420 E Waterside Dr #2303
Chicago, IL 60601
New Eastside
2 Beds
2 Baths
1,177 sqft
2 Beds
2 Baths
1,177 sqft
Local Information
- Map ViewExplore the area around 420 E Waterside Dr #2303.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Located in the coveted Regatta at Lakeshore East, this sun-drenched southwest corner residence offers sweeping views of Lake Michigan, the Chicago River, and the city skyline from every angle. This beautifully designed 2-bedroom, 2-bath home features an open-concept floor plan with soaring ceilings, hardwood floors, and floor-to-ceiling windows that flood the space with natural light. The spacious living and dining area opens to a private balcony, perfect for enjoying skyline sunsets and park views. The split-bedroom layout provides ideal privacy, while the chef's kitchen includes granite countertops, custom cabinetry, stainless steel appliances, breakfast bar seating, and ample storage. The luxurious primary suite features a walk-in closet and spa-inspired bath with dual vanity, soaking tub, and separate shower. In-unit laundry and garage parking complete the home. Residents of the Regatta enjoy full-service luxury amenities including 24-hour door staff, indoor pool and spa, state-of-the-art fitness center, theater room, game room, library, sundeck with grills, children's playroom, and on-site management. Ideally located in the heart of Lakeshore East, steps from the lakefront, Riverwalk, Mariano's, Millennium Park, bike paths, dining, shopping, and all that downtown Chicago has to offer.
Home Highlights
Parking
1 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$839/Monthly
Price/Sqft
$467
Listed
62 days ago
Home Details for 420 E Waterside Dr #2303
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MLS Status: Active |
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Interior Details Basement: NoneNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1177 Square Feet |
Appliances & Utilities Laundry: Washer Hookup |
Heating & Cooling Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas |
Fireplace & Spa No Spa |
Windows, Doors, Floors & Walls Flooring: Hardwood |
Levels, Entrance, & Accessibility Number of Stories: 1Accessibility: No Disability AccessElevatorFloors: Hardwood |
View No View |
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Exterior Home Features Exterior: BalconyFoundation: Concrete Perimeter |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageParking Spaces: 1Parking: Heated Garage,Yes,Deeded,Attached,Garage |
Frontage WaterfrontOn Waterfront |
Water & Sewer Sewer: Public Sewer |
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Days on Market: 62 |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: ResidentialProperty Subtype: Condominium, Single Family Residence |
Building Construction Materials: Brick, Glass, ConcreteNot a New ConstructionHas Additional Parcels |
Property Information Parcel Number: 17104000351210Additional Parcels Description: 17104000351608Model Home Type: G |
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Price List Price: $550,000Price Per Sqft: $467 |
Status Change & Dates Possession Timing: Close Of Escrow |
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Direction & Address City: ChicagoCommunity: Regatta |
School Information Elementary School District: 299Jr High / Middle School District: 299High School District: 299 |
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Listing Agent Listing ID: 12644041 |
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Building Details Builder Model: G |
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HOA Fee Includes: Heat, Air Conditioning, Water, Gas, Parking, Insurance, Doorman, Cable TV, Exercise Facilities, Pool, Exterior Maintenance, Scavenger, InternetHas an HOAHOA Fee: $839/Monthly |
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Special Conditions: None |
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Business Information Ownership: Condo |
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Mls Number: 12644041 |
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HOA Amenities: Bike Room/Bike Trails,Door Person,Elevator in Residence,Exercise Room,Storage,On Site Manager/Engineer,Party Room,Sundeck,Indoor PoolSource Internet Consumer CommentSource Internet Entire Listing DisplayMRD IDX Comments Reviews: YesMRD Listing On IDX Display: YesMRD AVM On IDX Display: YesMRD Address On VOW Display: YesSource Internet Automated Valuation DisplayMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesSource Internet Address DisplayMRD REMARKSINTERNET: YesMRD Remarks On VOW Display: Yes |
Last check for updates: about 10 hours ago
Listing courtesy of: Karen Majerczak, (847) 913-6665
Compass
Source: MRED as distributed by MLS GRID, MLS#12644041
Also Listed on MRED as distributed by MLS GRID.
