For Sale at Regatta: 420 E Waterside Drive #2303, Chicago, IL 60601. 2-bedroom 2-bath, 1177 sf, 2006 Regatta $550,000 begin new search
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Overview

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.

Address 420 E Waterside Drive

Unit# 2303


Chicago, IL 60601
Listing Status New
Asking Price $550,000
On Market Date $550,000 @ Sep 5, 2026
Original Entry Sep 5, 2026
Rooms
No additional rooms
Square Footage 1177 sf
Flooring Hardwood
Bedrooms 2
Full Bathrooms 2
Location
Directions GO E ON RANDOLPH TO HARBOR, N ON HARBOR TO WATERSIDE, W TO BUILDING. 15 MINUTE PARKING IN FRONT
Community Area Regatta
Neighborhood LOOP
Complex Regatta
School District Not Listed
Ownership
Property Type Condo
Assessment $839
HOA Amenities Bike Room/Bike Trails, Door Person, Elevator in Residence, Exercise Room, Storage, On Site Manager/Engineer, Party Room, Sundeck, Indoor Pool
Public Records
County Cook
Tax PIN 17104000351210
Property Tax $10,798 for the year 2024
Lake Michigan Distance 0.4 miles
Exterior
Style Attached Single
Material Balcony
Lot Size COMMON
Fencing Not Listed
Topography Not Listed
Entry Steps 23
Swimming Pool Not Listed
Parking
Heated Garage
Yes
Deeded
Attached
Garage
Total Spaces: 1
Garage Spaces: 1
Non-Garage Spaces: 0 -
View Not Listed
Features
Year Built 2006
Laundry Location Washer Hookup
Elevator Not Listed
Cooling Central Air
Heating Natural Gas
Sewer/Septic Public Sewer
Fireplaces Not Listed
Interior Features Elevator, Storage
Additional Parcels Yes
Additional Parcels Description 17104000351608
Appliances No
Assessments No
Association No
Association Fee 2 0
Association Fee Frequency Monthly
Attached Garage No
Basement None
Below Grade Finished Area 0
Carport Spaces 0
Cooling No
Foundation Details Concrete Perimeter
Heating No
High School District 299
Land Lease No
Laundry No
Living Area Source Assessor
Lot Features Common Grounds
Main Level Bathrooms 0
Main Level Bedrooms 0
New Construction No
Number Of Units Total 0
Number Remotes 0
Parking No
Patio No
Pool Private No
Property Attached No
Sprinklers No
View No
Well Depth 0
Well Gallons Per Minute 0
Well Pump Horsepower 0
Well Report No
Monthly Payment Calculator
Listing Source
Platform MRED
AOR
MLS Number MRD12752424
Courtesy of Compass