420 E Waterside Dr #501, Chicago, IL 60601
Property image
Property image
OFF MARKET

420 E Waterside Dr #501
Chicago, IL 60601

New Eastside
  • 5 Beds
  • 5.5 Baths
  • 4,715 sqft

$2,216,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $14,886/mo*
Refinance Your Home

$2,216,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $14,886/mo*
Refinance Your Home
5 Beds
5.5 Baths
4,715 sqft

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #501.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Four condos were combined pre-construction to create this one-of-a-kind duplex in The Regetta. Ideally located in Chicago's Lakeshore East neighborhood, this 5-bedroom, 2-story residence lives like a single family home! Features include 4,715 sqft of finely finished living space with lake and park views from every window, a fireplace, 4 balconies, and a deeded, space for 2 cars (tandem). The main level includes all the public rooms plus a 5th bedroom and bath. Four en suite bedrooms (including a luxurious master with dual walk-in closets and a spa bath) as well as a laundry room are on the upper level. Building amenities include 24-doorstaff, a new fitness center, a rooftop garden with barbeque grills, an indoor pool and hot tub, a fully outfitted children's play room, a theater room, and a self-park garage. Lakeshore East is 28 acre campus that includes a beautiful 6 acre park, Gems Academy, a Mario's grocery store, and several other popular retailers!
420 E Waterside Dr #501, Chicago, IL 60601 is a 5 bedroom, 6 bathroom, 4,715 sqft condo in New Eastside, built in 2006. It last sold for $2,050,000 on Oct 23, 2017. It is currently off market. The Trulia Estimate is $2,216,100, with a rent estimate of $13,775/month.

Home Highlights

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

Home Details for 420 E Waterside Dr #501

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 9Floors: Carpet, Hardwood
Interior Details
Additional StorageNumber of Rooms: 11Types of Rooms: Dining RoomStorage
Appliances & Utilities
Dishwasher
Fireplace & Spa
Fireplace

Property Information

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

Community

Units in Building: 320

Lot Information

Lot Area: 0.84 acres

Price History for 420 E Waterside Dr #501

DatePriceEventSource
10/23/2017$2,050,000Sold
MRED as distributed by MLS GRID #09679345
09/05/2017$2,495,000PendingAgent Provided
07/05/2017$2,495,000PriceChange
Agent Provided
06/01/2017$2,650,000Listed For SaleAgent Provided

Market trends in New Eastside

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$938K
Sale-to-List Price
—
Price per sq ft
—
Available listings
99
3MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax
Assessment$1,763,690
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #501

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
363 E Wacker Dr #2003, Chicago, IL
0.05
Condo
$2,845,000
09/15/25
4
4.5
3,536
450 E Waterside Dr #1902, Chicago, IL
0.04
Condo
$1,050,000
07/14/25
2
2.5
2,215
363 E Wacker Dr #6106, Chicago, IL
0.05
Condo
$5,400,000
03/16/26
4
5.5
4,708
363 E Wacker Dr #P1-006, Chicago, IL
0.05
Condo
$5,400,000
12/15/25
4
5.5
4,850
201 N Westshore Dr #1501, Chicago, IL
0.07
Condo
$525,000
08/25/25
3
2.5
1,786
415 E North Water St #3206, Chicago, IL
0.14
Condo
$1,610,000
03/20/26
4
3.5
3,500
211 N Harbor Dr #4303, Chicago, IL
0.11
Condo
$4,050,000
12/05/25
4
4.5
3,636
445 E North Water St #2501, Chicago, IL
0.15
Condo
$1,900,000
06/25/26
3
3.5
3,700
415 E North Water St #2203, Chicago, IL
0.14
Condo
$1,750,000
11/18/25
3
3.5
3,917
363 E Wacker Dr #3009, Chicago, IL
0.05
Condo
$2,290,000
10/23/25
3
3.5
2,721

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 #501.
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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

4574 pet-friendly rentals in Chicago, IL

Explore by feature - Garage

1795 rentals with a garage in Chicago, IL

Explore by feature - Air Conditioning

5527 rentals with air conditioning in Chicago, IL

Explore by feature - Pool

662 rentals with a pool in Chicago, IL

Explore by feature - Washer/dryer

5883 rentals with a washer/dryer in Chicago, IL

Explore by feature - Outdoor Space

394 rentals with an outdoor space in Chicago, IL

Homes for sale near 420 E Waterside Dr #501

Skip to last item
Skip to first item

Off Market Homes Near 420 E Waterside Dr #501

Skip to last item
Skip to first item