Hillsborough CA Real Estate & Homes for Sale

This Hillsborough estate is a true masterpiece of contemporary design and craftsmanship. Nearly 5,700 sf of total living space. Spanning three levels, the home is filled with exquisite details and premium materials, with a bold use of glass that floods every corner with natural light. A magnificent great room, a gourmet kitchen, and an inviting family room provide ideal venues for both entertaining and daily life. Designed for seamless indoor/outdoor living, glass walls fully retract to reveal five-star grounds with an infinity pool, an outdoor kitchen, and patio space. Each bedroom is en suite, with the stunning primary suite boasting a fireplace and a private balcony, while the detached guest home provides an additional bedroom and bathroom. Conveniently close to downtown Burlingame, a prestigious country club, parks, SFO, and commute options. Additionally, families will appreciate access to top-rated public schools and nearby private institutions (buyer to verify eligibility).

Regally situated on a .59-acre lot with breathtaking Bay views, this stunning +/-5,000 sq. ft. residence offers 5 bedrooms and 4.5 baths, blending luxury and warmth in a seamless, sun-drenched floor plan. Highlights include an impressive living room with floor-to-ceiling windows that frame the incredible views and French doors that open to the exceptional rear grounds, a large formal dining room, chefs kitchen/family room ensemble with island and breakfast nook, and French doors that access a vast terrace and the amazing grounds. 3 bright bedrooms with 2 bathrooms plus 2 powder rooms complete one wing of the main level. Upstairs features a sizable primary bedroom retreat with wall-to-wall windows that capture spectacular views, built-in cabinets, fireplace, 2 walk-in closets, spa-like marble bath, and a laundry closet. The substantial 5th bedroom wing includes a great room, full bath, rear patio access, lower-level gym/office, and large wine room--the perfect place for guests or recreation. Outside, the majestic grounds offer elegant & lush landscaping, meandering pathways, incredible vistas, large patios, outdoor kitchen, firepit, sweeping level lawns, fountain, rose garden, and a putting green. Completing this showcase home is an attached 3-car garage and a large laundry room.

Spacious and bright, with a fantastic layout and a wonderfully flat yard, the Oak Rim Retreat is the Hillsborough home you have been waiting for. With a ground-floor bedroom suite, sparkling chefs kitchen, four bedrooms upstairs, including a large primary suite with big closets and an oversized soaking tub, and two additional bedrooms and full bath in the separate pool house, this home has space for everybody. The stately facade welcomes you home, and the intelligent floor plan weaves practicality with comfort. And when entertaining, equally impressive - the soaring ceilings of the double-height foyer open up nicely to the living room, which features a modern central fireplace and stylish wet bar. Indoor/outdoor entertaining is easy, with sliding doors in the center of the home that open up from the kitchen to the beautiful backyard, which features a pool, rose planters, plenty of patio space and a large grass play area. The breakfast nook, powder room, family room, formal dining room, and a large three-car garage complete the home. This is it! Welcome home.

Discover a masterpiece of luxury living in Hillsborough's most prestigious neighborhood, boasting breathtaking San Francisco Bay Area views. Set on over 1 acre, this exquisite home features an open floor plan, a chef's kitchen, and a luxurious primary suite, offering an unparalleled living experience. Step outside to your private pool and gazebo, where you can soak in the captivating vistas that define the essence of Bay Area living. Note: County records show 4 Bedrooms, 5585 SF. 5861 Sf is based on floor plan measurements provided by Bhupesh Patel. Sellers plans show 5th bedroom. Buyer to investigate to satisfy themselves.

