5237 Oakdale Privately gated and ideally situated south of Ventura Boulevard in Woodland Hills, this special compound presents a rare opportunity to own a single-story Spanish residence on an expansive 20, 958 SQFT flat lot in one of the valley’s most sought after neighborhoods. Offering privacy, scale, and versatility, this charming home blends everyday comfort with meaningful long term potential - whether to enjoy as-is, fully renovate and expand, or build your dream estate. The interior unfolds with warmth and character, shaped by thoughtful details that give the home its unique personality. The main residence features 3 bedrooms and 2 bathrooms, hardwood flooring, smooth ceilings, recessed lighting, and is thoughtfully laid out for both entertaining and effortless daily living. A wood beamed ceiling in the family room and a chef’s kitchen with granite countertops plus large center island, anchors the heart of the home, complemented by updated bathrooms, newer interior paint, and a cozy fireplace. The spacious primary suite features a walk-in closet and a full en-suite bathroom with a spa tub and separate shower. Abundant natural light fills the home throughout the day, creating a comfortable and welcoming environment with a seamless connection of indoor/outdoor living space. Outdoors, the resort-like grounds truly set this property apart. Handcrafted details such as custom painted columns and mosaic wall accents quietly elevate the exterior spaces with charm and personality. The sprawling lot is highlighted by a sparkling pool, covered patio with BBQ bar, basketball court, mature gardens, planters, and multiple storage sheds - offering endless possibilities for leisure, entertaining, or future expansion. A long private electric gated driveway provides parking for multiple vehicles, adding both convenience and privacy. The estate also includes a detached two-car garage with a private upstairs recreation room and bathroom ideal for a potential ADU, home office, guest suite, or creative studio - an increasingly rare and valuable feature in today’s market. Quietly tucked away yet moments from premier dining, shopping, cafés, Topanga Village, Warner Center, local parks, and the new LA Rams practice facility, with easy access to freeways and the beach via canyon roads, this is a truly distinctive offering.