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5 days on Market

362 Winston Rd, Oakville, Ontario L6L 4W5

Detached
3
4
~2000-2500 sqft
$2,100,000
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Detached
3
4
~2000-2500 sqft

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Highlights

Property Estimate

Days on market5 days

Estimated valueNot available

Price/Sqft$945/sqft

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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.


Upcoming Open House

Oct 3Sat2:00 PM - 4:00 PM

Property Details

Style1 1/2 Storey
View-
Age of property51-99
SqFt~2000-2500 SqFt
Lot Size11,715 SqFt(155.94 x 75.13)
Parking Spaces8
MLS ®NumberW13830254
Community NameWest Oakville
Data SourceTRREB
Listing byRoyal LePage Realty Plus Oakville, Brokerage

Features

Heating: Forced Air
Central Vacuum
Cooling: Central Air
Fireplace
Basement: Crawl Space, Full

Main Floor

Living

4.67 x 2.99

Dining

4.96 x 2.33

Kitchen

3.56 x 2.94

Breakfast

3.66 x 2.66


Features

Lot size: 11,715 SqFt

Parking

Garage spaces 4

Garage type Attached

Other parking spaces 4

Total parking spaces 8


Property History

Sep 25, 2026
ListedActive
$2,100,000
5 days on market
history photo preview26
Listing by trreb®
Property listed by Royal LePage Realty Plus Oakville, Brokerage, Brokerage
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Population and Demographics

Overview

Total population 10177
Average household income $193,731

Age (%)

0 to 19
24%
20 to 34
15%
35 to 49
20%
50 to 64
22%
65 and plus
19%

Household composition (%)

Single family
77%
Single person
19%
Multi person
3%
Multi family
1%

Mother tongue (%)

English
74%
Mandarin
4%
Portuguese
4%
Arabic
2%
Italian
2%
Others
2%
French
2%
Tagalog (Pilipino, Filipino)
1%
Spanish
1%
Polish
1%
Punjabi (Panjabi)
1%

House tenancy (%)

Owners
83%
Renters
17%

What’s nearby?Essentials within 5 km

Local Logic

Transportation Scores

Estimated Budget