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Single Family Detached · Listed 7 days ago

362 Winston Oakville,ON L6L 4W5

Oakville, ON, Canada

3 Beds4 Baths2,500–2,500 sqft0 Built

List price

$1,974,000

Why This Property?

South Oakville bungalow in Bronte with 3 bedrooms, 4 bathrooms and about 2,500 sq. ft. Set on a prestigious street near Appleby College, it includes a rear addition with family room and gas fireplace, a west-facing backyard, hardwood on the main level, updated kitchen, and a 2-car garage.

Facts & Features

Highlights

  • gym
  • garage
  • fireplace
  • hardwood
  • ensuite

Bedrooms & bathrooms

  • Bedrooms: 3
  • Bathrooms: 4
  • Full: 4
  • Half: 0

Living Area

  • 2,500–2,500 sqft

Stories

Lot size

  • 0.267 acres

Year built

  • 0

Property type

  • Single Family Detached

Standard status

  • Active

Cooling

Heating

View

    Utilities

      Water / Sewer

      About This Property

      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.

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      Listing Broker

      Royal LePage Realty Plus Oakville, Brokerage

      MLS® TRREB · Listing #W13830254

      Frequently Asked Questions

      Everything you need to know about valuing and buying with RealOrca.

      What local school and transit options are notable near this Bronte home?
      Appleby College is a short walk away, and Bronte GO Station on the Lakeshore West line is the key regional transit option.
      What outdoor feature does the home offer?
      The rear addition walks out to a private west-facing backyard.
      What is the typical buying process for a detached home in Oakville?
      In Oakville, buying a detached home usually follows the standard Ontario process: get pre-approved financing, work with a realtor to shortlist properties and review comparable sales, arrange viewings and inspections, submit an offer (often including conditions as applicable), and complete legal due diligence with your lawyer/notary. Because many homes are in mature neighbourhoods, it’s also common to pay extra attention to lot size, servicing (water/sewer), roof/HVAC age, and general maintenance history.
      Which Oakville neighbourhood areas are popular for families, and what should I consider?
      Detached homes in Oakville are commonly chosen by families for established streets, larger lots, and access to schools, parks, and everyday amenities. When comparing neighbourhoods, consider proximity to major roads for commuting, nearby parkland/trails (especially around waterfront and municipal park systems), the character of the area (older versus newer pockets), and how convenient local services are for daily routines like groceries, recreation, and schools.
      How is transit and commuting in Oakville, especially if I work around Toronto?
      Oakville benefits from both local bus service and regional rail along the Lakeshore West corridor. The Oakville GO Station area in Midtown is a key access point for commuters, and ongoing service improvements support more frequent connections. If you commute to Toronto, look at travel times during your typical departure windows and verify transfer options through local transit connections for the most reliable door-to-door route.
      What outdoor amenities and lifestyle features are common in Oakville detached-home areas?
      Many detached neighbourhoods offer a strong “everyday outdoors” lifestyle—large municipal parkland, trails, and family-friendly recreation. Oakville is also known for waterfront access to Lake Ontario, including popular public spaces like Coronation Park. As you tour, check for walkability to parks, proximity to trails, and whether the area supports cycling and weekend activities for families.