420 E Waterside Dr #809, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #809
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1.5 Baths
  • 1,089 sqft

$417,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,902/mo*
Refinance Your Home

$417,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,902/mo*
Refinance Your Home
1 Bed
1.5 Baths
1,089 sqft

Home Value

Trulia Estimate
$418K
Since last month
Increased$700 (+0.2%)
Since last year
Increased$12K (+2.9%)
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 -5% in the last 10 years
MonthEstimated value
2026
August 2026$426K
July 2026$425K
June 2026$425K
May 2026$446K
April 2026$431K
March 2026$431K
February 2026$412K
January 2026$408K
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
155 N Harbor Dr #4305, Chicago, IL
0.17
Apartment
$300,000
07/15/26
1
1
858
360 E Randolph St #2006, Chicago, IL
0.18
Apartment
$280,000
01/27/26
1
1
770
195 N Harbor Dr #4305, Chicago, IL
0.13
Apartment
$480,000
10/16/25
2
2
1,225
505 N Lake Shore Dr #1812, Chicago, IL
0.37
Apartment
$485,000
08/12/26
1
1
1,100
474 N Lake Shore Dr #2204, Chicago, IL
0.26
Apartment
$250,000
09/04/25
1
1
741
512 N McClurg Ct #2112, Chicago, IL
0.33
Apartment
$295,000
01/26/26
1
1
920
201 N Westshore Dr #P-34, Chicago, IL
0.07
Apartment
$40,000
11/04/25
2
2.5
1,285
211 N Harbor Dr #2007, Chicago, IL
0.27
Apartment
$458,000
07/20/26
1
1
661
222 N Columbus Dr #3904, Chicago, IL
0.28
Apartment
$305,000
05/05/26
1
1
660
680 N Lake Shore Dr, Chicago, IL
0.52
Apartment
$52,000
12/29/25
1
1
1,001
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
420 E Waterside Dr #2812, Chicago, IL 60601
0.00
$838,700
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
$365,500
1
1
826
Off Market
420 E Waterside Dr #3204, Chicago, IL 60601
0.00
$435,700
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
$702,700
2
2.5
1,500
Off Market
420 E Waterside Dr #2203, Chicago, IL 60601
0.00
$523,000
2
2
1,117
Off Market
420 E Waterside Dr #511, Chicago, IL 60601
0.00
$459,900
1
1
930
Off Market
420 E Waterside Dr #1201, Chicago, IL 60601
0.00
$642,800
2
2
1,546
Off Market
420 E Waterside Dr #3002, Chicago, IL 60601
0.00
$388,800
1
1
836
Off Market
420 E Waterside Dr #3014, Chicago, IL 60601
0.00
$1,071,400
3
3
1,887
Off Market

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #809.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Living Area
1,089 sqft
Price/Sqft
$383
Parking
Attached Garage

About this House

One of the most beautiful River view Condo in the beautiful Regatta building! Watch the boats stroll by from your balcony. Terrific floorplan with storage/laundry room, spacious living and dining area. Granite countertops, stainless steel appliances. Den is separate room with door, can easily be used as spare bedroom. All closets custom designed with efficient closet organizers to maximize storage space. Note photos are of similar unit. Wood floors throughout and custom sliding upgraded closet doors. Indoor prime Parking spot. Also FREE internet!

Living Room
(20X15) Main Level Hardwood

Kitchen
(12X12) Main Level Hardwood

Laundry
(4X5) Main Level

Dining Room
(COMBO) Main Level Hardwood

Master Bedroom
(16X13) Main Level Hardwood

3rd Bedroom
Not Applicable

Den
(13X7) Main Level Hardwood

Additional Rooms
Den

Interior Property Features
Wood Laminate Floors, Laundry Hook-Up in Unit, Storage
Unit Floor Level
11
Rooms
5
Master Bedroom Bath
Full
Bath Amenities
Double Sink, Soaking Tub
Appliances
Oven/Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Kitchen
Eating Area-Breakfast Bar
Dining
Combined w/ LivRm

Lot Dimensions
COMMON

Exterior Building Type
Glass
Lot Description
Common Grounds

Foundation
Concrete
Exterior Property Features
Balcony
Parking
Garage
Garage Details
Garage Door Opener(s)

Air Conditioning
Central Air
Water
Lake Michigan
Sewer
Sewer-Public
Electricity
100 Amp Service
Heat/Fuel
Gas

Pets Allowed
Yes
Max Pet Weight
150
Pet Information
Pet Count Limitation, Pet Weight Limitation
Security Deposit
3700

Common Area Amenities
Bike Room/Bike Trails, Door Person, Coin Laundry, Elevator, Exercise Room, Storage, On Site Manager/Engineer, Park/Playground, Party Room, Sundeck, Pool-Indoors, Receiving Room, Service Elevator, Valet/Cleaner, Whirlpool

Management
Manager On-site, Monday through Friday

Monthly Rent Incl:
Cable TV, Cooking Gas, Water, Doorman, Exterior Maintenance, Storage Lockers, Snow Removal, Other, Internet Access
420 E Waterside Dr #809, Chicago, IL 60601 is a 1 bedroom, 2 bathroom, 1,089 sqft apartment in New Eastside. More recently, it was listed as a rental in April 2025 with an asking price of $3,700 per month. That rental listing was removed on May 26, 2025. It is currently off market. The Trulia Estimate is $417,500, with a rent estimate of $3,833/month.

Home Details for 420 E Waterside Dr #809

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood
Room & Shared Space
Shared space is furnished

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Additional Information

Pool

Price and Tax history

DateEventPrice
May 26, 2025
Source: Zillow Rentals
ListingRemoved
$3,700
Apr 21, 2025
Source: Zillow Rentals
Listed For Rent
$3,700
Jan 16, 2018
Source: Agent Provided
ListingRemoved
$3,000
Dec 25, 2017
Source: Agent Provided
Listed For Rent
$3,000

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
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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

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Homes for sale near 420 E Waterside Dr #809

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Off Market Homes Near 420 E Waterside Dr #809

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Frequently asked questions about 420 E Waterside Dr #809

  • What is 420 E Waterside Dr #809 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #809 in Chicago, IL is $417,500.
  • 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.
  • What are the closest schools to 420 E Waterside Dr #809?
    The closest schools to 420 E Waterside Dr #809 in Chicago, IL are Ogden Elementary School (Pre-K/Middle, rated 4/10), Wells Community Academy High School (rated 1/10).
  • Does 420 E Waterside Dr #809 have air conditioning?
    Yes, 420 E Waterside Dr #809 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #809 have a pool?
    Yes, 420 E Waterside Dr #809 in Chicago, IL has a pool.