High-Rise Condo

Chicago Condos

by The Daniels Corporation

385 Prince of Wales Drive, Mississauga, ON L5B 0C6

Year Built

2010

Total Units

484

Avg $/sqft

$642

Storeys

Overview

Regardless of what the name implies, the Chicago Condos is certainly not located south of the border, in the windy city. Instead, this modern Canadian condominium can be found at 385 Prince of Wales Drive and 383 Prince of Wales Drive in Mississauga.

Daniels Corporation is responsible for the creation of the Chicago Condos, and the tower comprised the developer’s 6th building in its master-planned City Centre Community. Kirkor Architects Planners designed the 36-storey residential edifice, and construction was completed in 2010.

In addition to 484 homes, over 17,000 square feet is dedicated to amenities. Residents have access to a gym, indoor pool, sauna, party room, theatre, games room, rock-climbing wall, virtual golf, and terrace with barbecue and dining area — plus the building is equipped with a concierge and underground parking.

Developer

The Daniels Corporation

Year Built

2010

Property Type

High-Rise Condo

Storeys

Total Units

484

Management

City Towers Property Management

Amenities

Underground Parking

Indoor Pool

Fitness Centre

Rooftop Garden

Visitor Parking

BBQ Area

Party Room

24/7 Concierge

Price History

309 records

Loading history…

Market Stats

Prices in Chicago Condos are down 13.5% compared to last year.

$642

Avg $/sqft

-13.5%

YoY change

Avg days on market

Location & Walkability

Walk Score

92/100

Daily errands on foot

Transit Score

85/100

TTC, GO, subway access

Bike Score

50/100

Bike lanes & infrastructure

City in Ontario

Mississauga

diverse transit-friendly active

Mississauga is a large city in Ontario with a diverse population. It offers a mix of residential and condo options for buyers and renters.

Population of 717,961 Median home price: $887,900 Median rent: $2,550 Walkability score: 69

Mississauga, Ontario

Day to dayLivability

Walkability

out of 100 · averaged over 565,727 past and present listings

Average walk score reported on listings here

6.8

Schools near listings

out of 10 · averaged over 565,727 past and present listings

Fraser Institute ratings within 2 km of each listing, closer schools weighted more

Each score is an average over this area's own listings and is shown only where at least 5 of them carry one. Scores are reported by listing agents, not measured by HOMEH.

What it costsAffordability

Median asking price

$869,900

21% above Ontario

In Mississauga

$869,900

In Ontario

$716,900

Median monthly rent

$2,600/mo

4% above Ontario

In Mississauga

$2,600

In Ontario

$2,499

$800

Per square foot

≈ 27.9 years

Of rent to match the purchase price

On the marketMarket snapshot

For sale

2,466

Median $869,900

Condos 1,241 · Houses 1,224

For rent

1,226

Median $2,600

Recently sold

Recently leased

Market data as of 2026-08-16. Sold and leased figures are neighbourhood medians over the last 12 months, published only where at least 5 homes closed — never a single sale.

The honest readPros & cons

What people love

Diverse community
Good transit access
Variety of housing options
Relatively high walkability

Keep in mind

Prices are above the provincial median
Limited parks and schools

The feel of the placeLifestyle

Daily life in Mississauga is active, with many transit options available. Residents enjoy a mix of urban and suburban living.

Great for first-time buyers commuters families

Within the boundaryWhat's nearby

The boundary

290.5 km²

Every count and every census figure on this page was measured inside this line — not within a circle drawn around a centre point.

425

Parks

622

Playgrounds

Transit stations

136

Grocery stores

635

Restaurants

225

Cafés

103

Gyms

Libraries

176

Pharmacies

Counted across all 290.5 km² of Mississauga. From OpenStreetMap, as of 2026-10-26.

The schoolsWhich schools, and how they rate

6.8/10

Average rating of the 132 rated schools in this area

247

Elementary

Secondary

Khalsa School Malton
Independent · TO Private Inspected
10.0/109.7 over 5 yrs
1st of 3,045 Ontario elementary schools
24 students
St Edmund Separate School
Catholic · Grades JK–8 · Dufferin-Peel CDSB
10.0/109.0 over 5 yrs
1st of 3,045 Ontario elementary schools
400 students · EQAO 2024-2025
St Rose of Lima Separate School
Catholic · Grades JK–8 · Dufferin-Peel CDSB
9.9/109.5 over 5 yrs
23rd of 3,045 Ontario elementary schools
255 students · EQAO 2024-2025
Kenollie Public School
Public · Grades JK–8 · Peel DSB
9.7/10
29th of 3,045 Ontario elementary schools
185 students · EQAO 2024-2025
Olive Grove
Independent · TO Private Non-Inspected
9.7/10
29th of 3,045 Ontario elementary schools
94 students
Olive Grove High School
Independent · n/a
9.4/10
7th of 742 Ontario secondary schools

Ontario Ministry of Education school registry; ratings from the Fraser Institute report card. These are the schools that stand inside Mississauga, not a catchment — most Ontario boards do not publish attendance boundaries, and we will not draw a line we cannot source. Confirm enrolment with the school board before you buy.

The peopleWho lives here

717,204

Population (2021)

292.4 km²

Area

2,453

People per km²

41.5

Median age

$112,315

Median income

70%

Own their home

People per household

244,355

Households

Every age

Children (under 15)15.2%
Working age (15–64)68.1%
Seniors (65+)16.6%

What is built here

Detached houses37%
Semi-detached10.9%
Townhouses14%
Duplexes3.2%
Low-rise apartments7.1%
High-rise apartments27.3%

Own or rent

70%Owners

29%Renters

Across 244,355 households

When it was built

Mostly 1961–1980

1960 or earlier7%
1961–198031%
1981–199020%
1991–200019%
2001–20059%
2006–20106%
2011–20154%
2016–20213%

Share of occupied homes, by the era they were built in. Bars are drawn against the busiest era, not against each other, because the eras are not the same length. The eight shares are unlikely to total exactly 100: Statistics Canada rounds each era's count to the nearest 5 before publishing it, so we print what the census reports rather than adjusting a figure to make the column add up.

53.2%
Born outside Canada: 38.2%
Hold a degree or higher: 55%
Employment rate: 11.2%
Commute by transit: 82.7%
Commute by car: 1.8
Children per family: $97,174
Median income after tax: $131,181
Average household income: 9.4%
Living on a low income: $1,792/mo
Renters pay, per month: $1,766/mo
Owners pay, per month: $939,217
Median home value at census: 29.9%
Renters spending 30%+ of income on housing: 23.1%
Owners spending 30%+ of income on housing

Statistics Canada, Census of Population 2021. Added up from 968 census areas inside the boundary. Medians and rates are a population-weighted average of dissemination-area figures.

Sources: HOMEH listings, Statistics Canada, Census of Population 2021, OpenStreetMap, HOMEH school registry, Photo: © Wikimedia Commons contributors (CC BY-SA)