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Apartments for Rent in Winston Park, Oakville, ON

All rentals

Listings within 5 miles
2250 Homelands Dr - Photo 1 of 1

2d ago

8.4

Very good

2250 Homelands Dr

2250 Homelands Dr, Mississauga, ON L5K 1G8

On-site laundry | Swimming pool | Fitness center

1–3 beds

1 bath

$1,982–$2,749

2185 Sheridan Park Dr - Photo 1 of 1

2d ago

8.5

Very good

2185 Sheridan Park Dr

2185 Sheridan Park Dr, Mississauga, ON L5K 1C7

Swimming pool | Fitness center | Elevator

1–3 beds

1 bath

$2,020–$2,879

2215 Sheridan Park Drive - Photo 1 of 1

11h ago

8.3

Very good

2215 Sheridan Park Drive

2215 Sheridan Park Dr, Mississauga, ON L5K 0B2

1–2 beds

1–2 baths

$2,169–$2,699

2150 Roche - Photo 1 of 1
Rent special

1d ago

8.8

Very good

2150 Roche

2150 Roche Crt, Mississauga, ON L5K 1T5

On-site laundry | Balcony | Elevator

1–2 beds

1 bath

$2,149–$2,499

Price drop

Park Royal Village Apartments - Photo 1 of 1
Rent special

1d ago

9.4

Excellent

Park Royal Village Apartments

2360 Bonner Rd, Mississauga, ON L5J 2C7

Garage parking | On-site laundry | Balcony

Studio–2 beds

1 bath

$1,750–$2,180

Price drop

1980 Fowler Dr. - Photo 1 of 1
Rent special

29m ago

9.4

Excellent

1980 Fowler Dr.

1980 Fowler Dr, Mississauga, ON L5K 1B6

On-site laundry | Balcony | Central heat

1–2 beds

1 bath

$1,960–$2,249

1970 Fowler Dr. - Photo 1 of 1
Rent special

4d ago

9.4

Excellent

1970 Fowler Dr.

1970 Fowler Dr, Mississauga, ON L5K 1B5

On-site laundry | Balcony | Central heat

1–2 beds

1 bath

$2,024–$2,149

Price drop

2485 Woking Crescent #408 - Photo 1 of 1

5d+ ago

Sheridan condo for rent in Mississauga

2485 Woking Crescent #408, Mississauga, ON L5K 1Z6

Furnished | Balcony | Assigned parking

3 beds

1.5 baths

$1,150

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3405 Ridgeway Drive #1 - Photo 1 of 1

5d+ ago

Erin Mills townhouse for rent in Mississauga

In-unit laundry | Air conditioning | Balcony

2 beds

2.5 baths

$2,750

2011 Grand Boulevard - Photo 1 of 1

5d+ ago

Falgarwood apartment for rent in Oakville

2011 Grand Boulevard, Oakville, ON L6H 4X6

Furnished | Central heat

2 beds

1 bath

$1,950

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Nearby rental good for pet owners

