An exceptional opportunity in prestigious South Rougemount! Welcome to 515 Oakwood Drive, where an expansive half-acre-plus property, resort-inspired backyard and sought-after Pickering location come together. Set on an impressive 100 x 220 ft lot, this inviting family home offers the space to grow, entertain and enjoy an enviable lifestyle just moments from the waterfront. The backyard is truly a standout, featuring a pool, cabana and hot tub, creating your own private retreat for summer gatherings, plus an extensive grass area for kids to play. Inside, the open-concept living and dining rooms offer a warm, welcoming atmosphere with hardwood flooring, a wood-burning fireplace and walkout to the deck. The renovated kitchen features quartz countertops, stainless steel appliances and a large breakfast bar, while the sunken family room, complete with a gas fireplace and walkout to the pool and cabana, is perfectly suited to relaxed family living. A spacious primary retreat boasts a private balcony overlooking the pool and backyard, large walk-through closet with natural light and dressing room, and 5-piece ensuite with heated floors. A main-floor bedroom, 3-piece bathroom and separate entrance offer excellent potential for an in-law or nanny suite. Finished basement games room, upgraded bathrooms and a 3-car garage add to the appeal. Enjoy a coveted location close to Rouge Beach, Rouge Park, the Waterfront Trail and Petticoat Creek, with schools and Montessori's, major highways and GO transit nearby. A rare offering combining an exceptional lot, incredible outdoor living and the prestige of South Rougemount.