$12,750,000
20620 Chatsboro DR
Woodland Hills, CA, 91364
GATED COMMUNITY 7 BEDROOMS,10 BATHROOMS, DETACHED GUESTHOUSE, FULL 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. Step inside to soaring 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 basketball court /Tennis 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. UPGRADES SHEET AVAILABLE UPON REQUEST Minutes to the 101, Target, Costco, Topanga Village, Fine Dining, Shops and Restaurants.
Property Details
Price:
$12,750,000
MLS #:
SR25241142
Status:
Active
Beds:
7
Baths:
10
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
whllwoodlandhills
Listed Date:
Oct 16, 2025
Finished Sq Ft:
10,550
Lot Size:
34,503 sqft / 0.79 acres (approx)
Year Built:
1988
Schools
School District:
Los Angeles Unified
Interior
Appliances
IM, MW, GR, BIR, BBQ, DO, HEWH, TW, VEF
Bathrooms
10 Full Bathrooms
Cooling
CA, HE
Heating
CF
Laundry Features
IR
Exterior
Community Features
SUB, VLY
Parking Spots
3
Financial
HOA Fee
$650
HOA Frequency
MO
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Woodland Hills as of Feb 13, 2026
300
Single Family Listed
56
Avg DOM
325
Avg $ / SqFt
$944,217
Avg List Price
Community
- Address20620 Chatsboro DR Woodland Hills CA
- CityWoodland Hills
- CountyLos Angeles
- Zip Code91364
Similar Listings Nearby
Property Summary
- 20620 Chatsboro DR Woodland Hills CA is a Single Family for sale in Woodland Hills, CA, 91364. It is listed for $12,750,000 and features 7 beds, 10 baths, and has approximately 10,550 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,209. The average price per square foot for Single Family listings in Woodland Hills is $325. The average listing price for Single Family in Woodland Hills is $944,217. To schedule a showing of MLS#sr25241142 at 20620 Chatsboro DR in Woodland Hills, CA, contact your James Outland agent at 8057482262.
Courtesy of Keller Williams Realty Calabasas. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 20620 Chatsboro DR
Woodland Hills, CA













































































