Hillsborough Real Estate, Homes and Condos for sale

All Hillsborough homes currently listed for sale in Hillsborough as of 02/23/2018 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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$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."
* LISTED OVER 120 DAYS 
$15,980,000
1868 Floribunda Avenue, Hillsborough CA 94010
6
BEDS
10
BATHS
11,090
SQFT
$1,441
$/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.!"
* 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
"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 
$12,995,000
171 New Place Road, Hillsborough CA 94010
5
BEDS
7
BATHS
8,500
SQFT
$1,529
$/SQFT
1.62
ACRES
"Beyond the historic gates of the William H. Crocker estate and up a scenic, meandering and exclusive road is a spectacular French Country estate, a triumph of architectural design. Unfolding over approximately 1.62 acres along the 8th fairway of the famed Burlingame Country Club golf course. Panoramic San Francisco Bay and City Views. 5 large en suite bedrooms. 6.5 spa inspired bathrooms. Total privacy and serenity with romantic courtyard, perimeter strolling paths, expansive lawn areas, Redwood grove, Hydrangea garden with coast live oak canopy, lighted sports court and magnificent pool/spa. Grand formal rooms, library and a chef's dream kitchen."
$11,888,000
2260 Forest View Avenue, Hillsborough CA 94010
7
BEDS
8
BATHS
10,000
SQFT
$1,189
$/SQFT
1.10
ACRES
"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."
$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 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, 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/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."
* NEW LISTING 
$9,299,000
30 Boroughwood Place, Hillsborough CA 94010
6
BEDS
7
BATHS
10,667
SQFT
$872
$/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."
* NEW LISTING 
$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."
$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."
* LISTED OVER 120 DAYS 
$5,885,000
723 Chiltern Road, Hillsborough CA 94010
5
BEDS
5
BATHS
4,370
SQFT
$1,347
$/SQFT
0.50
ACRES
"Classic Mediterranean in prime lower south Hillsborough. Beautiful grounds, approx half acre tiered fountain and circular driveway. Hardwood and tile floors, exposed beams with corbels, graceful arches and other architectural details give a nod to the home's circa 1928 heritage while remodeled gourmet kitchen, dedicated office, heated bathroom & kitchen floors, and sumptuous master bath add luxurious amenities for today. 2-story floor plan is thoughtfully arranged w/5 bedrooms & 4.5 baths, including main-level suite. 1BR/1BA guest house w/ kitchenette and private garage, perfect for extended family members. The grounds are equally impressive w/lavish pool venue mindful of a European resort, stretches of lawn and roses edged w/manicured boxwood, & all in a very private setting. With superior architectural details, a wonderfully functional floorplan, & location in a most prestigious community midway between SF and Silicon Valley, this is indeed a very special place to call home."
* NEW LISTING 
$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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,990,000 TO $5,790,000 
$5,780,000
1245 Cardigan Road, Hillsborough CA 94010
5
BEDS
6
BATHS
4,060
SQFT
$1,424
$/SQFT
2.45
ACRES
"Outstanding contemporary masterpiece located on a private +/-2.45-Acre lot with majestic, picturesque views. Completely renovated down to the studs with meticulous attention to detail & designer finishes throughout. Features include over 4,000s.f of open, sunlit living space, 5BR/5.5BA, living room with a stunning glass wall with stacking doors that open to a remarkable, view-facing deck, & dramatic two-way fireplace that is viewed from both the living room & family room, a chef's kitchen with high-end appliances, chic mood lighting & a large pantry. A secondary family/media room with bar, & a master suite with a tremendous, spa-inspired bath add to the appeal of this exceptional home. Outside, the resort-like grounds with vast IPE wood decks, level lawn, huge pool, pool bath, outdoor kitchen, putting green, fire pit & lighted dining area are simply stunning. Smart Home Features: Lutron lighting, Sonos sound system, video surveillance, & Nest thermostats for multiple-zone heating & A/C"
$5,299,000
1120 Tournament Drive, Hillsborough CA 94010
7
BEDS
6
BATHS
4,956
SQFT
$1,069
$/SQFT
0.58
ACRES
"Welcome Home! Step inside and savor the classic elegance and timeless appeal of this Tudor home with spectacular views. Grand scale rooms, beginning here in the foyer, feature fresh paint in the perfect designer color, striking hardwood floors, and amazing natural light from expansive windows. Offering the serene of the Western Hill backdrop, while also being the perfect home for entertaining. With 7 bedrooms, 3 upstairs and 4 downstairs, this home offers space for every lifestyle need. The fabulous chefs kitchen extends seamlessly to a casual dining area and family room. Fresh air dining, entertaining, and incredible level space for play unfolds outside. Here is where the natural beauty of Hillsborough takes center stage with miles of views and ultimate privacy. Join us and enjoy."
$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."
