Condominium · Churchill Meadows, Mississauga
Destination Drive II5150 and 5170 Winston Churchill Boulevard, Mississauga, ON
Condominium Residences in Churchill Meadows
As of November 2026, Destination Drive II has 1 unit for sale at $389K. Maintenance fees are about $426 a month.
5150 Winston Churchill Boulevard is a condominium on the main artery of Churchill Meadows, the newer family-oriented community in Mississauga's west end. Its one-bedroom, one-plus-den and two-bedroom units are pitched at first-time buyers, young couples and investors. Nations supermarket is only about 200 metres away, Anatolia and a Global Pet Foods are within 400 metres, with Jim Murray Community Park and Cabano Hill Park for green space.
- Suite Sizes
- 500–1,199 ft²
1 unit for sale at 5150 and 5170 Winston Churchill Boulevard
Same development
Sister Buildings
Part of the same development as Destination Drive II, built by The Daniels Corporation.
- Sister building · 59 m away3050 Erin Centre Boulevard3050 Erin Centre Boulevard, 5100 Winston Churchill BoulevardNothing listed right now. See sold prices and building details.View building
- For SellersWhat’s your unit in Destination Drive II worth right now?Get a free online evaluation of your property’s value.Get My Instant Home Value
Destination Drive II by address
Destination Drive II spans 5150 and 5170 Winston Churchill Boulevard, Mississauga. Here is what is listed at each address right now.
5150 Winston Churchill Boulevard, Mississauga
- For sale:
- 1 unit, $389K
- For rent:
- none right now
5170 Winston Churchill Boulevard, Mississauga
- For sale:
- none right now
- For rent:
- none right now
Keep exploring
There’s more to Destination Drive II
Amenities
Inside Destination Drive II
Building Amenities
- Playground
- Visitor Parking
Compiled from amenities reported in this building's past listings. Not an official building amenities list and may be incomplete or out of date -- confirm directly with the condo corporation or property management.
The numbers
Destination Drive II Market Snapshot
Maintenance fee reflect this building's currently active listings, not an official building-wide figure -- individual units may differ. Data provided by MLS® and should be independently verified; no liability is assumed for any errors or omissions.
Live snapshot of this building's own listings -- rentals not included
Bedrooms
Destination Drive II currently has 1 home for sale, with a median asking price of $389K, averaging 28 days on market. Over the last 24 months, 6 units have sold in the building at a median of $486.5K — selling at 98% of asking price (based on a small number of sales).
Unit Types in This Building
| Unit Type | Listed | Median Asking | Asking Range | Size | Avg. DOM |
|---|---|---|---|---|---|
| 1 Bed | None listed | — | — | — | — |
| 1 Bed + Den | None listed | — | — | — | — |
| 2 Bed | None listed | — | — | — | — |
Prices are current asking prices for active For Sale listings of that unit type -- not sold prices, and not every unit type has one on the market right now.
Destination Drive II by the numbers
vs Churchill Meadows and Mississauga
At Destination Drive II, the median asking price for condo apartments is $389K, lower than Churchill Meadows ($505K) and Mississauga ($525K).
Listings have been on the market for an average of 28 days, about the same as Churchill Meadows (27), and shorter than Mississauga (55).
There are 4.0 months of inventory at the recent sales pace, fewer than Mississauga (6.2).
What buyers and sellers should know about Destination Drive II
How Destination Drive II compares with Churchill Meadows and Mississauga on asking price, time to sell, sold price and how many homes are for sale.
- Buyers: do homes here sell above or below asking?
- Sellers: how long homes take to sell, here vs nearby
- Median sold price and price per square foot
- Months of inventory: how long today’s listings would last
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Closed Sales — Last 24 Months
Based on a small number of sales (6) — figures may not reflect the broader market.
Aggregate estimates from TRREB MLS® data (PropTx feed). Deemed reliable but not guaranteed, and not an appraisal. Full terms.
The building
About Destination Drive II
Developed by The Daniels Corporation, the community has suites from 500 to 1,199 sq ft.
5150 Winston Churchill Boulevard is a condo complex on the main road through Churchill Meadows, the newer family area in Mississauga's west end.
Units range from about 500 to 1,199 square feet. Plans are one bedroom, one bedroom plus den, or two bedrooms. First-time buyers, young couples and investors are the usual buyers.
Shared features are simple. Kids have a playground, and guests have their own parking.
Churchill Meadows mixes low-rise homes with condos, parks and schools. Nations supermarket is only about 200 metres away. A Turkish restaurant and a pet food store are within 400 metres. Larger grocery chains line Winston Churchill Boulevard and Tenth Line. Two big parks are about a five-minute walk. The local community centre runs swim and fitness programs. Churchill Meadows Public School is nearby; confirm catchments by address.
