Hillsborough CA Real Estate & Homes for Sale
The median home value in Hillsborough, CA is $5,725,000.
the county median home value of $1,368,400.
The national median home value is $219,700.
The average price of homes sold in Hillsborough, CA is $5,725,000.
Approximately 81.95% of Hillsborough homes are owned,
compared to 6.5% rented, while
11.55% are vacant.
Hillsborough real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Hillsborough real estate agent to arrange a tour today!
GRAND ESTATE WITH 8BR/9.5BA WHICH INCLUDES A 3BR/1.5BA GUESTHOUSE . 14000+/- SF TOTAL GRAND ENTRY , FORMAL DINING AND FAMILY ROOMS, HUGE HOME THEATRE ROOM, RECREATION ROOM, FITNESS CENTER, CHEFS KITCHEN,, HUGE MASTER SUITE WITH AN IMMACULATE WALKING IN CLOSET. (MUST SEE!!!!!!!). OUTSIDE HAS TENNIS COURT, POOL, AND GAME COURT, GARAGE CAN ACCOMODATE UP TO 5 CARS. 2 ACRE LOT . HOUSE REBUILT FROM STUDS IN 2001. MANY MORE FEATURES!
MONTAUK MEETS MALIBU...BRAND NEW CURATED LUXURY AT LOWER NORTH CUL-DE-SAC. Let your senses soar amidst a panorama of indoor/outdoor vitality. This Lower North estate is just completed by one of Hillsborough's most artistic and renowned builders, Thorenfeldt Construction. Custom architectural execution with iconic "Floating Staircase." Imported materials, bespoke amenities, and floorplan balancing minimalist aesthetic with pure function. Italian cabinetry, white oak flooring, and Miele appliances. "Cabriolet" Great Room spanning 50 feet across is a stunning central nexus with retractable walls opening to pool and fire pit. Not unlike Modern Farmhouses of The Hamptons Montauk, or the sleek glamour of Malibu beach chalets, with a main home and luxury ADU revolving around a central pool terrace. Sun-streamed volume spans 5,435 sq. ft. in the main home, plus ADU Pool House of 725 sq. ft. with 14 ft. ceilings, kitchen, laundry, & marble bath. Bonus lower play room 905 sq. ft. 3-Car, Gated.
Overlooking the magnificent fairways of the Burlingame Country Club across the road, this stunning French-style estate presents a rare opportunity to live in what is quite possibly the finest location in Hillsborough. From the spectacular gated motor court and entryway, to the grand-scale formal rooms, this residence offers a flexible, sunlit floor plan thats ideally suited to todays lifestyle, with every ground-level public room providing direct access to the various outdoor venues. The amazing, verdant grounds with multiple entertaining patios, level lawn, incredible resort-like pool with waterfall and in-ground spa, lush gardens, and large custom-built tree house offer endless hours of enjoyment for children and adults alike. A separate gated rear driveway off a serene cul-de-sac provides convenient daily access to the garage and kitchen wing of the house. The premier lower north location is just a very short distance from North and Crocker Schools, as well as Burlingame Avenue.
Unique in design and feel, this private garden paradise and elegant traditional home is located on one of Hillsborough's least traveled streets. Meander down the long driveway to the large courtyard area and detached garage with guest quarters above. The entry opens to a sun-drenched living room with tall ceilings, fireplace, and french doors leading to the beautiful park-like grounds. The sitting room, also with access to the yard, leads to an enchanting dining room with a stately fireplace and paneling imported from England. The spacious kitchen and adjoining guest room can be remodeled and expanded for today's lifestyle. There are two additional ground level bedrooms including the Master suite. In total, there are 5 bedrooms and 4.5 baths in the main home. The fully landscaped .58 acre lot with incredible mature gardens and pool rests behind a charming brick wall, providing additional privacy to this special property.
