20851 Assiniboine Trail, Los Gatos, California 95033, Los Gatos, 95033 - 2 bed, 2 bath
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Los Gatos, California 95033
This Turnkey Mountain Sanctuary is a Strong Value Opportunity, listed at $949,000—positioned well below the $955,153 Fair Market Value by 0.64%. Featuring a Gourmet Kitchen, Tesla Powerwalls, and a Refurbished Cabin, the property maintains an Excellent Condition Rating. Located in a top-tier district with Los Gatos High (10/10), this home offers a rare, stress-free entry into a prestigious community. It is an ideal acquisition for remote professionals or growing families seeking modern efficiency and forest views.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 20851 Assiniboine Trail Subject | $949,000* List Price | 2 | 2 | 1,228 | $778 | - |
A 18115 La Verne Drive Active | $995,000 List Price | 2 | 3 | 1,371 | $726 | 0.8 mi |
* Subject property listed price vs sold prices of comps.
Property is new construction or fully renovated.
Despite the 1941 build date, the property has undergone a comprehensive recent renovation including a full gourmet kitchen remodel with new LG appliances, a new roof, and updated systems (furnace, water heater, and electrical panel). The addition of Tesla Powerwalls and an EV charger, combined with the mint condition of the interior and refurbished cabin, places it in the excellent category.
Middle School: C. T. English Middle School (9/10). High School: Los Gatos High School (10/10).
The property features significant high-value upgrades rare for mountain homes, including a new roof, updated electrical panel, two Tesla Powerwalls, and a 220V EV charger, ensuring modern reliability and sustainability.
A refurbished 200 sqft custom cabin provides excellent flexibility for a home office, guest studio, or gym, effectively expanding the functional footprint of the property beyond the main residence.
At 1,228 square feet for a three-bedroom configuration, the interior living space is relatively small, which may feel restrictive for families or buyers accustomed to more expansive modern layouts.
With 49 days on the market and a recent $50,000 price reduction, the property is experiencing some market resistance, suggesting the initial pricing may have been high for its specific mountain location and size.
Charming Mountain Home with Custom-Built Cabin Retreat in the Hills of Los Gatos Escape to this peaceful, wooded Los Gatos hills home mountain living with Silicon Valley convenience. The living room features new windows opening to a sunny deck with forest views. The gourmet kitchen boasts custom cabinetry, center island, new LG appliances with double oven, gas range, and walk-in pantry with washer/dryer. Primary suite offers walk-in closet and tiled shower. One additional bedroom and a flex for family, guests, or office. Outside, a restored 121 sq ft custom cabin suits guests, studio, gym, or home office. Deck overlooks Los Gatos Creek with under-deck storage. Recent Improvements: New flooring, Expanded windows, New roof, Kitchen remodel, Furnace, Water heater, Electrical panel & gateway, 2 Tesla Powerwalls, 220V EV charger, Landscape lighting, Retention walls, Refurbished cabin Community: playground, garden & clubhouse with hikes and events. Location 6 min to Lexington Elementary (IB World School) Feeds Fisher Middle & Los Gatos High, Hwy 17 access, Minutes to downtown, Lexington Reservoir & redwood trails, 2 fire stations nearby (incl. S-70i Firehawk) Ideal for families, remote workers, or anyone craving mountain charm near the Bay Area. Book a showing today.
No exterior & parking available.
Grades K-5 • 1.5 mi
Grades K-5 • 3.4 mi
Grades 6-8 • 3.4 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 2.0 | 4.0 |
| Baths | 2.0 | 3.0 |
| Square foot | 1,228 | 2,262 |
| Lot Size | 7,000 | 11,200 |
| Price | $949.0K | $2.86M |
| Price per sq ft | $773 | $1.3K |
| Built year | 1941 | 1964 |
| HOA | $210.0 | $175 |
| Days on market | 56 | 39 |
Jul 1, 2026
$949,000
$999,000
-5% Price Drop
Initial Listing
May 27, 2026
$999,000
Initial Listing
Jul 9, 2019
$645,000
Public Record