21386 Sunnyside Road, Los Gatos, California 95033, Los Gatos, 95033 - 3 bed, 3 bath
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Los Gatos, California 95033
Analysis of 21386 Sunnyside Road, Los Gatos, California 95033 is currently available with a list price of $1,499,000. 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.
Property is move-in ready.
Built in 1990, this home is exceptionally well-maintained and move-in ready. The kitchen has been updated with granite countertops and stainless steel appliances (likely within the last 10-15 years), and the interior features gleaming hardwood floors and vaulted ceilings. While some cabinetry and bathroom fixtures reflect the original 1990 construction, the overall functional and aesthetic condition exceeds the 'Fair' category.
Middle School: C. T. English Middle School (9/10). High School: Los Gatos High School (10/10).
The property offers breathtaking, unobstructed views of the mountains and canyons from nearly every room and across three expansive levels of decking, significantly enhancing its aesthetic appeal.
Situated within the highly coveted Los Gatos school district, this home provides access to premier educational institutions, including the top-rated Los Gatos High School.
The property features only a one-car garage, which is undersized for a home of this scale and may be a significant drawback for multi-vehicle households.
Multiple price reductions since the initial listing suggest the property has faced challenges in securing a buyer, likely due to its specific mountain location or initial valuation relative to market demand.
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!
No exterior & parking available.
Grades K-5 • 1.9 mi
Grades K-5 • 3.0 mi
Grades 6-8 • 3.0 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 3.0 | 50% |
| Baths | 3.0 | 3.0 | 50% |
| Square foot | 2,889 | 2,213 | 71% |
| Lot Size | 11,356 | 111,274 | 9% |
| Price | $1.50M | $1.42M | 56% |
| Price per sq ft | $519 | $632 | 21% |
| Built year | 1990 | 1979 | 79% |
| HOA | $0 | $0 | 50% |
| Days on market | 87 | 203 | 24% |
Apr 2, 2026
$1,499,000
$1,545,000
-3% Price Drop
Initial Listing
Mar 9, 2026
$1,545,000
$1,599,000
-3% Price Drop
Initial Listing
Jan 25, 2026
$1,599,000
Initial Listing
Oct 27, 2009
$770,000
Public Record
Apr 23, 1999
$590,000
Public Record