4 mi away

Oakville

Nearby rental good for social life

3 mi away

Oakville

Marlborough Court - Photo 1 of 1
Rent special

3d ago

10

Excellent

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Marlborough Court

1229 Marlborough Crt, Oakville, ON L6H 3B6

Garage parking | Balcony | Elevator

1–3 beds

1 bath

$1,995–$3,063

1301 Dundas Street W - Photo 1 of 1

11h ago

8.5

Very good

1301 Dundas Street W

1301 Dundas St W, Mississauga, ON L5C 1C9

On-site laundry | Elevator | Storage

2 beds

1 bath

$2,386–$2,486

1235 Marlborough - Photo 1 of 1
Rent special

3d ago

9.1

Excellent

1235 Marlborough

1235 Marlborough Crt, Oakville, ON L6H 0W8

In-unit laundry | Air conditioning | Garage parking

2 beds

1–2 baths

$2,645–$2,938

Walden Circle - Photo 1 of 1

5h ago

9.1

Excellent

Walden Circle

1201 Walden Cir, Mississauga, ON L5J 4M9

In-unit laundry | Air conditioning | Garage parking

1–2 beds

1 bath

$1,971–$2,350

2551 Sixth Line - Photo 1 of 1

5d+ ago

River Oaks townhouse for rent in Oakville

2551 Sixth Line, Oakville, ON L6H 0H7

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$2,500

880 Dundas St W - Photo 1 of 1

5d+ ago

Erindale apartment for rent in Mississauga

In-unit laundry | Assigned parking | Swimming pool

Studio

1 bath

$2,000

Find sweet deals near Winston Park

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,850–$2,180

Clarkson

$2,124–$2,249

Sheridan

$2,149

Sheridan

$2,012

College Park

297 Queens Ave - Photo 1 of 1

2d ago

8.3

Very good

297 Queens Ave

297 Queens Ave, Oakville, ON L6H 2B4

1–3 beds

1 bath

$1,849–$2,899

Oakhill Rentals - Photo 1 of 1

20h ago

8.3

Very good

Oakhill Rentals

291 Queens Ave, Oakville, ON L6H 7W7

1–2 beds

1–2 baths

$2,116–$2,799

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Wallace Pines - Photo 1 of 1

1d ago

8.8

Very good

Wallace Pines

1260 Marlborough Crt, Oakville, ON L6H 3H5

Garage parking | On-site laundry | Balcony

Studio–2 beds

1 bath

$1,750–$2,295

350 Lynnwood Drive and 1230 Whiteoaks Boulevard - Photo 1 of 1
Rent special

3d ago

8.8

Very good

350 Lynnwood Drive and 1230 Whiteoaks Boulevard

399 Lynnwood Dr && 1248 White Oaks Blvd, Oakville, ON L6H None

Garage parking | On-site laundry | Balcony

1–2 beds

1 bath

$1,975–$2,175

920 Inverhouse - Photo 1 of 1
Rent special

2d ago

8.8

Very good

920 Inverhouse

920 Inverhouse Dr, Mississauga, ON L5J 4B5

On-site laundry | Balcony | Elevator

2 beds

1 bath

$2,549

White Oaks Apartments - Photo 1 of 1
Rent special

3d ago

8.9

Very good

White Oaks Apartments

1399 Marlborough Crt && 1350 White Oaks Blvd, Oakville, ON L6H None

Garage parking | On-site laundry | Balcony

1–2 beds

1 bath

$2,310–$2,535

Marlborough Manor - Photo 1 of 1

1d ago

8.8

Very good

Marlborough Manor

1254 Marlborough Crt, Oakville, ON L6H 7X6

Garage parking | On-site laundry | Balcony

1–2 beds

1–2 baths

$2,095–$2,495

2375 The Collegeway - Photo 1 of 1

5d+ ago

9.2

Excellent

2375 The Collegeway

2375 The Collegeway, Mississauga, ON L5L 2E8

On-site laundry | Elevator | Controlled access

2 beds

1 bath

$2,299–$2,398

Skyrise Rentals - Photo 1 of 1
Rent special

13h ago

9.4

Excellent

Skyrise Rentals

2550 Eglinton Ave W, Mississauga, ON L5M 0Y2

In-unit laundry | Garage parking | Fitness center

1–2 beds

1–2 baths

$2,225–$2,750

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Home > Apartments in Oakville > Winston Park Apartments For Rent
Updated: September 19, 2026

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Winston Park, Oakville, ON apartments for rent

Renting in Winston Park, Oakville, ON at a glance

As of today, Winston Park's median rent price is $2,300 per month.

Median rent

$2,300

Rentals, last 30 days

20

Rent by unit type
SizeValueYoY
All bedrooms$2,300N/A
1 bedroom$2,116N/A
2 bedroom$2,295N/A
Not sure what you can afford? Try our rent calculator

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Frequently asked questions

Can I afford an apartment for rent in Winston Park, ON?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Winston Park average rent prices.

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