The Regatta Condos

The Regatta Condos For Sale 

420 E. Waterside, Chicago IL

420 E. Waterside, also known as The Regatta, is a riverfront condominium building in Chicago’s hottest new community—the New Eastside. Standing 49 stories high and housing some of the most expensive and most luxurious condos in the area, there’s little doubt 420 E. Waterside condos for sale will disappoint home buyers looking for a high-end home in the heart of downtown Chicago.

Read more about condos at The Regatta, or view active listings below. 

Search Condos For Sale at The Regatta

All Listings Under $100,000 $300,000 - $400,000
$400,000 - $500,000 $700,000 - $800,000
Photo of Listing #10171131

420 East Waterside Drive #1304

$2,175
  • 1 Beds
  • 1.00 Baths
  • 800 SqFt
  • 1 Garages

Beautiful and spacious 1 Bed, 1 Bath Unit at the Regatta with a 500 sq foot private terrace! Relax in this wonderful outdoor space while enjoying SW views of the city and lake. This unit includes SS appliances, granite countertops, hardwood floors and in-unit W/D. The unit has been professionally painted in neutral colors. Enjoy the best amenities including Doorman, pool, sundeck, fitness center and theatre room. Rent includes heat, gas, A/C, cable and internet. Premiere parking space is an additional $175/month.

Photo of Listing #10167197

420 East Waterside Drive #1209

$2,700
  • 1 Beds
  • 1.50 Baths
  • 1,089 SqFt
  • 1 Garages

Stunning views of the river & Lake Michigan from this 1bdrm + den in the luxury Regatta On Waterside. Freshly painted, hardwood floors, new carpet in bedroom. Stainless steel appliances, w/d in unit. Gas burning fireplace with logs in living room. Fitness center, hospitality room, theater, on-site staff 24/7, receiving room. Access to river walk, pedway, Navy Pier, Millennium Park, Michigan Ave, Grant Park. Parking is available for add'l $250/month. move-in fee $400. Pets ok w/ $300 refundable deposit.

Photo of Listing #10149503

420 East Waterside Drive #810

$2,775
  • 1 Beds
  • 1.50 Baths
  • 1,141 SqFt
  • 1 Garages

Amazing views of lake, Navy Pier, river & city. 1 bdr + den/1.5 bath (1141 s.f.) features hrdwd floors, s/s appliances, Snaidero cabinetry, granite, spa-like mstr bth w/ sep shwr & double sink, w/d & huge 20' terrace. Luxury bldg includes fitness, indoor pool, 24hr door staff, party room & rooftop garden. New Award-winning neighborhood steps from lake, Park, loop & shopping. 1 pkg space incl. 2 yr lease required. Condo is move in ready, freshly painted and cleaned with new carpet in the bedroom.

Photo of Listing #10122155

420 East Waterside Drive #503

$2,800
  • 2 Beds
  • 2.00 Baths
  • 1,117 SqFt
  • 0 Garages

Photo of Listing #10110100

420 East Waterside Drive #2103

$2,890
  • 2 Beds
  • 2.00 Baths
  • 1,177 SqFt
  • 1 Garages

GORGEOUS 2BR/2BATH CONDO ON THE 21ST FLR IN THE REGATTA WITH BREATHTAKING VIEWS OF THE LAKE, RIVER AND CITY! UPGRADED KITCHEN WITH CHERRY CABS, GRANITE COUNTERS & S/S APPLS. FRESHLY PAINTED, NEW CARPET IN BEDROOMS, GLEAMING HARDWOOD FLOOR IN KITCHEN & LIVING ROOM. LAUNDRY IN UNIT; WALK TO THE LAKE, MILLENNIUM PARK, MUSEUMS, SHOPPING ON MICHIGAN AVE, THEATERS & RESTAURANTS. CABLE TV, INDOOR POOL, EXERCISE ROOM, DOORMAN, STORAGE, HEAT, GAS, WATER, & MORE! PARKING ADDITIONAL $200.

Photo of Listing #10078370

420 East Waterside Drive #2212

$4,400
  • 2 Beds
  • 2.00 Baths
  • 1,586 SqFt
  • 1 Garages

Unobstructed view of the lake and the city , this spacious 2 BR 2 bath available for lease . Floor to ceiling windows, balcony of lR, hardwood floors and carpeted bedrooms. Luxurious mater bath with soaking tub, separate shower and double sink. In unit washer and dryer and tons of storage space. Comes with 1 parking space. A full amenity building , a must see to appreciate. 24 hours to 48 hour notice a must. Move in ready.

