362 Winston Road, Oakville, ON L6L 4W5
  • $2,100,000

Overview

  • Detached, Style 1 1/2 Storey
  • Type
  • 3
  • Bedrooms

Description

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.

  • Address: Winston
  • City: Oakville
  • State/county: Halton
  • Zip/Postal Code: L6L 4W5
  • Area: 1020 - WO West

Details

Updated on September 29, 2026 at 7:13 pm
  • Price $2,100,000
  • Bedrooms 3
  • Type Detached, Style 1 1/2 Storey
  • Property Status Residential Freehold

Additional details

  • Square Footage 2000-2500
  • Approximate Age 51-99
  • Bedrooms 3
  • Kitchens 1
  • Total Kitchens 1
  • Family Room 1
  • Heating Source Gas
  • Heating Fuel Forced Air
  • Air Conditioning Central Air
  • Central Vacuum 1
  • Front 75.13
  • Depth 155.94
  • Driveway Private, Private Double
  • Parking Description Attached
  • Parking Spaces 4
  • Total Parking Spaces 8
  • Pool None
  • Exterior Finish Stucco (Plaster)
  • Property Orientation West
  • Sewers Sewer
  • Cross Street Rebecca/Fourth Line
  • Taxes 9003.51
  • Tax Year 2026
  • Occupancy Owner
  • Courtesy of Royal LePage Realty Plus Oakville, Brokerage

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