Hillsborough, CA Homes for Sale with Acreage

GRANDEUR. MODERN LUXURY. OVER 2 ACRES + NEW ADU + EXTENSIVELY MODERNIZED A rare Hillsborough estate where irreplaceable old-world craftsmanship meets todays technology and comfort. Extensively modernized with a new kitchen, updated baths, new heating and air conditioning, generator, and sophisticated smart-home systems. Hundreds of LED lights, gates, climate, security and other home functions can

Stanley Lo Green Banker Realty

A landmark Hillsborough estate of extraordinary scale, privacy, and unparalleled distinction, nestled within the exclusive New Place Road enclave, historically associated with the Gilded Age-era William H. Crocker estate. Arrival begins at the historic William H. Crocker gate posts marking the entrance to New Place Road, winding through the fairways of Burlingame Country Club.150 New

Mary Bee Thrasher Intero Real Estate Services

Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard

Pierre & Alex Buljan Compass

Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soaring open-concept living area. Vaulted ceilings with exposed beams and floor-to-ceiling windows flood

Stanley Lo Green Banker Realty

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. 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

Jenn Gilson Golden Gate Sotheby's International Realty

Finally, an affordable lot to build your dream home in the exclusive city of Hillsboro. Trust sale. Near finished house plans & soil report. Submit offers. All offers reviewed 9/30/26.

Alex Schauffert New Standard Realty