Hillsborough Real Estate, Homes and Condos for sale

All Hillsborough homes currently listed for sale in Hillsborough as of 09/19/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Hillsborough homes for sale or other Hillsborough real estate, please contact us and one of our knowledgeable Hillsborough REALTORS® would be pleased to assist you.


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$19,880,000
1868 Floribunda Avenue, Hillsborough CA 94010
6
BEDS
10
BATHS
11,090
SQFT
$1,793
$/SQFT
2.34
ACRES
1924
BUILT
"A TRULY MAGNIFICENT ESTATE LOCATED IN LOWER HILLSBOROUGH SITUATED ON A 2.5 ACRE LOT. FEATURING A LUXURIOUS MASTER SUITE, ROYAL LIVING ROOM, 2 STORY KITCHEN PLUS 2ND KITCHEN FOR DAILY COOKING, 4 BUILDINGS TOTAL, MAIN HOUSE PLUS GUEST HOUSE, PLUS MAN CAVE BUILDING, PLUS POOL HOUSE AND FINALLY A HOBBY BUILDING. THERE IS A POND AND A BOCCE BALL AREA. THERE IS A PANORAMIC VIEW OF GOLF COURSE A GOURMET KITCHEN, A SPARKLING POOL WITH POOL HOUSE, 7 CAR DETACHED GARAGE, AND EXQUISITE CRAFTSMANSHIP THROUGHOUT.!"
$18,995,000
190 Bridge Road, Hillsborough CA 94010
7
BEDS
9
BATHS
10,582
SQFT
$1,795
$/SQFT
2.00
ACRES
1925
BUILT
"Stunning Tudor style estate offers thoroughly modern amenities enveloped in historically significant architecture located on approximately 2 flat acres on one of Hillsborough's most desirable streets. This remodeled home features 7 bedrooms, 6 baths & 3 half baths, library, home offices, custom home theater, gourmet kitchen with spacious eating room and expansive family room. Plus an updated one bedroom, two bath guest house. The spectacular private grounds include a vast lawn area, pool, spa, heated outdoor patio area, outdoor kitchen, firepit, tennis court and vegetable garden."
$14,500,000
1225 San Raymundo Road, Hillsborough CA 94010
12
BEDS
15
BATHS
11,880
SQFT
$1,221
$/SQFT
3.08
ACRES
1931
BUILT
"GRAND ESTATE WITH 12BR/12BA WITH 3 HALF BA'S, REMODELED IN 2010, NEW MASTER BR WITH A/C, NEWER APPLIANCES & FLOORING IN KITCHEN, SAUNA, VINEYARD, TENNIS COURT, HOME THEATER, SPECTACULAR BAY VIEWS! MILLIONS SPENT ON THE HUGE AND LAVISH GROUNDS!"
$13,888,000
2260 Forest View Avenue, Hillsborough CA 94010
7
BEDS
6
BATHS
10,000
SQFT
$1,389
$/SQFT
0.97
ACRES
1896
BUILT
"DISCOVER A WORLD OF 19TH CENTURY GRACE AND ELEGANCE WITH A LONG SWEEPING DRIVEWAY TO A LEVEL, 1 ACRE LOT. THIS SUBSTANTIAL HOME FEATURES ANTIQUE OAK PARQUET FLOORS, HIGH CEILINGS, HAND-BUILT CROWN MOLDING, WAINSCOTING AND LARGE ROOMS ILLUMINATED BY VINTAGE LEADLIGHT WINDOWS. FEATURES INCLUDE A BRIGHT AND SPACIOUS ENTRY FOYER, EXTENSIVE FORMAL LIVING ROOM, WOOD PANELED LIBRARY, FORMAL DINING ROOM AND LARGE FAMILY ROOM. EACH OF THE SEVEN BEDROOMS IS UNIQUE AND CHARMING, FROM THE GRAND MASTER BEDROOM SUITE TO THE DELIGHTFUL ATTIC ROOMS WITH THEIR ANGLED CEILINGS. ONE BEDROOM IS CIRCULAR AND ANOTHER OFFERS ITS OWN DRESSING ROOM. THE HOME HAS HAD MANY UPDATES IN RECENT YEARS WHILE STILL RETAINING ITS ORIGINAL CHARACTER; KITCHEN AND BATHROOMS ARE REMODELED AND SWIMMING POOL, PATIOS AND CHILDREN'S PLAY AREA HAVE BEEN EXTENSIVELY UPDATED AND PROFESSIONALLY LANDSCAPED. TOP RATED SCHOOLS FOR RESIDENTS, IDEAL PLACE FOR A FAMILY."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $13,000,000 TO $13,888,000 
