
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.
The property underwent a complete down-to-the-studs rebuild in 2023 with over $3 million in upgrades. It features a brand-new chef's kitchen with dual waterfall islands, ultra-modern spa-like bathrooms, and state-of-the-art systems including Lutron and Control4 automation, placing it in mint, move-in-ready condition.
This 10,550 sq. ft. estate was reimagined down to the studs in 2023 with over $3 million in upgrades, featuring Lutron smart home automation, an elevator-equipped primary suite, and high-end designer finishes throughout.
The nearly one-acre grounds offer an unparalleled lifestyle package, including a full-size NCAA sport court, a detached guesthouse, a glass-walled pool and spa, and a professional-grade soundproof home theater.
Located in the exclusive Westchester Estates, the property provides maximum security with 24-hour armed guard gating, street surveillance, and a comprehensive interior/exterior camera system.
The property has seen multiple substantial price reductions from its original $12.75M listing to $10.99M, which may indicate initial overpricing or a longer-than-average market absorption for this price point.
While some nearby schools are highly rated, several assigned public schools in the immediate district carry lower ratings (3/10), which could be a drawback for families prioritizing public 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 |
|---|---|---|
| Beds | 7.0 | 4.0 |
| Baths | 10.0 | 3.0 |
| Square foot | 10,550 | 2,184 |
| Lot Size | 34,503 | 11,703 |
| Price | $11.00M | $1.45M |
| Price per sq ft | $1.0K | $651 |
| Built year | 2023 | 1960 |
| HOA | $650.0 | $425 |
| Days on market | 279 | 58 |
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