20659 Chatsboro Drive, Woodland Hills, California 91364, Woodland Hills, 91364 - 5 bed, 8 bath
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Woodland Hills, California 91364
This Custom Estate represents a High-Potential Investment Opportunity, listed at $3,199,888—positioned well below the $3,106,021 Fair Market Value by -3%. Featuring a 5,456 sqft floor plan on a massive 23,196 sqft lot, the property offers significant upside for modernization. With a Condition Rating of 4, the home requires cosmetic updates to reach its full potential. Located in a guard-gated community near top-rated schools like Calabasas High, this is an ideal acquisition for Value-Add Investors or Owner-Occupants seeking a prestigious Woodland Hills project.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 20659 Chatsboro Drive Subject | $3,199,888* List Price | 5 | 8 | 5,456 | $569 | - |
A 4618 Westchester Drive Sold | $3,590,000 | 6 | 8 | 7,590 | $473 | 0.2 mi |
B 4456 Vanceboro Court Sold | $2,300,000 | 5 | 5 | 5,518 | $417 | 0.1 mi |
C 20315 Howard Court Sold | $3,950,000 | 6 | 7 | 6,679 | $591 | 0.5 mi |
D 4548 Ellenboro Pending | $3,299,000 List Price | 4 | 5 | 5,587 | $590 | 0.2 mi |
* Subject property listed price vs sold prices of comps.
Property is moderate renovation needed.
Built in 1986 (38 years old), the property is well-maintained but significantly dated. The kitchen features older wood cabinetry and granite from a previous era, and the listing explicitly notes the 'opportunity to update,' indicating that while functional, the systems and finishes are likely over 20 years old.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 23196, living area = 5456.
Located within Westchester Estates, an intimate enclave of approximately 100 homes with 24-hour security, offering a high level of privacy and prestige in Woodland Hills.
The property boasts over 5,400 square feet of living space on a generous 23,196 square foot lot, providing rare expansive grounds and a versatile floor plan with five en-suite bedrooms.
Built in 1986 and marketed as a 'value-add opportunity,' the residence likely requires significant cosmetic and structural updates to align with modern luxury standards.
With eight bathrooms, a pool, a greenhouse, and a $675 monthly HOA fee, the ongoing maintenance and utility expenses for this large estate are substantial.
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.
No exterior & parking available.
Grades K-5 • 2.1 mi
Grades K-5 • 3.2 mi
Grades K-5 • 3.9 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 5.0 | 4.0 |
| Baths | 8.0 | 3.0 |
| Square foot | 5,456 | 2,184 |
| Lot Size | 23,196 | 11,703 |
| Price | $3.20M | $1.45M |
| Price per sq ft | $586 | $651 |
| Built year | 1986 | 1960 |
| HOA | $675.0 | $425 |
| Days on market | 13 | 58 |
Jul 9, 2026
$3,199,888
Initial Listing
May 9, 2001
$1,160,000
Public Record