Hillsborough Real Estate, Homes and Condos for sale

All Hillsborough homes currently listed for sale in Hillsborough as of 04/23/2018 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

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$19,988,000
240 Pinehill Road, Hillsborough CA 94010
3
BEDS
8
BATHS
8,930
SQFT
$2,238
$/SQFT
2.06
ACRES
1965
BUILT
"LUXURY ESTATE WITH 3BR/5BA PLUS 3 HALF BATHS, WITH A SEPARATE 1125+/-SF 1BR/2BA GUEST QUARTERS, BRIGHT INTERIOR, REMODELED, MARBLE & CARPETED FLOORING, HUGE GOURMET KITCHEN, LARGE COURTYARD, SPARKLING HEATED POOL, HIGH CEILINGS, SPECTACULAR BAY VIEWS, 6 CAR GARAGE"
* NEW LISTING 
$15,980,000
1868 Floribunda Avenue, Hillsborough CA 94010
6
BEDS
10
BATHS
11,090
SQFT
$1,441
$/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.!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $19,880,000 TO $15,980,000 
$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!"
* LISTED OVER 120 DAYS 
$11,888,000
2260 Forest View Avenue, Hillsborough CA 94010
7
BEDS
8
BATHS
10,000
SQFT
$1,189
$/SQFT
1.10
ACRES
1896
BUILT
"Entering the wrought-iron gates of this elegant 19th century estate brings one into an extraordinary zone artistically designed by renowned landscape architect Topher Delaney. All reminiscent of a Kennedy compound. The home is approximately 10,000 square feet with 7 bedrooms and 7.5 baths.The grand entry features the spiral staircase. From the large living room with wood-burning fireplace, one continues on to the formal dining room. The kitchen features a gas Garner stove, Sub-Zero refrigerator and built-in seating nook, all open to the gracious family room. Off of the entrance hall is classic, wood paneled library. The second floor features the master suite with its own deck overlooking the yard, a grand fireplace, huge walk-in closet and sitting area. There are three other bedrooms as well as a playroom on this floor. A suite with separate living room and bath on 3rd floor.The property is also an entertainers paradise, featuring a huge pool, sports court, putting green, and patios."
$9,850,000
414 Pinehill Road, Hillsborough CA 94010
5
BEDS
6
BATHS
8,350
SQFT
$1,180
$/SQFT
1.87
ACRES
2014
BUILT
"A Magnificent Three-Story Villa Sits On Almost Two Acres With Breathtaking Gardens Bringing A Quintessentially Italian Feel. The Stylish Interiors Are Of The Highest Quality, Sourced From Around The World. Exquisite Woodwork And Lavish Cuts Of Natural Stone Epitomizing Modern Elegance. Dramatic Entry Opens To Hi-Volume Ceilings. Office With Coffered Ceilings. The Master Bathroom Is A Stunning Old-World Style. State-Of-The-Art Kitchen. A Wine Cellar, Full Bar, Entertainment/Media Area. 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 In This Brand New Construction Completed In 2014. Estates Of This Caliber Rarely Hit The Market."
* PRICE LOWERED - $10,500,000 TO $9,850,000 
$8,875,000
30 Boroughwood Place, Hillsborough CA 94010
6
BEDS
7
BATHS
10,667
SQFT
$832
$/SQFT
1.98
ACRES
1981
BUILT
"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 - $9,299,000 TO $8,875,000 
$8,295,000
720 Brewer Drive, Hillsborough CA 94010
6
BEDS
6
BATHS
6,835
SQFT
$1,214
$/SQFT
0.48
ACRES
1920
BUILT
"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 chef's 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."
$7,695,000
1310 Tournament Drive, Hillsborough CA 94010
6
BEDS
7
BATHS
8,370
SQFT
$919
$/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."
$7,380,000
75 Eugenia Way, Hillsborough CA 94010
5
BEDS
5
BATHS
6,780
SQFT
$1,088
$/SQFT
0.88
ACRES
1988
BUILT
"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."