This stunning single-level home was luxury designed to create a functional flow offering the ultimate indoor-outdoor lifestyle. It was completely rebuilt in 2005 with specious and open floor plan. It has 14 high ceiling with classic crown molding, A lot of tall windows which bring in the natural lights for the entire house. The big gourmet chef's kitchen with granite countertops and many solid wood cabinets, formal dining room and breakfast bar. Vaulted ceiling and built in speakers in the family room. Step to the Media room leaves you a peaceful and quiet place. Huge Wine cellar, brand New Ipe wood deck with frameless glasses, heated Infinity pool and spa, Brand New swimming pool equipment, Mini golf course good for your exercise, beautiful bay view, you will have everything in this house good entertaining your family and friends, minutes to great Hillsborough schools, easy access to Silicon Valley and San Francisco,Come to see this lifestyle property!
Exquisite home on a very private lot with views across the San Francisco Bay to Mt. Diablo. French doors lead from the entry hall to a large, covered dining terrace overlooking the exceptional garden and masterfully designed pool and hot tub. The living room has Bay views and a dramatic new marble fireplace. The recently remodeled kitchen has quartzite stone countertops and Thermador appliances. The primary bedroom has a wall of built-in cabinetry, a private balcony, and a bathroom with separate shower and jetted tub overlooking a tranquil side yard and fountain. The second family room downstairs opens to the pool deck and has a fireplace, entertainment center, a kitchen area, and wine cellar. The house has been updated to a high standard with new and refinished hardwood floors on the main level, new carpet on the lower level and new paint throughout. Set on a quiet cul-de-sac, a few minutes drive from downtown San Mateo.
Great Hillsborough home feeds into some of the most desirable public schools on the Peninsula North Elementary, Crocker Middle School, and Burlingame High School. Very quiet street with Serene settings over looking the Canyon. On a large private lot with potential to expand or add on to home.
Rare and wonderfully private 3.4 acre classic estate with a tastefully updated 5,200 sf traditional home amid a vibrant landscape of Redwoods, heritage Oaks, giant Bay Laurels in the exclusive 2-acre area of Hillsborough. This bucolic refuge is a fabulous example of the timeless beauty of the Bay Area foothills with a contemporary 6BD/5.5BA English Cottage style home offering a superb layout and amenities including: quintessential indoor/outdoor living, spacious rooms with elegant custom tile and millwork, cherrywood library, chefs kitchen, luxury bathrooms, hand tiled hot tub, 3-car garage, and more. Primary suite with garden French doors and spa-like bath, 5 additional bedrooms; 3 en suites. Gracious family room and adjoining art room with vaulted open-beam ceilings, formal living and dining rooms. Nestled along an exclusive winding street, this Hillsborough gem is just minutes from shopping, award-winning dining and some of the Peninsulas best open space preserves.
HUGE PRICE REDUCTION!!!!! Entirely renovated & expanded, this just-completed whole-home transformation is a picture of chic modern luxury with a nod to its circa 1926 Mediterranean heritage. Set on approximately three-quarter acres beyond dual pedestrian gates for added privacy, the home opens to a palette of soft white walls, mid-tone white oak floors, and designer brushed gold fixtures and lighting, along with an exceptional array of marbles and Italian tiles. The kitchen is fully renovated with high-end stainless steel appliances, newer cabinetries, newer plumbing and electical. There are 5 en suite bedrooms, and 3 baths, 2 car garage. Adding to the appeal is a dedicated office, a tremendous recreation room, a fitness center, plus a fully customized wine cellar. Remarkable in its beauty and incredible livability in a sought-after premier location midway between San Francisco and Silicon Valley this is the ultimate family or executive retreat.
