362 Winston Rd Oakville, ON L6L 4W5
362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254 Photo 1
362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254 Photo 2
362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254 Photo 3
362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254 Photo 4
362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254 Photo 5
For more information on this listing, contact us at: (647) 360-2908
Active
$1,974,000
-6%

362 Winston Rd Oakville, ON L6L 4W5

Detached Property Type
3 Beds
4 Baths
View All Property Details
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.
MLS # W13830254
Monthly Assoc. Fee N/A
On Site 8 Days
Last Updated 10/1/2026

Open House Schedule

Saturday, October 3, 2026 | 2:00 PM - 4:00 PM

Location

Contact Agent

Ariez Reyes Tamboowalla

Ariez Reyes Tamboowalla

(647) 360-2908

Property Details

Community Information

Address 362 Winston Rd, Oakville, ON L6L 4W5
Area Halton
City Oakville
Community 1020 - Wo West
Postal Code L6L 4W5

Architecture

Bedrooms 3
Bathrooms 4
Stories 1.5
Style 1 1/2 Storey
Construction Materials Stucco (Plaster)
Approx Age 51-99
Roof Asphalt Shingle
Foundation Details Concrete Block
Basement Crawl Space, Full, Unfinished, Finished

Features / Amenities

Interior Features Central Vacuum, Water Heater Owned, Auto Garage Door Remote
Fireplace Features Natural Gas
Kitchens Total 1
Direction Faces West
Garage Type Attached
Parking Features Private, Private Double
Covered Spaces 4.0
Parking Spaces 4
Cooling Central Air
Heat Type Forced Air
Heat Source Gas

Property Features

Sq. Ft. 2000-2500
Sewer Sewer
Directions Rebecca/Maplehurst/Winston Rd

Tax and Financial Info

Tax Annual Amount $9,003.51
Tax Year 2026

Listing Office

Listing provided courtesy of Royal Lepage Realty Plus Oakville, Brokerage.

Rooms

LevelSizeFeatures
LaundryBasement26.94 X 8.04
DenBasement14.86 X 10.70
OtherMain8.92 X 4.10
BathroomGround10.66 X 5.093 Pc Bath
KitchenMain11.68 X 9.65
Living RoomMain15.32 X 9.81
Bedroom 2Main13.55 X 11.29
Primary BedroomSecond21.10 X 19.33
Dining RoomMain16.27 X 7.64
BathroomMain6.53 X 4.954 Pc Bath
Family RoomGround17.36 X 15.62
OfficeBasement11.58 X 10.70
BreakfastMain12.01 X 8.73
BathroomBasement6.50 X 6.073 Pc Bath
BathroomSecond11.09 X 4.995 Pc Ensuite
Bedroom 3Main13.62 X 8.99
RecreationBasement14.50 X 10.70

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Price Change History

Date Old Price New Price Percent Change
10/1/2026 $2,100,000 $1,974,000
-6%

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362 Winston Rd Oakville, ON L6L 4W5 | MLS W13830254
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Listing Information Last Updated 10/1/2026
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program. Real estate listings held by IDX Brokerage firms other than Property.ca Inc. Brokerage are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. This information is provided exclusively for personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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362 Winston Rd Oakville, ON L6L 4W5
  • $1,974,000
  • 3 beds
  • 4 baths