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$550,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1,177 Sq. Ft.
  • 1 Car Garage
  • Updated 6 hours ago
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ated 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.

Full Property Details for 420 E Waterside Dr #2303

General

  • Price: $550,000
  • HOA FEE: $483/month
  • Taxes: $10,189 (2024)
  • Status: Active
  • Type: Condo
  • Source: MRED
  • MLS ID: 12644041
  • Updated: 5/12/2026
  • Added to Site: 1 day(s) ago

Interior

  • Basement: None
  • Interior Features: Elevator, Storage
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Bathroom Features: Double Sink, Full Body Spray Shower, Soaking Tub

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Shared Amenities: Bike Room/Bike Trails, Door Person, Elevator in Residence, Exercise Room, Storage, On-Site Manager/Engineer, Party Room, Sundeck, Indoor Pool
  • Equipment: Cable TV

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Heated Garage, Yes, Deeded, Attached, Garage

Location

  • Area: CHI - Loop
  • County: Cook
  • Township: Lake
  • Subdivision: Regatta
  • Driving Directions: GO E ON RANDOLPH TO HARBOR, N ON HARBOR TO WATERSIDE, W TO BUILDING. 15 MINUTE PARKING IN FRONT

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Community

  • Assoc. Fees Include: Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, TV/Cable, Exercise Facilities, Pool, Exterior Maintenance, Scavenger, Internet
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK
  • Pet Restrictions: Cats OK, Dogs OK, / 90lbs.
  • Mgmt. Company: SUDLER PROPERTY MANAGEMENT

Heating & Cooling

  • Cooling Type: Central Air Conditioning
  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Structure Type: Condo
  • Model: G
  • Construction: Brick, Glass, Concrete
  • Exterior Const.: Brick, Glass, Concrete
  • Basement Desc.: None
  • Foundation: Concrete Perimeter
  • Sub-Flooring: Hardwood
  • Entry Floor Number: 23
  • Stories/Levels: 1
  • Square Feet: 1,177
  • Sq. Ft. Source: Assessor
  • Year Built: 2006

Unit Information

  • Units in Building: 321

Manufactured Home

  • Model: G

Lot Features

  • Lot Dimensions: COMMON
  • Lot Features: Common Grounds

Animals

  • Animals Allowed: Cats OK, Dogs OK

Water Features

  • Water Front: Yes

Financial Considerations

  • Association Fee: $483
  • Assoc Fee Freq.: Monthly
  • Deeded Garage Cost: $40,000
  • Assessment Year: 2006
  • Tax Amount: $10,189.58
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Property ID: 17104000351210

Listed by Compass

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— 420 E Waterside Dr #2303 —

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 420 E Waterside Dr #2303

School District:Chicago Public School District 299
NameGradesDistance
Ogden Elementary School
24 West Walton Street, Chicago, IL 60610
K-81.1 mi
Wells Community Academy High School
936 North Ashland Avenue, Chicago, IL 60622
9-112.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 420 E Waterside Dr #2303 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/11/2026
Listed
$550,000
8.91%
MLS
1/24/2007
Sold
$505,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 420 E Waterside Dr #2303

Year
Property Taxes
Change
Tax Assessment
Change
2023
$10,422
3%
$49,398
—
2022
$10,160
2%
$49,398
—
2021
$9,933
-1%
$49,398
9%
2020
$10,052
2%
$45,124
-8%
2019
$9,877
2%
$49,162
—
2018
$9,711
15%
$49,162
25%
2017
$8,463
7%
$39,314
—
2016
$7,874
9%
$39,314
—
2015
$7,204
8%
$39,314
9%
2014
$6,682
2%
$36,012
—
2013
$6,550
1%
$36,012
—
2012
$6,462
—
$36,012
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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420 E Waterside Drive #2303, Chicago, IL 60601 (MLS# 12644041) is a Condo property with 2 bedrooms and 2 full bathrooms. 420 E Waterside Drive #2303 is currently listed for $550,000 and was received on May 11, 2026. Want to learn more about 420 E Waterside Drive #2303? Do you have questions about finding other Condo real estate for sale in The Loop? You can browse all The Loop real estate or contact a Coldwell Banker agent to request more information.

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