Closed

$1,199,000

420 WATERSIDE Drive, Chicago, IL 60601
3 Beds3 Baths0 sqft94 days
420 WATERSIDE Drive·Chicago, IL 60601
3Bedrooms
3Bathrooms
0Sq Ft
2006Year Built
About This Home

Set in the exclusive Lakeshore East, Penthouse Residence 4114 at The Regatta is the definition of elevated city living. Highest 14-tier unit in the building! Step into a grand foyer highlighted by a timeless 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, Brookhaven cabinetry, 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 enhance convenience. A necessary third marble bathroom boasts heated floors and a custom walk-in shower. Practical features include ample closet space throughout the home and a spacious laundry room 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.

MLS# 12632003Listed May 1, 2026ResidentialSubdivision: Regatta
Property Details

Beds & Baths

Total Bedrooms3
Total Bathrooms3
Full Baths3
Half Baths0
Total Rooms6

Size & Structure

Living Area0 sqft
Stories44
Garage Spaces2
Fireplaces1
Year Built2006
Lot SizeCOMMON

Location

CountyCook
TownshipSouth Chicago
SubdivisionRegatta
Zip Code60601

Financial

List Price$1,199,000
Annual Taxes (2024)$19,311
Monthly Tax Est.$1,609
Parcel #17104000351312
Interior Features

Appliances

RangeDishwasherRefrigerator

Flooring

Hardwood

Heating

Natural GasForced AirRadiant Floor

Cooling

Central Air

Basement

None

Laundry

Washer HookupIn Unit
Exterior & Lot

Construction

BrickGlassConcrete

Foundation

Concrete Perimeter

Exterior Features

Balcony
Utilities & Parking

Sewer

Public Sewer

Water Source

Public

Electric

Circuit Breakers

Parking

Garage Door OpenerYesGarage OwnedAttachedGarage
HOA & Community
HOA Fee
$1,614
Monthly

HOA Includes

HeatAir ConditioningWaterGasParkingInsuranceDoormanTV/CableExercise FacilitiesPoolExterior MaintenanceLawn CareScavengerSnow RemovalInternet

Association Amenities

Bike Room/Bike TrailsDoor PersonElevator in ResidenceExercise RoomStorageOn Site Manager/EngineerParty RoomSundeckIndoor PoolReceiving RoomService Elevator(s)Valet/CleanerSpa/Hot Tub
Tax & Financial
Annual Taxes
$19,311
Tax Year 2024
Monthly Tax Est.
$1,609
per month
Property Location

420 WATERSIDE Drive, Chicago, IL 60601 — Cook County

$1,199,000
420 WATERSIDE Drive
3 bd3 ba0 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
94 days on market
2-car garage
1 fireplace
COMMON
$19,311/yr taxes
$1,614 HOA (monthly)
$9,525
estimated monthly payment
Principal & Interest
$6,301/mo
Property Tax
$1,609/mo
HOA
$1,614/mo
$1,199,000
20% — $239,800
3%50%
6.875%
3%12%
Loan Amount
$959,200
Down Payment
$239,800

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Chicagoland Brokers, Inc.
Agent: Andres Yepez
Similar Homes

You May Also Like

Keep Exploring

Find Your Perfect Home

Browse available listings in Chicago and across the North Shore.

Also popular on the North Shore

REALTOR® Logo
Equal Housing Opportunity LogoEqual Housing Opportunity

Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

Based on information submitted to the MLS GRID. 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.

© 2026 MLS GRID. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use.