420 E Waterside Drive #2303 — Chicago, IL 60601
Active
Chicago, IL 60601

420 E Waterside Drive #2303

$550,000
2 beds · 2 baths · 1,177 sqft
Listed at $550,000 8 days on market $10,190/yr taxes
01About this home

Located in the coveted Regatta at Lakeshore East, this sun-drenched southwest corner residence offers sweeping views of Lake Michigan, the Chicago River, and the city skyline from every angle. This beautifully designed 2-bedroom, 2-bath home features an open-concept floor plan with soaring ceilings, hardwood floors, and floor-to-ceiling windows that flood the space with natural light. The spacious living and dining area opens to a private balcony, perfect for enjoying skyline sunsets and park views. The split-bedroom layout provides ideal privacy, while the chef's kitchen includes granite countertops, custom cabinetry, stainless steel appliances, breakfast bar seating, and ample storage. The luxurious primary suite features a walk-in closet and spa-inspired bath with dual vanity, soaking tub, and separate shower. In-unit laundry and garage parking complete the home. Residents of the Regatta enjoy full-service luxury amenities including 24-hour door staff, indoor pool and spa, state-of-the-art fitness center, theater room, game room, library, sundeck with grills, children's playroom, and on-site management. Ideally located in the heart of Lakeshore East, steps from the lakefront, Riverwalk, Mariano's, Millennium Park, bike paths, dining, shopping, and all that downtown Chicago has to offer.

02Inside the home
03By the numbers
$550,000
List price
1,177
Square feet
2
Bedrooms
2 full
Bathrooms
2006
Year built
Lot size
1
Garage spaces
$10,190
Annual taxes
Attached Single
Style
8
Days on market
04Features
Heating
Natural Gas
Cooling
Central Air
Parking
Heated GarageDeededAttachedGarage
Construction
BrickGlassConcrete
Equipment
TV-Cable
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 12, 2026
Listed for saleThis listing
Compass
$550,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

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 Compass · Karen Majerczak · 847-913-6665
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12644041
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