Welcome to 1398 Winterbourne Drive, a beautifully maintained family home located in the heart of Oakville's prestigious Clearview community. Offering over 4,000 sq.ft. of finished living space, this residence combines timeless design, functional upgrades, and a location within one of Oakville's top-rated school districts. The home makes a strong first impression with its interlocking brick driveway, landscaped entry, and decorative glass front door. Inside, a soaring double-height foyer with a curved staircase and chandelier sets the tone. The main floor features a bright formal living room, a spacious family room with fireplace and pot lights, and a renovated kitchen with quartz countertops, custom cabinetry, and mosaic backsplash. The adjoining breakfast area opens to the backyard deck, while the formal dining room, private office, powder room, and separate laundry with side entrance add both function and flexibility. Upstairs, there are four generously sized bedrooms and two full bathrooms. The primary suite includes a walk-in closet and a spa-inspired ensuite finished with full tiled walls. Additional bedrooms are bright and spacious, highlighted by a distinctive curved bay-window bedroom overlooking the front yard. A shared bath with double vanity provides everyday convenience. The finished lower level expands the living space with a classic wet bar, open recreation and games area, lounge zone, and a bright storage/utility room with windows. Outdoors, enjoy a tiered wooden deck and lush green lawn with excellent privacy perfect for gatherings or quiet retreats. With its spacious layout, elegant upgrades, and family-friendly location, 1398 Winterbourne Drive offers a rare opportunity to own a home that blends comfort, style, and convenience in one of Oakville's most desirable neighbourhoods. (Furnace 2022,Roof/Front door 2021, Kitchen 2016)