This exceptional six-bedroom estate and detached cottage exemplify the best of the Piedmont lifestyle. Located near top-rated K-12 schools, verdant parks, and the newly re-opened community pool, this 1907 home blends historic nostalgia with a masterfully updated floorplan. Built with original stone from the Rockridge quarry, the residence offers an elegant yet comfortable flow ideal for modern living. The entry foyer leads to gracious spaces with soaring ceilings and a grand central staircase. At the heart of the home, the modern epicurean kitchen and family great room feature professional appliances, a butler's pantry, and an expansive island. Accordion glass doors create a seamless transition to a patio, hot tub, and lush lawns-perfect for large-scale entertaining or quiet afternoons. The main level also hosts a formal living room with one of the home's four fireplaces, a den, and a large library/billiards room. West-facing windows capture stunning sunsets over a garden filled with citrus, roses, and fruit trees. The upper level offers four ensuite bedrooms. The primary suite enjoys views of Oakland, San Francisco, and the Bay, while two additional bedrooms feature French doors leading to a copper-inlaid balcony. A large attic provides potential for an additional 1,000+ square feet of development. The lower level serves as a entertainment hub, featuring a historic bar (a former speakeasy?) with a wood-burning fireplace and a climate-controlled wine room. This level also includes a fifth ensuite bedroom with its own kitchen and laundry, ideal for guests. To the east, a light-filled detached two-bedroom cottage sits above a three-car garage. Equipped with its own heating, hot water, and laundry. Two sets of French doors lead to a sunny and cheerful deck.