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$7,895,000

Regally set back on a lush +/-0.41-acre corner lot in coveted Lower South Hillsborough, this timeless Mediterranean estate blends classic architectural elegance with expansive living spaces and private, resort-like grounds - ideal for both effortless daily living and grand-scale entertaining. Boasting +/-4,235sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant foyer that leads to an impressive living room with rich hardwood floors, a grand fireplace, and French doors opening to a vast rear patio. The formal dining room flows seamlessly into a stunning gourmet kitchen/family room ensemble with French doors leading to the verdant grounds. The main level includes a private guest bedroom or office with ensuite bath, a well-appointed laundry room, and elegant powder room. Upstairs, 3 sizeable bedrooms are complemented by a marble hall bath, while the lavish primary suite with multiple closets and spa-inspired bath awaits you. The resort-like grounds feature lush, mature landscaping, pool, fire pit, and sun-drenched patio with pergola. The lower level offers an attached garage, gym, & abundant storage space. Located near top-rated schools, downtown, and major commute routes, this classic estate offers a rare opportunity in one of Hillsborough's most prestigious neighborhoods.

5 Beds ⋅ 4 Baths ⋅ ML82041699 MLS

Regally set back on a lush +/-0.41-acre corner lot in coveted Lower South Hillsborough, this timeless Mediterranean estate blends classic architectural elegance with expansive living spaces and private, resort-like grounds - ideal for both effortless daily living and grand-scale entertaining. Boasting +/-4,235sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant foyer that leads to an impressive living room with rich hardwood floors, a grand fireplace, and French doors opening to a vast rear patio. The formal dining room flows seamlessly into a stunning gourmet kitchen/family room ensemble with French doors leading to the verdant grounds. The main level includes a private guest bedroom or office with ensuite bath, a well-appointed laundry room, and elegant powder room. Upstairs, 3 sizeable bedrooms are complemented by a marble hall bath, while the lavish primary suite with multiple closets and spa-inspired bath awaits you. The resort-like grounds feature lush, mature landscaping, pool, fire pit, and sun-drenched patio with pergola. The lower level offers an attached garage, gym, & abundant storage space. Located near top-rated schools, downtown, and major commute routes, this classic estate offers a rare opportunity in one of Hillsborough's most prestigious neighborhoods.

335 El Portal AVE, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

$5,300,000

A Modern Transformation with Sweeping Bay Views! Beautifully remodeled for modern living, this Lower Hillsborough home showcases an open-concept design with wide expanses of glass that frame views across the San Francisco Bay and out to the Bay Bridge and East Bay hills. Natural light fills every room, two gas fireplaces add warmth, and wood-like tile floors unify the open living areas. Expansive formal rooms are complemented by a designer kitchen and family room combination, creating an ideal layout for entertaining and everyday comfort. Rounding out the main level are three spacious bedrooms, including a primary suite that takes full advantage of the views, plus there is a flexible-use lower level with large bonus room and adjoining bath. Outside, an expansive view deck with cable-strung railings and terraced lawns extend the living space, providing ample room for entertaining and play. With its modern transformation, dazzling views, and sought-after Lower Hillsborough setting, this home presents the perfect place to live midway between San Francisco and Silicon Valley.

3 Beds ⋅ 4 Baths ⋅ ML82026991 MLS

A Modern Transformation with Sweeping Bay Views! Beautifully remodeled for modern living, this Lower Hillsborough home showcases an open-concept design with wide expanses of glass that frame views across the San Francisco Bay and out to the Bay Bridge and East Bay hills. Natural light fills every room, two gas fireplaces add warmth, and wood-like tile floors unify the open living areas. Expansive formal rooms are complemented by a designer kitchen and family room combination, creating an ideal layout for entertaining and everyday comfort. Rounding out the main level are three spacious bedrooms, including a primary suite that takes full advantage of the views, plus there is a flexible-use lower level with large bonus room and adjoining bath. Outside, an expansive view deck with cable-strung railings and terraced lawns extend the living space, providing ample room for entertaining and play. With its modern transformation, dazzling views, and sought-after Lower Hillsborough setting, this home presents the perfect place to live midway between San Francisco and Silicon Valley.

