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)
Property Details
Price:
$1,985,000
MLS #:
ML82035891
Status:
Pending
Beds:
2
Baths:
1
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Feb 24, 2026
Finished Sq Ft:
916
Lot Size:
5,500 sqft / 0.13 acres (approx)
Year Built:
1946
See this Listing
Schools
School District:
Other
Elementary School:
Daves Avenue
Middle School:
Raymond J. Fisher
High School:
Los Gatos
Interior
Appliances
DW, MW, RF, ES
Bathrooms
1 Full Bathroom
Cooling
WW
Flooring
LAM
Heating
WL, FIR
Exterior
Common Walls
NCW
Fencing
WD
Garage Spaces
1
Parking Spots
1
Parking Total
1
Roof
CMP
Financial
Map
Community
- Address66 Chester ST Los Gatos CA
- CityLos Gatos
- CountySanta Clara
- Zip Code95032
Subdivisions in Los Gatos
Market Summary
Current real estate data for Single Family in Los Gatos as of Mar 26, 2026
100
Single Family Listed
99
Avg DOM
1,062
Avg $ / SqFt
$3,185,690
Avg List Price
Property Summary
- 66 Chester ST Los Gatos CA is a Single Family for sale in Los Gatos, CA, 95032. It is listed for $1,985,000 and features 2 beds, 1 baths, and has approximately 916 square feet of living space, and was originally constructed in 1946. The current price per square foot is $2,167. The average price per square foot for Single Family listings in Los Gatos is $1,062. The average listing price for Single Family in Los Gatos is $3,185,690.
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66 Chester ST
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