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.
Property Details
Price:
$3,199,888
MLS #:
26855969
Status:
Active
Beds:
5
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
whllwoodlandhills
Listed Date:
Jul 9, 2026
Finished Sq Ft:
5,456
Total Sq Ft:
5,456
Lot Size:
23,196 sqft / 0.53 acres (approx)
Year Built:
1986
See this Listing
Schools
Interior
Appliances
DW, GD, MW, RF
Bathrooms
2 Full Bathrooms, 3 Three Quarter Bathrooms, 3 Half Bathrooms
Cooling
CA
Flooring
TILE, WOOD, CARP
Heating
CF
Interior Features
CF
Laundry Features
IR, DINC, WINC
Levels
U
Exterior
Common Walls
NCW
Other Structures
GR
Parking Spots
3
Parking Total
3
Security Features
_24HR, GG
Spa Features
PVT
View
PL
Financial
HOA Fee
$675
HOA Fee Frequency
MO
Map
Community
- Address20659 Chatsboro DR Woodland Hills CA
- CityWoodland Hills
- CountyLos Angeles
- Zip Code91364
Subdivisions in Woodland Hills
Market Summary
Current real estate data for Single Family in Woodland Hills as of Jul 11, 2026
419
Single Family Listed
63
Avg DOM
387
Avg $ / SqFt
$1,057,576
Avg List Price
Property Summary
- 20659 Chatsboro DR Woodland Hills CA is a Single Family for sale in Woodland Hills, CA, 91364. It is listed for $3,199,888 and features 5 beds, 8 baths, and has approximately 5,456 square feet of living space, and was originally constructed in 1986. The current price per square foot is $586. The average price per square foot for Single Family listings in Woodland Hills is $387. The average listing price for Single Family in Woodland Hills is $1,057,576.
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