20851 Assiniboine Trail

Los Gatos, CA 95033

$1,150,000
Price
3
Beds
1,228 Sq. Ft.
$936 / Sq. Ft.
1,228
Sq. Ft.
$936
per Sq. Ft.
Listed By Compass
Listed By Compass
a view of a house with backyard porch and sitting area
a view of a backyard with plants and large trees with wooden fence
a view of a house with a small yard and a large tree
a living room with furniture and a flat screen tv
a living room with furniture a flat screen tv and a large window
a living room with furniture and a flat screen tv
a living room with furniture and a wooden floor
a kitchen with a table chairs sink and cabinets
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with a sink cabinets and window
a living room with furniture and wooden floor
a bedroom with a bed and wooden floor
a bathroom with a sink and a mirror
a bathroom with a shower and a glass door
a bedroom with a bed and a window
a view of walk in closet with clothes and shoes
a bathroom with a toilet sink and mirror
a room with a table
a room with storage and utility
a view of a house with yard and sitting area
a view of park with furniture
a view of backyard with outdoor seating and plants
a view of balcony with wooden floor and outdoor seating
a view of backyard with deck and chairs
a front view of a house with a garden
a view of balcony with wooden floor
a view of a hallway with wooden floor and staircase
a living room with furniture and a window
a view of a workspace with furniture and a window
a view of a garden
a view of a yard with plants and large trees
a front view of a house with yard porch and furniture
a garden view with a seating space
a view of a house with a yard and sitting area
an aerial view of a house with a garden
an aerial view of a house with a yard basket ball court and outdoor seating
a view of back yard of the house
a swimming pool with chairs and table in patio
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a view of a big house with a big yard and large trees
a view of a lush green field with mountains in the background

Description

Discover your own slice of paradise in the Los Gatos Hills. This enchanting property features 2 bedrooms plus office, 1.5 bathrooms and a separate studio, backing to pristine forest and trails. The light-filled living room features a dramatic wall of windows opening to a large, sunny deck, blending indoor/outdoor living. Beautifully updated gourmet kitchen shines with custom wood cabinetry, a center island, new LG appliances, including a double oven and gas range, and a large walk-in pantry with...Discover your own slice of paradise in the Los Gatos Hills. This enchanting property features 2 bedrooms plus office, 1.5 bathrooms and a separate studio, backing to pristine forest and trails. The light-filled living room features a dramatic wall of windows opening to a large, sunny deck, blending indoor/outdoor living. Beautifully updated gourmet kitchen shines with custom wood cabinetry, a center island, new LG appliances, including a double oven and gas range, and a large walk-in pantry with washer and dryer. The tranquil primary suite includes walk-in closet and a tiled shower bathroom. A second bedroom and dedicated office provide versatile space. Outside, you'll find a restored original mtn cabin for guests, art room gym or home office. Enjoy the private deck overlooking the lush forest and Los Gatos Creek, providing a serene escape and hiking into the watershed below. Home is equipped with a tesla power wall and has been updated throughout including new roof. Comcast internet available. Friendly community offers hiking trails, a playground, and a clubhouse. Prime location minutes to downtown LG, close to Lexington Reservoir, with best Los Gatos schools featuring Lexington Elementary (International Baccalaureate Program), Fisher Middle and Los Gatos High.

Property Details for 20851 Assiniboine Trail

MLS City Name
Los Gatos
Building Type
Detached
Complex Name
Chemeketa Park
Style
Cottage
Garage Spaces
0
Parking Spaces
2
View
Forest / Woods
Cross Street
Comanche
LISTING UPDATED: 12/15/2025 03:20 AM

Property Details for 20851 Assiniboine Trail

StatusActive
MLS #ML82026647
Days on Compass44
Taxes-
HOA Fees$210 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Single-Family Homes
Year Built1941
Lot Size0.16 AC / 7,000 SF
CountySanta Clara County

Location

Listing Courtesy of Compass, Lisa Sgarlato, DRE #01342694
Add your commute

Building Information for 20851 Assiniboine Trail

Stories1Year Built1941Building Size-Lot Size0.16 AC / 7,000 SF

Payment Calculator

$6,776 per month

30 year fixed, 6.28% Interest

Principal and Interest

$5,683

Property Taxes

$883

HOA Dues

$210

The Payment Calculator is for illustrative purposes only.

