A newly finished Hillsborough mega-mansion with its own 10-hole putting green and sand trap has quietly hit the market for just under $40 million. The nearly 14,000-square-foot modern estate sits on a knoll with club-style amenities spread across roughly 2.5 acres. After outfitting the place with custom finishes and high-tech systems, the sellers reportedly decided the home was simply too big for their family, and the listing now reads like a pitch to younger Silicon Valley buyers who want new construction, big lots and turnkey entertaining space.
According to Redfin, 455 Pinehill Road is asking $39,888,000 and includes eight bedrooms, 13 bathrooms and about 13,675 square feet of living space on roughly 2.47 acres. The entry notes the house was completed in 2025 and sits atop a promontory with broad bay views. The Redfin listing pulls data from MLSListings (MLS #ML82036796) and identifies Phil Chen of Christie's International Real Estate Sereno as the listing agent.
What’s inside
The property’s program reads like a private resort. The grounds include a 50-foot pool and spa, fire-lit terraces and manicured lawns, plus a private 10-hole putting green with a sand trap, an indoor golf simulator, a two-level home theater and a fitness studio, according to Coldwell Banker. The main kitchen is fitted with Gaggenau appliances and is backed by a staff “dirty” kitchen intended for large-scale entertaining. Crestron automation controls lighting, climate and security, and a climate-controlled wine cellar reportedly holds more than 1,600 bottles, including magnums. The listing highlights numerous custom details throughout the home.
Who’s it aimed at
Phil Chen told The San Francisco Standard that the house is built for a “low-key billionaire” founder with a young family, adding that Hillsborough offers a middle ground between privacy and proximity to the city. Public records and MLS history show the current owners bought the property in March 2023 for about $7.5 million and then spent roughly $13 million on bespoke upgrades, according to the MLS sale history on Redfin. Chen also said some visitors have raised privacy concerns about how visible the home is from the street, and that a planting plan is ready to screen the front of the property when needed.
Where it stacks up
For local context, Elon Musk’s roughly 16,000-square-foot Hillsborough estate sold for about $30 million in 2021, a high-water mark that this Pinehill Road price would top, according to Mansion Global. Hillsborough rarely matches Atherton on the very top sales, but the size, new construction and custom finishes on this property place it among the largest and most expensive Peninsula listings in recent months. Local brokers say buyers at this level tend to prioritize turnkey infrastructure, privacy and spaces built for entertaining at scale.
Since the home hit the market in May, Chen has shown it to about 10 groups, and the listing already has scheduled tour slots posted through the MLS, per The San Francisco Standard. Whether the final number lands near the nearly $40 million ask or comes in lower, brokers expect the sale to be closely watched across the Bay Area luxury market. For now, the Pinehill estate stands as a reminder that well-capitalized buyers are still chasing privacy, space and high-end amenities on the Peninsula.
