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For sale26 photos

For sale
362 WINSTON ROAD
MLS® W14117948 · 0 days on market · Active
$1,799,900
Inquire about this propertyWelcome 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. (id:67193)
| Room | Level | Dimensions |
|---|---|---|
| Living room | Main level | 4.67 x 2.99 |
| Primary Bedroom | Second level | 6.43 x 5.89 |
| Bathroom | Second level | 3.37 x 1.52 |
| Dining room | Main level | 4.96 x 2.33 |
| 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 |
| 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 1.54 |
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
$8,163
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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