San Mateo, California

Hillsdale.

San Mateo's convenient southern hub, where the Hillsdale Shopping Center, Caltrain and top schools meet family neighborhoods.

Explore the neighborhood Meet Simon

The neighborhood

The southern hub

Hillsdale anchors south San Mateo: the open-air Hillsdale Shopping Center, the Hillsdale Caltrain station and residential streets of ranch homes and apartments stretching toward the hills. It is the city's most amenity-dense neighborhood.

Buyers get rail commuting, premier shopping and the San Mateo school districts with a real range of housing. For commuters who want everything within minutes, Hillsdale is the practical choice.

Shopping center Hillsdale's open-air retail

Caltrain station rail to SF and San Jose

Top schools San Mateo districts

At a glance: Hillsdale

Hillsdale is south San Mateo's amenity hub around the Hillsdale Shopping Center and Caltrain station, with top schools and family streets.

A sense of place

Why Hillsdale endures

Amenities plus rail plus schools is Hillsdale's durable edge. The shopping center's reinvention keeps the neighborhood ascending.

Retail gravity Premier shopping at home.

Rail access Caltrain at Hillsdale station.

Housing range Condos to family homes.

01 / Education

Schools near Hillsdale homes.

Public school placement is determined by the local districts and can change. Confirm the exact property address directly with the district before relying on an assignment.

District resources

Schools serving Hillsdale

Hillsdale is served by the San Mateo-Foster City School District and San Mateo Union High School District, including nearby Hillsdale High School.

San Mateo-Foster City School District

K-8 district serving San Mateo; verify assignment by address.

Official site

San Mateo Union High School District

Aragon, Hillsdale, San Mateo High and more.

Official site

College of San Mateo

Community college with bay-view campus.

Official site

City of San Mateo

Libraries, recreation and community services.

Official site

02 / Parks

Parks near San Mateo homes.

San Mateo pairs a vibrant downtown with an exceptional park system, from the Japanese Garden to bayfront shores.

Central Park

Downtown's 16-acre green with the Japanese Garden, tennis and playgrounds.

Official site

Coyote Point Recreation Area

Bayfront park with beaches, marina and the CuriOdyssey museum.

Sawyer Camp Trail

The beloved 6-mile lakeside trail along Crystal Springs.

Park hours and facility access can change seasonally. Check the official pages before visiting.

Nearby outdoors

Trails around San Mateo.

Lakeside paths, bayfront trails and foothill ridges give San Mateo outdoor options in every direction.

Sawyer Camp Trail

6 miles along Crystal Springs Reservoir, made for weekend rides.

Coyote Point Bay Trail

Bayfront paths with skyline and shoreline views.

Sugarloaf Mountain

Laurelwood's trailhead to panoramic bay views.

Trail conditions, seasonal closures and access rules can change. Check the linked official resources before heading out.

03 / Local life

Everyday life in Hillsdale

The shopping center covers retail; Caltrain covers commuting; nearby parks cover green time.

Home in Hillsdale, San Mateo — The Hillsdale home

Townhome in Hillsdale, San Mateo — Amenities at your door

Hillsdale Shopping Center

Open-air shopping and dining.

Central Park

Downtown's green heart nearby.

Sawyer Camp Trail

Lakeside trail for weekends.

Map & getting around

Getting around Hillsdale.

Hillsdale sits in south San Mateo around El Camino Real and 31st Avenue, with the Caltrain station and nearby 280/101.

8 min

Downtown San Mateo

8 min drive · San Mateo area

Directions

5 min

Hillsdale Caltrain

5 min drive · San Mateo area

Directions

15 min

SFO Airport

15 min drive · San Mateo area

Directions

20 min

Stanford University

20 min drive · San Mateo area

Directions

15 min

Meta, Menlo Park

15 min drive · San Mateo area

Directions

25 min

San Francisco

25 min drive · San Mateo area

Directions

28 min

San Jose Airport

28 min drive · San Mateo area

Directions

Drive times are approximate and vary with traffic. Tap Directions for live routing.

Market snapshot

Home values in Hillsdale.

Hillsdale trades on convenience: citywide the median is about $1.85M, and Hillsdale's rail-and-retail location keeps demand deep across housing types.

$141K

Median household income

Citywide approx. · U.S. Census data

$1.85M

Median home price

Citywide approx. · Realtor.com, Sept 2026

$2.7M+

High-end price point

Citywide approx. · recent luxury-tier sales

Figures are approximate as of Sept 2026. Sources: U.S. Census Bureau, Realtor.com market data.

Buyer guidance

Buying a home in Hillsdale?

Buyers: Hillsdale rewards clarity on housing type. We help you compare condos, townhomes and single-family on true cost.

Sellers: market the amenity story. We sell shopping, rail and schools as one convenient package.

Call (650) 274-1134 Email Simon

Seller guidance

Selling your Hillsdale home?

Buyers: HOA diligence for condos. We review health and reserves before you write.

Sellers: commuter buyers decide fast. We launch for maximum early exposure.

Call (650) 274-1134 Email Simon

Buyer & seller questions

Hillsdale real estate FAQ.

What is Hillsdale known for?

Hillsdale is known for the Hillsdale Shopping Center, its Caltrain station and convenient south San Mateo living with top schools.

Which schools serve Hillsdale?

The San Mateo-Foster City and San Mateo Union High School Districts, including Hillsdale High. Verify by exact address.

How much do homes cost in Hillsdale?

San Mateo's citywide median is about $1.85M. Hillsdale offers a range from condos to family homes.

Is Hillsdale good for commuters?

Excellent. The Hillsdale Caltrain station serves SF and San Jose directly, with 101/280 nearby.

What shopping is in Hillsdale?

The open-air Hillsdale Shopping Center offers premier retail, dining and entertainment.

Continue exploring

Explore more San Mateo neighborhoods.

Local guidance

Explore Hillsdale with Simon Sahi.

Explore Hillsdale with a local expert. Call or email to begin.

Visit SimonSahi.com (650) 274-1134 SIMON@SPSILICONVALLEY.COM CA DRE #01953287