Highways 403 and 407 are quick to reach. MiWay buses serve the area, and for the train, Lisgar GO is about five minutes by car.
3050 Erin Centre Boulevard is right next door, and Hazelton Place is close by. The Churchill Meadows market report shows recent sales. Browse Mississauga condos for sale to compare.
Churchill Meadows Neighbourhood
Destination Drive II is located in Churchill Meadows, Mississauga.
See what's nearby -- schools, parks, shopping and transit -- in the map below.
Explore the Churchill Meadows neighbourhood guideThe area
Schools & nearby
What’s Nearby
Nearby Schools
Elementary
- Erin Centre Middle School682 m · 9 min walk
Peel DSB — 6-8
- Divine Mercy School847 m · 11 min walk
Dufferin-Peel CDSB — JK-8
- Oscar Peterson Public School895 m · 11 min walk
Peel DSB — JK-6
- Artesian Drive Public School970 m · 12 min walk
Peel DSB — JK-6
- St. Oscar Romero School971 m · 12 min walk
Dufferin-Peel CDSB — JK-8
- McKinnon Public School981 m · 12 min walk
Peel DSB — JK-5
Secondary
- St Aloysius Gonzaga Secondary School626 m · 8 min walk
Dufferin-Peel CDSB — 9-12
- St. Oscar Romero School971 m · 12 min walk
Dufferin-Peel CDSB — 9-12
School details come from the Ontario Ministry of Education and the school boards, and may change. Boundaries, programs and grades are set by each board and can change from year to year, so confirm with the board before you buy.
Nearby Amenities
Bar
- All Star Bar & Wings377 m
Grocery
- Nations supermarket242 m
- Stop & Go Food Market413 m
Park
- Cabano Hill Park471 m
Pet Store
- Global Pet Foods430 m
Restaurant
- Anatolia398 m
- Sunset Grill465 m
- Sultan Ahmet Turkish Cuisine497 m
Frequently asked questions
Where is 5150 Winston Churchill Boulevard located?
It is located at 5150 Winston Churchill Boulevard in the Churchill Meadows neighbourhood, in the western region of Mississauga.
What floor plan layouts and unit sizes are available here?
Suites at this location range from 500 to 1,199 square feet. The layouts consist of one- and two-bedroom layouts, some with a den.
Is 5150 Winston Churchill Boulevard a good option for commuters?
Yes, it is highly accessible for commuters. Highways 403 and 407 are nearby for driving, MiWay buses run throughout the area, and the Streetsville and Lisgar GO stations on the Milton line are only a short drive away.
What public school serves this specific neighbourhood?
Churchill Meadows Public School on McDowell Drive serves the local community under the Peel District School Board. Please verify the active catchment boundaries for this specific address.
Where can residents do their grocery and retail shopping nearby?
Residents can shop at the nearby Longo's and Real Canadian Superstore along Winston Churchill Boulevard, or visit the Sobeys plaza located at Tenth Line and Thomas Street.
What amenities are available at 5150 Winston Churchill Boulevard?
The building features practical community amenities including an outdoor playground and visitor parking.
Similar & Nearby Buildings
Other buildings in this pocket of Churchill Meadows with units on the market right now.
View Building
The Hot Condos
5005 Harvard Road, 5025 Harvard Road, 5035 Harvard Road
For Sale: $489k - $649k · Median $505k
Maintenance Fees: $486–$790/mo · Suite Sizes: 500–1,399 ft²
For Rent: $3,000 - $3,000/mo
Building Features: 178 units · 4 floors · Built 2014
View Building
Erin Mills Terrace Condos
4640 Kimbermount Avenue
$440k - $440k
Maintenance Fees: $961/mo · Suite Sizes: 575–1,436 ft²
Building Features: 64 units · 8 floors · Built 2002
More Buildings in Churchill Meadows
Every other condo and townhouse building we cover in Churchill Meadows, Mississauga.
- 3050 Erin Centre Boulevard
- 3150 Erin Centre Boulevard
- 3250 Bentley Drive
- 4950 Winston Churchill Boulevard
- 4975 Southampton Drive
- 5035 Oscar Peterson Boulevard
- 5255 Palmetto Place
- Garden Villas I Townhomes
- Long Valley Condos
- The Hot Condos
Miko Nalepa
Realtor® at The Condo Bar Real Estate · RECO #4737024
Realtor® with Right At Home Realty, Brokerage, covering condos and townhouses in Mississauga, Oakville, Burlington and Milton. More about Miko Nalepa
Building details are approximate and may change. Confirm fees, sizes and availability with the condo corporation before you buy.