21386 Sunnyside Road, Los Gatos, California 95033, Los Gatos, 95033 - 3 bed, 3 bath
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21386 Sunnyside Road
Los Gatos, California 95033
ACTIVE
CONDITION: GOOD
3Beds
3Baths
2,889Sq Ft
11,356Lot Size
Property Price
LIST PRICE$1,449,000
SUMMARY
Analysis of 21386 Sunnyside Road, Los Gatos, California 95033 is currently available with a list price of $1,449,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Los Gatos Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Good
TeardownExcellent
Property is move-in ready.
Built in 1990, this home is exceptionally well-maintained and move-in ready. The kitchen features granite countertops and stainless steel appliances, and the bathrooms are clean and fully functional. While some finishes like the oak cabinetry and gold-tone bathroom fixtures are dated, the overall condition of the hardwood floors, vaulted ceilings, and exterior decking indicates a high level of care and no immediate need for major repairs.
PROSSTRENGTHS & OPPORTUNITIES
- Great Schools
Middle School: C. T. English Middle School (9/10). High School: Los Gatos High School (10/10).
- Panoramic Mountain Views
The property offers breathtaking, unobstructed mountain views from nearly every room and includes three levels of expansive decking, maximizing the appeal of its Aldercroft Heights location.
- Top-Tier School District
Located within the highly coveted Los Gatos school district, this home provides access to prestigious institutions including Los Gatos High School, which carries a perfect 10/10 rating.
CONSRISKS & DEFICIENCIES
- Extended Market Stagnancy
The property has been on the market for 195 days and has undergone four price reductions, suggesting that the initial pricing strategy did not align with buyer expectations or market conditions.
- Limited Garage Capacity
For a home of this size and price point, the single-car garage is a notable limitation that may deter families with multiple vehicles or those requiring significant covered storage.
About 21386 Sunnyside Road
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1990
- Lot Size
- 11,356 Sq. Ft.
Interior
- Total Bedrooms
- 3
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Los Gatos Unified Schools
Lexington Elementary School
Grades K-5 • 1.9 mi
6/10
Loma Prieta Elementary School
Grades K-5 • 3.0 mi
8/10
C. T. English Middle School
Grades 6-8 • 3.0 mi
9/10
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 3.8 |
| Baths | 3.0 | 3.0 |
| Square foot | 2,889 | 2,311.559 |
| Lot Size | 11,356 | 29,516.661 |
| Price | $1.45M | $2.79M |
| Price per sq ft | $502 | $1.2K |
| Built year | 1990 | 1971 |
| HOA | $0 | $217 |
| Days on market | 227 | 42 |
Pricing History
Listed for Sale
Jun 24, 2026
$1,449,000
$1,499,000
-3% Price Drop
Initial Listing
Price Change
Apr 2, 2026
$1,499,000
$1,545,000
-3% Price Drop
Initial Listing
Price Change
Mar 9, 2026
$1,545,000
$1,599,000
-3% Price Drop
Initial Listing
Price Change
Jan 25, 2026
$1,599,000
Initial Listing
Sold
Oct 27, 2009
$770,000
Public Record
Sold
Apr 23, 1999
$590,000
Public Record