Nestled amongst the tree-lined streets of Lower-Middle Hillsborough in a particularly coveted area. This private neighborhood is just a short drive to downtown Burlingame & provides access to some of the best public & private schools in Northern California. This traditional home seamlessly blends classic charm with modern amenities, perfectly suited for contemporary living. The updated interior showcases refined details like crown molding, hardwood flooring, recessed lighting, high ceilings, & spacious rooms filled with natural light thanks to tall windows & glass doors. Downstairs, features a formal dining room & a spacious living room, perfect for gatherings. You'll also find a craftsman office/study room. The chef's kitchen boasts high-end stainless-steel appliances from brands like Sub-Zero, Miele, and Viking, along with a large center island featuring a built-in sink. The nearby family room seamless connects to the kitchen. The oversized bedrooms offer a relaxing escape, while the pristine bathrooms add a touch of elegance to your daily routine. The backyard is an outdoor haven, featuring a sparkling pool & spa, a bocce ball court, & a spacious patio for sunny relaxation and entertainment. This home represents the perfect blend of location, modern design, comfort, and charm.

This luxurious 2001-built home in the prestigious Lakeview neighborhood of Hillsborough sits on a gated 0.6-acre lot, offering a serene yet convenient retreat just minutes from the 280 Freeway, 30 minutes from both San Francisco and Silicon Valley, and 15 minutes from SFO. The interior features high ceilings, recessed lighting, crown molding, wainscoting, gleaming hardwood floors, chandeliers, and luxurious fixtures that all project class and sophistication. Large windows flood the home with natural light, creating a bright and airy ambiance that flows seamlessly throughout. The gourmet kitchen boasts top-tier appliances including a built-in Subzero refrigerator, Thermador rangetop, double wall ovens, a Miele microwave, and a wine cooler in the large center island. At the same time, the expansive backyard is perfect for entertaining. The home includes five en-suite bedrooms, a grand primary suite, a wine cellar, and a three-car garage, making it an exceptional blend of luxury and convenience.

Welcome to 20 Lohoma Court in beautiful Tobin Clark Estate in Hillsborough, California. This single-level Rancher has been lovingly maintained by the same owner since 1996. The serene cul-de-sac location and semi-circular driveway invite you to this fine home. Many quality upgrades and improvements have been made over the years. The swimming pool, gardens, golf putting greens will draw you to the rear yard. This home boasts four modest sized bedrooms, 3 full-bathrooms and 1-half bathroom. The family room has vaulted wood beam ceilings, a wet bar and access to outdoor dining, entertaining and relaxation. The eat-in kitchen has newer stainless appliances, a large center island and black granite countertops. This is one of Hillsborough's finest locations with easy access to Highway 92-101-280, San Francisco and Silicon Valley. This attractive and appealing one-level floor plan

Unparalleled San Francisco Bay views and contemporary panache built in 2019. The design maximizes views and the outdoors from every room. Towering ceilings, crisp white palette, solid wood floors in a light hue, and to-the-floor windows create a bright and welcoming ambiance. Exceptional lighting and handmade tiles in the kitchen and baths, semi-precious amethyst walls in the powder room and every bath has fully tiled walls each with unique selections. Rich walnut cabinetry throughout including a unique curved island in the kitchen and customized office for remote work and study needs. Three levels with 5 bedrooms and 5.5 baths, main and upper-level primary suites, each with magnificent view and lavish bathroom, plus a recreation room, fitness center, and attached 3-car garage. Motorized blinds, whole-home automation, and comprehensive security and surveillance. A large, level rear yard and heated loggia provide ideal outdoor living spaces. Located midway between San Francisco and Silicon Valley, this home has access to acclaimed Hillsborough schools.

Welcome to your luxurious retreat overlooking the stunning vistas of the Bay. This newly constructed masterpiece exudes sophistication and tranquility at every turn. Step inside to discover a haven of comfort and elegance, with an expansive primary bedroom thoughtfully designed from an inviting layout to its high-end finishes to create an environment where you can relax while enjoying breathtaking views. Crafted with meticulous attention to detail, this home boasts top-of-the-line features, including a wine storage room, spa with steam and dry sauna, and a state-of-the-art home theater. The gourmet kitchen, equipped with premium appliances and ample counter space, is a culinary enthusiast's dream. Relax in the infinity edge pool and spa while soaking in the mesmerizing views, or entertain guests in the outdoor area. With cutting-edge smart technology along with solar-powered solutions, green construction, air sealed and purified air supply through filtration, this residence offers unparalleled luxury, comfort, and efficiency. Elevate your hosting experience to new heights with a fully equipped guest house offering a private retreat for visitors, ensuring comfort and privacy during their stay.

