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Baywood Park San Mateo, CA

Unincorporated Highlands-Baywood Park, west of San Mateo near Highway 92, with single-family homes.

About the neighborhood

Living in Baywood Park

Baywood Park, along with neighboring Enchanted Hills, is part of unincorporated Highlands-Baywood Park, a narrow strip between Joseph Eichler's Highlands and Parrott Drive, from Crystal Springs Road to Highway 92. It was developed late by San Mateo standards, and many homes near the Hillsborough border echo that town's long, low postwar ranch style on 7,000 to 9,000 square-foot lots. There were 26 sales in the last 12 months at a median around $2.79M, and 2026 sales so far have moved quickly, a median of 7 days at about 109% of asking.

Parking & walkability: Most homes have a driveway and a garage, and the residential streets are generally easy to park on. The hilly streets make it a driving neighborhood, but Highway 92 and 280 are right there, and downtown San Mateo and the Hillsdale area are a short drive away.

Baywood Park market snapshot

What homes in Baywood Park are doing

12-mo median (single-family)$2.79M26 sales, last 12 months
Median change, 2015–16 to 2024–25+51%San Mateo overall: +63%
Price per sq ft (2025)$1,241
Days on market (2025)12median of the year's sales
Sale-to-list (2025)103.1%above 100% = over asking

Single-family homes in Baywood Park sold for a median of about $1.75M in 2015–16 and $2.65M in 2024–25, a 51% increase, behind San Mateo as a whole (+63%). In 2025, homes here sold quickly (median 12 days on market) and usually above asking (103.1% of list price on average). So far in 2026 (22 sales through September), the median is $2.91M.

Thinking about buying or selling in Baywood Park?

I can pull the exact comps for your street and walk you through what they mean.

Source: MLSListings, Inc. closed sales, 2015–September 2026, summarized by Drew Lehr. Neighborhood figures combine the MLS area(s) that make up Baywood Park; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.