Hillsborough Real Estate, Homes and Condos for sale

All Hillsborough homes currently listed for sale in Hillsborough as of 11/24/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

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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
"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
"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
"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!"
* LISTED OVER 120 DAYS 
$13,888,000
2260 Forest View Avenue, Hillsborough CA 94010
7
BEDS
6
BATHS
10,000
SQFT
$1,389
$/SQFT
0.97
ACRES
"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 
$12,500,000
38 Cinnamon Court, Hillsborough CA 94010
5
BEDS
7
BATHS
8,000
SQFT
$1,562
$/SQFT
0.97
ACRES
"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."
* PRICE LOWERED - $13,800,000 TO $12,500,000 
$10,500,000
414 Pinehill Road, Hillsborough CA 94010
5
BEDS
6
BATHS
8,350
SQFT
$1,257
$/SQFT
1.87
ACRES
"A Magnificent Three-Story Villa With Almost Two Acres Of Breathtaking Gardens Bringing A Quintessentially Italian Feel. The Stylish Interiors Are Of The Highest Quality, Sourced From Around The World. Exquisite Woodwork, Chic Lighting And Lavish Cuts Of Natural Stone Epitomizing Modern Elegance. Dramatic Entry Opens To Hi-Volume Ceilings. Office With Coffered Ceilings. The Impressive Master Bathroom Is A Stunning Old-World Style. State-Of-The-Art Kitchen With A Gigantic Island. A Wine Cellar, Full Bar, Entertainment And Media Area All On The Lower Level. Balconies, Patios And Terraces Overlook The Resort-Like Setting. Radiant Heat. Sonos Sound. Video Security System. Exterior Kitchen With A Dining Bar. Three Fireplaces. A Salt Water Spa. Tucked Away By The Orchard Is A One Bedroom, Self Contained Guest House With An Eat-In Kitchen. Lots Of Space, Privacy And Luxury. Estates Of This Caliber Rarely Hit The Market."
$9,495,000
30 Boroughwood Place, Hillsborough CA 94010
6
BEDS
7
BATHS
10,667
SQFT
$890
$/SQFT
1.98
ACRES
"Situated near the end of a private cul-de-sac and amongst similar large estates is a remodeled contemporary home with 6BR's 6.5BA's plus a separate detached 3BR 2.5BA guest house. The home offers a superior layout, perfect for large or multi-generational families with its separate bedroom wings and generous proportions. This sleek home has custom cabinets, top of the line appliances and a great kitchen/family room combo that opens to a large outdoor patio equipped with a built-in BBQ, firepit, putting green, bocce ball, vegetable garden, expansive turf lawn and the start of a gentleman's vineyard. The 2nd family room or game room is adjacent to the theatre and a indoor covered pool with solar for year round enjoyment. The home also includes a 4 car garage, plus extra parking and a large wine cellar and ample storage throughout. A separate spacious 3BR guest house, complete with its own patio, lawn area, expands over two levels with high ceilings and great natural light."
* PRICE LOWERED - $9,998,000 TO $9,495,000 
$8,500,000
720 Brewer Drive, Hillsborough CA 94010
6
BEDS
7
BATHS
6,835
SQFT
$1,244
$/SQFT
0.48
ACRES
"Regally situated on one of the most sought-after streets in prestigious lower Hillsborough, this stunning gated Dutch Colonial is set on a superb level lot of just under one-half acre. Elegantly expanded and remodeled with meticulous attention to maintaining its original period details, this magnificent home offers six large bedrooms with five full and two half bathrooms. A grand formal entry, gorgeous chefs kitchen, stately formal rooms, a wood-paneled office, lovely sun room, and an expansive master suite with a luxurious bath and huge walk-in closet are just a few of the highlights of this amazing home. A private wing offers in-law/au pair quarters with a bedroom, full bath, sitting room and kitchenette. A huge media room, music room and possible wine room complete the lower level. Outside, the lush verdant yard with mature landscaping, beautiful flagstone patios, built-in barbecue, sport court, sweeping level lawns, and 4-car garage add to the appeal of this exceptional property."
$7,995,000
1310 Tournament Drive, Hillsborough CA 94010
6
BEDS
7
BATHS
8,730
SQFT
$916
$/SQFT
1.18
ACRES
"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."
$7,950,000
1900 Willow Road, Hillsborough CA 94010
5
BEDS
7
BATHS
4,900
SQFT
$1,622
$/SQFT
0.52
ACRES
"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."
