Hillsborough CA Real Estate & Homes for Sale

GREAT OPPORTUNITY FOR THIS TROPHY ESTATE***If you are looking for the best of the best, this is a once-in-a-lifetime opportunity for you to enjoy your life! After years of renovations, 1868 Floribunda Avenue is ready for you to view! The lot is almost 5x bigger than standard lots, all usable! Renovated to the highest quality, situated in one of the best locations in Hillsborough! Nearly 20,000 square feet throughout 6 buildings. New custom-built water well. Three private gates - resident driveway, guest driveway, and pedestrian walkway. No expense was spared for this property to reach the ultimate heights in a smart & secure dream home! You have to see it, to believe it! Qualified buyers only; qualifications requested in order to be screened before showings.

GREAT OPPORTUNITY FOR THIS TROPHY ESTATE***If you are looking for the best of the best, this is a once-in-a-lifetime opportunity for you to enjoy your life! After years of renovations, 1868 Floribunda Avenue is ready for you to view! The lot is almost 5x bigger than standard lots, all usable! Renovated to the highest quality, situated in one of the best locations in Hillsborough! Nearly 20,000 square feet throughout 6 buildings. New custom-built water well. Three private gates - resident driveway, guest driveway, and pedestrian walkway. No expense was spared for this property to reach the ultimate heights in a smart & secure dream home! You have to see it, to believe it! Qualified buyers only; qualifications requested in order to be screened before showings.

DESIGNER FARMHOUSE: TOTAL RENOVATION OPENING TO INCREDIBLE FLAT LOT! Welcome to this through-composed Designer Farmhouse, equal parts Napa getaway and Cape Cod treasure...brilliantly renovated and expanded by acclaimed interior designer Christine Sheldon. *5 bedrooms, 4.5 bathrooms, plus Large Office/Playroom* Incredible quality and handpicked character of the finest finishes* Solar powered with 2 Tesla Powerwalls* Open Kitchen/Family room with 11 ft. white marble island and adjoining Family Room open to Flat Yard, 2 covered entertaining pavilions, pool, spa, HUGE open lawn, and Custom Gas Fire Pit. *All bathrooms beautifully redone with white marble and fine finishes. Unique architectural ceiling treatments in each room* Special features such as large Mud Room, Walk-in Pantry, Sonos inside and out, Wine Bar, Undercounter Sub-Zero refrigerator drawers on island and much more!* The very best street of Carolands, beautifully flat and streaming with sunshine, West Facing Yard!

This exquisite three-story villa is nestled on nearly two acres of stunning gardens that capture the essence of Italy. The villa features interiors of unmatched quality with materials sourced globally, including fine woodwork, sleek lighting, and premium natural stone that exemplify modern sophistication. The grand entrance welcomes you with high ceilings and an office adorned with coffered ceilings. The master bathroom showcases a remarkable old-world charm. The state-of-the-art kitchen is equipped with a large island, and the lower level boasts a wine cellar, a full bar, and spaces for entertainment and media. Balconies, patios, and terraces offer views of a resort-like backdrop. The home is equipped with radiant heating, Sonos sound system, and a video security system. An outdoor kitchen with a dining bar, three fireplaces, and a saltwater spa enhance the luxurious outdoor living. Secluded by the orchard, there is a one-bedroom, self-contained guest house with an eat-in kitchen. This estate offers vast space, privacy, and opulence, making it a rare gem on the market.

Magnificent Mid-Century single-story home with grand layout and scale. This lovely home is introduced to the market for the 1st time since 1956 and was previously showcased in a Better Homes and Garden architectural article! Fabulous expansive common area with inviting floor to ceiling windows that capture views of the bay, spacious rear yard and overlook the inground kidney shaped pool. The floorplan offers flexibility for a home office, in law or au pair suite scenarios. The home has a total of four light-filled bedrooms including two En Suite units. All bedrooms have abundant storage and closet space. Updated kitchen with Thermador and Sub-Zero appliances and granite counter tops. Its an easy walk to Hillsborough's coveted West School which was designated as a California Distinguished School 2023. Other features, beautiful, refinished hardwood floors, convenient spacious laundry room with utility sink and storage, attached two car garage and much more.

This modern masterpiece, built in 2018 embraces mid-century aesthetics and design principles in Lower Hillsborough on a secluded half-acre. Designed by Nancy Sheinholtz Associates, the home is surrounded by redwoods and features a modern facade of stainless steel and stone. Inside, polished concrete floors and glass walls underscore the modern vibe. The layout promotes indoor/outdoor living with retractable glass doors connecting the spacious great room to the outdoor pool area. The kitchen is a modern culinary space with top-tier appliances. There are 5 bedrooms, each with its own bath, plus an office. Main-level bedroom suite, upstairs primary suite and two additional suites, plus a private upstairs multi-room suite near an outside entrance offers flexibility for remote work needs or extended family/guest quarters. Outdoor entertainment is a breeze with a large pool, fire pit, and barbecue kitchen. Midway between San Francisco & Silicon Valley. Excellent public and private schools.

Discover modern luxury in this newly completed home with an ADU in Lower North Hillsborough. Boasting a modern interpretation of the classic Colonial style on landscaped grounds of more than one-half acre at the end of a cul de sac. The two-level home features designer hardwood floors, custom colors, exquisite lighting, and high-end finishes. The layout includes formal living and dining areas plus a spacious great room with top-tier stunning kitchen. 5 bedrooms, each with en suite bath, one on main level also ideal for an office. The ADU has 2 additional bedroom suites and a full kitchen. Pool, spa, fire pit, barbecue center, bluestone patios, and vast lawn perfect for relaxation and entertainment. This property offers premier construction, ample living space, and proximity to excellent public and private schools midway between San Francisco and Silicon Valley.