$1,895,000
4424 Deanwood DR
Woodland Hills, CA, 91364
*BACK ON MARKET – NO FAULT TO THE SELLER!*
Welcome to 4424 Deanwood – An Exclusive Private Mediterranean Retreat with Breathtaking Panoramic Views.
Perched high above the city with sweeping vistas, this beautifully renovated Mediterranean estate seamlessly combines privacy, luxury, and practicality. Located behind a gated entrance on a 0.42-acre usable lot, this 3,781 sq ft home features 5 bedrooms and 5.5 bathrooms, complete with a top-to-bottom remodel.
Upon entering, you’ll be greeted by soaring vaulted ceilings, floor-to-ceiling fireplace, and an open-concept layout. Newly installed white oak hardwood floors and abundant natural light emphasize the home’s sophisticated finishes and timeless style.
The heart of the residence is a chef’s dream kitchen—equipped with dual ovens, stainless steel appliances, brand-new custom cabinetry, and a spacious center island with quartz countertops. Perfect for entertaining or family cooking, this kitchen blends style with functionality.
The main level includes three generously-sized bedrooms, including a secondary suite with a private bath—ideal for guests or extended family. A large office featuring a custom wet bar offers versatility and can easily be converted into a sixth bedroom or creative space.
Upstairs, the primary suite is a luxurious sanctuary—boasting a private balcony, a bonus room suitable for an office, nursery, or safe room, and stunning views. The spa-inspired ensuite features a soaking tub overlooking the mountains, dual vanities, a dedicated makeup vanity, and two fully built-out walk-in closets.
Step outside to your resort-style backyard—featuring a sprawling deck, pool, bar, built-in BBQ, fire feature, and a separate pool bathroom with shower. It’s an entertainer’s paradise, offering ample space to host, relax, and enjoy year-round indoor/outdoor living.
Whether seeking a peaceful family retreat or a stunning home designed for entertaining, 4424 Deanwood presents a rare opportunity to own a truly spectacular piece of real estate.
Don’t miss your chance to make this extraordinary property your new home.
Welcome to 4424 Deanwood – An Exclusive Private Mediterranean Retreat with Breathtaking Panoramic Views.
Perched high above the city with sweeping vistas, this beautifully renovated Mediterranean estate seamlessly combines privacy, luxury, and practicality. Located behind a gated entrance on a 0.42-acre usable lot, this 3,781 sq ft home features 5 bedrooms and 5.5 bathrooms, complete with a top-to-bottom remodel.
Upon entering, you’ll be greeted by soaring vaulted ceilings, floor-to-ceiling fireplace, and an open-concept layout. Newly installed white oak hardwood floors and abundant natural light emphasize the home’s sophisticated finishes and timeless style.
The heart of the residence is a chef’s dream kitchen—equipped with dual ovens, stainless steel appliances, brand-new custom cabinetry, and a spacious center island with quartz countertops. Perfect for entertaining or family cooking, this kitchen blends style with functionality.
The main level includes three generously-sized bedrooms, including a secondary suite with a private bath—ideal for guests or extended family. A large office featuring a custom wet bar offers versatility and can easily be converted into a sixth bedroom or creative space.
Upstairs, the primary suite is a luxurious sanctuary—boasting a private balcony, a bonus room suitable for an office, nursery, or safe room, and stunning views. The spa-inspired ensuite features a soaking tub overlooking the mountains, dual vanities, a dedicated makeup vanity, and two fully built-out walk-in closets.
Step outside to your resort-style backyard—featuring a sprawling deck, pool, bar, built-in BBQ, fire feature, and a separate pool bathroom with shower. It’s an entertainer’s paradise, offering ample space to host, relax, and enjoy year-round indoor/outdoor living.
Whether seeking a peaceful family retreat or a stunning home designed for entertaining, 4424 Deanwood presents a rare opportunity to own a truly spectacular piece of real estate.
Don’t miss your chance to make this extraordinary property your new home.
Property Details
Price:
$1,895,000
MLS #:
OC25250582
Status:
Active Under Contract
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
whllwoodlandhills
Listed Date:
Feb 3, 2026
Finished Sq Ft:
3,781
Lot Size:
18,147 sqft / 0.42 acres (approx)
Year Built:
1969
Schools
School District:
Los Angeles Unified
Interior
Appliances
DW, GD, MW, RF, GO, GR, GS, BIR, BBQ
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
CA, DL
Heating
CF
Laundry Features
IR
Exterior
Architectural Style
MED, TRD
Community Features
SDW, SL, CRB
Parking Spots
2
Financial
HOA Fee
$75
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
- Address4424 Deanwood DR Woodland Hills CA
- CityWoodland Hills
- CountyLos Angeles
- Zip Code91364
Similar Listings Nearby
Property Summary
- 4424 Deanwood DR Woodland Hills CA is a Single Family for sale in Woodland Hills, CA, 91364. It is listed for $1,895,000 and features 5 beds, 6 baths, and has approximately 3,781 square feet of living space, and was originally constructed in 1969. The current price per square foot is $501. 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#oc25250582 at 4424 Deanwood DR in Woodland Hills, CA, contact your James Outland agent at 8057482262.
Courtesy of Home Offer Real Estate. 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. 4424 Deanwood DR
Woodland Hills, CA



















































