16244 Kennedy Road

Los Gatos CA 95032

3645 sq. ft.

40800 sq. ft.

Single-Family

Last sold for $4,500,000

William Kitchen, last sold this property on 30 December 2025 after 88 days on market.

Overview

Situated on Brooke Acres Drive sits a stunning custom-built 5 bedroom, 3 bath residence on a rarely available level lot with ample space for an ADU. Nestled in one of Los Gatos' most desirable settings, this home blends timeless design with exceptional outdoor living. The inviting entry opens to a spacious living room with vaulted ceilings, lovely center fireplace, setting the tone for the home's blend of comfort and elegance. A beautiful formal dining room with French doors flows seamlessly to an elegant brick patio, perfect for dining and entertaining. The expansive kitchen features a central island, skylight, and generous eating area, while the adjacent family room is highlighted by a striking adobe-style fireplace. The main level also offers a versatile office/bedroom, workout room, and a full bath. Upstairs, the primary suite boasts a private balcony, walk-in closet, and a large bath. Three additional bedrooms, one with direct access to a large balcony, and another full bath complete the upper level.The beautiful grounds include a sparkling pool, sprawling lawn, orchard, and a massive deck. 5 plus car parking, including 3 car garage. Minutes to vibrant downtown Los Gatos shops and restaurants, hiking, biking, top-rated school and transportation

Features

5 bedrooms

3 bathrooms

5 carspaces

2 open car spaces

3 garage spaces

3645 sq. ft. floor area

40800 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Los Gatos over the last 12 months, the estimated median property value of 16244 Kennedy Road is $3.87m.

Median value

$3.87m

Estimated value range

$2.35m - $6.5m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Los Gatos. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 16244 Kennedy Road

2025

Sold

$4,500,000

30 Dec 2025 by William Kitchen, of Compass

Happy sellers in Los Gatos

We have insufficient information to provide an overview of customer satisfaction for Los Gatos. Viewing the agent profiles, reviews and sales for Los Gatos can provide insights for this location.