Set on one of Highland Park’s most iconic streets, 4215 Lakeside Drive is part of an architecturally significant enclave of four estates designed in 1923 by renowned Dallas architect Anton Korn. Built for businessman William P. Head and his wife Lula Rose, this distinguished Italianate-style residence showcases classic symmetry, stucco walls with elegant stone trim, and a striking red-tiled roof—hallmarks of Korn’s refined aesthetic. Lovingly restored and meticulously maintained by the current owners and previous owners, to protect this home for future generations, the home blends historic charm with thoughtful and meaningful updates. The main level offers an inviting and gracious floor plan, including a grand formal living room and dining room, a more casual living area with windows on two sides overlooking the landscaped grounds, two offices, wine storage, bar area, sitting room, and a chef’s kitchen. There is a basement chilled wine storage for entertaining. Throughout the home, European and Russian artisans have masterfully restored the hardwood flooring and architectural details, preserving the craftsmanship of a bygone era. The second level is devoted to a serene primary suite, featuring a spacious bath, oversized closet, and abundant natural light, plus two spacious secondary bedrooms with shared tiled bath. On the third floor, a private guest suite, exercise room, and additional office space provide flexibility and privacy. Set on over half an acre, the grounds offer a peaceful retreat with manicured lawns, a stunning tiled pool, and full guest quarters that include a Moroccan-inspired living space and two guest suites above. A gated two-car garage completes this exceptional property. Just steps from scenic Lakeside Park—with its winding paths, picnic areas, and Turtle Creek views—this remarkable estate embodies the very best of Highland Park living: historic pedigree, elegant design, and timeless appeal.