTIVE Status
Enjoy stunning views of Millennium Park, Lake Michigan and the city from every room of this one-of-a-kind penthouse duplex home at the Heritage At Millennium Park!! This...
- 3 Beds
- 5 Baths
- MRD11131233 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
- MRD11621724 MLS
- ACTIVE Status
One of kind Penthouse 23W with prime views of Chicago located in the heart of the Gold Coast with a retractable roof opening onto a 900 sq ft private roof terrace with 36...
- 3 Beds
- 3 Baths
- MRD11361224 MLS
- ACTIVE Status
Amazing luxury penthouse with the finest views there are to offer!! 4 BR, 3 BA PENTHOUSE on the 24th floor of the prestigious Sherman Plaza. Over 3500 SF! Stunning 65' t...
- 4 Beds
- 3 Baths
- MRD11626064 MLS
- ACTIVE Status
Enjoy spectacular city views from this duplex penthouse in River North with 2 expansive private terraces. The home was updated to a 4 bedroom, 4 bath plus an office. With...
- 4 Beds
- 4 Baths
- MRD11623292 MLS
- ACTIVE Status
Gorgeous renovated penthouse timber loft condo in River North, alongside the river. Beautiful 7.5" wide plank white oak hardwood and high ceilings throughout the entire h...
- 3 Beds
- 4 Baths
- MRD11622118 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
- MRD10952007 MLS
- ACTIVE Status
This beautiful penthouse Lincoln Park/Old town condo is sure to impress each person who comes to visit. With 3 bedrooms and 2 bathrooms, this home comes with an additiona...
- 3 Beds
- 2 Baths
- MRD11492961 MLS
- ACTIVE Status
Absolutely stunning, HUGE new construction 4 bed 3.5 bath Penthouse Duplex-Up with incredible private roof terrace! Amazing space lives like a SFH home set in an all bric...
- 4 Beds
- 4 Baths
- MRD11623557 MLS
- ACTIVE Status
Full floor with private elevator entrance - the Penthouse residence at 1018 N. Larrabee Street has been meticulously appointed offering over 3,800 sq.ft. + a private roof...
- 4 Beds
- 5 Baths
- MRD11466300 MLS
- ACTIVE Status
Welcome home to Lakeview's newest development, located on the precipice of the Southport Corridor, Ravenswood and Graceland West. This exclusive building has been expert...
- 4 Beds
- 4 Baths
- MRD11410856 MLS
- ACTIVE Status
An Entertainer's Dream, This Sleek Lincoln Park Penthouse is a Washed in Bright Refined City Living That is Made Complete w/ One of The Neighborhood's Best Rooftops. A Sp...
- 3 Beds
- 2 Baths
- MRD11630251 MLS
- ACTIVE Status
Exclusive penthouse unit with enormous roofdeck & city views in the highly sought after Roscoe Village neighborhood. These LARGE sunny, spacious, EXTRA-WIDE floor plans f...
- 4 Beds
- 3 Baths
- MRD11623804 MLS
- ACTIVE Status
Situated in an amazing Southport Corridor location in award-winning Burley school district, this intimate all-brick new construction building has it all! Both units offer...
- 3 Beds
- 3 Baths
- MRD11622942 MLS
- ACTIVE Status
NEW CONSTRUCTION!!! Outstanding extra wide duplex up with three outdoor spaces!!! Two levels plus roof deck. Features 3 bedrooms and two full baths in the upper level. Th...
- 3 Beds
- 3 Baths
- MRD11624594 MLS
- ACTIVE Status
Welcome to this highly sought after luxury penthouse condo with south facing unobstructed skyline views in the heart of Bucktown / Wicker Park. Curated finishes and sele...
- 3 Beds
- 2 Baths
- MRD11610748 MLS
- ACTIVE Status
Welcome to Erie on the Park ! This rarely available penthouse condo comes complete with amazing floor to ceiling windows in nearly every room of the unit. This three bed ...
- 3 Beds
- 3 Baths
- MRD11628107 MLS
- ACTIVE Status
- Erie On The Park Bldg.
Top Hat Maisonettes is a stunning brand-new extra wide boutique property now available for private showings. With only four residences, each having private or semi-privat...
- 3 Beds
- 3 Baths
- MRD11612955 MLS
- ACTIVE Status
Circa 1901 ultra private 2893 Sq Ft loft penthouse with unmatched outdoor living space, offering panoramic 360 views from tiered decks, easily accessible from DR/LR. Kitc...
- 2 Beds
- 2 Baths
- MRD11434910 MLS
- ACTIVE Status
Absolutely stunning Duplex unit with the most amazing outdoor space you can imagine. Enter the unit and appreciate the open concept home. The contemporary vibe guides y...
- 3 Beds
- 3 Baths
- MRD11633670 MLS
- ACTIVE Status
This contemporary, luxury penthouse loft offers generous and uber-chic interiors that will dazzle you! Situated in the Meter Building in a fabulous Ukrainian Village loca...
- 2 Beds
- 2 Baths
- MRD11615982 MLS
- ACTIVE Status
Exceptionally redesigned and refinished River North penthouse at Parc Chestnut. Three bedroom, three bathroom corner unit featuring chef's kitchen with 54" Italian cabine...
- 3 Beds
- 3 Baths
- MRD11488858 MLS
- ACTIVE Status
Once in a lifetime opportunity...a sophisticated sprawling penthouse with private elevator access in a boutique sized building in the hippest part of town! This home offe...
- 4 Beds
- 3 Baths
- MRD11637570 MLS
- NEW Status
RARELY AVAILABLE 2 LEVEL PENTHOUSE AT THE RESIDENCES AT WATER TOWER WITH PICTURE PERFECT VIEWS & 5-STAR AMENITIES. South facing penthouse on 71st & 72nd floors w/unparall...
- 2 Beds
- 3 Baths
- MRD11459012 MLS
- ACTIVE Status
- Water Tower Residences Bldg.
Live steps from the Lakefront trail, farmer's market, and 1200 acres of Lincoln Park's green space in this historic 3 bedroom gem! Features include: Newer oversized windo...
- 3 Beds
- 3 Baths
- MRD11623253 MLS
- ACTIVE Status
Located in the heart of Bucktown, this exceptional 4 bedroom, 3 bath duplex up penthouse was built brand new construction in 2017. Expect to be impressed with its pristin...
- 4 Beds
- 3 Baths
- MRD11610929 MLS
- ACTIVE Status
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