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$1,974,000

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362 Winston Road

West, Oakville, Ontario L6L4W5

For sale· Added

3 bed4 bath2,000–2,500 sqft

About this home

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.

Location

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Property details

Listing

MLS® number
W13830254
Added
Sep 25, 2026 ()
Updated
Oct 4, 2026 ()
Info refreshed

Overview

Property type
Single Family
Building type
Detached
Storeys
1.5
Ownership
Freehold

Inside

Bedrooms
3
Bathrooms
4
Heating
Forced air, Natural gas
Cooling
Central air conditioning
Fireplace
Yes (2)
Appliances
Washer, Refrigerator, Central Vacuum, Dishwasher, Oven, Dryer, Microwave, Alarm System, Freezer, Hood Fan, Window Coverings, Garage door opener remote(s), Water Heater

Building

Basement
Finished, Unfinished, Full, Crawl space
Exterior
Stucco
Foundation
Block
Parking
Attached Garage, Garage · 8 spaces
Amenities
Fireplace(s)

Land

Lot size
75.1 x 155.9 ft
Zoning
RL2-0

Services

Water
Municipal water
Sewer
Sanitary sewer

Location

Cross streets
Rebecca/Fourth Line
Directions
Rebecca/Maplehurst/Winston Rd.

Running costs

Annual property tax (2025)
$9,004

Price history

Oct 1, 2026$1,974,000▼ $126,000
Sep 25, 2026$2,100,000First recorded price

Price changes since Sep 25, 2026.

Rooms

Living roomMain level4.67 x 2.99 m
Primary BedroomSecond level6.43 x 5.89 m
BathroomSecond level3.38 x 1.52 m
Laundry roomBasement8.21 x 2.45 m
BathroomBasement1.98 x 1.85 m
Recreational, Games roomBasement4.42 x 3.26 m
DenBasement4.53 x 3.26 m
OfficeBasement3.53 x 3.26 m
Dining roomMain level4.96 x 2.33 m
KitchenMain level3.56 x 2.94 m
Eating areaMain level3.66 x 2.66 m
Bedroom 2Main level4.13 x 3.44 m
Bedroom 3Main level4.15 x 2.74 m
BathroomMain level1.99 x 1.51 m
OtherMain level2.72 x 1.25 m
Family roomGround level5.29 x 4.76 m
BathroomGround level3.25 x 1.55 m

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$1,974,000
362 Winston Road
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