* LISTED OVER 120 DAYS 
$4,780,000
340 Moseley Road, Hillsborough CA 94010
5
BEDS
5
BATHS
4,120
SQFT
$1,160
$/SQFT
0.52
ACRES
"Enjoy life's finer pleasures in this 5 bedroom, 4.5 bath contemporary Hillsborough home on a half-acre lot with Bay views, 3 fireplaces and an inviting indoor/outdoor floor plan. The chefs kitchen has a panoply of Thermador appliances, custom cabinets and an impressive island crowned by a stunning slab of Volga Blue granite. The Great Room opens to the Kitchen while the formal Living & Dining Rooms reveal dramatic views. The Master Retreat offers 2 large walk-in closets, a bath with Jacuzzi tub and body jet shower, plus a connected library with custom built-in shelving. Four bedrooms have en-suite baths and ample closet space. This residence is filled with elegant details including a Japanese soaking tub, several crystal chandeliers, 5 skylights, handsome crown moldings, and rich walnut floors. The expansive wraparound deck connects to a lower deck, flat backyard, playroom and art studio. A 3-car garage and spacious driveway complete this gorgeous property."
$4,748,000
128 Reservoir Road, Hillsborough CA 94010
5
BEDS
5
BATHS
4,938
SQFT
$962
$/SQFT
0.51
ACRES
"Prestigious Hillsborough Farro Essalat, Mediterranean-inspired home with extraordinary artisanship and materials, high ceilings, wide hallways, gleaming hardwood floors, elegant fixtures, imported marble fireplaces, impressive layered moldings, art iron railings and more importantly a floor plan that equally affords an outstanding flow for large-scale entertaining or everyday activities. This home is located on a quiet cul-de-sac of just a few homes. The knoll top setting allows you to enjoy tree-top Bay views. Ringed by majestic Redwoods offers a sense of privacy and natural beauty that is the hallmark of the Town of Hillsborough within walking distance to Downtown San Mateo. Mid-Peninsula location is convenient to Downtown San Francisco, San Francisco International Airport, Half Moon Bay and Silicon Valley. Other amenities include: Game/family room on lower level, tree-top Bay views, generous yard for play, expansive deck & sparkling pool. Must see to appreciate!"
* NEW LISTING 
$4,595,000
580 El Cerrito Avenue, Hillsborough CA 94010
5
BEDS
5
BATHS
3,882
SQFT
$1,184
$/SQFT
0.49
ACRES
"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!"
* NEW LISTING 
$4,590,000
2140 Redington Road, Hillsborough CA 94010
4
BEDS
4
BATHS
2,880
SQFT
$1,594
$/SQFT
0.49
ACRES
"4BR/3.5BA ON A LARGE LEVEL LOT, WITH FORMAL ENTRY, SEPARATE DINING, LIVING & FAMILY ROOMS, HARDWOOD FLOORING, GOURMET KITCHEN WITH STAINLESS APPLIANCES & KITCHEN ISLAND, HUGE MASTER SUITE, SPARKLING POOL WITH A BBQ AREA AND EXTRA STORAGE."
* NEW LISTING 
$3,895,000
565 Hayne Road, Hillsborough CA 94010
5
BEDS
4
BATHS
3,520
SQFT
$1,107
$/SQFT
0.33
ACRES
"Gorgeous Colonial Beautifully Situated on a +/-.33-Acre Lot in coveted lower South Hillsborough offering over 3,500s.f. of elegant living space. With rich hardwood floors throughout, this inviting home features 5 spacious bedrooms, 3.5 baths, a generously-sized living room with grand fireplace and lovely built-in bookcases, a superb formal dining room with French doors that lead to the enchanting rear grounds, and a chefs kitchen with breakfast nook and wet bar that adjoins the tremendous family room with soaring ceilings, charming window seat and French doors offering rear yard access. A cheerful sunroom opens to the expansive rear grounds with lush, verdant landscaping, stunning brick patios, sweeping level lawn, multiple fountains and a cozy fire pit. Great location near downtown San Mateo, award-winning schools, and major commute routes."
* NEW LISTING 
$3,590,000
35 Lydia Court, Hillsborough CA 94010
4
BEDS
3
BATHS
3,128
SQFT
$1,148
$/SQFT
0.90
ACRES
"MAJOR RENOVATION TO THE INTERIOR, KITCHEN ENLARGED WITH BRAND NEW THERMADOR APPLIANCES, FAMILY ROOM EXPANDED TO FORM A GREAT ROOM ENVIRONMENT, CEILING LIGHTS INSTALLED THROUGHOUT, MASTER BEDROOM & BATHS COMPLETELY REMODELED, NEWLY REPAINTED INSIDE & OUT INCLUDING DECK GREAT LOCATION ON A CUL-DE-SAC OFFERS A SENSE OF PRIVACY!"
 
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