420 E Waterside Dr #503, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #503
Chicago, IL 60601

New Eastside
  • 2 Beds
  • 2 Baths
  • 1,182 sqft

$412,900

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $2,824/mo*
Refinance Your Home

$412,900

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $2,824/mo*
Refinance Your Home
2 Beds
2 Baths
1,182 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Spacious and bright corner 2bed/2bath in luxurious full amenity building in the heart of Lakeshore East. The home is south facing with ample natural sunlight. The unit features a desirable split floor plan layout with a massive private balcony offering breathtaking city and park views. The kitchen is open to the living room complete with stainless steel appliances, breakfast bar, and pantry. Entertain and relax in the spacious living/dining room with private balcony access. Retreat to a large primary bedroom suite offering a generous walk-in closet and en-suite bath offering a dual vanity. The 2nd bedroom is sizable with brand new carpeting. In-unit washer/dryer. The Regatta is a full amenity building offering 24hr door-staff, onsite management, newer state-of-the-art fitness center/yoga room, indoor pool & jacuzzi, multiple media & party rooms, game room, sundeck, library, & play area. The Regatta is located within highly desirable Lakeshore East and is steps away from Mariano's, multiple parks, river-walk, lakefront path, DuSable Harbor, endless restaurants, nightlife, Michigan Ave, Loop, Pedway, & more! Heat, AC, Gas, Basic Cable, Internet, and additional storage are all included in the monthly rent. Parking options available for rent in the building.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 19, 2023

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 420 E Waterside Dr #503

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DryerWasher
Heating & Cooling
Air ConditioningCooling System: Other

Price History for 420 E Waterside Dr #503

DatePriceEventSource
04/04/2026$3,800ListingRemovedMRED as distributed by MLS GRID #12593694
03/17/2026$3,800Listed For RentMRED as distributed by MLS GRID #12593694
11/05/2024$3,200ListingRemovedZillow Rentals
11/02/2023ListingRemovedZillow Rentals
10/03/2023$3,200Listed For RentZillow Rentals
12/08/2020$2,650ListingRemovedAgent Provided
10/23/2020$2,650PriceChange
Agent Provided
10/01/2020$2,700PriceChange
Agent Provided
09/23/2020$2,800PriceChange
Agent Provided
09/08/2020$2,900Listed For RentAgent Provided
10/23/2017$1,900ListingRemovedAgent Provided
10/06/2017$1,900PriceChange
Agent Provided
09/20/2017$1,925PriceChange
Agent Provided
08/07/2017$1,975PriceChange
N/A
07/31/2017$2,050Listed For RentN/A
03/04/2016$420,000Sold
MRED as distributed by MLS GRID #09124125
08/21/2013$240,000Sold
N/A
05/04/2012$239,400Sold
N/A
03/13/2012$199,999Listed For SaleAgent Provided
03/06/2012$199,900Sold
N/A
12/30/2011$190,000Sold
N/A
12/01/2011$199,900PendingAgent Provided
11/23/2011$199,900Listed For SaleAgent Provided
09/23/2011$299,900ListingRemovedAgent Provided
09/30/2010$299,900Listed For SaleAgent Provided

Market trends in Chicago

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$350K
$17.77KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$270
$14MoM
Available listings
5364
274MoM
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Property Tax and Assessment

Year2023
Tax$5,812
Assessment$275,480
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #503

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
195 N Harbor Dr #4305, Chicago, IL
0.13
Apartment
$480,000
10/16/25
2
2
1,225
201 N Westshore Dr, Chicago, IL
0.07
Apartment
$40,000
11/04/25
2
2.5
1,285
530 N Lake Shore Dr, Chicago, IL
0.35
Apartment
$740,000
01/29/26
3
2
1,833
360 E Randolph St #2006, Chicago, IL
0.18
Apartment
$280,000
01/27/26
1
1
770
211 N Harbor Dr #1005, Chicago, IL
0.27
Apartment
$462,000
05/15/26
1
1
685
512 N McClurg Ct #2112, Chicago, IL
0.33
Apartment
$295,000
01/26/26
1
1
920
400 N La Salle Dr #805, Chicago, IL
0.87
Apartment
$456,500
01/15/26
2
2
1,015
474 N Lake Shore Dr #2204, Chicago, IL
0.26
Apartment
$250,000
09/04/25
1
1
741
8 W Monroe St #1409, Chicago, IL
0.75
Apartment
$225,000
04/16/26
2
2
990
230 E Ontario St #502, Chicago, IL
0.52
Apartment
$245,000
02/20/26
1
1
850
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #503.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 25 % 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

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420 E Waterside Dr #503, Chicago, IL 60601 is a 2 bedroom, 2 bathroom, 1,182 sqft apartment. 420 E Waterside Dr #503 is located in New Eastside, Chicago. This property is not currently available for sale. 420 E Waterside Dr #503 was last sold on Mar 4, 2016 for $420,000 (13,025% higher than the asking price of $3,200). The current Trulia Estimate for 420 E Waterside Dr #503 is $412,900.