* LISTED OVER 120 DAYS 
$7,100,000
816 Vista Road, Hillsborough CA 94010
5
BEDS
6
BATHS
5,665
SQFT
$1,253
$/SQFT
0.58
ACRES
1933
BUILT
"Unbelievable attention to detail radiates distinctive quality throughout this architecturally magnificent structure which is far more than a house it is a work of art Featuring approximately 5,665sf of uninterrupted style, elegance, craftsmanship that blend a distinguished array of unique, custom finishes and unsurpassed woodwork throughout. This house is nestled on a gorgeous park-like lot located in a serene and secluded location. With coveted schools and convenient commute routes, this house is guaranteed to make a wonderful home. A MUST SEE! DO NOT MISS"
$6,200,000
921 Baileyana Road, Hillsborough CA 94010
5
BEDS
6
BATHS
5,170
SQFT
$1,199
$/SQFT
0.56
ACRES
2007
BUILT
"BIG $400,000 REDUCTION! 11 YEARS NEW! BEST HOUSE ON BAILEYANA! 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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,600,000 TO $6,200,000 
$5,750,000
989 Hayne Road, Hillsborough CA 94010
5
BEDS
6
BATHS
6,635
SQFT
$867
$/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."
$5,588,000
133 Ridgeway Road, Hillsborough CA 94010
5
BEDS
6
BATHS
5,847
SQFT
$956
$/SQFT
1.42
ACRES
1927
BUILT
"Beautifully situated in a gated storybook creekside location, this exceptional, five-bedroom, 5.5 bath home is architecturally significant. Original features of handcrafted quality, including wrought-iron hardware, hardwood floors, & leaded and stained-glass windows are complimented by smart modern conveniences. The main floor has a gracious entry with powder & cloakroom, formal dining room, fire-placed living room with French doors, & a paneled library, also with a fireplace. The top-of-the-line, eat-in kitchen leads to a rear deck, pool and spa, as well as to an oversized family room with unique, imported English bar, and a huge office-conference room. Four family bedrooms, including en-suite master, two full bathrooms, a study, and a turret retreat and wrapping room comprise the upper levels. A lower level au pair suite with bath and kitchenette and a four car garage ensure privacy and convenience. This rare home exemplifies graceful Tudor charm & ageless Hillsborough elegance."
$5,488,000
1440 San Raymundo Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,705
SQFT
$1,166
$/SQFT
2.53
ACRES
1953
BUILT
"Touched by Nature...Hillsborough's Height of Modern Prestige. Commanding an incomparable 2.53 acre knolltop, this estate is located within Hillsborough's legendary 2-acre corridor, amidst many eight-figure properties. A tapestry of modern design and unrivaled privacy of indoor/outdoor flow. Soothing new designer color palette for this updated and remodeled interior. One-level Floorplan with grand open spaces and placid green vistas everywhere you look."
$4,995,000
1160 Barroilhet Drive, Hillsborough CA 94010
5
BEDS
6
BATHS
5,045
SQFT
$990
$/SQFT
0.56
ACRES
1991
BUILT
"Georgian Colonial Elegance Close to Downtown Amenities - Magnificent Georgian Colonial in sought-after lower Hillsborough. Grand scale public rooms, tall ceilings, crown moldings, fine hardwood floors, and 4 fireplaces. Formal living room and elegant dining room. Remodeled chef's kitchen fully open to family room. Main-level wood-paneled office can also function as guest or in-law suite, or as office/bed combo. The 4 upstairs bedrooms, each with en suite bath, include an impressive master suite, which features a wardrobe room and fireplace. Private rear yard, paved terrace and mature gardens. Excellent location minutes to famed Burlingame Ave. Easy Silicon Valley or San Francisco commute. Top-rated North Hillsborough Elementary, Crocker Middle, and Burlingame High School (buyer to verify)."
