$9,500,000

beds

baths

half baths

8,350

square ft

414 Pinehill Road

Hillsborough, California 94010

Pending / MLS #82012753 / Single Family / Hillsborough

Listing information updated 12/11/2025 at 3:45pm

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 old-world charm and refined luxury. A grand entrance sets the tone for the expansive interiors, featuring soaring ceilings, generously scaled rooms, and a chefs kitchen with a large island that flows seamlessly to the outdoor lawn and detached guest house. The lower level is designed for entertaining, complete with a wine room, full bar, and flexible bonus space. Multiple balconies and terraces overlook the gated, resort-like grounds. Additional amenities include radiant heating, a security system, an outdoor kitchen, three fireplaces, and a hot tub. A private one-bedroom guest house, with its own eat-in kitchen offers an ideal retreat for guests all set within a coveted enclave of equally stunning estates. Main house 7710sqft + guest house 640 sqft

Full Features

Architecture Style:

Custom, Mediterranean, Other

Beds Above Grade:

Cooling System:

CentralForcedAir

Heating System:

Central Forced Air

Appliances:

Dishwasher, Microwave, Oven Double, Oven Range Built In Gas, Refrigerator, Washer Dryer

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

11 Years

Roof Type:

Tile

Parking Type:

Garage - Attached Garage

Parking Spaces:

Garage:

Garage - 3 Car(s)

Square Feet:

8,350

Lot Size:

89333 SquareFeet

Acreage:

2.05

Internal Features:

High Ceiling, Wet Bar, Walkin Closet

Taxes & Assessments

Tax Amount:

N/A

Tax Year:

N/A

Location

Zip Code:

94010

City:

Hillsborough

County:

San Mateo

Schools

School District(s):

Hillsborough City Elementary, San Mateo Union High

Elementary School:

West Hillsborough

Middle School:

Crocker Middle

High School:

Burlingame High

Architecture Style:

Custom, Mediterranean, Other

Beds Above Grade:

Cooling System:

CentralForcedAir

Heating System:

Central Forced Air

Appliances:

Dishwasher, Microwave, Oven Double, Oven Range Built In Gas, Refrigerator, Washer Dryer

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

11 Years

Roof Type:

Tile

Parking Type:

Garage - Attached Garage

Parking Spaces:

Garage:

Garage - 3 Car(s)

Square Feet:

8,350

Lot Size:

89333 SquareFeet

Acreage:

2.05

Internal Features:

High Ceiling, Wet Bar, Walkin Closet

Tax Amount:

N/A

Tax Year:

N/A

Zip Code:

94010

City:

Hillsborough

County:

San Mateo

School District(s):

Hillsborough City Elementary, San Mateo Union High

Elementary School:

West Hillsborough

Middle School:

Crocker Middle

High School:

Burlingame High

Listing Agent: Phil Chen

Listing Office: Christie's International Real Estate Sereno

Disclaimer: The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings MLS system. Real estate listings held by brokerage firms other than Christie’s International Real Estate Sereno are marked with the Internet Data Exchange icon (a stylized house inside a circle) and detailed information about them includes the names of the listing brokers and listing agents. Based on information from the MLSListings MLS as of 12/11/2025 at 3:45pm (date the MLS data was obtained). All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy.