Skip to content
1 / 26
For saleMLS® W14117948

362 Winston Road, Oakville, ON L6L 4W5

West · L6L 4W5

$1,799,900

$900 / sq ft

1 weeks on market

Bedrooms
3
Bathrooms
4
Interior
2,000 sf
Parking
8
Lot
75.13 × 155.94 ft
Age
51-99 years

What's special

  • Attached garage
  • Central air
  • Finished basement
  • 2 fireplaces
  • Central vacuum
  • Water heater owned
  • Auto garage door remote

Book a private showing

Pick a time that suits you. No obligation.

Loading open times…

About this property

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.

Rooms

17 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
Living RoomMain4.67 × 2.99 m15.3 × 9.8 ft—
Dining RoomMain4.96 × 2.33 m16.3 × 7.6 ft—
KitchenMain3.56 × 2.94 m11.7 × 9.6 ft—
BreakfastMain3.66 × 2.66 m12.0 × 8.7 ft—
Bedroom 2Main4.13 × 3.44 m13.5 × 11.3 ft—
Bedroom 3Main4.15 × 2.74 m13.6 × 9.0 ft—
BathroomMain1.99 × 1.51 m6.5 × 5.0 ft4 Pc Bath
OtherMain2.72 × 1.25 m8.9 × 4.1 ft—
Family RoomGround5.29 × 4.76 m17.4 × 15.6 ft—
BathroomGround3.25 × 1.54 m10.7 × 5.1 ft3 Pc Bath
Primary BedroomSecond6.43 × 5.89 m21.1 × 19.3 ft—
BathroomSecond3.37 × 1.52 m11.1 × 5.0 ft5 Pc Ensuite
LaundryBasement8.21 × 2.45 m26.9 × 8.0 ft—
BathroomBasement1.98 × 1.85 m6.5 × 6.1 ft3 Pc Bath
RecreationBasement4.42 × 3.26 m14.5 × 10.7 ft—
DenBasement4.53 × 3.26 m14.9 × 10.7 ft—
OfficeBasement3.53 × 3.26 m11.6 × 10.7 ft—

Features

  • Central Vacuum
  • Water Heater Owned
  • Auto Garage Door Remote

Property details

Property

Property type
detached
Bedrooms
3
Bathrooms
4
Interior size
2,000 sq ft
Year built
51-99
Lot size
75.13 × 155.94 ft
Zoning
RL2-0
Possession
Flexible

Interior

Basement
Crawl Space, Full, Unfinished, Finished
Heating
Forced Air · Gas
Cooling
Central Air
Fireplaces
2
Exposure
West

Exterior & services

Construction
Stucco (Plaster)
Garage
Attached
Parking spaces
8
Sewer
Sewer

Costs

List price
$1,799,900
Property taxes
$9,004 / year (2026)
Price per sq ft
$900

Listing

MLS® number
W14117948
Status
For sale
Listed
October 26, 2026
Days on market
9
Last updated
October 26, 2026
Listing brokerage
Royal LePage Realty Plus Oakville, Brokerage

Price & sale history

This property's sale history is hidden

TRREB rules require a free account before sold and leased prices can be shown. One registration unlocks full sale history across the site.

Unlock sale history & sold price

Free. Takes about twenty seconds.

Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced in line with comparable listings — about 45% of comparable detached listings in West are asking less.

$1.10MMedian $2.30M$3.76M
This home
$900 / sq ft
Comparable median
$1,000 / sq ft

Based on 93 comparable active detached listings in West. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $359,980
$359,980
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$7,961.56
Property tax (est.)
$750.29
Estimated monthly
$8,712

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$32,473
Total due on closing
$32,473

An estimate on the asking price of $1,799,900. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of Royal LePage Realty Plus Oakville, Brokerage. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$1,799,900

Contact Book a viewing

Comparable sales nearby

What similar homes in this area actually sold for.

Nearby sold prices are hidden

Recent closed sales for comparable homes in this area — the numbers that tell you whether the asking price is realistic.

Unlock nearby sold prices

Free. Takes about twenty seconds.

Similar properties nearby