66 Chester Street

Los Gatos CA 95032

916 sq. ft.

5500 sq. ft.

Single-Family

Last sold for $2,500,000

Azita Alaverdi, last sold this property on 18 March 2026 after 21 days on market.

Overview

Charming downtown Los Gatos living! This beautifully maintained home blends modern updates with timeless appeal, just steps from boutique shops, wine bars, and top dining. Set on a 5,500 +/- sq. ft. lot, the 916 +/- sq. ft. including a Bonus room & office & bathroom (not included in Sqft). Open living room with fireplace and view of the hills *Gourmet Kitchen with Granite countertops, stainless steel Appliance & Wine bar0 *Newly painted cabinets *Recessed lighting throughout the living, Dining and Kitchen *Two bedroom with built in closets, electric shades *Updated bathroom with shower over tub *Separate Laundry area with shelves, and tile floor *Vinyl flooring throughout *New Interior paint. Remote operated gates welcome to the Garage and private yard. *Spacious yard and new Grass *Newly painted play structure and ample space for gatherings *One car garage with New Epoxy flooring Office / storage with French doors and Vinyl flooring next to garage (not in sq ft) Basement/storage area with vinyl floors *Outdoor electric charger *Tankless water heater *New Ceiling heater in Living room *Top rated Los Gatos schools *Daves Ave Elementary School, Fischer Middle School, Los Gatos High School (Buyer to verify)

Features

2 bedrooms

1 bathroom

1 carspace

1 garage space

916 sq. ft. floor area

5500 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Los Gatos over the last 12 months, the estimated median property value of 66 Chester Street is $2.23m.

Median value

$2.23m

Estimated value range

$1.69m - $2.85m

Median days on market

Estimated value trend

29%

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 66 Chester Street

2026

Sold

$2,500,000

18 Mar 2026 by Azita Alaverdi

2013

Sold

$1,106,000

22 May 2013 by Tom Shafer Jr, of Shafer's Real Estate

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.