66 Chester St, Los Gatos, CA 95032 - Photo 1

1/1

$2,500,000

Sold
Closed
Single Family
2 Beds
1 Full Bath
916 Sq. Ft.
1 Car Garage

1/1

Property Description

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)

Full Property Details

Full Property Details for 66 Chester St

General

Sold For: $2,500,000
Status: Closed
Type: Single Family
Source: RE_Infolink
MLS ID: ML82035891
Added to Site: 47 day(s) ago

Interior

Rooms/Areas: Finished Basement, Den / Study / Office, Office Area
Interior Features: Security Gate
Fireplace(s): Living Room
Flooring: Laminate

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1
Bathroom Features: 1 Shower over Tub, 2 Stall Showers or More, Tile, Updated Bath

Bedrooms

Total Bedrooms: 2
Bedroom Features: Primary Suite / Retreat

Other Rooms

Family Room: No Family Room
Kitchen: Electric Cooktop, Granite Countertop, Dishwasher, Microwave, Gas Oven/Range, Refrigerator, Wine Refrigerator
Laundry: Inside, Tub/Sink

Additional Information

Extras: Not Applicable

Parking

Garage Spaces: 1
Parking Features: Detached Garage, Electric Car Hookup, Electric Gate, Gate / Door Opener, On Street, Workshop in Garage

Location

Area: Los Gatos/Monte Sereno
County: Santa Clara
Cross Streets: University Avenue

Heating & Cooling

Cooling Type: Window / Wall Unit
Heating Type: Fireplace , Wall Furnace

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Public Utilities

Structural Information

Construction: Detached, Wood
Foundation: Concrete Slab
Roof: Composition
Square Feet: 916
Year Built: 1946

Lot Features

Minimum Lot Size: 5500
Lot Size (Sq. Ft.): 5,500
Grounds/Landscape: Balcony / Patio, Fenced, Low Maintenance
Zoning: R18
Fencing (Description): Fenced, Gate, Wood

Green Features

Energy Efficient: Tankless Water Heater

Listed by Compass, Azita Alaverdi
Sold by Bv2ty, Tuan Nguyen and Beyond Simplified, Kim Huynh

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Listing agent

— 66 Chester St —

Azita Alaverdi

Compass

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Schools

Schools serving 66 Chester St

School Districts:Los Gatos-Saratoga Joint Union School District, Los Gatos Union Elementary School District

Name	Grades	Distance
Daves Avenue Elementary School 17770 Daves Ave., Los Gatos, CA 95030	K-5	0.7 mi
Raymond J. Fisher Middle School 19195 Fisher Avenue, Los Gatos, CA 95032	6-8	0.6 mi
Los Gatos High School 20 High School Court, Los Gatos, CA 95030	9-12	0.5 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 66 Chester St

Date

Details

Price

Change

Source

3/18/2026

Sold

$2,500,000

25.94%

MLS

2/24/2026

Listed

$1,985,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

18211 Saratoga-Los Gatos Rd, Monte Sereno, CA 95030 - Photo 1

Just Listed

$4,888,000

18211 Saratoga-Los Gatos Rd Monte Sereno, CA 95030

Single Family
Active
Updated 3 days ago

4
Beds
2
Total Baths
3,603
Sq. Ft.

Listed by Nathera Mawla (CalRE#: 00786544) (408) 348-8303

1482 Ridgeley Dr, Campbell, CA 95008 - Photo 1

Just Listed

$2,498,000

1482 Ridgeley Dr Campbell, CA 95008

Single Family
Active
Updated 4 days ago

3
Beds
2
Total Baths
2,068
Sq. Ft.

Listed by Heckenberg Realty Group (650) 776-5779

101 Redding Rd A4, Campbell, CA 95008 - Photo 1

Just Listed

$768,888

101 Redding Rd A4 Campbell, CA 95008

Condo
Active
Updated 4 days ago

2
Beds
2
Total Baths
1,345
Sq. Ft.

Listed by Beyond Simplified, Tuan Nguyen and Beyond Simplified, Wendy Low

289 Wagon Way Plan 3 029-02, Campbell, CA 95008 - Photo 1

Just Listed

$1,414,990

289 Wagon Way Plan 3 029-02 Campbell, CA 95008

Townhouse
Active
Updated 1 day ago

2
Beds
3
Total Baths
1,678
Sq. Ft.

Listed by Michelle Tancredi, Broker, Michele Tancredi

1500 E Campbell, Campbell, CA 95008 - Photo 1

Price Reduced

-$50,000 (-2%)

$2,448,000

1500 E Campbell Campbell, CA 95008

Single Family
Active
Updated 1 day ago

4
Beds
3
Total Baths
2,608
Sq. Ft.

Listed by Christie's International Real Estate Sereno, Michael Murphy

523 Union Ave, Campbell, CA 95008 - Photo 1

Price Reduced

-$176,000 (-10.51%)

$1,499,000

523 Union Ave Campbell, CA 95008

Townhouse
Active
Updated 5 days ago

4
Beds
5
Total Baths
1,942
Sq. Ft.

Listed by Metis Real Estate, Inc., Jina Lee

912 Campisi Way 311, Campbell, CA 95008 - Photo 1

Price Reduced

-$999 (-0.1%)

$999,000

912 Campisi Way 311 Campbell, CA 95008

Condo
Active
Updated 1 day ago

2
Beds
2
Total Baths
1,202
Sq. Ft.

Listed by Almaden Financial Group, Toni Brinkman

18813 Westview Dr, Saratoga, CA 95070 - Photo 1

Price Reduced

-$112,000 (-3.2%)

$3,388,000

18813 Westview Dr Saratoga, CA 95070

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
2,068
Sq. Ft.

Listed by Realty One Group Complete

560 University Ave, Los Gatos, CA 95032 - Photo 1

Sold

$2,620,000

560 University Ave Los Gatos, CA 95032

Single Family
Closed

3
Beds
3
Total Baths
1,964
Sq. Ft.

Listed by Christie's International Real Estate Sereno, Donna Chan
Sold by Ntero, Celina Ni

210 Creekside Village Dr, Los Gatos, CA 95032 - Photo 1

Sold

$2,200,000

210 Creekside Village Dr Los Gatos, CA 95032

Single Family
Closed

3
Beds
3
Total Baths
1,716
Sq. Ft.

Listed by Compass, Nevis and Ardizzone and Compass, Summer Che
Sold by Apr, Micky Thompson and Compass

112 Olive St, Los Gatos, CA 95030 - Photo 1

Sold

$2,575,000

112 Olive St Los Gatos, CA 95030

Single Family
Closed

4
Beds
2
Total Baths
1,527
Sq. Ft.

Listed by Intero Real Estate Services, Danielle Cashen and Intero Real Estate Services, Justin Moles
Sold by Ntero, Mei Chan

16 Terrace Ct, Los Gatos, CA 95030 - Photo 1

Sold

$2,499,000

16 Terrace Ct Los Gatos, CA 95030

Triplex
Closed

2,123
Sq. Ft.

Listed by Christie's International Real Estate Sereno, Bill Rippe
Sold by Ntero, Lexie Smith

66 Chester St, Los Gatos, CA 95032 (MLS# ML82035891) is a Single Family property that was sold at $2,500,000 on March 18, 2026. Want to learn more about 66 Chester St? Do you have questions about finding other Single Family real estate for sale in Los Gatos Mountains? You can browse all Los Gatos Mountains real estate or contact a Coldwell Banker agent to request more information.

66 Chester St Los Gatos, CA 95032