Oakville, ON
362 Winston Road
$1,799,900
Data last updated Oct 30, 2026, 6:00 p.m. ET. By using this site you agree to our Terms of Use.



Property facts
- Price
- $1,799,900
- Type
- Detached
- Bedrooms
- 3
- Bathrooms
- 4
- MLS®
- W14117948
- Status
- active
- Brokerage
- Royal LePage Realty Plus Oakville, Brokerage
About this home
Welcome to 362 Winston Road, a sophisticated South Oakville residence situated on a coveted street surrounded by custom multimillion-dollar homes, and walking distance from Appleby College. This deceptively large, renovated bungalow features an amazing, multi-level rear addition that dramatically expands its square footage and provides distinct, functional living zones. The heart of the addition is a spacious ground-floor family room with a gas fireplace, large windows, and a direct walk-out to a private, west-facing backyard. Positioned on its own dedicated upper level, the expansive primary bedroom retreat serves as a private sanctuary complete with a sitting area, skylight, generous closet space, and a 5-piece ensuite. The original main level accommodates daily living with hardwood floors, solid wood California shutters, an updated skylit kitchen, a breakfast nook, a formal dining room, two additional bedrooms, and a 4-piece bathroom. The home's footprint extends into a fully finished lower level, significantly increasing functional space with a large recreation room, home office, gym, laundry area, full 3-piece bathroom, and extensive storage. With four full bathrooms distributed throughout, the layout effortlessly accommodates families and guests. Externally, the property features a rare, oversized attached four-car garage and mature landscaping. This property offers a rare blend of space, privacy, and location in one of South Oakville's premier enclaves.
Location
More details
- Property tax
- $9,004 (2026)
- Days on market
- 5
- Style
- Bungalow
- Year built
- 51-99
- Lot
- 75.13 × 155.94 Feet
- Parking
- 8 spaces · 4 garage · Attached
- Basement
- Crawl Space, Full, Unfinished, Finished
- Heating
- Forced Air
- Air conditioning
- Central Air
- Neighbourhood
- West
- Major intersection
- Rebecca/Fourth Line
Rooms
| Room | Level | Size (m) | Features |
|---|---|---|---|
| Bedroom 2 | Main | 4.13 × 3.44 | — |
| Bathroom | Ground | 3.25 × 1.54 | 3 Pc Bath |
| Bathroom | Main | 1.99 × 1.51 | 4 Pc Bath |
| Dining Room | Main | 4.96 × 2.33 | — |
| Recreation | Basement | 4.42 × 3.26 | — |
| Bathroom | Second | 3.37 × 1.52 | 5 Pc Ensuite |
| Laundry | Basement | 8.21 × 2.45 | — |
| Breakfast | Main | 3.66 × 2.66 | — |
| Family Room | Ground | 5.29 × 4.76 | — |
| Kitchen | Main | 3.56 × 2.94 | — |
| Bathroom | Basement | 1.98 × 1.85 | 3 Pc Bath |
| Primary Bedroom | Second | 6.43 × 5.89 | — |
| Office | Basement | 3.53 × 3.26 | — |
| Bedroom 3 | Main | 4.15 × 2.74 | — |
| Living Room | Main | 4.67 × 2.99 | — |
| Den | Basement | 4.53 × 3.26 | — |
| Other | Main | 2.72 × 1.25 | — |
Details from PropTx (TRREB MLS®) via Repliers. Information deemed reliable but not guaranteed.
