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$1,150,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,228 Sq. Ft.
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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.

Full Property Details for 20851 Assiniboine Trail

General

  • Price: $1,150,000
  • HOA FEE: $210/month
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82026647
  • Updated: 11/8/2025
  • Added to Site: 73 day(s) ago

Interior

  • Rooms/Areas: Artist Studio, Attic, Office Area, Storage, Wine Cellar / Storage
  • Fireplace(s): Wood Stove
  • Flooring: Tile, Carpet, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom Features: 1 Shower over Tub

Bedrooms

  • Total Bedrooms: 3
  • Bedroom Features: Walk-In Closet, Primary Bedroom on Ground Floor

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Gas Cooktop, Dishwasher, Hood over Range, Island, Built-In Oven, Trash Compactor
  • Laundry: Washer / Dryer, Inside

Additional Information

  • Extras: Not Applicable

Parking

  • Parking Features: Off-Street Parking

Location

  • Area: Los Gatos Mountains
  • County: Santa Clara
  • Complex: Chemeketa Park
  • Cross Streets: Comanche

Community

  • Association: Yes
  • Assoc. Fees Include: Water, Water / Sewer, Road Maintenance

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Central Air (Gas/Forced Air)

Utilities

  • Sewer: Standard Septic System
  • Water: Private / Mutual
  • Telecomm.: Cable TV
  • Utility Description: Propane on Site, Public Utilities

Structural Information

  • Architectural Style: Cottage
  • Construction: Detached, Wood
  • Foundation: Concrete Perimeter, Post and Pier
  • Roof: Composition
  • Square Feet: 1,228
  • Year Built: 1941

Lot Features

  • Property View: Forest / Woods
  • Lot Size (Acres): 0.1607
  • Minimum Lot Size: 7000
  • Lot Size (Sq. Ft.): 7,000
  • Grounds/Landscape: Deck
  • Zoning: HS
  • Fencing (Description): Fenced

Financial Considerations

  • Association Fee: $210
  • Assoc Fee Freq.: Monthly

Disclosures and Reports

  • Restrictions: None

Listed by Compass, Lisa Sgarlato

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Listing agent

— 20851 Assiniboine Trail —

  • Lisa Sgarlato

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20851 Assiniboine Trail

School Districts:Los Gatos-Saratoga Joint Union School District, Los Gatos Union Elementary School District, Loma Prieta Joint Union Elementary School District
NameGradesDistance
Lexington Elementary School
19700 Old Santa Cruz Highway, Los Gatos, CA 95033
K-51.4 mi
Loma Prieta Elementary School
23800 Summit Road, Los Gatos, CA 95033
K-53.1 mi
C. T. English Middle School
23800 Summit Road, Los Gatos, CA 95033
6-83.1 mi
Raymond J. Fisher Middle School
19195 Fisher Avenue, Los Gatos, CA 95032
6-84.9 mi
Los Gatos High School
20 High School Court, Los Gatos, CA 95030
9-124.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20851 Assiniboine Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/06/2025
Listed
$1,150,000
78.29%
MLS
6/27/2019
Sold
$645,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20851 Assiniboine Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,599
17%
$874,913
16%
2024
$9,068
-9%
$755,955
-10%
2023
$9,985
1%
$840,941
2%
2022
$9,922
2%
$824,453
2%
2021
$9,746
287%
$808,288
339%
2020
$2,519
-2%
$184,278
2%
2019
$2,575
1%
$180,666
2%
2018
$2,546
—
$177,124
2%
2017
$2,542
3%
$173,652
2%
2016
$2,478
—
$170,248
2%
2015
$2,468
1%
$167,692
2%
2014
$2,442
1%
$164,408
—
2013
$2,420
—
$163,666
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass, Lisa Sgarlato

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20851 Assiniboine Trl, Los Gatos, CA 95033 (MLS# ML82026647) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 20851 Assiniboine Trl is currently listed for $1,150,000 and was received on November 06, 2025. Want to learn more about 20851 Assiniboine Trl? Do you have questions about finding other Single Family real estate for sale in Los Gatos Mountains? You can browse all Los Gatos Mountains real estate or contact a Coldwell Banker agent to request more information.

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