420 E  Waterside Dr #3404, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #3404
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 778 sqft

$384,200

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $2,022/mo*

$384,200

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $2,022/mo*
1 Bed
1 Bath
778 sqft

Local Information

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

Description

The Regatta, located in the sought-after Lake Shore East neighborhood and just Steps from Lake Michigan and historic Mag Mile, one of the great avenues of the world in the heart of downtown Chicago. This high floor one-bedroom condo is the perfect starter home or pied-a-terre. The views of lake Michigan, The Chicago River and downtown skyline are sure to impress. The unit features a large living/dining room with attached balcony, kitchen with espresso cabinetry, granite counter top and stainless-steel appliances. Large bedroom with walk in closet, bathroom with soaking tub and in unit laundry. Full amenity building with party room, recreation room, game rooms, fitness center with River and Navy Pier views, business center, library, theater, indoor pool and hot tub. Steps to private fine dining, grocery, theater, shopping and Riverwalk. Deeded Parking is an additional $35,000
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
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 420 E Waterside Dr #3404

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 9ElevatorFloors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 4Types of Rooms: Walk In Closet, Dining Room, Family RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stone, BrickPatio
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 324

Lot Information

Lot Area: 0.84 acres

Additional Information

DoormanDoorman

Building

Community rooms
Fitness Center

Price History for 420 E Waterside Dr #3404

DatePriceEventSource
02/15/2021ListingRemovedLocal MLS
10/09/2020$399,000Listed For SaleAgent Provided
09/10/2013$2,350ListingRemovedAgent Provided
08/16/2013$2,350PriceChange
Agent Provided
08/02/2013$2,400Listed For RentAgent Provided
09/18/2012$2,100ListingRemovedAgent Provided
09/01/2012$2,100Listed For RentAgent Provided
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2023
Tax$7,416
Assessment$351,480
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #3404

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.00
Condo
$559,000
04/16/26
1
1.5
1,117
0.16
Condo
$300,000
11/24/25
1
1
900
0.17
Condo
$489,000
10/22/25
1
2
1,050
0.46
Condo
$300,000
10/28/25
1
1
800
0.00
Condo
$420,000
11/10/25
1
1
780
0.00
Condo
$415,000
03/06/26
1
1
788
0.00
Condo
$344,000
07/25/25
1
1
826
0.00
Condo
$410,000
12/05/25
1
1
850
0.00
Condo
$425,000
07/14/25
1
1
850
0.00
Condo
$37,500
08/27/25
2
2.5
1,365

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 420 E Waterside Dr #3404.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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; "
  • 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."
  • 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."
  • Dana
    "The variety of restaurants, shops, and people. The convenience of public transportation options. The architecture. "
  • 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 "
  • Brenda P.
    "Pedway is a life saver during those winter days! Easy access to the pedway, trains, bus and ride-shares. "
  • Lisa O.
    "There are lots of family in this area with wonderful parks, restaurants, close to shopping and right near the lake! "
  • 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."
  • 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. "
  • 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! "
  • Luhrkelly
    "Great park for kids and adults alike. The Park at Lakeshore east is a great place to live. Very convenient "
  • 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!"
  • 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. "

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 420 E Waterside Dr #3404

Skip to last item
Skip to first item

Off Market Homes Near 420 E Waterside Dr #3404

Skip to last item
Skip to first item

Homes for rent near 420 E Waterside Dr #3404

Skip to last item
Skip to first item
420 E Waterside Dr #3404, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 778 sqft condo built in 2006. 420 E Waterside Dr #3404 is located in New Eastside, Chicago. This property is not currently available for sale. The current Trulia Estimate for 420 E Waterside Dr #3404 is $384,200.