21670 Woolaroc Drive, Los Gatos, California 95033, Los Gatos, 95033 - 3 bed, 3 bath
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21670 Woolaroc Drive
Los Gatos, California 95033
ACTIVE
CONDITION: FAIR
3Beds
3Baths
2,500Sq Ft
12,240Lot Size
Property Price
LIST PRICE$1,788,888
EST. MARKET VALUE
$1,664,413
7% AboveMARKET VALUE
SUMMARY
This Single Family Residence represents a Strong Value Opportunity, listed at $1,788,888—positioned well below the $1,664,413 Fair Market Value by -7%. While the property is in Condition Rating 4, it offers a unique ridgetop setting with layered mountain views and a curated collection of Japanese maples. The home features a 132" projection screen and expansive deck, balancing mountain seclusion with proximity to Los Gatos. This is an ideal acquisition for Owner-Occupants seeking a lifestyle retreat or Value-Add Investors looking to modernize a classic 1972 build.
Estimated Market Value
$1,664,413
Based on Realkey algorithm analyzing recent comparable sales in Los Gatos.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Fair
TeardownExcellent
Property is moderate renovation needed.
Built in 1972 with renovations that appear to be 20-25 years old. While the property is exceptionally well-maintained with updated windows and high-end landscaping, the bathroom finishes, tile work, and interior built-ins are dated and will likely require cosmetic updates to meet modern luxury standards.
PROSSTRENGTHS & OPPORTUNITIES
- Prime Ridgetop Setting
The property occupies a rare ridgetop position in Redwood Estates, offering exceptional privacy and layered Santa Cruz Mountain views from the bedrooms.
- Curated Landscaping
Features an extraordinary collection of over 25 Japanese maples representing 15 varieties, creating a sophisticated, year-round living garden.
- Strategic Accessibility
Offers a unique balance of mountain seclusion and convenience, located just 2 minutes from Highway 17 and 15 minutes from downtown Los Gatos.
CONSRISKS & DEFICIENCIES
- Vintage Construction
Built in 1972, the home may require modernization of systems or finishes to align with contemporary luxury standards.
- Mountain Maintenance
The ridgetop terrain and dense vegetation, while scenic, typically involve higher insurance costs and ongoing fire-safe landscaping requirements.
About 21670 Woolaroc Drive
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property’s most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1972
- Lot Size
- 12,240 Sq. Ft.
Interior
- Total Bedrooms
- 3
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $135.0 / Month
Neighborhood Insights
Los Gatos Unified Schools
Lexington Elementary School
Grades K-5 • 2.1 mi
6/10
Loma Prieta Elementary School
Grades K-5 • 3.4 mi
8/10
C. T. English Middle School
Grades 6-8 • 3.4 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 | 2,500 | 2,245.623 |
| Lot Size | 12,240 | 24,726.519 |
| Price | $1.79M | $2.78M |
| Price per sq ft | $716 | $1.2K |
| Built year | 1972 | 1970 |
| HOA | $135.0 | $194 |
| Days on market | 45 | 42 |
Pricing History
Listed for Sale
Oct 6, 2026
$1,788,888
$2,050,000
-13% Price Drop
Initial Listing
Price Change
Sep 15, 2026
$2,050,000
$2,150,000
-5% Price Drop
Initial Listing
Price Change
Sep 9, 2026
$2,150,000
Initial Listing
Sold
Apr 6, 2011
$750,000
Public Record
Sold
Feb 10, 2006
$1,155,000
Public Record
Sold
Sep 25, 2001
$525,000
Public Record