420 East Waterside Drive 4010, Chicago, IL

$1,425,000

Previous Next

3

Beds

3

Baths

2,642

Square feet

About 420 East Waterside Drive 4010

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!

Features of 420 East Waterside Drive 4010

MLS® # 12488178
Price $1,425,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,642
Acres 0.00
Year Built 2006
Type Residential
Sub-Type Attached Single
Status Active

Community Information

Address 420 East Waterside Drive 4010
Area CHI - Loop
Subdivision Regatta
City Chicago
County Cook
State IL
Zip Code 60601

Amenities

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
Parking Spaces 1
Parking Garage Door Opener, On Site, Garage Owned, Attached, Garage
# of Garages 1
Is Waterfront Yes
Has Pool No

Interior

Appliances Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Gas Cooktop
Heating Natural Gas
Cooling Central Air
Fireplace No
# of Stories 44
Has Basement Yes
Basement None

Exterior

Exterior Brick, Glass, Concrete
Exterior Features Balcony

School Information

District 299
Elementary Ogden Elementary
Middle Ogden Elementary

Additional Information

Days on Market 9
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 2325
HOA Fees Freq. Monthly

Listing Details

OfficeCompass
Contact Info773-466-7150

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Jameson Sotheby’s are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listings courtesy of NEIRBR Northeast Iowa Regional Board of Realtors as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.

Based on information submitted to the MLS GRID as of October 12th, 2025 at 9:09pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under 6 MLS GRID IDX Rules Updated September 16, 2024 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: Jameson Sotheby’s

Listing information last updated on October 12th, 2025 at 9:09pm CDT.