420 E Waterside Dr #4314, Chicago, IL 60601
OFF MARKET

$1,427,100

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 1,900 sqft

420 E Waterside Dr #4314, Chicago, IL 60601

New Eastside
Est. Refi. Payment $10,007/mo*
Refinance Your Home
Currently Off Market - Sold May 10, 2011 for $850,000

Home Value

Trulia Estimate
$1.43M
Since last month
Decreased$142K (-8.7%)
Since last year
Increased$223K (+17.6%)
Since last sale
Increased$639K (+75.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by 0% in the last 10 years
MonthEstimated value
2026
September 2026$1.49M
August 2026$1.43M
July 2026$1.63M
June 2026$1.52M
May 2026$1.49M
April 2026$1.47M
March 2026$1.47M
February 2026$1.42M
January 2026$1.36M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
530 N Lake Shore Dr #1904, Chicago, IL
0.35
Condo
$795,000
04/08/26
3
3
1,900
195 N Harbor Dr #2508, Chicago, IL
0.14
Condo
$570,000
06/15/26
2
2
1,294
420 E Waterside Dr #1814, Chicago, IL
0.00
Condo
$975,000
11/12/25
3
3
1,887
420 E Waterside Dr #1514, Chicago, IL
0.00
Condo
$1,010,000
02/25/26
3
3
1,887
450 E Waterside Dr #2708, Chicago, IL
0.04
Condo
$921,000
06/15/26
3
2.5
1,900
420 E Waterside Dr #4114, Chicago, IL
0.00
Condo
$1,085,000
09/03/26
3
3
1,887
201 N Westshore Dr #1701, Chicago, IL
0.07
Condo
$849,000
11/17/25
3
2.5
1,800
201 N Westshore Dr #801, Chicago, IL
0.07
Condo
$854,000
06/10/26
3
2.5
1,800
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

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
$813,900
2
2.5
-
Off Market
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 #4314.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2007
1,900 sqft
$751/sqft
Garage

About this House

Very rare 3BR/3Bath top-floor Penthouse available at the coveted Regatta! Absolutely stunning unobstructed views of the lake, river & Navy Pier, clearing the Chandler! Generous open living/dining/kitchen layout. Upgraded kitchen w/ 1.5" granite, 42" walnut cabinets & SS appliances. Floor to ceiling windows & large privat balcony, perfect for entertaining. Brand new modern wide-plank flooring thru-out! Spacious master suite w/ large walk-in closet. Spa bath w/ dual vanity and separate shower & tub. In-unit washer/dryer. The best 2 side-by-side garage parking spaces (directly across fr elevator) avail for extra $250/each. 1 storage cage included too. World class amenities incl: doorman, indoor pool, New fitness center, sundeck, theater, party room, & brand new game room/lounge! Just steps to Michigan Ave shops, Mariano's, the lake & Lakeshore East park. Pets considered on case by case basis. Ideally 15-Month Lease term. Avail now!

Pets to be considered on a case by case basis; Landlord doing Non-Refundable Move-In Fee instead of Security Deposit of $2,500; Building has Move-In Fee/Deposit for reserving the elevator
420 E Waterside Dr #4314, Chicago, IL 60601 is a 3 bedroom, 3 bathroom, 1,900 sqft condo in New Eastside, built in 2007. It last sold for $850,000 on May 10, 2011. More recently, it was listed as a rental in February 2022 with an asking price of $6,250 per month. That rental listing was removed on April 6, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,427,100, with a rent estimate of $7,365/month.

Home Details for 420 E Waterside Dr #4314

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet, Dining Room, Master BathCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
ElevatorFloors: Hardwood

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
Sprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Lot Information

Lot Area: 0.84 acres

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Apr 6, 2022
Source: Zillow Rental Manager
ListingRemoved
Mar 17, 2022
Source: Zillow Rental Manager
PriceChange
$6,000
Price decreased by 4%
Feb 7, 2022
Source: Zillow Rental Manager
Listed For Rent
$6,250
Jan 14, 2015
Source: Agent Provided
ListingRemoved
$7,000
Nov 17, 2014
Source: Agent Provided
Listed For Rent
$7,000

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

Frequently asked questions about 420 E Waterside Dr #4314

  • What is 420 E Waterside Dr #4314 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #4314 in Chicago, IL is $1,427,100.
  • What is the price history for 420 E Waterside Dr #4314?
    420 E Waterside Dr #4314 in Chicago, IL last sold for $850,000 in May 2011.
  • 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.
  • Does 420 E Waterside Dr #4314 have a pool?
    Yes, 420 E Waterside Dr #4314 in Chicago, IL has a pool.
  • Does 420 E Waterside Dr #4314 have laundry facilities?
    Yes, 420 E Waterside Dr #4314 in Chicago, IL has in-unit laundry.

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