Search Homes for Sale in Los Gatos, CA

Whether you are browsing casually or ready to act, this MLS home search experience keeps everything clear, current, and simple.

Save
Ask
Tour
Hide
Share
$2,398,000
6 Days On Site

37 Baywood Avenue
SAN MATEO, CA 94402

For Sale|Single Family Residence|Active
2
Beds
2.5
Total Baths
2
Full Baths
1
Partial Bath
2,170
SqFt
$1,105
/SqFt
1975
Built
County:
San Mateo
Listed by of Rob Decontreras of KW Advisors (415) 999-1717
Call Now: 858-692-8066
Is this the listing for you? We can help make it yours.
858-692-8066
Upcoming Open Houses
Sat, Sep 19, 5:00 PM - 7:00 PM
37 Baywood Avenue37 Baywood Avenue37 Baywood Avenue37 Baywood Avenue
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$10,941
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$2,398,000
Days On Site 
6 Days
Bedrooms 
2
Inside Area (SqFt) 
2,170 sqft
Total Baths 
2.5
Full Baths 
2
Partial Baths 
1
Lot Size 
0.0755 Acres
Year Built 
1975
MLS® Number 
ML82060095
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
$800 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
13 hours agoListing updated with changes from the MLS®
7 days agoListing first seen on site
General Features
Attached Garage 
Yes
Cross Street 
Belford Way
Disclosures 
https://hlm.homelight.com/link/37-Baywood-Avenue-6ga2kdz6
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Off StreetAttachedCommonGuest
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2170
Water Source 
Public
Zoning 
R10006
Interior Features
Appliances 
DisposalDishwasherExhaust FanRefrigeratorElectric CooktopRange HoodElectric OvenWasher/Dryer
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomOutside
Fireplaces 
2
Flooring 
TileWood
Heating 
Forced AirCentral
Interior 
Eat-in KitchenVaulted Ceiling(s)High CeilingsDouble VanityKitchen Island
Laundry Features 
Inside
Window Features 
Skylight(s)
Save
Ask
Tour
Hide
Share
Exterior Features
Exterior 
Balcony
Fencing 
FencedWood
Lot Features 
LevelBack Yard
Patio And Porch 
Patio
Pool Features 
Community
Roof 
Composition
Windows/Doors 
Skylight(s)
Community Features
Association Amenities 
PoolRecreation Facilities
Association Fee 
$800.0
Association Fee Frequency 
Monthly
School District 
San Mateo Union High
Schools
School District
San Mateo Union High
Elementary School
Baywood Elementary
Middle School
Borel Middle
High School
Unknown
Listed by of Rob Decontreras of KW Advisors (415) 999-1717



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-09-18 08:47 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share
Scroll to Top