RARE HISTORIC GEM, UPDATED FOR A MODERN LIFESTYLE! 1.42+ ACRES OF ALL FLAT LAND IN PRIME LOWER HILLSBOROUGH. Here you'll find a regulation tennis court, sprawling grass lawns, park-like fields / playgrounds, a sparkling solar-heated swimming pool, manicured gardens, & MORE! You can experience the epitome of timeless character and modern luxury in this one-of-a-kind English Tudor-style mansion nestled in the coveted Brewer Subdivision/Upland neighborhood, one of Hillsborough's most sought after areas. Old world charm suited for modern conveniences! MANY UPDATED AREAS THROUGHOUT. The grand foyer welcomes with antique oak floors and intricate crown molding, leading to sunlit rooms and multiple fireplaces. A recently refreshed interior features a kitchen blending old-world charm with high-end stainless steel appliances and leaded glass windows. Upstairs, the luxurious master suite offers a private sitting room or office, complemented by individually designed bedrooms and updated bathrooms. Inside you'll find 6 EN-SUITE BEDROOMS, perfect for hosting friends & family. Enjoy the convenience of being near downtown San Mateo and Burlingame, countless top schools, and a tranquil cul-de-sac setting, epitomizing the BEST HILLSBOROUGH HAS TO OFFER! This is one you'll want to see in person.

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.

Soon newly remodeled with a beautiful palette of materials, modern updated kitchen, baths & floors. Natural light with gourmet modern kitchen, high-end appliances, large breakfast area with French doors to the backyard. Featuring 4 bedrooms, 3 baths, 3,172 Sq Ft. Spanning a generous 31,799 Sq Ft lot. Desirable private large lot. Discover an unparalleled opportunity in Hillsborough, one of Silicon Valley's most prestigious neighborhoods. Potential option to build an ADU with a separate entrance from View Haven Road. Centrally located, in a highly sought-after area known for its distinguished schools. Highly rated West Hillsborough Elementary School K-5 is just .6 miles away. A rare gem in Hillsborough.

Regally positioned on 2.6 acres with stunning views of the San Francisco Bay, this palatial residence evokes the Olde English countryside. Built in 1930 and home to just a few families, the Tudor mansion has been masterfully restored and expanded. It boasts nearly 15,000 square feet of seamless living space, featuring an 8-bedroom main residence and a 3-bedroom guest wing with a great room, full kitchen, and laundry room. The home's heritage shines through with leaded glass windows, random plank hardwood floors, and an elaborately detailed relief plaster ceiling in the grand living room. Modern amenities include air conditioning, an elevator, backup generator, whole home audio system, programmable lighting, a fitness center, a theatre, and a chefs kitchen open to a spacious family room. The resort-inspired rear grounds feature a stunning pool with 185-foot waterslide and spa, sweeping lawns, and a lighted tennis court with two viewing pavilions. Designed for indoor/outdoor living, the grounds include a catering kitchen, pool cabana, and outdoor barbecue kitchen. Manicured gardens invite strolling and lingering, offering captivating views. Grounded in history yet perfectly suited for today's lifestyle, this grand residence is perfect for creating memories for generations to come.

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, and exterior lighting have all been upgraded. 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 w/ stunning views, multiple retreat en-suites, AND MORE! This you have to see to believe!

