Simon Sahi Real Estate — Real Results

Woodside, California

Family
Farm

A rural enclave east of Portola Road where large lots, meadows and oak trees create classic Woodside country living.

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The neighborhood

Family Farm homes for sale in Woodside's countryside.

Family Farm sits just east of Portola Road near Sand Hill Road, a pocket of Woodside where the scenery shifts quickly from suburban to rural. Tree-lined roads open to meadows, and the wooded hills to the west come into sharper focus — a landscape of large lots where many residences are secluded within the countryside.

Like neighboring Hidden Valley, Family Farm offers Woodside's signature combination: genuine country living with Stanford, Sand Hill Road and Portola Valley minutes away. Buyers find estates and cottages on generous acreage; sellers benefit from enduring demand for private, land-rich Peninsula addresses.

Rural characterMeadows, oaks and large secluded lots
Well placedNear Sand Hill Road, Portola Valley and Stanford
Country livingHorse paths and open space woven through the area

A sense of place

Rural quiet, central location.

Family Farm is where Woodside's rural identity is most legible: unhurried roads, grazing views and homes set deep into their lots. Yet Sand Hill Road's venture capital corridor and Stanford's campus are minutes away, which is exactly why the enclave appeals to buyers who want land without leaving the Peninsula's core.

ArchitectureEstates and cottages set deep into large lots.
LandscapeMeadows, heritage oaks and wooded hillsides.
Daily lifeSand Hill Road and Portola Valley within minutes.

01 / Education

Schools near Family Farm Woodside homes.

Public school placement is determined by the district and can change. Most Woodside addresses fall in the Woodside Elementary School District (K–8) and the Sequoia Union High School District (Woodside High School); some foothill parcels are served by neighboring districts. Confirm the exact property address directly with the district before relying on an assignment.

Representative Family Farm luxury estate surrounded by mature trees
District resources

School resources for Family Farm home buyers.

Family Farm addresses are typically served by the Woodside Elementary School District (K–8) and Woodside High School in the Sequoia Union High School District; parcels near Portola Road may fall in the Portola Valley School District. Woodside Priory School in Portola Valley is a nearby independent option.

Woodside Elementary School District

K–8 district and enrollment resources

District

Woodside Elementary School

TK–8 campus · 3195 Woodside Road

School

Woodside High School

Sequoia Union high school · 199 Churchill Avenue

School

Woodside Priory School

Independent 6–12 school · 302 Portola Road, Portola Valley

School

02 / Parks

Open space woven into the countryside.

Wunderlich's meadows and Huddart's redwoods are the nearest public parks, with equestrian paths threading the enclave itself.

Redwood trail near Family Farm, typical of nearby Huddart Park
01

Wunderlich Park

942 acres with the historic Folger Stable · 4040 Woodside Road

County parks
02

Huddart Park

974 acres of redwood and fir forest · 1100 Kings Mountain Road

County parks
Park hours, fees and trail access can change. Check San Mateo County Parks before visiting.

Nearby outdoors

Hiking & Trails

Walk or ride from the neighborhood toward Wunderlich's trails, or head to Huddart's canyons and Filoli's natural lands.

01

Wunderlich Park trails

Hiker and equestrian trails through redwoods, madrones and open meadows

County parks
02

Huddart Park trails

Miles of trails through riparian corridors and steep hillsides with Bay views

County parks
03

Filoli

16-acre formal garden plus 650+ acres of natural lands with trail loops · 86 Cañada Road

Plan a visit
Trail conditions and seasonal closures can change. Check the linked official resources before heading out.

03 / Local life

Amenities near Family Farm homes.

Portola Valley and Sand Hill Road provide the closest services, with Woodside's village and Stanford a short drive away.

Representative Family Farm ranch estate at dusk with white-fenced pastures
Country estates on large lots
Representative Family Farm Tudor-style estate among redwoods
Gardens and meadows as setting
Restaurants

Nearby tables

Portola Valley's cafés and restaurants are closest, with Buck's of Woodside a favorite for weekend brunch and deal-making lore.

