Hillsborough, CA Houses for Sale

A symphony of modern architecture and refined design, 855 Darrell Road is a one-of-a-kind contemporary estate where form meets function in the most breathtaking way. Crafted by Kelland Architects and built by Thorenfeldt Construction, every inch of this 7,370-square-foot residence pulses with innovation, artistry, and intention. From the moment you step inside, youre greeted by soaring ceilings,

Bedbury Group Golden Gate Sotheby's International Realty

Significant over $800,000 Price Improvement! Exceptional opportunity to own a grand estate in the heart of Hillsborough. 760 Chateau Dr is now offered at an incredible new price, representing outstanding value for this premier property. Set on over 2/3 of an acre with a total of 7,285 sq.ft of living area, this elegant home offers spacious interiors & stunning grounds in a prime location. The

Eva Sogotis KW Advisors

Welcome to this stunning, newly remodeled 6-bedroom, 6.5-bathroom home located in the desirable city of Hillsborough. This expansive residence boasts 6,690 sq. ft. of luxurious living space on a generous 36,920 sq. ft. lot. The gourmet kitchen is a chef's dream, featuring a gas cooktop, island with sink, quartz countertops, multiple wine refrigerators, freezer, and additional high-end appliances,

Kara Lee Compass

Step into a piece of history w/ this extraordinary Hillsborough property, originally the 5-stall carriage house for the infamous 16-acre Fagan Estate. Transformed in 1971, the carriage house is now a luxurious single-family residence, designed to cater to modern living, while beautifully preserving the historic charm. Spanning approximately 7,000 square feet, the home includes 7 bedrooms, 4.5

Emily Patterson KW Advisors

CasaDelSol a magnificent three-story estate embodies the pinnacle of luxury living. Highly coveted central location. Walkable to trendy eateries and boutiques. Brand new construction 2023. Nestled among oaks and redwoods creating an oasis of serenity. Unrivaled quality. Meticulous details. Step inside and experience the sheer scale and grandeur. Flexible spaces make this intimate for relaxation

Margaret Duffy Coldwell Banker Realty

Welcome to this charming home in the heart of San Mateo, offering a comfortable and inviting living space with 1,820 sq ft nestled on a spacious 8,896 sq ft lot. This property features 3 bedrooms, all conveniently located on the ground floor, and 3 full bathrooms boasting double sinks, tile finishes, and both shower and tub options for comfort and convenience. The kitchen is a chef's dream with

Jonathan King Intero Real Estate Services

Nestled on .66 acres in Lower North Hillsborough, this stunning home is located near North Hillsborough School. The 2-story foyer leads to a spacious LR w/ fireplace insert, recessed lighting, built-in speakers, & large windows framing tranquil views of lush greenery. The formal DR offers picturesque views of patio & pool. The oversized eat-in kitchen boasts granite countertops, & custom wooden

Austin Herman Compass

Set on a beautifully landscaped lot, this home offers the perfect balance of luxury, space, & modern convenience. This thoughtfully renovated residence combines timeless elegance with smart-home functionality & high-end designer finishes. The main level welcomes you with a dramatic double-height foyer, formal living and dining rooms, & an expansive open-concept kitchen outfitted with top-tier

Jenn Gilson Golden Gate Sotheby's International Realty

Perfectly situated in the heart of South Hillsborough, 280 Uplands Drive offers a rare opportunity on an expansive, flat over half-acre lot surrounded by beautiful estates. Rebuilt and remodeled approximately 35 years ago, this 5-bedroom, 4.5-bath home spans nearly 5,000 square feet and features a generous floor plan, lush landscaping, and a swimming pool. While currently owner-occupied and not

Michael Haywood Jr. eXp Realty of California Inc

RARE FIND! Don't miss this once-in-a-lifetime opportunity to live on one of Hillsborough's most prestigious streets. Nestled on a nearly 3/4-acre lot at the end of a peaceful cul-de-sac, this property offers the perfect blend of privacy and convenience. Just a 5-minute drive brings you to the vibrant shops and restaurants of Broadway or downtown Burlingame. Commuters will appreciate the quick

