420 Waterside Drive, Loop, Chicago, Illinois 60601

Subdivision > Regatta

$1,399,000

For Sale
Status: Pending
Sqft: 2,642
Cost/Sqft: $530
Beds: 3
Baths: 3
Year Built: 2006
Property Taxes: $31,471
Days On Market: 22
Lot Size: 0,00
Map
Street View

Description

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 Specifics

Condos/Townhomes
44
2006
Yes
Cook
Regatta
2325 / Monthly
12509869
17104000351308

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Ogden Elementary
299
Middle School
Ogden Elementary
299 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
8 Jan, 2026 Under contract $1,399,000 MRED MLS
8 Jan, 2026 Listed for sale $1,399,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 3
Bedrooms Above Ground: 3
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 3
Partial Bathrooms: 1
Bathroom Amenities: Whirlpool,Separate Shower,Double Sink
Bathroom in Basement: 0
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

1
COMMON
Not in DB

Tax History

Year Property Taxes
2026 $31,471

Nearby Similar Homes

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$685,000
2 beds / 2.1 baths / 1,488 ft2
Condos/Townhomes / Built: 2006
87

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$775,000
2 beds / 2.1 baths / 0 ft2
Condos/Townhomes / Built: 2007
102

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$1,325,000
3 beds / 2.1 baths / 2,431 ft2
Condos/Townhomes / Built: 2006
1194

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$579,900
2 beds / 1.1 baths / 1,117 ft2
Condos/Townhomes / Built: 2007
4

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$1,049,000
3 beds / 3.0 baths / 1,887 ft2
Condos/Townhomes / Built: 2007
21

420 Waterside Drive, Chicago, Illinois 60601
For Sale
$428,900
1 beds / 1.0 baths / 788 ft2
Condos/Townhomes / Built: 2006
45

Nearby Sold Comparables

420 Waterside Drive, Chicago, Illinois 60601
Sold
$609,524
2 beds / 2.0 baths / 1,530 ft2
Condos/Townhomes / Built: 2006
6968

420 Waterside Drive, Chicago, Illinois 60601
Sold
$699,560
2 beds / 2.0 baths / 1,586 ft2
Condos/Townhomes / Built: 2006
6955

420 Waterside, Chicago, Illinois 60601
Sold
$699,500
2 beds / 2.1 baths / 1,500 ft2
Condos/Townhomes / Built: 2006
7076

420 Waterside, Chicago, Illinois 60601
Sold
$499,000
1 beds / 1.0 baths / 940 ft2
Condos/Townhomes / Built: 2006
7058

420 Waterside Drive, Chicago, Illinois 60601
Sold
$749,932
2 beds / 2.0 baths / 1,586 ft2
Condos/Townhomes / Built: 2006
6932

420 Waterside Drive, Chicago, Illinois 60601
Sold
$467,916
2 beds / 2.0 baths / 1,182 ft2
Condos/Townhomes / Built: —
6927


Contact Agent

Listing Provided By

Compass