Buck's
Shopping

Everyday needs

Portola Valley Town Center and Roberts Market in Woodside cover daily groceries; Stanford Shopping Center adds regional retail within a short drive.

Work & study

Sand Hill Road and Stanford

The Sand Hill Road corridor and Stanford University sit minutes away, making Family Farm practical for venture, tech and academic households that want to come home to the country.

Getting around

Getting around Family Farm.

Family Farm pairs a rural setting with one of the Peninsula's most central positions.

7

Portola Valley Town Center

7 min drive · Shops, dining and Sunday farmers' market

Directions
12

Stanford University

12 min drive · Campus, arts and Cardinal athletics

Directions
10

SLAC National Accelerator Laboratory

10 min drive · Research campus on Sand Hill Road

Directions
14

Filoli

14 min drive · Historic house and 16-acre formal garden

Directions
12

Wunderlich Park

12 min drive · 942-acre park with the historic Folger Stable

Directions
14

Palo Alto Airport

14 min drive · General aviation nearby

Directions
26

San Jose International Airport (SJC)

26 min drive · Nearest major commercial airport

Directions
28

San Francisco International Airport (SFO)

28 min drive · International gateway

Directions
Drive times are approximate and vary by exact address, route and traffic. Confirm details for a specific property independently.

Market snapshot

Home values in Family Farm.

A snapshot of the market in Family Farm — a small, private Woodside pocket that tracks the town’s overall market.

$250,000+

Median household income

Citywide approx. — U.S. Census Bureau ACS 5-year estimates

$4.5M

Median home price

Citywide approx. — Homes.com median sale price, trailing 12 months

$85M

High-end price point

Top-tier closed sale — 74-acre Green Gables estate, Sept 2025 (citywide)

Figures are approximate as of Sept 2026. Sources: U.S. Census Bureau (ACS), Zillow/Redfin market data.

Buyer guidance

Buying a home in Family Farm?

Family Farm buyers should evaluate land first: usable acreage, privacy, meadow and oak settings, and equestrian potential vary widely. Compare the home's architecture and condition against how the property lives day to day — and how quickly it reaches Sand Hill Road, Stanford and Portola Valley.

Well and septic systems are common here; verify them with school placement for the exact address. Local guidance can help you interpret large-lot comparables in this distinctive enclave.

Call (650) 274-1134Email Simon

Seller guidance

Selling your Family Farm home?

A Family Farm marketing plan should celebrate the rural setting — meadows, oaks, privacy and room to breathe — while reminding buyers how close Stanford and Sand Hill Road really are. Strong visual storytelling of the land is essential.

Preparation starts with the specific property, its acreage and relevant comparables. From pricing and presentation to launch strategy, the goal is to connect with buyers seeking country living at the Peninsula's center.

Call (650) 274-1134Email Simon

Buyer & seller questions

Family Farm real estate FAQ.

What types of homes are found in Family Farm?

Family Farm includes country estates and cottages on large, often secluded lots, set among meadows and oak trees east of Portola Road.

Which public school districts serve Family Farm?

Most addresses are in the Woodside Elementary School District (K–8) and Sequoia Union High School District, with some parcels in the Portola Valley School District. Confirm the exact address with the district.

What parks and trails are near Family Farm homes?

Wunderlich and Huddart parks are the nearest public trail systems, and equestrian paths run through the surrounding countryside. Filoli's gardens are a short drive away.

What should buyers consider when comparing Family Farm homes?

Focus on usable acreage, privacy, well and septic systems, and commute reality to Sand Hill Road and Stanford — then verify schools and property details for the exact address.

How should a Family Farm seller prepare for the market?

Market the land and the lifestyle together, with property-specific pricing. To discuss your property's positioning, call Simon Sahi at (650) 274-1134 or email SIMON@SPSILICONVALLEY.COM.

Continue exploring

Explore more Woodside neighborhoods.

Local guidance

Explore Family Farm with Simon Sahi.

For a property-specific view of Family Farm homes, school placement, neighborhood edges and nearby amenities, begin with the exact address and a thoughtful local conversation.

Simon Sahi
Visit SimonSahi.com(650) 274-1134SIMON@SPSILICONVALLEY.COMCA DRE #01953287