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
The icons of Chicago's skyline have a new companion. Designed by Adrian Smith - The same architect who also designed the world's tallest structure, Burj Khalifa, as well ...
- 5 Beds
- 9 Baths
- MRD11218556 MLS
- NEW Status
- Trump Tower Chicago 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
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
Welcome to the Crown Jewel of Streeterville! Perched atop of the famous River View Condominiums, this incomparable, two-level home is like a mansion in the sky! Luxury an...
- 3 Beds
- 4 Baths
- MRD11202126 MLS
- ACTIVE Status
- Riverview West Bldg.
Unprecedented top floor Duplex Penthouse with two terraces at The Bristol, in the heart of Chicago's Gold Coast neighborhood. Magnificently designed, this 6,700sqft resid...
- 4 Beds
- 4 Baths
- MRD11157468 MLS
- ACTIVE Status
- The Bristol Bldg.
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.
An unparalleled penthouse with 1,000 square foot Private Terrace. Breathtaking, unforgettable, unobstructed views of lake and city from Terrace and residence. Penthouse ...
- 3 Beds
- 5 Baths
- MRD11134285 MLS
- ACTIVE Status
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
- MRD11066238 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
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
- MRD11123975 MLS
- ACTIVE Status
Live the life. Rarely-available penthouse unit in the fabulous Four Seasons residences, 3,600 appx square feet of luxurious living all on one level, no stairs, 3 ensuite ...
- 3 Beds
- 4 Baths
- MRD11145461 MLS
- ACTIVE Status
- Bloomingdales Bldg.
Stunning penthouse in quaint vintage building on Bellevue. Two large outdoor terraces. Duplex feels like a town home on top of the building. One indoor parking space is...
- 3 Beds
- 4 Baths
- MRD11039728 MLS
- ACTIVE Status
Staged photos added for your convenience. Fabulous entire 48th floor at The Fordham. Taxes under separate appeal and expected to be lowered to ~$60K. **please see letter...
- 4 Beds
- 5 Baths
- MRD11150103 MLS
- ACTIVE Status
Unparalleled and breathtaking 360 views from this massive 4,500 sq ft tri-level penthouse. Located in the heart of the Fulton Market District, this spectacular home has e...
- 3 Beds
- 4 Baths
- MRD11044871 MLS
- ACTIVE Status
A very special Penthouse available at the Aqua Tower Condominiums. Corner unit facing Southeast. Unit features 16' floor to ceiling glass windows. Open floor plan. Custo...
- 2 Beds
- 3 Baths
- MRD10985904 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 only two bilevel penthouses at 1340 N. State Parkway in the Gold Coast, Unit 4S recently underwent a flawless gut rehab to appeal to a modern sensibility, as evide...
- 4 Beds
- 6 Baths
- MRD11211083 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
- MRD11052233 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
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
- MRD11218632 MLS
- NEW Status
Exceptional full-floor penthouse on South Michigan Ave Cultural Mile offers breathtaking panoramic views of Chicago lakefront, "forever open, clear and free." Step off th...
- 4 Beds
- 5 Baths
- MRD11197988 MLS
- ACTIVE Status
A RARE TRUE 2 LEVEL PENTHOUSE on the 27th and 28th floors with stunning southeast views in prime River North near Mag Mile! The largest unit in the building at 3300 squar...
- 4 Beds
- 3 Baths
- MRD11009975 MLS
- ACTIVE Status
Truly one-of-a-kind premier half floor South Loop designer penthouse with over 1100 SF of outdoor living and entertaining space from the two massive private terraces with...
- 4 Beds
- 5 Baths
- MRD11165023 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
- MRD11134110 MLS
- ACTIVE Status
This is the truly one of a kind luxury home you've been waiting for. Click on virtual tour to fully appreciate. Absolutely stunning with meticulous details throughout eve...
- 4 Beds
- 5 Baths
- MRD11151607 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. Available furnished, ...
- 2 Beds
- 3 Baths
- MRD11080768 MLS
- ACTIVE Status
- One River Place Bldg.
ESTATE SALE. RARELY AVAILABLE 5 BEDROOM 5 1/2 BATH DUPLEX PENTHOUSE CONDO OVERLOOKING THE LAKE AND BELMONT HARBOR. High end finishes throughout the unit This prime A-t...
- 5 Beds
- 6 Baths
- MRD11104324 MLS
- ACTIVE Status
Set up a showing via VIDEO CHAT or PREVIEW THIS HOME VIRTUALLY: Listing includes ***VIRTUAL TOUR WITH INTERACTIVE FLOORPLANS*** and ***FULL RESOLUTION 4K CINEMATIC walk t...
- 3 Beds
- 5 Baths
- MRD11107242 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
Take a 3D Tour, CLICK on the 3D BUTTON & Walk Around. Watch a Custom Drone Video Tour, Click on Video Button! No detail has been missed in this almost new construction 4B...
- 4 Beds
- 5 Baths
- MRD11217456 MLS
- NEW Status
Luxury meets lifestyle with this DUPLEX PENTHOUSE! The best of both worlds with PRIME RIVER NORTH LOCATION. A private elevator takes you to the two full floors of pure lu...
