420 E Waterside Drive #4114, Chicago IL 60601
$1,199,000

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Property 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 kitchen, 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.

Features & Information

Key Details

  • List Price $1,199,000
  • Property Taxes $19,311
  • Assessments/HOA $1,614
  • Assessments/HOA frequency Monthly
  • Assessments/HOA Fee Includes Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, TV/Cable, Exercise Facilities, Pool, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal, Internet
  • Square Feet 0
  • Year Built 2006
  • Listing Market Time 94
  • Status Contingent

Rooms

  • Total Rooms 6
  • Number of Bedrooms 3
  • Number of Bathrooms 3
  • Primary Bedroom

  • Room Size 14X26
  • Floor Level Main
  • Flooring Hardwood
  • Primary Bathroom Full,Double Sink,Whirlpool & Sep Shwr
  • Bedroom 2

  • Room Size 11X15
  • Floor Level Main
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 14X19
  • Floor Level Main
  • Flooring Hardwood
  • Living Room

  • Room Size 22X23
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size COMBO
  • Floor Level Main
  • Flooring Hardwood
  • Kitchen

  • Room Size 10X10
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Laundry

  • Room Size 6X4
  • Floor Level Main

Interior Features

  • Appliances

  • Appliances Included Range, Dishwasher, Refrigerator
  • Heating & Cooling

  • Heating Type Natural Gas, Forced Air, Radiant Floor
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 1
  • Type of Fireplace Living Room

Exterior Features

  • Parking

  • # of Cars 2

Building Information

  • Number of Units 320
  • Age of Building 16-20 Years
  • Exposure North,East,City,Lake/Water
  • Pets

  • Pets Allowed? Cats OK, Dogs OK

Location

  • County Cook
  • Township South Chicago
  • Corporate Limits Chicago
  • Directions to Property Randolph East Of Michigan Ave, North To Harbor, West To 420 Waterside.
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District 299
  • Property Taxes

  • Tax 19310.51
  • Tax Year 2024
  • Tax Exemptions Homeowner,Senior
  • Parcel Identification Number 17104000351312

Listed by Andres Yepez for Chicagoland Brokers, Inc. | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/10/2026 1:32 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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