LOCALLA




































































$3,199,888
20659 Chatsboro Dr Woodland Hills CA 91364
Residential
Built 1986
N/A
$586/sqft
No HOA
N/A
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.
Days On Market: 4
Listing updated: July 9, 2026 at 09:47 PM
Listed by: Shelhee Gal-Kossover DRE #01721758, Uniquely Real Estate
David Elan DRE #01000321, Uniquely Real Estate
Features & Facts
Interior
- Bedrooms: 5
- Bathrooms: 8 full, 3 half
- Square Feet: 5456
- Year Built: 1986
- Flooring: Carpet, Tile, Hardwood
- Family Room: Yes
Recently Sold Nearby
Tour with Tony
LOCALLA was built by Tony O'Brien, a REALTOR with The Sher Group, to give buyers a direct and transparent way to search and tour homes. No selling your data. No partner agents. Just Tony.
Select a date and time
Contact a Buyer's Agent
Connect with Tony O'Brien — REALTOR, The Sher Group & LOCALLA
Consent not required to use LOCALLA. See our Privacy Policy.
The Sher Group and Tony O'Brien are not mortgage brokers or lenders and do not provide financing. If you opt in, we may refer you to a third-party licensed mortgage professional. We do not guarantee loan approval, rates, or terms.
© 2026 The MLS™ - Combined L.A. Westside MLS (CLAW). All rights reserved. Based on information from The MLS™ - Combined L.A. Westside MLS (CLAW) as of 7/12/2026, 3:47:48 AM. 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. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Tony O'Brien DRE #02200838 | The Sher Group DRE #02022464
Equal Housing Opportunity
Tour with Tony
LOCALLA was built by Tony O'Brien, a REALTOR with The Sher Group, to give buyers a direct and transparent way to search and tour homes. No selling your data. No partner agents. Just Tony.
Select a date and time
Contact a Buyer's Agent
Connect with Tony O'Brien — REALTOR, The Sher Group & LOCALLA
Consent not required to use LOCALLA. See our Privacy Policy.
The Sher Group and Tony O'Brien are not mortgage brokers or lenders and do not provide financing. If you opt in, we may refer you to a third-party licensed mortgage professional. We do not guarantee loan approval, rates, or terms.
© 2026 The MLS™ - Combined L.A. Westside MLS (CLAW). All rights reserved. Based on information from The MLS™ - Combined L.A. Westside MLS (CLAW) as of 7/12/2026, 3:47:48 AM. 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. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Tony O'Brien DRE #02200838 | The Sher Group DRE #02022464
Equal Housing Opportunity