Built in the mid 1920s, "Treehaven" was designed by George Howard Jr., a member of the first American family to settle in the area named, Hillsborough. The current owners have beautifully restored and modernized this one-of-a-kind property. Now "Treehaven" awaits a new owner. It has that unique quality of design and elegance, that makes it a true setting for family gatherings, galas, and wonderful memories. Featuring over 1.5 acres of professionally manicured gardens, walkways and lawns, this is truly a special property. Home Features Include: 66,000sf lot, 7160st of Living Space, 5 Bedrooms, 7 Bathrooms, 2 Half Baths, Formal Living/Dining Room, Lead Glass Enclosed Breakfast Area, Master Suite with his/hers Bathroom, Guest House, Gourmet Chefs Kitchen with Wolf Stove and Sub-Zero Refrigerator, Family Room with Fireplace, Office with Private Bathroom, Indoor and Outdoor Pool, Lanai, Tennis Court, 4-Car Garage, Updated Electrical and Plumbing, Lead Glass Windows and Period Details!
Location, Location, Location!!! Lower North Hillsborough home situated on a .5 acre lot surrounded by mature landscaping to afford maximum privacy. This elegant home with a reversed floor plan features a dramatic two story formal entry, formal living room w/ vaulted ceiling and FP, formal dining room w/ vaulted ceiling, luxurious master suite w/ FP, walk-in closet, and private balcony, 3 additional en suite bedrooms, two additional powder rooms, large deck off of LV & FR, separate office w/ built-in Bird-eye maple desk & cabinetry, temperature controlled wine room, solar heated sun drenched pool, 3 car garage w/ additional off street parking. Possible expandable area for pool cabana?? Buyer to check w/ the city regarding requirements.
Gracefully positioned behind regal gates in premier lower north Hillsborough, this classic residence exudes charm and elegance in an enchanted setting. Completely remodeled and beautifully stylized with a more contemporary flair, this home offers a very flexible, sunlit floor plan with 5 bedrooms plus an office or 6th bedroom, 5 full baths, a huge living room opening to the amazing yard, and a chefs kitchen with cheerful breakfast nook that adjoins to the inviting family room. A separate media room with fireplace, custom cabinetry and a wet bar is sure to be the hub of the home. Additional amenities include a lower-level playroom, an au-pair suite replete with kitchenette, and two exceptional storage areas. Outside, the grounds evoke a resort-like atmosphere with a sweeping level lawn, sparkling pool, covered patio with heaters & TV, an outdoor kitchen, gas fire pit with sitting area and a sport court. Truly a wonderful opportunity to purchase a turn-key property in a prime location.
Enjoy sweeping panoramic bay views from a private park-like setting. Surrounded by mature landscaping, this approximately 5,500 Sq Ft home boasts 4BR/6BA and sits on 1.15 acres. The entry opens to the sun-drenched living room, with access to the wraparound deck, and the gourmet kitchen connects directly to the family room with wood beamed cathedral ceilings and wet bar. The main level includes a formal dining room and a beautiful wood-paneled office that can be easily converted to a 5th bedroom. An impressive master suite includes a gorgeous bath, walk-in closet with separate laundry, and a cozy private outdoor garden area. The lower level includes two full bedroom suites, a mud room, laundry room and 3-car garage, including a half bath and workshop with kitchenette. A separate artists studio and ample storage space are accessed from the lower deck area. The picturesque grounds include wandering trails, fruit trees, garden area, and multiple lawns all set amongst a stunning backdrop.
This Exceptional Residence Situated on an Elevated Lot in a Serene Hillsborough Setting Combines a Timeless Exterior with Stunning Interiors while Providing the Perfect Balance of Style & Comfort. Grand-scale Living Room, & Elegant Dining Room, in a Crisp, Neutral Palette offer Views to Rear Yard & Beautiful Hardwood Flooring that Unify this Well-Portioned Floorplan. The Heart of the Home Revolves around the Generous Central Island "Great Room" & Gourmet Kitchen, with Top of the Line Appliances, Granite Slab Counters, Skylights, & French Doors that Flow Seamlessly to the Outdoor Patio, Resort Style Swimming Pool, Expansive Rear Gardens, & Sprawling Lawn. Luxurious Primary Suite, with Updated Bathroom, Walk-In Closet, & Sliding Glass Doors to the Private Patio Area. Three Large Bedrooms & Newly Remodeled Bath are grouped together, & 5th Bedroom (shown as office) connects with Guest Bathroom. 3 Car Attached Garage & Ample Guest Parking make a Perfect Oasis for Generations to come!
