362 Winston Road, Oakville, ON L6L 4W5
Oakville, ON, L6L 4W5 · 1020 - WO West
About this property
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.
Features & Amenities
- Basement: Crawl Space, Full, Unfinished, Finished
- Garage: Attached
- Cooling: Central Air
- Heat Type: Forced Air
- Heat Source: Gas
- Style: 1 1/2 Storey
- Construction: Stucco (Plaster)
- Sewer: Sewer
Property Details
| Property Type | Residential Freehold |
|---|---|
| Property Sub-Type | Detached |
| Architectural Style | 1 1/2 Storey |
| Bedrooms | 3 |
| Bathrooms | 4 |
| Basement | Crawl Space, Full, Unfinished, Finished |
| Garage | Attached |
| Parking Spaces | 4 |
| Heat Type | Forced Air |
| Heat Source | Gas |
| Cooling | Central Air |
| Sewer | Sewer |
| Annual Tax | $9,004 |
| Tax Year | 2026 |
Interior Features
- Interior Features
- Central Vacuum, Water Heater Owned, Auto Garage Door Remote
- Fireplace
- Yes
- Fireplace Features
- Natural Gas
- Central Vacuum
- Yes
Exterior Features
- Pool Features
- None
Building & Construction
- Architectural Style
- 1 1/2 Storey
- Construction Materials
- Stucco (Plaster)
- Foundation Details
- Concrete Block
- Roof
- Asphalt Shingle
- Basement
- Crawl Space, Full, Unfinished, Finished
- Approximate Age
- 51-99
Heating & Cooling
- Heat Type
- Forced Air
- Heat Source
- Gas
- Cooling
- Central Air
Parking & Garage
- Garage Type
- Attached
- Garage
- Yes
- Parking Spaces
- 4
- Parking Total
- 8.00
- Parking Features
- Private, Private Double
- Covered Spaces
- 4
Lot & Land
- Lot Size Units
- Feet
- Lot Depth
- 155.94
- Lot Width
- 75.13
Financial & Tax
- Tax Annual Amount
- $9,004
- Tax Year
- 2026
- Tax Assessed Value
- $1,042,000
- Possession Type
- Flexible
- Possession Details
- Flexible
Utilities & Services
- Sewer
- Sewer
Room Details
- Rooms Above Grade
- 11
- Kitchens Above Grade
- 1
- Kitchens Total
- 1
- Bedrooms Above Grade
- 3
Additional Details
- Occupant Type
- Owner
- Direction Faces
- West
- County Or Parish
- Halton
- Cross Street
- Rebecca/Fourth Line
- Directions
- Rebecca/Maplehurst/Winston Rd
- Special Designation
- Unknown
- Showing Requirements
- Lockbox
Location
362 Winston Road, Oakville, ON L6L 4W5, Oakville, ON, L6L 4W5