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The Regatta

The Regatta

The Regatta
Condominium Building
The Costar Building Rating

A rating for the building relative to other buildings of the same type throughout the country. Learn more

420 E Waterside Dr
Chicago, IL 60601
322 Units
44 Stories
2007 Year Built
$27K - $1.5M Value Range

Available Units

For Sale
For Rent

Highlights

  • Doorman
  • Lake Front
  • Housekeeping Services
  • Steam Room
  • Fitness Center
  • 4 min walk to Lakeshore East Park

Towering luxury in Chicago's New East Side

The Regatta stands as a prominent fixture in Chicago's New East Side neighborhood. This 44-story condominium tower, completed in 2007, offers 322 residences with stunning views of Lake Michigan, the Chicago River, and the city skyline. Designed by Loewenberg Architects, the Regatta provides a blend of urban sophistication and lakefront living. Its location offers residents easy access to some of Chicago's most iconic attractions while maintaining a sense of community within the burgeoning Lakeshore East development.

Diverse layouts with panoramic views

The Regatta offers a wide range of floor plans to suit various lifestyles, from cozy studios to expansive penthouses. Studio units, ranging from 580 to 647 square feet, provide efficient living spaces with recent sale prices around $380,000. One-bedroom units vary greatly in size, from 629 to 2,022 square feet, with prices ranging from $262,000 to $450,000. These units often feature a den, offering flexibility for a home office or guest space. Two-bedroom layouts, spanning 1,117 to 1,630 square feet, have sold recently for $465,000 to $900,000. These units typically include two to two-and-a-half bathrooms and offer ample living space. Three-bedroom residences, measuring 1,886 to 2,600 square feet, have commanded prices from $925,000 to $1,000,500. For those seeking ultimate luxury, four-bedroom units of approximately 4,500 square feet and five-bedroom units of about 4,700 square feet are available, though less common. Many units boast floor-to-ceiling windows, maximizing the breathtaking views of Lake Michigan, Navy Pier, and the Chicago skyline. Kitchens often feature granite countertops, stainless steel appliances, and custom cabinetry. Bathrooms in many units have been updated with modern fixtures, dual vanities, and luxurious finishes like marble flooring. Hardwood floors are standard in most units, with some featuring wide-plank espresso or light brown/grey stained varieties. Many residences include private balconies or terraces, perfect for enjoying the panoramic vistas. In-unit laundry, ample closet space, and smart home features like Nest thermostats are common amenities. Monthly HOA fees range from $500 to $1,500, covering heat, air conditioning, water, gas, cable, internet, and access to the building's extensive amenities. This comprehensive fee structure allows residents to better manage their monthly expenses while enjoying the full spectrum of services and facilities offered by the Regatta.

Resort-inspired amenities for an elevated lifestyle

The Regatta offers an impressive 5,000 square feet of amenities designed to enhance residents' daily lives. The crown jewel is the indoor pool and hot tub area, which provides stunning views of Navy Pier and Lake Michigan. Fitness enthusiasts will appreciate the expansive 2,000 square foot fitness center, equipped with state-of-the-art equipment and a separate Pilates studio. For relaxation and entertainment, the building features a newly renovated sundeck with grills and conversation areas, perfect for enjoying Chicago's summer evenings. A game room equipped with billiards, ping pong, and other recreational activities provides a space for friendly competition and socializing. Families with children will find the dedicated playroom a welcome addition, offering a safe and engaging space for little ones. For quiet moments, the library provides a serene environment for reading or working. The building also boasts a theater room for movie nights and a recently remodeled party room with an attached kitchen and deck overlooking the Chicago River, ideal for hosting gatherings. Business services are not overlooked, with a business center available for residents' professional needs. The building is secured by 24-hour door staff and fobbed security entrances for both the garage and main building. Additional conveniences include on-site dry cleaning services, a package room, and extra storage options. For those with vehicles, the building offers indoor parking, with some spaces equipped with electric charging stations. Bike storage is also available for cycling enthusiasts. These comprehensive amenities and services create a living experience that balances luxury, convenience, and community, making the Regatta a standout residence in the New East Side.

