3249 Bennett Drive

An enduring Hollywood Hills classic, reimagined for modern living. This fully gated 1920s Spanish compound has been thoughtfully renovated to honor its historic character while delivering the quiet luxury expected of contemporary life. Smooth stucco walls and authentic Spanish tile blend seamlessly with warm white oak floors, graceful arches, and refined modern details, creating a residence that feels both timeless and current. Spanning 3,235 square feet across three carefully considered levels, the home offers four bedrooms and four bathrooms, multiple living spaces designed for both connection and privacy, and is complemented by an expansive 750-square-foot four-car garage. Picture windows and French doors fill the interiors with natural light throughout the day while framing serene mountain and treetop views that shift with the hours. Outside, lush, greenery-lined spaces envelop the property, reinforcing an extraordinary sense of privacy and seclusion rarely found so close to the city. The upper level is purpose-built for effortless entertaining. A chef's kitchen flows openly into formal living, dining, and family rooms, each defined by generous proportions, warm natural materials, and thoughtfully framed vistas. The atmosphere feels equally suited to sophisticated gatherings of friends and colleagues or quiet, intimate evenings at home. The second level is dedicated entirely to private living quarters. Two guest bedrooms provide comfortable retreats, while the sumptuous primary suite anchors the floor. Here, a cedar-lined closet, a private view deck, and a spa-inspired bath centered on a deep soaking tub transform the suite into a true sanctuary, ideal for slow mornings with coffee overlooking the hills or long evenings unwinding beneath the city lights. The lower level has been reimagined as a private media room, a dramatic and inviting space where family and friends can gather for films, celebrations, or relaxed evenings together, fully separated from the main living areas above.A separate one-bedroom casita adds meaningful versatility. With its own private entrance, stylish living area, and kitchenette, it functions as a true independent retreat, perfect for overnight guests, extended family stays, staff accommodation, or a potential income-producing rental.Outdoors, the grounds evoke a private hillside resort. Multiple dining terraces and decks with newly finished in Spanish tile, capture the California breeze and the shifting light across the hills. Mature landscaping, hillside views and total privacy create a deep sense of calm enjoyment.A rare street-to-street lot with dual entrances further enhances both privacy and convenience. Despite its secluded setting, some of Los Angeles' most iconic destinations are just minutes away, including celebrated restaurants, boutique shopping, scenic hiking trails, the Hollywood Bowl, and major studios. Timeless allure. Modern comfort. Absolute privacy. A rare Spanish compound where the romance of old Hollywood finds its most refined contemporary expression.