420 E Waterside Dr, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr
Chicago, IL 60601

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

$659,100

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $4,418/mo*
Refinance Your Home

$659,100

Trulia Estimate
as of May 15, 2026
Est. Refi. Payment $4,418/mo*
Refinance Your Home
2 Beds
2 Baths
1,182 sqft

Local Information

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

Description

SPECTACULAR REGATTA OFFERS THIS 2 BEDROOM, 2 BATH, CONDO WITH A COMFY AND COZY SOUTHERN EXPOSURE OVERLOOKING LAKE SHORE EAST. JUST A STEP OUTSIDE THE BALCONY WILL MAKE YOU FEEL A PART OF IT ALL. HARDWOOD FLRS. , GRANITE COUNTER TOPS, KITCHEN WITH S/S APPLIANCES, FRENCH DOORS, CEILING FAN, IN-UNIT WASHER/DRYER, AND GARAGE PARKING INCLUDED. MANY AMENITIES WITHIN. MINUTES AWAY FROM RESTAURANTS, SHOPS, AND THE LAKE.
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.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 420 E Waterside Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Master Bath
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
ElevatorFloors: Tile, Hardwood

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
DeckExterior: Other, Brick, Cement Concrete, Metal
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.84 acres

Additional Information

DoormanDoorman

Building

Community rooms
Fitness Center
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2023
Tax$801
Assessment$37,980
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
420 E Waterside Dr #1910, Chicago, IL
0.00
Condo
$37,500
08/27/25
2
2.5
1,365
201 N Westshore Dr #240, Chicago, IL
0.07
Condo
$612,500
08/14/25
2
2
1,446
450 E Waterside Dr #1902, Chicago, IL
0.04
Condo
$1,050,000
07/14/25
2
2.5
2,215
201 N Westshore Dr #1501, Chicago, IL
0.07
Condo
$525,000
08/25/25
3
2.5
1,786
400 E Randolph St #3419, Chicago, IL
0.17
Condo
$595,000
04/21/26
2
2
1,250
155 N Harbor Dr #206, Chicago, IL
0.17
Condo
$489,000
10/22/25
1
2
1,050
420 E Waterside Dr #509, Chicago, IL
0.00
Condo
$559,000
04/06/26
2
1.5
1,117
420 E Waterside Dr #709, Chicago, IL
0.00
Condo
$535,000
10/10/25
2
1.5
1,100
505 N McClurg Ct #3601, Chicago, IL
0.30
Condo
$590,000
08/07/25
2
2
1,196
450 E Waterside Dr #1101, Chicago, IL
0.04
Condo
$590,000
10/07/25
2
2
1,153

Assigned Schools

These are the assigned schools for 420 E Waterside Dr.
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

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 420 E Waterside Dr

Skip to last item
Skip to first item

Homes for rent near 420 E Waterside Dr

Skip to last item
Skip to first item

Off Market Homes Near 420 E Waterside Dr

Skip to last item
Skip to first item

Explore by feature

420 E Waterside Dr, Chicago, IL 60601 is a 2 bedroom, 2 bathroom, 1,182 sqft condo built in 2006. 420 E Waterside Dr is located in New Eastside, Chicago. This property is not currently available for sale. The current Trulia Estimate for 420 E Waterside Dr is $659,100.