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About This Home

This 3-bedroom, 3-bathroom condo at 420 E WATERSIDE Drive in Chicago, IL is listed for $1,199,000 ($635 per sqft). Built in 2006, the home offers 1,887 sqft of living space on a N/A lot.

Agent Description

Set in the exclusive Lakeshore East, Penthouse Residence 4114 at The Regatta is the definition of elevated city living. Highest 14-tier unit in the building! Step into a grand foyer highlighted by a timeless chandelier that sets the tone for classic elegance and quality craftsmanship.

Soaring 10-foot ceilings and rich oak flooring guide you into a sunlit living space, where floor-to-ceiling windows deliver panoramic views of Lake Michigan, Navy Pier, and the Chicago River. The layout is ideal for both social gatherings and quiet relaxation; enjoy the ambiance of a contemporary fireplace or prepare gourmet meals in the upgraded k

itchen, complete with peninsula granite counters, Brookhaven cabinetry, KitchenAid appliances, a dual-temperature wine cooler, and ample hosting space. Take advantage of the balcony to relax with your favorite drink and watch Navy Pier's summer fireworks.

Three separate heating and cooling zones provide personalized comfort throughout the home. The primary suite serves as a private retreat with a custom walk-in closet and a luxurious bathroom featuring double vanities, a walk-in shower, and a deep soaking tub.

With a split-bedroom design, one en-suite bedroom is set apart with its own marble bath with heated floors, perfect for guests or extended stays. A spacious third bedroom offers a unique view of Lake Michigan and comes furnished with custom designed closets that enhance convenience.

A necessary third marble bathroom boasts heated floors and a custom walk-in shower. Practical features include ample closet space throughout the home and a spacious laundry room with side-by-side appliances. Located on the penthouse level, this residence stands out for its abundant sunlight, architectural flair, and modern touches.

Amenities at The Regatta encompass everything from a 24-hour doorman, indoor pool, whirlpool, gym, landscaped sun deck, children's play area, theater, game and lounge rooms, event spaces, library, on-site dry cleaning, and two deeded parking garage spaces. This unit offers more than just luxurious accommodations, it's a serene escape above the city, yet steps away from the opera, events, shopping, and parks; presenting an unparalleled opportunity to experience Chicago at its finest.

Key Features

  • Built in 2006
  • 2 parking spaces
  • Fireplace
  • Waterfront

Property Details

3 full
2 spaces
#4114
2006

Amenities

FireplaceWaterfrontViewHardwoodA/C

Monthly Cost Estimate

$8,027/mo

20% down · 6.5% · 30 years

Principal$867
Interest$5,196
Insurance$350
HOA$1,614

Estimates only. Actual payments may vary.

Location

420 E WATERSIDE Drive

Chicago, IL 60601

Regatta

Features & Amenities

Exterior Features

Balcony

Property Details

Flooring

Hardwood

Construction

Brick Glass Concrete

Views

Water

Parking

OpenGarage

Heating

Natural GasForced AirRadiant FloorRadiant

Cooling

Central Air

Appliances

RangeDishwasherRefrigerator

Questions & Answers

This 3-bedroom, 3-bathroom condo at 420 E WATERSIDE Drive is listed at $1,199,000 ($635/sqft). The estimated monthly payment is $6,810 based on 20% down at 6.5% interest.

HOA fees are $1614/month.

Key features include: Built in 2006, 2 parking spaces, Fireplace, Waterfront. Exterior Features: Balcony.

This property is listed by Andres Yepez and can be reached at (773) 745-1000 or andres.yepez@wthproperties.com.

AY

Andres Yepez

Agent at Chicagoland Brokers, Inc.

(773) 745-1000

Listed by Chicagoland Brokers, Inc. · View on Broker Site

MLS# 12632003· Source: listhub· Updated 31 days ago

Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

420 E WATERSIDE Drive, Chicago, IL 60601

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