362 Winston Rd
Oakville, ON L6L 4W5
For more information on this listing, contact us at: (647) 360-2908
Active
$1,974,000
-6%
362 Winston Rd Oakville, ON L6L 4W5
Detached
Property Type
3
Beds
4
Baths
Welcome to 362 Winston Road, an exceptional South Oakville residence situated on one of the area's most prestigious and highly sought-after streets, surrounded by stunning custom-built multi-million-dollar homes. Just a short walk to the renowned Appleby College, this beautifully renovated bungalow offers an outstanding blend of elegance, comfort, and convenience. Thoughtfully updated and impeccably maintained, the home features a substantial rear addition showcasing a spacious family room with a cozy gas fireplace and a walkout to the private west-facing backyard. Large windows adorned with solid wood California shutters fill the home with natural light, while hardwood flooring throughout the main level adds warmth and timeless appeal. The updated kitchen overlooks the mature backyard and features a skylight that floods the space with sun. Adjacent to the kitchen, a charming breakfast nook with a bay window provides the perfect spot for casual dining, while a separate formal dining room offers an elegant setting for entertaining. Privately located on the upper level, the impressive primary retreat features a spacious sitting area, skylight, generous closet space, and a 5-piece ensuite. Two additional bedrooms and a 4-piece bathroom complete the main floor. The finished lower level expands the living space with a large recreation room, office, gym or potential additional bedroom, laundry area, abundant storage, and another full bathroom. With four full bathrooms throughout the home, there is plenty of room for family and guests. Outside, a rare oversized attached four-car garage and a private west-facing backyard offer exceptional outdoor enjoyment, mature landscaping, and beautiful sunset views. Ideally located close to high-ranking public and private schools, parks, transit, shopping, and major highways, this solidly built home presents a rare opportunity to own in one of South Oakville's most desirable enclaves.
MLS #
W13830254
Monthly Assoc. Fee
N/A
On Site
8 Days
Last Updated
10/1/2026
Open House Schedule
Saturday, October 3, 2026 | 2:00 PM - 4:00 PM
Location
Contact Agent
Ariez Reyes Tamboowalla
(647) 360-2908Property Details
Community Information
Address
362 Winston Rd, Oakville, ON L6L 4W5
Area
Halton
City
Oakville
Community
1020 - Wo West
Postal Code
L6L 4W5
Architecture
Bedrooms
3
Bathrooms
4
Stories
1.5
Style
1 1/2 Storey
Construction Materials
Stucco (Plaster)
Approx Age
51-99
Roof
Asphalt Shingle
Foundation Details
Concrete Block
Basement
Crawl Space, Full, Unfinished, Finished
Features / Amenities
Interior Features
Central Vacuum, Water Heater Owned, Auto Garage Door Remote
Fireplace Features
Natural Gas
Kitchens Total
1
Direction Faces
West
Garage Type
Attached
Parking Features
Private, Private Double
Covered Spaces
4.0
Parking Spaces
4
Cooling
Central Air
Heat Type
Forced Air
Heat Source
Gas
Property Features
Sq. Ft.
2000-2500
Sewer
Sewer
Directions
Rebecca/Maplehurst/Winston Rd
Tax and Financial Info
Tax Annual Amount
$9,003.51
Tax Year
2026
Listing Office
Listing provided courtesy of Royal Lepage Realty Plus Oakville, Brokerage.
Rooms
| Level | Size | Features | |
| Laundry | Basement | 26.94 X 8.04 | |
| Den | Basement | 14.86 X 10.70 | |
| Other | Main | 8.92 X 4.10 | |
| Bathroom | Ground | 10.66 X 5.09 | 3 Pc Bath |
| Kitchen | Main | 11.68 X 9.65 | |
| Living Room | Main | 15.32 X 9.81 | |
| Bedroom 2 | Main | 13.55 X 11.29 | |
| Primary Bedroom | Second | 21.10 X 19.33 | |
| Dining Room | Main | 16.27 X 7.64 | |
| Bathroom | Main | 6.53 X 4.95 | 4 Pc Bath |
| Family Room | Ground | 17.36 X 15.62 | |
| Office | Basement | 11.58 X 10.70 | |
| Breakfast | Main | 12.01 X 8.73 | |
| Bathroom | Basement | 6.50 X 6.07 | 3 Pc Bath |
| Bathroom | Second | 11.09 X 4.99 | 5 Pc Ensuite |
| Bedroom 3 | Main | 13.62 X 8.99 | |
| Recreation | Basement | 14.50 X 10.70 |
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Price Change History
| Date | Old Price | New Price | Percent Change |
| 10/1/2026 | $2,100,000 | $1,974,000 |
-6%
|
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Listing Information Last Updated 10/1/2026
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