420 E Waterside Dr #4101, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #4101
Chicago, IL 60601

New Eastside
  • 3 Beds
  • 3 Baths
  • 2,511 sqft (on 0.84 acres)

$1,211,000

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $8,309/mo*
Refinance Your Home

$1,211,000

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $8,309/mo*
Refinance Your Home
3 Beds
3 Baths
2,511 sqft
(on 0.84 acres)

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #4101.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
2007
Lot Size
0.84 acres
Living Area
2,511 sqft
Price/Sqft
$482

About this House

Enjoy breathtaking views from every room in this alluring, furnished Streeterville penthouse rental. Imagine entering your home via a welcoming proper foyer with a coat closet and direct access to a powder room. The foyer flows into a spacious living area perfect for entertaining featuring 10' ceilings, floor to ceiling windows boasting city & lake views, and an entertainment center with built-in storage. Natural light from the living area spills into your beautiful kitchen featuring granite countertops, stainless steel appliances (notably sub-zero fridge), breakfast bar, and direct access to an enclosed laundry for your convenience. Host amazing dinner parties in the impressive separate dining room with fireplace, skyline views via floor to ceiling windows as your backdrop, and direct access to an oversized covered balcony. The sequestered primary suite features captivating views, walk-in closets, and a private balcony to enjoy a morning breeze without leaving the comfort of your suite. The large ensuite bath provides quintessential privacy with separate shower & bath, dual vanity, ample storage place, and private toilet. Enjoy two more full-sized bedrooms featuring ample closet space and a full bath with dual vanity conveniently placed across the hall. Take advantage of amenities galore! Indoor pool, party room fitted with games, state of the art fitness center, sundeck with grills, plush receiving room, and more. 2 car tandem garage spot included! Available now. Incredible location across from Chicago Riverwalk with easy access to DuSable Harbor, Millennium Park, grocery stores (Mariano's, Whole Foods, & Trader Joe's), fine dining, shopping on Mag Mile, world-class museums, Navy Pier, LSD, and all that downtown Chicago has to offer! Make this your home today!
420 E Waterside Dr #4101, Chicago, IL 60601 is a 3 bedroom, 3 bathroom, 2,511 sqft townhouse in New Eastside, built in 2007. It last sold for $970,000 on Oct 22, 2010. More recently, it was listed as a rental in November 2020 with an asking price of $7,500 per month. That rental listing was removed on February 13, 2021. It is currently off market. The Trulia Estimate is $1,211,000, with a rent estimate of $7,368/month.

Home Details for 420 E Waterside Dr #4101

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowave
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: Townhouse

Exterior Features

Exterior Home Features
DeckExterior: Brick
Parking & Garage
Parking Space: 1Parking: None

Community

Units in Building: 320

Lot Information

Lot Area: 0.84 acres

Price History for 420 E Waterside Dr #4101

DatePriceEventSource
02/13/2021ListingRemovedKeller Williams
11/18/2020$7,500Listed For RentAgent Provided
11/18/2020$1,375,000ListingRemovedAgent Provided
09/29/2020$7,500ListingRemovedAgent Provided
09/24/2020$7,500Listed For RentAgent Provided
08/22/2020$7,900ListingRemovedAgent Provided
08/09/2020$7,900Listed For RentAgent Provided
07/13/2020$1,375,000Listed For SaleAgent Provided
08/29/2019$7,500ListingRemovedAgent Provided
04/16/2019$7,500Listed For RentAgent Provided
10/22/2010$970,000Sold
MRED as distributed by MLS GRID #07605274
08/14/2010$1,030,900Listed For SaleAgent Provided
05/07/2010$1,295,000ListingRemovedAgent Provided
05/06/2010$1,295,000PriceChange
Agent Provided
04/18/2010$1,319,000PriceChange
Agent Provided
04/15/2010$1,345,000PriceChange
Agent Provided
04/03/2010$1,395,000PriceChange
Agent Provided
03/23/2010$1,445,000PriceChange
Agent Provided
08/31/2009$1,495,000PriceChange
Agent Provided
05/02/2009$1,695,000Listed For SaleAgent Provided

Market trends in New Eastside

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

Year2024
Tax$21,243
Assessment$1,057,340
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #4101

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
444 E North Water St, Chicago, IL
0.18
Townhouse
$1,150,000
05/08/26
3
3
2,400
424 E North Water St #C, Chicago, IL
0.19
Townhouse
$1,050,000
03/10/26
4
3.5
3,600
424 E North Water St #C, Chicago, IL
0.19
Townhouse
$1,050,000
03/06/26
4
3.5
3,600
505 N McClurg Ct #203, Chicago, IL
0.31
Townhouse
$820,000
04/07/26
2
2.5
1,731
438 E North Water St, Chicago, IL
0.18
Townhouse
$1,901,000
05/29/26
4
3.5
3,600
417 E North Water St, Chicago, IL
0.17
Townhouse
$2,275,000
09/05/25
4
4.5
4,434
33 W Ontario St #Townhouse 5, Chicago, IL
0.79
Townhouse
$1,234,200
12/03/25
4
4.5
4,567
334 N Jefferson St #D, Chicago, IL
1.39
Townhouse
$825,000
01/02/26
3
3
2,600
369 W Superior St #A, Chicago, IL
1.26
Townhouse
$815,000
08/25/25
3
2.5
2,015
361 W Superior St #B, Chicago, IL
1.24
Townhouse
$1,225,000
05/19/26
3
2.5
3,200

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #4101.
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

  • 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; "
    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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Homes for sale near 420 E Waterside Dr #4101

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Off Market Homes Near 420 E Waterside Dr #4101

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