
385 Prince of Wales Drive Mississauga
The Chicago Condominium is a 36 storey highrise tower located at 385 Prince of Wales Drive, Mississauga Ontario L5B 0C6. This condo complex is one of the most popular Daniels buildings in the Square One City Centre area.
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Located in the Mississauga Square One area, this striking tower was designed and built by The Daniels Corporation, with the help of Kirkor Architects.
Featuring classic “Chicago school” architecture with striking art deco details, the complex contains a single 36 storey tower which is augmented by an elaborate 6 storey podium, plus an adjacent group of condominium townhomes.
Municipal address for the Chicago condo high-rise tower is 385 Prince of Wales Drive, and for the townhouses is 383 Prince of Wales Drive.
The Chicago Condominium is part of a multi-year, master-planned community by Daniels, called “Daniels City Centre”. There are seven highrise towers that are already part of Daniels City Centre, with more underway.
- Capital Towers North Tower at 4090 Living Arts Dr
- Capital Towers South Tower at 4080 Living Arts Dr
- Chicago Condominium at 385 Prince of Wales Dr
- Limelight North Tower at 360 Square One Dr
- Limelight South Tower at 365 Prince of Wales Dr
- One Park Tower Condominium at 388 Prince of Wales Dr
- Wesley Tower Condominium at 4065 Confederation Pkwy
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Square One Attractions
The Chicago condos are part of the Daniels’ master-planned community at Mississauga City Centre (MCC), and as such, are conveniently close to all that MCC has to offer.
Shopping
Square One Shopping Centre, which is the largest shopping mall in Ontario, with over 360 stores, restauarants, bars, and services, is about a 2 minute walk away. The northwest entrance to the Food District is closest.
Entertainment
In addition, Mississauga Celebration Square, Mississauga City Hall, the central YMCA, the central library, Sheridan College, the Living Arts Centre, and the Mississauga MiWay Transit and GO bus terminal are all within easy walking distance.
Adding to the attractiveness of its “downtown Mississauga” location are easy access to the 403 highway, and convenient shopping at the Rabba Supermarket, located downstairs in the podium.
Additional retail outlets open in the podium area include a real estate office, and a yoga studio.
Parks and Recreation
385 Prince of Wales Drive is close to several notable parks. Kariya Park, with its serene Japanese gardens and pond, is very close. Even closer is Zonta Meadows Park, which offers walkways, a soccer field, public tennis courts, and a children’s play area.
Walk Score
385 Prince of Wales has excellent walk, transit, and bicycle scores.
Online Reviews
Google reviews for the 385 Prince of Wales Dr. condo complex have been positive, averaging 4.3 out of 5 stars, with hundreds of reviews posted.
Amenities at 385 Prince of Wales Drive
One of the Chicago condo’s strongest features are its amenities. Managed under the name of “Club 365“, Chicago features a unique residents-only 30 ft. climbing wall, an indoor pool, indoor and outdoor hot tubs, exercise room, gym, squash/raquetball courts, and sauna.
There is also an elaborate outdoor facility on the roof of the podium, with BBQ areas, outdoor kitchen area, fireplace, and sundeck.
Chicago also features a home theatre room, and a virtual media and game lounge.
In keeping with the classic theme of the complex, there is a beautifully landscaped courtyard, with seating areas, walking paths, water feature, and a children’s play area.
385 Prince of Wales Drive recently added EV charging stations to the underground parking garage, as well as to the above-grade parking lot across from Rabba Fine Foods supermarket.

Individual suites feature spacious balconies, and engineered hardwood flooring in the hallway, living/dining rooms, kitchen, and den. Bedrooms feature textured carpeting. Kitchens feature granite countertops, stainless steel appliances, and imported porcelain backsplashes.
Bathrooms feature deep soaker tubs, clear tempered glass shower stalls, and marble counter tops.
Hydro is metered separately, using Smart Meter technology.
Chicago condos have added a noteworthy presence to the array of Mississauga condos near Square One, with a great offering of luxury features and amenities for those fortunate enough to live there.
Security Features
The Chicago condos at 385 Prince of Wales Dr. have the following security features:
- 24 hr concierge service
- controlled access to the building
- secure common area access
- closed circuit television monitoring
- secure access to underground parking garage
- security patrolled premises
Chicago Condo Details
Address: 385 Prince of Wales Drive (tower) & 383 Prince of Wales Drive (townhouses)
Postal Code: L5B 0C6
Category: city centre condos (Square One)
Developer: The Daniels Corporation
Year of Completion: 2010
Status: built and registered
Architect: Kirkor Architects
Interior Design: Hudson Kruse
Landscape Architect: Land Art Design Landscape Architects Inc.
Type: apartment condominiums, townhouse condominiums
Number of buildings: 1 high-rise tower plus townhouses
Storeys: 36
Height: 120.4m or 395ft
Number of Units: 484
Unit Size Range: 407-1125 sqft
Parking Spaces: 596
Number of Elevators: 4
Amenities: 24 hour concierge, indoor pool, party room, rooftop deck with BBQ facilities, workout room, home theatre room, EV charging stations
Average Price per Square Foot: $765.00/sqft
Average Days on Market: 40
Maintenance fee cost: average cost $0.79/sqft
Maintenance fees: include heat, air conditioning, water, building insurance, common areas, parking
Property Manager: City Towers Property Management
Phone Number: 905-803-9693
Condo Corporation: PSCC 834 and PSCC 894
Pets: pet-friendly, with some restrictions (condo towers), unrestricted (townhomes)
Accessibility:
- Wheelchair-accessible entrance
- Wheelchair-accessible parking lot
385 Prince of Wales Drive Sale Prices
So how do the Chicago condos compare to overall condo prices in Mississauga? The condo apartments here have generally sold at a premium over other condo towers during the past 12 months.
Despite a large number of units coming on the market with this project and others, units continue to sell/rent. Sales numbers are within the following ranges:
- Bachelors none sold in the past 12 months
- One bedroom condos have sold in a range of $437,000 to $496,000
- One plus one bedrooms have sold in a range of $437,000 to $570,000
- Two bedroom condos at Chicago have sold in a range of $565,000 to $610,000
- Two plus one bedrooms none sold in the past 12 months
The luxury townhouses located at 383 Prince of Wales Drive did not record any sales in the past 12 months.
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Conclusion
In conclusion, 385 Prince of Wales Drive, also known as the Chicago Condominiums, is one of the most highly regarded highrise luxury condos in the Square One area of Mississauga. It has excellent amenities and a great reputation. We highly recommend this property.
Next: 3939 Duke of York Blvd
author: Randy Selzer
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