A refined retreat in Los Trancos Woods, this thoughtfully reimagined estate blends natural light, privacy, and understated luxury. Set among forested hills yet offering rare level grounds and sun filled interiors, the home is designed for both comfort and elegance. Cathedral ceilings with skylights, beautifully refinished hardwood floors, and clean, curated finishes create a warm, modern aesthetic. French doors open to private terraces, encouraging seamless indoor outdoor living. Designed as two independent residences, the property offers exceptional flexibility: Upper Level:Chefs kitchen, private laundry, three bedrooms, and three bathrooms, including a serene primary suite with fireplace and outdoor rain shower. Lower Level: Separate entrance, full kitchen, living area, one bedroom, one full bath, and dedicated laundryideal for guests, extended family, or private quarters. Additional features include a climate controlled wine cellar, generator, and rooftop terrace. The property spans over one third acre and adjoins 3+ acres of protected land backing Stanford University. Just moments from Los Trancos Trail and the amenities of Rosewood Sand Hill, this is a rare and timeless offering in Portola Valley.