420 E  Waterside Dr #2504, Chicago, IL 60601
Bathroom
Property image
OFF MARKET

420 E Waterside Dr #2504
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 795 sqft

$337,300

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $2,359/mo*

$337,300

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $2,359/mo*
1 Bed
1 Bath
795 sqft

Home Value

Trulia Estimate
$337K
Since last month
Decreased$9K (-2.6%)
Since last year
Decreased$4K (-1%)
Since last sale
Increased$3K (+1%)
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 decreased by -12% in the last 10 years
MonthEstimated value
2026
August 2026$339K
July 2026$349K
June 2026$348K
May 2026$359K
April 2026$352K
March 2026$350K
February 2026$335K
January 2026$330K
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
0.28
Apartment
$305,000
05/05/26
1
1
660
0.26
Apartment
$250,000
09/04/25
1
1
741
0.33
Apartment
$295,000
01/26/26
1
1
920
0.52
Apartment
$245,000
02/20/26
1
1
850
0.52
Apartment
$185,000
02/09/26
1
1
875
0.66
Apartment
$280,000
02/03/26
1
1
725
0.75
Apartment
$295,000
12/12/25
1
1
900
0.73
Apartment
$283,500
02/04/26
1
1
1,000
0.18
Apartment
$280,000
01/27/26
1
1
770
0.78
Apartment
$275,000
06/12/26
1
1
751
Home facts updated by county records

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
0.00
$838,700
2
2
1,586
Off Market
0.00
$640,000
2
2
1,546
Recently Sold
0.00
$365,500
1
1
826
Off Market
0.00
$435,700
1
1
850
Off Market
0.00
$1,250,000
3
2.5
2,642
Recently Sold
0.00
$850,000
2
2.5
-
Recently Sold
0.00
$708,900
2
2.5
1,500
Off Market
0.00
$523,000
2
2
1,117
Off Market
0.00
$459,900
1
1
930
Off Market
0.00
$642,800
2
2
1,546
Off Market
0.00
$388,800
1
1
836
Off Market
0.00
$1,071,400
3
3
1,887
Off Market

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #2504.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Year Built
2007
Living Area
795 sqft
Price/Sqft
$424
Parking
Attached Garage

About this House

Located in the luxury high rise condo building on 25th floor. The Regatta, this 1br/1bath unit has granite counter tops, high ceilings, wood floors, high end stainless steel appliances, in unit washer and dryer, a large balcony facing west Chicago river, and comes with a covered parking space in the building. Rent includes 1 parking space, individually assigned locked storage unit, cable TV & internet. Located next to Lake-shore East park with a Mariano's next door and multiple restaurants nearby, the building is in a fantastic location making everywhere in the city a short commute. The building is predominately owner occupied with great amenities including indoor pool and hot tub, gym, and large outdoor deck with grills for entertaining.
Will freshly paint the place prior to lease.
Moving and move out fee must be paid by tenant.

Minimum 1 year lease.
420 E Waterside Dr #2504, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 795 sqft apartment in New Eastside, built in 2007. It last sold for $335,853 on Jan 5, 2007 (11,895% above the $2,800 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $2,800 per month. That rental listing was removed on February 3, 2026. It is currently off market. The Trulia Estimate is $337,300, with a rent estimate of $2,797/month.

Home Details for 420 E Waterside Dr #2504

Property Information

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

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
ElevatorFloors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Garden
Pool
Pool
Parking & Garage
Parking: Attached, On Site

Community

Other
Playground

Building

Community rooms
Fitness Center

Additional Information

ClubhouseGatedPlaygroundPool

Price and Tax history

DateEventPrice
Feb 3, 2026
Source: Zillow Rentals
ListingRemoved
$2,800
Jan 13, 2026
Source: Zillow Rentals
Listed For Rent
$2,800
Jun 27, 2024
Source: Zillow Rentals
ListingRemoved
Jun 12, 2024
Source: Zillow Rentals
PriceChange
$2,600
Price decreased by 7%
May 31, 2024
Source: Zillow Rentals
Listed For Rent
$2,800

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
26
MoM
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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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Apartments for Rent

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Homes for sale near 420 E Waterside Dr #2504

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Off Market Homes Near 420 E Waterside Dr #2504

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Frequently asked questions about 420 E Waterside Dr #2504

  • What is 420 E Waterside Dr #2504 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #2504 in Chicago, IL is $337,300.
  • What is the price history for 420 E Waterside Dr #2504?
    420 E Waterside Dr #2504 in Chicago, IL last sold for $335,853 in January 2007.
  • 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 #2504 have air conditioning?
    Yes, 420 E Waterside Dr #2504 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #2504 have a pool?
    Yes, 420 E Waterside Dr #2504 in Chicago, IL has a pool.