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$3,195,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,040 Sq. Ft.
  • Updated 9 days ago
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Here's the perfect opportunity to own a piece of Los Gatos history with this charming SINGLE-STORY Tudor style home originally built in 1929. Situated in a very popular downtown neighborhood, offering an easy stroll to local shops, dining, coffee houses, trails, parks, and top-rated Los Gatos schools. A spacious living room welcomes you with a historic art-tile fireplace and a "Tree" keystone along with built-in, French-door enclosed bookcases, complemented by an adjacent formal dining room with a built-in corner cabinet. Enjoy family time in the updated kitchen featuring granite countertops, an island with a gas stove, and abundant cabinetry, which opens seamlessly to a family room with coffered ceilings and French doors topped with an arched transom window. The converted 280 sq ft garage now serves as a versatile studio with a loft and custom built-ins, featuring a French door and slider that open directly to an expansive patio, ideal for entertaining near the outdoor kitchen under the magnificent oak tree. In the back of the house you will find the private primary suite designed as a spa-like sanctuary, complete with coffered ceilings, a walk-in closet, double vanity, and a soaking tub. You won't want to miss seeing this extraordinary property!

Full Property Details for 244 San Mateo Ave

General

  • Price: $3,195,000
  • Status: Pending
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82062072
  • Updated: 10/1/2026
  • Added to Site: 14 day(s) ago

Interior

  • Rooms/Areas: Attic, Unfinished Basement, Storage
  • Interior Features: High Ceiling
  • Fireplace(s): Living Room, Wood-Burning
  • Flooring: Carpet, Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom Features: Double Sinks, Primary - Tub with Jets, Shower and Tub, Stall Shower

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Primary Bedroom on Ground Floor

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Gas Cooktop, Granite Countertop, Garbage Disposal, Island, Microwave, Double Oven, Refrigerator
  • Laundry: Inside, Washer / Dryer
  • Guest Quarters: Convrtd garage, 280

Additional Information

  • Extras: Not Applicable

Parking

  • Parking Features: On Street, Parking Restrictions, Uncovered Parking

Location

  • Area: Los Gatos/Monte Sereno
  • County: Santa Clara
  • Cross Streets: San Benito Ave.

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Central Air (Forced Air)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public Utilities

Structural Information

  • Architectural Style: Cottage, Tudor
  • Construction: Detached, Stucco, Wood Frame
  • Foundation: Concrete Perimeter, Crawlspace
  • Roof: Composition, Shingle
  • Square Feet: 2,040
  • Year Built: 1929

Lot Features

  • Property View: Neighborhood
  • Minimum Lot Size: 6100
  • Lot Size (Sq. Ft.): 6,100
  • Grounds/Landscape: Back Yard, Low Maintenance, Outdoor Kitchen, Sprinklers - Auto, Sprinklers - Lawn, Storage Shed / Structure
  • Zoning: R18
  • Fencing (Description): Fenced, Wood

Listed by Compass, Kim Richman

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Listing agent

— 244 San Mateo Ave —

  • Kim Richman

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 244 San Mateo Ave

School Districts:Los Gatos-Saratoga Joint Union School District, Los Gatos Union Elementary School District
NameGradesDistance
Daves Avenue Elementary School
17770 Daves Ave., Los Gatos, CA 95030
K-50.3 mi
Raymond J. Fisher Middle School
19195 Fisher Avenue, Los Gatos, CA 95032
6-80.7 mi
Los Gatos High School
20 High School Court, Los Gatos, CA 95030
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 244 San Mateo Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/25/2026
Listed
$3,195,000
155.6%
MLS
6/25/2002
Sold
$1,250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 244 San Mateo Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,797
—
$1,912,520
2%
2025
$22,797
4%
$1,875,021
2%
2024
$21,990
2%
$1,838,257
2%
2023
$21,595
1%
$1,802,214
2%
2022
$21,458
2%
$1,766,878
2%
2021
$21,100
2%
$1,732,235
1%
2020
$20,726
1%
$1,714,474
2%
2019
$20,445
1%
$1,680,858
2%
2018
$20,163
—
$1,647,901
2%
2017
$20,116
3%
$1,615,591
2%
2016
$19,600
2%
$1,583,914
3%
2015
$19,199
2%
$1,536,483
2%
2014
$18,910
4%
$1,506,386
4%
2013
$18,099
—
$1,451,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 244 San Mateo Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Compass, Kim Richman

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244 San Mateo Ave, Los Gatos, CA 95030 (MLS# ML82062072) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 244 San Mateo Ave is currently listed for $3,195,000 and was received on September 25, 2026. Want to learn more about 244 San Mateo Ave? Do you have questions about finding other Single Family real estate for sale in Los Gatos Mountains? You can browse all Los Gatos Mountains real estate or contact a Coldwell Banker agent to request more information.

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