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
FINALLY!!! This smart and sophisticated 6,000 sq/ft Penthouse, sporting one of Chicago's largest high-rise "Private" residential outdoor living space, totaling 2,500 sq/f...
- 3 Beds
- 4 Baths
- MRD10840152 MLS
- ACTIVE Status
Absolutely stunning, David Adler designed duplex penthouse set atop one of the finest, vintage condominium buildings on Astor Street. Available for the first time in near...
- 6 Beds
- 6 Baths
- MRD10509929 MLS
- ACTIVE Status
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
- MRD10828487 MLS
- ACTIVE Status
None
- 5 Beds
- 6 Baths
- MRD10968350 MLS
- ACTIVE Status
Glorious duplex home, atop the Four Seasons Hotel + 900 North Michigan avenue shops, boasting 4 bedrooms, multiple office spaces ( easily affording more bedrooms), and a ...
- 3 Beds
- 6 Baths
- MRD10849608 MLS
- ACTIVE Status
Located on the 70th floor of Lake Point Tower, it is the most sought-after rooftop location in downtown Chicago. With spectacular 360-degree panoramic views of the Chicag...
- 4 Beds
- 5 Baths
- MRD10954752 MLS
- ACTIVE Status
- Lake Point Tower 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
- MRD10862021 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
This is an absolutely rare opportunity to own the entire top penthouse floor and create the most amazing space in the city with jaw-dropping 360-degree skyline views thro...
- 8 Beds
- 10 Baths
- MRD10970651 MLS
- ACTIVE Status
Spectacular opportunity for a full-floor luxurious residence at the Pinnacle! Offering over 5500 square feet of single level living, panoramic city views and outstanding ...
- 4 Beds
- 5 Baths
- MRD11003796 MLS
- NEW Status
RARE OPEN RAW SPACE PENTHOUSE. THIS JAW DROPPING GOLD COAST OPPORTUNITY IS LOCATED AT PRESTIGIOUS 65 EAST GOETHE. APPROXIMATELY 3300 TOTAL SQ FT OF RESIDENTIAL INTERIOR L...
- 3 Beds
- 4 Baths
- MRD10603295 MLS
- ACTIVE Status
LAST UNIT at The Brooklyn Chicago designed by award winning architect Hartshorne Plunkard in a prime River North location. This PENTHOUSE with amazing views, features pri...
- 4 Beds
- 5 Baths
- MRD10968303 MLS
- ACTIVE Status
A very rare find: Absolutely stunning half-floor penthouse in Benjamin Marshall's dazzling Beaux Arts 1550 State Pkwy. This exquisite 3,200 sq. ft. home boasts perfecti...
- 3 Beds
- 4 Baths
- MRD10817168 MLS
- ACTIVE Status
If only the walls could talk! Playboy Founder, Hugh Heffner, purchased 1340 N. State in 1959 and for the next 15 years, The Playboy Mansion was known for its lavish parti...
- 4 Beds
- 6 Baths
- MRD10980336 MLS
- ACTIVE Status
Gold Coast Treasure! Rare vintage rehab steps from Lake Shore Drive! Tastefully designed full floor penthouse in historic, boutique Gold Coast building. Elevator opens di...
- 4 Beds
- 5 Baths
- MRD10957727 MLS
- ACTIVE Status
Crowning the Top Two Floors on the Best Promontory in Chicago with Absolute Privacy and Expansive Views, Sits an Incredibly Elegant and Exquisitely Designed Home in the S...
- 4 Beds
- 4 Baths
- MRD10843192 MLS
- ACTIVE Status
Bring your clients to this most unique Penthouse and behold the glorious views of lake, city, Navy Pier, River, Beach, Boats, Park, Sunrise, Sunsets & more, only this gra...
- 5 Beds
- 4 Baths
- MRD10646527 MLS
- ACTIVE Status
One of a kind duplex penthouse in the heart of the Gold Coast. Spectacular views from the 800+ ft outdoor space on both levels - front terrace and rear deck. This beautif...
- 3 Beds
- 3 Baths
- MRD10990111 MLS
- ACTIVE Status
Welcome to unrivaled penthouse living at 330 S Michigan Ave. This 3 bed, 4 and a half bath luxury estate covering over 5,500 square feet across three floors, with one of ...
