Homes for sale in Hillsborough
75 Tobin Clark DR
5
3.5
4,260 sqft
Hillsborough
$4,388,000
This exquisite 5 bedroom, 3.5 bath, 4,260 sq.ft. of beautifully designed living space. The grand formal living room features high ceilings, rich hardw...
168 Tobin Clark DR
6
7
7,380 sqft
Hillsborough
$6,990,000
This exquisite architectural estate offers phenomenal bay view span from Peninsula to SF & light-filled floor plans that seamlessly create both an exp...
1340 Avondale RD
5
4
4,400 sqft
Hillsborough
$4,195,000
This magnificent home is tucked away at the end of a cul-de-sac framed by prolific oaks and overlooks tree-studded canyons. Spanning multiple levels, ...
20 Glenbrook Drive
7
5
7,127 sqft
Hillsborough
$7,980,000
Take advantage of this huge price drop. Motivated seller. This Mediterranean style villa retreat sits atop the foothills of Hillsborough on a private...
601 Chiltern RD
4
3.5
3,910 sqft
Hillsborough
$5,495,000
Stunning home located on one of lower South Hillsborough's most coveted streets, just minutes from downtown San Mateo and Burlingame Avenue. Elegant, ...
35 Cinnamon CT
6
5.5
8,290 sqft
Hillsborough
$12,980,000
LOOKING FOR A NEW HOME, MODERN, SMASHING BAYVIEW, 1 ACRE+/-, USABLE BACKYARD, BRIGHT THROUGHOUT AND SEPARATE GUEST HOUSE. WE GOT IT ALL!!!! SQUARE ...
15 Pilarcitos CT
5
4.5
3,678 sqft
Hillsborough
$3,399,000
Welcome to 15 Pilarcitos Court, nestled atop of the rolling hills of the renowned city of Hillsborough. This spacious contemporary home boasts four be...
2216 Oakdale RD
5
4.5
5,870 sqft
Hillsborough
$5,888,000
Privately located in Hillsborough Oaks, Casa Serena is the perfect blend of hallmark architecture, quality renovation, and artistic ambiance. As one e...
2915 Ralston AVE
4
4.5
3,230 sqft
Hillsborough
$5,395,000
Enchanting Cotswold in a magical setting on over 2 acres in the Carolands. 4 bedrooms and 4.5 baths, warm and inviting interiors, bright open spaces a...
1255 Lakeview DR
4
4.5
4,230 sqft
Hillsborough
$4,198,000
Situated on a tranquil .51-acre lot in a private setting, this home offers 4BR/4.5BA and features gracious formal rooms with huge windows that frame t...
1531 Wedgewood DR
6
5.5
5,430 sqft
Hillsborough
$4,995,000
This regal 5-bedroom, 5 1/2 bath gated home rests on a slight rise at the corner of Windermere and Wedgewood. The ground floor comprises an elegant ...
1105 Lakeview DR
4
3
3,020 sqft
Hillsborough
$3,588,888
SELLER FINANCING AVAILABLE! You can own in Hillsborough today for $650,000 Down and $7,347.22 per month for 3 years term. FAST, EASY CLOSE FOR QUALIFI...
1245 Cardigan RD
5
5.5
4,060 sqft
Hillsborough
$5,800,000
This house is a 10! Beautiful Contemporary home that was fully renovated in 2018. Park like backyard on a +- 2.445 acre lot. Backyard includes scenic ...
45 Calaveras CT
4
2.5
2,450 sqft
Hillsborough
$2,888,000
Developer Special! Set on over 4 acres of land at the end of a cul-de-sac in the Lakeview area of Upper Hillsborough, this property comes with pre-app...
15 Bridle CT
5
6
5,704 sqft
Hillsborough
$8,300,000
Timeless elegance abounds this classic residence in a hidden cul-de-sac that shares a story of Hillsborough's past. Built in 1931 as part of the comp...
1430 Buckingham WAY
4
3
3,230 sqft
Hillsborough
$4,200,000
Explore the beauty and options of this well maintained Spanish Mediterranean home on over an acre in Hillsborough's Lakeview neighborhood. Perched on ...
1430 Buckingham Way
4
3
3,230 sqft
Hillsborough
$4,200,000
Explore the beauty and options of this well maintained Spanish Mediterranean home on over an acre in Hillsborough's Lakeview neighborhood. Perched on ...
933 Baileyana RD
4
3.5
3,985 sqft
Hillsborough
$5,700,000
Explore the beauty of this stunning 4+bedroom/3.5 bathroom Spanish Mediterranean escape nestled in desirable Hillsborough Oaks, known for its Old Worl...
30 Knollcrest RD
4
3.5
3,075 sqft
Hillsborough
$3,680,000
Contemporary home sits a top a hill proving , maximum privacy, spectacular panoramic views of the San Francisco Bay. 4BR/ 3.5 BA home nested of a gat...
