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$1,199,000
New Listing

420 E WATERSIDE Drive 4114
Chicago, IL 60601

For Sale|Condominium|Active
3
Beds
3
Total Baths
3
Full Baths
1,887
SqFt
$635
/SqFt
2006
Built
Subdivision:
Regatta
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Chicagoland Brokers, Inc.
Call Now: 312-767-7744
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312-767-7744
420 E WATERSIDE Drive 4114420 E WATERSIDE Drive 4114420 E WATERSIDE Drive 4114420 E WATERSIDE Drive 4114
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Set in the exclusive Lakeshore East, Penthouse Residence 4114 at The Regatta is the definition of elevated city living. Step into a grand foyer highlighted by a vintage chandelier that sets the tone for classic elegance and quality craftsmanship. Soaring 10-foot ceilings and rich oak flooring guide you into a sunlit living space, where floor-to-ceiling windows deliver panoramic views of Lake Michigan, Navy Pier, and the Chicago River. The layout is ideal for both social gatherings and quiet relaxation-enjoy the ambiance of a contemporary fireplace or prepare gourmet meals in the upgraded kitchen, complete with peninsula granite counters, KitchenAid appliances, a dual-temperature wine cooler, and ample hosting space. Take advantage of the balcony to relax with your favorite drink and watch Navy Pier's summer fireworks. Three separate heating and cooling zones provide personalized comfort throughout the home. The primary suite serves as a private retreat with a custom walk-in closet and a luxurious bathroom featuring double vanities, a walk-in shower, and a deep soaking tub. With a split-bedroom design, one en-suite bedroom is set apart with its own marble bath with heated floors, perfect for guests or extended stays. A spacious third bedroom offers a unique view of Lake Michigan and comes furnished with custom designed closets that maximize storage. A convenient third marble bathroom includes heated floors and a custom walk-in shower. Practical features boast ample closet space throughout the home and a spacious laundry area with side-by-side appliances. Located on the penthouse level, this residence stands out for its abundant sunlight, architectural flair, and modern touches. Amenities at The Regatta encompass everything from a 24-hour doorman, indoor pool, whirlpool, gym, landscaped sun deck, children's play area, theater, game and lounge rooms, event spaces, library, on-site dry cleaning, and two deeded parking garage spaces. This unit offers more than just luxurious accommodations, it's a serene escape above the city, yet steps away from the opera, events, shopping, and parks; presenting an unparalleled opportunity to experience Chicago at its finest.

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Listing Snapshot
Price 
$1,199,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,887 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
2006
MLS® Number 
12632003
Status 
Active
Property Tax 
$19,310.51
HOA/Condo/Coop Fees 
$1,614 monthly
Sq Ft Source 
Other
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
44
Parking 
Garage Door OpenerAttachedGarage
Parking Spaces 
2
Pets 
Cats OKDogs OK
Property Sub Type 
Condominium
Sewer 
Public Sewer
Utilities 
Cable Available
Water Source 
Public
Interior Features
Appliances 
RangeDishwasherRefrigerator
Basement 
None
Cooling 
Central Air
Electric 
Circuit Breakers
Fireplace 
Yes
Fireplace Features 
Living Room
Fireplaces 
1
Flooring 
Hardwood
Heating 
Natural GasForced AirRadiant Floor
Interior 
Elevator
Laundry Features 
Washer HookupIn Unit
Window Features 
Screens
Bedroom 2 
Dimensions - 11X15Level - Main
Bedroom 3 
Dimensions - 14X19Level - Main
Bedroom 4 
Dining Room 
Dimensions - COMBOLevel - Main
Laundry 
Dimensions - 6X4Level - Main
Living Room 
Dimensions - 22X23Level - Main
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Exterior Features
Construction Details 
BrickGlassConcrete
Exterior 
Balcony
Pool Features 
In Ground
View 
Water
Waterfront 
Yes
Waterfront Features 
River Front
Waterview 
Water
Windows/Doors 
Screens
Community Features
Association Amenities 
Elevator(s)StorageParty RoomIndoor PoolService Elevator(s)Spa/Hot Tub
Association Dues 
1614
HOA Fee Frequency 
Monthly
MLS Area 
CHI - Loop
School District 
299
Township 
South Chicago
Schools
School District
299
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of Chicagoland Brokers, Inc.



Based on information submitted to the MLS GRID as of 2026-05-01 03:41 PM UTC. 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.
Last checked: 2026-05-01 03:41 PM UTC
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