Chicago is a city of opulence and beauty. While the city boasts plenty of mid-level housing opportunities, where the city truly shines is in their Chicago luxury condo market. There are plenty of luxurious options stocked full with modern amenities and upgrades in neighborhoods across Chicago. Whether you are looking in the Gold Coast, Streeterville, Lincoln Park, or another part entirely, there are plenty of beautiful luxury condo options to be had in Chicago.


I will be showcasing the top 10 luxury Chicago condos here, by price. There are many other amazing luxury condo buildings in Chicago and you can see some of our favorites here . Since it remains a buyers market, then now is the time to start looking as all indications are that we have hit bottom and in 2013 we may just start to see prices rising as Chicago bounces back with renewed optimism.



1. Trump Tower 401 N Wabash Ave Unit PH89A Chicago, 60611


The penthouse at the Trump Tower Chicago tops the list as not only the highest priced condo for sale in the city of Chicago but also the highest priced condo EVER offered for sale in Chicago. This home is 14,260 sq. ft. on the entire 89th floor with 16-18ft. ceilings. Current floor plan outlines 5 bedrooms and 7 1/2 baths, although you can configure your dream home any way you like as it is still raw space. Boasting the highest private residence in North America, residents of the Trump Tower Chicago also enjoy all the 5 star amenities of the hotel.


Price $32,000,000

Monthly assessments: $12,250/month

Taxes $21,291/year, I would expect the taxes to go up on the finished project.



2. The Palmolive 159 E Walton St Unit PH Chicago, 60611


This vintage penthouse was completely remodeled and restored. It is 12,350 sq. ft. on 3 full floors with 360 degree views of the city. Meticulous detail went into this rehab and the top floor, which is landmarked could not be remodeled only restored to its original magnificence. Full amenity building including a private elevator dedicated only to the penthouse. Includes 700 sq. ft of outdoor space and 3 parking spaces. One of the most luxurious properties I have seen in Chicago.


Price $16,750,000

Assessments: $11,595/month

Taxes $42,772/year (historic tax freeze, does not transfer)

3. The Pinnacle 21 E Huron St Unit 4501 Chicago, 60611


Located in the North neighborhood known as “The Cathedral District” this luxury Chicago condo is 6000 sq. ft. 3 bedrooms and 3.1 baths. Full floor residence completely designed by a renowned Chicago architect. This home includes 2 1000 sq. ft. terraces as well as a 1500 bottle wine cellar. Full amenity building including an indoor pool. 1 block to world class shopping on the magnificent mile as well as many food options from fast food to 5 star dining.


Price $7,900,000

Assessmenst $5208/month

Taxes $57,724.16/year

4. Lincoln Park 2550, 2550 N. Lakeview Ave. #D6 Chicago, Il 60614


This is a brand new luxury condo building in Lincoln Park called Lincoln Park 2520. 39 stories tall with 218 residences, this entire development was finished with service and amenities in mind. From concierge service, the movie theater, state of the art fitness center, steam and sauna rooms, indoor lap pool, private park, Dog walking area, on-site management, stunning event room with parking for 50 cars etc…The views of Lincoln Park and Lake Michigan are some of the best you will see.


Price $6,092,000

Assessments $2514/month

Taxes NEW

5. 209 E Lake Shore Dr Unit 7E Chicago, 60610


209 E. Lake Shore Dr. Is located among Chicago’s most beautiful vintage co-op buildings on Lake Shore Dr. This Gold Coast building houses some of the most luxurious upscale vintage residences in the city. This home features 5900 square feet with 3 bedrooms, 4.2 baths and stunning lake and city views from the living and dining room. With only 2 hoes per floor they give the feeling of a single family home right in the middle of the gold coast across the street from Lake Michigan.


Price $5,995,000

Assessments$9508/month (Property taxes included)

Taxes $60,048

6. Park Tower 800 N. Michigan #5101 Chicago, 60611


This home in the Park Tower is 6240 square feet, 6 bedrooms and 5.1 baths with two terraces on the north/east and south east corners. The master suite is 3 separate rooms plus there are 5 additional bedrooms as well as a wood paneled library with a fireplace. This unit is located above the Park Hyatt hotel and therefore residents enjoy all the amenities of the hotel including the pool, room service, housekeeping services and private access to the Nomi club. Two garage spots included.


Price $5,750,000

Assessments $3693

Taxes $76,019

7. Park Tower 800 N. Michigan #3501 Chicago, 60611


This next home is also in the Park Tower, 5250 sq. ft. four bedrooms, 3.5 baths with east, south and west views of the city, media room, cherry paneled library, master bedroom suite and a terrace on the south east corner of the home. Residents enjoy all the hotel amenities of the Park Hyatt hotel, pool, health club, housekeeping, and room service. The Magnificent Mile right outside their door for shopping, dining, site-seeing, etc…The are two side-by-side garage spaces included in the price.


Price $5,700,000

Assessments $2856

Taxes $56,291

8. 1500 N. Lake Shore Dr Unit 1-2A Chicago, 60610


Located in the Gold Coast neighborhood of Chicago at Lake Shore Drive and Burton Street, this home is One of only two Maisonettes in the 1929 French Renaissance co-op. 4 bedrooms, 5 bathroom with. This home also provides a private street level entrance and is directly across the street from Lake Michigan. Located in a building that boasts the largest private roof top terrace on Lake Shore Drive. One parking space is included.


Price $5,600,000

Assessments $8216 (Property taxes included)

Taxes $49,940

9. The Drake Tower 179 E. Lake Shore Dr. #29 Chicago, 60611


A full 5000 sq. ft. residence in the Drake Tower building on prestigious East Lake Shore Drive this home has 3 bedrooms, 4.5 baths and stunning views in all directions. Little is known about this residence most likely for privacy reasons but it is located in the beautiful Gold Coast neighborhood directly across the street from Lake Michigan and shopping/dining on the Magnificent mile. This building offers a high level of service with staffed elevators and mail delivery right to your home.


Price $5,750,000

Assessments $7206 (Property taxes included)

Taxes $27,778

10. The Heritage 130 N. Garland Ct. PH 5702 Chicago, 60602


Another property I have had the pleasure of showing. This is a custom designed 5250 square foot penthouse in the Heritage and this home is a show stopper. With never-ending north/south/east and west views from the 57th floor over Millennium Park be prepared to be impressed. Four bedrooms with 3.5 baths and a dream kitchen. Full amenity building with indoor pool, health club, two doorman, sundeck and dry cleaners in the building. Two side-by-side garage spaces included.


Price $5,250,000

Assessments $3149

Taxes $53,161


Christine Hancock, Broker Associate with Prudential Rubloff specializing in downtown Chicago Real Estate including The Gold Coast, South Loop, West Loop, Streeterville & Lincoln Park for over 10 years. If you would like to make the luxurious lifestyle of Chicago a reality call/Email Me today at 312-296-9300, or visit my website at