Set on one of Windsor Square's most iconic tree-lined streets, 257 S Van Ness is a classic California two-story traditional that offers elegance, scale, and endless potential. With over 3,600 square feet of living space, 5 bedrooms, and 3 bathrooms, the home delivers a perfect layout and a sense of ease that's increasingly rare. Updated over the years and well maintained, the interiors are welcoming and thoughtfully configured. The kitchen is a standout anchored by a central island, with ample counter space and room for a dining table - it's both highly functional and designed for connection. Whether cooking casually or entertaining a crowd, it's the heart of the home in the best possible way. The family room opens to the backyard and sits below an 800+ square foot flat roof deck, ideal for an expansion or rooftop retreat. Set on an over 10,000 square foot lot, the property offers a large, private yard and a detached garage ready for transformation into a guesthouse or ADU. Located in the Third Street School district, this is a home that blends comfort, location, and architectural presence just blocks from the best of Larchmont Village. Live beautifully as is, or bring your vision to life 257 S Van Ness Ave is the kind of home that rarely comes to market, and never stays long.