420 E Waterside Drive Condos – The Regatta Chicago

420 E Waterside Drive, Chicago, IL 60601 Photo

420 East Waterside Drive, Chicago, IL 60601

Here are all 420 E Waterside Drive condos for sale in Chicago with their location, building and unit information. Schedule a showing online!


420 E Waterside Drive has studios, 1, 2 and 3 bedroom apartments with a condo form of ownership. One owner had a 5 bedroom created pre-construction. Studios have 629 square feet. One bedroom condos have 597 to 1,150 square feet. Two bedroom condos have 1,182 1,587 square feet. Three bedroom condos have 1,187 to 2,700 square feet. Regatta penthouses are on floors 35 to 44.

All of the units have balconies, hardwood floors, and in-unit laundry. Cooking appliances are gas.

420 E Waterside condo prices range from under $400K to over $1.5M. See the listings below for current prices.


420 E Waterside 4310$3,500,00053 1/24500
420 E Waterside 3514$1,300,00032 1/21887
420 E Waterside 2012$863,00022
420 E Waterside 3612$849,900221586
420 E Waterside 1712$809,000221586
420 E Waterside 808$725,00022 1/21488
420 E Waterside 701$649,900221530
420 E Waterside 2703$520,000221182
420 E Waterside 1111$505,00011930
420 E Waterside 903$499,900221182
420 E Waterside 1203$489,000221117
420 E Waterside 703$465,000221182
420 E Waterside 813$350,00011907
420 E Waterside 2204$345,00011788


Call us at 773-793-4516 or email us.



420 E Waterside Drive was built in 2007 and named The Regatta. The high rise houses 320+ condos in its 45 stories. The Regatta has an indoor pool, media room, garden terrace, exercise room, bike room and party room. It also has a dry cleaner and 24 hr. door staff.

The 372 parking spaces at The Regatta are deeded. So each parking space has it’s own monthly assessment and annual property taxes. Some parking spaces may be available for rent.

Pets are ok. Utilities included in the monthly assessments include: gas, heat, air conditioning, water and cable TV.


420 E Waterside Drive is located at Harbor Drive and Waterside Drive just south of Chicago’s Riverwalk and 2 blocks north of Millennium Park in the Loop. Chicago’s Lakefront is 1 block east.

A Mariano’s grocery store is 3 blocks away. There’s a CVS Pharmacy also 3 blocks away.

420 E Waterside Drive currently has a Walk Score of 91, a Transit Score of 100. The #60 Blue Island/26th and #20 Madison buses have stops 2 blocks to the south. There are also car sharing services within a couple of blocks. The stop for almost every L line is just over half a mile away at State and Lake.

The Regatta has a Bike Score of 81. A Divvy bike sharing station is 2 blocks away.

According to WalkScore.com, the location has a Crime Grade of A. That means it’s a lowest crime area compared to all of Chicago.


Call us at 773-793-4516 or email us.


Fran Bailey Fran Bailey is a Realtor who has been quoted in numerous Chicago and national publications. To schedule showings for any listings, get a free market analysis for your home or to contact Fran email her at fran.bailey@bairdwarner.com or call 773-793-4516. Learn More