Urban oasis in the heart of Chicago

The Regatta is situated in the vibrant New East Side neighborhood, a relatively new development that has quickly become one of Chicago's most desirable areas. At the heart of this community is the 6-acre award-winning Lakeshore East Park, a lush botanical garden featuring fountains, dog parks, and a playground. This green space serves as a central gathering point for residents, hosting various community events throughout the year. Just steps from the building, residents can access the Chicago Riverwalk, a 1.25-mile promenade along the Chicago River offering walking and biking paths, restaurants, and public art installations. The proximity to Lake Michigan provides endless opportunities for outdoor recreation, from jogging and cycling along the lakefront trail to enjoying the beaches during summer months. Cultural attractions abound in the area, with Millennium Park and its iconic Cloud Gate sculpture (known as "The Bean") just a short walk away. The nearby Maggie Daley Park offers a variety of recreational activities, including an ice-skating ribbon in winter and a climbing wall in summer. For dining and shopping, the neighborhood doesn't disappoint. Mariano's, a high-end grocery store, is conveniently located within walking distance. Restaurants like Avli on the Park offer authentic Greek cuisine, while Taco Rio provides a casual Mexican dining experience. The Magnificent Mile, Chicago's premier shopping destination, is within easy reach, featuring a mix of luxury brands and popular retailers. The New East Side is also home to several educational institutions, including the GEMS World Academy, an international school offering a rigorous curriculum for students from preschool through high school. This unique blend of green spaces, cultural attractions, and urban conveniences makes the New East Side a truly exceptional place to call home, with the Regatta at its center.

Seamless connectivity to the city and beyond

The Regatta's location in the New East Side offers residents excellent transportation options, making it easy to navigate the city and beyond. For those who prefer public transit, several bus stops are within a five-minute walk of the building. The Harbor Drive & Randolph stop serves the Blue Island/26th line, while the Wacker (Upper) & Columbus stop provides access to multiple lines including the Clarendon/LaSalle Express, Cottage Grove, and Navy Pier routes. Rail commuters will appreciate the proximity to Chicago Millennium Station, about a 10-minute walk away. This station serves both the Metra Electric Line and the South Shore Line, providing convenient access to the southern suburbs and northwest Indiana. For those traveling further afield, both of Chicago's major airports are easily accessible. Chicago Midway International Airport is about a 20-minute drive, while Chicago O'Hare International Airport can be reached in approximately 30 minutes by car. The building's location also provides easy access to major roadways. Lower Wacker Drive offers a quick route to Lake Shore Drive and the Kennedy Expressway, facilitating travel to other parts of the city and suburbs. Cyclists will find the area accommodating, with dedicated bike lanes on nearby streets and easy access to the Lakefront Trail. The building's bike storage facilities make it convenient for residents to maintain and use their bicycles regularly. For those who prefer to explore on foot, the neighborhood's high walkability means that many daily errands and activities can be accomplished without the need for a vehicle. The pedestrian-friendly streets and proximity to numerous attractions make walking a pleasant and practical option for many residents. This combination of public transit options, easy airport access, and pedestrian-friendly design ensures that residents of the Regatta can effortlessly connect with all that Chicago has to offer, whether commuting for work or exploring the city for leisure.

Available Condos

Building Details

Recreation

  • Fitness Center
  • Spa
  • Community Indoor Pool
  • Indoor Pool
  • Community Spa
  • Park
  • Bike Trail

Outdoor Features

  • Lake Front
  • River Front
  • Sundeck
  • Common Area

Amenities

  • Water Views
  • Doorman
  • Housekeeping Services
  • Laundry Service
  • Rooftop Deck
  • Restaurant
  • Steam Room
  • Sauna
  • Theater or Screening Room
  • Business Center
  • Party Room
  • Recreation Room
  • Package Room
  • Community Storage Space
  • Security Service
  • Resident Manager or Management On Site
  • 24 Hour Access