- 3 Beds
- 5 Baths
- MRD10880719 MLS
- ACTIVE Status
- The Residences At 330 Bldg.
** Virtual tour available anytime** SPECTACULAR 3000+ SQFT PRIVATE TERRACE WITH UNOBSTRUCTED LAKE & SKYLINE VIEWS! Over 6000+ sqft of living space overlooking Millennium ...
- 4 Beds
- 5 Baths
- MRD10551511 MLS
- ACTIVE Status
Chicago's premier address is in one of the most desirable neighborhoods in the country. You will covet this WEST LOOP penthouse from the moment you open your front door. ...
- 3 Beds
- 4 Baths
- MRD11002571 MLS
- NEW Status
None
- 3 Beds
- 5 Baths
- MRD10984036 MLS
- PRICE CHANGE Status
- Heritage At Millennium Park Bldg.
Watch a custom drone video tour, click on 'video' button. Seeing is believing; you can feel the harmony and balance of this combined unit home with master suites that boo...
- 4 Beds
- 4 Baths
- MRD10964115 MLS
- ACTIVE Status
Spectacular newly renovated Gold Coast penthouse situated a half block from the Lake Michigan shoreline! This single floor 3,425 sq. ft. home features exquisite designer ...
- 3 Beds
- 4 Baths
- MRD10912138 MLS
- ACTIVE Status
Modern River North one-of-a-kind penthouse boasts 3000 sq ft of interior space and a private 3000 sq ft roof deck with city views, all on one level. This One River Place ...
- 2 Beds
- 3 Baths
- MRD11002507 MLS
- NEW Status
- One River Place Bldg.
Boat Slip + Penthouse + Parking for Five Vehicles Included!!! This is a once-in-a-lifetime opportunity to own the only lakefront, penthouse (2 combined units) condo in Ch...
- 3 Beds
- 4 Baths
- MRD10774929 MLS
- ACTIVE Status
Single family living with the ease of a condo! This incredibly unique penthouse simplex feels like a single-family home w/ 4200 SF of living space & a 4200 SF private ro...
- 5 Beds
- 5 Baths
- MRD10975620 MLS
- ACTIVE Status
PENTHOUSE HOME WITH PRIVATE ELEVATOR HOME ON THIS FLOOR.(YOU HAVE A KEY TO ELEVATOR AND THE ONLY WHY TO GET TO YOUR FLOOR IS WITH A KEY). Unobstructed views and luxury in...
- 3 Beds
- 4 Baths
- MRD10986579 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
Duplex-up penthouse that feels like a single family home. Main living space is anchored by atrium over the kitchen, providing the space with an abundance of natural ligh...
- 4 Beds
- 4 Baths
- MRD10967878 MLS
- ACTIVE Status
Take a 3D Tour, CLICK on the 3D BUTTON & Walk Around. Watch a Custom Drone Video Tour, Click on Video Button! One of a kind 3 bed/2.5 bath duplex penthouse in the heart o...
- 3 Beds
- 3 Baths
- MRD10887267 MLS
- ACTIVE Status
Fabulous 3100 SF 4 Bedroom (all en suite) 4.1 bath Penthouse offering 5-star amenities that include outdoor pool, sports court, 24/7 fitness center, solarium, business c...
- 4 Beds
- 5 Baths
- MRD10791120 MLS
- ACTIVE Status
MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR APARTMENT BUILDING. IT IS ONE OF THE LARGEST AND BEAUTIFUL RESIDENCE IN OPTIMA.OVER 4000 SQ FT OF LIVING AREA...
- 5 Beds
- 4 Baths
- MRD10803282 MLS
- ACTIVE Status
STUNNING penthouse unit with 4400 square feet and an unprecedented 2000+ square feet of FABULOUS outdoor space! Once 2 units, now combined into 1 giant condo, this home h...
- 6 Beds
- 3 Baths
- MRD10860195 MLS
- ACTIVE Status
NOW is the perfect time to call Norweta home! Brand-new construction luxury penthouse in Chicago's exclusive Lincoln Park neighborhood. Built to achieve LEED Platinum, th...
