An Unrivaled Private Compound & Vineyard Retreat in Castro Valley! Welcome to a rare private estate where everyday living feels like a retreat - and where exceptional amenities create a setting made for family, friends, and unforgettable entertaining. Set on 1.33 acres and spanning more than 6,000 square feet, this extraordinary residence lives predominantly on a single level. The chef's kitchen features an oversized butler's pantry, while the light-filled formal living room captures commanding views of the grounds. A private primary wing offers a spacious retreat, and the dedicated entertainment room - with full bar and pool table - flows effortlessly outdoors. The resort-style grounds are designed for living and gathering: an in-ground pool and spa, outdoor kitchen with pergola, fire pit, expansive play lawn, bocce court, and a full-size lighted tennis/pickleball court. A secondary driveway doubles as a basketball court, with RV parking and an attached three-car garage adding everyday convenience. Imagine summer afternoons poolside, evenings around the fire, and weekends filled with friends, family, and a little friendly competition. Downstairs, approximately 800 square feet offers a bonus living area, bedroom, full bath, extensive storage, and a remarkable 300-bottle subterranean wine cellar. With direct exterior access, this space offers tremendous flexibility for an ADU, guest quarters, or multigenerational living, with potential for up to eight bedrooms throughout the home. Adding to the estate's uniqueness is a separately subdivided 0.33-acre parcel planted with five rows of Primitivo/Zinfandel grapes. Harvest from your own vineyard or build and expand your compound. Additional amenities include an inhouse sauna, owned solar which includes 45 solar panels, pool solar, four HVAC systems, EV charger, 50-year roof, and more. A rare legacy estate offering privacy, scale, versatility, and a lifestyle that feels like a destination - without ever leaving home!