Parking

  • 1 - 2 Garage Spaces Per Unit
  • 2 Car Attached Garage
  • On-Site Parking
  • Deeded Parking
  • Valet Parking

Pet Policy

  • Pets up to 150 lbs
  • Limit on the number of pets
  • Pet Size Limit
  • Pet Deposit Required
  • Dogs and Cats Allowed

Condo Association

  • $2,300 Monthly HOA Fees
  • Monthly HOA Fees Range from $525 - $2,300
  • Association fees include air conditioning, water, gas, insurance, doorman, tv/cable, exercise facilities, pool, exterior maintenance, lawn care, scavenger, snow removal, internet
  • Paul Mierzwa Association, Phone Number (312) 819-1754
  • Regatta Subdivision
  • Property managed by Sudler

Building Design

  • Elevator
  • Fire Sprinkler System
  • High-Rise Condominium
  • Lobby

Unit Features

  • Open Floorplan
  • Laundry Room
  • Washer and Dryer Hookup
  • Balcony

Unit Information

Beds
1 Bed
1 Bed
2 Beds
2 Beds
3 Beds
--
--
Baths
1.5 Baths
1 Bath
2 Baths
2.5 Baths
2.5 Baths
--
--
Sq Ft
1,141
826
1,586
1,356
2,567
--
--
Price
$545,000
$360,000
$825,000
$715,000
$1,600,000
$40,000
$39,900
Price / Sq Ft
$478 / Sq Ft
$436 / Sq Ft
$520 / Sq Ft
$527 / Sq Ft
$623 / Sq Ft
--
--
List Date
04/17/2025
04/10/2025
01/19/2025
04/10/2025
04/18/2025
07/23/2024
05/02/2024

Unit Size and Value Ranges

Studio Units
Sq Ft Range
2,022
Est. Values
$26,795 - $1,338,405
1 Bedroom Units
Sq Ft Range
602 - 1,141
Est. Values
$67,000 - $1,023,338
2 Bedroom Units
Sq Ft Range
1,177 - 1,586
Est. Values
$64,000 - $987,473
3 Bedroom Units
Sq Ft Range
1,887 - 2,567
Est. Values
$696,350 - $1,342,833
4 Bedroom Units
Sq Ft Range
4,500
Est. Values
$1,206,004 - $1,495,532
All Units
Sq Ft Range
602 - 4,500
Est. Values
$26,795 - $1,495,532

Map

Area Factors

High Crime

Crime Score®

7 / 10

Very Bikeable

Bike Score®

84 / 100

Walker's Paradise

Walk Score®

90 / 100

Rider's Paradise

Transit Score®

100 / 100
Sources: WhatIsMyCrimeRisk.com, Walk Score
Sources: WhatIsMyCrimeRisk.com, Walk Score

WhatIsMyCrimeRisk.com, Powered by CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks. Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.

Environmental Factors

Busy

Sound Score®

67 / 100

--

Air Pollution®

N/A / 10

--

Flood Factor®

N/A / 10

--

Fire Factor®

N/A / 10

--

Heat Factor®

N/A / 10

--

Wind Factor®

N/A / 10
Source: First Street, How Loud
Sources: First Street, How Loud

Sound Score® measures the noise level of any address. Environmental risk data is provided by First Street Foundation® and is designed to approximate risk and not intended to include all possible scenarios.

Parks in this Area

Schools

Source:
GreatSchools: The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process. View GreatSchools Rating Methodology
Disclaimer: Please note that this building may not be in these schools' attendance zones.

Agents Active in this Building

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Property Taxes

Range in Assessed Values
$2.6K - $176K
Range of Taxes in Building
$11 - $37,907
Range of Taxes per Sq Ft
$0.01 - $11.40

Property Tax History

Source: Public Records

Similar Condominium Buildings

Building Website

Building Team

Developer
Near North Properties, Inc.
Architect
Loewenberg Architects
Property Management
Sudler Property Management
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed and should be independently verified.