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Pending
  • $3,199,888

    20659 Chatsboro Dr, Woodland Hills, CA 91364

    5beds
    5,456sqft
    : 
    $21,828/mo
    Get pre-qualified
    Residential, Single Family Residence
    Built in 1986
    0.53 Acres Lot
    $3,238,500 Zestimate®
    $586/sqft
    $675/mo HOA

    What's special

    Behind the gates of Westchester Estates is a rare opportunity to own a custom estate, a rare opportunity to own a custom five-bedroom, eight-bath estate in one of Woodland Hills' most exclusive guard-gated communities. Lovingly maintained over the years, this spacious residence offers exceptional scale, timeless architecture, and the opportunity to update and personalize to your own style.Designed for both everyday living and entertaining, the main level features formal living and dining rooms, a generous family room (or den) opening to the backyard, a well-appointed kitchen, two en-suite bedrooms, a laundry room with a convenient laundry chute, and two powder rooms. Upstairs, the spacious primary suite includes a sitting area, freestanding soaking tub, walk-in closet, and private balcony overlooking the pool. Two additional en-suite bedrooms and a large office with its own powder room complete the upper level.The private backyard is designed for year-round California living with a gated pool and spa, covered patio, greenhouse, and fire pit.Westchester Estates is an intimate, 24-hour guard-gated community of just over 100 homes, ideally located minutes from shopping and dining at Westfield Topanga, Warner Center, and Woodland Hills Country Club. Whether you're seeking a distinguished home to make your own or a value-add opportunity in one of the West Valley's most desirable neighborhoods, this exceptional property offers tremendous potential.
    40 days
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    140
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    1
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    Zillow last checked:

    Listing updated:

    Listed by:

    Shelhee Gal-Kossover DRE # 01721758 818-400-3586,

    Uniquely Real Estate 424-369-9169,

    David Elan DRE # 01000321 424-421-2401,

    Uniquely Real Estate

    Source: CLAW,MLS#: 26855969MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 8
      • Full bathrooms: 2
      • 3/4 bathrooms: 3
      • 1/2 bathrooms: 3
      Rooms
      • Room types: Breakfast Area, Dining Room, Pantry, Patio Covered, Powder, Walk-In Closet
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Range/Oven, Refrigerator, Washer, Dryer
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s)
      • Flooring: Carpet, Tile, Hardwood
      • Has fireplace: Yes
      • Fireplace features: Den, Living Room
      Interior area
      • Total structure area: 5,456
      • Total interior livable area: 5,456 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage - 3 Car
      • Has garage: Yes
      Features
      • Levels: Two
      • Has private pool: Yes
      • Pool features: Private
      • Has spa: Yes
      • Spa features: Private
      • Has view: Yes
      • View description: Pool
      • Has water view: Yes
      Lot
      • Size: 0.53 Acres
      Details
      • Additional structures: Greenhouse
      • Parcel number: 2174013024
      • Zoning: LARA
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Residential, Single Family Residence
      Condition
      • Year built: 1986

      Community & HOA

      Community
      • Security: 24 Hour Security, Gated Community with Guard
      HOA
      • Has HOA: Yes
      • HOA fee: $675 monthly
      Location
      • Region: Woodland Hills

      Financial & listing details

      • Price per square foot: $586/sqft
      • Tax assessed value: $1,782,884
      • Date on market: 7/9/2026

        Estimated market value

        $3,238,500

        $3.08M - $3.40M

        $7,676/mo

        Price history

        DateEventPrice
        8/10/2026Pending sale$3,199,888$586/sqft
        Source: CLAW #26855969 Report a problem
        7/15/2026Contingent$3,199,888$586/sqft
        Source: CLAW #26855969 Report a problem
        7/9/2026Listed for sale$3,199,888+175.9%$586/sqft
        Source: CLAW #26855969 Report a problem
        5/9/2001Sold$1,160,000+54.7%$213/sqft
        Source: Public Record Report a problem
        12/29/1997Sold$750,000+23.2%$137/sqft
        Source: Public Record Report a problem
        10/30/1996Sold$609,000$112/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026-- $1,782,884 +2%
        2025$21,665 +1.5%$1,747,926 +2%
        2024$21,347 +1.9%$1,713,654 +2%
        2023$20,939 +4.7%$1,680,054 +2%
        2022$19,995 +1.3%$1,647,112 +2%
        2021$19,734 -1%$1,614,817 +1%
        2020$19,930 $1,598,260 +2%
        2019$19,930 +5.3%$1,566,923 +2%
        2018$18,929 $1,536,200 +2%
        2017$18,929 +2.2%$1,506,079 +2%
        2016$18,519 +2.6%$1,476,549 +1.5%
        2015$18,053 +1.1%$1,454,371 +2%
        2014$17,851 $1,425,882 +2.5%
        2012-- $1,391,608 +2%
        2011-- $1,364,323 +0.8%
        2010-- $1,354,127 -0.2%
        2009-- $1,357,345 +2%
        2008-- $1,330,731 +2%
        2007-- $1,304,639 +2%
        2006-- $1,279,059
        2005-- $1,279,059 +4%
        2004-- $1,229,394 +1.9%
        2003-- $1,206,863 +2%
        2002-- $1,183,200 +51.9%
        2000-- $779,174
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Woodland Hills

        Getting around

        6 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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