MLS® Listings · Oakville

362 Winston Road

West, Oakville, L6L 4W5

$1,799,900

For sale · MLS® W14117948

26 photos — scroll sideways to see them all.

3Bedrooms
4Bathrooms
8Parking
2000-2500Sq ft

About this home

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.

Details

Property type
Detached
Style
Bungalow
Approximate age
51-99
Size (sq ft)
2000-2500
Bedrooms
3
Bathrooms
4
Kitchens
1
Basement
Crawl Space, Full, Unfinished, Finished
Heating
Forced Air
Air conditioning
Central Air
Garage
Attached
Parking spaces
8
Lot frontage
75.13
Lot depth
155.94
Lot units
Feet
Faces
West
Cross streets
Rebecca/Fourth Line
Property taxes
$9,004
Tax year
2026
Possession
Flexible
MLS® number
W14117948

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Listing courtesy of Royal LePage Realty Plus Oakville, Brokerage.

Book a showing

Ask a question or book a visit — a Saigal Realty agent will reply quickly. Or call (905) 876-4126.

MLS® listing content displayed under TRREB license. CREA trademarks used under license where listing data is shown. Saigal Realty Inc., Brokerage — brokerage registered with the Real Estate Council of Ontario (RECO). Data last updated Oct 26, 2026, 3:03 p.m..

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