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Property Description
Perched in the serene hills of Topanga Canyon, this fully gated compound feels like a hidden gem. Set on more than half an acre of oak-studded land, the property includes a newly renovated two-bedroom, two-bath main house, a detached guest house, a beautiful original stone house/art studio or office plus a new Yurt! Inside the main house, the living room has so much charm and character, with a stone hearth and wood-burning stove at the center of it all. The central den/music room can easily become a study, playroom, or whatever else you need, and it opens to the downstairs bedroom and bath. Upstairs, the oversized primary suite feels like its own private retreat, with another wood-burning stove, a wall of windows looking out into the oak canopy, a large primary bath, and a walk-in closet. The spacious remodeled kitchen opens onto a beautiful stone terrace, making outdoor dining easy and giving you a front-row seat to the canyon views. From there, a hidden path leads to a view deck tucked into the landscape. The expansive flat lawns offer plenty of room to relax, gather, play, or start a vegetable garden. There's also a beautiful natural-light-filled yurt, added by the current owner, that could be used for healing work, wellness practices, meditation, creative projects, or simply as another quiet place to get away. Down the lower gated driveway, a separate pad with room for an Airstream or a tiny house adds even more flexibility for guests, studio space, or a private retreat. Close to Topanga State Park, this is a special kind of Topanga property, with privacy, character, creative spaces, and plenty of room to settle into canyon life.
Full Property Details
Full Property Details for 20939 Hillside Dr
General
- Price: $1,849,000
- Status: Active
- Type: Single Family
- Source: CLAW
- MLS ID: 26985201
- Updated: 9/8/2026
- Added to Site: 3 day(s) ago
Interior
- Rooms/Areas: Breakfast Area, Den/Office
- Fireplace: Yes
- Number of Fireplaces: 2
- Furnishings: Unfurnished
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Closet, Outside
Additional Information
- Pool Description: Room For
- Spa Description: None
- Security/Safety: Gated
- Other Features: Accessory Bldgs
Exterior
- Deck/Patio: Porch, Roof Top Deck
Parking
- Garage Description: Driveway, Driveway Gate, Gated
Location
- Area: Topanga
- County: Los Angeles
- Driving Directions: North Topanga Canyon Blvd. to Hillside, take immediate right. Property on the left
School Information
- School District: Los Angeles Unified
Heating & Cooling
- Cooling Type: Air Conditioning, Central
- Heating Type: Central
Structural Information
- Architectural Style: Cape Cod
- Structure Type: Single Family Residence
- Exterior Const.: Hardee Plank
- Roof: Asphalt
- Common Walls: Detached/No Common Walls
- Entry Location: Living Room
- Stories/Levels: 2
- Square Feet: 1,200
- Sq. Ft. Source: Estimated
- Year Built: 1959
- Year Built Source: Assessor
Additional Structures
- Other Structures: Accessory Bldgs
Lot Features
- Property View: Canyon, Hills, Mountains
- Lot Size (Acres): 0.6
- Lot Size: 23173
- Lot Size Source: Assessor
- Lot Dimensions: 58 x 105
- Irrigation System: Sprinkler System
- Zoning: LCR11L
- Fencing (Description): Other
Horse Property
- Horse Property: Yes
Financial Considerations
- Price Per Sq. Ft.: $1,540.83
- Assessment Year: 1959
Disclosures and Reports
- Disclosures/Reports: None
- APN: 4441-020-024
Listed by Compass, Olga Crawford
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Schools
Schools serving 20939 Hillside Dr
School District:Los Angeles Unified School District
| Name | Grades | Distance |
|---|---|---|
Topanga Elementary Charter 22075 Topanga School Road, Topanga, CA 90290 | K-5 | 1.1 mi |
Woodland Hills Charter Academy 20800 Burbank Blvd., Los Angeles, CA 91367 | 6-8 | 4.7 mi |
Paul Revere Middle School 1450 Allenford Avenue, Los Angeles, CA 90049 | 6-8 | 6.4 mi |
Taft Charter High 5461 Winnetka Ave., Los Angeles, CA 91364 | 9-12 | 4.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20939 Hillside Dr
Date
Details
Price
Change
Source
9/08/2026
Listed
$1,849,000
824.5%
MLS
11/28/2023
Sold
$200,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 20939 Hillside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,305
—
$364,140
2%
2025
$4,305
920%
$357,000
1273%
2023
$422
4%
$26,010
2%
2022
$406
-1%
$25,500
2%
2021
$409
-81%
$25,000
-85%
2020
$2,116
4%
$168,894
2%
2019
$2,031
1%
$165,583
2%
2018
$2,005
2%
$162,337
2%
2017
$1,965
2%
$159,154
2%
2016
$1,926
2%
$156,034
2%
2015
$1,895
—
$153,691
2%
2014
$1,896
58%
$150,681
63%
2013
$1,198
—
$92,363
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20939 Hillside Dr
20939 Hillside Dr, Topanga, CA 90290 (MLS# 26985201) is a Single Family property with 3 bedrooms and 3 full bathrooms. 20939 Hillside Dr is currently listed for $1,849,000 and was received on September 08, 2026. Want to learn more about 20939 Hillside Dr? Do you have questions about finding other Single Family real estate for sale in Topanga? You can browse all Topanga real estate or contact a Coldwell Banker agent to request more information.

