20100 Black Road, Los Gatos, California 95033, Los Gatos, 95033 - 5 bed, 4 bath
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Los Gatos, California 95033
Analysis of 20100 Black Road, Los Gatos, California 95033 is currently available with a list price of $3,590,000. The property maintains a Fair Condition Rating (50/100), suggesting the property is in acceptable condition with potential for value enhancement through selective updates and improvements. 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 moderate renovation needed.
Built in 1971 and on the market for the first time, the property is well-maintained but structurally dated. While the interior shows some cosmetic updates like newer flooring and light fixtures, the 50+ year age and original wood-trim aesthetics suggest that primary systems, kitchens, and baths likely require modernization to meet current luxury standards.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 167706, living area = 4654.
The estate features two detached, rented ADUs (1,200 SF and 1,000 SF) plus an attached casita, providing immediate rental income or flexible multi-generational living options.
Designed for 'horsepower,' the property includes both a 2-car garage and an oversized 4-car garage with high ceilings, ideal for car collectors or large vehicle storage.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 4654, other record living area = 3133.
With the main residence built in 1971, the property may require significant capital investment for modernizing systems and cosmetic finishes to meet current luxury standards.
The 3.85-acre hillside setting on Black Road may present challenges regarding fire insurance availability and higher-than-average maintenance for the expansive grounds and multiple structures.
Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 3.5 | 75% |
| Baths | 4.0 | 3.0 | 75% |
| Square foot | 4,654 | 2,243 | 92% |
| Lot Size | 167,706 | 108,028.5 | 61% |
| Price | $3.59M | $1.52M | 89% |
| Price per sq ft | $771 | $655 | 78% |
| Built year | 1971 | 1978 | 33% |
| HOA | $0 | $0 | 50% |
| Days on market | 19 | 140 | 3% |
May 18, 2026
$3,590,000
Initial Listing