Exceptional opportunity to own a beautifully updated 5-bedroom, 4-bath executive home on a rare 50 × 350 ft lot in the heart of prestigious Old Oakville. Nestled on a quiet, tree-lined street, this over 4,000 sq ft residence features a stunning great room with 18' vaulted ceiling and French doors opening to a huge two-level deck overlooking a private Muskoka-style backyard oasis, offering the perfect blend of cottage-style living and city living comfort. The bright open-concept kitchen with skylights and stainless steel appliances is ideal for entertaining, while the main-floor in-law/guest suite with private ensuite provides flexibility for multi-generational families. Freshly painted, carpet-free, and filled with natural light, the home includes new LED lighting, two furnaces, two A/C units. With two separate basement entrances and a walk-out lower level, there’s exceptional potential for a private suite, home office, or future expansion. Walking distance to the new community centre, lakeshore, top-rated schools, parks, and transit, and just minutes to the QEW, this property offers the perfect balance of luxury, privacy, and convenience — a rare chance to live, invest, or build your dream home in one of Oakville’s most prestigious neighborhoods.