Hillsborough Oaks Etc. Homes for Sale

Welcome to Hillsborough Oaks, a hidden gem nestled in the heart of Hillsborough, California. Known for its stunning landscapes and tranquil ambiance, this neighborhood offers a perfect blend of suburban charm and modern living. With its tree-lined streets, manicured lawns, and an abundance of open spaces, Hillsborough Oaks is an ideal retreat for families, professionals, and retirees alike.

One of the most appealing aspects of Hillsborough Oaks is its strong sense of community. Residents enjoy a peaceful lifestyle while being just a stone's throw away from the vibrant culture of nearby San Mateo and Burlingame. The area boasts top-rated schools, making it a prime choice for families seeking quality education for their children. Additionally, the proximity to major highways and public transportation ensures that commuting to San Francisco or Silicon Valley is a breeze.

For those looking to invest in their dream home, Hillsborough Oaks offers an impressive selection of homes for sale. From charming single-family residences to luxurious estates, the properties here cater to a variety of tastes and budgets. Many homes feature expansive yards, modern amenities, and stunning views of the surrounding hills, providing an ideal setting for both relaxation and entertainment.

Whether you’re drawn to the peaceful lifestyle, the excellent schools, or the beautiful homes, Hillsborough Oaks is a neighborhood that truly has it all. Explore the available listings today and discover the perfect place to call home in this enchanting community.

Newest Hillsborough Oaks Etc. Homes for Sale

$28,995,000

11 Beds ⋅ 15 Baths ⋅ ML82038870 MLS

A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.

1200 Armsby DR, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: Pierre & Alex Buljan from Compass

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than RE/MAX CAPITAL are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.