Hillsborough Oaks Etc. Homes for Sale

Welcome to Hillsborough Oaks, a picturesque neighborhood nestled in the heart of Hillsborough, California. Known for its lush landscapes and serene ambiance, this charming community offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully manicured lawns, Hillsborough Oaks is a haven for families, professionals, and retirees alike.

The neighborhood boasts an impressive selection of homes for sale, ranging from elegant estates to cozy family residences, each exuding unique character and charm. Many of these properties feature spacious layouts, modern amenities, and stunning outdoor spaces, making them ideal for both entertaining and everyday living. Whether you’re seeking a contemporary masterpiece or a classic California bungalow, Hillsborough Oaks has something to suit every taste and lifestyle.

Beyond the stunning homes, residents of Hillsborough Oaks enjoy a wealth of local amenities. The area is known for its top-rated schools, making it an attractive choice for families. Additionally, the close-knit community hosts various events throughout the year, fostering a sense of belonging among neighbors. With nearby parks, walking trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore and enjoy nature.

Conveniently located just minutes away from downtown San Mateo and major highways, Hillsborough Oaks offers easy access to shopping, dining, and entertainment options. Experience the charm and allure of this exceptional neighborhood, where you can find your dream home and create lasting memories. Discover Hillsborough Oaks today—your perfect slice of California living awaits!

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 Fine Group Real Estate 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.