Located in the heart of prime Cheviot Hills, on arguably one of the best streets, this beautifully updated Spanish-style estate offers a rare combination of authentic character, thoughtful renovations, and indoor-outdoor living. Privately gated and centered around a charming tiled courtyard with a classic fountain, this property includes a 4 bed, 3.5 bath main house and an idyllic 1 bed, 1 bath guest house. Inside, a dramatic formal entry leads to an elegant living room with soaring vaulted wood beam ceilings, a statement fireplace, custom built-ins, and an arched picture window that fills the space with natural light. The formal dining room, overlooking the courtyard, features a decorative coffered ceiling for intimate gatherings. Just off the dining room, a wood-paneled rotunda office offers a peaceful and inspiring space to work or relax. The remodeled kitchen opens to a cozy family room and breakfast area, as well as an adjacent flex space ideal for a playroom or a second home office; all overlooking the grassy backyard and pool. Upstairs, the spacious primary suite includes a generous sized closet and spa-like updated bathroom. Two additional large-scale bedrooms provide comfort and flexibility with a shared bath. The 4th bedroom upstairs is ensuite, ideal for a guest suite or nursery. Enjoy a serene outdoor retreat with a dining area off the kitchen equipped with an outdoor TV, BBQ and dining area. The grassy lawn offers vegetable beds and a fully gated pool with plenty of hardscape to enjoy privacy and relaxation. A detached guest house perfect for visitors, a home office, or gym completes this estate. A rare opportunity to own a true Cheviot Hills gem with timeless appeal and modern upgrades.