For sale26 photos

For sale
362 WINSTON ROAD
MLS® W13830254 · 0 days on market · Active
$2,100,000
Inquire about this propertyWelcome 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. (id:67193)
Kerrland Realty Group
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Kerri LuSales Representative · Team Leader(289) 971-1362Estimate the monthly payment on this price. Adjust the down payment, rate and amortisation to see what changes.
Monthly payment
$9,524
Not included
Property tax, condo maintenance fees and home insurance are paid separately and are not part of this payment. Budget for them alongside it.
CMHC premium schedule as of 2026-08-18. Estimate only — not financial advice. Actual payments, insurance premiums and approval depend on your lender.
Land Transfer Tax — pre-filled with this price.

Neighbourhoods
A lakeshore town in Halton Region with a walkable downtown, harbour, and mature residential streets.
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Kerrland Realty Group
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| Room | Level | Dimensions |
|---|---|---|
| Living room | Main level | 4.67 x 2.99 |
| Primary Bedroom | Second level | 6.43 x 5.89 |
| Bathroom | Second level | 3.38 x 1.52 |
| Laundry room | Basement | 8.21 x 2.45 |
| Bathroom | Basement | 1.98 x 1.85 |
| Recreational, Games room | Basement | 4.42 x 3.26 |
| Den | Basement | 4.53 x 3.26 |
| Office | Basement | 3.53 x 3.26 |
| Dining room | Main level | 4.96 x 2.33 |
| Kitchen | Main level | 3.56 x 2.94 |
| Eating area | Main level | 3.66 x 2.66 |
| Bedroom 2 | Main level | 4.13 x 3.44 |
| Bedroom 3 | Main level | 4.15 x 2.74 |
| Bathroom | Main level | 1.99 x 1.51 |
| Other | Main level | 2.72 x 1.25 |
| Family room | Ground level | 5.29 x 4.76 |
| Bathroom | Ground level | 3.25 x 1.55 |