420 E Waterside Drive #4010
Chicago, IL, 60601
$1,399,000
3 Beds
3 Baths
2,642 SqFt
0 Acres
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$1,399,000
420 E Waterside Drive #4010
Chicago, IL, 60601
MLS #MRD12509869 image #0MLS #MRD12509869 image #1MLS #MRD12509869 image #2MLS #MRD12509869 image #3MLS #MRD12509869 image #4MLS #MRD12509869 image #5MLS #MRD12509869 image #6MLS #MRD12509869 image #7MLS #MRD12509869 image #8MLS #MRD12509869 image #9MLS #MRD12509869 image #10MLS #MRD12509869 image #11MLS #MRD12509869 image #12MLS #MRD12509869 image #13MLS #MRD12509869 image #14MLS #MRD12509869 image #15MLS #MRD12509869 image #16MLS #MRD12509869 image #17MLS #MRD12509869 image #18MLS #MRD12509869 image #19MLS #MRD12509869 image #20MLS #MRD12509869 image #21MLS #MRD12509869 image #22MLS #MRD12509869 image #23MLS #MRD12509869 image #24MLS #MRD12509869 image #25MLS #MRD12509869 image #26MLS #MRD12509869 image #27MLS #MRD12509869 image #28MLS #MRD12509869 image #29MLS #MRD12509869 image #30MLS #MRD12509869 image #31MLS #MRD12509869 image #32MLS #MRD12509869 image #33MLS #MRD12509869 image #34MLS #MRD12509869 image #35MLS #MRD12509869 image #36MLS #MRD12509869 image #37MLS #MRD12509869 image #38
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!

Property Details

Price:
$1,399,000
MLS #:
MRD12509869
Status:
Active Under Contract
Beds:
3
Baths:
3
Type:
Condo
Subdivision:
Regatta
Neighborhood:
chiloop
Listed Date:
Jan 8, 2026
Finished Sq Ft:
2,642
Year Built:
2006
WaterfrontParking TotalChi – LoopChiloopRegattaOgden ElementaryOgden ElementaryWater

Schools

School District:
299
Elementary School:
Ogden Elementary
Middle School:
Ogden Elementary

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Gas Cooktop
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Heating
Natural Gas
Laundry Features
In Unit, Laundry Closet

Exterior

Association 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
Construction Materials
Brick, Glass, Concrete
Exterior Features
Balcony
Parking Features
Garage Door Opener, Yes, Garage Owned, Attached, Garage
Parking Spots
1

Financial

HOA Fee
$2,325
HOA Frequency
Monthly
HOA Includes
Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, TV/Cable, Exercise Facilities, Pool, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal, Internet
Tax Year
2023
Taxes
$31,471
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Condo in Chicago as of Jan 10, 2026
2,286
Condo Listed
84
Avg DOM
368
Avg $ / SqFt
$637,134
Avg List Price

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Property Summary

    Located in the Regatta subdivision, 420 E Waterside Drive #4010 Chicago IL is a Condo for sale in Chicago, IL, 60601. It is listed for $1,399,000 and features 3 beds, 3 baths, and has approximately 2,642 square feet of living space, and was originally constructed in 2006. The current price per square foot is $530. The average price per square foot for Condo listings in Chicago is $368. The average listing price for Condo in Chicago is $637,134. To schedule a showing of MLS#mrd12509869 at 420 E Waterside Drive #4010 in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
420 E Waterside Drive #4010
Chicago, IL