This architectural masterpiece with 4-bedroom, 5.5-bath transports you into an oasis with serene canyon and pool views. Abundant living and dining spaces are adorned with European solid oak floors, Italian lighting, radiant heating, and soaring floor to ceiling windows for a plethora of natural light. Delight in a chef's kitchen featuring Sub-Zero, Wolf, and Bosch appliances alongside dual sinks, walk-in pantry, coffee/bar station, and a 17-foot island perfect for culinary creativity. Luxuriate in the master suite with Bay views from the private patio or unwind in the bathroom with double vanity sinks and a freestanding tub overlooking lush greenery outside. With additional two bedroom suites, two offices, and a guest room with a patio overlooking the pool, this home was built to delight family and guests. Enter the outdoor paradise through enormous glass sliding doors and you'll be greeted by a covered patio with heaters, skylights, BBQ station, pool, gym, full bath, and firepit. The home also boasts solar panels, Tesla Powerwall and charger, and more for year-round enjoyment.

ATTRACTIVE SELLER FINANCING AVAILABLE TO QUALIFIED BUYER. Spectacular Custom Contemporary 6 bed/6.5 bath in highly coveted lower Hillsborough. Filled with natural light & clean line finishes, this spectacular property is set in a well-manicured verdant tree-lined large corner lot. Stunning architectural features of stately columns, soaring ceilings, and artful use of natural stones of marble, granite & sandstone set the tone for this sophisticated showcase of a home. The design and layout of this home epitomize California living at its finest. The open-flowing floor plan and strategically placed bedrooms, office areas and entertaining areas allow for an effortless combination of family living & entertaining. Boasts indoor/outdoor access to an extensive covered gazebo overlooking the fabulous level yard featuring a sophisticated pool and full workout room The chefs kitchen features a large center island, custom cabinetry, smooth granite counters, large stainless professional range, and flows into an inviting family/great room. The primary suite features a spa-like bath and large walk-in closets. Additional features of this fantastic home include electric gates leading to semi-circular drive and 4 car garage, expansive home office with custom built shelving and 2 media/ game rooms.

Nestled on over 2 acres of meticulously tended gardens, 2275 Summit Dr epitomizes refined elegance & timeless charm. This shingled Craftsman residence blends original architectural integrity w/ contemporary luxury. Entering through the Palladian door, the grand foyer w/ rich old-growth redwood paneling sets the opulent tone throughout. The living room, featuring a cathedral ceiling w/ rustic beams & a wood-burning fireplace, offers sun-drenched windows with garden views. The adjacent dining room, wrapped in redwood paneling, is perfect for elegant gatherings. The kitchen features custom cabinetry, butcher block countertops, & a vintage OKeefe & Merritt gas range. The family room's Carrara marble fireplace adds to the home's charm. Upstairs, the master suite boasts a sky-lit sitting room & marble fireplace, providing a tranquil retreat. Additional bedrooms offer ample space for family & guests. The gardens feature over 100 species of flora, pathways, a pool / spa, a vegetable garden, & sprawling lawns. A 1br/1ba (405SF) cottage & AN UPDATED 3br/2ba (1,680SF) gatehouse offer luxurious accommodations. Located in north Hillsborough, this residence offers tranquility & easy access to shopping, dining, and more. 8,785 SF INCLUDES Cottage & Gatehouse. MUST SEE IN PERSON to experience!

Price reduction. Motivated seller. Discover upscale living in this 3520 sq ft Hillsborough residence, featuring a beautifully updated kitchen with high-end Thermador appliances, eat-in area, wine bar, skylights, and formal dining room. The expansive, light-filled living room with vaulted ceilings elevates the home's elegant interiors. The first-floor primary suite has high ceilings and boasts a vast walk-in closet and a spa-like bath with luxurious tubs and showers. The lower level offers a bedroom suite, two additional bedrooms, a homework station, and a separate laundry room with wine storage. The extensive 38,332 sq ft lot includes an outdoor kitchen, fountain, fire pits, and a lush garden, perfect for hosting gatherings. Additional amenities like a kids' play area, putting green, bocce ball court, and basketball court cater to an active family lifestyle. This property combines luxury with functionality, making it an ideal choice for those seeking a sophisticated & comfortable living space. Enjoy the serenity of a well-appointed home nestled in a prestigious neighborhood, designed to cater to every need of a discerning homeowner and with 3 of the bedrooms being walk-in level, it's perfect for those seeking multi-generational comfort. An great opportunity to own a family haven.

