Hillsborough Oaks Etc. Homes for Sale

Welcome to Hillsborough Oaks, a hidden gem nestled in the heart of Hillsborough, California. This idyllic neighborhood boasts a perfect blend of natural beauty and suburban charm, making it an ideal place for families and individuals seeking a serene lifestyle. With its tree-lined streets, meticulously maintained gardens, and a strong sense of community, Hillsborough Oaks offers an inviting atmosphere that feels like home the moment you arrive.

One of the standout features of this neighborhood is its proximity to some of the best schools in the state, providing families with access to top-notch education. Residents enjoy the peaceful ambiance while being just a short drive away from the vibrant cultural and recreational offerings of nearby San Mateo and the Bay Area. Outdoor enthusiasts will appreciate the numerous parks and trails that surround the area, perfect for hiking, biking, or simply enjoying a leisurely stroll.

When it comes to homes for sale in Hillsborough Oaks, you'll find a diverse array of properties that cater to various tastes and preferences. From charming single-family homes with classic architecture to modern estates with luxurious amenities, there’s something for everyone. Many of these residences feature spacious yards, stunning views, and high-end finishes, making them perfect for entertaining or relaxing with family.

If you’re looking to invest in a home that encapsulates the essence of California living while being part of a tight-knit community, Hillsborough Oaks is the place to be. Explore the available listings today and discover the perfect home where you can create lasting memories!

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 Intero 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.