
385 Prince of Wales Drive Mississauga
The Chicago Condo is a 36 storey high-rise tower located at 385 Prince of Wales Drive Mississauga. This condominium 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.
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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.
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.
In addition, 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 to 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.
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.

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
Amenities: 24 hour concierge, indoor pool, party room, rooftop deck with BBQ facilities, workout room, home theatre room
Average Price per Square Foot: $865.00/sqft
Average Days on Market: 18
Maintenance fee cost: average cost $0.74/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)
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 enjoyed steady sales activity over the past year, generally in step with overall condos for sale in Mississauga.
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 have sold in a range of $485,000 to $510,000
- One bedroom condos have sold in a range of $520,000 to $555,000
- One plus one bedrooms have sold in a range of $572,000 to $755,000
- Two bedroom condos at Chicago have sold in a range of $665,000 to $705,000
- Two plus one bedrooms have sold in a range of $675,000 to $675,000
The luxury townhouses located at 383 Prince of Wales Drive recorded a single sale over the last twelve months, ranging from $985,000 to $985,000
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Conclusion
In conclusion, 385 Prince of Wales Drive, also known as the Chicago Condos, is one of the most highly regarded high-rise luxury condos in the Square One area of Mississauga. It has excellent amenities and a great reputation. We highly recommend this property.
next: City Gate Condos
author: Randy Selzer