Photo of Listing #09930157

420 East Waterside Drive #2304

$399,000
  • 1 Beds
  • 1.00 Baths
  • 788 SqFt
  • 1 Garages

Great investment opportunity! Beautiful updated condo leased through June 2020! Stainless appliances; 1 1/2" granite counters; hardwood floors; 42" cabinets; in-unit W/D; balcony. Bldg features-indoor pool/spa; state of the art fitness center; community room; media room; cleaners; bike room; common deck & more. Garage space # 254A additional $40,000.

Photo of Listing #10166791

420 East Waterside Drive #414

$439,000
  • 1 Beds
  • 1.00 Baths
  • 825 SqFt
  • 1 Garages

Great opportunity to live at the luxurious Regatta in Lakeshore East with unobstructed Lake Michigan, rive and Navy Pier views! This highly upgraded one bedroom, one bath unit offers custom built-in cabinets and attention to detail. The spacious, open floor plan features hardwood floors, walk-in closets, in-unit washer/dryer, and granite kitchen with stainless steel appliances, full-height back splash and breakfast bar. The full amenity Riverfront building has 24 hr door staff, new fitness gym, indoor pool, sun deck, children's playroom, theater and access to the 6 acre dog park, Mariano's Grocery, restaurants, walking distance to the Chalk private preschool daycare & to the international GEMS academy K-12. DEEDED PARKING INCLUDED!

Photo of Listing #10144583

420 East Waterside Drive #1208

$725,000
  • 2 Beds
  • 2.50 Baths
  • 1,500 SqFt
  • 2 Garages

Spacious & bright 2bed/2.5bath is move-in ready! This unit offers hardwood flooring, upgraded kitchen w/ Snaidero Cabinets, stainless steel appliances, granite countertops, laundry room w/ side-by-side washer/dryer, & tons of closet space! This condo is a split floor plan w/ both bedrooms offering ensuite bathrooms & walk-in closets. The master bathroom offers a dual vanity, soaking tub, & a separate stand-up shower. The open living room leads out to a huge terrace that spans the width of the living room & master bedroom capturing iconic views of the river, city, lake, & Navy Pier. The Regatta is a full amenity building offering 24hr door-staff, new fitness center/yoga room, indoor pool & jacuzzi, multiple media & party rooms, game room, sundeck, library, & children's play area. The Regatta is located within highly desirable Lakeshore East & is walking distance to Mariano's, multiple parks, river-walk, lakefront, Michigan Ave, Loop, Pedway, & more! Tandem 2-car parking additional $60k.

Photo of Listing #10154414

420 East Waterside Drive #3710

$735,000
  • 2 Beds
  • 2.50 Baths
  • 1,356 SqFt
  • 1 Garages

Enjoy stunning, panoramic views of the Lake, Navy Pier, River, and City Skyline from this corner 2 bedroom/2.1 bath split-bedroom home in move-in condition! Beautifully updated condo with new hardwood floors throughout. Spacious living and dining areas lead to enormous private terrace. Chef's kitchen has 42" Brookhaven cabinets with granite counters and stainless steel appliances. Large master suite has walk-in closet and marble bathroom with double vanity and whirlpool tub/shower combo. 2nd bedroom has en-suite marble bathroom. In-unit washer/dryer. Full amenity building features party room, recreation room, game room, pilates studio, state-of-the-art fitness center, business center, library, pool and hot tub, children's playroom, 24 hour door staff and onsite manager. Dog friendly. New East Side location is walking distance to Mariano's, Millennium Park, restaurants, lake, riverfront, and more! Tandem parking space fits 2 cars @ $60,000.

Inside Condos at The Regatta 

Amenities at 420 E. Waterside include an indoor swimming pool, a state-of-the-art theatre room, a rooftop garden that provides magnificent city and lake views, and access to The Shore Club—a 35,000 square foot complex at 222 N. Columbus that has an indoor pool, and outdoor pool, a hot tub, an indoor half-court basketball court, a game room, and a 70,000 square foot terrace. 420 E. Waterside condos for sale are certainly among the most highly-sought after, so for more information or to schedule a showing for an available unit, call Chicago’s Property Shop at (312) 243-5200 today!

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Listing information last updated on January 17th, 2019 at 6:20am CST.

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