23185 Old Santa Cruz Highway

Set on nearly 8 private acres just 10 minutes from downtown Los Gatos, this distinctive executive estate offers rare space, flexibility, and income potential in a redwood setting. The 4,427± SF main home is complemented by a detached studio with adjacent flex/gym space and a separate one-bedroom cottage with own address...creating a versatile compound ideal for modern living. The main residence features high end finishes, a spacious kitchen, exposed beams, custom woodwork, abundant natural light, and seamless indoor-outdoor living with multiple courtyards, decks, and forest views. Outdoor amenities include a private hot tub pergola and a forest fire pit, creating a peaceful, wellness-oriented environment. The detached 600± SF studio is currently rented and offers flexibility for work, guests, or income. The adjacent gym/flex area provides the potential to reconfigure or expand into a one-bedroom layout over time. A separate 800± SF one-bedroom cottage with a new roof, ready for interior finishes and with its own address has previously been rented and is well suited for multigenerational living or additional income. Enjoy privacy and natural beauty just minutes from Los Gatos and Netflix, with access to Loma Prieta Elementary and Los Gatos schools.

Days on Market

6 days

Current Status

Active

Original Price

$3,248,000

List Price

$3,248,000

On Market Date

Feb 10, 2026

Property Type

Single Family Home

Area

Zip Code

95033

MLS ID

ML82033957

APN

096-081-20-000

Year Built

1969

Stories in Building

2

Possession

Unavailable

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

5

Bath

5 (4/1)

Shower over Tub - 1, Tub, Primary - Stall Shower(s), Stall Shower - 2+, Primary - Tub with Jets, Tubs - 2+

Parking

2

Attached Garage, Detached Garage, Gate / Door Opener, Guest / Visitor Parking, Room for Oversized Vehicle

SQ FT

4,427

SQ FT Source

Unavailable

Lot SQ FT

345,518.0

Lot Acres

7.932002 Acres

Kitchen

220 Volt Outlet, Dishwasher, Garbage Disposal, Hookups - Gas, Oven - Self Cleaning, Pantry, Oven Range - Built-In, Refrigerator, Trash Compactor

Cooling

Central AC

Dining Room

Breakfast Bar, Formal Dining Room

Disclosures

Natural Hazard Disclosure

Family Room

Separate Family Room

Flooring

Tile, Carpet, Hardwood

Foundation

Concrete Perimeter

Fire Place

Family Room, Living Room, Wood Burning, Wood Stove

Heating

Gas, Heating - 2+ Zones, Propane, Central Forced Air - Gas

Laundry

Inside

Views

Forest / Woods, Greenbelt, Mountains

Architectural Style

Contemporary

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.