* PRICE LOWERED - $5,295,000 TO $4,995,000 
$4,990,000
2735 Churchill Drive, Hillsborough CA 94010
6
BEDS
7
BATHS
5,170
SQFT
$965
$/SQFT
0.54
ACRES
1991
BUILT
"Call LA to Show. Located in a Very Desirable Quiet Neighborhood (a Popular Hillside Property with a View Overlooking the San Francisco Bay), Very Short Distance to Anywhere in the Bay Area. This Large Couple Decades Home (Approximately 5170 sqft.) Offers 6 Full Spacious Bedrooms, 6.5 Bathrooms, a Separate Den with Attached Study at the Master Suite. Excellent Curb Appeal with a Beautiful Garden, a Sport Court. The Construction was Done with Fine, Detailed Workmanship with Plenty of Space (6 Bedrooms+2 Bonus Room) without the Need to Expand Immediately. The Large, Well Balanced Lot Size Provides Amble Amount of Level Space for Pleasure, Gardening and Children Play Area. It is One-of-a-Kind Larger Home in the Area. Great Potential and Easy to Show! Easy Access to 280 and Downtown Burlingame and Millbrae. The House Back into the Mountain and Facing the Bay, Good FengShui! Excellent Hillsborough Schools."
$4,600,000
30 Anguido Court, Hillsborough CA 94010
5
BEDS
5
BATHS
4,390
SQFT
$1,048
$/SQFT
0.52
ACRES
1986
BUILT
"A neo-classic Tudor nestled in Tobin Clark, full of simple elegance and timeless quality. Custom built by the Hillsborough fine home builder, Robert Corruccini, this distinctive residence embodies a timeless tradition and embraces elegant family living. The home offers inviting interactive formal and informal living spaces with connective indoor and outdoor living. The desirable orientation provides natural indoor lighting from sunrise to sunset. The park-like backyard with mature redwood trees and large level lawn lends itself to endless enjoyment in the sun. Plus, the quiet cul-de-sac location makes it a unique private haven. Your perfect family home search may end here!"
$4,600,000
1005 Vista Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,706
SQFT
$977
$/SQFT
0.40
ACRES
1926
BUILT
"Across the road from the only park in Hillsborough, Casa de la Colina offers the perfect blend of hallmark architecture, quality renovation, and artistic ambiance. As one enters the property, the exquisite landscaping is striking. Old vine olive trees, saved from a former orchard, a majestic palm, and agave and succulent gardens perfectly compliment the spectacular Spanish style of this one-of-a kind home. A dramatic, sunken living room, with twelve-foot ceilings, original plaster fireplace, and double French doors leading to an intimate retreat with Zen water feature make for a gracious indoor-outdoor experience. Old world charm and architecture are the trademarks of this home, but with sensitive renovation and stylistic integrity, and highlighted by solid plaster and hardwood, designer vintage lighting and hardware, Waterworks fixtures and dynamic tile work, this home a haven of perfect esthetic and function, all right across the street from picturesque Vista Park."
$4,500,000
15 Drayton Road, Hillsborough CA 94010
4
BEDS
5
BATHS
4,737
SQFT
$950
$/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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,888,000 TO $4,500,000 
$4,495,000
580 El Cerrito Avenue, Hillsborough CA 94010
5
BEDS
6
BATHS
3,882
SQFT
$1,158
$/SQFT
0.49
ACRES
1936
BUILT
"This stunning Colonial home evokes the feeling of a classic New England retreat. Built in 1936, this historic home has been elegantly remodeled with the highest quality materials, including detailed millwork, top of the line fixtures, gleaming hardwood floors and rich architectural details to enhance the air of understated elegance. Absolutely ideal floor plan includes 5BR (4 up and 1 downstairs), 5.5 BA, handsome wood-paneled office and large kitchen/family room that opens to rear gardens. Walk to South Elementary School and downtown San Mateo!"
