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Baywood San Mateo, CA

Grand older homes on wide, tree-lined streets on San Mateo's west side. One of the most sought-after areas in the county.

About the neighborhood

Living in Baywood

Baywood is one of San Mateo's most sought-after neighborhoods, set just below the Hillsborough border on the city's west side. Wide, tree-lined streets are filled with gracious 1920s–'40s Tudors, Mediterraneans and Colonials, many on generous lots. Homes here move fast: a median of just 8 days on market in 2025 at about 105% of asking, and the 2026 median so far is about $3.5M.

Parking & walkability: Most homes have long driveways and garages, and the quiet residential streets have plenty of parking. It's a pleasant area for walks and bike rides, with Central Park and downtown San Mateo's restaurants a short drive or a longer walk away, and Highway 92 and 280 are close.

Baywood market snapshot

What homes in Baywood are doing

12-mo median (single-family)$3.5M19 sales, last 12 months
Median change, 2015–16 to 2024–25+63%San Mateo overall: +63%
Price per sq ft (2025)$1,305
Days on market (2025)8median of the year's sales
Sale-to-list (2025)104.8%above 100% = over asking

Single-family homes in Baywood sold for a median of about $2.08M in 2015–16 and $3.39M in 2024–25, a 63% increase, roughly in line with San Mateo as a whole (+63%). In 2025, homes here sold quickly (median 8 days on market) and usually above asking (104.8% of list price on average). So far in 2026 (15 sales through September), the median is $3.5M.

Where it is

Baywood on the map

Borders follow real streets and where homes have sold (MLS neighborhood codes), so a home or two along an edge may differ from official MLS lines.

Other San Mateo neighborhoods

Thinking about buying or selling in Baywood?

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; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.