$13,800,000
38 Cinnamon Court, Hillsborough CA 94010
5
BEDS
7
BATHS
8,000
SQFT
$1,725
$/SQFT
0.97
ACRES
2017
BUILT
"A Swatt/Miers modern masterpiece, this one taking full advantage of the broad lot just before the end of a cul du sac. The all glass entry is grounded by a single large pivoting door of the same cedar that clads some of the exterior walls as well as the soaring ceiling in the main living space. The view from the front passes all the way through the house to the tall sliding glass doors that open beyond to the infinity pool and sprawling level lawn. The back of the property is bordered by the private woods of scrub oak and pine trees that covers the slope up to a ridge without any other homes. The feeling is expansive. That same sensation is evoked looking back at the home from the lawn, which may be the best view of the gorgeous home. Seamless indoor and outdoor areas, 23ft living room ceilings with walls of glass with sandstone clad fireplace, 12ft solid Calacatta island counters, Boffi cabinets, Smart Home Automation and 13kw Solar Panels round out this amazing home."
$8,800,000
820 Hillsborough Boulevard, Hillsborough CA 94010
7
BEDS
9
BATHS
8,975
SQFT
$981
$/SQFT
0.78
ACRES
1906
BUILT
"TRULY A GRAND ESTATE IN A PRIME LOCATION WITH 7BR/7BA PLUS 2 HALF BA'S INCLUDING A 1BR/1BA IN-LAW. THERE IS A LARGE LIVING ROOM WITH A TERRACE THAT OVERLOOKS THE FRONT GARDEN, A GRAND FAMILY ROOM AND A ELEGANT FORMAL DINING ROOM WITH BUTLER'S PANTRY & WINE COOLER, GOURMET KITCHEN WITH LARGE CENTER ISLAND WITH BREAKFAST NOOK AND MARBLE COUNTER TOPS, LUXURIOUS MASTER SUITE ON THE MAIN LEVEL WITH WITH WALK=IN DRESSING ROOM AND TWO MASTER BATHS ALONG WITH A SPACIOUS LIBRARY, UPPER LEVEL HAS 5 SPACIOUS BEDROOMS WITH UPDATED BATHS, BONUS ROOM AND SITTING AREAS, SPARKLING POOL IN A SPECTACULAR BACKYARD, IN-LAW UNIT HAS A KITCHENETTE WITH PREMIUM APPLIANCES, AND A 3 CAR ATTACHED GARAGE. MANY MORE FEATURES IN ADDITION, MUST BE SEEN TO BE BELIEVED!"
$8,395,000
1900 Willow Road, Hillsborough CA 94010
5
BEDS
7
BATHS
4,900
SQFT
$1,713
$/SQFT
0.52
ACRES
1955
BUILT
"Just completed modern interpretation of the classic New England Style blends in seamlessly to this premier lower Hillsborough neighborhood. Employing energy-efficient design principles, the sleek open concept floor plan begins with a dramatic great room that opens to a heated rear terrace, perfect for indoor/outdoor living. Striking finishes throughout are masterfully modern and functionally beautiful, while white oak floors tie every room together in quiet harmony. There are 5 bedrooms, each with en suite bath, plus 2 half-baths, and an office. The grounds are equally impressive with a pool and spa, landscaped gardens, and even restored historic gates at the front corner. This one-of-a-kind residence is also minutes to shopping and dining in downtown Burlingame and has access to excellent Hillsborough schools."
