# 420 E Waterside Drive #2303, Chicago, IL 60601 > **TL;DR:** 2bd/2ba condo, $545,000 ($463/sqft), built 2006, 1,177 sqft. > Waterfront, Hardwood, A/C, 1-car garage. Est. $3,754/mo. Listed 23 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $545,000 | | Price/sqft | $463 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,177 | | Year Built | 2006 | | Stories | 1 | | Garage | 1-car | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 23 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,756 | | Estimated Insurance | $159 | | HOA | $839 | | **Total** | **$3,754** | ## Key Amenities - Waterfront - Hardwood - A/C - 1-car garage ## Property Highlights - Built in 2006 - 1 parking spaces - Waterfront ## Description ### Agent 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. ## Location - **Address:** 420 E Waterside Drive #2303, Chicago, IL 60601 - **County:** Cook - **Neighborhood:** Regatta - **Coordinates:** 41.887182, -87.616147 - **Google Maps:** https://www.google.com/maps?q=41.887182,-87.616147 ## Listing Agent - **Name:** Karen Majerczak - **Brokerage:** Compass - **Broker Phone:** 8479061872 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/420-E-Waterside-Dr-Unit-2303_Chicago_IL_60601_M79746-79084?f=listhub&s=MREDIL&m=12779356&c=propsimple) ## Photos ![420 E Waterside Drive #2303 - Photo 1](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2503029246r.jpg) ![420 E Waterside Drive #2303 - Photo 2](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2278527729r.jpg) ![420 E Waterside Drive #2303 - Photo 3](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f653806740r.jpg) ![420 E Waterside Drive #2303 - Photo 4](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2616548832r.jpg) ![420 E Waterside Drive #2303 - Photo 5](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f4227815096r.jpg) ![420 E Waterside Drive #2303 - Photo 6](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1705851511r.jpg) ![420 E Waterside Drive #2303 - Photo 7](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3730877562r.jpg) ![420 E Waterside Drive #2303 - Photo 8](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1663084126r.jpg) ![420 E Waterside Drive #2303 - Photo 9](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f4168802002r.jpg) ![420 E Waterside Drive #2303 - Photo 10](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f701348240r.jpg) ![420 E Waterside Drive #2303 - Photo 11](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1387217626r.jpg) ![420 E Waterside Drive #2303 - Photo 12](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3637896434r.jpg) ![420 E Waterside Drive #2303 - Photo 13](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2981444256r.jpg) ![420 E Waterside Drive #2303 - Photo 14](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1337607621r.jpg) ![420 E Waterside Drive #2303 - Photo 15](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3545016673r.jpg) ![420 E Waterside Drive #2303 - Photo 16](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2623632083r.jpg) ![420 E Waterside Drive #2303 - Photo 17](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f753018800r.jpg) ![420 E Waterside Drive #2303 - Photo 18](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3000028656r.jpg) ![420 E Waterside Drive #2303 - Photo 19](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2188940815r.jpg) ![420 E Waterside Drive #2303 - Photo 20](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2224583417r.jpg) ![420 E Waterside Drive #2303 - Photo 21](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2758294649r.jpg) ![420 E Waterside Drive #2303 - Photo 22](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1244159203r.jpg) ![420 E Waterside Drive #2303 - Photo 23](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f137900822r.jpg) ![420 E Waterside Drive #2303 - Photo 24](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3013657632r.jpg) ![420 E Waterside Drive #2303 - Photo 25](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1588398630r.jpg) ![420 E Waterside Drive #2303 - Photo 26](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f2287097858r.jpg) ![420 E Waterside Drive #2303 - Photo 27](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f4146441460r.jpg) ![420 E Waterside Drive #2303 - Photo 28](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f458440165r.jpg) ![420 E Waterside Drive #2303 - Photo 29](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f3711256395r.jpg) ![420 E Waterside Drive #2303 - Photo 30](http://lh.rdcpix.com/563ef8e7e0c46949ebd8bceb090257f4l-f1364861272r.jpg) --- **MLS#:** 12779356 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/420-e-waterside-drive-chicago-il-60601-c01053d6d0fc49b1a20a2fbfb513a27a) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/420-e-waterside-drive-chicago-il-60601-c01053d6d0fc49b1a20a2fbfb513a27a#listing", "url": "https://www.propertysimple.ai/listing/420-e-waterside-drive-chicago-il-60601-c01053d6d0fc49b1a20a2fbfb513a27a", "name": "420 E Waterside Drive #2303, Chicago, IL 60601", "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. 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