420 E  Waterside Dr #706, Chicago, IL 60601
OFF MARKET

420 E Waterside Dr #706
Chicago, IL 60601

New Eastside
  • 1 Bed
  • 1 Bath
  • 629 sqft

$282,200

Trulia Estimate
as of Aug 24, 2026

$282,200

Trulia Estimate
as of Aug 24, 2026
  • 1 Bed
  • 1 Bath
  • 629 sqft

Home Highlights

Property Type
Apartment
Living Area
629 sqft
Price/Sqft
$449
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 420 E Waterside Dr #706.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Experience urban elegance in this stunning 1-bedroom, 1-bath condo located in the highly sought-after Regatta building on Chicago's vibrant New East Side. This bright and spacious unit features rich hardwood floors throughout, sleek granite countertops, and modern stainless steel appliances. Enjoy the convenience of in-unit laundry and large floor-to-ceiling windows with custom window treatments that flood the space with natural light. The partially enclosed bedroom offers privacy and comfort, while the marble bathroom adds a touch of luxury. Step out onto the expansive balcony to take in breathtaking city views.

Additional storage is included for your convenience.

The full-service building offers exceptional amenities, including an indoor pool, whirlpool, sun deck, state-of-the-art fitness center, children's playroom, party rooms, a library, dry cleaners, and 24-hour door staff, providing a truly resort-like living experience.

Perfectly situated in a tranquil pocket of the New East Side, you'll be close to Maggie Daley Park, Lake Michigan, Mariano's, the Chicago Riverwalk, and the premier shopping, dining, and nightlife of Michigan Avenue.

Don't miss the opportunity to make this exceptional condo your new home!

The Regatta HOA covers:
Water
Gas
Trash
Internet/Cable

The Tenant is responsible to setup the ComEd account and pay the electric utility.
420 E Waterside Dr #706, Chicago, IL 60601 is a 1 bedroom, 1 bathroom, 629 sqft apartment in New Eastside. It last sold for $290,000 on May 11, 2018 (11,983% above the $2,400 asking price). More recently, it was listed as a rental in December 2024 with an asking price of $2,400 per month. That rental listing was removed on December 6, 2024. It is currently off market. The Trulia Estimate is $282,200, with a rent estimate of $2,526/month.

Home Details for 420 E Waterside Dr #706

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Additional Information

Pool

Comparable Sales for 420 E Waterside Dr #706

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.18
Apartment
$280,000
01/27/26
1
1
770 sqft
0.17
Apartment
$300,000
07/15/26
1
1
858 sqft
0.28
Apartment
$305,000
05/05/26
1
1
660 sqft
0.26
Apartment
$250,000
09/04/25
1
1
741 sqft
0.33
Apartment
$295,000
01/26/26
1
1
920 sqft
0.46
Apartment
$214,500
08/20/26
1
1
800 sqft
0.52
Apartment
$245,000
02/20/26
1
1
850 sqft
0.54
Apartment
$208,500
11/20/25
1
1
545 sqft
0.66
Apartment
$280,000
02/03/26
1
1
725 sqft
0.54
Apartment
$195,000
03/04/26
1
1
850 sqft
Home facts updated by county records

Nearby homes

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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. "

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Dec 6, 2024
Source: Zillow Rentals
ListingRemoved
$2,400
Dec 5, 2024
Source: Zillow Rentals
Listed For Rent
$2,400
Jun 11, 2021
Source: BHHS Chicago
ListingRemoved
Jun 1, 2021
Source: BHHS Chicago #11103701
Listed For Rent
$1,750
May 27, 2021
Source: MRED as distributed by MLS GRID #11064238
PriceChange
$269,900
Price decreased by 2%

Frequently asked questions about 420 E Waterside Dr #706

  • What is 420 E Waterside Dr #706 estimated to be worth?
    Trulia's estimated value for 420 E Waterside Dr #706 in Chicago, IL is $282,200.
  • What is the price history for 420 E Waterside Dr #706?
    420 E Waterside Dr #706 in Chicago, IL last sold for $290,000 in May 2018.
  • 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 #706 have air conditioning?
    Yes, 420 E Waterside Dr #706 in Chicago, IL has air conditioning.
  • Does 420 E Waterside Dr #706 have a pool?
    Yes, 420 E Waterside Dr #706 in Chicago, IL has a pool.

Homes for rent near 420 E Waterside Dr #706

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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