Active
8Bed
7 Bath
10,000 Livable Area ft²
3.08 Acre Lot
 
Offered at $29,995,000

307 Olive Hill Lane,
Woodside

Exceptional Scale, Far-Reaching Views, and European Luxury

This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theatre and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented by modern seismic construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access.

The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting – and all midway between Silicon Valley and San Francisco.

At a Glance

  • Exceptional estate home with new retreat, new second pool, and new landscaping, all of impeccable quality

  • Approximately 3.08 acres with western hill views and Cabernet vineyard

  • 2 bedrooms and 2 baths in the new retreat with full kitchen

  • 6 bedrooms, office, and 5 baths in the main residence

  • Approximately 10,000 total square feet (buyer to confirm)

  • Main-level primary bedroom suite and adjacent office, plus five lower-level bedrooms and three baths

  • Fully renovated state-of-the-art theatre with 9.2.4 surround sound

  • Temperature-controlled, customized wine cellar

  • Detached fitness center and basketball half-court 

  • Two detached 2-car garages with EV charging

  • Newly added large pool and spa, all saltwater, plus original oval pool and spa 

  • 310-vine Cabernet vineyard, bountiful orchard, vegetable beds, and heritage olive trees

  • Acclaimed Woodside Elementary School (K-8)


DETAILS OF THE NEW RETREAT

Entrance
Private front entrance with fountain and multiple French doors plus matching French doors from the pool terrace; classic window shutters, handmade reclaimed roof tiles, and Genoise eaves detail in clay barrel tiles

Great Room
Tremendous living/entertaining space with limestone floors that extend throughout, multiple French doors with Cremone hardware, and gas-log fireplace

Kitchen & Appliances
Paint-grade mahogany cabinets, including island with counter seating, with marble counters and hand-painted tile backsplashes; appliances include a La Cornue gas range (wired for electric), pot filler, Cove dishwasher, Sub-Zero refrigerator, Sub-Zero wine cooler

Bedrooms and Baths
Bedroom with French doors to the pool; bath with shower and automated commode; second bedroom or office with French doors to the pool and en suite bath with shower, automated commode, and outside entrance

Other Features
Heated floors plus forced-air heat and air conditioning; Asko washer and dryer; Crestron home automation; built-in ribbon speakers and subwoofers; full sound system outside; outdoor shower and foot bath; retractable screens on all doors and operable outside shutters


DETAILS OF THE MAIN HOME 

Entrance
Custom gates open to a long paver stone driveway at the end of the street culminating in a circular motor court; a flagstone path leads to a fountain courtyard at the front entrance

Family Room
Grand scale room with exposed beam cathedral ceiling and gas-log fireplace with intricately carved antique mantelpiece and scrolled iron doors; French doors plus wall of stacking glass doors to a covered terrace with western hill views

Living Room & Dining Room
Three sets of double French doors on each side of the room to balconies or the main terrace; gas-log fireplace with elaborately carved limestone mantelpiece

Kitchen
Custom pear wood cabinetry and granite slab counters plus island with brushed granite waterfall wrap and counter seating; casual dining area, customized walk-in pantry, and desk alcove with thick art glass counters 

Appliances
Thermador 6-burner gas cooktop; two Dacor ovens; GE microwave; two Thermador dishwashers; Sub-Zero refrigerator; Sub-Zero wine cooler

Bath
Porcelain pedestal sink, automated commode, shower, and French door to the spa terrace and pool 

Office & Staircase Library
Open main staircase lined floor to ceiling with library shelves opposite the office with wall of custom cabinetry and integrated gas-log fireplace; French doors open to a private balcony

Main-Level Primary Suite
Double-door entrance, cathedral ceiling, French doors to a private balcony, and gas-log fireplace surrounded by cabinetry; two fully customized walk-in closets; en suite limestone bath with dual-sink vanity, deep tub, steam shower, private automated commode, balcony, and heated floors 

Lower-Level Bedrooms and Baths
Five bedrooms and three bathrooms, including: two with direct access to a shared remodeled bath with dual-sink vanity and tub with overhead shower; two with direct access to a shared bath with shower and private automated commode; one with en suite dual-entry bath with shower; each bedroom has a French door to the grounds

Theater
State-of-the-art remodel with 9.2.4 surround sound, retractable cinema screen, upholstered walls, projector, gas-log fireplace, and three sets of French doors to balconies  

Wine Cellar
Fully customized racking, stone walls, and temperature control 

Other Interior Features

  • Lower-level laundry room with sink, Electrolux washer/dryer, Sub-Zero refrigerator, and KitchenAid dishwasher
  • Central vacuum; security and surveillance; air conditioning; smart home controls; automatic irrigation 
  • Comcast IGB service with Starlink backup service


THE GROUNDS & FITNESS STUDIO

  • Fitness center tucked into the hillside with outdoor entrance via multiple French doors; entire wall of fully mirrored storage cabinetry and white oak floors
  • Original oval pool and main terrace with sunken spa, both with saltwater
  • New infinity edge saltwater pool and separate spa, of nearly 60 feet in length, adjacent to the retreat; expansive terrace with gas fire pit, imported fountain, solid limestone columns with metal arbor and heaters, and nearby changing room plumbed for a shower
  • Full outdoor kitchen with gas cooktop, pizza oven, icemaker, dishwasher, refrigerator, refrigerator and freezer drawers, warming drawer, and barbecue 
  • Fragrant parterre rose garden with fountain, heritage oak trees, and secret gardens
  • Bountiful orchard with apples, cherries, apricots, blueberries, avocado, citrus, plus 120+ year old olive trees
  • Terraced gardens with raised vegetable beds
  • Basketball half-court
  • South-facing 310-vine Cabernet vineyard 
  • Vast level lawn areas
  • Two detached, partially enclosed, 2-car garages with built-in storage and one with Tesla charger
  • Low voltage landscape lighting
  • Electric entrance gate with intercom
  • Second gated service entrance

Location

Details

Dates
On Market Since:
Available Date:
Days on Market: 486
Gullixson

Brent Gullixson

650.888.4898  |  brent@gullixson.com  |  DRE# 01329216

Mary Gullixson

650.888.0860  |  mary@gullixson.com  |  DRE# 00373961
Contact