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20659 Chatsboro DriveWoodland Hills, CA 91364




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.
| 2 weeks ago | Listing updated with changes from the MLS® | |
| 2 weeks ago | Status changed to Active Under Contract | |
| 3 weeks ago | Listing first seen on site |
Based on information from the The MLS as of 2026-07-27 04:30 AM UTC. 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.
*Estimate only. Actual rebate may vary based on final price, lender requirements, MLS rules, and broker policies.
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