* PRICE LOWERED - $8,395,000 TO $7,950,000 
$7,380,000
75 Eugenia Way, Hillsborough CA 94010
5
BEDS
5
BATHS
6,780
SQFT
$1,088
$/SQFT
0.88
ACRES
"A stunning Mediterranean home combines luxury, elegance and California living. 5 bedrooms and 4 full baths on 38,400 square foot lot offers 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 steel 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 master suite with jetted tub. Gated, impeccably landscaped grounds, stunning pool with spa, tennis court and garden area make this home a complete oasis."
* NEW LISTING 
$6,750,000
105 Bella Vista Drive, Hillsborough CA 94010
5
BEDS
7
BATHS
5,600
SQFT
$1,205
$/SQFT
2.25
ACRES
"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"
$6,600,000
921 Baileyana Road, Hillsborough CA 94010
5
BEDS
6
BATHS
5,170
SQFT
$1,277
$/SQFT
0.56
ACRES
"PRIME LOCATION! 5BR/5.5BA LUXURY HOME, 10 YEARS NEW! HIGH CEILINGS ACCENTUATE OPENNESS IN THE LIVING AREAS, THERE IS A GOURMET KITCHEN WITH IT'S OWN EAT-IN DINING AREA, OFF THE KITCHEN AREA THERE IS A PATIO WITH A SEPARATE KITCHEN, A LARGE FAMILY ROOM ADJOINS THE KITCHEN, THERE IS A SEPARATE GUEST QUARTERS WITH BATH AND PANTRY, HUGE MASTER BEDROOM WITH THREE ADDITIONAL BEDROOM SUITES, 3 CAR GARAGE AND MULTI ZONE HEATING AND A/C SYSTEM."
$6,250,000
216 Santa Inez Avenue, Hillsborough CA 94010
5
BEDS
5
BATHS
4,970
SQFT
$1,258
$/SQFT
0.58
ACRES
"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."
$6,195,000
2080 Geri Lane, Hillsborough CA 94010
5
BEDS
6
BATHS
5,195
SQFT
$1,192
$/SQFT
0.42
ACRES
"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."
* LISTED OVER 120 DAYS 
$5,790,000
35 Cinnamon Court, Hillsborough CA 94010
8
BEDS
6
BATHS
7,570
SQFT
$765
$/SQFT
0.94
ACRES
"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!"
* PRICE LOWERED - $5,990,000 TO $5,790,000 
$5,598,000
1440 San Raymundo Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,705
SQFT
$1,190
$/SQFT
2.53
ACRES
"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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,995,000 TO $5,598,000 
$5,395,000
404 El Centro Road, Hillsborough CA 94010
4
BEDS
7
BATHS
5,320
SQFT
$1,014
$/SQFT
0.76
ACRES
"Grand mediterranean style estate on a .76 acre parcel. Large rooms, tall ceilings, great floor plan, lower level apartment, 3 car garage. True elegance abounds in this classic property."
* 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
"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."
$4,888,000
15 Drayton Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,737
SQFT
$1,032
$/SQFT
0.43
ACRES
"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."
$4,399,000
91 Crystal Springs Road, Hillsborough CA 94010
4
BEDS
5
BATHS
3,990
SQFT
$1,103
$/SQFT
0.39
ACRES
"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
"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 naturally cool wine cellar and spacious rooms evoking magical vistas, this beauty is a rare and unique gem. New style tile roof installed in Jan of 2016. City completed the new drainage system on this road in last September, new storm drains and underground pipes were installed to gather the surface rainwater. This is a great improvement to the properties on this street. This beautiful home has many modern features like high ceiling, recess lights, control panel for whole house systems. it is awaiting a sophisticated new owner to appreciate the interior craftsmanship !"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,350,000 TO $3,890,000 
$3,250,000
960 La Senda Road, Hillsborough CA 94010
3
BEDS
3
BATHS
3,060
SQFT
$1,062
$/SQFT
1.09
ACRES
"Located in a secluded enclave of Hillsborough this contemporary California split level home is loaded with possibilities! Here are just a few of this fine homes features: 3 Spacious Bedrooms, plus a possible 4th Bedroom on the ground floor, 3 Full Bathrooms, spacious Master Suite with wonderful views, updated, well laid out Kitchen, spacious Dining Room convenient to the Kitchen and Living Room, dramatic Living Room with an abundance of natural light, high ceilings, fireplace built in book shelves, sliding doors to outside and stunning Bay Views! Pool inside tropical themed Cabana convenient to the house and grounds, many pre-sale updates: massive landscaping overhaul, fresh paint inside & out, new flooring throughout, new toilets, new plugs/switches, door and cabinet accessories and much more"
 
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