The Jennifer Jones Team, LPT Realty, Brokerage
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Oakville, ON

362 Winston Road

$1,799,900

Data last updated Oct 30, 2026, 7:40 p.m. ET. By using this site you agree to our Terms of Use.

Detached at 362 Winston Road, Oakville, ON
362 Winston Road, Oakville, ON, photo 2362 Winston Road, Oakville, ON, photo 3

Property facts

Price
$1,799,900
Type
Detached
Bedrooms
3
Bathrooms
4
MLS®
W14117948
Status
active
Brokerage
Royal LePage Realty Plus Oakville, Brokerage

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.

Location

Search the full MLS®

More details

Property tax
$9,004 (2026)
Days on market
5
Style
Bungalow
Year built
51-99
Lot
75.13 × 155.94 Feet
Parking
8 spaces · 4 garage · Attached
Basement
Crawl Space, Full, Unfinished, Finished
Heating
Forced Air
Air conditioning
Central Air
Neighbourhood
West
Major intersection
Rebecca/Fourth Line

Rooms

RoomLevelSize (m)Features
Bedroom 2Main4.13 × 3.44—
BathroomGround3.25 × 1.543 Pc Bath
BathroomMain1.99 × 1.514 Pc Bath
Dining RoomMain4.96 × 2.33—
RecreationBasement4.42 × 3.26—
BathroomSecond3.37 × 1.525 Pc Ensuite
LaundryBasement8.21 × 2.45—
BreakfastMain3.66 × 2.66—
Family RoomGround5.29 × 4.76—
KitchenMain3.56 × 2.94—
BathroomBasement1.98 × 1.853 Pc Bath
Primary BedroomSecond6.43 × 5.89—
OfficeBasement3.53 × 3.26—
Bedroom 3Main4.15 × 2.74—
Living RoomMain4.67 × 2.99—
DenBasement4.53 × 3.26—
OtherMain2.72 × 1.25—

Details from PropTx (TRREB MLS®) via Repliers. Information deemed reliable but not guaranteed.

Home value