Active
420 WATERSIDE Drive
Chicago, IL 60601
$1,199,000
3beds
3baths
1,887sqft
Anything from "is it priced right?" to "what's the catch?"
About this home
Set in the exclusive Lakeshore East, Penthouse Residence 4114 at The Regatta is the definition of elevated city living. Step into a grand foyer highlighted by a vintage 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, 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 maximize storage. A convenient third marble bathroom includes heated floors and a custom walk-in shower. Practical features boast ample closet space throughout the home and a spacious laundry area 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.
MLS Description — as provided by the listing brokerage.
Location
The facts
Property typeResidential
Year built2006
Age band16-20 Years
Garage spaces2
Total parking2
Fireplaces1
Lot dimensionsCOMMON
SubdivisionRegatta
AreaCHI - Loop
Bedrooms (total)3
Annual tax$19,310.51
First listedMay 1, 2026
Parcel #17104000351312
CountyCook
MLS #MRD12632003
Days on market1
Photos51
Features
Heating
Natural GasForced AirRadiant Floor
Cooling
Central Air
Appliances
RangeDishwasherRefrigerator
Parking
Garage Door OpenerYesGarage OwnedAttachedGarage
Utilities
Cable Available
Construction
BrickGlassConcrete
Sewer
Public Sewer
Mentioned in description
dwello's AI pulled these details from the agent's listing description. Each is a direct quote — verify anything critical with the agent.
- ✨ Hardwood Floors “rich oak flooring guide you into a sunlit living space”
- ✨ Waterfront “floor-to-ceiling windows deliver panoramic views of Lake Michigan”
- ✨ Updated Kitchen “upgraded kitchen, complete with peninsula granite counters, KitchenAid appliances, a dual-temperature wine cooler”
- ✨ Walk-in Closet “primary suite serves as a private retreat with a custom walk-in closet”
Listed by
Chicagoland Brokers, Inc.
Andres Yepez · 773-437-7330
Listing courtesy of mred MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of 5/1/2026, 1:46:08 PM. All data should be independently verified.
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