Hillsborough Luxury Houses

Hillsborough Luxury Houses represent some of the most exclusive and prestigious residences in California. Known for its grand estates, expansive landscaped grounds, and exceptional privacy, Hillsborough offers an unmatched blend of elegance, comfort, and architectural excellence. With its tree lined streets, serene atmosphere, and close proximity to both Silicon Valley and San Francisco, this community attracts discerning buyers seeking refined living in one of the most desirable luxury markets on the West Coast.

Echoes of Old Hollywood: Bing Crosby’s Former Home Lists at $40 Million

Nestled in the heart of Lower North Hillsborough, 1200 Jackling Dr is far more than a luxury estate—it is a chapter of California’s Golden Era preserved in stone, wood, and opulence. Listed for $40,000,000, this grand French chateau-style residence sprawls across 5.36 acres, offering unmatched privacy and provenance in one of the most exclusive neighborhoods […]

Chateau De La Lumiere: Hillsborough’s French-Inspired Gem of Art and Elegance for $19.9 Million

Chateau De La Lumiere is a remarkable French-inspired estate that exudes elegance and refinement in every detail, situated in the exclusive community of Hillsborough, California. Designed by a celebrated architect and brought to life by master artisans from Europe, this home is a testament to timeless grandeur. This luxurious 7-bedroom, 9-bath residence unfolds across rooms […]

Contemporary Masterpiece in Hillsborough: Sustainable Luxury Living offered at $12,600,000

Step into the future with this 2016-built contemporary masterpiece located on a premier street in lower North Hillsborough. Designed by architect Dan Phipps and constructed by Toboni Builders, this home is a model of sustainable living with features like solar power, radiant-heated concrete or oak floors, EV wiring, and a radiant deck-heated saltwater pool, all […]

The Skyward Retreat: A Modern Hilltop Mansion with Unparalleled Views in Hillsborough, California

Prepare to be amazed by this extraordinary modern hilltop mansion, offering a living experience that feels like residing in the sky. Situated on 2.19 acres, this brand new state-of-the-art construction in Northern California boasts unobstructed, panoramic views as far as the eye can see. The architectural marvel features 26-ft high curved ceilings, rounded walls, and […]

Luxurious Custom-Built Estate on Gated 1-Acre Lot in North Hillsborough

This is a luxurious custom-built estate situated on a 1-acre gated lot in North Hillsborough. It boasts 6 bedroom suites, including 2 primary bedrooms, a formal living and dining room, a wood-paneled office, and a gourmet kitchen with professional-grade appliances. The lower level has a media room, exercise area, and wine cellar. The central courtyard […]

Luxurious 2-Acre Estate in Hillsborough with Elevator, Wine Cellar, and Outdoor Amenities Listed at $14,900,000

This luxurious estate is located in the Carolands area of Hillsborough, CA, and boasts a spacious 2-acre lot. Upon entering the grand foyer, you’ll be greeted with a bright and airy formal living room featuring high ceilings and a cozy fireplace. The gourmet kitchen is perfect for preparing meals for large gatherings in the elegant […]

This $7.5 Million Recently Remodeled Home boasts Classic Architecture and Superb Craftsmanship in Hillsborough, California

926 Baileyana Road, Hillsborough, California is a superb craftsmanship seamlessly work with the latest appointments and amenities include hardwood flooring flows throughout, framed by large windows & high ceilings. This Home in Hillsborough offers 4 bedrooms and 5 bathrooms with over 5,000 square feet of living spaces. To know more about 926 Baileyana Road, please contact […]

This Modern Marvel in Hillsborough with Design Innovations Evokes The Glamour of The Hollywood Hills

121 Bella Vista Drive, Hillsborough, California is an elite new construction home evokes the glamour of the Hollywood Hills, where luxe retreats embrace nature be Award-winning architect Leonard Ng. This Home in Hillsborough offers 6 bedrooms and 8 bathrooms with over 7,700 square feet of living spaces. To know more about 121 Bella Vista Drive, please […]

An Extensively Remodeled Home in Hillsborough Showcases The Luxury Living with Classic California Elegance Hits The Market for $8.27 Million

The Home in Hillsborough, an incredible estate has been reimagined with chic designer flair and a reconfigured floor plan that works perfectly for todays lifestyle is now available for sale. This home located at 333 Bridge Rd, Hillsborough, California offers 4 bedrooms and 5 bathrooms with over 4,000 square feet of living spaces. Call Emma Elfving […]

