Hillsborough CA Real Estate & Homes for Sale

In the Burlingame Country Club area, this stunning renovation combines chic sophistication with Spanish flair. Featuring 5 bedrooms and 5.5 baths across two levels, the home has espresso-hued hardwood and Saltillo tile floors complemented by updated lighting, 3 fireplaces with modern style. The floor plan features upstairs living areas and the primary suite opening to the resort-inspired rear grounds, along with two additional bedroom suites. Two bedrooms on the entrance level share a bath. Formal living and dining rooms give way to a remodeled kitchen and family room that includes a study center, and all baths are remodeled with designer touches. Fig-covered walls envelop the wraparound loggia leading to glorious rear grounds with solar-heated pool and spa, heated cabana with barbecue kitchen, fireplace, media, & full bath plus level lawn and built-in trampoline. Ideally positioned midway between Silicon Valley & SF, with minutes-away proximity to SFO and top-rated Hillsborough public & private schools. Open Homes Photography measured the home at 4,784SQFT, 5 BD & 5.5BA. Buyer is to verify and satisfy themselves with square footage, lot size, BD & BA count.

Welcome to 1035 Macadamia Drive, a breathtaking estate offering 6,440 square feet of elegant space. This luxurious home features 4 bedrooms plus a bonus or second family room, office and 5.5 bathrooms with high ceilings and a premier layout. The expansive property includes spacious formal rooms, large bedrooms and is full of potential to make it your own. A stunning pool, large patios for entertaining, surrounded by lush landscaping create the ultimate setting. Additionally, a large 3-car garage with high ceilings and ample storage space provides options and versatility. The home regally sits on a 31,400sf lot, with a large foyer filled with natural light. Ample privacy and space to enjoy Hillsborough's natural beauty, this extraordinary property presents an opportunity to customize your own home around the existing layout.

Welcome to Chateau De La Lumiere, a magnificent French-style Hillsborough. The vision of a renowned architect, and executed by artisans and craftsmen flown in from Europe who stayed for months and years to do plaster details, tile mosaics and the remarkable dome ceiling skylight among other details. With 7 spacious bedrooms and a total of 9 baths, it offers a uniquely opulent experience, overflowing with incredible materials and architectural details. Every room is a work of art, with ornate moldings, grand arches, and rich stone and burl features that make you feel like royalty. The sitting room includes a wideset fireplace; the dining room features glass doors that lead outside; the lounge provides a gorgeous burlwood bar. The primary suite features its own deck, dual walk-in closets, separate baths, and a spa. Several additional bedrooms offer private balconies, each overlooking the beautifully manicured gardens adorned with cherry blossom trees. Each room is a masterpiece and to traverse the floorplan is to embark on a journey of art and elegance. Amenities include a 4-car garage, steam room, wine room, office/library, laundry room, and a stunning pool. This estate neighbors exceptional schools and is just 17 miles south of San Francisco.

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.

Contemporary located at the end of a private cul-de-sac. Soaring ceilings, walls of glass, and voluminous rooms. Exotic Balinese pool area with private bath and dressing area welcomes you to this exquisite home. Kitchen updates feature granite and quartz countertops, Viking 6-burner gas cooktop, Miele oven, unique steam oven, built-in Thermador refrigerator, 2 separate stainless steel sinks. Upgraded sliding doors and stone decking. Some rooms have electric shades to cover very large windows. All baths have Toto toilets. Nest thermostats on each level. Cathedral ceilings. Sound system recently upraded and installed throughout. Screen in media room is 160". Indoor laundry room features 2 sets of washers & dryers; Bosch & Maxima. 500 bottle wine cellar, built-in wet bar, 3-car garage.

Exquisite 6-Bedroom Estate in Desirable Hillsborough! Step into luxury with this stunningly remodeled 6,116 sq. ft. home, offering six spacious bedrooms, each with its own en-suite bathroom. Set on a private half-acre lot, this home boasts an array of premium amenities including a sparkling swimming pool, outdoor kitchen, pickleball court, and basketball court, perfect for entertaining.The master suite is an oasis in itself with expansive sliding glass doors that flood the space with natural light, offering direct access to the backyard. Enjoy a massive walk-in closet and spa-like en-suite bathroom. Hardwood floors run throughout the open-concept main living area, adding warmth and elegance.The backyard is an entertainer's dream, with sliding glass doors from multiple rooms opening onto the outdoor living space. Experience year-round enjoyment with Hillsborough's fantastic weather in this light-filled, spacious home. Don't miss this rare opportunity to own a beautifully remodeled home in one of the Bay Area's most coveted locations with award-winning private and public schools. *** Seller Financing Options Available - Call for additional information ***

Welcome to 2915 Summit Drive Hillsborough, located in one of the Peninsula's most desirable neighborhoods. This beautiful estate is situated on 1.56 acres (67,674 Sq. Ft ) of notably level and flat land at the crest of Northern Hillsborough. 2915 Summit Drive provides the perfect canvas to realize your dreams whether by way of expanding the existing structures or an entirely new development. Enjoy breathtaking morning views as far north as South San Francisco from the orchard located at the entrance to the property as well as a stunning panoramic view of the San Francisco Bay from the rear courtyard overlooking the canyon. The existing layout consists of a 3,570-square-foot, single-level residence with a total of 4 bedrooms and 3 baths, including the attached guest quarters. The future looks bright for the next generation as this unique property is located within the prestigious Hillsborough School District. 2915 Summit Drive is centrally located minutes from both the Trousdale Drive and Black Mountain Road freeway entrance to Interstate 280, and rests in close proximity (7.9 miles) to San Francisco International Airport. This is a truly rare and unique opportunity in a prime location, perfect for designing the estate you've been dreaming about!

This beautifully updated Hillsborough estate offers luxury and panoramic Bay views. Full lenth windows cover the whole side including living room, dinning room, kitchen, and family room captures the stunning scenery. The formal dining room and gourmet kitchen, featuring top-tier appliances, custom cabinetry, and granite countertops, flow into a family room with sliding doors to an upper deck overlooking the Bay. The home has two en-suite bedrooms, both with double sinks and a shower over the tub. The grand primary suite includes a walk-in closet, double vanity, stall shower, jet tub, and a private balcony. Two additional bedrooms and a luxury hallway bathroom with a double vanity and shower over tub complete the upper level. The lower level features two more bedrooms, a spacious office, a gym, and an in-house laundry. Recent upgrades include an updated deck, new hardwood floors, replaced ceiling lights, fresh paint, solar panels with two Tesla batteries gives the house uninterupted full power, and a commercial-grade AC system. All bathrooms have smart toilets. Outside, a childrens play yard and two driveways offer ample parking. Located in a top-rated school district and walking distance to Nueva School, with easy access to Highway 280. Luxury, convenience, and stunning views.

This home has undergone a remarkable transformation, both inside & out, blending modern amenities w/ contemporary appeal. Nestled on a quiet Hillsborough cul-de-sac, this home is surrounded by lots of lush foliage, offering privacy & natural beauty. The curb appeal is both unique & thoughtfully designed, a one-of-a-kind estate. The interior boasts fully remodeled, modern living spaces, showcasing the best in design & functionality. The spacious floor plan, complete with high ceilings, recessed lighting, & tall windows, creates a bright & open atmosphere. The open-concept kitchen, dining, & living room flow together effortlessly, offering a perfect space for both entertaining & everyday living. The new chefs kitchen boasts top-of-the-line appliances & impeccable design, plus a large center island. A nearby wine room & fireplace are an excellent finishing touch. The remodeled bathrooms exude modern elegance, while the en-suite bedrooms provide a relaxing retreat. An attached in-law unit features a full kitchen, living room, 2 bedrooms, & bathroom. An elevator can take you floor to floor. Outside you'll discover a wide deck w/ scenic views of the surrounding area. With its modern remodeled living quarters & unique design, this home stands out as the ultimate Hillsborough sanctuary.

RARE FIND! Don't miss this once-in-a-lifetime opportunity to live on one of Hillsborough's most prestigious streets. Nestled on a nearly 3/4-acre lot at the end of a peaceful cul-de-sac, this property offers the perfect blend of privacy and convenience. Just a 5-minute drive brings you to the vibrant shops and restaurants of Broadway or downtown Burlingame. Commuters will appreciate the quick access to the 101 Freeway, less than 2 miles away, making it easy to reach both San Francisco and Silicon Valley. For frequent flyers, San Francisco International Airport is only 15 minutes away. This gated estate provides access to top-rated schools and features a long driveway leading to a spacious motor court. The grounds include a sparkling pool, spa, and a charming pool house--ideal for relaxing or entertaining.

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.

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.

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.

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.

New Low Price! 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.

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.

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.

This 1920's Spanish single-level home is truly magical and unique in Hillsborough! Tucked away on a mostly flat and landscaped 1.3 acre lot in the sought-after Hillsborough Oaks neighborhood, the house features an arched entry, wood-beamed ceilings and stylish character. Highlights include a living room with cathedral ceilings, custom fireplace and windows on three sides. The great room combines an updated kitchen, walk-in pantry and family room with access to the private and spectacular deck. In the bedroom wing of the home, the primary bedroom has 3 walls of windows, ensuite bathroom and walk-in closet. Take a step outside to the true oasis of a backyard including a large pool, sprawling lawns (with a well to help with the lush landscaping), patios, decks and mature landscaping. All this, and Hillsborough's famed public schools and minutes to 280 and 101.

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)

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.