Windy City Winners: Top 6 Most Expensive Listings in Chicago

Posted by Terri McAuley on Monday, January 9th, 2017 at 4:08pm

One of Chicago’s nicknames is ‘City of the Big Shoulders’ and there’s certainly something imposing about many of the top-priced Chicago real estate listings. Some are custom stone-built mansions, others are converted industrial buildings, and then there are the huge tower blocks. All are impressive and come with all the refinements you could wish for. We at Point2 Homes have researched the websites of agents representing luxury Chicago homes and we are able to show you here the 6 most expensive properties currently for sale in Chicago:

1932 N Burling Street $50,000,000

Hold the front page! Fresh on the market, and at the top of our list, is this huge mansion which smashes all previous Chicago property records. It occupies more than eight city lots and is rightly termed a ‘masterpiece’. Although it has classic looks, it was actually built only in 2008, and no expense was spared to create a truly stunning residence. There are the manicured grounds with fountains and a reflecting pool, and then inside there are multiple kitchens, six bedrooms, seven full bathrooms and all the other amenities that you would expect in a palace such as this.

58 E Chicago Ave $20,000,000

There are few if any properties currently for sale in Chicago which have an address like this one: on East Chicago Ave and Rush Street and just a short walk away from the Magnificent Mile and the lakefront. To give some idea of the architecture, we should add that it was built in 1891. Also known as The Amanda Apartments, this luxury six-storey building has three commercial spaces and 25 residential units. All are currently vacant and so the building is ready to be transformed - or totally rebuilt! This listing is a very rare find and will surely sell quickly.

1909 N Orchard St $15,500,000

This is another property with a fantastic location, in this case in the Lincoln Park neighbourhood, and it also looks exquisite with its classical columns and large windows. The lot is 100’ wide - which is a rarity these days - and the property covers 14,000 sq. ft. with a reconstruction possibility of up to 28,000 sq. ft. The site is available for a totally custom designed new construction home by the BGD&C corporation. It features 4 levels, and currently has 6 bedrooms, 6 baths and 2 half-baths in total. There is also a breakfast room, a den, a library and garage parking.

1516 N Lake Shore Dr $13,000,000

This property is a French chateau-inspired four-storey stone house and is one of the renowned “Seven Houses on Lake Shore Drive District”. Do you need to hear more? Well, it also has breathtaking views of Lake Michigan and is very well situated for Lincoln Park, The Magnificent Mile and the centre of Chicago. It comprises nearly 12,000 sq. ft. of potential living space and has a 2,400 sq. ft. coach house as well. It has many classic details such as soaring 16’ ceilings, marble staircases, stained glass windows, rich wood paneling and herringbone laid hardwood floors.

401 N Wabash Ave Unit 87A $12,700,000

You may have always dreamed of living in a penthouse and this one certainly offers all the luxury you imagined. There are no fewer than 4 bedrooms and 4.5 bathrooms and it features 16’ ceilings, custom millwork, coffered ceilings and very fancy oak flooring. There are also some sophisticated electronics here which control the windows and the media facilities. The master bathroom is furnished like a luxury spa and there is a gourmet kitchen and a 5-car garage. The building is Trump branded and is well situated with views of Lake Michigan and some of Chicago’s finest architecture.

924 N Clark St $12,500,000

Take one of Chicago’s landmark examples of industrial architecture and carry out an outstanding renovation and this is what you get. The property has large windows which let a lot of natural light in on the wonderfully designed living spaces. The family room, living room, dining room, library, breakfast room and expansive kitchen are all set up to make both living here and entertaining guests a pleasure. There is also plenty of outdoor space, with three terraces, an outdoor pool and a splendid roof deck, and the property offers views which are some of the best in the city.

This guest article was contributed by Point2 Homes. To see all the details of these beautiful homes, visit their website at

By:  Terri McAuley

Chicago Condos for Sale

Cell: 312-330-3211

“Chicago’s Luxury Condo Specialist”

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