950 Oak Ridge Road

• Sun Feb 15, 12:30 pm - 4:30 pm

  Woodland Ridge DOES NOT connect to this property. Please follow the instructions in this listing: 1) Highway 17 to Bear Creek -> Black Road -> Skyline Blvd -> Oak Ridge Road or 2) Highway 9 -> Skyline Blvd -> Oak Ridge Road.

A rare find: gated privacy + acreage + views + guest house in Los Gatos. Set on ~21.6 acres - panoramic views, your own trails, and true resort-style living - minutes to Skyline adventures and an easy drive to downtown Los Gatos. The 3083 sf main residence with nearly 700 sf of bonus space is wrapped in windows with soaring ceilings and deck-to-view entertaining, complemented by a 480 sf guest house with 300 sf of accessory structures for visitors, income, or work from home flexibility. Showpiece smart chef's kitchen with premium appliances, dual beverage fridges, and radiant-heat floors. Property amenities include a producing orchard, fenced garden, wine cellar, vineyard-ready soil, solar power with backup generator, bocce/petanque court, detached two-car garage (642 sf), abundant parking, private trails, and multiple outdoor entertaining areas. An exceptional opportunity for a private mountain retreat, vineyard compound, or legacy estate offering rare seclusion with convenient proximity to Los Gatos and Silicon Valley. For open houses and by-appointment showings, please text listing agent to receive the private gate code.

Days on Market

20 days

Current Status

Active

Original Price

$2,599,000

List Price

$2,599,000

On Market Date

Jan 26, 2026

Property Type

Single Family Home

Area

Zip Code

95033

MLS ID

ML82032578

APN

088-301-08-000

Year Built

1987

Stories in Building

3

Possession

Unavailable

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

3

Bath

3 (2/1)

Double Sinks, Half on Ground Floor, Oversized Tub, Primary - Oversized Tub, Shower and Tub, Shower over Tub - 1, Skylight, Split Bath, Stall Shower - 2+, Updated Bath

Parking

2

Detached Garage, Gate / Door Opener, Lighted Parking Area, Room for Oversized Vehicle

SQ FT

3,083

SQ FT Source

Unavailable

Lot SQ FT

940,504.0

Lot Acres

21.591001 Acres

Pool Info

Spa - Cover, Spa - Gas, Spa - Indoor, Spa / Hot Tub, Steam Room or Sauna

Kitchen

Countertop - Quartz, Dishwasher, Exhaust Fan, Freezer, Garbage Disposal, Island with Sink, Microwave, Oven - Double, Oven - Electric, Oven - Self Cleaning, Pantry, Refrigerator, Skylight, Wine Refrigerator

Cooling

None

Dining Room

Dining Area, Dining Bar, Eat in Kitchen

Disclosures

Fire Zone, Natural Hazard Disclosure, NHDS Report

Family Room

Kitchen / Family Room Combo

Flooring

Carpet, Hardwood, Tile

Foundation

Combination, Concrete Block, Concrete Perimeter and Slab, Crawl Space, Post and Pier

Fire Place

Family Room, Free Standing, Wood Burning

Heating

Central Forced Air - Gas, Fireplace, Heating - 2+ Zones, Propane, Radiant Floors

Laundry

Dryer, Electricity Hookup (220V), In Utility Room, Inside, Washer

Views

Forest / Woods, Hills, Mountains, Orchard, Ridge, Valley

Architectural Style

Chalet, Custom, French

Fee

Unavailable

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.