Hillsborough CA Real Estate & Homes for Sale

Significant over $800,000 Price Improvement! Exceptional opportunity to own a grand estate in the heart of Hillsborough. 760 Chateau Dr is now offered at an incredible new price, representing outstanding value for this premier property. Set on over 2/3 of an acre with a total of 7,285 sq.ft of living area, this elegant home offers spacious interiors & stunning grounds in a prime location. The main residence spans 5,875sq.ft of living area across three beautifully designed levels, featuring exquisite architectural details. Expansive windows frame breathtaking views of lush greenery and, from the primary suite, spectacular Bay vistas. The home provides multiple private balcony access points, ensuring seamless indoor-outdoor living. The true heart of this estate is its enchanting backyard, a serene retreat with meandering pathways, charming seating areas, and a storybook-like ambiance. The sparkling pool is complemented by a luxurious 1,410-square-foot guest house/ADU, built in 2011, offering additional space for hosting, entertaining, or indulging in new and existing hobbies. Perfectly situated between Silicon Valley and San Francisco, this estate offers both privacy & convenience. With a 3-car garage and a combination of grandeur and comfort this estate has it all.

Stop your search, this home has everything on your checklist: stunning, private views, a massive floor plan, high ceilings, and a prestigious Hillsborough address. The standout feature is the expansive downstairs media room. Once a concert hall for top artists, it can continue that legacy or be transformed into a home theater, fitness room(perfect for indoor pickleball!),or bonus living space. Complete with a private entrance, wet bar, and proximity to the outdoor patio, its a space with endless possibilities. Every detail of this 6,400 sq ft estate exudes thoughtfulness. New hardwood flooring flows throughout, while large bay windows & double doors frame mountain views & create a bright, airy ambiance without sacrificing privacy. At the heart of the main floor is a serene courtyard that anchors the family room, open kitchen, & formal living room. The primary suite features a soaking tub, double shower, fireplace, and walk-in closet,while the open kitchen boasts top-of-the-line appliances & granite countertops for delightful entertaining in the formal dining room, at the breakfast bar, or in the eat-in space. Additional amenities include solar panels, ample garage storage with EV charging hookups & a prime location in the top school district with easy access to highways 280 & 92

APPROVED PLANS FOR A BRAND NEW MODERN HOME! ALL PERMITS COMPLETED, READY TO BUILD YOUR DREAM HOME!!! HUGE LOT WITH .621 ACRES OF USABLE LAND, SEATED IN THE PERFECT LOCATION / NEIGHBORHOOD. Plans include a 1 bed/1bath ADU with a full kitchen, dining, & living room, as well as a swimming pool. Close to top-rated schools, countless amenities, modern conveniences, Downtown Burlingame, and easy commuting options. THIS IS EVERYTHING YOU COULD WANT IN A QUINTESSENTIAL HILLSBOROUGH HOME! More photos of original current home available upon request. Total square footage, bedroom count, bathroom count, and ADU details are based on the approved plans, not the existing structure. The existing home is 2,580 SqFt with 4 beds and 2.5 bathrooms. Renderings are for conceptual purposes only.

LOWER HILLSBOROUGH'S PREMIER ESTATE! Rare listing, a once-in-a-lifetime property w/ one of the LARGEST LOTS in its neighborhood -- 1.286 ACRES OF TOTALLY FLAT LAND! European style Italian Villa, constructed to perfection resembling the work of "turn-of-the-century" architect George Howard. UPDATED & RENOVATED throughout the years. EXTENSIVE STREET SETBACK. There's a Detached 5-car garage with a 1br/1ba ADU and private executive office / conference room. Details outside include a regulation tennis court, 2 separate spas, in-ground Pebble-Tec pool surrounded by flowering plants, A HUGE LAWN, multiple patios, a terrazzo terrace, vast motor court, statues by legendary sculptor Gaston Rognier, pristine landscaping by renowned designer Thomas Church, multiple gardens / flower beds, AND SO MUCH MORE! Additionally, the electrical, plumbing, heating, air conditioning, roofing, irrigation, retrofitting, and exterior lighting have all been upgraded modernizing this estate. Inside you'll find a large formal living room & dining rooms, a chef's kitchen, elliptical staircase w/ 40ft high entry, many 13ft high ceilings, butler's pantry, garden room, music room, a whole house 22kW generator, smart electronic lighting, elevator, roof deck, multiple en-suites, AND MORE! Too much to list here!

Welcome to this stunning, newly remodeled 6-bedroom, 6.5-bathroom home located in the desirable city of Hillsborough. This expansive residence boasts 6,690 sq. ft. of luxurious living space on a generous 36,920 sq. ft. lot. The gourmet kitchen is a chef's dream, featuring a gas cooktop, island with sink, quartz countertops, multiple wine refrigerators, freezer, and additional high-end appliances, including multiple dishwashers and oven range. Entertain guests in the formal dining room or the cozy breakfast nook with family room combo. The home features elegant brand new wood flooring throughout and includes amenities such as walk-in closets, vaulted entry, bay windows, built-in vacuum, high ceiling, security gate, and skylight. Enjoy the warmth of the fireplace on cooler evenings. The primary bedrooms offer a retreat with walk-in closets, oversized tubs, and steam shower. Convenience is enhanced with a ground floor bedroom and full bath, plus laundry facilities located on the upper floor. The home is equipped with central AC and heating for year-round comfort. Located within the Hillsborough City Elementary School District, this exceptional property offers the perfect blend of luxury and functionality.

NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the left of the foyer, a refined living room with a tasteful fireplace. On the right, a great room that integrates both the kitchen, dining area, and family room; ideal for hosting guests. The high-end, modern chef's kitchen is equipped with top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! EVERY BEDROOM IS EN-SUITE with a pristine bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay, some of the best Hillsborough has to offer. The backyard features a sparkling pool and expansive lawn, with several patio sections and a BBQ area. This home encompasses luxury and practicality, with access to prestigious schools and the convenience of Highway 280. DO NOT MISS OUT, START 2025 WITH A BANG!!!

Step into a piece of history w/ this extraordinary Hillsborough property, originally the 5-stall carriage house for the infamous 16-acre Fagan Estate. Transformed in 1971, the carriage house is now a luxurious single-family residence, designed to cater to modern living, while beautifully preserving the historic charm. Spanning approximately 7,000 square feet, the home includes 7 bedrooms, 4.5 baths, fully equipped media room, home gym & upstairs sunroom w/ solarium balcony access. The multi-level layout wraps around meticulously designed gardens, offering picturesque views throughout. The exterior features over half an acre of vast garden space. Enjoy the ivy-covered trellis, elevated terrace with heated saltwater pool & spa & rolling grass-covered yards. Garden pathways lead to a charming children's play area. Mature trees surround the property, ensuring complete seclusion and privacy. Located in the prestigious Lower Hillsborough area, this property sits on a private, quiet street w/ no through traffic. Excellent Hillsborough North schools are a significant draw for families, while the proximity to downtown Burlingame & San Mateo ensures you're never far from amenities. Quick connections to international airports, San Francisco, & Silicon Valley add to the convenience.

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 hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629)