Hillsborough, CA Homes for Sale

Almost fully rebuilt in 2022, this Santa Barbara-style Mediterranean in Hillsborough blends timeless architecture with modern systems and resort-style living. Interior design by JD Bartell creates a truly special & cohesive residence for daily living & entertaining. The home offers up to 6 bedrooms & 6.5 bathrooms with Venetian plaster throughout, custom white oak floors, seamless cabinetry &

Phil Chen Christie's International Real Estate Sereno

Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities

Jenn Gilson Golden Gate Sotheby's International Realty

Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious Skyfarm neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views and exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved and vaulted

Stanley Lo Green Banker Realty

*MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat

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

Rare estate in the prestigious Tobin Clark area of Hillsborough. Set on a private, resort-like lot with mature trees, layered outdoor spaces, and a private walking trail. Surrounded by top private schools, the home is thoughtfully laid out with 7 beds & 7.5 baths, along with formal living and dining rooms that connect to a spacious family room and kitchen. A group of four bedrooms are located

Claire Chen Compass

Modern living meets classical antiquity in this extraordinary Italian Renaissance estate in coveted San Mateo Park. Set on an expansive 3/4-acre lot, this meticulously updated residence showcases magnificent stonework, foliate columns, soaring barrel ceilings, and captivating garden views through large picture windows. Thoughtfully designed for modern living, the home features a chefs kitchen

Pierre & Alex Buljan Compass

*BRAND NEW ADU UNDER CONSTRUCTION, STARTED FEB 2026 W/ FRAMING ALREADY COMPLETED* THIS TROPHY HOME IS A ONE-OF-A-KIND MODERNIZED SMART-HOME MANSION! THE IMPOSSIBLE WAS DONE W/ THESE MULTI-MILLION DOLLAR RENOVATIONS! This magnificent estate perfectly integrates timeless architecture with a modern interior, with all top-of-the-line amenities. An estate fit for royalty! Interior with 100s of

Stanley Lo Green Banker Realty

Tucked at the end of a private cul-de-sac, 720 Endfield Way offers a rare blend of privacy, scale, and panoramic Bay views. This meticulously maintained all ensuite 4-bedroom, 4-bath residence is filled with natural light. Expansive windows frame stunning vistas from Oakland to the San Mateo Bridge viewed from almost every room. Offering 3779 square feet of generous living spaces for refined

Runa Magowan Coldwell Banker Realty

Set on more than 12 secluded acres, Villa de Verano is an ultra-exclusive Hillsborough estate inspired by the elegance of Lake Como. The gated compound offers exceptional privacy, symmetry and scale, with a tree-lined drive leading to a grand motor court & the main residence, guest quarters & sports pavilion. The 12,404 sqft main residence spans 3 levels serviced by an elevator & overlooks the

Jenn Gilson Golden Gate Sotheby's International Realty

Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soaring open-concept living area. Vaulted ceilings with exposed beams and floor-to-ceiling windows flood

Stanley Lo Green Banker Realty

A rare opportunity. Located in the coveted lower-Hillsborough Ryan Tract Neighbourhood. 1735 Crockett Lane is an ideal home for entertaining! The home is located on a quiet cul-de-sac. The common area includes a family room, breakfast nook, formal dining room, and formal living room area. This one story 4-bedroom 3 bath home is expansive and private. Plenty of storage space. Located on a private

John Pang Realty One Group Extreme

Secluded in the exclusive Country Club Manor neighborhood of Hillsborough, this fully furnished modernist masterpiece, a three story wonder of glass that floats with the forest. Designed by acclaimed, award-winning architect Leonard Ng, this iconic 11,141 sq. ft. retreat is a meditation on minimalism, an extension from the trees that questions where nature ends & home begins. Clear heart cedar

Gina Haggarty Compass

Highly sought after property in the Tobin Clark Estate neighborhood, this property offers expansive, panoramic views overlooking the San Francisco Bay and Peninsula. Spanning over 6500 sq ft, this impressive east-facing residence offers 5 bedrooms, 5.5 bathrooms with a bonus media room, combining scale, elegance, and everyday functionality. A grand foyer welcomes you into the formal living and

Andrew Law eXp Realty of Northern California, Inc.

Welcome to this expansive 6000 sq ft residence in the prestigious Hillsborough. Gated driveway paved with beautiful fan-patterned design leads you pass a water fountain to the grand double entry door. The foyer with custom marble and a vaulted ceiling dotted with skylights offering unparalleled luxury and natural light. Six bedroom suites with eight full bathrooms plus a guest powder room, this

Olivia Lee RE/MAX Gold Redwood Shores.

Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated layout, anchored by a newly redone open kitchen and family room designed for modern living and effortless connection. The interiors feature all-new flooring, custom cabinetry, and a chefs kitchen appointed with Miele appliances, including an induction cooktop

Phil Chen Christie's International Real Estate Sereno

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

Welcome to a truly extraordinary Hillsborough estate where elegance, space, and lifestyle come together. Set on nearly 2/3 of an acre, this stunning property offers 7,285 sq ft of refined living space designed to impress and inspire. The main residence spans three beautifully crafted levels, filled with natural light, sophisticated architectural details, and seamless flow throughout. Expansive

Malcolm Lee Nation Home Realty

Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover

Pierre & Alex Buljan Compass

At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices,

Zachary Trailer Compass

THE BEST OF HILLSBOROUGH! 815 Crystal Springs Rd presents an exceptional blend of luxury, privacy, & resort-style living in one of Hillsborough's most desirable settings. Thoughtfully remodeled in 2016, this 3,345 sq ft residence sits on an expansive 19,598 sq ft lot and offers 4 bedrooms and 3.5 baths, including a beautifully appointed pool house, versatile studio/bonus room, and finished

Stanley Lo Green Banker Realty

Welcome to this bright top floor condominium residence offering a unique blend of comfort and charm. One bedroom + den has multiple skylights that bathe the living space in sunshine throughout the day. Adjacent to the living room, the den provides an ideal space for home office, reading nook, or guest area. Kitchen, while compact, is efficiently laid out with ample cabinetry, updated appliances,

Louie Kappen Coldwell Banker Realty

Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With an expansive 3,664 sq ft of living space set on a generous 8,115 sq ft lot, this residence offers comfort and style. The spacious kitchen is a culinary enthusiasts dream, featuring a gas cooktop, dishwasher, garbage disposal, island, microwave, and a gas oven. The kitchen seamlessly flows into the family

Denise Laugesen KW Advisors

Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light

Denise Laugesen KW Advisors

Nestled in one of the Peninsulas most sought-after neighborhoods & tucked behind flowering landscaping, 526 Poplar captures the romance & grace of classic San Mateo Park living. A lavish entryway welcomes you inside & leads to a grand staircase creating an elegant focal point & setting a tone of timeless sophistication. Beautifully refinished hardwood floors, abundant natural light & period

LAURA BRYANT KW Advisors

WELCOME TO 525 ALMER RD, where comfortable, convenient living meets a prime Burlingame location. This spacious 1,485 sq. ft. two-bedroom, two-bath condo with a den features an open-concept living and dining area filled with abundant natural light , a cozy fireplace and access to a private balcony through sliding glass doors-ideal for relaxing or entertaining. The home offers a functional kitchen,

Dzovig Derounian KW Advisors

Set on one of the most coveted streets in Burlingame's prestigious Easton Addition, 1347 Montero Avenue presents a rare offering on the market for the first time in a decade and positioned on one of just 32 expansive estate-sized lots within this sought-after neighborhood. Beautifully remodeled, the home features 5 bedrooms and 5 bathrooms with light-filled interiors and generously scaled living

The Sharp Group KW Advisors

Nestled in the heart of Burlingame Park, this bright first-floor sanctuary offers a rare turnkey opportunity for those starting out or looking to downsize. As an elegant retreat the residence provides secure access from both the street & garage. The light filled interior has been meticulously updated, featuring a thoughtfully arranged floor plan where a spacious living room serves as the

Gina Haggarty Compass

Refreshed unit --best floor plan, updated and ready to move in. Convenient to front desk, swimming pool, and gym, corner unit has lots of floor to ceiling windows, with views of the SM Bridge and the Bay. Bright and sunny with loads of storage and spacious rooms. Gourmet kitchen has lovely custom cherry wood cabinets, stainless appliances, handy pantry. Open floor plan, can be formal dining room

Kathleen Sparer Compass

Priced to sell with very motivated sellers, this 2 bedroom condo in prime Burlingame located in close proximity to Burlingame Avenue and downtown! Spanning 993 square feet, this tastefully renovated condo boasts new hardwood floors throughout, updated open kitchen with new appliances, kitchen cabinets and counter tops,light fixtures and breakfast bar. This first floor corner unit is located at

Pepe Pimentel eRealty

Beautifully remodeled 2/1 bath condo in the sought after area of Baywood. Private entrance and attached garage allow for privacy and security in this wonderful neighborhood. Proximate to downtown San Mateo with its vibrancy and restaurants. Easy access to highways 280 and 101. Excellent for executives and families alike.

David Cauchi Compass