
Courtesy of Royal LePage Realty Plus Oakville, Brokerage
$1,974,000
SaleListed 10 days ago
362 Winston Road, Oakville, ON L6L 4W5
Detached1020 - WO West, Oakville, L6L 4W5· MLS® W13830254
About this home
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.
Key facts
- Property type
- Detached
- Parking
- 8
- MLS®
- W13830254
- Basement
- Crawl Space, Full, Unfinished, Finished
- Lot size
- 75.13 × 155.94
- Taxes
- $9,004/yr
- Approx. age
- 51-99
- Bedrooms
- 3
- Bathrooms
- 4
- Kitchens
- 1
- Basement
- Crawl Space, Full, Unfinished, Finished
- Heating
- Forced Air
- Cooling
- Central Air
Mortgage calculator
Total cost of mortgage
$2,836,202
Estimated monthly
$9,454/mo
Estimates only, for illustration. Rates and terms vary by lender; confirm with a licensed mortgage professional. Listing courtesy of Royal LePage Realty Plus Oakville, Brokerage.
See the sold history
Register free to see what comparable homes in Oakville sold for.
Unlock sold dataListing courtesy of Royal LePage Realty Plus Oakville, Brokerage. Data last updated Oct 1, 2026. Provided by Toronto Regional Real Estate Board (TRREB) via PropTx MLS® for personal, non-commercial use; deemed reliable but not guaranteed.
Similar properties
Sale$1,580,000
MLS® W13802286 · Detached
1396 Thorncrest Crescent, Oakville, ON L6M 3Y9
1022 - WT West Oak Trails, Oakville
Courtesy of: RE/MAX ESCARPMENT REALTY INC.
$1,582,000
MLS® W13657586 · Detached
2527 Andover Road, Oakville, ON L6H 6C3
1015 - RO River Oaks, Oakville
Courtesy of: RE/MAX ESCARPMENT REALTY INC.
$1,585,000
MLS® W13624844 · Detached
398 Tennyson Drive, Oakville, ON L6L 3Z1
1020 - WO West, Oakville
Courtesy of: RIGHT AT HOME REALTY
Sale$1,588,000
MLS® W13860382 · Detached
2152 Munn's Avenue, Oakville, ON L6H 3T2
1015 - RO River Oaks, Oakville
Courtesy of: HOMELIFE GOLCONDA REALTY INC.