$7,995,000
1310 Tournament Drive, Hillsborough CA 94010
6
BEDS
7
BATHS
8,730
SQFT
$916
$/SQFT
1.18
ACRES
1990
BUILT
"This truly unique and custom Mediterranean estate was remodeled by renowned Italian designer, Giorgio Saporiti of Il Loft - Tiempo Interiors. The interior of the home features six bedrooms (two master suites), seven full bathrooms, a separate office, and two spacious entertaining areas. The Crestron home automation system extends throughout the house. Downstairs displays an expansive sauna, a large family room, and a stunning indoor swimming pool with custom marble finishes. From the burl-wood doors to the custom wrap-around staircase, the striking finishes are apparent in every detail of the sleek, open layout. The floors range from beautifully finished cherry wood to marble and Murano glass. The walls are custom Venetian plaster. Grand Azul Imperial Granite fireplaces are the focal points of many of the rooms, while gorgeous Murano glass chandeliers provide light throughout much of the home."
$7,500,000
75 Eugenia Way, Hillsborough CA 94010
5
BEDS
5
BATHS
6,780
SQFT
$1,106
$/SQFT
0.88
ACRES
1988
BUILT
"A stunning Mediterranean home combines luxury, elegance and California living. 5 bedrooms and 4 full baths on a 38,400 square foot lot give privacy and panoramic bay and mountain views. The gourmet kitchen has abundant prep space with island, breakfast bar and stone counter tops. Viking appliances in stainless beckon beginner to advanced cooks. A stunning wood paneled library/office plus dramatic living/dining areas and new double-pane windows enhance the main floor. A spectacular staircase leads to spacious bedrooms and the master suite with jetted tub. Gated, impeccably landscaped grounds, stunning pool with spa, tennis court and garden area make this home a complete oasis."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,990,000 TO $7,500,000 
$6,998,000
125 Stonepine Road, Hillsborough CA 94010
5
BEDS
6
BATHS
5,255
SQFT
$1,332
$/SQFT
0.52
ACRES
1994
BUILT
"Finished to perfection, this absolutely beautiful home exudes all the ambiance of a European country villa. Beyond the gated pedestrian and driveway entrances, the home's impressive facade, with classic shutters and iron balcony, sets the tone for the luxurious living that unfolds within. Impeccable traditional details inside include French terra cotta and hardwood floors, extensive millwork, and plantation shutters. The spacious 5-bedroom home is arranged over two levels and includes a large library, a fabulous kitchen and family room ensemble, and a suite that is perfect for extended family members or an au pair. Outside, the completely private grounds of just over one-half acre feature vast entertainment venues for year-round enjoyment everything needed for the best of luxurious living midway between San Francisco and Silicon Valley!"
$6,750,000
105 Bella Vista Drive, Hillsborough CA 94010
5
BEDS
7
BATHS
5,600
SQFT
$1,205
$/SQFT
2.25
ACRES
2012
BUILT
"Rare 2.25 Acres * Sweeping Bay Views * Marble Foyer * Living Room w/ Fireplace * 5 Bed Suites, 5 Full Baths & 2 Half Baths * Gourmet Chefs Kitchen with Center Island * Carrera Marble Countertops * Butler's Pantry * Library * Wainscoting * Hardwood Floors * 10 ' ceilings throughout * Master Bed with his & hers Closets * Spa Bath w/ Crema Marfil Marble * Laundry Room w/ Bosch Washer/Dryer * Lower Level Guest Quarters with private entrance on Garage Level* 3 Car Attached Garage + 3 Car Detached Garage* Center Courtyard with Covered & Heated Patio * Plans for 3 Bed/2 Bath Guest House with Pool & Tennis Court ready for submittal to Town * 50 year Architectural class A roof * Finest Materials throughout * Integrated audio/video"
$6,288,000
545 Darrell Road, Hillsborough CA 94010
5
BEDS
6
BATHS
6,272
SQFT
$1,003
$/SQFT
0.67
ACRES
2017
BUILT
"NEW CONSTRUCTION!!! Tuscan/Modern style home from award winning Architect and Design (TRG Architects) on newly landscaped .67 acre lot. Great social floor plan with huge kitchen/family room. SS Thermador Kitchen with steam oven and custom cabinets. Large Calcutta Marble island with seating. Bay views and great curb appeal. 3 car garage wired for car charger. Laundry hookups on both levels. Spacious master suite with soaking tub."
