Date
Details
Price
Change
Source
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.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/43
$1,985,000 Just Listed
Get directions
View more dates
Join us at 66 Chester St on:
- Open House: 1:00 PM - 4:00 PM
Sunday 3/1 1:00 PM - 4:00 PM
66 Chester St,Los Gatos, CA 9503266 Chester StLos GatosCA95032
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/43
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
- Price: $1,985,000
- Status: Active
- Type: Single Family
- Source: RE_Infolink
- MLS ID: ML82035891
- Updated: 2/24/2026
- Added to Site: 1 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
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 66 Chester St —
Azita Alaverdi
Compass
NMLS#: 1598647Get Pre-Approved Today
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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 66 Chester St
Tax History
Tax History for 66 Chester St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,838
4%
$1,361,943
2%
2024
$16,249
2%
$1,335,240
2%
2023
$15,938
1%
$1,309,060
2%
2022
$15,839
2%
$1,283,393
2%
2021
$15,555
2%
$1,258,230
1%
2020
$15,273
1%
$1,245,330
2%
2019
$15,060
1%
$1,220,913
2%
2018
$14,846
—
$1,196,975
2%
2017
$14,801
3%
$1,173,505
2%
2016
$14,411
1%
$1,150,497
2%
2015
$14,311
2%
$1,133,217
2%
2014
$14,088
62%
$1,111,020
68%
2013
$8,713
—
$663,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 66 Chester St
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,252Sq. Ft.
Listed by Golden Gate Sotheby's International Realty, Nicolette Rodman Kelly and Golden Gate Sotheby's International Realty, Marlene Rodman
- Single Family
- Active
- Updated 13 days ago
- 2Beds
- 2Total Baths
- 1,380Sq. Ft.
Listed by KW Bay Area Estates, Joel Stieber
- Single Family
- Active
- Updated 7 days ago
- 3Beds
- 2Total Baths
- 1,767Sq. Ft.
Listed by Xiaozhu Kang Daydreamer Team (408) 252-1133
- Single Family
- Active
- 3Beds
- 2Total Baths
- 1,433Sq. Ft.
Listed by Intero Real Estate Services, Andy Tse and Intero Real Estate Services, Erfan Modir
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 7Total Baths
- 6,032Sq. Ft.
Listed by Peter Carey Realty, Peter Carey
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 3,862Sq. Ft.
Listed by Golden Gate Sotheby's International Realty, Amy McCafferty
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,806Sq. Ft.
Listed by The Agency, Kiersten Ligeti and The Agency, Patricia Karoubi
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,187Sq. Ft.
Listed by Christie's International Real Estate Sereno, Tammie Peters
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 hours ago
- 4Beds
- 7Total Baths
- 6,639Sq. Ft.
Listed by Intero Real Estate Services, Cindy Orosz
- Single Family
- Active
- Updated 5 days ago
- 5Beds
- 5Total Baths
- 2,446Sq. Ft.
Listed by Christie's International Real Estate Sereno, Joanne Hsu
- Residential Lots
- Active
- Updated 2 days ago
- 18.9Acres
Listed by Cronan Real Estate Services, Inc., Denise Cronan
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,015Sq. Ft.
Listed by DPL Real Estate, David Lillo
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 1,755Sq. Ft.
Listed by Annette Seaborn (CalRE#: 01348743) and Silvia O'Haren (CalRE#: 01908789)
Sold by Ntero, David Guardanapo
Sold by Ntero, David Guardanapo
- Single Family
- Closed
- 3Beds
- 3Total Baths
- 1,716Sq. Ft.
Listed by Compass, Nevis and Ardizzone and Compass, Summer Che
Sold by Apr, Micky Thompson and Compass
Sold by Apr, Micky Thompson and Compass
- Townhouse
- Closed
- Updated 8 days ago
- 3Beds
- 3Total Baths
- 1,298Sq. Ft.
Listed by Mc Elroy Properties & Inv., Terry McElroy
Sold by Apr, Cha Mayne Marciel
Sold by Apr, Cha Mayne Marciel
- Single Family
- Closed
- 3Beds
- 1Total Bath
- 969Sq. Ft.
Listed by Homeowner Experience, Theresa Wellman
Sold by Qmtl, Donny Suh
Sold by Qmtl, Donny Suh
66 Chester St, Los Gatos, CA 95032 (MLS# ML82035891) is a Single Family property with 2 bedrooms and 1 full bathroom. 66 Chester St is currently listed for $1,985,000 and was received on February 24, 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.