1158 Barroilhet DR
5
6.5
5,270 sqft
Hillsborough
$4,700,000
Built in 1990, this expansive home is ideally situated in lower Hillsborough, featuring large gracious rooms and windows galore that provide an abunda...
2665 Butternut DR
5
4.5
4,480 sqft
Hillsborough
$5,888,888
REMODELED LIKE NEW! MODERN INTERIOR BY A WELL KNOWN DESIGNER!. HOUSE FEATURES FORMAL ENTRY, SEPARATE LIVING, DINING & FAMILY ROOMS, OFFICE AREA, KITCH...
1800 Elmwood RD
5
4.5
4,908 sqft
Hillsborough
$6,750,000
Situated on a corner on a cul de sac in desirable Lower North Hillsborough, this updated residence is surrounded by tall privacy hedges and towering r...
119 Bridge RD
6
10
10,510 sqft
Hillsborough
$13,880,000
Exclusive must-see listing! Impeccably maintained 1.73ac+/- Tudor-style estate constructed with 19th century detail craftsmanship. The expansive 10,51...
8 Homs CT
6
7.5
9,864 sqft
Hillsborough
$15,000,000
Spectacular Colonial gated estate regally situated on a .95-acre level lot on a cul-de-sac in a premier lower Hillsborough location. Masterfully expan...
255 Pinehill RD
3
2.5
2,530 sqft
Hillsborough
$4,999,000
VIEW!VIEW!THIS 3BR/2.5BA HOME WHICH SITS ON NEARLY 2 ACRES WAS REMODELED IN 2010. THIS INCLUDES HARDWOOD FLOORING THROUGHOUT, UPDATED KITCHEN WITH STA...
840 Lombardi LN
5
5.5
6,338 sqft
Hillsborough
$6,900,000
Contemporary masterpiece located at the end of quiet cul-de-sac. Very private behind a security gate. Soaring ceilings, walls of glass and voluminous ...
400 Hillsborough BLVD
6
6.5
6,505 sqft
Hillsborough
$7,888,000
One of the best places to "shelter in place" Nestled one of Hillsborough's most highly sought after and premier streets, is this spectacular residence...
1045 San Raymundo RD
6
5.5
4,649 sqft
Hillsborough
$6,298,000
Unparalleled attention to detail abounds with this freshly completed custom remodel. Situated in lower central Hillsborough, the approx 1/2 acre lot ...
Address not disclosed
5
5.5
10,180 sqft
Hillsborough
$16,800,000
This superb French-style gated estate was magnificently positioned on a splendid 2-acre site and built with stubborn superiority, masterful craftsmans...
240 Pinehill RD
3
6.5
8,930 sqft
Hillsborough
$16,888,000
LUXURY ESTATE WITH 3BR/5BA PLUS 3 HALF BATHS, WITH A SEPARATE 1125+/-SF 1BR/2BA GUEST QUARTERS, BRIGHT INTERIOR, REMODELED, MARBLE & CARPETED FLOORING...
1310 Brandt RD
5
4.5
3,410 sqft
Hillsborough
$3,575,000
Elegant Hillsborough Home This half-acre home with lush wrap-around gardens offers the best of town and country living. Secluded and private, on a de...
2825 Churchill DR
5
5.5
6,100 sqft
Hillsborough
$5,395,000
English Country Home located in the the Skyfarm neighborhood of Hillsborough. This grand but comfortable home has wonderful scale rooms perfect for e...
35 Orange CT
6
4.5
5,895 sqft
Hillsborough
$6,495,000
Prisma Development Group and The AOI Group just completed this stunning, modern masterpiece. Meticulous Italian design elements emphasize bright open ...
105 Baywood AVE
8
7
9,355 sqft
Hillsborough
$9,490,000
GRAND 8BR/6BA PLUS 2 HALF BATH ESTATE COMPLETELY REMODELED WITH A MODERN INTERIOR EXCEPT FOR THE FOUNDATION & SOME INTERIOR & EXTERIOR WALL AND STUDS....
15 Boroughwood PL
6
8
10,937 sqft
Hillsborough
$10,880,000
FOR THE MOST DISCERNING OWNER, THIS LUXURIOUS ESTATE, REMODELED IN 1996 BY A PRINCIPAL ARCHITECT OF FRANK LLOYD WRIGHT'S COMPANY OFFERS CONTEMPORARY L...
2600 Skyfarm DR
4
4.5
3,980 sqft
Hillsborough
$4,495,000
This 4 BD/4.5 BA 2-story Tudor home has sweeping views from every room looking out to the San Francisco Bay, San Francisco and the East Bay. The hou...
75 Eugenia WAY
5
4.5
6,780 sqft
Hillsborough
$6,990,000
A stunning Mediterranean home combines luxury, elegance and California living. 5 bedrooms and 4 full baths on 38,400 +/- square foot lot offers priva...
463 El Arroyo RD
5
4
4,650 sqft
Hillsborough
$5,599,999
Regally situated high above a premiere Lower North Hillsborough street, this gated 1930 Santa Barbara-style Mediterranean features boundless Old World...