2027 N Highland Avenue, Los Angeles, California 90068, Los Angeles, 90068 - 6 bed, 3 bath
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Los Angeles, California 90068
This Historic Tuscan Estate represents a High-Potential Investment Opportunity with a List Price of $7,450,000—positioned well below the $7,665,294 Fair Market Value by 2%. This valuation gap provides $215,294 in Instant Equity. While maintaining a Condition Rating of 4, the 2.5-acre compound offers massive upside through the subdivision of five single-family lots and modernization of the 6,029 sqft interior. Featuring panoramic Hollywood Sign views and proximity to top-rated schools like Stevenson Elementary, this is a premier acquisition for Luxury Developers or Value-Add Investors.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 2027 N Highland Avenue Subject | $3,800,000* List Price | 6 | 3 | 6,029 | $1,271 | - |
A 7141 Senalda Road Sold | $8,100,000 | 6 | 7 | 6,748 | $1,200 | 0.8 mi |
* Subject property listed price vs sold prices of comps.
Property is moderate renovation needed.
This historic 1920s estate appears well-maintained externally, but it is functionally outdated for modern luxury standards, particularly noted by the low bathroom count (3) relative to the number of bedrooms (6) and total square footage. The listing's emphasis on 'significant upside potential' and 'development potential to subdivide' suggests that while the structure is preserved, the interior systems, kitchen, and bathrooms likely require substantial modernization to meet current market expectations for a luxury property.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 111490, living area = 6029.
The expansive 2.5-acre lot across two parcels offers a rare opportunity to subdivide the upper portion into five additional single-family lots, providing massive investment upside.
This 1920s Tuscan estate features a rich history with rumored ties to William Randolph Hearst and design by Dennis and Farwell, offering unique character and prestige that modern builds cannot replicate.
With 6,029 square feet and six bedrooms but only three bathrooms, the home's 1920s configuration likely requires a significant capital investment to modernize the plumbing and floor plan for contemporary luxury standards.
The age of the structures combined with over two acres of grounds featuring waterfalls, fountains, and trails suggests substantial ongoing maintenance costs and potential historic preservation requirements.
AUCTION BIDDING OPEN! Previously Listed at $7.45M. Bidding ends May 28th. Current High Bid is $3,800,000. Romantic 1920s Tuscan style estate on two parcels in the historic Ocean View Tract, moments from the Hollywood Bowl and New Hollywood. Rumored ties to William Randolph Hearst. Gated compound designed by Dennis and Farwell with grounds by Paul J. Howard featuring trails, waterfalls, and fountains. Over 3,000 square foot main villa with terracotta roof, courtyard with fountain, Batchelder fireplace, formal dining room, library, guest suite, and upstairs primary. Additional 1,551 square foot guest house and separate 1928 one bedroom cottage. Former home of the Hollywood Art Center School with notable artistic history. Development potential to subdivide upper portion into five single family lots, some with Hollywood Sign views. Rare opportunity with character, privacy, and significant upside potential. (2025-2027 N Highland Ave 5549-030-001 & 5549-030-002)
No exterior & parking available.
Grades K-6 • 0.6 mi
Grades K-6 • 0.9 mi
Grades K-6 • 1.0 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 6.0 | 3.0 | 94% |
| Baths | 3.0 | 3.0 | 50% |
| Square foot | 6,029 | 2,332 | 97% |
| Lot Size | 111,490 | 7,570 | 99% |
| Price | $3.80M | $1.96M | 89% |
| Price per sq ft | $630 | $877 | 15% |
| Built year | 1920 | 1949 | 3% |
| HOA | $0 | $0 | 50% |
| Days on market | 65 | 176 | 7% |
May 28, 2026
$3,800,000
$2,500,000
+52% Price Increase
Initial Listing
May 15, 2026
$2,500,000
$7,450,000
-66% Price Drop
Initial Listing
Apr 2, 2026
$7,450,000
Initial Listing
Jan 29, 2019
$6,500,000
Public Record