One of A Kind Home in Prime Hillsborough Designed for Indoor Outdoor Living Asking for $11,950,000

The Home in Hillsborough designed for indoor outdoor living with high ceilings, great natural light and walls of glass now available for sale. This home located at 245 Eucalyptus Ave, Hillsborough, California; offering 6 bedrooms and 9 bathrooms with over 7,500 square feet of living spaces. Call Phil Chen (Phone: 650-204-1920) at Compass for more detailed; […]

New Generation French Mansion in Hillsborough at Legendary Location for Sale at $10,250,000

The Mansion in Hillsborough set on Forest View has defined the heights of prestige now available for sale. This home located at 2289 Forest View Ave, Hillsborough, California; offering 6 bedrooms and 7 bathrooms with over 9,100 square feet of living spaces. Call Geoffrey Nelson (Phone: 650-455-3735) at Coldwell Banker Realty for more detailed; and set […]

Historic Grandeur at Hillsborough’s ‘Western White House’

Experience the rare historic grandeur of Hillsborough’s iconic “Western White House.” This neoclassical Georgian Colonial estate, redesigned by Julia Morgan in 1930, sits on 2.9 acres of manicured grounds with 11 bedrooms, 11 full baths, and 4 half baths. The palatial residence also features a wine cellar, movie theater, gym, and Oval Office-inspired library. Gated […]

This New Construction Mansion is the Finest Modern Estate Ever Built in Hillsborough

Experience the epitome of modern luxury in this stunning new construction, where clean lines, breathtaking bay views, and sleek design come together. With 6 bedrooms, 8 full bathrooms, 2 half bathrooms, and a 6-car garage on 1.25 acres of manicured grounds, this home seamlessly blends indoor and outdoor living with retractable glass doors and multiple […]

Impressive Hillsborough Home has Multiple Expansive Stone Patio Areas

Discover the unparalleled luxury and privacy of this remarkable estate nestled on one of Hillsborough’s most esteemed roads. Set on 2.58 acres of meticulously manicured grounds, this exquisite property offers sweeping bay views, lush landscaping, and a wealth of amenities for the discerning homeowner. Enjoy the outdoors with a full-sized lighted tennis court, a sparkling […]

Dramatically Modern French Chateau Style Home in Hillsborough

Step into the lap of luxury with this modern French Chateau-style residence in Lower North Hillsborough. Meticulously updated in 2015, the two-level home boasts refined millwork, detailed tray ceilings, and glass doors opening to outdoor havens. With an elevator for convenience, the residence accommodates work, distance learning, fitness, and recreation needs. Enjoy the large lawn, […]

$55,000,000 Hillsborough Estate was Renovated to the Highest Quality hits the Market

The Hillsborough Estate is a smart and secure dream home situated in one of the best locations in Hillsborough now available for sale. This home located at 1868 Floribunda Ave, Hillsborough, California; offering 8 bedrooms and 10 bathrooms with over 18,000 square feet of living spaces. Call Stanley Lo – Green Banker Realty (Phone: 650-373-0007) for […]

Outstanding Architectural Home with A Long Sweeping Driveway in Hillsborough, California

Discover an extraordinary architectural masterpiece nestled behind private gates and a long sweeping driveway. This luxurious estate, spanning nearly 12,000 square feet, captivates with breathtaking San Francisco and Bay views from almost every room. The sun-drenched interior boasts a dramatic marble foyer, expansive windows, and an open floor plan that showcases the grandeur of the […]

An Amazing Hillsborough Home offers Tremendous Modern Flair Asking for $7,195,000

The Hillsborough Home is a spectacular, completely renovated, state-of-the-art home offers tremendous modern flair now available for sale. This home located at 1460 Crystal Dr, Hillsborough, California; offering 5 bedrooms and 7 bathrooms with over 4,000 square feet of living spaces. Call Jim Arbeed – Coldwell Banker (Phone: (650) 430-7653) for more detailed; and set a […]

Hillsborough Luxury Houses – Comprehensive Real Estate Overview

Hillsborough Luxury Houses offer a rare combination of privacy, sophistication, natural beauty, and architectural prestige. Located in San Mateo County on the San Francisco Peninsula, Hillsborough is known for its spacious properties, tranquil neighborhoods, and population of high profile executives, innovators, and global professionals. With its scenic rolling hills, wide tree lined streets, and estate sized parcels, Hillsborough stands out as one of the most distinguished luxury home markets in California.

