420 E Waterside Dr #1008, Chicago, IL 60601
Property image
Property image
OFF MARKET

420 E Waterside Dr #1008
Chicago, IL 60601

New Eastside
  • 2 Beds
  • 3 Baths
  • 1,500 sqft

$639,100

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $4,380/mo*
Refinance Your Home

$639,100

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $4,380/mo*
Refinance Your Home
2 Beds
3 Baths
1,500 sqft

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #1008.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

The Regatta is Downtown Chicago. LUXURY HIGH RISE in the hot LAKESHORE EAST NEIGHBORHOOD ADJACENT TO MILLENIUM PARK! This 1500 sq. ft. unit features the finest upgrades and finishes available with Spectacular views of the river and the lake. check it out at www.lakeshoreeast.com The building and park includes enclosed dog park, kid's park, fitness center, indoor pool, movie room, function rooms, library and much more! With 28-acres, Lakeshore East is comprised of Chicago apartments, condos, luxury townhomes, shops and an award-winning 6-acre park as the neighborhood's centerpiece. The Village Market center completes the vision featuring Mariano's Fresh Market, III Forks Steakhouse, Eggy's, Maison Brasserie and much more. The overall master-plan, designed by Skidmore Owings and Merrill, has won the prestigious American Institute of Architects Planned Community Award and the FIABCI Prix d'Excellence International Award. KITCHENS: Custom granite countertops Top of the line stainless steel appliances including GAS ranges oak cabinetry LIVING & DINNG ROOMS: HARDWOOD floors Breathtaking panoramic views and balcony LUXURIOUS, SPACIOUS, IMMACULATE, NEWER 2 BR/2.5BATH IN THE REGATTA IN LAKESHORE EAST, CHICAGO'S PREMIER LAKEFRONT RESIDENCE. DRAMATIC VIEWS OF THE LAKE, CHICAGO RIVER, CITY SKYLINE, AND NAVY PIER FROM FLOOR TO CEILING WINDOWS AND 1 BALCONIES! FULLY UPGRADED, 1534 SQUARE FOOT UNIT WITH GENEROUS ROOM SIZES FEATURES: TASTEFUL FINISHES THRUOUT, HARDWOOD FLOORS, 1.5" GRANITE COUNTERTOPS, STAINLESS STEEL TOP-OF-THE-LINE APPLIANCES, MARBLE FINISHED BATH AND SEPARATE SHOWER, CROWN MOLDING THRUOUT, IN-UNIT LAUNDRY. FULL AMENITY BUILDING WITH: DOORMAN, FITNESS CENTER, INDOOR POOL, SUNDECK, PRIVATE THEATRE, DRY CLEANERS, Marino's Supermarket and Chalk Preschool. RENT INCLUDES: HEAT/AC, GAS, PREMIUM CABLE AND INTERNET SERVICE, AND ALL BUILDING AMENITIES! ADJACENT TO A 6 ACRE (WIRELESS) PARK, STEPS TO THE LAKEFRONT, MICHIGAN AVENUE, MILLENIUM PARK, AND THE LOOP!! 1 GARAGE PARKING SPACES @ $200/MOParking space for $200.00 per month
420 E Waterside Dr #1008, Chicago, IL 60601 is a 2 bedroom, 3 bathroom, 1,500 sqft condo in New Eastside, built in 2007. It last sold for $607,500 on Nov 14, 2006. More recently, it was listed as a rental in September 2014 with an asking price of $3,300 per month. That rental listing was removed on March 24, 2021. It is currently off market. The Trulia Estimate is $639,100, with a rent estimate of $5,260/month.

Home Highlights

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

Home Details for 420 E Waterside Dr #1008

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Additional StorageTypes of Rooms: Walk In Closet, Dining Room, Family Room, Master BathStorageCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
ElevatorFloors: Hardwood

Property Information

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

Exterior Features

Exterior Home Features
DeckPatio
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Attached

Lot Information

Lot Area: 0.84 acres

Additional Information

DoormanDoorman

Building

Community rooms
Fitness Center

Price History for 420 E Waterside Dr #1008

DatePriceEventSource
03/24/2021ListingRemovedN/A
09/29/2014$3,300ListingRemovedN/A
09/02/2014$3,300Listed For RentN/A
11/14/2006$607,500Sold
N/A

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
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Property Tax and Assessment

Year2024
Tax
Assessment$583,180
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #1008

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
201 N Westshore Dr #1501, Chicago, IL
0.07
Condo
$525,000
08/25/25
3
2.5
1,786
450 E Waterside Dr #1902, Chicago, IL
0.04
Condo
$1,050,000
07/14/25
2
2.5
2,215
420 E Waterside Dr #P-17A, Chicago, IL
0.00
Condo
$37,500
08/27/25
2
2.5
1,365
420 E Waterside Dr #1108, Chicago, IL
0.00
Condo
$735,000
02/05/26
2
2.5
1,488
420 E Waterside Dr #1410, Chicago, IL
0.00
Condo
$715,000
10/15/25
2
2.5
1,365
420 E Waterside Dr #3310, Chicago, IL
0.00
Condo
$745,000
07/16/25
2
2.5
1,356
400 E Randolph St #3419, Chicago, IL
0.17
Condo
$595,000
04/21/26
2
2
1,250
512 N McClurg Ct #2804, Chicago, IL
0.33
Condo
$540,000
05/07/26
2
2
1,400
201 N Westshore Dr #2508, Chicago, IL
0.07
Condo
$585,000
07/02/26
2
2.5
1,295
530 N Lake Shore Dr #1904, Chicago, IL
0.35
Condo
$795,000
04/08/26
3
3
1,900

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #1008.
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 #1008

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Off Market Homes Near 420 E Waterside Dr #1008

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