* PRICE LOWERED - $6,698,000 TO $6,288,000 
$6,250,000
216 Santa Inez Avenue, Hillsborough CA 94010
5
BEDS
5
BATHS
4,970
SQFT
$1,258
$/SQFT
0.58
ACRES
1918
BUILT
"Located on Hillsborough's premier Mansion Row, this 5BR 4+BA Old World Estate, sits on a sprawling 25,200sf flat lot. Ideal for entertaining, the grand living room and the large kitchen/family room combo both include natural light in addition to views of the home's pool, lawn or landscaping. Other interior features include hardwood floors, 4 fireplaces, sun room, and a bonus room upstairs which can serve as the perfect play room. The lush gardens and outdoor BBQ offer supreme privacy with incredible outdoor enjoyment. A separate detached studio in-law is perfect for guests or a home office. Detached garage parking for 3 cars plus ample additional storage, make this home the perfect executive residence."
* NEW LISTING 
$6,195,000
2080 Geri Lane, Hillsborough CA 94010
5
BEDS
6
BATHS
5,195
SQFT
$1,192
$/SQFT
0.42
ACRES
1951
BUILT
"Located on one of the most sought-after streets in lower Hillsborough, this stunning 5-bedroom, 4 full & 2 half-bath custom home, with resort-inspired grounds, has been beautifully designed & expanded, resulting in an ambiance that is chic & sophisticated, yet comfortable for day-to-day living. The main level offers open & flowing public rooms, an intimate office/library, chef's kitchen/family room ensemble with huge center island, a billiard room, & guest or au pair bedroom. The 2nd level features 4 bedrooms & 3 full baths, including a luxurious master suite with spa-inspired bathroom; a sizable laundry room; & second family room or kid's playroom. The third level is dedicated to a media room with kitchenette, office area & abundant storage rooms. The rear grounds boast level lawns, pool with spa, an outdoor kitchen, pergola with lights & heater, fire pit, & huge play structure. Additional amenities include 3 heating & A/C units, whole-house music system, & video surveillance system."
$5,995,000
1440 San Raymundo Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,705
SQFT
$1,274
$/SQFT
2.53
ACRES
1953
BUILT
"Hidden amongst the grand estates of Lower Hillsborough, this private gem is set peacefully at the end of a long shaded drive amidst a dense backdrop of towering trees. This four bedroom, four and one-half bath Mid Century Modern home spans 4,700 sq. ft. of living space is elegantly modern and showcased with rich finishes and brilliantly lit by seemingly never ending windows and glass doors and thoughtfully designed custom lighting. Its single-story floor plan is filled with sumptuous rooms taking full advantage of the natural vistas and natural topography of surrounding 2.53 acres. Wrapped within the privacy of the luxuriant grounds, gardens and soaring trees, the property features a gated entrance, sparkling pool, Koi pond with deck, garden area, sprawling lawns, chicken coupe and children ?Ts playhouse hidden up a trail in the trees."
* PRICE LOWERED - $6,495,000 TO $5,995,000 
$5,990,000
35 Cinnamon Court, Hillsborough CA 94010
8
BEDS
6
BATHS
7,570
SQFT
$791
$/SQFT
0.94
ACRES
1980
BUILT
"THIS 8BR/6BA ESTATE FEATURES PANORAMIC VIEWS SITUATED ON A QUIET CUL-DE-SAC. THERE ARE TWO FAMILY ROOMS A SIZABLE KITCHEN WITH ISLAND,, A GRAND FOYER, SURROUNDING BALCONIES ON A BOTH LEVELS OF THE HOUSE, A GREEN HOUSE, 3 CAR ATTACHED GARAGE, ALL ON A 1 ACRE USABLE LOT!"