First time on the market since it was custom built in 1964 this expansive home with reverse floor plan merges brilliantly with its natural outdoor surrounding of over 2 acres* (*Two separate APN parcels are included in the sale and price of this property.). Very special private retreat nestled in a glen of oaks at the end of a cul-de-sac in one of the most tranquil settings of Hillsborough. Situated on secluded park-like grounds that afford privacy with all rooms looking out onto a masterful statement of natural-settings, bay views and sprawling greenbelt vistas from every vantage point. Rare Opportunity! Must See! Don't Miss!
Situated in sought-after North Hillsborough on a +/-.90-acre lot, this elegant 6BR/5.5BA home offers +/-4,270s.f. of sunlit living space. The chic interior features contemporary lines, huge window-filled spaces, abundant skylights & vaulted ceilings. Highlights include a striking formal living room with huge picture-frame window showcasing the beautiful scenery, a gracious formal dining room that leads to the chefs kitchen with high-end appliances, large center island & breakfast nook. The adjoining family/great room boasts a wall of French doors with direct access to a large deck & stunning rear yard. The grand primary suite, office, bedroom with full bath, & powder room complete the main level. The lower level offers a second family room, bedroom suite, two more bedrooms with a hall bath, huge laundry & storage rooms & pool bath. The picturesque, resort-like grounds are a private retreat with mature trees, multiple patios, outdoor kitchen, sunlit pool, and kids play structure.
This one of a kind French Normandy-style estate offers approximately 6,500 square feet of living space with soaring ceilings, an open floor plan, 5 bedroom suites, 6 full baths plus 2 half baths and quality finishes and fixtures throughout. Nestled on a beautiful .67 acre lot with breathtaking views, this stunning estate was designed by architect John Stewart and custom-built with impeccable craftsmanship by Markay/Johnson on a jaw dropping landscaped setting. Other amenities include an elevator, library, large billiard/recreation room, wine cellar, media room, outdoor kitchen, sound system, solar electric panels and much more!
This elegant 5 Bedroom/5 Bathroom Mediterranean estate is tucked away behind a private gate at the end of a quiet cul-de-sac and is punctuated with unique details. Its grand entrance yields tons of light and bares a double staircase that leads to three large bedrooms and a luxurious master suite. Occupying the main level is the kitchen, family room, living room & dining room. The hardwood floor combines perfectly with the high ceilings, crown molding, & a sophisticated color palette to create an inviting warmth to the home. The large media room with a wine bar and surround sound making it perfect for entertaining. Further, the terrace accentuates the main level and showcases a resort-like yard equipped with a pool, spa and beautiful view of San Francisco & the surrounding canyons. The master bedroom is designed with his and hers walk-in closets, an ornate fireplace, and marble-appointed en-suite with double-size jacuzzi tub and double shower.
This beautiful home is situated at the end of a quiet cul-de-sac on a gated 1.21-acre lot offering utmost space and privacy. Discover high ceilings, recessed lighting, elegant chandeliers, crown molding, and hardwood flooring throughout the home. You will find a fireplace in the living room, family room, and master suite. The updated eat-in kitchen features high-end stainless-steel appliances. Enjoy the full wet bar in the family room. Outside, large patios and sitting areas surround the sparkling pool and spa. An outdoor kitchen/barbecue makes entertaining guests a breeze. The open floorplan pool house has a full kitchen, a living room, a dining area, and two full bathrooms. Below the pool house is a two-bedroom, one bathroom guesthouse. Main House: 4,691 SqFt, Pool House: 748 SqFt, Guest House: 578 SqFt. Total Floor Area: 6,017 SqFt. This home provides quick access to the 92 Freeway and is close to highly rated schools, the College of San Mateo, and Laurel wood Shopping Center.
