420 E WATERSIDE Drive #4114 — Chicago, IL 60601
Active
Chicago, IL 60601

420 E WATERSIDE Drive #4114

$1,199,000
3 beds · 3 baths · 1,887 sqft
Listed at $1,199,000 22 days on market $19,311/yr taxes
01About this home

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.

02Inside the home
03By the numbers
$1,199,000
List price
1,887
Square feet
3
Bedrooms
3 full
Bathrooms
2006
Year built
Lot size
2
Garage spaces
$19,311
Annual taxes
Attached Single
Style
22
Days on market
04Features
Heating
Natural GasForced AirRadiant Floor
Cooling
Central Air
Appliances
RangeDishwasherRefrigerator
Parking
Garage Door OpenerGarage OwnedAttachedGarage
Construction
BrickGlassConcrete
Sewer
Public Sewer
05Neighborhood
  • Tre Dita 200 ft
  • Taco Rio 350 ft
  • Subway 800 ft
  • The Palm Restaurant 850 ft
  • Eggy's 850 ft
  • Amuse 900 ft
  • Mariano's Fresh Market 900 ft
  • Bockwinkel's 0.3 mi
  • Whole Foods Market 0.4 mi
  • Bockwinkel's 0.4 mi
  • 7-Eleven 0.4 mi
  • 7-Eleven 0.5 mi
  • Riverwalk East 450 ft
  • Lakeshore East Park 500 ft
  • Cascade Park 500 ft
  • Peanut Park 0.2 mi
  • Ogden Plaza 0.3 mi
  • Maggie Daley Park 0.3 mi
  • Drunken Bean 150 ft
  • Bake For Me 0.2 mi
  • The Link@Sheraton Cafe 0.3 mi
  • Starbucks 0.3 mi
  • Market Chicago 0.3 mi
  • Starbucks 0.3 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

May 1, 2026
Listed for saleThis listing
Chicagoland Brokers, Inc.
$1,199,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

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08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by Chicagoland Brokers, Inc. · Andres Yepez · 773-437-7330
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12632003
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