Tucked at the end of a quiet cul-de-sac, 5265 Winifred Dr. offers privacy, charm, and thoughtful updates throughout. A welcoming approachlined with light posts and surrounded by mature greeneryleads to a home full of character, highlighted by a distinctive vining faade. Inside, a glass door opens to a spacious upper deck, creating a seamless extension of the living spaceideal for relaxing, entertaining, or enjoying sunset views. The main level features original hardwood floors, a bright and inviting living room, and a dining area that sits just off the kitchenproviding separation while maintaining a functional layout and easy access to the deck. The updated kitchen includes refinished cabinetry, quartz countertops, recessed lighting, and stainless steel appliances. Upstairs, three bedrooms include a primary suite with a refreshed bathroom featuring updated flooring, fresh finishes, and a new vanity. The hallway bathroom has been fully renovated with quartz shower walls, a new tub, modern fixtures, and updated flooring. Hardwood floors continue throughout the bedroom level. The lower levels offer a workshop area adjacent to the two-car garage and a dedicated laundry/utility room provide added functionality. A flexible bonus room with a custom bar, separate entrance, lower patio, and direct garden accesswell suited for a home office, media room, or guest space. Located near trails, Castro Valley Marketplace, Lake Chabot Regional Park, BART, and major freeways, offering convenient access to shopping, dining, and commuting.