Some streets are desirable. This street is legendary. The third home offered for sale here in the past twenty years, this exceptional estate occupies more than half an acre on one of Ancaster's most coveted addresses, just steps from the Bruce Trail, the historic Ancaster Old Mill and the heart of downtown Ancaster. Offering over 7,000 square feet of finished living space, this five-bedroom, six-bathroom home is complemented by a three-car garage and beautifully landscaped grounds. A dramatic great room with soaring 18-foot ceilings and a wall of windows overlooks the backyard, while garden doors open to multi-level decks and the pool beyond. The formal dining room opens through double doors to a front terrace overlooking the park-like front yard. The kitchen is designed for both everyday living and large-scale entertaining, featuring extensive cabinetry, built-in appliances, wine storage and a dedicated staircase to the lower level. The main floor primary suite is a true retreat, complete with a gas fireplace, direct access to the backyard and pool, completed with a beautifully renovated ensuite. Upstairs, four generously sized bedrooms include two private ensuites, an additional full bathroom and a unique loft on its own level. Two staircases lead to the second floor, while two more connect to the expansive lower level. With more than 2,200 square feet of finished space, the lower level offers remarkable flexibility, featuring a three-sided gas fireplace, recreation and billiards areas, media space, fitness area, full bathroom, a sitting room that could easily serve as a sixth bedroom, extensive storage and existing rough-ins for a future wet bar or secondary kitchen. Outside, multi-level decks surround the swimming pool. Significant updates include the roof (2018), furnace and air conditioner (2020), pool liner and pump (2024), and pool heater (2025). More than a home. One of Ancaster's most coveted addresses. RSA. Luxury Certified.