420 E Waterside Dr #4114, Chicago, IL 60601
Property image
Property image
SOLD
SEP 3, 2026

$1,085,000

Last sold price
  • 3 Beds
  • 3 Baths
  • 1,887 sqft

420 E Waterside Dr #4114, Chicago, IL 60601

New Eastside
Est. Refi. Payment $7,538/mo*
Refinance Your Home
Currently Off Market - Sold Sep 3, 2026 for $1,085,000 (10% below list price)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
420 E Waterside Dr #1514, Chicago, IL
0.00
Condo
$1,010,000
02/25/26
3
3
1,887
420 E Waterside Dr #1814, Chicago, IL
0.00
Condo
$975,000
11/12/25
3
3
1,887
450 E Waterside Dr #2708, Chicago, IL
0.04
Condo
$921,000
06/15/26
3
2.5
1,900
450 E Waterside Dr #402, Chicago, IL
0.04
Condo
$1,150,000
11/07/25
3
2.5
2,215
420 E Waterside Dr #4010, Chicago, IL
0.00
Condo
$1,250,000
03/17/26
3
2.5
2,642
201 N Westshore Dr #801, Chicago, IL
0.07
Condo
$854,000
06/10/26
3
2.5
1,800
201 N Westshore Dr #1701, Chicago, IL
0.07
Condo
$849,000
11/17/25
3
2.5
1,800
211 N Harbor Dr #308, Chicago, IL
0.11
Condo
$1,150,000
02/25/26
3
2.5
1,574
225 N Columbus Dr #5905, Chicago, IL
0.19
Condo
$1,100,000
06/16/26
3
3
1,982

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
420 E Waterside Dr #2812, Chicago, IL 60601
0.00
$848,700
2
2
1,586
Off Market
420 E Waterside Dr #1401, Chicago, IL 60601
0.00
$640,000
2
2
1,546
Recently Sold
420 E Waterside Dr #1302, Chicago, IL 60601
0.00
$363,600
1
1
826
Off Market
420 E Waterside Dr #3204, Chicago, IL 60601
0.00
$434,600
1
1
850
Off Market
420 E Waterside Dr #4010, Chicago, IL 60601
0.00
$1,250,000
3
2.5
2,642
Recently Sold
420 E Waterside Dr #3410, Chicago, IL 60601
0.00
$850,000
2
2.5
-
Recently Sold
420 E Waterside Dr #508, Chicago, IL 60601
0.00
$714,100
2
2.5
1,500
Off Market
420 E Waterside Dr #2203, Chicago, IL 60601
0.00
$528,100
2
2
1,117
Off Market
420 E Waterside Dr #511, Chicago, IL 60601
0.00
$463,400
1
1
930
Off Market
420 E Waterside Dr #1201, Chicago, IL 60601
0.00
$655,700
2
2
1,546
Off Market
420 E Waterside Dr #3002, Chicago, IL 60601
0.00
$387,000
1
1
836
Off Market
420 E Waterside Dr #3014, Chicago, IL 60601
0.00
$1,084,200
3
3
1,887
Off Market

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #4114.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2006
1,887 sqft
$575/sqft
2 Car Garage
HOA $1,614/mo

About this House

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.
420 E Waterside Dr #4114, Chicago, IL 60601 is a 3 bedroom, 3 bathroom, 1,887 sqft condo in New Eastside, built in 2006. It last sold for $1,085,000 on Sep 3, 2026 (10% below the $1,199,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $7,200/month.
Last check for updates: about 22 hours ago
Listed by Andres Yepez, (773) 437-7330
Chicagoland Brokers, Inc.
Bought with: Stacy Terpsma, (773) 599-9594, Compass
Source: MRED as distributed by MLS GRID, MLS#12632003

Home Details for 420 E Waterside Dr #4114

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1887 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Range, Dishwasher, RefrigeratorDishwasherLaundry: Washer Hookup,In UnitRefrigerator
Heating & Cooling
Heating: Natural Gas,Forced Air,Radiant FloorHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: ScreensFlooring: Hardwood
Levels, Entrance, & Accessibility
Number of Stories: 44Accessibility: No Disability AccessFloors: Hardwood
View
Has a ViewView: Water, Front of Property

Exterior Features

Exterior Home Features
Exterior: BalconyFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Door Opener,Yes,Garage Owned,Attached,Garage
Pool
Pool: In GroundPool
Frontage
WaterfrontWaterfront: River FrontOn Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Single Family Residence
Building
Construction Materials: Brick, Glass, ConcreteNot a New ConstructionHas Additional Parcels
Property Information
Parcel Number: 17104000351312Additional Parcels Description: 17104000351438, 17104000351439

Price & Status

Price
List Price: $1,199,000Price Per Sqft: $575/sqft
Status Change & Dates
Off Market Date: Sun Aug 02 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: ChicagoCommunity: Regatta
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

HOA

HOA Fee Includes: Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, Cable TV, Exercise Facilities, Pool, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal, InternetHas an HOAHOA Fee: $1,614/Monthly