* PRICE LOWERED - $4,595,000 TO $4,495,000 
$4,350,000
91 Crystal Springs Road, Hillsborough CA 94010
4
BEDS
5
BATHS
3,990
SQFT
$1,090
$/SQFT
0.39
ACRES
1906
BUILT
"An architectural jewel located in Lower Hillsborough. Beautifully updated, this is an extraordinary home that showcases elegance and supreme grace. Boasting 4 bedrooms and 3 baths, including two half baths, a grand formal dining room, exquisite hardwood flooring throughout the main level, a lovely sun-filled solarium off the living room, an alluring gourmet kitchen with stainless steel appliances, coffered library, a magnificent entry foyer with grand staircase and a spacious 3-car detached garage. This private lot sits pristinely amongst decadently mature landscaping and is beside a delightfully charming creek, evoking a park-like setting. A rare opportunity to own a masterpiece in walking distance to Downtown San Mateos amenities."
$4,323,000
55 Rockridge Road, Hillsborough CA 94010
5
BEDS
4
BATHS
3,750
SQFT
$1,153
$/SQFT
0.50
ACRES
1959
BUILT
"From the Front Circular Driveway to the Private Professionally Landscaped Back Yard, This Lower South Hillsborough Home has It All. Traditional Central Hall Plan. Generous Use of Top Quality Materials Including Limestone, Marble and Granite. Vaulted Ceilings. Living Room Floor is Australian Gum Wood w/ Maple Border. Magnum Sized Family Room w/ Custom Crafted Stone Fireplace & Jerusalem Limestone Hearth & Skylight Opens to Kitchen w/ Stainless Steel Appliances, Breakfast Area & Separate Pantry. 5 Bedrooms, 3.5 Baths. One Bedroom w/ Built-Ins for Crafts, Sewing, Etc. Au-Pair Suite w/ 5th Bedroom, Large Office & Separate Entrance, Perfect for Guests, In-Laws, Live-In Nanny. Etc. Laundry has Both Gas and 220V. Sparkling Pool is the Centerpiece of the Expansive Rear Yard. Flagstone Patios & Multiple Outdoor Entertaining Areas Including Bocce Ball Court. Solar Panels on Composition Roof in 2016. Convenient to Transportation & Highly Regarded Award-Winning Public and Private Schools."
$4,188,000
735 Endfield Way, Hillsborough CA 94010
5
BEDS
4
BATHS
3,120
SQFT
$1,342
$/SQFT
0.54
ACRES
1948
BUILT
"Resort Living! A sense of serenity envelopes this light-filled, expansive 5 BR home and detached pool house situated on a half acre of beautifully landscaped grounds. The gated entry, gorgeous gardens and large lawn welcome you home. Enjoy the privacy of this cul-de-sac location. Inside, this home has a wall of picture windows overlooking the inviting pool and backyard patios. There are two bedroom wings, providing flexibility for large families, guests or a home office. Wonderful amenities abound for everyone: for the chef, enjoy the gourmet kitchen w/ extra large island to prepare culinary delights. The gardener will love the sprawling grounds and ample space for planting flowers and vegetables. Entertainers will appreciate the easy transition between indoor/outdoor spaces and the patio w/ built-in BBQ. For the health conscious, the spacious pool house w/bathroom can be a guest suite, gym or yoga studio. 3-car garage, plus ample guest parking."
$3,988,000
315 Barbara Way, Hillsborough CA 94010
5
BEDS
4
BATHS
3,590
SQFT
$1,111
$/SQFT
0.51
ACRES
1953
BUILT
"An exceptional contemporary home of incomparable luxury. This 5 bedroom, 3.5 bath home is truly one-of-a-kind. Single level floor plan composed for elegant entertaining or large informal gatherings. Formal living/dining rooms, separate family room and hardwood floors throughout. Chef's kitchen featuring granite counters, stainless steel appliances and sunny breakfast area. Spacious back yard with swimming pool and patio area. Privacy frames this 3,590 +/- sq ft house situated on a half acre of level lot. Conveniently located to highly regarded award-winning public and private schools and within a short commute to San Francisco and Silicon Valley."
 
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