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

356 Woodley Road, MONTECITO, CA 93108 home-pic-0

356 Woodley Road

MONTECITO, CA 93108

ACTIVE
CONDITION: GOOD
5Beds
6Baths
7,518Sq Ft
110,206.797Lot Size

Property Price

LIST PRICE$24,900,000
EST. MARKET VALUE
$24,900,000

SUMMARY

Estimated Market Value

$24,900,000
Based on Realkey algorithm analyzing recent comparable sales in MONTECITO.

Condition Analysis

OVERALL CONDITION SCORE

Good
TeardownExcellent

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

FeatureSubjectAverage HomeNeighborhood Ranking (50 Listings)
Beds5.04.0
65%
Baths6.05.0
75%
Square foot7,5183,784
93%
Lot Size110,206.79743,560
89%
Price$24.90M$5.49M
97%
Price per sq ft$3.3K$1.6K
93%
Built year20001973
81%
HOA$2400$0
98%
Days on market284239
64%

Pricing History

Listed for Sale

May 27, 2025

$24,900,000

Initial Listing

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