366 Winston Road, Oakville, ON L6L 4W5
MLS: W12888432 | Detached
$4,500



















Property Description
Experience refined luxury living in the heart of Oakville. This exceptional, fully renovated bungalow blends timeless elegance with modern sophistication, enhanced by custom architectural additions at both the front and rear of the home. Located in one of Oakville's most desirable neighbourhoods-just minutes from Appleby College, the lakefront, top-tier schools, boutique shopping, and vibrant local amenities-this residence offers an unmatched lifestyle of comfort and convenience. Step inside to soaring cathedral and cove ceilings that create an airy, grand atmosphere. The gourmet chef's kitchen is a true centrepiece, featuring custom maple cabinetry, granite countertops, built-in cooktop and wall oven, travertine flooring, and a stunning skylight that fills the space with natural light. The open-concept flow continues with gleaming hardwood floors, multiple skylights, designer pot lighting, and built-in speakers wired throughout for an elevated living experience. The home's thoughtful design extends to the lower level, offering a separate entrance for added flexibility-ideal for extended family, guests, or private workspace needs. A rare oversized garage accommodates up to four vehicles, providing exceptional storage and utility seldom found in rental properties. This is a truly distinguished home that delivers luxury, location, and lifestyle in perfect harmony-an extraordinary opportunity in prestigious Oakville.
Quick Facts
- Property Type: Detached
- Style: Bungalow
- Bedrooms: 4 (2 above, 2 below)
- Bathrooms: 2
- Fireplaces: Yes
- Parking: 10.0 spaces (Private)
- Basement: Finished, Separate Entrance
- Possession: Other
Detailed Features
Interior & Systems
- Cooling: Central Air
- Basement: Finished, Separate Entrance
Exterior & Construction
- Style: Bungalow
- Roof: Shingles
- Construction: Stucco (Plaster)
- Foundation: Unknown
- Sewer: Sewer
Community & Neighbourhood
- Neighbourhood: 1020 - WO West
Listing Information
Listing History
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366 Winston Road, Oakville, ON L6L 4W5






