Crestmont, Oakland, CA

Crestmont sits high along Redwood Road where the ridge flattens before dropping into Redwood Regional Park. Streets like Kimberlin Heights Drive and Crestmont Drive trace the contour of the hill, with homes stepping down the slope behind tidy retaining walls and mature Monterey pines. Architecture skews mid-century ranch and split-level, though infill remodels with big view decks are becoming common. Many lots back directly onto parkland, so some backyards roll right into open space. Outdoor access is the headline amenity. The Serpentine Prairie entrance to Redwood Regional Park and the Skyline Ranch Equestrian Center line the northern edge, while trailheads to the Sequoia-Bayview loop sit a few minutes east on Skyline Boulevard. Crestmont lacks its own retail strip, but the Skyline Community Market covers quick staples, and the Oakland Hills Tennis Club offers pool and court memberships just outside the boundary. Safeway, casual dining, and Highway 13 are a short downhill drive on Redwood Road. The vibe is wooded, low-key, and neighborly. Well-kept yards mix native landscaping with fruit trees, traffic stays slow thanks to the ridge-top layout, and evening dog walkers often gather where the cul-de-sacs meet trail entrances. Residents value the mix of immediate wilderness, Bay glimpses, and an easy commute route that keeps Crestmont feeling both remote and connected.