Market trends in New Eastside
Last updated June 2026
Avg. sale price
$782K
$156KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
119
20MoM
Price History for 420 E Waterside Dr #2303
| Date | Price | Event | Source |
|---|---|---|---|
| 05/12/2026 | $550,000 | Listed For Sale | MRED as distributed by MLS GRID #12644041 |
| 08/30/2021 | ListingRemoved | MRED as distributed by MLS GRID #11170388 | |
| 07/27/2021 | $500,000 | Listed For Sale | MRED as distributed by MLS GRID #11170388 |
| 08/01/2020 | $3,300 | ListingRemoved | Agent Provided |
| 07/31/2020 | $540,000 | ListingRemoved | Agent Provided |
| 07/11/2020 | $3,300 | Listed For Rent | Agent Provided |
| 12/15/2016 | $3,150 | Sold | N/A |
| 11/23/2016 | $530,000 | PendingToActive | Agent Provided |
| 11/23/2016 | $530,000 | Pending | Agent Provided |
| 10/11/2016 | $3,150 | ListingRemoved | Agent Provided |
| 09/06/2016 | $530,000 | PriceChange | Agent Provided |
| 07/21/2016 | $540,000 | PriceChange | Agent Provided |
| 07/01/2016 | $560,000 | Listed For Sale | Agent Provided |
| 07/30/2015 | $3,200 | ListingRemoved | Agent Provided |
| 05/14/2015 | $3,200 | Listed For Rent | Agent Provided |
| 03/30/2015 | $539,000 | ListingRemoved | Agent Provided |
| 03/05/2015 | $539,000 | Listed For Sale | Agent Provided |
| 01/19/2007 | $460,895 | Sold | MRED as distributed by MLS GRID #06409305 |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $477,860 |
Home facts updated by county records
Comparable Sales for 420 E Waterside Dr #2303
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.00 | Condo | $559,000 | 04/06/26 | 2 | 1.5 | 1,117 | |
0.00 | Condo | $535,000 | 10/10/25 | 2 | 1.5 | 1,100 | |
0.04 | Condo | $590,000 | 10/07/25 | 2 | 2 | 1,153 | |
0.04 | Condo | $640,000 | 03/06/26 | 2 | 2 | 1,135 | |
0.04 | Condo | $653,000 | 05/01/26 | 2 | 2 | 1,228 | |
0.07 | Condo | $615,000 | 12/09/25 | 2 | 2 | 1,213 | |
0.07 | Condo | $625,000 | 09/26/25 | 2 | 2 | 1,214 | |
0.00 | Condo | $640,000 | 05/29/26 | 2 | 2 | 1,546 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETConcentric Realty Inc., Closed
SOLDMAY 29, 2026Compass, Closed
OFF MARKETJameson Sotheby's Intl Realty, Closed
OFF MARKETBaird & Warner, Closed
SOLDMAR 17, 2026Compass, Closed
OFF MARKETMorphEasy Realty, Closed
OFF MARKETBerkshire Hathaway HomeServices Chicago, Closed
OFF MARKET@properties Christie's International Real Estate, Closed
OFF MARKET@properties Christie's International Real Estate, Closed
OFF MARKETRE/MAX of Naperville, Closed
Assigned Schools
These are the assigned schools for 420 E Waterside Dr #2303.
- Ogden Elementary School
- PK-8
- Public
- 809 Students
4/10GreatSchools RatingParent Rating AverageWe have a 1st and 4th grader on campus and have had such a wonderful experience with Ogden over the past 5 years. On campus principal, Dr. Kelly is an amazing leader and so enthusiastic. The teachers and support staff are outstanding. No one should hesitate to send your child to Ogden. Especially if this is your neighborhood school. I don’t understand the negative reviews. My kids love it here and we do too.Parent Review4mo ago - Wells Community Academy High School
- 9-12
- Public
- 359 Students
1/10GreatSchools RatingParent Rating AverageAs a current student going to wells high, all I could say is that the teachers, staff, and principal of this school are a blessing. They have years of experience And they are doing 100% of their best to guide us to the right path and NEVER give up on a student if he\she felt if necessary. We may experience mindless fights here and there, but which school doesn't. The teachers, staffs, and principal does their best to steer that troubled teen back on track. This is my 3rd year attending wells high school, from what I've experienced, it'll always be with me. One of my teachers once told me that the story I wrote is talented and it mean alot to me because she is a hard teacher to persuade, but my story persuade her. Just then on, I know my passion is writing. Teachers can inspire you... Teachers can encourage you... Teachers can guide you... Teachers can create a life for you... And I got all that when I decided to come to wells high school. Next year, I'll graduate- but the spirit of wells he would never leave me, for it is the reason I have found the light instead of darkness.Student Review11y ago 
Check out schools near 420 E Waterside Dr #2303.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Karen Majerczak, Compass
Agent Phone: (847) 913-6665
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information
420 E Waterside Dr #2303, Chicago, IL 60601 is a 2 bedroom, 2 bathroom, 1,177 sqft condo built in 2006. 420 E Waterside Dr #2303 is located in New Eastside, Chicago. This property is currently available for sale and was listed by MRED as distributed by MLS GRID on May 12, 2026. The MLS # for this home is MLS# 12644041.