For sale Condo

Listed Oct 7, 2026

$545,000 Est. $3,605/mo

420 East Waterside Drive Unit 2303

  • 2

    Beds

  • 2

    Baths

  • 1,177

    Sq ft

The story

  • Waterfront

Unit UNIT 2303 at 420 East Waterside Drive is a 2-bedroom, 2-bathroom, single-level condo in Chicago, IL with 1,177 sq ft of living space and 1 garage space, built in 2006. It is currently listed at $545,000, with a monthly HOA fee of $839. Highlights include a waterfront setting.

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.

Facts & features

Home type

Condo

Year built

2006

Floors

1

Price per sq ft

$463

HOA

$839 / monthly

Parking

1-car garage

Included features

  • Cooling

    Central Air

  • Heating

    Gas

  • Flooring

    Hardwood

  • Lot Information

    Common Grounds

  • Exterior

    Balcony

  • Water Source

    Lake Michigan

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$3,605 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $2,901
  • Property tax $545
  • Insurance $159

Includes principal, interest, taxes & insurance.

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Listing Broker

Compass

Broker Name

Compass

Agent

Karen Majerczak