A Rare Cliff May Designed Equestrian Estate with Unrivaled Views in Rolling Hills. Welcome to your private hilltop retreat, where classic California ranch architecture meets resort style living. This spectacular 5 bedroom, 5.5 bath estate designed by iconic architect Cliff May is nestled behind the 24/7 guard gated community of Rolling Hills. Perfectly positioned on one of the best streets in the city, this property offers sweeping, unobstructed views of the Queens Necklace, Downtown Los Angeles, and the glittering city lights below. Thoughtfully crafted to capture its breathtaking surroundings, nearly every room in the home frames a panoramic view. Floor to ceiling windows fill the formal living and dining rooms with natural light, while marble floors and vaulted ceilings add an air of quiet elegance. The gourmet kitchen opens to an inviting family room, ideal for casual gatherings and seamless indoor outdoor living. Outside, a sparkling pool and built in BBQ anchor the spacious entertaining patioan ideal setting for sunset soires or weekend relaxation. A detached guest apartment with kitchenette offers comfort and privacy for visitors or multigenerational living. For the equestrian enthusiast, the estate features a barn, corral, and wash area along with the potential to convert the barn to an ADU (buyer to verify with city). With approximately 2 flat acres, the property offers space for a pickleball court, vineyard, orchard, or expanded pasturebringing endless possibilities to life. Originally selected by the former president of Southern California Edison as the first home site on Buggy Whip Drive, this exceptional lot was chosen for its dramatic 180 degree views and expansive flat pad. The result is a timeless, peaceful setting that feels worlds away yet is just minutes from South Bay beaches, shopping, and dining. Rolling Hills offers a lifestyle unlike any other in Los Angeles: a secluded, equestrian friendly community with private riding and hiking trails, community tennis courts, and three secured entrances. This one of a kind property is more than a homeits a legacy estate ready for its next chapter.