420 E Waterside Dr #3301, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #3301
Chicago, IL 60601

New Eastside
  • 3 Beds
  • 2.5 Baths
  • 2,431 sqft

$1,046,700

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $7,021/mo*
Refinance Your Home

$1,046,700

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $7,021/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,431 sqft

Local Information

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

Description

BEST PRICE PER SFT compared to other 3 bedroom units! Regatta's magnificent sun-drenched, 3 bed/ 2.5 bath, 2436 sft high floor unit. It offers East, South & West views, two south facing terraces, Upgraded hardwood floor, Large bedrooms, oversize tub, gourmet kitchen w/SS appliances and pantry, separate family room, floor to ceiling windows with motorized blinds, a fireplace, laundry room. Two side by side deeded available for an additional 50K each! The Regatta is a full amenity building. Indoor pool, theater room, kids room, exercise room, yoga studio, party room, whirl pool, 24/7 doorman and maintenance, game rooms, library and business center. HOA includes Gas, water, electricity, cable and Internet. Luxury living at its best. Steps to park and lake, etc.
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
No Info
Outdoor
Deck, Pool
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 420 E Waterside Dr #3301

Interior Features

Levels, Entrance, & Accessibility
Stories: 9ElevatorFloors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

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

Exterior Features

Exterior Home Features
DeckExterior: Cement Concrete
Pool
Pool
Parking & Garage
Parking Spaces: 2

Community

Units in Building: 322

Lot Information

Lot Area: 0.84 acres

Additional Information

DoormanDoorman

Price History for 420 E Waterside Dr #3301

DatePriceEventSource
11/08/2017$1,299,000PriceChange
Agent Provided
08/12/2017$1,350,000PriceChange
Agent Provided
06/16/2017$1,450,000Listed For SaleAgent Provided
09/23/2015$6,000Sold
N/A
09/23/2015$6,000ListingRemovedAgent Provided
08/22/2015$6,000PriceChange
Agent Provided
08/04/2015$6,500Listed For RentAgent 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$22,649
Assessment$1,073,480
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #3301

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 #1501, Chicago, IL
0.07
Condo
$525,000
08/25/25
3
2.5
1,786
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 #240, Chicago, IL
0.07
Condo
$612,500
08/14/25
2
2
1,446
211 E Ohio St #2120, Chicago, IL
0.46
Condo
$3,500
05/14/26
2
2
1,100
420 E Waterside Dr #508, Chicago, IL
0.00
Condo
$559,000
04/16/26
1
1.5
1,117
530 N Lake Shore Dr #1904, Chicago, IL
0.35
Condo
$795,000
04/08/26
3
3
1,900
420 E Waterside Dr #4410, Chicago, IL
0.00
Condo
$1,450,000
07/25/25
3
2.5
2,567
420 E Waterside Dr #4010, Chicago, IL
0.00
Condo
$1,250,000
03/17/26
3
2.5
2,642
363 E Wacker Dr #2706, Chicago, IL
0.05
Condo
$2,420,000
04/15/26
3
2.5
2,437

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #3301.
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 #3301, Chicago, IL 60601 is a 3 bedroom, 3 bathroom, 2,431 sqft condo built in 2006. 420 E Waterside Dr #3301 is located in New Eastside, Chicago. This property is not currently available for sale. 420 E Waterside Dr #3301 was last sold on Sep 23, 2015 for $6,000. The current Trulia Estimate for 420 E Waterside Dr #3301 is $1,046,700.