Stanley Lo Green Banker Realty

DESIGN FOR LIVING: THE PERFECT MEETING OF SUN, CELEBRATION, AND SAVOIR FAIRE! Remodeled designer quality unfolds across multiple destinations, with minimal boundary between indoor and outdoor living. 5 bedrooms, 3 full baths, 2 half baths, plus large Office (or gym), and enormous recreation room of 21 x 26 feet. Majority of the home flows on one level, including four bedrooms all together

Geoffrey Nelson Coldwell Banker Realty

CASA SERENA: HILLSBOROUGH'S BESPOKE HOMAGE TO SANTA BARBARA LUXE. Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-built to the highest standards. Spanning 5,600 sq. ft., you are invited to marvel at the "composition within

Geoffrey Nelson Coldwell Banker Realty

NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the

Stanley Lo Green Banker Realty

Newly Built. Fully Custom. Absolutely One-of-a-Kind. 424 Occidental is a breathtaking custom estate, rebuilt from the ground up in 2022 to deliver unparalleled luxury & resort-style living in the most prestigious neighborhood on the Peninsula. Behind private gates, this architectural showpiece seamlessly blends modern elegance & cutting-edge function. With 4 bedrooms, 3 full baths, & 2 half

LAURA BRYANT KW Advisors

ONE OF HILLSBOROUGH'S BEST DEALS!!! Nestled in the prestigious Tobin Clark Estates, this home blends privacy, timeless architecture, and classic elegance. Surrounded by pristine landscaping and gently rolling hills, it's located in one of the Peninsulas most desirable neighborhoods. The home itself is seated on almost 1/2 acre of flat land. A long motor court driveway with elegant concrete pavers

Stanley Lo Green Banker Realty

Newly remodeled 4 bedroom, 3 bathroom home located in the prestigious city of Hillsborough. Situated on a generous 31,799 sq ft (0.73 Acres) lot, this expansive home offers 3,172 sq ft of refined living space , natural light with newly remodeled kitchen, large breakfast area, and brand new deck. Designed for comfort, luxury, and modern elegance, perfect for both everyday living and entertaining.

John Pang Realty One Group Extreme

Elegant Hillsborough Retreat with Bay Views, nestled in one of the Hillsborough most picturesque settings. Surrounded by majestic heritage oaks, this beautifully renovated single-level home showcases expansive interiors and walls of windows framing tranquil views of lush gardens and the San Francisco Bay. Featuring 4 bedrooms and 2.5 bathrooms, the layout offers refined style and exceptional

Frank Ruan Stanford Professional Realty Inc

GREAT NEW PRICE!! Spectacular single-level home on a flat lot at the end of a cul-de-sac with 5 bedrooms, 3.5 bathrooms, separate office and a bonus media room (not included in square footage). With privacy, views and 2 expansive lawns, this home creates a perfect setting for indoor/outdoor living in Hillsborough. The formal dining room and living room open up onto the back patio and yard, while

Patty Dwyer Group Compass

Welcome to Casa La Cumbre, a warm & sophisticated modern home that is just as grand as it is inviting and laid back. Designed & re-built by renowned Bay Area builder, Craftsmen's Guild. At 7,789 sqft, this estate sits on a generous .75 acre lot. The home offers 8 bedrooms, 7.5 bathrooms, formal living & dining rooms, a great room with eat in kitchen, an upstairs den, movie theater, wine room,

Kia Amini Compass

A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen

Stanley Lo Green Banker Realty

20 Pine Court, Hillsborough A Modern Architectural Masterpiece Nestled in the prestigious Skyfarm neighborhood, 20 Pine Court is a breathtaking 5 bedroom, 5 full bath, and 2 half bath modern estate envisioned by the acclaimed Sean Bailey Design. This architectural marvel seamlessly merges sophisticated elegance with unparalleled functionality, creating a living experience that redefines luxury.

