362 Winston Road, Oakville

362 Winston Road
362 Winston Road
362 Winston Road
+23
3
 bed
4
 bath
8
 parking
2000 - 2500
 sqft
Detached
$2,100,000
For Sale
7 hours
 on site
$2,100,000
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Size
-
Lot size
11715 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$840 - $1,050
Taxes
$9,003.51 (2026)
Parking Type
-
Style
1 1/2 Storey
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Description
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.
Broker: Royal LePage Realty Plus Oakville, Brokerage
MLS®#: W13830254
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
1 1/2 Storey
MLS Size:
2000-2500 sqft
Lot front:
75 Ft
Lot depth:
155 Ft
Listed on:
Sep 25, 2026
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Instant estimate:
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$74,406
higher than listed price
i
High
$2,280,572
Mid
$2,174,406
Low
$2,078,600
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About 362 Winston Road

Located at 362 Winston Road, this Oakville detached house is available for sale. It has been listed at $2100000 since September 2026. This detached house has 3 beds, 4 bathrooms and is 2000-2500 sqft. Situated in Oakville's Bronte East neighbourhood, Glen Abbey, Old Oakville, Bronte West and College Park are nearby neighbourhoods.

For grabbing your groceries, M&M Food Market is only a 11 minute walk.

For those residents of 362 Winston Rd, Oakville without a car, you can get around quite easily. The closest transit stop is a Bus Stop (Rebecca St / Maplehurst Ave) and is not far connecting you to Oakville's public transit service. It also has route Lakeshore West, and route Lakeshore West nearby.