The Regatta
The Regatta Apartments, Chicago
The Regatta Overview and Highlights
Overview
The Regatta, Chicago: A Lakeshore East Condominium Jewel
Elegant Architecture and Prime Location
The Regatta is a distinguished 44-story condominium tower completed in 2007 in Chicago’s New East Side, part of the Lakeshore East development. Rising prominently on the south bank of the Chicago River, its dual elliptical glass curtain walls reflect the blues of both Lake Michigan and the river, creating a striking architectural profile visible from Navy Pier and Lake Shore Drive. Situated at 420 E. Waterside Drive, The Regatta puts residents within walking distance to iconic Chicago attractions such as the Shedd Aquarium, Planetarium, Field Museum, Navy Pier, and Soldier Field, making it ideal for those who appreciate vibrant urban living with scenic lakeside and cityscape views.
Luxurious Residences with Modern Amenities
The building contains 320 to 325 luxury condominium units ranging from studios to three-bedroom layouts, designed to accommodate varied lifestyle needs with spacious floor plans. Residences feature high-end finishes including hardwood floors, granite countertops, in-unit washer/dryers, and private balconies that offer scenic views of the lake, river, and Chicago’s skyline.
Residents of The Regatta enjoy a suite of upscale amenities branded as the "Shore Club," which includes an indoor swimming pool, a rooftop garden with panoramic vistas, a theater room ideal for large group viewing, a state-of-the-art fitness center, and a hospitality room for entertaining guests. The building also provides 24/7 front desk service, on-site management, and reserved parking spaces for convenience and security.
Community and Lifestyle Experience
The Regatta offers a balanced urban lifestyle that combines the sophistication of lakeside living with the energy of the city. A garden terrace serves as a perfect gathering spot for residents to unwind while enjoying spectacular fireworks over Navy Pier or simply taking in the breathtaking cityscape. The presence of an on-site dry cleaner, media room, and reception area with a fireplace further enhance the day-to-day comfort of residents.
The award-winning design by Loewenberg Architects not only emphasizes beauty but also functionality and comfort. The building’s well-considered features, such as private terraces and panoramic views, underline The Regatta’s commitment to providing an exceptional living experience in downtown Chicago.
---
The Regatta in Chicago's Lakeshore East neighborhood is a premier residential destination representing the perfect blend of architectural elegance, luxury amenities, and proximity to the city’s cultural landmarks. Its thoughtfully designed residences and upscale offerings make it an iconic address on the city’s lakefront.
Address
420 E Waterside Dr, Chicago, IL
Building Type
Condo
Year Built
2006
Amenities
4.0 Rating based on 1 review
Meg
Frequently Asked Questions
Location & Neighborhood
New East Side

New East Side Chicago is a residential community just east of the heart of the city. This neighborhood is made up of luxury condos and high-rise rentals that surround Lakeshore East Park. New East Side is situated downtown but remains secluded and is tucked away from tourists.
It’s rare to find dining, shopping, and other entertainment options in the neighborhood, but they are only a quick walk away. Residents love that this area is a pedestrian’s paradise, as well as its proximity to Streeterville and River North.
New East Side housing is mostly new, full-amenity high rises with incredible views of Lake Michigan. Due to the neighborhood's location and the prevalence of luxury amenities, residents pay a significant premium.
Locals can be found hanging out at the local park, stopping by their favorite coffee shop, and walking their furry friends by the lake.
From The Blog
Disclaimer
Pricing, availability, and concessions are subject to change at any time and without notice. Photos may be of various model units and apartment availability and lease terms may vary. Information is believed to be accurate, however is subject to errors and omissions. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.