Designed in 1923 by renowned architect Clarence J. Smale, this timeless Mediterranean home blends historic character with modern comfort on one of Windsor Square’s most coveted blocks. Gracefully set back from the street and framed by mature sycamores, the residence offers a rare sense of tranquility and presence.A beautiful arched entry leads to a striking foyer with black-and-white stone floors. The grand step-down living room, illuminated by two exposures, opens through French doors to the backyard. A charming library/office enjoys its own private patio, while the formal dining room – with garden views- doubles as a welcoming family space. The den, opening to the backyard, functions equally well as a breakfast room or cozy retreat.The chef’s kitchen is updated with a large honed marble island, generous pantry (formerly a bedroom), laundry room, and adjacent full bath. A stylish powder room completes the first floor. Upstairs, the primary suite offers elegance and serenity with a stone fireplace, private terrace, remodeled bath, generous walk-in closet, and separate office or dressing area. Two additional ensuite bedrooms line a light-filled hallway. An entertainer’s dream backyard is hedged in and private with a pool, spa and outdoor kitchen. Above the detached two-car garage, a flexible guest suite/gym/office includes its own bath. A rooftop deck crowns the space, offering unexpected views of Griffith Observatory and the Hollywood Hills. Located in the 3rd St elementary school district, moments from Larchmont Village’s Farmers Market, beloved restaurants, shops and yoga studio, this home captures the perfect balance of architectural romance and urban sophistication in a close-knit community.