20659 Chatsboro Drive, Woodland Hills, CA 91364

Single-Family · For sale · $3,199,888 · MLS# 26855969

Single-Family for sale in Southern California — $3,199,888. 5 beds · 8 baths · 5,456 sqft. 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…

20659 Chatsboro Drive
Active under contract

$3,199,888

20659 Chatsboro Drive, Woodland Hills, CA 91364

5beds
8baths
5,456sqft
Single-FamilyProperty type
1986Year built
0.53 acresLot size
5,456 sqftLiving area
$586/sqftPrice / sqft
$675/moHOA
3 spacesParking

Facts & features

Interior

Bedrooms & bathrooms

  • Bedrooms: 5
  • Bathrooms: 8
  • Full bathrooms: 2
  • Half bathrooms: 3

Heating

  • Heating: Central

Cooling

  • Cooling: Central Air

Appliances

  • Included: Dishwasher, Disposal, Microwave, Refrigerator, Dryer, Washer
  • Laundry: Laundry Room

Interior area

  • Living area: 5,456 sqft

Property

Parking

  • Total parking spaces: 3

Lot

  • Lot size: 0.53 acres

Features

  • Pool features: Private
  • View: Pool

Construction

Type & style

  • Home type: Single-Family
  • Property subtype: Single Family Residence

Condition

  • Year built: 1986

Community & HOA

Community

  • Has HOA: Yes
  • HOA fee: $675/mo

Financial & listing details

  • Days on market: 9 days
  • Price / sqft: $586
  • Status: Active Under Contract
  • MLS#: 26855969

Location

  • City: Woodland Hills
  • ZIP: 91364

About this home

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.

Listing updated: July 15, 2026 at 12:24 PM

Listed by: Shelhee Gal-Kossover, Uniquely Real Estate

Source: CRMLS, MLS#: 26855969, Originating MLS: California Regional MLS

Location

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Woodland Hills

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Facts & features

Interior

Bedrooms & bathrooms

  • Bedrooms: 5
  • Bathrooms: 8
  • Full bathrooms: 2
  • Half bathrooms: 3

Heating

  • Heating: Central

Cooling

  • Cooling: Central Air

Appliances

  • Included: Dishwasher, Disposal, Microwave, Refrigerator, Dryer, Washer
  • Laundry: Laundry Room

Interior area

  • Living area: 5,456 sqft

Property

Parking

  • Total parking spaces: 3

Lot

  • Lot size: 0.53 acres

Features

  • Pool features: Private
  • View: Pool

Construction

Type & style

  • Home type: Single-Family
  • Property subtype: Single Family Residence

Condition

  • Year built: 1986

Community & HOA

Community

  • Has HOA: Yes
  • HOA fee: $675/mo

Financial & listing details

  • Days on market: 9 days
  • Price / sqft: $586
  • Status: Active Under Contract
  • MLS#: 26855969

Location

  • City: Woodland Hills
  • ZIP: 91364

Price history

DateEventPrice
7/09/2026Source: CRMLS, #26855969Listed for sale$3,199,888$586/sqft
California Regional Multiple Listing Service (CRMLS)

The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All listing data, including but not limited to square footage and lot size is believed to be accurate, but the listing Agent, listing Broker and CRMLS and its affiliates do not warrant or guarantee such accuracy. The viewer should independently verify the listed data prior to making any decisions based on such information by personal inspection and/or contacting a real estate professional.

Based on information from California Regional Multiple Listing Service, Inc. as of 2026-07-15 12:24:35 PDT and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information