17516 High Street

Lovingly maintained by the same family for 40+years, this special hilltop cottage offers peace, privacy, & storybook charm just minutes from downtown Los Gatos. Built in part with on-site quarried stone, the home sits on nearly two acres of land with luscious lawns, shady mature trees, & sweeping views of Silicon Valley. Inside, you'll find two warm and inviting levels of living space. The main living room features a beautiful stone fireplace, built-in library, & large windows that fill the space with natural light. A formal dining room flows to the kitchen, complete with a cozy built-in breakfast nook, Wolf range, Subzero fridge, & updated finishes. A main-level bedroom and full bath create an ideal retreat, with south-facing windows and French doors that open to a sunny deck. Upstairs are two generous bedrooms, a full bath, & flexible bonus space for work or play. Thoughtful details throughout bring warmth & timeless character including seagrass carpet, board & batten siding, & Connecticut blue stone walkways. The property also includes a detached cottage ideal for guests, potential rental, home office, as well as ample parking with both an attached & separate garage. This charming home is part of Los Gatos rich history & in the highly regarded Los Gatos school district.

Days on Market

121 days

Current Status

Contingent

Sold Price

Original Price

$4,250,000

List Price

$3,599,000

On Market Date

Apr 22, 2025

Contract Date

Aug 21, 2025

Close Date

Oct 8, 2025

Property Type

Single Family Home

Area

16 - Los Gatos/Monte Sereno

Zip Code

95030

MLS ID

ML82003537

APN

532-23-029

Year Built

1938

Stories in Building

2

Possession

Negotiable

COE

Oct 8, 2025

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

3

Bath

2

Double Sinks, Full on Ground Floor, Shower over Tub - 1, Stall Shower, Tile, Updated Bath

Parking

7

Attached Garage, Detached Garage

SQ FT

2,128

SQ FT Source

Unavailable

Lot SQ FT

73,641.0

Lot Acres

1.690565 Acres

Kitchen

220 Volt Outlet, Cooktop - Electric, Countertop - Quartz, Dishwasher, Exhaust Fan, Garbage Disposal, Oven - Electric, Oven Range, Refrigerator

Cooling

Central AC

Dining Room

Breakfast Nook, Formal Dining Room

Disclosures

Natural Hazard Disclosure

Family Room

No Family Room

Flooring

Hardwood

Foundation

Concrete Slab, Raised

Fire Place

Living Room, Wood Burning

Heating

Central Forced Air, Fireplace, Heat Pump

Laundry

Dryer, In Garage, Tub / Sink, Washer

Views

City Lights, Hills, Mountains

Possession

Negotiable

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.