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$1,399,000 Contingent

  • For Sale
  • Contingent
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,642 Sq. Ft.
  • 1 Car Garage
  • Updated 7 days ago
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Experience luxury living high above the city at The Regatta in the peaceful Lakeshore East neighborhood. Perched in the penthouse tower of this iconic high-rise, Unit 4010 boasts an extraordinary amount of living space along with sweeping 360-degree views from wraparound floor-to-ceiling windows in every room. Two nice-sized private balconies offer outside space with gorgeous views of the river and lake. The extra-large living room incorporates space typically closed off in this tier as a third bedroom or den. It can be easily enclosed if desired. A spacious dining area could comfortably seat 8-12, and the stylish kitchen offers both a breakfast bar and space for a cafe table...with a river view, btw! The expansive primary suite features a dressing room-sized walk-in closet, and a spa-like bathroom with two vanities, soaking tub, walk-in shower, and water closet. The size of the primary bedroom offers the owner the possibility of also adding in an office area, workout space, or...? The split floor plan places the second bedroom almost in a "private wing" with its own entrance, full bath, and wall of double closets. High ceilings, hardwood floors, and panoramic views add to the elegance. (Make sure you see the stunning nighttime photos that were just taken from this unit that show the river, the lake, and the fireworks from Navy Pier.) A pretty powder room, side-by-side washer/dryer, and large front hall closet add to the convenience. The Regatta's 5000 square feet of top-tier amenities include an indoor pool with hot tub, well-appointed fitness center, newly remodeled party room, library, children's playroom, 13th floor sundeck with grills, and more. Set in the tranquil Lakeshore East neighborhood with its lovely park, you're moments from the vibrancy of Millennium Park, Grant Park, Michigan Avenue, the Theatre District, and of course, the lakefront. Mariano's is a 10-minute walk away. Deeded garage parking valued at $45K is included in the asking price-though you may never need to drive anywhere! This is easy city living at its best!

Full Property Details for 420 E Waterside Dr #4010

General

  • Price: $1,399,000
  • HOA FEE: $2,325/month
  • Taxes: $31,470 (2023)
  • Status: Contingent
  • Type: Condo
  • Source: MRED
  • MLS ID: 12509869
  • Updated: 1/8/2026
  • Added to Site: 7 day(s) ago

Interior

  • Basement: None
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Gas Cooktop

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom Features: Whirlpool, Separate Shower, Double Sink

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Bike Room/Bike Trails, Door Person, Elevator(s), Exercise Room, Storage, On-Site Manager/Engineer, Party Room, Sundeck, Indoor Pool, Receiving Room, Valet/Cleaner, Spa/Hot Tub

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Garage Door Opener, Yes, Garage Owned, Attached, Garage

Location

  • Area: CHI - Loop
  • County: Cook
  • Township: South Chicago
  • Subdivision: Regatta
  • Driving Directions: Michigan Ave to Randolph St., east on Randolph, north on Harbor, west on Waterside to 420 (The Regatta).

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Ogden Elementary
  • Middle School: Ogden Elementary

Community

  • Assoc. Fees Include: Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, TV/Cable, Exercise Facilities, Pool, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal, Internet
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK, Number Limit
  • Pet Restrictions: Cats OK, Dogs OK, Number Limit, / 999lbs.
  • Mgmt. Company: Sudler

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Structure Type: Condo
  • Construction: Brick, Glass, Concrete
  • Exterior Const.: Brick, Glass, Concrete
  • Basement Desc.: None
  • Windows: Screens
  • Entry Floor Number: 40
  • Stories/Levels: 44
  • Square Feet: 2,642
  • Sq. Ft. Source: Estimated
  • Year Built: 2006

Unit Information

  • Units in Building: 320

Lot Features

  • Lot Dimensions: COMMON

Animals

  • Animals Allowed: Cats OK, Dogs OK, Number Limit

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: River Front
  • Water Front View: Back of Property

Financial Considerations

  • Association Fee: $2,325
  • Assoc Fee Freq.: Monthly
  • Parking Included: Yes
  • Assessment Year: 2006
  • Tax Amount: $31,470.65
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Condo
  • Special Conditions: List Broker Must Accompany
  • Property ID: 17104000351308

Listed by Compass

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— 420 E Waterside Dr #4010 —

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Be ready to buy your new home!

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NMLS#: 1598647

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with our affiliated in-house agency

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

Schools serving 420 E Waterside Dr #4010

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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 420 E Waterside Dr #4010 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$1,399,000
4.68%
MLS
3/27/2007
Sold
$1,336,500
—
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 #4010

Year
Property Taxes
Change
Tax Assessment
Change
2023
$30,066
3%
$142,499
—
2022
$29,310
2%
$142,499
—
2021
$28,655
—
$142,499
11%
2020
$28,608
2%
$128,418
-8%
2019
$28,110
2%
$139,910
—
2018
$27,637
15%
$139,910
25%
2017
$24,085
7%
$111,884
—
2016
$22,409
9%
$111,884
—
2015
$20,502
8%
$111,884
9%
2014
$19,015
2%
$102,484
—
2013
$18,639
1%
$102,484
—
2012
$18,390
—
$102,484
—
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 #4010, Chicago, IL 60601 (MLS# 12509869) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 420 E Waterside Drive #4010 is currently listed for $1,399,000 and was received on January 08, 2026. Want to learn more about 420 E Waterside Drive #4010? 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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