356 Woodley Road, MONTECITO, CA 93108, MONTECITO, 93108 - 5 bed, 6 bath

356 Woodley Road
MONTECITO, CA 93108
Property Price
SUMMARY
Estimated Market Value
Condition Analysis
OVERALL CONDITION SCORE
Property is move-in ready.
This contemporary estate, built in 2000, is in move-in ready condition and reflects high-end maintenance and thoughtful updates. The kitchen features modern high-gloss cabinetry, premium stone countertops, and professional-grade stainless steel appliances. The interior is characterized by high ceilings, designer light fixtures, and a mix of quality hardwood and stone flooring. While the property is exceptionally well-maintained and stylish, it is classified as 'good' rather than 'excellent' because it was built 25 years ago and, despite its modern aesthetic, the listing does not indicate a full-scale renovation within the last 5 years.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 110206, living area = 7518.
- Development Opportunity
The estate spans two parcels and includes one of the last buildable 1-acre lots in Montecito, offering rare flexibility for expansion, a guest house, or future investment.
- Architectural Pedigree
Designed by the acclaimed Warner Group Architects, the 7,500 sqft single-level contemporary residence features a timeless design that integrates perfectly with the natural landscape.
CONSRISKS & DEFICIENCIES
- High Maintenance Intensity
The expansive 2.5-acre grounds, mature landscaping, and 40-tree orchard require significant ongoing professional maintenance and staffing.
- Potential for Modernization
Built in 2000, the home may require updates to its interior finishes and smart-home technology to meet the expectations of today's ultra-luxury buyers.
- Substantial Carrying Costs
With a $24.9M price point and high association fees, the property carries significant annual overhead in taxes, insurance, and community dues.
About 356 Woodley Road
Set in the prestigious enclave of Montecito's Pepper Hill, this striking contemporary estate spans over 2.5 acres across two parcels—offering rare flexibility to enjoy exceptional privacy or take advantage of one of the last buildable 1-acre lots in Montecito. This sanctuary offers panoramic vistas of the Pacific Ocean, the coastline, and the Santa Ynez Mountains. Laid out on a single level, the home offers approximately 7,500sf of thoughtfully designed living space, featuring 5 bedrooms and 5.5 baths. Designed by the acclaimed Warner Group Architects, the home is a timeless expression of modern architecture seamlessly integrated into its natural surroundings. Outside, the estate becomes a private sanctuary. The grounds are lush and layered with thoughtful touches: an orchard of over 40 fruit trees, a peaceful lemon arbor with a hand-cut stone bench, a fire pit, and a bocce court. For entertaining, the game room brings a playful spirit with shuffleboard, air hockey, and darts. The pool and spa, tucked among mature oaks, bougainvillea, jasmine, and ferns, offer a relaxed, resort-like atmosphere with the privacy of a hidden retreat. Additional features include a 3-car garage and a spacious, east-facing loggia with an outdoor fireplaceperfect for sunrise coffees or winding down as the day fades. This is more than just a home; it's an invitation to experience elevated coastal living, where casual luxury meets timeless sophistication in one of California's most exclusive communities.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 2000
- Lot Size
- 110,206.797 Sq. Ft.
Interior
- Total Bedrooms
- 5
- Total Bathrooms
- 6 (6 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $2400 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 4.0 | 65% |
| Baths | 6.0 | 5.0 | 75% |
| Square foot | 7,518 | 3,784 | 93% |
| Lot Size | 110,206.797 | 43,560 | 89% |
| Price | $24.90M | $5.49M | 97% |
| Price per sq ft | $3.3K | $1.6K | 93% |
| Built year | 2000 | 1973 | 81% |
| HOA | $2400 | $0 | 98% |
| Days on market | 284 | 239 | 64% |
Pricing History
Listed for Sale
May 27, 2025
$24,900,000
Initial Listing






































