442 El Arroyo RD, Hillsborough

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$3,900,000

Cape Cod Charm in Lower Hillsborough! An utterly spell bounding property that offers an amazing ambiance of natural beauty and architectural style. Enchanted creekside setting with lush grounds, spectacular color, peaked roofs, meandering pathways and white picket fences emerge simultaneously upon arrival. Circa 1936, meticulously maintained and exploding with character. Wide plank flooring, white paneled walls, wainscoting, bead board built-ins, touches of brick, charming nooks and stunning dormer windows throughout. An abundance of natural light with several French Doors leading to the rear veranda and the pristine grounds. Two primary en suites, one per floor. Separate office. Modern day upgrades include windows and doors, fresh paint, remodeled baths and impressive lighting. Attached garage and additional basement/workshop area. Acclaimed South Elementary, Crocker Middle and Aragon High School. Considering price, location, condition, and size, this special property represents the best of value that Hillsborough has to offer and poses as an ideal investment to enjoy all the convenience and amenities that peninsula living is famous for.

4 Beds ⋅ 5 Baths ⋅ ML82007421 MLS

Cape Cod Charm in Lower Hillsborough! An utterly spell bounding property that offers an amazing ambiance of natural beauty and architectural style. Enchanted creekside setting with lush grounds, spectacular color, peaked roofs, meandering pathways and white picket fences emerge simultaneously upon arrival. Circa 1936, meticulously maintained and exploding with character. Wide plank flooring, white paneled walls, wainscoting, bead board built-ins, touches of brick, charming nooks and stunning dormer windows throughout. An abundance of natural light with several French Doors leading to the rear veranda and the pristine grounds. Two primary en suites, one per floor. Separate office. Modern day upgrades include windows and doors, fresh paint, remodeled baths and impressive lighting. Attached garage and additional basement/workshop area. Acclaimed South Elementary, Crocker Middle and Aragon High School. Considering price, location, condition, and size, this special property represents the best of value that Hillsborough has to offer and poses as an ideal investment to enjoy all the convenience and amenities that peninsula living is famous for.

807 Crystal Springs RD, Hillsborough

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sam Kaykin from UMBRA

$6,250,000

4 Beds ⋅ 5 Baths ⋅ ML81982369 MLS

2130 Redington RD, Hillsborough

Listed by Jeff Harber, 650-740-2418 from Compass
(If provided) CoList: Ellen Mazzoni from Compass

Sold listing courtesy of Emma Elfving from APR

$5,600,000

THE BEST DEAL YOU'LL FIND IN LOWER-MIDDLE HILLSBOROUGH! The bright, flowing indoor floor plan has been tastefully updated and is COMPLETELY MOVE-IN READY. The home carries the dual-pedigree of San Francisco design pioneers architect Gardner Dailey and famed landscape architect Thomas Church. The indoor living areas naturally extend through French doors from the spacious main hall into a landscape of ambling paths under mature oaks, welcoming rose gardens, and shaded lawns. The circular terraces and circular Emerald pool are signature Church design elements as featured in Architectural Forum magazine and two Thomas Church books. Out back you'll find a brand new semi-circler lawn area. To the side of the property, a vast grass field perfect for events and children. Inside, you'll find a well-appointed updated kitchen, a bright & spacious living room, family room, multiple en-suite bedrooms, spa-like bathrooms, a craftsman office / library, & more. Heading back outside, you'll find several balconies with views of the surrounding woods, as well as a patio area just off the living room. With this location, you're close to Downtown Burlingame as well as several prestigious public & private schools.

5 Beds ⋅ 7 Baths ⋅ ML81967845 MLS

THE BEST DEAL YOU'LL FIND IN LOWER-MIDDLE HILLSBOROUGH! The bright, flowing indoor floor plan has been tastefully updated and is COMPLETELY MOVE-IN READY. The home carries the dual-pedigree of San Francisco design pioneers architect Gardner Dailey and famed landscape architect Thomas Church. The indoor living areas naturally extend through French doors from the spacious main hall into a landscape of ambling paths under mature oaks, welcoming rose gardens, and shaded lawns. The circular terraces and circular Emerald pool are signature Church design elements as featured in Architectural Forum magazine and two Thomas Church books. Out back you'll find a brand new semi-circler lawn area. To the side of the property, a vast grass field perfect for events and children. Inside, you'll find a well-appointed updated kitchen, a bright & spacious living room, family room, multiple en-suite bedrooms, spa-like bathrooms, a craftsman office / library, & more. Heading back outside, you'll find several balconies with views of the surrounding woods, as well as a patio area just off the living room. With this location, you're close to Downtown Burlingame as well as several prestigious public & private schools.

711 Hayne RD, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP