21386 Sunnyside Rd

2,889 Sq. Ft.
$553 / Sq. Ft.
2,889
Sq. Ft.
$553
per Sq. Ft.

Description

Impressive, turnkey Aldercroft Heights home, just minutes from downtown Los Gatos! Featuring a huge living room with beamed ceiling, woodburning fireplace and multiple picture windows that flood the home with natural light, and frame gorgeous mountain views. Gleaming hardwood floors throughout the upper level living areas. Formal dining with vaulted ceiling, bay window. Beautiful kitchen open to the dining and living room, features granite counter tops and stainless appliances, vaulted ceiling with...Impressive, turnkey Aldercroft Heights home, just minutes from downtown Los Gatos! Featuring a huge living room with beamed ceiling, woodburning fireplace and multiple picture windows that flood the home with natural light, and frame gorgeous mountain views. Gleaming hardwood floors throughout the upper level living areas. Formal dining with vaulted ceiling, bay window. Beautiful kitchen open to the dining and living room, features granite counter tops and stainless appliances, vaulted ceiling with skylights. Separate family room, den, or study, with slider to deck. Potential to convert to 4th bedroom - built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, sliders to front deck with mountain views, oversize jetted tub, stall shower and double vanity. 2 further bedrooms on the lower level, and 3rd full bathroom with shower over tub. Utility area screened by accordion doors, laundry sink. Wine cellar/storage. Outdoors 3 levels of spacious decking ideal for entertaining or basking in the sun. Enjoy breathtaking views from every part of the property! Large walk-in basement/storage. 1 car garage, built-in storage closets, and off street parking for 6 cars. Great value for a spacious 1990 quality built home in the Los Gatos School district!
  1. Listed by Rebecca Smith • DRE #01310611 • Brokerage DRE #02101181 • Christie's International Real Estate Sereno • 408-507-7165
  2. Listed by Karen Izzo • DRE #01402005 • Brokerage DRE #02101181 • Christie's International Real Estate Sereno

Property Details for 21386 Sunnyside Road

MLS City Name
LOS GATOS
Building Type
Detached
Style
Contemporary
Garage Spaces
1
Parking Spaces
6
View
Canyon, Mountains, Neighborhood
Cross Street
Aldercroft Heigh
LISTING UPDATED: 01/26/2026 04:28 PM

Property Details for 21386 Sunnyside Road

StatusActive
MLS #ML82032455
Days on Compass2
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1990
Lot Size0.26 AC / 11,356 SF
CountySanta Clara County

Location

Listing Courtesy of Christie's International Real Estate Sereno, Rebecca Smith, DRE #01310611; Christie's International Real Estate Sereno, Karen Izzo, DRE #01402005
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Building Information for 21386 Sunnyside Road

Stories3Year Built1990Building Size-Lot Size0.26 AC / 11,356 SF

Payment Calculator

$8,790 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,793

Property Taxes

$997

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 21386 Sunnyside Road

Features
Room Information
  • Additional Rooms: Basement - Unfinished, Formal Entry, Storage
  • Bathroom: Double Sinks, Primary - Oversized Tub, Primary - Stall Shower(s), Primary - Tub with Jets, Showers over Tubs - 2+
  • Bedrooms: Inverted Floor Plan, More than One Bedroom on Ground Floor, Primary Suite / Retreat
  • Dining Room: Formal Dining Room
  • Family Room: Separate Family Room
  • Kitchen: Cooktop - Gas, Countertop - Granite, Oven - Electric
  • Number of Full Bathrooms: 3
Features
  • Amenities: Inverted Floor Plan, Open Beam Ceiling, Skylight, Vaulted Ceiling
  • Fireplace: Yes
  • Fireplaces: Living Room, Wood Burning
  • Fireplaces Min: 1
  • Flooring: Carpet, Hardwood, Tile
  • Laundry: Dryer, In Utility Room, Inside, Washer
  • Living SqFt: 2889
  • Pool: No
Utilities
  • Cooling: None
  • Heating: Central Forced Air, Propane
  • Sewer Septic: Septic Connected
  • Utilities: Propane On Site, Public Utilities
  • Water: Private / Mutual
Garage
  • Garage and Parking: Attached Garage, Off-Street Parking
  • Garage Max: 1
  • Garage Min: 1
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: Los Gatos Mountains
  • Roof: Composition
  • Stories: Three or More Stories
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 21386
  • Street Name: Sunnyside
  • Street Suffix: Road
  • Area ID: 23
Lot / Property Details
Building Information
  • Number Of Stories: 3
  • Structure SqFt: 2889
  • Structure SqFt Source: Assessor
  • Age: 36
Development Information
  • Zoning Detail: HS
Location Information
  • City Limits: No
  • Incorporated: No
  • Parcel Number: 558-24-096
  • County Name: Santa Clara
  • City Name: LOS GATOS
  • City Postal ID: 30
  • Postal Code: 95033
  • Elementary School: 142
  • Elementary School District: 461
  • Middle School Text: Raymond J. Fisher Middle
  • High School District Text: Los Gatos-Saratoga Joint Union High
  • High School Text: Los Gatos High
Lot Information
  • Foundation: Concrete Perimeter
  • Horse Property: No
  • Lot Acres: .26
  • Lot Description: Grade - Sloped Up
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Balcony / Patio, Deck, Drought Tolerant Plants, Low Maintenance

Property History for 21386 Sunnyside Road

DateEvent & SourcePriceAppreciation
Jan 25, 2026

Listed (Active)

MLSListings #ML82032455

$1,599,000
Jan 25, 2026

Listed (Active)

EBRD #ML82032455

$1,599,000
Dec 1, 2025

Expired

EBRD #ML81995090

$1,675,000
Nov 30, 2025

Expired

MLSListings #ML81995090

$1,675,000
Mar 14, 2025

Listed (Active)

MLSListings #ML81995090

$1,675,000
Mar 14, 2025

Listed (Active)

EBRD #ML81995090

$1,675,000
Oct 27, 2009

Sold

MLSListings #ML80932481

$770,000
Oct 27, 2009

Sold

RESFAR #80932481

$770,000
Oct 27, 2009

Sold

EBRD #ML80932481

$770,000
Oct 23, 2009

Sold (Public Record)

Public Record #277583170

$770,000
Sep 18, 2009

Pending

EBRD #ML80932481

Sep 18, 2009

Pending

RESFAR #80932481

Sep 18, 2009

Pending

MLSListings #ML80932481

Jul 7, 2009

Price Change

RESFAR #80932481

$850,000
Jul 7, 2009

Listed (Active)

RESFAR #80932481

$795,000
Jul 7, 2009

Listed (Active)

EBRD #ML80932481

$850,000
Jul 7, 2009

Listed (Active)

MLSListings #ML80932481

$850,000
Apr 23, 1999

Sold

EBRD #ML89906737

$590,000
Apr 23, 1999

Sold

MLSListings #ML89906737

$590,000
Feb 24, 1999

Pending

EBRD #ML89906737

Feb 24, 1999

Pending

MLSListings #ML89906737

Feb 19, 1999

Withdrawn

EBRD #ML89851512

Feb 19, 1999

Listed (Active)

EBRD #ML89906737

$599,950
Feb 19, 1999

Withdrawn

MLSListings #ML89851512

Feb 19, 1999

Listed (Active)

MLSListings #ML89906737

$599,950
Dec 1, 1998

Expired

EBRD #ML89846428

Dec 1, 1998

Expired

RESFAR #89846428

Dec 1, 1998

Expired

MLSListings #ML89846428

$599,950
Nov 1, 1998

Listed (Active)

EBRD #ML89851512

$629,950
Nov 1, 1998

Expired

EBRD #ML89838418

Nov 1, 1998

Listed (Active)

MLSListings #ML89851512

$629,950
Oct 31, 1998

Expired

MLSListings #ML89838418

$599,999
Oct 2, 1998

Listed (Active)

RESFAR #89846428

$599,950
Oct 2, 1998

Listed (Active)

MLSListings #ML89846428

$599,950
Oct 2, 1998

Listed (Active)

EBRD #ML89846428

$599,950
Aug 19, 1998

Listed (Active)

EBRD #ML89838418

$629,950
Aug 19, 1998

Listed (Active)

MLSListings #ML89838418

$629,950
DateEvent & SourcePrice
01/25/2026

Listed (Active)

MLSListings #ML82032455

$1,599,000
01/25/2026

Listed (Active)

EBRD #ML82032455

$1,599,000
12/01/2025

Expired

EBRD #ML81995090

$1,675,000
11/30/2025

Expired

MLSListings #ML81995090

$1,675,000
03/14/2025

Listed (Active)

MLSListings #ML81995090

$1,675,000
03/14/2025

Listed (Active)

EBRD #ML81995090

$1,675,000
10/27/2009

Sold

MLSListings #ML80932481

$770,000
10/27/2009

Sold

RESFAR #80932481

$770,000
10/27/2009

Sold

EBRD #ML80932481

$770,000
10/23/2009

Sold (Public Record)

Public Record #277583170

$770,000
09/18/2009

Pending

EBRD #ML80932481

09/18/2009

Pending

RESFAR #80932481

09/18/2009

Pending

MLSListings #ML80932481

07/07/2009

Price Change

RESFAR #80932481

$850,000
07/07/2009

Listed (Active)

RESFAR #80932481

$795,000
07/07/2009

Listed (Active)

EBRD #ML80932481

$850,000
07/07/2009

Listed (Active)

MLSListings #ML80932481

$850,000
04/23/1999

Sold

EBRD #ML89906737

$590,000
04/23/1999

Sold

MLSListings #ML89906737

$590,000
02/24/1999

Pending

EBRD #ML89906737

02/24/1999

Pending

MLSListings #ML89906737

02/19/1999

Withdrawn

EBRD #ML89851512

02/19/1999

Listed (Active)

EBRD #ML89906737

$599,950
02/19/1999

Withdrawn

MLSListings #ML89851512

02/19/1999

Listed (Active)

MLSListings #ML89906737

$599,950
12/01/1998

Expired

EBRD #ML89846428

12/01/1998

Expired

RESFAR #89846428

12/01/1998

Expired

MLSListings #ML89846428

$599,950
11/01/1998

Listed (Active)

EBRD #ML89851512

$629,950
11/01/1998

Expired

EBRD #ML89838418

11/01/1998

Listed (Active)

MLSListings #ML89851512

$629,950
10/31/1998

Expired

MLSListings #ML89838418

$599,999
10/02/1998

Listed (Active)

RESFAR #89846428

$599,950
10/02/1998

Listed (Active)

MLSListings #ML89846428

$599,950
10/02/1998

Listed (Active)

EBRD #ML89846428

$599,950
08/19/1998

Listed (Active)

EBRD #ML89838418

$629,950
08/19/1998

Listed (Active)

MLSListings #ML89838418

$629,950

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 21386 Sunnyside Road

Taxable ValueLand$646,048Additions$347,869Total$993,917
Tax Record2025$11,966 ($997 / month)
Home Facts
Beds3Total Finished SqFt2,889 SqFtAbove Grade Finished SqFt2,889 SqFtStories3Lot Size11,356 SqFtStyleSingle Family ResidenceYear Built1990Year Renovated1995ZoningHSCountySANTA CLARAAPN558-24-096Fireplace TypeHas Fireplace

Schools near 21386 Sunnyside Road

This home is within Loma Prieta Joint Union Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - K to 5
Public - 6 to 8
Public - 6 to 8
Rating
School
Distance
Loma Prieta Elementary School
PublicK to 5

Lexington Elementary School
PublicK to 5

Raymond J. Fisher Middle School
Public6 to 8

C. T. English Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

21386 Sunnyside Road is a single family home for sale in Los Gatos, CA 95033. This property was listed for sale on January 25, 2026 by Christie's International Real Estate Sereno, it's currently listed at $1,599,000. It has been on the market for a total of 2 days and was last sold on October 27, 2009. This listing's school districts are Los Gatos-Saratoga Joint Union High School District, Los Gatos Union Elementary School District, Loma Prieta Joint Union Elementary School District. Nearby schools include Loma Prieta Elementary School, Lexington Elementary School and Raymond J. Fisher Middle School. 21386 Sunnyside Road is a 3-bed, 3-bath, 2,889 sqft single family home built in 1990.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Christie's International Real Estate Sereno, Rebecca Smith, DRE #01310611; Christie's International Real Estate Sereno, Karen Izzo, DRE #01402005

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.