Paul Zinchik Compass

Nestled in Hillsborough's prestigious Ryan Tract, this exceptional residence blends privacy, convenience, & charm. Just minutes from Downtown Burlingame & Broadway, it offers easy access to Highway 101 and top-rated schools. A welcoming front porch leads into a bright & airy interior w/ hardwood floors, recessed LED lighting, and expansive windows. The elegant dining room features a bow window &

Stanley Lo Green Banker Realty

Tucked at the end of a quiet cul-de-sac on approximately 2 private acres, The Koshland Estate is a once-in-a-lifetime offering in one of the Peninsulas most prestigious enclaves. Designed in 1961 by Frank Lloyd Wright disciple Howard Friedman for his father-in-law, Levi Strauss & Co. President and CEO Daniel Koshland, the home was constructed to exceptional commercial-grade standards, rarely seen

Pierre & Alex Buljan Compass

PRICE REDUCED, THE BEST DEAL JUST GOT BETTER!!! Nestled in the Hillsborough foothills, this exquisite estate embodies prestige & sophistication in one of Californias most coveted enclaves. Set on a generous lot, it offers exceptional privacy w/ only one neighbor & lush greenery for lots of privacy. Mediterranean-inspired design shines w/ arched doorways, sculpted balusters, & a grand foyer.

Stanley Lo Green Banker Realty

Nestled down a long driveway in the prestigious Hillsborough Knolls neighborhood, this enchanting home offers a serene retreat surrounded by majestic trees, complemented by the soothing sounds of Cherry Canyon Creek. The property is conveniently located just over a mile from the 280 Freeway and a short drive from Downtown San Mateo and Downtown Burlingame. The residence also has access to

Stanley Lo Green Banker Realty

Stop your search, this home has everything on your checklist: stunning, private views, a massive floor plan, high ceilings, and a prestigious Hillsborough address. The standout feature is the expansive downstairs media room. Once a concert hall for top artists, it can continue that legacy or be transformed into a home theater, fitness room(perfect for indoor pickleball!),or bonus living space.

Mary Bee Thrasher Remax Capital

APPROVED PLANS FOR A BRAND NEW MODERN HOME! ALL PERMITS COMPLETED, READY TO BUILD YOUR DREAM HOME!!! HUGE LOT WITH .621 ACRES OF USABLE LAND, SEATED IN THE PERFECT LOCATION / NEIGHBORHOOD. Plans include a 1 bed/1bath ADU with a full kitchen, dining, & living room, as well as a swimming pool. Close to top-rated schools, countless amenities, modern conveniences, Downtown Burlingame, and easy

Stanley Lo Green Banker Realty

LOWER HILLSBOROUGH'S PREMIER ESTATE! Rare listing, a once-in-a-lifetime property w/ one of the LARGEST LOTS in its neighborhood -- 1.286 ACRES OF TOTALLY FLAT LAND! European style Italian Villa, constructed to perfection resembling the work of "turn-of-the-century" architect George Howard. UPDATED & RENOVATED throughout the years. EXTENSIVE STREET SETBACK. There's a Detached 5-car garage with a

Stanley Lo Green Banker Realty

Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard

Pierre & Alex Buljan Compass

Burlingame Park Paradise. Behind a charming front entrance, surrounded by an entrance of fragrant iceberg roses, this 4 bedroom, 4 bath home is a fully remodeled masterpiece. An elegant and spacious home that blends custom cutting edge design with luxurious finishes, this home is an entertainer's dream. The gourmet chef's kitchen features a 48" Viking range with custom hood, dual sinks,

Bob Marshall Omarshall, Inc

#1 LOCATION, TWO BLOCKS TO DOWNTOWN! Significant recent upgrades make this classic SHINE! Just completed, totally refreshed light-filled interiors highlighted by a commanding Great Room that basks in western light and rich detail. *Re-furbished gum wood detailing in Maybeck Style *Heart-warming screened-in porch entry a page out of Nantucket *Two new remodeled baths *New landscaping on a large

Geoffrey Nelson Coldwell Banker Realty

Welcome to 11 La Strada Ct, Burlingame—a stunning, Mediterranean-style home located in an exclusive gated community. Built in 1999, this luxurious residence blends timeless elegance with modern comforts. As you enter, you're greeted by a grand, marble-tiled entrance, setting the tone for the sophisticated interiors. The home features soaring high ceilings that enhance the sense of space and

Andrew Fung Ramsell Real Estate Inc

Located in The Garden of Bel Aire Heights, this one of a kind home is one of 19 brand new luxury homes. With absolute designer sophistication, this is luxury living with classic California elegance. The entire home is bright with towering ceilings. Living and dining areas are open, yet well-defined, and the kitchen is a five- star masterpiece with gas range, high-end finishes, hardware, and

Denise Laugesen KW Advisors