JACK WARNER Legacy Estate
on pepper hill
OFFERED AT $27,000,000
356 Woodley Road, Montecito CA | 5 Bedrooms | 5.5 Baths | 7500± Sq Ft | 2.53± Acres
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, capturing extraordinary light and ever-changing coastal vistas from nearly every principal room.
The residence offers five bedrooms and five-and-one-half baths, along with gracious living and entertaining spaces designed for effortless indoor-outdoor living. The home’s artistic significance is further elevated by monumental bronze sculptures by acclaimed sculptor Aristides Demetrios, thoughtfully positioned to create a powerful visual dialogue through the central living spaces.
The grounds unfold as a private coastal sanctuary, with mature specimen trees, vibrant gardens, and an orchard of more than forty fruit trees. Resort-style amenities include a pool and spa, bocce court, and multiple outdoor entertaining areas, all oriented to maximize the property’s extraordinary views and sense of tranquility. An expansive ocean-view loggia anchored with a cozy fireplace provides a dramatic yet serene vantage point over the coastline and surrounding mountains.
What distinguishes 356 Woodley Road is its rare combination of attributes that are increasingly difficult to find in a single offering: exceptional privacy, expansive ocean and mountain views, and the highly sought-after convenience of true single-level living.
The estate is offered at $24.5 million on approximately 1.53 acres. Additionally, the property is available with an adjacent one-acre ocean-view parcel featuring its own assessor parcel number, dedicated water meter, and independent access, creating a combined offering of approximately 2.53 acres at $27 million. This added parcel introduces a level of flexibility and long-term optionality rarely available in Montecito’s premier coastal neighborhoods.
356 Woodley Road stands as a legacy estate defined by architectural pedigree, remarkable privacy, expansive views, and a land offering that is virtually impossible to replicate today.