Sprawling Hillsborough Estate with Breathtaking Views Situated on over a half-acre of manicured and expansive grounds, and nestled amongst a stunning assemblage of Hillsborough estates, this tucked-away and private residence offers a blend of modern and classic finishes throughout. This completely remodeled mid-century Hillsborough home features grand ceiling height throughout, dramatic views, public rooms beaming with natural light, easy indoor/outdoor living, and multilevel outdoor living areas for relaxation and play. Cobble stone walkways adorned with lush, modern landscaping set the stage for this stunning residence with just over 5,600 Sq ft of luxurious space, offering tasteful fit and finish throughout.On the main level of the home, the grand ceiling height, indoor/outdoor flow of the living areas, and dramatic picturesque hillside and water views from the family room, along with the top-of-line chef's kitchen area make this home a perfect for entertaining and relaxation.
Breathtaking Bay views from S.F. to the S.M. Bridge to the East Bay hills & beyond. This glorious +/-3-acre custom estate was built by the original developer of the Tobin Clark Estate area as his personal residence and exudes elegant grandeur with a warm & welcoming atmosphere in an ideal floor plan. Tremendous room sizes & ceiling heights are evident throughout the +/-7,000s.f. of living space. The foyer with dramatic curved staircase introduces the living room with floor-to-ceiling windows that frame the remarkable views. An extra-wide hallway leads to the office, family room with step-down bar, kitchen with breakfast room, & secondary bedroom suites. The upstairs primary suite offers a fireplace, 2 full baths, 2 walk-in closets & a view-facing balcony. Amenities include a gated driveway with porte-cochere, 3-car garage, waterfall, huge windows, 4 fireplaces, multiple covered patios & an amazing rear yard with lush lawns, pool & full-size tennis court overlooking the incredible views
Nestled on a hillside corner lot with spectacular views from every room, this contemporary masterpiece is just a mile from downtown San Mateo but worlds apart from everyday life. A gated, designer driveway reveals this amazing floor plan with 4beds+office, 5.5 baths, motorcourt and 3-car garage, decadent pool and spa, and multiple patios capturing West Coast Oak forest views from the .72 acre estate. The entry lounge with wet bar opens to a bamboo study and bath. Entertainers dream kitchen boasts 2 dishwashers, butlers pantry, newer high-end appliances, private patio, generous dining and open-concept living areas. Lower bedroom suite opens to living area, bar and the fabulous pool and spa. Custom upgrades include 3-level elevator, solar radiant heating/water, security system, designer finishes, Pella windows, heated master bath floors and towel rack, and low-water landscaping in gated exterior. Call for a tour!
Situated behind private gates on a lush 1.48-acre lot in lower North Hillsborough, this exceptional estate offers elegant architectural detail and an ideal floor plan spanning over 9,300s.f. The grand foyer with gorgeous stone floors opens to the lovely formal rooms and showcases two sweeping staircases, one that leads to the upstairs private quarters, and one leading to the downstairs recreational part of the home. A gourmet eat-in kitchen with large center island & walk-in pantry opens to the family room, while a 2nd family room is located on the lower level. Amenities include two dedicated offices, a gym, sauna, two laundry rooms, children's playroom with chalkboard wall, billiard room, wet bar with ice maker, dishwasher & refrigerator, and a 1,000-bottle wine cellar. Tranquil Grounds with verdant landscaping, majestic trees, sprawling level lawn, fire pit, play structure, bocce ball court, multiple balconies & entertaining patios are a few of the highlights of this outstanding home
Masterfully updated with chic designer style and resort-like grounds with a Neoclassical elegance befitting its sought-after Lower Hillsborough location. Sweeping views of the San Francisco Bay provide a captivating backdrop, espresso-hued hardwood floors unify the public rooms, and accent colors complement crisp white millwork that showcases designer panache. The traditionally arranged floor plan includes a main-level room with flexibility for play or office use plus 5 bedrooms upstairs, highlighted by a spacious primary suite with sumptuously remodeled bath and one bedroom currently used for an office. Separate cabana plus pool, large sport court, putting green, and amazing space for outdoor living.
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