Listing Info

Special Conditions: List Broker Must Accompany

Offer

Listing Terms: Blend

Business

Business Information
Ownership: Condo

Miscellaneous

Mls Number: 12632003Water ViewWater View: Water, Front of Property

Additional Information

HOA Amenities: Bike Room/Bike Trails,Door Person,Elevator in Residence,Exercise Room,Storage,On Site Manager/Engineer,Party Room,Sundeck,Indoor Pool,Receiving Room,Service Elevator(s),Valet/Cleaner,Spa/Hot TubSource Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD AVM On IDX Display: NoMRD Address On VOW Display: YesMRD Price History On IDX Display: NoMRD Market Time On IDX Display: NoMRD REMARKSINTERNET: YesSource Internet Address DisplayHide Price History DisplayHide Days On Site DisplayMRD Remarks On VOW Display: Yes

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: MRED as distributed by MLS GRID #12632003
Sold
$1,085,000
Aug 2, 2026
Source: MRED as distributed by MLS GRID #12632003
Contingent
$1,199,000
May 1, 2026
Source: MRED as distributed by MLS GRID #12632003
Listed For Sale
$1,199,000
Mar 31, 2016
Source: N/A
Sold
$311,000
Oct 25, 2011
Source: MRED as distributed by MLS GRID #07894322
Sold
$815,000

Market trends in New Eastside

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$623K
$63.5KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
94
1MoM

Around this home

Neighborhood Overview

New Eastside
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about New Eastside

At least 3 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say there are sidewalks

  • 100 % Say kids play outside

  • 88 % Say neighbors are friendly

  • 83 % Say streets are well-lit

  • 75 % Say there's holiday spirit

  • 60 % Say it's quiet

  • 50 % Say people would walk alone at night

  • 50 % Say parking is easy

  • 25 % Say car is needed

  • 20 % Say there are community events

  • 17 % Say yards are well-kept

Sourced by Trulia users. Learn more about our methodology.
  • Jim Kepple
    "All concerts at Pritzker Pavillion and festivals in Grant park close by as well as many events in our park here; "
    0
    Flag
  • Jaimerubio.rgv
    "This is downtown Chicago. What else can you say most of the area around the hotel are clean but other are in need of repair."
    2
    Flag
  • Kpritscher
    "It IS downtown so I can walk to work, using the Pedway when weather is bad. Alternately, there is easy access to buses and the El."
    0
    Flag
  • Dana
    "The variety of restaurants, shops, and people. The convenience of public transportation options. The architecture. "
    1
    Flag
  • Keyia M.
    "THIS IS A DOG OWNERS DREAM NEIGHBORHOOD, DOGS GET PRIORITY IN THIS AREA! THE DOG PARK IS GREAT, THE CONDOS ARE DOG FRIENDLY "
    4
    Flag
  • Brenda P.
    "Pedway is a life saver during those winter days! Easy access to the pedway, trains, bus and ride-shares. "
    0
    Flag
  • Lisa O.
    "There are lots of family in this area with wonderful parks, restaurants, close to shopping and right near the lake! "
    0
    Flag
  • Norman Roeber
    "I've lived here for 19-years - although many buildings have been built since moving here, it's really a nice community that is IN the City, yet just far enough off of Michigan Ave to be less busy. A Mariano's, eateries and coffee shops very walkable."
    2
    Flag
  • Alexis.jones
    "Great private school in the neighborhood. Walking distance to everything, however the neighborhood itself is removed from the loud moving parts of the city. You enter the park and you have left the city behind. "
    0
    Flag
  • Alexis.jones
    "Our park is the neighborhood hang out all Summer. Movies in the park, people hosting birthday parties, neighborhood soccer lessons. Our building also hosts a lot of activities for families. It’s a great quiet neighborhood! "
    0
    Flag
  • Luhrkelly
    "Great park for kids and adults alike. The Park at Lakeshore east is a great place to live. Very convenient "
    0
    Flag
  • Andy C.
    "Easy access to Magnificient Mile, Millenium Park, Riverwalk, Lake, and all the conviniences of urban life. Vividness of living brings vigor and mental health also!"
    2
    Flag
  • Dianrey
    "In summer you can walk to go to the beach, to attend concerts or movies at Maggie Daley park, or next to the river. In winter you have everything you need, very closed or in your building. "
    1
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information

Frequently asked questions about 420 E Waterside Dr #4114

  • What is the price history for 420 E Waterside Dr #4114?
    420 E Waterside Dr #4114 in Chicago, IL last sold for $1,085,000 in September 2026.
  • Is Chicago a buyer's or seller's market?
    Chicago is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $623K. That is up $63.5K from the prior month.
  • What are the closest schools to 420 E Waterside Dr #4114?
    The closest schools to 420 E Waterside Dr #4114 in Chicago, IL are Ogden Elementary School (Pre-K/Middle, rated 4/10), Wells Community Academy High School (rated 1/10).
  • Does 420 E Waterside Dr #4114 have air conditioning?
    Yes, 420 E Waterside Dr #4114 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #4114 have a pool?
    Yes, 420 E Waterside Dr #4114 in Chicago, IL has a pool.

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