- 4 Beds
- 5 Baths
- MRD10948546 MLS
- ACTIVE Status
Incredible 2 story PH Renovation at Riverbank Lofts in beautiful River North neighborhood. MAGAZINE worthy Penthouse with the perfect interior details, making this better...
- 3 Beds
- 4 Baths
- MRD10851031 MLS
- ACTIVE Status
This unit can also be purchased and combined with unit 2601 and unit 2603 to create a FULL floor penthouse at approx. 7,800 square feet. This is a rare opportunity to cre...
- 3 Beds
- 4 Baths
- MRD10970645 MLS
- ACTIVE Status
Welcome to Wells Street Tower Penthouse 1. This spectacular unit offers City, Chicago River and Lake Michigan views with a fantastic floorplan. A gracious foyer welcome...
- 3 Beds
- 3 Baths
- MRD10969659 MLS
- ACTIVE Status
ONLY 2 UNITS LEFT in this extraordinary boutique elevator building from Environs Development with only 8 luxury condominiums! Building features meticulously designed, ele...
- 4 Beds
- 4 Baths
- MRD10903002 MLS
- ACTIVE Status
Chic and modern, 4-level penthouse set in one of Chicago's most premier, River North locations. With over 4,000 sq.ft. of spacious living, this remodeled residence has t...
- 4 Beds
- 5 Baths
- MRD10962167 MLS
- ACTIVE Status
Penthouse loft in the heart of River North with a 1500 square foot private outdoor deck. This remodeled 3 bedroom residence has character with the 14' ceilings, exposed ...
- 3 Beds
- 2 Baths
- MRD10841926 MLS
- ACTIVE Status
- Lofts On West Hubbard Bldg.
Unique, penthouse, corner unit, with the main living areas and balcony all having wonderful unobstructed east-facing views across Lake Michigan. Extra-wide garage parking...
- 3 Beds
- 3 Baths
- MRD10998924 MLS
- ACTIVE Status
Experience a 3D Tour, Click Virtual Tour Link to Explore. An unprecedented opportunity awaits for those seeking a luxurious Penthouse living experience occupying half the...
- 5 Beds
- 4 Baths
- MRD10917222 MLS
- ACTIVE Status
- Optima Old Orchard Woods Bldg.
Urban luxury! Private elevator door opens into this unexpected stately penthouse is impressive w soaring high 12' ceilings, huge windows, beautiful crown molding and rega...
- 3 Beds
- 3 Baths
- MRD10997364 MLS
- ACTIVE Status
We welcome in person showings of this impressive home in the heart of Southport Corridor, spanning over 3000 square feet ON ONE FLOOR of this intimate 5 unit building, c....
- 4 Beds
- 3 Baths
- MRD10996000 MLS
- ACTIVE Status
Redefined new construction duplex penthouse with incredible city views from your private rooftop deck just steps to Fulton Market! Massive living space spans the entire m...
- 4 Beds
- 4 Baths
- MRD10894496 MLS
- ACTIVE Status
Exciting extra-wide, up-zoned duplex penthouse by Halcyon delivering quality, transitional aesthetics in a massive floor plan with multiple living spaces and incredible p...
- 4 Beds
- 4 Baths
- MRD10888817 MLS
- ACTIVE Status
This unit can also be purchased and combined with unit 2601 and unit 2602 to create a FULL floor penthouse at approx. 7,800 square feet. This is a rare opportunity to cre...
- 3 Beds
- 3 Baths
- MRD10970639 MLS
- ACTIVE Status
Fantastic newer (2016) construction duplex up penthouse with 2 wrap-around terraces and interior private access to the HUGE rooftop deck! A boutique 4 unit building in aw...
- 3 Beds
- 3 Baths
- MRD11003385 MLS
- NEW Status
Beautiful Penthouse home with large terrace in heart of River North in prime boutique building! South facing 3 bedroom and 2 bathroom with family room. Main floor has op...
- 3 Beds
- 2 Baths
- MRD10971058 MLS
- ACTIVE Status
First time on the market at 1000 West. This sky home residence is characterized by private roof deck, exposed terra cotta ceilings and massive amounts of exposed brick. A...
- 3 Beds
- 3 Baths
- MRD10672458 MLS
- ACTIVE Status
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