The community is entirely residential and is celebrated for its elegant mansions, historic landmarks, and custom built homes created by renowned architects. From classical European inspired estates to striking contemporary designs, Hillsborough luxury homes deliver exceptional craftsmanship paired with modern conveniences. Many properties include expansive gardens, resort quality outdoor areas, swimming pools, guest houses, and panoramic views of the Bay Area.

For affluent buyers seeking a peaceful retreat close to major business hubs, Hillsborough provides an extraordinary blend of exclusivity and convenience.

Why Hillsborough Luxury Real Estate Is Highly Sought After

Hillsborough attracts luxury buyers due to its exceptional lifestyle advantages:

Complete residential zoning for single family estates

Outstanding privacy and security

Central location between Silicon Valley and San Francisco

Proximity to Stanford University and major tech headquarters

Prestigious public and private schools

Mild year round climate

Scenic landscapes and abundant mature trees

Architecturally significant homes and large parcels

This combination of natural beauty, tranquility, and accessibility makes Hillsborough Luxury Houses some of the most desirable on the West Coast.

Top Luxury Areas and Neighborhoods in Hillsborough

Hillsborough is known for its distinct residential zones, each offering unique character and appeal.

Lower Hillsborough

A prestigious area close to Burlingame Avenue with easy access to shopping, dining, and commute routes. Homes feature classical architecture and lush landscaping.

Mid Hillsborough

A serene area featuring grand estates on spacious parcels, gentle hills, and tree filled surroundings. Ideal for families and those seeking balance between convenience and privacy.

Upper Hillsborough

Known for its elevated landscape and sweeping views of the San Francisco Bay. Many luxury homes here feature contemporary designs, expansive decks, and dramatic outdoor spaces.

Carolands

One of the most iconic areas of Hillsborough, known for historic estates and palatial residences inspired by European architecture. The Carolands Chateau remains a symbol of the community’s rich heritage.

Architectural Styles Found in Hillsborough Luxury Houses

Luxury homes in Hillsborough feature diverse architectural influences, including:

European Inspired Estates

Grand facades, classical columns, manicured gardens, and formal courtyards.

Modern Contemporary Residences

Clean lines, open interiors, glass walls, high ceilings, and seamless indoor outdoor flow.

Mediterranean Villas

Stucco exteriors, tile roofs, elegant terraces, and lush gardens.

Traditional American Estates

Shingle style, Colonial, and Tudor homes with timeless charm.

Historic Mansions

Architecturally significant properties with exceptional craftsmanship and heritage value.

Lifestyle Benefits of Living in Hillsborough Luxury Houses

Residents of Hillsborough enjoy an elevated lifestyle defined by comfort, privacy, and convenience.

Lifestyle advantages include:

Quiet, low density residential environment

Elite public and private schools

Proximity to country clubs, golf courses, and tennis facilities

Easy access to downtown San Francisco, Silicon Valley, and SFO Airport

Nature trails, parks, and scenic views

A sophisticated and family friendly community

With its refined atmosphere and prestigious reputation, Hillsborough is one of the most desirable places to live in Northern California.

Market Trends in Hillsborough Luxury Real Estate
Strong demand from tech and finance sectors

Executives from Silicon Valley and global corporations consistently invest in Hillsborough properties.

Limited inventory of estate properties

Large parcels and strict zoning protections ensure long term value.

High appreciation in prime neighborhoods

Luxury homes in Hillsborough remain stable even during broader market fluctuations.

Growing interest in modern renovations

Buyers seek updated interiors, wellness spaces, and energy efficient features.

A Guide for Luxury Buyers in Hillsborough
Consider lot size and privacy

Larger lots offer greater long term value and flexibility.

Architectural significance

Homes built by notable architects retain strong investment appeal.

Community amenities

Evaluate proximity to schools, parks, and commute routes.

Views and elevation

Bay views or scenic garden settings enhance lifestyle and desirability.

Long term investment

Hillsborough Luxury Houses maintain exceptional value due to scarcity and high demand.

Frequently Asked Questions (FAQ)
Why are Hillsborough Luxury Houses so desirable?

Because they offer unmatched privacy, large estate parcels, proximity to Silicon Valley, and some of the finest architecture in California.

What price range defines a luxury home in Hillsborough?

Luxury homes typically range from three million dollars to over thirty million dollars in premier neighborhoods.

Is Hillsborough a good investment?

Yes. Limited inventory, high buyer demand, and strong economic drivers support long term appreciation.

What architectural styles are common?

European estates, Mediterranean villas, contemporary homes, and historic mansions.