420 E Waterside Dr #P-152, Chicago, IL 60601
OFF MARKET

$590,100

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,182 sqft

420 E Waterside Dr #P-152, Chicago, IL 60601

New Eastside
Refinance Your Home
Currently Off Market - Sold Oct 29, 2024 for $550,000

Home Value

Trulia Estimate
$590K
Since last month
Decreased$11K (-1.9%)
Since last year
Decreased$1K (-0.2%)
Since last sale
Increased$41K (+7.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +8% in the last 10 years
MonthEstimated value
2026
August 2026$591K
August 2026$584K
July 2026$602K
June 2026$586K
May 2026$568K
April 2026$587K
March 2026$563K
February 2026$544K
January 2026$507K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
420 E Waterside Dr #509, Chicago, IL
0.00
Condo
$559,000
04/06/26
2
1.5
1,117
420 E Waterside Dr #709, Chicago, IL
0.00
Condo
$535,000
10/10/25
2
1.5
1,100
450 E Waterside Dr #1101, Chicago, IL
0.04
Condo
$590,000
10/07/25
2
2
1,153
450 E Waterside Dr #2103, Chicago, IL
0.04
Condo
$640,000
03/06/26
2
2
1,135
450 E Waterside Dr #808, Chicago, IL
0.04
Condo
$653,000
05/01/26
2
2
1,228
201 N Westshore Dr #1305, Chicago, IL
0.07
Condo
$615,000
12/09/25
2
2
1,213
201 N Westshore Dr #605, Chicago, IL
0.07
Condo
$625,000
09/26/25
2
2
1,214
420 E Waterside Dr #1401, Chicago, IL
0.00
Condo
$640,000
05/29/26
2
2
1,546
201 N Westshore Dr #2705, Chicago, IL
0.07
Condo
$685,000
08/28/26
2
2
1,214
201 N Westshore Dr #1702, Chicago, IL
0.07
Condo
$605,000
12/01/25
2
2
1,478

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
420 E Waterside Dr #2812, Chicago, IL 60601
0.00
$848,700
2
2
1,586
Off Market
420 E Waterside Dr #1401, Chicago, IL 60601
0.00
$640,000
2
2
1,546
Recently Sold
420 E Waterside Dr #1302, Chicago, IL 60601
0.00
$363,600
1
1
826
Off Market
420 E Waterside Dr #3204, Chicago, IL 60601
0.00
$434,600
1
1
850
Off Market
420 E Waterside Dr #4010, Chicago, IL 60601
0.00
$1,250,000
3
2.5
2,642
Recently Sold
420 E Waterside Dr #3410, Chicago, IL 60601
0.00
$850,000
2
2.5
-
Recently Sold
420 E Waterside Dr #508, Chicago, IL 60601
0.00
$714,100
2
2.5
1,500
Off Market
420 E Waterside Dr #2203, Chicago, IL 60601
0.00
$528,100
2
2
1,117
Off Market
420 E Waterside Dr #511, Chicago, IL 60601
0.00
$463,400
1
1
930
Off Market
420 E Waterside Dr #1201, Chicago, IL 60601
0.00
$655,700
2
2
1,546
Off Market
420 E Waterside Dr #3002, Chicago, IL 60601
0.00
$387,000
1
1
836
Off Market
420 E Waterside Dr #3014, Chicago, IL 60601
0.00
$1,084,200
3
3
1,887
Off Market

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #P-152.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2006
1,182 sqft
$499/sqft

About this House

This stunning two-bedroom, two-bath condo on the 29th floor of the prestigious Regatta Condominiums in Lakeshore East, offers breathtaking views of the skyline and peeks of the lake. The spacious living-dining room combo opens to a private balcony, perfect for enjoying the sunset over the city. The galley kitchen is equipped with a brand-new stove and microwave, making meal prep a breeze and the breakfast bar is great for entertaining. Both bedrooms feature newly installed hardwood floors, and the entire unit has been freshly painted, giving it a modern and polished feel. The primary bedroom boasts an ensuite bath for added privacy and convenience, creating a serene retreat within the home. Residents will enjoy an array of luxurious amenities, including an indoor pool, hot tub, and a state-of-the-art gym that overlooks the lakefront. There's also a dedicated playroom for children, ensuring comfort for the little ones and an extensive party room perfect for hosting gatherings. To seal the deal 24 hour door person on duty. The condo includes a convenient two-car tandem parking spot and storage. Located blocks from the Chicago Riverwalk & the Lakefront plus surrounded by parks, this home embodies everything Chicago has to offer, with easy access to downtown, vibrant nightlife, and endless dining and entertainment options. This is city living at its finest!
420 E Waterside Dr #P-152, Chicago, IL 60601 is a 2 bedroom, 2 bathroom, 1,182 sqft condo in New Eastside, built in 2006. It last sold for $550,000 on Oct 29, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $590,100, with a rent estimate of $4,259/month.
Bought with: @properties

Home Details for 420 E Waterside Dr #P-152

Interior Features

Heating & Cooling
Heating: Natural GasAir ConditioningCooling System: Central AirHeating Fuel: Natural Gas
Appliances & Utilities
DishwasherDisposalDryerMicrowaveWasher
Levels, Entrance, & Accessibility
Elevator

Property Information

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

Exterior Features

Pool
Pool

Community

Units in Building: 321

Additional Information

DoormanDoorman

Price and Tax history

DateEventPrice
Oct 29, 2024
Source: @Properties sold #f8dfb7c6f897c95a4b869345de4e5f6c
Sold
$550,000
Apr 12, 2016
Source: Berkshire Hathaway HomeServices Koenig Rubloff #09138356_60601
Sold
$554,900

Market trends in New Eastside

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$574K
Sale-to-List Price
—
Price per sq ft
$511
Available listings
93
26MoM

Around this home

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

Frequently asked questions about 420 E Waterside Dr #P-152

  • What is 420 E Waterside Dr #P-152 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #P-152 in Chicago, IL is $590,100.
  • What is the price history for 420 E Waterside Dr #P-152?
    420 E Waterside Dr #P-152 in Chicago, IL last sold for $550,000 in October 2024.
  • Is Chicago a buyer's or seller's market?
    Chicago is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $574K.
  • Does 420 E Waterside Dr #P-152 have air conditioning?
    Yes, 420 E Waterside Dr #P-152 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #P-152 have a pool?
    Yes, 420 E Waterside Dr #P-152 in Chicago, IL has a pool.

Explore by feature - Pet Friendly

3950 pet-friendly rentals in Chicago, IL

Explore by feature - Garage

1692 rentals with a garage in Chicago, IL

Explore by feature - Air Conditioning

4527 rentals with air conditioning in Chicago, IL

Explore by feature - Pool

660 rentals with a pool in Chicago, IL

Explore by feature - Washer/dryer

4553 rentals with a washer/dryer in Chicago, IL

Explore by feature - Outdoor Space

354 rentals with an outdoor space in Chicago, IL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 420 E Waterside Dr #P-152

Skip to last item
Skip to first item

Homes for sale near 420 E Waterside Dr #P-152

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item