420 E Waterside Dr #2004, Chicago, IL 60601
Property image
Property image
OFF MARKET

420 E Waterside Dr #2004
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 794 sqft

$339,000

Trulia Estimate
as of Aug 21, 2026

$339,000

Trulia Estimate
as of Aug 21, 2026
  • 1 Bed
  • 1 Bath
  • 794 sqft

Home Highlights

Property Type
Apartment
Living Area
794 sqft
Price/Sqft
$427
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #2004.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Live in the heart of downtown at The Regatta, a luxury high-rise in the sought-after Lakeshore East neighborhood. This unit will be ready to move in by August 18th. The unit offers a rare rental opportunity just steps from the River Walk, Lakefront, Millennium Park, Navy Pier, and Michigan Avenue. Surrounded by world-class restaurants, bars, and shops, you'll experience the best of Chicago right outside your door. The unit features spacious rooms, a private balcony with water view, in-unit laundry. Residents enjoy access to a full suite of amenities including an indoor pool, fitness center, lounge, party room, business center, library, and beautiful outdoor green space. Application requirements include a minimum credit score of 720, verifiable monthly income at least three times the rental amount, and a one-month security deposit. Parking is included in that price! This is downtown living done right, schedule your showing today.
420 E Waterside Dr #2004, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 794 sqft apartment in New Eastside. More recently, it was listed as a rental in July 2025 with an asking price of $2,750 per month. That rental listing was removed on August 4, 2025. It is currently off market. The Trulia Estimate is $339,000, with a rent estimate of $2,747/month.

Home Details for 420 E Waterside Dr #2004

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Additional Information

Pool

Comparable Sales for 420 E Waterside Dr #2004

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
360 E Randolph St #2006, Chicago, IL
0.18
Apartment
$280,000
01/27/26
1
1
770 sqft
155 N Harbor Dr #4305, Chicago, IL
0.17
Apartment
$300,000
07/15/26
1
1
858 sqft
474 N Lake Shore Dr #2204, Chicago, IL
0.26
Apartment
$250,000
09/04/25
1
1
741 sqft
222 N Columbus Dr #3904, Chicago, IL
0.28
Apartment
$305,000
05/05/26
1
1
660 sqft
512 N McClurg Ct #2112, Chicago, IL
0.33
Apartment
$295,000
01/26/26
1
1
920 sqft
230 E Ontario St #502, Chicago, IL
0.52
Apartment
$245,000
02/20/26
1
1
850 sqft
230 E Ontario St, Chicago, IL
0.52
Apartment
$185,000
02/09/26
1
1
875 sqft
233 E Erie St #1410, Chicago, IL
0.54
Apartment
$195,000
03/04/26
1
1
850 sqft
680 N Lake Shore Dr, Chicago, IL
0.52
Apartment
$52,000
12/29/25
1
1
1,001 sqft
440 N Wabash Ave #4710, Chicago, IL
0.62
Apartment
$301,000
02/26/26
1
1
808 sqft
Home facts updated by county records

Nearby homes

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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

Price and Tax history

DateEventPrice
Aug 4, 2025
Source: Zillow Rentals
ListingRemoved
$2,750
Jul 26, 2025
Source: Zillow Rentals
Listed For Rent
$2,750
May 10, 2016
Source: Agent Provided
ListingRemoved
$2,300
Nov 22, 2015
Source: Agent Provided
ListingRemoved
$2,250
Nov 21, 2015
Source: Agent Provided
PriceChange
$2,250
Price decreased by 2%

Frequently asked questions about 420 E Waterside Dr #2004

  • What is 420 E Waterside Dr #2004 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #2004 in Chicago, IL is $339,000.
  • 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.
  • What are the closest schools to 420 E Waterside Dr #2004?
    The closest schools to 420 E Waterside Dr #2004 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 #2004 have air conditioning?
    Yes, 420 E Waterside Dr #2004 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #2004 have a pool?
    Yes, 420 E Waterside Dr #2004 in Chicago, IL has a pool.

Homes for rent near 420 E Waterside Dr #2004

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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