
20939 Hillside Drive, Topanga, CA 90290
20939 Hillside Drive, Topanga, CA 90290
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.
Features & Amenities
Property Details
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Comparative Market Analysis
Luxury Tier · 5 active · 5 closed
Topanga · Single Family Residence
Listed 32.0% above the median closed sale of $1,287,500. Price per sqft ($1,417) is a 63% premium to closed comps ($868). Closed comps sold at 93% of list — buyers have negotiating leverage. Expect a longer timeline — comps averaged 156 days on market. Luxury tier — fewer comparable sales widen the confidence range.
Price Position
Positioned above the market — commands a premium.
Active Properties (5)
Active Comparables
| Address | City | Year | BD | BTH | SqFt | LotSz | LP/SqFt | LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|
| 21714 Encina Road | Topanga | 1925 | 2 | 2 | 1,200 | 14,303 | $1,248 | $1.50M | 157 | 74 |
| 1237 Old Topanga Canyon Road | Topanga | 1925 | 2 | 2 | 1,000 | 11,583 | $899 | $899,000 | 11 | 68 |
| 20666 Cheney Drive | Topanga | 1927 | 3 | 2 | 1,430 | 9,987 | $1,038 | $1.48M | 146 | 68 |
| 21658 Encina Road | Topanga | 1935 | 4 | 4 | 1,547 | 33,138 | $1,551 | $2.40M | 3 | 67 |
| 360 Topanga Canyon Boulevard | Topanga | 1946 | 2 | 2 | 1,136 | 25,300 | $1,342 | $1.52M | 104 | 66 |
| Total: 5 · Average | 2.6 | 2.4 | 1,262.6 | 18,862.2 | $1,215.6 | $1.56M | 84.2 | |||
| Median | 1,200 | $1.50M | ||||||||
Closed Properties (5)
Closed Comparables
| Address | City | Year | Date | BD | BTH | SqFt | LotSz | LP | SP | SP/SqFt | SP/LP | DIM | Score |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1555 Fernwood Pacific Drive | Topanga | 1948 | 06/05/2026 | 2 | 1 | 1,260 | 19,696 | $1.50M | $1.50M | $1,188 | 1.00 | 1 | 78 |
| 502 Fernwood Pacific Drive | Topanga | 1927 | 08/14/2026 | 3 | 2 | 1,600 | 20,000 | $1.35M | $1.29M | $805 | 0.95 | 193 | 74 |
| 1527 Bainum Drive | Topanga | 1976 | 08/11/2026 | 4 | 2 | 1,758 | 22,504 | $1.35M | $1.17M | $665 | 0.87 | 419 | 72 |
| 21936 Canon Drive | Topanga | 1925 | 10/09/2026 | 3 | 2 | 1,392 | 3,453 | $1.35M | $1.30M | $934 | 0.96 | 87 | 63 |
| 23300 Red Rock Road | Topanga | 1943 | 06/01/2026 | 3 | 3 | 1,500 | 43,794 | $1.29M | $1.12M | $747 | 0.86 | 81 | 62 |
| Total: 5 · Average | 3.0 | 2.0 | 1,502 | 21,889.4 | $1.27M | $1.27M | $867.8 | — | 156.2 | ||||
| Median | 1,500 | $1.29M | $1.29M | ||||||||||
Market Analysis
List vs Sale $/SqFt
Sale Price Trend
Days on Market
Sale vs List Price
This analysis was generated automatically from MLS data. For an in-depth, human-reviewed valuation, contact Joseph Sardella at josephsardella@gmail.com.