* NEW LISTING 
$5,950,000
989 Hayne Road, Hillsborough CA 94010
5
BEDS
6
BATHS
6,635
SQFT
$897
$/SQFT
0.73
ACRES
1938
BUILT
"Elegance abounds in this original William Wurster design that was expanded and restored to perfection by renowned local architect Farro Essalat. Tucked away on approximately .73 acres of outstanding verdant grounds, 989 Hayne Road is a rare gem that is to be cherished for generations to come. Every feature of this five bedroom, five and one-half bath home offers the highest level of design, impeccable attention to detail, and masterful craftsmanship. The welcoming foyer with beautiful curved staircase is a fitting prelude to the grandly-proportioned interior spaces, which include a library, billiard room, huge family room and mud room. The delightful flow of this exceptional home extends to the incredibly-manicured grounds, offering beautiful planter beds, tranquil garden pathways, a rose garden, fire pit, superb outdoor kitchen, and spa with Bay views. This magnificent estate presents a unique opportunity for the discerning owner seeking that special, one-of-a-kind property."
* LISTED OVER 120 DAYS 
$5,850,000
1925 Parkside Avenue, Hillsborough CA 94010
4
BEDS
5
BATHS
3,380
SQFT
$1,731
$/SQFT
0.52
ACRES
1923
BUILT
"Situated on a +/-.52-acre level and gated lot in one of the finest locations in lower Hillsborough, just a few short blocks from Burlingame Avenue, this stunning European-inspired home, along with its very private and majestic grounds, combine for a residence of unparalleled distinction. Comprising nearly 3,400 s.f. in the main house, this property has been beautifully updated and expanded over the past several years resulting in an ambiance that is elegant and sophisticated, yet eminently comfortable and inviting for everyday living. Features include grand formal rooms, a sunlit chefs kitchen with top-of-the-line appliances, 3 generously-sized bedrooms, plus a library, den, and an office (or 4th bedroom) and 3.5 updated baths. A stunning, detached 1-bedroom, 1-bath guest/pool house, replete with grand fireplace and kitchenette, features a separate private and gated entrance and overlooks the verdant grounds offering colorful landscaping, mature trees, level lawn, and large pool."
* NEW LISTING 
$4,995,000
2130 Forest View Avenue, Hillsborough CA 94010
4
BEDS
5
BATHS
3,664
SQFT
$1,363
$/SQFT
0.58
ACRES
1967
BUILT
"Remodeled French Contemporary in sought after Hillsborough Oaks, offers 4BR 4.5BA of single level convenience, plus a spacious pool house with a 5th full bath. The superior layout includes a spacious master bedroom plus 2 additional BR suites together while a 4th BR suite is off the opposite side of the home for privacy. The gorgeous top of the line kitchen is next to the family room with custom built-in speakers, shelving and opens directly to the outdoor entertainment areas, which include an inviting pool, flat play area, outdoor kitchen and pool/guest house perfect for a gym or multi-purpose room. A large step down living room and elegant dining room are perfectly situated for your formal gatherings and the homes semi circle driveway offers ample guest parking."
* NEW LISTING 
$4,995,000
1035 Whitwell Road, Hillsborough CA 94010
4
BEDS
6
BATHS
3,650
SQFT
$1,368
$/SQFT
0.38
ACRES
2015
BUILT
"Captivating Newly-Built Colonial, located in exclusive Hillsborough near Vista Park on a quiet street. Built in 2015 with the highest quality materials, this elegant home includes an open floor plan, soaring ceilings, detailed millwork, top-of-the-line fixtures, gleaming hardwood floors, Bay Views and rich architectural details to enhance the air of understated elegance. Absolutely ideal floor plan includes 4 Bedroom Suites, 5.5 Baths, Office, two Laundry Rooms, an extraordinary Kitchen/Family Room with vaulted ceilings flowing to Deck and Gardens, and an immaculate flat backyard with Outdoor Kitchen and Fire Pit."