- 3 Beds
- 5 Baths
- MRD11162239 MLS
- ACTIVE Status
Located on a quiet tree-lined street in vibrant East Lakeview, this exceptional 4 bedroom, 3.5 bath duplex up penthouse was built brand new construction in 2015. Expect t...
- 4 Beds
- 4 Baths
- MRD11212014 MLS
- NEW Status
Full walk thru video of the property and floor plans on Vtour button. . This is a true one of a kind home. A Developer built this 2 unit building in the heart of Old Town...
- 3 Beds
- 3 Baths
- MRD11204065 MLS
- ACTIVE Status
View our virtual 3-D tour! Fantastic newer-construction 4-bed duplex-up penthouse condo with full roof deck and 2 garage parking spaces! Constructed by a very experienced...
- 4 Beds
- 4 Baths
- MRD11161425 MLS
- ACTIVE Status
This 3000 sq ft duplex up, with professionally built out 1500 sq ft roof deck in the heart of Lincoln Park, is truly a special property. First floor features 14 foot cei...
- 3 Beds
- 3 Baths
- MRD11212536 MLS
- ACTIVE Status
Located in the heart of the Gold Coast on historic State Parkway this stunning corner penthouse was gutted to the studs in 2016. Originally a combined unit owned by the d...
- 3 Beds
- 3 Baths
- MRD11154957 MLS
- ACTIVE Status
Remarkable city vistas from this stunning penthouse combination- unit in the heart River North. Some 4400 square feet of luxury and value, plus an unheard of 2000 square ...
- 4 Beds
- 3 Baths
- MRD11136169 MLS
- ACTIVE Status
See Drone Video for indoor tour. Penthouse - Extra wide DUPLEX PENTHOUSE that lives like a Single Family Home without the maintenance. With approx 3500sf of living space ...
- 4 Beds
- 4 Baths
- MRD11212774 MLS
- ACTIVE Status
FULTON MARKET DISTRICT! BRAND NEW CONSTRUCTION MASSIVE DUPLEX-UP PENTHOUSE BY ONE OF THE TOP DEVELOPERS IN CHICAGO! THIS UNIT IS ABSOLUTELY STUNNING. SUPERIOR LAYOUT WITH...
- 4 Beds
- 4 Baths
- MRD11216366 MLS
- ACTIVE Status
Exquisite & one of a kind fully renovated penthouse in Chicago's Gold Coast! Encompassing nearly 2,800SF of luxury living, this home in the sky spans the N, W, & S wing ...
- 3 Beds
- 4 Baths
- MRD11192595 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
- MRD11175799 MLS
- ACTIVE Status
- Lofts On West Hubbard Bldg.
**SENSATIONAL SOUTH PRAIRIE** CUSTOM DESIGN AND BUILD RESIDENCE AT THE MARSHALL FIELD MANSION OFFERS 3,500 SQ FT OF GRACIOUS LIVING ON TWO LEVELS WITH IDEAL WORK AT HOME ...
- 3 Beds
- 3 Baths
- MRD11106160 MLS
- ACTIVE Status
- Prairie District Homes Bldg.
We were TEMP off the market a few weeks for family fun and back on at a fantastic new price! A gorgeous and beautifully appointed home with an elevator that opens directl...
- 3 Beds
- 3 Baths
- MRD11163533 MLS
- ACTIVE Status
Enjoy SFH living in this penthouse, extra-wide duplex-up home with three private outdoor spaces and designer finishes throughout! Plus, the location doesn't get any bette...
- 3 Beds
- 3 Baths
- MRD11193600 MLS
- ACTIVE Status
Extra-wide duplex penthouse over 3,000 sqft with massive private roof deck. The quality of finishes in the condo are timeless, nothing for you to do but move in. Chef's...
- 3 Beds
- 3 Baths
- MRD11034963 MLS
- ACTIVE Status
Unbelievable Old Town 3 bed / 2.1 bath penthouse duplex-up with private elevator and 3 private outdoor spaces, including a rooftop oasis with all the greatest amenities: ...
- 3 Beds
- 3 Baths
- MRD11200406 MLS
- ACTIVE Status
Spectacular 3 bedroom, 3 full bathroom penthouse level condominium in the coveted Fordham building! Southwest corner unit in the most desired tier. Only three units per f...
- 3 Beds
- 3 Baths
- MRD11166967 MLS
- ACTIVE Status
- Fordham Bldg.
STUNNING top floor penthouse unit in modern high-rise building with jaw-dropping 270-degree skyline views through floor-to-ceiling windows. Open floor plan with brand new...
- 3 Beds
- 3 Baths
- MRD11117252 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.
Amazing space - indoor and out! Enjoy a prime location in this impressive 3,800 sq. ft., 2-story PH in Chicago's Gold Coast - elevator building. Take in the panoramic ...
- 3 Beds
- 3 Baths
- MRD11182982 MLS
- ACTIVE Status
Unique, top-floor, rarely-available corner unit with spacious living areas and tile balcony all having stunning unobstructed views across Lake Michigan. Formal stone entr...
- 3 Beds
- 3 Baths
- MRD11132537 MLS
- ACTIVE Status
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