The Regatta Condos – 420 Waterside Drive

What’s Best About The Regatta?

“The Regatta Condominiums offer amazing amenities plus stunning city and lake views. A true premier living experience in Chicago’s desirable New East Side.”

Located at 420 E Waterside Drive, this 44-story tower blends urban sophistication with serene lakefront living, providing residents access to luxurious amenities, a prime location, and a vibrant community.

Talk with Stacey about The Regatta!

The Core Appeal of The Regatta Condos Chicago

The main attraction for all residents is the building’s exceptional location and resort-style amenities. Situated on the south bank of the Chicago River, The Regatta provides stunning views of the city skyline, Lake Michigan, and Navy Pier. The distinctive cylindrical glass facade ensures many units benefit from dramatic, light-filled living spaces and many units also feature private balconies or terraces.

Key Amenities for All Residents

• Health & Wellness: A state-of-the-art fitness center with a Pilates studio, an indoor pool with Navy Pier views, and a spa hot tub.
• Entertainment & Socializing: A media/theater room, a party room with a kitchen and river-view deck, a billiards lounge, and a library/game room.
• Outdoor Spaces: A 13th-floor sundeck with grills, seating areas, and a rooftop garden terrace.
• Convenience & Security: 24-hour door staff, on-site management and engineer, on-site dry cleaners, a package room, and available deeded garage parking.
• Pet-Friendly Living: Cats and dogs are welcome, with easy access to the Lakeshore East Park dog park nearby.
• The Neighborhood: The Regatta sits within the quiet, residential Lakeshore East development, anchored by the award-winning, six-acre Lakeshore East Park. Residents can easily walk to Chicago attractions such as Millennium Park, Maggie Daley Park, the Chicago Riverwalk, Navy Pier, Michigan Avenue shopping, and the Theatre District, making it a “walker’s paradise” for convenience and leisure.

For expert guidance on purchasing or renting property in this highly sought-after building, talk with Stacey.

Conclusion

The Regatta Condos offer an unparalleled living experience characterized by luxury amenities, stunning views, and a quiet yet central urban oasis in the New East Side. Whether choosing to buy for long-term investment potential and customization opportunities or to rent for flexibility and minimal maintenance responsibilities, residents enjoy a high quality of life in one of Chicago’s most sought-after buildings.