A Nature Wrapped hilltop oasis, reached by a long, private driveway that climbs the hillside to a gated, level estate at the top. Set on approximately ¾ acre, this secluded retreat delivers the feeling of being hours outside the city while remaining perfectly connected. Mature trees, lush gardens, fruit trees, and a sparkling pool surround the home, creating an atmosphere of quiet luxury and estate like privacy.
Fully reimagined and remodeled, the residence is a modern smart home with dual primary suites, three additional bedrooms and two additional baths, offering a harmonious blend of comfort, technology, and refined design. Light filled living spaces include a living room, family room, multiple dining areas, and a fireplace, all anchored by a gourmet chef’s kitchen featuring Samsung Bespoke appliances.
Every major system has been upgraded: newer dual zone all electric HVAC, roof, windows, flooring, kitchen, primary and upstairs baths. The home is wired with whole house ethernet and features integrated smart lighting throughout, ensuring seamless connectivity and effortless control.
A truly exceptional property that combines privacy, nature, modern luxury, and smart home innovation into one unforgettable estate.
For sale
Listed by: Sotheby's International Realty • Catherine Cressy • Contact: 818-359-1101
$2,300,000
5950 Winnetka Ave, Woodland Hills, CA 91367
5beds
3,734sqft
Single Family Residence
Built in 1951
0.66 Acres Lot
$2,233,100 Zestimate®
$616/sqft
$-- HOA
What's special
- 15 days |
- 540 |
- 35 |
Zillow last checked:
Listing updated:
Listed by:
Catherine Cressy DRE #01028337 818-359-1101,
Sotheby's International Realty
Source: CRMLS,MLS#: SR26164625
Originating MLS: California Regional MLS
Originating MLS: California Regional MLSFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
- Main level bathrooms: 2
- Main level bedrooms: 3
Rooms
- Room types: Family Room, Kitchen, Laundry, Living Room, Primary Bathroom, Primary Bedroom
Primary bedroom
- Features: Primary Suite
Bathroom
- Features: Stone Counters, Tile Counters
Kitchen
- Features: Kitchen Island, Stone Counters, Remodeled, Self-closing Cabinet Doors, Self-closing Drawers, Updated Kitchen
Heating
- Central
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Beamed Ceilings, Brick Walls, Cathedral Ceiling(s), Primary Suite
- Has fireplace: Yes
- Fireplace features: Family Room, Kitchen
- Common walls with other units/homes: No Common Walls
Interior area
- Total interior livable area: 3,734 sqft
Video & virtual tour
Property
Parking
- Total spaces: 8
- Parking features: Direct Access, Door-Single, Driveway, Garage
- Garage spaces: 2
- Uncovered spaces: 6
Features
- Levels: Two
- Stories: 2
- Entry location: Front
- Has private pool: Yes
- Pool features: Private
- Has view: Yes
- View description: City Lights, Canyon
Lot
- Size: 0.66 Acres
- Features: 0-1 Unit/Acre
Details
- Parcel number: 2153005026
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1951
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Biking, Dog Park, Gutter(s), Valley
Location
- Region: Woodland Hills
Financial & listing details
- Price per square foot: $616/sqft
- Tax assessed value: $1,499,166
- Annual tax amount: $18,363
- Date on market: 7/31/2026
- Cumulative days on market: 15 days
- Listing terms: Conventional
- Inclusions: TBD
- Exclusions: TBD
Estimated market value
$2,233,100
$2.12M - $2.34M
$6,886/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/31/2026 | Listed for sale | $2,300,000+66.1%$616/sqft |
Source:  CRMLS #SR26164625 Report a problem | ||
| 10/14/2020 | Sold | $1,385,000+6.6%$371/sqft |
Source: CRISNet / SRAR #SR20148946 Report a problem | ||
| 8/6/2020 | Pending sale | $1,299,000$348/sqft |
Source: Pinnacle Estate Properties, Inc. #SR20148946 Report a problem | ||
| 7/29/2020 | Listed for sale | $1,299,000$348/sqft |
Source: Pinnacle Estate Properties, Inc. #SR20148946 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $18,363 +1.2% | $1,499,166 +2% |
| 2024 | $18,137 +2% | $1,469,771 +2% |
| 2023 | $17,787 +4.9% | $1,440,953 +2% |
| 2022 | $16,964 +0.8% | $1,412,700 +2% |
| 2021 | $16,828 +130.6% | $1,385,000 +143.2% |
| 2020 | $7,298 | $569,593 +2% |
| 2019 | $7,298 +6.5% | $558,425 +2% |
| 2018 | $6,855 | $547,476 +2% |
| 2017 | $6,855 +2.2% | $536,743 +2% |
| 2016 | $6,707 +2.9% | $526,220 +1.5% |
| 2015 | $6,519 +0.9% | $518,317 +2% |
| 2014 | $6,461 | $508,165 +2.5% |
| 2012 | -- | $495,951 +2% |
| 2011 | -- | $486,228 +0.8% |
| 2010 | -- | $482,595 -0.2% |
| 2009 | -- | $483,743 +2% |
| 2008 | -- | $474,259 +2% |
| 2007 | -- | $464,961 +2% |
| 2006 | -- | $455,845 |
| 2005 | -- | $455,845 +4% |
| 2004 | -- | $438,146 +22.8% |
| 2003 | -- | $356,779 +2% |
| 2002 | -- | $349,785 +4% |
| 2000 | -- | $336,205 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Woodland Hills
Nearby schools
GreatSchools rating
- 5/10Calvert Charter For Enriched StudiesGrades: K-5Distance: 0.3 mi
- 4/10Woodland Hills Charter AcademyGrades: 6-8Distance: 1 mi
- 9/10Taft Charter HighGrades: 9-12Distance: 0.7 mi
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A local agent can set up tours, give advice and negotiate with sellers.
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