Hillsdale Homes for Sale | San Mateo Realtor

San Mateo Neighborhoods · Central-South

Hillsdale — Homes & Real Estate

San Mateo’s most walkable, connected neighborhood — postwar homes beside the Hillsdale Shopping Center, the new Hillsdale Caltrain station, and the shops of Bay Meadows.

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Living in Hillsdale

Hillsdale is the urban, amenity-rich heart of central-south San Mateo — a neighborhood of solid postwar single-family homes wrapped around one of the Peninsula’s biggest shopping and transit hubs. If walkability and convenience top your list, few Peninsula neighborhoods can match it.

The Hillsdale Shopping Center, the rebuilt Hillsdale Caltrain station, and the new Bay Meadows town center put shopping, dining, groceries, and the commute practically at your doorstep. Add well-regarded schools and quick access to US-101 and El Camino, and Hillsdale delivers an easy, connected lifestyle in the middle of the city.

Hillsdale Market Snapshot

$1.45M–$2.0M
Typical Home Range
High
Buyer Demand
Low
Inventory
Families & Commuters
Buyer Profile

Single-family homes in Hillsdale typically trade in roughly the $1.45M–$2.0M range, with the median around $1.67M (as of mid-2026); size, condition, and location drive the spread. As one of San Mateo’s most convenient neighborhoods, it sells quickly — the only reliable number is a valuation for your specific home. Ask us for one.

Value here turns on updates, lot, and how close you are to the amenities. The Primavera team can provide a precise, hands-on valuation for any Hillsdale home.

Eats & Local Favorites

  • Bay Meadows Town Center
    The walkable new district next door — cafes, a public market, Blue Bottle, and casual eateries around Delaware Street · San Mateo
    Map
  • Hillsdale Shopping Center
    A major regional mall with a broad range of restaurants, a food hall, and everyday shopping right in the neighborhood · San Mateo
    Map
  • Pausa Bar & Cookery (downtown)
    A short drive north for elevated Italian — wood-fired pizzas and a great bar · B Street, San Mateo
    Map
Locally loved spots in and around Hillsdale — verified as of June 2026 and refreshed periodically. Have a favorite you’d like featured? Tell us and we’ll add it.

Parks & Open Space

  • Bay Meadows Station Park & greens
    Modern neighborhood parks and green spaces woven through the Bay Meadows district next door · San Mateo
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  • Laurelwood Park (nearby)
    Trails, a creek, and open hills a short drive west for hiking and dog-walking · San Mateo
    Map

Schools & Getting Around

Hillsdale is served by the San Mateo-Foster City and San Mateo Union High School Districts, with Hillsdale High School and neighborhood elementary schools nearby. It’s arguably the most connected neighborhood in the city — the rebuilt Hillsdale Caltrain station, the Hillsdale Shopping Center, US-101, and El Camino Real are all right at hand.

Neighboring Neighborhoods

Fun Facts About Hillsdale

  • The Hillsdale Shopping Center opened in 1954 and remains one of the Peninsula’s largest and longest-running malls.
  • The neighborhood’s Caltrain station was completely rebuilt and reopened this decade — part of a wave of transit-oriented investment around Hillsdale.
  • Right next door, the former Bay Meadows Racetrack has been reborn as a walkable modern district of homes, parks, and shops.

Hillsdale: Frequently Asked Questions

What is the average home price in Hillsdale?

Single-family homes generally range from about $1.45M to $2.0M, with the median around $1.67M (as of mid-2026); size, condition, and location drive the spread. A personalized valuation is the best way to price a specific home.

Why do buyers love Hillsdale?

Unbeatable walkability and convenience — the shopping center, Caltrain, and Bay Meadows shops next door, good schools, and quick freeway access, all around solid postwar homes.

Who is the best realtor for Hillsdale and San Mateo?

The Primavera Realty team — Beatrice and Vera Kopilenko — knows San Mateo and the Peninsula and can value a Hillsdale home precisely. Reach out for a no-obligation consultation.

Own a home in Hillsdale? Curious what it’s worth?

San Mateo moves fast. Get a real, personalized valuation from a team that knows the market — not an automated guess.

Request My Home Valuation

Talk to the Primavera Team

Beatrice & Vera Kopilenko · Primavera Realty

Call: 415.407.5324  ·  Email: info@primaverarealty.com

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