Over 1.1 Acres of flat Lower North Hillsborough Property. Possible sub-division into (2) separate parcels, call Nick for details. This stately traditional-style 6,000+/-square foot home is located in Prestigious Fagan Estates. This stunning five bedroom, four and two half bath estate features an expansive living and dining room with grand picture windows and an abundance of natural light, a large family room and a contemporary kitchen. In addition, enjoy a wood-paneled library, a separate office and an amazing indoor/outdoor glass-enclosed pavilion that overlooks a nearly half-acre Japanese garden. There is room for all with an expansive first-floor primary suite with a sitting area and plenty of closet space. Four additional bedrooms complete this home. The rear Japanese Garden was designed by Renowned Landscape Architect Katsuo Saito. Enjoy over 20 heritage trees including Cut Leaf Maples and Black and Red Pine Trees. An iconic 10,000-bottle wine cellar, temperature controlled at 48 degrees and humidity controlled at 70%.

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.

2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.

Magnificent Mediterranean Estate with 6 bedrooms, 6 bathrooms, plus an additional two half bathrooms/Soaring ceilings with custom skylights provide an abundance of natural lighting over the dramatic entry that features grand columns and graceful staircases with custom ironwork and a cascading water wall feature/Spacious Primary bedroom with high coffered ceiling, bold crown molding, fireplace, a separate walk-in closets and spacious main bathroom that features a large shower with dual heads and a separate tub/Sizable office/study with cozy fireplace and built-in bookshelves that are blessed with an abundance of natural lighting from multiple sides/The resort-style backyards is perfect for entertaining and relaxing. Dramatic views of San Francisco Bay and beyond can be enjoyed from the spacious terraces and patio that surround the huge refreshing pool and jacuzzi. Other feathers include a sports court, water fountains, fireplace, and fire pit. A spacious gated driveway and 3-car garage.

Over 1.8 absolutely level acres, one of only a few parcels of it's size in all of Hillsborough. The merging of two .9 acre lots, the parcel totals over 1.8 acres and can easily be subdivided into 2 lots. Located in the most coveted location in lower Hillsborough, 210 Uplands sits across from some of Hillsborough's most beautiful estates. A once in a lifetime opportunity. When gone there will be no others.

ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean design complemented by 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 a culinary haven, equipped with all top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! There's multiple spacious en-suites including a luxurious primary with a spa like bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay. Rounding out the list of amenities is the backyard with a sparkling pool and expansive lawn. Also, you'll find several patio sections and a BBQ area. There's so much to say about this home. For those seeking a residence that encompasses luxury and practicality, this is it. You'll also get access to prestigious schools and the convenience of Highway 280.

Indulge in the epitome of luxurious living with this newly renovated Hillsborough estate, offering breathtaking views of the San Francisco Bay. Custom-built in 2000 and recently transformed into a transitional modern design, this residence offers natural light throughout and boasts 6 generously sized bedrooms and 6 1/2 baths. Enter through a formal foyer with a sweeping stairway, setting the tone for the elegance within. Two primary suites with expansive views, provide a serene escape. Pamper yourself in the primary suite's steam shower, offering a spa-like retreat within the comforts of home. The open kitchen-family room floor plan is a showcase, featuring top-of-the-line brand new appliances, custom cabinetry, perfect for both daily living and entertaining. An office with a cozy fireplace adds warmth and charm, while an elevator ensures convenience across multiple levels. The property includes a 3-car garage, a gated and private driveway that provides retreat-like ambiance. Experience California elegance and luxury at its finest, conveniently nestled between SF and Silicon Valley. Enjoy the advantage of top-rated schools, as well as proximity to a myriad of restaurants and shops. Additional bedroom (permitted) added during remodel.