Property Information for 20851 Assiniboine Trail

Features
Room Information
  • Additional Rooms: Artist Studio, Attic, Office Area, Storage, Wine Cellar / Storage
  • Bathroom: Shower over Tub - 1
  • Bedrooms: Walk-in Closet, Primary Bedroom on Ground Floor
  • Dining Room: Eat in Kitchen
  • Family Room: Separate Family Room
  • Kitchen: Cooktop - Gas, Dishwasher, Hood Over Range, Island, Oven - Built-In, Trash Compactor
  • Number of Full Bathrooms: 1
  • Number of Half Bathrooms: 1
Features
  • Communications: Cable TV
  • Fireplace: Yes
  • Fireplaces: Wood Stove
  • Fireplaces Min: 1
  • Flooring: Tile, Carpet, Wood
  • Laundry: Washer / Dryer, Inside
  • Living SqFt: 1228
  • Pool: No
Utilities
  • Cooling: None
  • Heating: Central Forced Air - Gas
  • Sewer Septic: Septic Standard
  • Utilities: Propane On Site, Public Utilities
  • Water: Private / Mutual
Garage
  • Garage and Parking: Off-Street Parking
  • Garage Max: 0
  • Garage Min: 0
Property Details
Homeowners Association
  • Association Fees Include: Water, Water / Sewer, Maintenance - Road
  • HOA Amenities: Club House, Playground
  • HOA Exists: 1
  • HOA Fee: $210
  • HOA Fee Frequency: Monthly
  • HOA Name: Chemeketa Park
Property Details
  • Area Text: Los Gatos Mountains
  • Restrictions: None
  • Roof: Composition
  • Stories: One Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 20851
  • Street Name: Assiniboine
  • Street Suffix: Trail
  • Area ID: 23
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Structure SqFt: 1228
  • Structure SqFt Source: Assessor
  • Age: 84
Development Information
  • Construction Type: Wood
  • Zoning Detail: HS
Location Information
  • City Limits: Yes
  • Directions: Hwy 17 to Old Santa cruz hwy (via Idylwild, Bear creek or Redwood estates exits) to Chemeketa park, take Edwards or Ogallalla warpath to right on Navajo to left on Comanche. Follow around park to Assiniboine trail. house is at the end of the road
  • Incorporated: Yes
  • Parcel Number: 558-17-046
  • County Name: Santa Clara
  • City Name: Los Gatos
  • City Postal ID: 30
  • Postal Code: 95033
  • Elementary School: 142
  • Elementary School District: 461
  • Middle School Text: Raymond J. Fisher Middle
  • High School District Text: Los Gatos-Saratoga Joint Union High
  • High School Text: Los Gatos High
Lot Information
  • Fencing: Fenced
  • Foundation: Concrete Perimeter, Post and Pier
  • Horse Property: No
  • Lot Acres: .16
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Deck

Property History for 20851 Assiniboine Trail

DateEvent & SourcePriceAppreciation
Nov 5, 2025

Listed (Active)

MLSListings #ML82026647

$1,150,000—
Nov 5, 2025

Listed (Active)

EBRD #ML82026647

$1,150,000—
Jul 9, 2019

Sold

EBRD #ML81748710

$645,000—
Jul 9, 2019

Sold

MLSListings #ML81748710

$645,000—
Jun 27, 2019

Sold (Public Record)

Public Record #647811534

$645,000—
Jun 11, 2019

Pending

MLSListings #ML81748710

—
Jun 11, 2019

Pending

EBRD #ML81748710

—
Apr 25, 2019

Listed (Active)

MLSListings #ML81748710

$699,000—
Apr 25, 2019

Listed (Active)

EBRD #ML81748710

$699,000—
DateEvent & SourcePrice
11/05/2025

Listed (Active)

MLSListings #ML82026647

$1,150,000
11/05/2025

Listed (Active)

EBRD #ML82026647

$1,150,000
07/09/2019

Sold

EBRD #ML81748710

$645,000
07/09/2019

Sold

MLSListings #ML81748710

$645,000
06/27/2019

Sold (Public Record)

Public Record #647811534

$645,000
06/11/2019

Pending

MLSListings #ML81748710

—
06/11/2019

Pending

EBRD #ML81748710

—
04/25/2019

Listed (Active)

MLSListings #ML81748710

$699,000
04/25/2019

Listed (Active)

EBRD #ML81748710

$699,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 20851 Assiniboine Trail

Taxable ValueLand$710,868Additions$164,045Total$874,913
Tax Record2025$10,599 ($883 / month)
Home Facts
Beds3Total Finished SqFt1,228 SqFtAbove Grade Finished SqFt1,228 SqFtStories1Lot Size7,000 SqFtStyleSingle Family ResidenceYear Built1941Year Renovated1956ZoningHSCountySANTA CLARAAPN558-17-046

Schools near 20851 Assiniboine Trail

This home is within Loma Prieta Joint Union Elementary School District.
Rating
School
Type
Grades
Distance
Loma Prieta Elementary School
Public - K to 5
Lexington Elementary School
Public - K to 5
Raymond J. Fisher Middle School
Public - 6 to 8
C. T. English Middle School
Public - 6 to 8
Rating
School
Distance
Loma Prieta Elementary School
PublicK to 5

Lexington Elementary School
PublicK to 5

Raymond J. Fisher Middle School
Public6 to 8

C. T. English Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 20851 Assiniboine Trail, Los Gatos, CA 95033

20851 Assiniboine Trail is a single family home for sale in Los Gatos, CA 95033. This property was listed for sale on November 5, 2025 by Compass, it's currently listed at $1,150,000. It has been on the market for a total of 44 days and was last sold on July 9, 2019. This listing's school districts are Los Gatos-Saratoga Joint Union High School District, Los Gatos Union Elementary School District, Loma Prieta Joint Union Elementary School District. Nearby schools include Loma Prieta Elementary School, Lexington Elementary School and Raymond J. Fisher Middle School. 20851 Assiniboine Trail is a 3-bed, 2-bath, 1,228 sqft single family home built in 1941.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Lisa Sgarlato, DRE #01342694

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.