385 Prince of Wales Drive – Chicago Condos

chicago condo 385 prince of wales dr
Chicago Condos 385 Prince of Wales Dr

385 Prince of Wales Drive Mississauga

The Chicago Condo is a 36 storey high-rise tower located at 385 Prince of Wales Drive, Mississauga Ontario. This condominium complex is one of the most popular Daniels buildings in the Square One City Centre area.

Chicago Condo Mississauga 385 prince of wales drive
385 Prince of Wales Drive

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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Chicago Condo Mississauga
Chicago condominium Mississauga

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, 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 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.

385 Prince of Wales Drive

Very Walkable

Explore Mississauga on Walk Score

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 retail podium
385 Prince of Wales Drive retail podium

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

Amenities: 24 hour concierge, indoor pool, party room, rooftop deck with BBQ facilities, workout room, home theatre room

Average Price per Square Foot: $904.00/sqft

Average Days on Market: 18

Maintenance fee cost: average cost $0.73/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 generally sold at a premium over other condo towers during 2023.

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 $442,000 to $449,000
  • One bedroom condos have sold in a range of $520,000 to $555,000
  • One plus one bedrooms have sold in a range of $540,000 to $615,000
  • Two bedroom condos at Chicago have sold in a range of $675,000 to $719,000
  • 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 did not record any sales during 2023.

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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: 3939 Duke of York Blvd – CityGate Condos

Square One Condos Mississauga

author: Randy Selzer

385 Price of Wales Drive - Chicago Condos
Article Name
385 Price of Wales Drive - Chicago Condos
Review of Chicago Condos, a high-rise condominium located at 385 Prince of Wales Drive, Mississauga, Ontario, Canada. Topics include amenities, walk score, prices, neighborhood features, shopping, transit, schools.
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Randy Selzer - Real Estate Agent
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