
MONTECITO, CA 93108
This Ultra-Luxury Legacy Estate represents a High-Potential Investment Opportunity, listed at a List Price of $27,000,000—positioned well below the $27,723,755 Fair Market Value by 2%. This valuation gap provides $723,755 in Instant Equity. Featuring a Mint Condition Rating and designed by Jack Warner, the residence offers unobstructed panoramic ocean views, a pool, and spa. This property is an ideal acquisition for High-Net-Worth Investors or Owner-Occupants seeking a private, turnkey architectural masterpiece in Montecito’s exclusive Pepper Hill enclave.
Property is new construction or fully renovated.
While built in 2000, the property shows evidence of a high-end, ultra-modern renovation within the last 5 years. The kitchen features contemporary flat-panel cabinetry and professional-grade appliances, and the bathrooms boast modern floating vanities and frameless glass. The presence of solar panels indicates updated systems, and the overall condition is mint and maintenance-free.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 66647, living area = 7518.
Designed by renowned architect Jack Warner, this 7,500-square-foot contemporary masterpiece offers a rare single-level layout with exceptional scale, proportion, and a seamless indoor-outdoor flow.
Situated on a 1.53-acre lot in the exclusive Pepper Hill enclave, the property commands unobstructed panoramic views of the Pacific Ocean, the coastline, and the Santa Ynez Mountains.
The property carries a significant monthly association fee of $2,400, which, combined with high property taxes at this price point, results in substantial ongoing ownership expenses.
Built in 2000, the residence may require updates to its interior finishes or mechanical systems to align with the ultra-luxury expectations of modern buyers at the $27 million valuation.
Within Montecito's coveted Pepper Hill enclave, 356 Woodley Road presents an extraordinarily rare opportunity to acquire one of the Central Coast's most significant legacy estates. Set atop approximately 1.53 acres of beautifully curated grounds, the property commands unobstructed panoramic views of the Pacific Ocean, dramatic coastline, and Santa Ynez Mountains from a position of exceptional privacy and seclusion. Designed as the final residential masterpiece of renowned architect Jack Warner, the approximately 7,500-square-foot single-level contemporary residence reflects a timeless architectural vision where scale, proportion, and natural surroundings exist in complete harmony. Expansive walls of glass and soaring ceilings dissolve the boundary between interior and exterior living.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 4.0 | 83% |
| Baths | 5.0 | 5.0 | 50% |
| Square foot | 7,518 | 3,732.5 | 92% |
| Lot Size | 66,647 | 41,382 | 90% |
| Price | $27.00M | $5.30M | 98% |
| Price per sq ft | $3.6K | $1.8K | 92% |
| Built year | 2000 | 1982 | 83% |
| HOA | $2400 | $0 | 94% |
| Days on market | 11 | 223 | 2% |
Jun 2, 2026
$27,000,000
Initial Listing
Mar 29, 2013
$9,125,000
Public Record
May 4, 2012
$2,137,500
Public Record