Experience refined single-level living in this beautifully designer-renovated 5-bedroom, 4.5-bath San Mateo home, ideally situated on a quiet street in a top-notch location. Enjoy peace of mind with a new roof, fully owned solar, dual-pane windows, updated plumbing, smart LED lighting, smart HVAC, and tankless water heaters. The open floor plan blends the gourmet kitchen, dining, and living areas

Suguey Melgar Melgar Real Estate Services

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

Magnificent 5-bedroom estate located in the highly desirable neighborhood. As you step inside, you are greeted by an abundance of natural light pouring through a huge picture window, illuminating the elegant living room & dining area. The heart of the home is the open chefs kitchen and great room combo with a vaulted ceiling, skylights, high-end cabinets, granite countertops, massive kitchen

Jeannie Hu Realty World Dominion

Exquisite residence blending timeless design with modern sophistication. The gourmet chefs kitchen is a true showpiece, featuring granite countertops, a professional Wolf 6-burner range with dual convection ovens, wine frig, pantry, and custom cabinetry. Exceptional interior appointments include European white oak flooring, Taj Mahal quartzite bathroom surrounds, marble tile floors, custom maple

Chris Cook Coldwell Banker Realty

Welcome to 150 Clark Drive! A stunningly remodeled Spanish Revival home nestled on the beautiful tree-lined streets of San Mateo Park. This expansive 5-bedroom, 4-bathroom residence offers 3,920 square feet (per graphic artist) of refined living space, thoughtfully designed for both everyday comfort and sophisticated entertaining. Step inside to soaring 9-foot ceilings on the main level, where a

Victor Lau KW Advisors

ICONIC 1920'S DUTCH COLONIAL-STYLE HOME LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. THIS ELEGANT HOME HAS BEEN THOUGHTFULLY REMODELED WITH TOP-OF-THE-LINE MATERIALS AND FINISHES. THIS 6800+SF ESTATE OFFERS 6 BEDROOMS 5 FULL AND 2 HALF BATHS, AN AU PAIR SUITE, AND A SPACIOUS LAYOUT. ABUNDANT NATURAL LIGHT CAPTIVATES THE INVITING AMBIANCE SHOWCASING THE AMAZING DETAIL THROUGHOUT THE

Nick Corcoleotes 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

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

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

Rare Investment Opportunity in Prime San Mateo Location! Ideally located between Downtown Burlingame and Downtown San Mateo, this well-maintained duplex, with additional unit, offers flexibility for investors, multi-generational living, or owner-occupants. The property includes a 2BR/1BA upper unit, 3BR/1BA middle unit, and a 1BR/1BA studio all currently rented month-to-month with a combined

Alicia Sandoval Keller Williams Palo Alto

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

Welcome Home to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. parcel, this 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families and entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun

Dzovig Derounian KW Advisors

Marketing Package and additional information available upon request. 127 & 133 N Delaware Street consists of two adjoining duplexes that are available for purchase separately or together.

Mitchell Zurich Marcus & Millichap

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

Fantastic investment property in ideal Peninsula location. Six large one bedroom, one bath units. New roof, exterior paint, and landscaping. Easy property to manage and lease. Great upside. Approximately 7,500 sq ft property on a 4,885 sq ft lot. Three garage spaces. Great west side San Mateo asset with easy access to Caltrain, Freeways, and SamTrans. Separate PG&E and water meters.

Jonathan Britton Britton & Company, W.J.

Time-Honored Home on an Expansive Corner Lot in Sought-After San Mateo Park! This beautiful traditional home has been lovingly owned by the same family for more than 50 years. Filled with time-honored character, the home has numerous updates for today's lifestyle, including a wonderful family room just off the kitchen. The wraparound yards are perfect for indoor/outdoor living or a gardening

Mark Johnson 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

Fantastic 3-unit residential income property located directly across from the vibrant Crystal Springs Village shopping center in the desirable Baywood Park area. Just 1/3 of a mile from Highway 92, this location offers quick & easy freeway access for commuters. Each unit benefits from proximity to top-rated schools, making it an appealing option for tenants w/ families. Additionally, you're just

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

1401-1403 Cary Avenue in San Mateo is a well-maintained duplex situated on a spacious 5,479 SF lot, offering an excellent investment or owner-occupant opportunity. Built in 1950, the property features two updated units: a vacant 3-bedroom, 1-bathroom unit and an occupied 2-bedroom, 1-bathroom unit generating $3,300 per month in rental income. Both units have been thoughtfully upgraded with modern

Sam Runco Marcus & Millichap

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