$4,888,000
15 Drayton Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,737
SQFT
$1,032
$/SQFT
0.43
ACRES
2005
BUILT
"On a quiet street overlooking a pastoral canyon and with expansive Bay views, this Mediterranean home makes a dramatic statement while bestowing comfort & privacy. A soaring two-story entry leads to an open floor plan: living room with fireplace, dining room with breakfast patio, family room with butlers bar, & an exquisite custom kitchen. Also on the main level are a discreet powder room & a large study or en-suite guest room & a pass-through fireplace to the family room. Multiple access points to the oversized balcony with a Viking outdoor kitchen provide gracious entertaining options and enjoyment of the spectacular surrounding view. Ascend to the upper level to the master suite featuring a cozy fireplace, a third balcony for gazing at The City & Bay, master bath with huge tub, shower with steam, walk-in closet with numerous custom built-ins, & a separate sitting room. Two additional bedrooms, both en-suite, and a conveniently located second laundry complete the upper level."
* NEW LISTING 
$4,399,000
91 Crystal Springs Road, Hillsborough CA 94010
4
BEDS
5
BATHS
3,990
SQFT
$1,103
$/SQFT
0.39
ACRES
1906
BUILT
"SELLER MOTIVATED TO SELL***** A TRULY 5BR/3BA WITH 2 HALF BA'S ESTATE IN LOWER HILLSBOROUGH,IN A PARK-LIKE SETTING, THIS HOME HAS GRAND FORMAL ENTRY, HARDWOOD FLOORING ON THE MAIN LEVEL, FORMAL DINING AND FAMILY ROOMS, A SOLARIUM OFF THE LIVING ROOM, A GOURMET KITCHEN WITH STAINLESS STEEL APPLIANCES, LIBRARY, 3 CAR DETACHED GARAGE, AND MORE! GREAT LOCATION ONLY MINUTES FROM DOWNTOWN SAN MATEO!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,680,000 TO $4,399,000 
$3,890,000
60 Lookout Road, Hillsborough CA 94010
5
BEDS
4
BATHS
4,430
SQFT
$878
$/SQFT
2.51
ACRES
1979
BUILT
"Classic mansion! Sit above an expansive panorama of lush hills and bay views in this one of a kind Hillsborough home straddling 2.5 acres! Featuring timeless craftsmanship mastering brick and wood, high ceilings and a tranquil breathtaking setting, this home is ready to fulfill your imagination's possibilities. With Perks such as a solarium, heated pool, a private wine cellar and spacious rooms evoking magical vistas, this beauty is a rare and unique gem. New tile roof in 2016. Must see the interior craftsmanship to appreciate !"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,350,000 TO $3,890,000 
$3,750,000
980 Baileyana Road, Hillsborough CA 94010
4
BEDS
4
BATHS
3,450
SQFT
$1,087
$/SQFT
0.32
ACRES
1936
BUILT
"Beautiful Mediterranean Home in Prime Lower Hillsborough location. Behind the stucco walled front, you will enter a stunning garden with a very private peaceful feel. This home was built in 1936 with beautiful grand entry doors that open to a central courtyard. The original tiled floors are throughout most of home as well as hardwood. 4 bedrooms with 3.5 baths. Formal living room with French doors that open to outside covered patio Dining room filled with sun. Office/small den off kitchen 3 BR on main level, 2 Jack&Jill with bath & 1 master bedroom with fireplace. Lower level is only 8 steps down from main level with bedroom 4, full bath, family room, mud room & garage. The family room opens to large brick paved patio that is wonderful for entertaining & child play. Motor Court for extra parking. Stunning garden, very private on 13939 sq ft. Come & see this exceptional home. Excellent Schools and commute patterns north to San Francisco or south to Silicon Valley"
 
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