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Sold for $2,500,000
  • $2,500,000

    66 Chester St, Los Gatos, CA 95032

    2beds
    916sqft
    Single Family Residence, Residential
    Built in 1946
    5,500 Square Feet Lot
    $2,479,700 Zestimate®
    $2,729/sqft
    $4,042 Estimated rent

    Home value

    $2,479,700

    $2.28M - $2.70M

    $4,042/mo

    Zestimate® history
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    $4,042/mo

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    $15,758/mo

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    $15,758/mo

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    What's special

    View of the hillsWine barGarage and private yardNew interior paintVinyl flooring throughoutStainless steel applianceRemote operated gates
    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)

    Zillow last checked:

    Listing updated:

    Listed by:

    Azita Alaverdi 01371125 408-829-3133,

    Compass 408-358-1111

    Bought with:

    Tuan Nguyen, 02148311

    Beyond Simplified

    Kim Huynh, 02188191

    Beyond Simplified

    Source: MLSListings Inc,MLS#: ML82035891MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Bedroom
    • Features: PrimarySuiteRetreat
    Bathroom
    • Features: ShoweroverTub1, StallShower2plus, Tile, UpdatedBaths
    Dining room
    • Features: EatinKitchen
    Family room
    • Features: NoFamilyRoom
    Kitchen
    • Features: Countertop_Granite
    Heating
    • Fireplace(s), Wall Furnace
    Cooling
    • Wall/Window Unit(s)
    Appliances
    • Included: Electric Cooktop, Dishwasher, Microwave, Gas Oven/Range, Refrigerator, Wine Refrigerator
    • Laundry: Tub/Sink, Inside
    Features
    • Security Gate
    • Flooring: Laminate
    • Basement: Finished
    • Number of fireplaces: 1
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 916
    • Total interior livable area: 916 sqft

    Property

    Parking
    • Total spaces: 1
    • Parking features: Detached, Electric Vehicle Charging Station(s), Electric Gate, Garage Door Opener, On Street
    • Garage spaces: 1
    Features
    • Stories: 1
    • Patio & porch: Balcony/Patio
    • Exterior features: Fenced
    • Fencing: Gate,Wood
    Lot
    • Size: 5,500 sqft
    Details
    • Additional structures: Garage
    • Parcel number: 52908013
    • Zoning: R18
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence, Residential
    Materials
    • Foundation: Slab
    • Roof: Composition
    Condition
    • New construction: No
    • Year built: 1946

    Utilities & green energy

    • Gas: PublicUtilities
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Public Utilities, Water Public

    Community & neighborhood

    Location
    • Region: Los Gatos

    Other

    Other facts
    • Listing agreement: ExclusiveRightToSell

    Price history

    DateEventPrice
    3/18/2026Sold$2,500,000+25.9%$2,729/sqft
    Source: MLSListings Inc #ML82035891 Report a problem
    3/5/2026Pending sale$1,985,000$2,167/sqft
    Source: MLSListings Inc #ML82035891 Report a problem
    2/24/2026Listed for sale$1,985,000+79.5%$2,167/sqft
    Source: MLSListings Inc #ML82035891 Report a problem
    5/22/2013Sold$1,106,000+19.6%$1,207/sqft
    Source: Agent Provided Report a problem
    4/30/2013Pending sale$924,950$1,010/sqft
    Source: Shafer's Real Estate #81312975 Report a problem
    4/24/2013Listed for sale$924,950$1,010/sqft
    Source: Shafer's Real Estate #81312975 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$16,838 +3.6%$1,361,943 +2%
    2024$16,249 +2%$1,335,240 +2%
    2023$15,938 +0.6%$1,309,060 +2%
    2022$15,839 +1.8%$1,283,393 +2%
    2021$15,555 +1.8%$1,258,230 +1%
    2020$15,273 $1,245,330 +2%
    2019$15,273 +2.9%$1,220,913 +2%
    2018$14,846 $1,196,975 +2%
    2017$14,846 +0.3%$1,173,505 +2%
    2016$14,801 +3.4%$1,150,497 +1.5%
    2015$14,311 +1.6%$1,133,217 +2%
    2014$14,088 $1,111,020 +67.6%
    2013-- $663,000 +1157%
    2012-- $52,744 +2%
    2011-- $51,711 +0.8%
    2010-- $51,326 -0.2%
    2009-- $51,449 +2%
    2008-- $50,441 +2%
    2007-- $49,453 +2%
    2006-- $48,484 +2%
    2005-- $47,534 +2%
    2004-- $46,603 +1.9%
    2003-- $45,750 +2%
    2002-- $44,854 +2%
    2001-- $43,976

    Find assessor info on the county website

    Neighborhood: 95032

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: DavesAvenueElementary
    • Middle: RaymondJFisherMiddle
    • High: LosGatosHigh
    • District: LosGatosUnionElementary

    Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,479,700
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,479,700