Hillsborough Real Estate, Homes and Condos for sale

All Hillsborough homes currently listed for sale in Hillsborough as of 08/22/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

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$22,000,000
121 New Place Road, Hillsborough CA 94010
6
BEDS
9
BATHS
12,666
SQFT
$1,737
$/SQFT
3.27
ACRES
1973
BUILT
"Country estate of unrivaled grandeur in Hillsborough's most premier location. Formal grounds overlook 8th fairway of the Burlingame Country Club. Main residence w/6bdr & 7.5/ba, plus 2bd/2ba caretaker's apt. Guest house with 1bd/1ba, full kitchen & adjacent fitness studio. Library, 2 offices, lower level recreation room & temperature controlled wine cellar. Enjoy the grand terrace w/pool, spa & lounge pavilion. Comprising 2 separate parcels totaling almost 3.27 acres the manicured grounds & amazing foliage afford the ultimate setting for outdoor living including a fully fenced tennis court. Close to excellent public & private schools. Located in a prime Peninsula location midway between SF & Silicon Valley this home is exceptional in every way. There are two APN#'s as Seller combined 2 lots into 1 address number."
* LISTED OVER 120 DAYS 
$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."
* NEW LISTING 
$9,998,000
15 Woodgate Court, Hillsborough CA 94010
6
BEDS
11
BATHS
12,616
SQFT
$792
$/SQFT
3.40
ACRES
2007
BUILT
"Built in 2007, boasting approx. 12,616 square feet ( House 10,575; Pool house 970; Garage 1,071) on 3.40 acres of level land. Swimming Pool and Spa, Tennis court, Pool house with full kitchen and his/hers changing rooms and ample yards. Main house with 6 Bedrooms, en suite and 3, 1/2 baths; including a Guest Suite with 2 Bedrooms and Sitting Area. Library,two story Living Room, Formal Dining Room. 8 seat Media Room and Wine Cellar in the basement. Elevator. Bay Views."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $14,850,000 TO $9,998,000 
$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!"
$8,500,000
1061 San Raymundo Road, Hillsborough CA 94010
8
BEDS
7
BATHS
8,210
SQFT
$1,035
$/SQFT
3.83
ACRES
1923
BUILT
"Gracious 1920's classic Mediterranean estate built on one of the largest lots available in years in the extremely desirable and prestigious town of Hillsborough. Enter through a magnificent archway to the expansive cobblestone courtyard which leads guests into a home with high beam ceilings, pristine hardwood flooring, a grand spiral staircase, and upgraded kitchen and baths. In addition, this home has seven fireplaces and two outdoor covered patios perfect for entertaining or enjoying peaceful garden views. The 3.8 acre lot has a pool, tennis court, and a gymnasium/squash court."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $9,000,000 TO $8,500,000 
$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."
* NEW LISTING 
$7,990,000
75 Eugenia Way, Hillsborough CA 94010
5
BEDS
5
BATHS
6,780
SQFT
$1,178
$/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 
$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"
$6,495,000
1440 San Raymundo Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,705
SQFT
$1,380
$/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 childrenâ?Ts playhouse hidden up a trail in the trees."
$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 
$6,195,000
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."
$5,950,000
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 
$5,699,000
2300 Skyfarm Drive, Hillsborough CA 94010
5
BEDS
4
BATHS
5,120
SQFT
$1,113
$/SQFT
0.61
ACRES
1976
BUILT
"Spacious inviting home sitting on a large lot in prestigious Hillsborough, with 5 bedrooms 3.5 baths. Master bedroom suite with fire place and deck overlooking trees and garden. Inviting oversized living room with vaulted ceilings and fireplace, 2 large family rooms with fire places, game room with bar. Kitchen with eating area and a sliding door that leads to a large deck and 3 car garage. Private peaceful backyard surrounded by trees. This home is located a short distance to Burlingame Country golf club and vibrant downtown Burlingame shops and restaurants. Close to excellent public & private schools. This prime Peninsula location is midway between SF & Silicon Valley, with easy access to all major commute route. BIG PRICE REDUCTION OF $800 thousand!!!"
