Set in one of Oakville’s most sought-after neighborhoods, 396 River Side Drive offers a rare combination of modern luxury and natural beauty. Rebuilt in 2022 with only part of the foundation and exterior walls preserved, this home is a striking example of contemporary design, boasting superior craftsmanship and high-end finishes.The stunning exterior welcomes you with an interlock walkway, glass railings, and exceptional curb appeal. Inside, the open-concept main floor is designed for effortless living and entertaining, featuring wide-plank hardwood flooring and a chef-inspired kitchen with custom cabinetry, premium JennAir appliances, and a grand waterfall island. A versatile main-floor bedroom/office with a 2-piece ensuite, a cozy family/media room, a second powder room (with heated floor), and a convenient dog-washing station complete this level. A sleek open staircase with glass railings leads to the second floor, where natural light floods the space. The primary suite is a true sanctuary, boasting expansive windows, a luxurious 4-piece ensuite with a dual vanity, heated floors, a walk-in shower, and a generous walk-in closet. Two additional spacious bedrooms, a 5-piece bath also with heated floors, and a laundry room complete this level. The fully separate lower level, featuring its own entrance, includes two bedrooms, a full kitchen, a 4-piece bath, and in-suite laundry, offering an excellent opportunity for rental income or multi-generational living. The home is built with up to one-foot-thick exterior walls for superior insulation and energy efficiency, and the attached garage includes an electric car charger. Situated on a sprawling 60 x 160 lot, this property boasts a deck and interlock patio, providing a perfect space for outdoor relaxation or future pool potential. Enjoy the best of South Oakville, walk to Kerr Village and downtown Oakvilles shops, restaurants, and waterfront parks, with top-rated schools, highways, and GO Transit just minutes away.