362 Winston Road, Oakville

362 Winston Road
362 Winston Road
362 Winston Road
+23
3
 bed
4
 bath
8
 parking
2000 - 2500
 sqft
Detached
$1,799,900
For Sale
15 days
 on site
$1,799,900
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Size
-
Lot size
11715 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$720 - $900
Taxes
$9,003.51 (2026)
Parking Type
-
Style
Bungalow
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Description
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.
Broker: Royal LePage Realty Plus Oakville, Brokerage
MLS®#: W14117948
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
Bungalow
MLS Size:
2000-2500 sqft
Lot front:
75 Ft
Lot depth:
155 Ft
Listed on:
Oct 26, 2026
Show all details
Rooms
LevelNameSizeFeatures
Main
Bedroom 2
13.6 x 11.3 ft
Ground
Bathroom
10.7 x 5.0 ft
Main
Bathroom
6.5 x 5.0 ft
Show all
Instant estimate:
orto view instant estimate
$96,832
lower than listed price
i
High
$1,786,222
Mid
$1,703,068
Low
$1,628,031
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About 362 Winston Road

362 Winston Road is an Oakville detached house for sale. It has been listed at $1799900 since October 2026. This 2000-2500 sqft detached house has 3 beds and 4 bathrooms. 362 Winston Road, Oakville is situated in Bronte East, with nearby neighbourhoods in Glen Abbey, Old Oakville, Bronte West and College Park.

Nearby grocery options: 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.