Hillsborough, CA Homes for Sale

Prime Hillsborough residence w/4 BR 3.5 BA w/sweeping Bay & San Mateo Bridge views. Expansive great room captures the scenery while overlooking the pool & sunlit deck below creating a natural backdrop for memorable gatherings, everyday living, & effortless entertaining. Main level features 2 primary suites & powder rm, ideal for multi-generational living or flexible use. View-oriented kitchen has

Samia Morgan eXp Realty of Northern California, Inc.

For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life,

Gina Haggarty Compass

Fully renovated and move-in ready, this 3 bed, 2 bath home offers 2,200 sq ft of thoughtfully updated living space on a beautifully secluded 9,090 sq ft lot. Surrounded by mature trees, the property features multiple private outdoor areas, including a spacious front patio ideal for entertaining and a serene backyard retreat. The home has undergone a complete top-to-bottom renovation, including

James Holt Elevate Group

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

Step into ultimate luxury with this spacious 6 BD, 5.5 BA home spanning +/- 4,746 SQFT on over 1/2 an acre of beautifully landscaped grounds. Perfect for entertaining and serene living, this home blends a versatile floorplan with thoughtful updates, including a significant 2017-2018 remodel and expansion. The main level is a showstopper, featuring a chef's kitchen with top-tier appliances, an

Becky Geller Compass

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

Modern Sanctuary in Lower South Hillsborough. Welcome to 655 Hayne Road, a newly completed modern residence offering privacy and refined California living in one of Hillsboroughs most desirable neighborhoods. Set behind a gated entrance on a mostly flat, usable parcel, the property is thoughtfully designed for seamless indoor-outdoor living. The main residence flows primarily across a single

Shaun Walter Coldwell Banker Realty

Built in 2011, this exceptional gated residence blends timeless architecture with modern luxury just minutes from Downtown Burlingame and close to acclaimed Hillsborough North Elementary and Crocker Middle School. Designer finishes throughout include Calacatta marble countertops, custom honed limestone fireplaces, hand-painted strié wall finishes, polished nickel Rohl fixtures, oil-rubbed bronze

Max 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

Beyond the gates, perched atop a knoll w/ westerly hill views, a remarkable estate in the heart of Hillsborough. Fine luxury living is a timeless Craftsman built in 2009. Opulence begins at the front door to a grand foyer w/ soaring ceilings including a living room, a formal dining room, breakfast room, separate family room, & a gourmet chefs eat-in kitchen w/ custom cabinetry, Viking stainless

Chris Sabido eXp Realty of California Inc

*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

Occupying a premier setting in one of Hillsboroughs most prestigious enclaves, 260 Robin Road showcases exceptional craftsmanship and timeless design. This completely rebuilt estate offers over 3,800 square feet of refined living space, blending modern luxury with effortless livability. Designed for todays discerning buyer, the home features four luxurious bedroom suites and five beautifully

Denise Laugesen KW Advisors

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

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of

Judy Citron Compass

Commanding sweeping views of San Francisco, the Bay Bridge, and a glittering skyline, 1340 View Haven is a contemporary Hillsborough retreat designed to showcase its extraordinary vantage point. A private tree lined setting, the home unfolds through a dramatic double-height foyer with a glass-encased staircase and suspended artistic wine display. The house unfolds to expansive, light-filled

Phil Chen Christie's International Real Estate Sereno

*Offers Due 5/20/26 by 12 PM. This stunning Chateau-style residence is gracefully situated on coveted Chateau Drive in the prestigious Carolands area of Hillsborough. Set on approximately .77 acres of gated grounds with Bay views, a circular driveway, and lush mature landscaping, this private estate is offered for the first time since its original construction. Spanning over 4,200 square feet,

Tim Allen Alevizos Remax Capital

*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

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

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

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

Finally, an affordable lot to build your dream home in the exclusive city of Hillsboro.

Alex Schauffert New Standard Realty

Timeless Mediterranean elegance meets modern Peninsula living in this exceptional Easton Addition residence. Ideally positioned on a quiet tree-lined street, this impressive 5-bedroom, 4-bath home offers approximately 3,000 square feet of beautifully designed living space on a generous 6,250 square foot lot. A dramatic entry introduces refined interiors filled with natural light, soaring

Jonathan King Intero Real Estate Services

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

Located in Baywood, one of San Mateo's most coveted neighborhoods, this beautifully finished home is the rare offering that checks every box: timeless style, thoughtful layout and an unbeatable location just moments from the energy of downtown. The oversized living room stretches from the front to the back of the home, providing natural light morning and evening. With a formal dining room and an

Patty Dwyer Group Compass

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

LOCATION, LOCATION, LOCATION! Welcome to this bright and inviting 1-bedroom, 1-bath condo in the heart of highly sought-after Burlingame Park. Offering an incredible opportunity to own on the Peninsula with low HOA dues and an attractive price point, this home blends comfort, convenience, and charm in one exceptional package. Filled with natural light, the thoughtfully designed floor plan offers

Disen Cai KW Advisors

Light-Filled San Mateo Park Living With Close-In Convenience! Set at the end of a lane in sought-after San Mateo Park, this move-in ready home offers privacy and close-in convenience to shops and restaurants. Lovingly maintained by the same family for more than 40 years, this picture-perfect home is bright and light with fresh interior paint, refinished hardwood floors, and new carpet. Beyond the

Mark Johnson Coldwell Banker Realty

Priced to sell with very motivated sellers, this 2 bedroom condo in prime Burlingame located in close proximity to Burlingame Avenue and downtown! Seller will credit 12 months of HOA dues to buyer. 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

Pepe Pimentel eRealty

Beautifully updated home tucked away on a picturesque tree-lined street in sought-after Burlingame Park. This light-filled residence offers timeless style, spacious living areas, and seamless indoor-outdoor flow ideal for everyday living and entertaining. A gracious entry opens to expansive formal living and dining spaces featuring rich hardwood floors, recessed lighting, and oversized glass

Patty Dwyer Group Compass

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