20620 Chatsboro Drive, Woodland Hills, California 91364, Woodland Hills, 91364 - 7 bed, 10 bath
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Woodland Hills, California 91364
Analysis of 20620 Chatsboro Drive, Woodland Hills, California 91364 is currently available with a list price of $10,999,999. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Woodland Hills Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
This property underwent a complete 'down to the studs' rebuild in 2023, featuring over $3 million in high-end upgrades. The interior boasts ultra-modern finishes including a chef's kitchen with dual 12-foot waterfall islands, Lutron smart home automation, and a primary suite with a spa-like bathroom. All systems and components are virtually new, meeting the highest current quality standards.
Completely reimagined down to the studs with over $3M in upgrades, this 10,000+ sq. ft. estate offers brand-new construction quality, Lutron smart automation, and ultra-modern designer finishes.
Located in the exclusive Westchester Estates with 24-hour armed guards and patrolling security, providing a high level of safety and seclusion for high-profile residents.
The nearly one-acre lot features a detached guesthouse, a full-size NCAA basketball/tennis court, a glass spa, and a professional soundproof theater, offering a complete luxury lifestyle package.
At a $12.25M price point, the property is positioned at the extreme high end for Woodland Hills, which may limit the pool of qualified buyers compared to neighboring luxury enclaves like Hidden Hills.
While some nearby schools are highly rated, several assigned public schools in the immediate district have lower ratings (3/10), which may be a consideration for families not utilizing private education.
24 HOUR GUARD GATED COMMUNITY, HUGE LOT, LUXURY MANSION 7 BEDROOMS,10 BATHROOMS, DETACHED GUESTHOUSE, FULL SIZE NBA SIZE SPORT COURT. 2023 REBUILD, STUNNING LUXURY MANSION SOUTH OF VENTURA (24 HOUR ARMED GUARD GATED COMMUNITY), WESTCHESTER COUNTY home to just 160 residences, this showcase estate redefines modern luxury. Set on nearly one acre and completely reimagined down to the studs in 2023 with over $3 million in recent upgrades, this 10,000+ sq. ft. masterpiece offers an unmatched level of privacy, sophistication, and cutting-edge design.cathedral ceilings, Custom Designer Chandeliers, dramatic floor-to-ceiling marble fireplaces, and seamless indoor-outdoor living with automatic pocket doors and Lutron smart home automation controlling lights, shades, TV’s and premium sound (interior/Exterior) throughout. The residence boasts a state-of-the-art security system with interior/exterior cameras, a Control4 system, and a fully soundproof oversized home theater with, Premium Sound Package, massive Upgraded Projector Screen, and a walkout enclosed patio. The chef’s dream kitchen showcases Two 12-foot waterfall islands, a walk-in pantry, 2 Dishwashers, full-size refrigerator & freezer, high-end appliances, and a custom wine display. Upstairs, you’ll find 5 en-suite bedrooms, each with custom cabinetry and walk-in closets. The primary suite impresses with Custom Fireplace, Sitting Area, 2 oversize walk-in Closets 1 that has its own ELEVATOR an Oversize Spa like bathroom with Huge Rainfall Shower, Separate Tub, Vanity Area, and Walk-out balcony overlooking park like grounds. The amenities continue with two laundry rooms, a 3 car garage with metallic epoxy floors, and a massive loft space ideal for a gym, office, or playroom. Outdoor living rivals a resort with designer Lighting, landscaping, multiple entertaining patios, outdoor grill, cabana, custom glass pool fence, GLASS SPA, putting green, and full-size NCAA sport court. Outdoor Shower, A detached guest house,A Main Level En-Suite Bedroom perfect for guests. The Ideal Floorplan. This estate offers the perfect blend of modern technology, refined elegance, and resort-style luxury in one of the most coveted gated communities south of Ventura WESTCHESTER ESTATES, Patrolling armed Guard, Street Surveillance. dream home and one of the Safest Neighborhoods in LA for the most discerning buyer. Minutes to the 101, Target, Costco, Topanga Village, Fine Dining, Shops and Restaurants.
No exterior & parking available.
Grades K-5 • 2.1 mi
Grades K-5 • 3.3 mi
Grades K-5 • 4.0 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 7.0 | 4.0 | 99% |
| Baths | 10.0 | 3.0 | 99% |
| Square foot | 10,550 | 2,243 | 99% |
| Lot Size | 34,503 | 9,877 | 98% |
| Price | $11.00M | $1.31M | 99% |
| Price per sq ft | $1.0K | $623 | 98% |
| Built year | 1988 | 1962 | 93% |
| HOA | $650.0 | $0 | 97% |
| Days on market | 188 | 182 | 52% |
Apr 8, 2026
$10,999,999
$11,500,000
-4% Price Drop
Initial Listing
Mar 6, 2026
$11,500,000
$12,250,000
-6% Price Drop
Initial Listing
Feb 19, 2026
$12,250,000
$12,750,000
-4% Price Drop
Initial Listing
Oct 16, 2025
$12,750,000
Initial Listing