Hillsborough, CA Houses for Sale

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

STUNNING RENOVATION!!! UNBELIEVABLE LANDSCAPE!!! PRIME LOCATION!!! This masterfully renovated 2004-built estate is set on a premier, tree-lined corner lot in one of Lower Hillsborough's most prestigious & secluded neighborhoods. Main House is 3,786 sf + a pool house with 308 sf, bringing the total to 4,094 sf of remodeled living spaces. Soaring ceilings and expansive resort-style grounds set the

Stanley Lo Green Banker Realty

A stunning bucolic estate within the exclusive Hillsborough hills perches at the end of a long, private cobblestone drive. This well-appointed home offers 4,240 sq ft of living space on 2.24 acres with views from virtually every room. Backyards large entertaining patio includes a pool/spa, BBQ area and lifesize Kung Fu Panda statue. Kitchens picture windows let natural light gleam off long

Gina Haggarty Compass

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

Casa Del Sol is a magnificent three-story estate of striking stature that embodies the pinnacle of luxury living. Prime location in S M Park, walkable to trendy eateries. 2023 Concrete Podium Construction. Artfully created landscaping provide seclusion and serenity. Unrivaled quality. Meticulous details. State-of-the-art-energy efficient technology. 6079 sq. ft. of living. Flexible spaces make

Margaret Duffy Coldwell Banker Realty

Welcome to 20 Pine Court, where sleek modern design meets the warmth of everyday life. Tucked at the end of a quiet cul de sac in Hillsborough, this 5 bedroom, 5 full bath, 2 half bath home was designed by acclaimed architect Sean Bailey to invite both connection and calm. Picture your mornings here, light pouring through floor to ceiling glass, enjoying breakfast at the oversized kitchen island

Paul Zinchik Compass

Step into your modern farmhouse masterpiece in the coveted Carolands neighborhood of Hillsborough. Situated on a flat and spacious half-acre lot, this home has undergone a complete renovation and expansion, ensuring a modern and comfortable living experience. The main house offers 4 bedrooms and 4 bathrooms, with the added bonus of a brand new ADU that includes a 5th bedroom and additional bath.

Phil Chen Christie's International Real Estate Sereno

Welcome to Villa De Pinehill an exceptional Mediterranean masterpiece nestled on nearly two acres of enchanting, Italian-inspired gardens. Spanning three stories, this estate is a harmonious blend of timeless elegance and modern sophistication. Inside, exquisite craftsmanship is on full display with custom woodwork, premium natural stone, and globally sourced materials that infuse each space with

Phil Chen Christie's International Real Estate Sereno

A modern sanctuary of luxurious California living, 655 Hayne Road is nestled in Hillsboroughs coveted Lower South neighborhood. Offered pre-completion with an estimated finish date of November, this gated estate sits on a sprawling, fully usable lot and blends sophisticated design with resort-style amenities. The open-concept main residence level embraces indoor-outdoor living and showcases

Shaun Walter Coldwell Banker Realty

BRAND NEW, COMPLETELY REBUILT MID-CENTURY SMART HOME (COMPLETED IN 2025) LOCATED IN PRIME LOWER HILLSBOROUGH, IN THE PRESTIGIOUS RYAN TRACT NEIGHBORHOOD! This split-level home boasts a sleek exterior, new interior with all the latest smart home technology, a lower level attached basement ADU (included in total square footage) with a full kitchen, bedroom, and bathroom. ABSOLUTELY NO EXPENSE WAS

Stanley Lo Green 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

Situated on a commanding half-acre lot, this inviting home offers over 4,400 sq. ft. of casual elegance in a picturesque setting. A dramatic foyer leads to the elegant living room with a grand fireplace, wall of windows, and access to a huge rear deck. The gracious dining room features oversized windows that frame amazing views of the outdoors. Nearby, the large family room with a fireplace,

Jim Arbeed Coldwell Banker Realty

Prime Hillsborough! Located on one of the most highly regarded cul-de-sacs in prestigious Hillsborough, this beautiful home sits on a flat, beautifully landscaped lot of nearly half an acre. Surrounded by spectacular homes and gardens, it offers a serene setting and the ultimate in privacy and scenic beauty. Built in 1948, it is a wonderful example of elegant mid-century architecture. The

Robert Callan Sotheby's International Realty

Completely transformed with a sophisticated modern aesthetic, this Hillsborough home showcases sweeping and spectacular Bay and San Francisco skyline views. High end down to the studs remodel in 2013 with no expense spared. Located in the coveted Lakeview neighborhood on just over one-half acre, features a striking two-story facade and generous outdoor spaces designed for entertaining around a

Judy Citron Compass

LOWER HILLSBOROUGH'S PREMIER ESTATE! LUXURY, DESIGN, & PRIVACY! Rare listing, a once-in-a-lifetime property w/ one of the LARGEST LOTS in its area -- 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. Detached 5-car garage

Stanley Lo Green Banker Realty

Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Highlights include chic flooring, tray ceilings, recessed lighting, and expansive picture windows

Jim Arbeed Coldwell Banker Realty

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

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

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

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

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

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

Light-Filled and Spacious Baywood Knolls Gem! Located in desirable Baywood Knolls, just minutes from shopping and dining in vibrant downtown San Mateo, this lovely home offers timeless appeal for comfortable living today, and potential to transform into a dream home. Beautiful hardwood floors enhance the light-filled interiors, where a spacious living room with fireplace flows to a formal dining

Mark Johnson Coldwell Banker Realty

Custom-crafted French Country-style home built in 2001 on a large lot in highly desirable Easton Addition near Broadway, top schools and the beloved neighborhood library. The classic French Country facade has timeless curb appeal with a stucco exterior, slate tile roof, copper gutters and downspouts, true divided-light windows and an arched front door. Blending traditional elements with modern

Stephen Johnson Capital Realty Group

Tucked along tree-lined Montero Avenue in Burlingames coveted Easton Addition, this beautifully updated and expanded home blends warmth, design, and function. With over 3,000 sq ft, 4 bedrooms, and 3.5 baths, it offers thoughtfully curated spaces for modern living. The heart of the home was reimagined in 2019 with an open flow between the kitchen, dining, and family rooms, all connected by white

LAURA BRYANT KW Advisors

Welcome to the peaceful charm of Baywood Park, a hidden gem nestled in the scenic San Mateo Hills. This inviting home offers wonderful outdoor spaces, starting with a welcoming brick courtyard and privacy hedge in the front yard, perfect for relaxing or gathering with friends. The backyard features two spacious decks with sweeping views of the lush, tree-lined valley looking west toward Crystal

Bret Menze 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