420 E Waterside Dr #404, Chicago, IL 60601
Property image
Property image
OFF MARKET

420 E Waterside Dr #404
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 778 sqft

$282,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $1,994/mo*
Refinance Your Home

$282,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $1,994/mo*
Refinance Your Home
1 Bed
1 Bath
778 sqft

Home Value

Trulia Estimate
$282K
Since last month
Decreased$5K (-1.7%)
Since last year
Increased$600 (+0.2%)
Since last sale
Increased$27K (+10.6%)
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 increased by +8% in the last 10 years
MonthEstimated value
2026
August 2026$282K
July 2026$287K
June 2026$285K
May 2026$289K
April 2026$286K
March 2026$285K
February 2026$278K
January 2026$272K
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
401 E Ontario St #1604, Chicago, IL
0.42
Condo
$280,000
06/17/26
1
1
800
540 N Lake Shore Dr #516, Chicago, IL
0.37
Condo
$265,000
05/27/26
1
1
1,050
211 E Ohio St #1607, Chicago, IL
0.46
Condo
$300,000
10/28/25
1
1
800
155 N Harbor Dr #206, Chicago, IL
0.17
Condo
$489,000
10/22/25
1
2
1,050
420 E Waterside Dr #3704, Chicago, IL
0.00
Condo
$415,000
03/06/26
1
1
788
420 E Waterside Dr #3304, Chicago, IL
0.00
Condo
$420,000
11/10/25
1
1
780
405 N Wabash Ave #2513, Chicago, IL
0.54
Condo
$320,500
06/05/26
1
1
950
420 E Waterside Dr #2404, Chicago, IL
0.00
Condo
$425,000
07/28/26
1
1
788
420 E Waterside Dr #3804, Chicago, IL
0.00
Condo
$410,000
12/05/25
1
1
850
420 E Waterside Dr #907, Chicago, IL
0.00
Condo
$415,000
07/01/26
1
1
875

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
$846,300
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
$365,500
1
1
826
Off Market
420 E Waterside Dr #3204, Chicago, IL 60601
0.00
$437,100
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
$708,300
2
2.5
1,500
Off Market
420 E Waterside Dr #2203, Chicago, IL 60601
0.00
$527,200
2
2
1,117
Off Market
420 E Waterside Dr #511, Chicago, IL 60601
0.00
$459,900
1
1
930
Off Market
420 E Waterside Dr #1201, Chicago, IL 60601
0.00
$652,300
2
2
1,546
Off Market
420 E Waterside Dr #3002, Chicago, IL 60601
0.00
$388,800
1
1
836
Off Market
420 E Waterside Dr #3014, Chicago, IL 60601
0.00
$1,083,000
3
3
1,887
Off Market

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #404.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2007
Living Area
778 sqft
Price/Sqft
$363
Parking
Garage

About this House

The Regatta was built in 2007. The high rise houses 320+ condos in its 45 stories. The Regatta has an indoor pool, media room, garden terrace with barbeque, exercise room, bike room and party room.
420 E Waterside Dr #404, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 778 sqft condo in New Eastside, built in 2007. It last sold for $255,000 on Jun 1, 2022. It is currently off market. The Trulia Estimate is $282,300, with a rent estimate of $2,846/month.

Home Details for 420 E Waterside Dr #404

Interior Features

Levels, Entrance, & Accessibility
Stories: 45ElevatorFloors: HardwoodGated Entry
Interior Details
Additional StorageNumber of Rooms: 1Types of Rooms: Walk In Closet, Dining RoomStorage
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Security
Security System

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: CondoArchitecture: Modern

Building

Levels, Entrance, & Accessibility
Disabled Access
Community rooms
Fitness Center

Exterior Features

Exterior Home Features
DeckExterior: BrickGardenPatio
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 322

Lot Information

Lot Area: 0.84 acres

Additional Information

DoormanDoorman

Price and Tax history

DateEventPrice
Jun 1, 2022
Source: N/A
Sold
$255,000
Mar 14, 2022
Source: MRED as distributed by MLS GRID #11346571
Listed For Sale
$269,000
Mar 14, 2022
Source: MRED as distributed by MLS GRID #11301232
ListingRemoved
Jan 10, 2022
Source: MRED as distributed by MLS GRID #11301232
Listed For Sale
$274,888
Feb 12, 2020
Source: Agent Provided
ListingRemoved
$274,888

Market trends in New Eastside

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$574K
Sale-to-List Price
—
Price per sq ft
$511
Available listings
93
26MoM

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 #404

  • What is 420 E Waterside Dr #404 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #404 in Chicago, IL is $282,300.
  • What is the price history for 420 E Waterside Dr #404?
    420 E Waterside Dr #404 in Chicago, IL last sold for $255,000 in June 2022.
  • 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 $574K.
  • Does 420 E Waterside Dr #404 have a pool?
    Yes, 420 E Waterside Dr #404 in Chicago, IL has a pool.
  • Does 420 E Waterside Dr #404 have laundry facilities?
    Yes, 420 E Waterside Dr #404 in Chicago, IL has in-unit laundry.

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