20851 Assiniboine Trail

Retreat in the Hills of Los Gatos, charming Mountain Home with Custom-Built Cabin 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.

Days on Market

83 days

Current Status

Contingent

Sold Price

Original Price

$999,000

List Price

$899,000

On Market Date

May 27, 2026

Contract Date

Aug 18, 2026

Close Date

Sep 18, 2026

Property Type

Single Family Home

Area

23 - Los Gatos Mountains

Zip Code

95033

MLS ID

ML82048722

APN

558-17-046

Year Built

1941

Stories in Building

1

Possession

Negotiable

COE

Sep 18, 2026

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

2

Bath

2 (1/1)

Shower over Tub - 1

Parking

2

No Garage, Parking Area

SQ FT

1,228

SQ FT Source

Unavailable

Lot SQ FT

7,000.0

Lot Acres

0.160698 Acres

Kitchen

Dishwasher, Cooktop - Gas, Hood Over Range, Island, Oven - Built-In, Trash Compactor

Cooling

None

Dining Room

Eat in Kitchen

Disclosures

NHDS Report

Family Room

Separate Family Room

Flooring

Tile, Wood

Foundation

Post and Pier, Concrete Perimeter

Fire Place

Wood Stove

Heating

Central Forced Air - Gas

Laundry

Washer / Dryer, Inside

Views

Forest / Woods

Possession

Negotiable

Architectural Style

Cottage

* Fee

$210

Name

Chemeketa Park

*Fee includes

Maintenance - Road and Water

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.