420 E  Waterside Dr #2214, Chicago, IL 60601
Property image
Property image
OFF MARKET

420 E Waterside Dr #2214
Chicago, IL 60601

New Eastside
  • 3 Beds
  • 3 Baths
  • 1,895 sqft (on 0.84 acres)

$1,052,200

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $7,141/mo*

$1,052,200

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $7,141/mo*
3 Beds
3 Baths
1,895 sqft
(on 0.84 acres)

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #2214.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Berkshire Hathaway K.R. Luxury Rental Team. NO FEE Tenant Placement. Chicagoluxuryapartments.com REGATTA ON LAKE SHORE EAST. Prime and most sought after unobstructed views of River, Lake and City! Spacious 1 8 8 7 sq ft 3 Bed 3 Baths. Split 2 en-suite, 2 balconies off spacious and luxury living room and master suite. Upgraded kitchen w granite counters, stainless appliances, large breakfast counter and specified dining area, a true entertaining setting. HARDWOOD FLOOR THROUGHOUT. Side-by-side laundry room. Large master bedroom with sitting area, walk in closet, Marble master bath features dual vanity, tub and separate shower combo. Premium building with tons of amenities: indoor pool & hot tub, stylish fitness center w new equipment, rec room, game room, party room, sundeck, children play room, library, dry cleaners and more! Excellent location, set on award winning New Eastside. Steps to Grant Park, Millennium Park, Lakefront, Riverwalk, Village Market, Mariano's, restaurantsss, dog parks, kid's parks, Michigan Avenue. Garage parking available at additional cost. ~ A Must See ~
420 E Waterside Dr #2214, Chicago, IL 60601 is a 3 bedroom, 3 bathroom, 1,895 sqft apartment in New Eastside, built in 2006. It last sold for $820,000 on Apr 19, 2012. More recently, it was listed as a rental in May 2026 with an asking price of $7,800 per month. That rental listing was removed on June 30, 2026. It is currently off market. The Trulia Estimate is $1,052,200, with a rent estimate of $6,736/month.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 420 E Waterside Dr #2214

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: OtherHeating Fuel: Forced Air
Interior Details
Types of Rooms: Recreation Room
Appliances & Utilities
DryerWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

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

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Lot Information

Lot Area: 0.84 acres

Building

Community rooms
Fitness Center

Price History for 420 E Waterside Dr #2214

DatePriceEventSource
06/30/2026$7,800ListingRemovedMRED as distributed by MLS GRID #12689626
05/30/2026$1,085,000ListingRemovedMRED as distributed by MLS GRID #12631592
05/30/2026$7,800Listed For RentMRED as distributed by MLS GRID #12631583
05/21/2026$7,800ListingRemovedMRED as distributed by MLS GRID #12631583
04/28/2026$7,800Listed For RentMRED as distributed by MLS GRID #12631583
03/11/2026$6,000ListingRemovedMRED as distributed by MLS GRID #12581046
03/06/2026$6,000Listed For RentMRED as distributed by MLS GRID #12581046
11/17/2015$5,800ListingRemovedAgent Provided
09/19/2015$5,800Listed For RentAgent Provided
04/19/2012$820,000Sold
MRED as distributed by MLS GRID #07927053
01/19/2012$849,900PriceChange
Agent Provided
12/16/2011$875,000Listed For SaleAgent Provided

Market trends in New Eastside

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$782K
$156K
MoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
119
20
MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$863,660
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #2214

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.76
Apartment
$925,000
04/03/26
3
3
2,075
0.79
Apartment
$479,000
05/07/26
2
2
1,325
0.28
Apartment
$305,000
05/05/26
1
1
660
0.26
Apartment
$250,000
09/04/25
1
1
741
0.89
Apartment
$456,500
01/15/26
2
2
1,015
0.33
Apartment
$295,000
01/26/26
1
1
920
0.40
Apartment
$89,000,000
12/18/25
2
2
650
1.04
Apartment
$500,000
05/08/26
2
2
1,306
1.04
Apartment
$455,000
03/05/26
2
2
1,306
1.13
Apartment
$499,000
12/04/25
3
2
1,350
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #2214.
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

  • 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; "
  • 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. "

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Off Market Homes Near 420 E Waterside Dr #2214

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