* PRICE LOWERED - $6,500,000 TO $5,699,000 
$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."
* NEW LISTING 
$4,938,000
128 Reservoir Road, Hillsborough CA 94010
5
BEDS
5
BATHS
4,938
SQFT
$1,000
$/SQFT
0.53
ACRES
1991
BUILT
"***First Opportunity since purchased as a brand new home... A Fabulous Farro Essalat designed and built residence unites old-world elegance with modern luxury. This French and European themed home with extraordinary artisanship and materials: High ceilings, wide hallways, gleaming hardwood floors, elegant fixtures, imported marble fireplaces and more. A floor plan that equally affords an outstanding flow for large-scale entertaining, or everyday activities. Quality craftsmanship with impressive finishes, grand sized rooms, great floor plan. Located on a quaint, quiet cul-de-sac of just a few exclusive homes, the knoll-top setting allows for you to enjoy tree-top Bay views. Expansive deck for indoor/outdoor dynamic, sparkling swimming pool, generous yard for play, all ringed by majestic Redwoods you are offered a sense of privacy and natural beauty that is breathtaking...."
$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!"
* PRICE LOWERED - $4,680,000 TO $4,399,000 
$3,999,000
201 Brentwood Road, Hillsborough CA 94010
5
BEDS
5
BATHS
4,960
SQFT
$806
$/SQFT
0.56
ACRES
1990
BUILT
"5BR/4.5BA WITH 4960+/-SF, HUGE MASTER & BATH WITH 2 WAY FIREPLACE, SEPARATE DINING AND FAMILY ROOMS, LIBRARY, GOURMET KITCHEN WITH BREAKFAST ROOM, 2 DISHWASHERS, 2 OVENS, 2 TRASH COMPACTORS AND ISLAND, WET BAR IN THE FAMILY ROOM, HARDWOOD FLOORING THROUGHOUT DOWNSTAIRS AND WALL TO CARPETING UPSTAIRS, 3 CAR GARAGE, 2 PATIOS, LAUNDRY ROOM AND MORE!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,500,000 TO $3,999,000 
$3,895,000
105 Glengarry Way, Hillsborough CA 94010
5
BEDS
4
BATHS
4,270
SQFT
$912
$/SQFT
0.55
ACRES
1978
BUILT
"Heavenly retreat in Hillsborough! Nestled perfectly on nearly a 24,000 sq.ft. lot, this 4,000+ sq.ft., 5 bedroom 4 bathroom home with gleaming hardwood floors, a library, separate office, spacious living room, gym with sauna, renovated pool and spa, automatic backup power generation and so much more will leave you wanting nothing but more time to enjoy your private paradise in one of San Mateo County's most sought after cities!"
$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"
$3,350,000
440 Remillard Drive, Hillsborough CA 94010
3
BEDS
3
BATHS
2,850
SQFT
$1,175
$/SQFT
0.54
ACRES
1960
BUILT
"Privacy and tranquility are what you will find at this prestigious Hillsborough address. California living is situated on this quiet and secluded cul-de-sac. This home, built in 1960, has been loved and well maintained. Featuring high ceilings and windows that cascade natural light throughout every room, this home boasts indoor and outdoor living. Features include: hardwood floors, formal dining room and bonus sunroom off the elegant formal living room, open concept kitchen / family room & master bedroom suite includes a soaking tub overlooking a zen garden. Excellent Hillsborough schools and easy access to the 280 hwy. make for easy commutes north to San Francisco or south to Silicon Valley."
* NEW LISTING 
$3,300,000
35 Sugar Hill Drive, Hillsborough CA 94010
4
BEDS
4
BATHS
4,810
SQFT
$686
$/SQFT
0.71
ACRES
1990
BUILT
"Elegant Mediterranean home with panoramic views of the bay, Tobin Clark Estate, and the valley. Dual level home with a master bedroom suite on the main level, formal living and dining rooms, large eat-in kitchen and two family rooms, wood paneled den/office, expansive decks and patios, attached 3 - car garage, great for an extended family."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,500,000 TO $3,300,000 
 
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