420 E  Waterside Dr #407, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #407
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 930 sqft

$346,900

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $2,384/mo*

$346,900

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $2,384/mo*
1 Bed
1 Bath
930 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Live in the heart of downtown at The Regatta, a luxury high-rise in the sought-after Lakeshore East neighborhood. This move-in-ready end unit offers a rare rental opportunity just steps from the River Walk, Lakefront, Millennium Park, Navy Pier, and Michigan Avenue. Surrounded by world-class restaurants, bars, and shops, you'll experience the best of Chicago right outside your door. The unit features spacious rooms, a private balcony, in-unit laundry, and brand-new flooring installed in May 2025. Residents enjoy access to a full suite of amenities including an indoor pool, fitness center, lounge, party room, business center, library, and beautiful outdoor green spaces, making it feel like a city within a city. Application requirements include a minimum credit score of 720, verifiable monthly income at least three times the rental amount, and a one-month security deposit. No pets and no smoking are allowed. Parking is available for an additional amount. This is downtown living done right, schedule your showing today.

Renter is responsible for Electric only. Water, heat, cooking gas, and internet all included.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 15, 2025

Home Highlights

Parking
No Info
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 420 E Waterside Dr #407

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool

Building

Community rooms
Fitness Center

Additional Information

Pool

Price History for 420 E Waterside Dr #407

DatePriceEventSource
08/26/2025$424,000ListingRemovedMRED as distributed by MLS GRID #12406275
08/04/2025$2,750PriceChange
Zillow Rentals
08/02/2025$424,000PriceChange
MRED as distributed by MLS GRID #12406275
07/22/2025$429,000PriceChange
MRED as distributed by MLS GRID #12406275
07/16/2025$2,850Listed For RentZillow Rentals
07/05/2025$449,000Listed For SaleMRED as distributed by MLS GRID #12406275
03/13/2025$2,700ListingRemovedMRED as distributed by MLS GRID #12172019
11/08/2024$2,700Listed For RentMRED as distributed by MLS GRID #12172019
10/12/2024$2,700ListingRemovedMRED as distributed by MLS GRID #12172019
09/24/2024$2,700Listed For RentMRED as distributed by MLS GRID #12172019
07/24/2021ListingRemovedMRED as distributed by MLS GRID #11121650
06/13/2021$380,000Listed For SaleMRED as distributed by MLS GRID #11121650
01/01/2021ListingRemovedMRED as distributed by MLS GRID
11/05/2020$2,000PriceChange
Agent Provided
09/12/2020$2,100PriceChange
Agent Provided
08/09/2020$2,150PriceChange
Agent Provided
06/24/2020$2,200PriceChange
Agent Provided
06/17/2020$2,250Listed For RentAgent Provided
09/09/2017$2,150ListingRemovedAgent Provided
09/02/2017$2,150PriceChange
Agent Provided
07/21/2017$2,200PriceChange
Agent Provided
07/06/2017$2,300PriceChange
Agent Provided
04/24/2017$2,350PriceChange
Agent Provided
04/08/2017$2,450Listed For RentAgent Provided

Market trends in Chicago

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$350K
$17.77K
MoM
Sale-to-List Price
99.3%
0.4%
MoM
Price per sq ft
$270
$14
MoM
Available listings
5364
274
MoM
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Property Tax and Assessment

Year2023
Tax$7,015
Assessment$332,480
Home facts updated by county records

Comparable Sales for 420 E Waterside Dr #407

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.18
Apartment
$280,000
01/27/26
1
1
770
0.33
Apartment
$295,000
01/26/26
1
1
920
0.26
Apartment
$250,000
09/04/25
1
1
741
0.27
Apartment
$462,000
05/15/26
1
1
685
0.52
Apartment
$52,000
12/29/25
1
1
1,001
0.52
Apartment
$245,000
02/20/26
1
1
850
0.54
Apartment
$195,000
03/04/26
1
1
850
0.51
Apartment
$220,000
03/31/26
1
1
750
0.13
Apartment
$480,000
10/16/25
2
2
1,225
0.07
Apartment
$40,000
11/04/25
2
2.5
1,285
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 420 E Waterside Dr #407.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 25 % 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 #407

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Off Market Homes Near 420 E Waterside Dr #407

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Homes for rent near 420 E Waterside Dr #407

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420 E Waterside Dr #407, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 930 sqft apartment. 420 E Waterside Dr #407 is located in New Eastside, Chicago. This property is not currently available for sale. The current Trulia Estimate for 420 E Waterside Dr #407 is $346,900.