
About this unit
Welcome to The Regatta in coveted Lakeshore East! This fully-renovated, rarely-available, 1 bed/1 bath condo blends modern elegance with everyday comfort. The large open-concept living and dining areas boast floor-to-ceiling windows with custom black-out drapes, filling the space with natural light from the private, covered balcony. The kitchen features recently-updated stainless steel appliances: dishwasher (2026), refrigerator/freezer (2025), microwave (2025), granite countertops, and ample cabinet space. Across from the kitchen are the recently upgraded stackable LG washer/dryer (2023). The spacious primary bedroom includes motorized shades and a large walk-in closet with built-in shelving. The bathroom was modernized with sleek hardware, a high-tech mirror, and a new toilet. And, if that wasn't enough, the unit has a designated storage locker and a deeded parking space in the attached garage INCLUDED IN THE PRICE! Featuring comparably-low HOA fees for a premier building in this prime location, The Regatta offers top-tier amenities including the sizable and recently-renovated fitness center, an indoor pool, 24-hour door staff, a sundeck for grilling/entertaining, game and party rooms, and much, much more! Don't wait on this rare gem where you'll have the best of both worlds - A quiet and serene pocket in the heart of downtown, while being steps away from the Lakefront, Millennium Park, world-class dining and shopping, and everything Chicago has to offer. Schedule your private tour today!
Amenities
Shared amenities included with the building.
- 24/7 Front Desk
- Fitness Center
- Pool
Property details
The facts that decide a tour — straight from MRED.
What it costs each month
Live estimate. Tax based on Cook County 2024 effective rate. HOA pulled from the listing.
Estimate. Real rate depends on your lender, credit, and reserves. We'll connect you to a Chicago-based broker once you tour.
Listing history
The MLS trail for this unit — list events and price changes only.
About 420 E WATERSIDE Drive
A look at the building this unit is in.

420 E WATERSIDE Drive— The Regatta
Where it is
FAQ
Where do these listings come from?
Straight from the Midwest Real Estate Data (MRED) MLS, refreshed regularly — the same listings your buyer's agent sees, no curated subset.
Can I work with Dibze to buy?
Yes. A licensed Chicago buyer's agent lines up tours, writes offers, and handles the close. The seller pays the commission, so it's free to you — and we rebate part of it back at closing.
Can I rent in this building?
If owners are leasing units, the For Rent tab shows them. These are individual condo owners listing through the MLS, so lease terms and pet rules vary by unit.
How is this different from Redfin or Zillow?
Same MLS feed, different model — we don't sell your contact info or turn every click into a lead. One Dibze condo expert handles your whole search and represents you, not the seller.
Similar units in this building
Other listings on the same line, same floor, or close in size.

We'll email you the moment the price changes or it goes under contract. Nothing else.
