Skyline-Hillcrest Estates, Oakland

Tanja Odzak is a Top East Bay Realtor with eXp Realty, helping buyers and sellers in Oakland and across the East Bay. She has sold a home in Skyline-Hillcrest Estates. Skyline-Hillcrest Estates is a neighborhood in Oakland's Southeast Hills, and it is the name listing sites use for this part of the hills. It is an amazing neighborhood with amazing views of the San Francisco Bay, and it backs up to Redwood Regional Park. When we refer to Skyline-Hillcrest Estates, we are including the homes the MLS lists under Skyline, Skyline Estates, Skyline Hills, Hillcrest, Hillcrest Crest, Hillcrest Estate, and Hillcrest Highlands in that term.

At a glance: In the 12 months through September 2026, the median sale price of a single-family home in Skyline-Hillcrest Estates was $1,680,000, across 8 sales. Homes sold for about 111.4% of their list price, and the middle sale took 13 days on the market.

The homes are large and beautiful. The types range from midcentury modern homes to late-1960s ranch styles to contemporary rebuilds, and more. Hillside homes are worth a careful look before you write an offer. Like many homes in Oakland, drainage and foundation issues may be present because of the hills. Much of the Oakland hills is inside the City's Very High Fire Hazard Severity Zone, which the City kept in place in 2025, so check the address: a sale in the zone includes defensible space paperwork under state law, and it is worth getting insurance quotes early.

Some homes back straight onto the park. Tanja sold a home here, and the seller told her he grew up in it. There was no fence between the house and the park, so as a boy he could run out of the backyard and straight into the redwood forest.

Dr. Aurelia Reinhardt Redwood Regional Park covers 1,833 acres off Redwood Road, with a forest of coast redwoods, nearly 40 miles of trails for hiking, jogging, and horseback riding, Redwood Creek, and picnic areas. The Bay Area Ridge Trail and the East Bay Skyline National Trail pass through part of it. Leona Canyon Regional Open Space Preserve is also in the Oakland hills, off Keller Avenue, and extends toward Merritt College. The East Bay Regional Park District runs both.

Skyline-Hillcrest Estates has larger homes on big hillside lots, many of them custom, so comparable sales are few and have to be chosen with care, and buyers will look closely at the slope, drainage, and retaining walls. The neighborhood sits in the City's Very High fire zone, so a sale includes defensible space documentation under state law. The City's transfer tax is charged in tiers on the whole price plus Alameda County's own transfer tax, and the sewer lateral needs a compliance certificate or a time extension certificate before escrow closes. Who brings the lateral into compliance, the seller or the buyer, is negotiated. My page on selling your home in Oakland walks through each step.

Tanja Odzak has sold a home in Skyline-Hillcrest Estates and can usually spot an older home's condition issues by eye, often before the inspection report comes back. If you're weighing a purchase or thinking about selling, that conversation is worth having early.