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358 Woodley Road

Santa Barbara, CA 93108
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Bed 7

Bed

Bath 8

Bath

SqFt8,600

Sqft

SqFt44,431

Sqft(Lot)

Floating above the Pacific with sweeping ocean-to-island views, this Montecito estate commands one of Pepper Hill's most breathtaking vantage points. Perched atop Montecito's coveted Pepper Hill enclave, this extraordinary estate commands sweeping panoramic views of the Pacific Ocean, Channel Islands, and Santa Ynez Mountains from one of the area's most elevated and private vantage points. Set on approximately 1.02 acres, the ~8,600-square-foot residence offers 7 bedrooms, 8 full baths, and 2 half baths, thoughtfully designed for both grand-scale entertaining and refined everyday living.Rich in history, the property occupies land once part of the original Pepper Hill estatedeveloped in 1916 by industrialist David Benton Jones and designed by renowned architect David Adler with landscape ar chitect Edward H. Bennettimbuing the home with a rare sense of legacy and place. Today, the residence embraces Montecito's signature indoor-outdoor lifestyle, with expansive terraces, balconies, and entertaining spaces framing breathtaking ocean-to-mountain vistas, including views of Anacapa, Santa Cruz, and Santa Rosa Islands.The grounds are both whimsical and timeless, featuring a pond, water wheel, garden structures, and limestone patios embedded with ancient marine fossilssubtle reminders of the land's geological history. Positioned on decomposed granite terrain known for its natural stability, the property offers a unique blend of beauty and resilience.Located just minutes from Montecito's Upper and Lower Villages and in close proximity to Highway 101, Pepper Hill is one of the area's most exclusive hillside communities, defined by one-acre minimum parcels, architectural individuality, and limited turnover. As a rare offering within this storied enclave, the estate captures the essence of Montecito livingprivacy, history, and unparalleled coastal views.

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Detail Ic Property Details

Property Type : Residential

Price : $16,850,000

AD Id : 76964986

MLS Id : 26689399

Beds : 7

Lot Size : 44,431 Sqft

Living Area Size : 8,600

Year Built : 2003

County : Santa Barbara

Subdivision: Nautica Isles

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Map

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Feature Features

  • Bedroom Information

    Total beds: 7

    Bathroom Information

    Total Baths: 10 Full Baths: 8 Half Baths: 2

    Flooring Information

    Carpet, Stone, Wood
  • Interior Features

    Breakfast Bar, Eat-in Kitchen, Jack and Jill Bath, Walk-In Closet(s)
    Appliances: Built-In, Dishwasher, Disposal, Refrigerator, Dryer, Washer
    Laundry Features: Inside
  • Heating & Cooling

    Has Heating: Yes Heating: Central Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2003
    Building Area Total: 8600
    Stories: 2
    Patio And Porch Features: Rear Porch, Front Porch
    Pool Features: Heated, In Ground
    Private Pool: No
    View: Bay, City Lights, Hills, Mountain(s), Ocean, Water
    Association Fee Frequency: Monthly
  • Exterior Features

    Exterior Features: Koi Pond

  • Lot Information

    Main Square Feet: 44431 Lot Size Acres: 1.02 Lot Size Square Feet: 44,431

    Property Information

    Subdivision: Pepper Hill Source Property Type: Residential Postal Code Plus 4: 2004 Property SubType: Single Family Residence Levels: Two Property Age: 23

  • Listing Price Information

    Listing Price: $16850000
    Original Price: $17500000

  • Tax Information

    Parcel Number: 009021064

  • Parking Information

    Parking Total: 15 Door-Multi, Driveway, Garage, Gated

    Garage Information

    Has Attached Garage: Yes

    Homeowners Association Information

    Has Association: Yes
    HOA: $214.41
    Community Features: Gated

  • Location Information

    Direction: Sycamore Canyon to Woodley Rd Security Features: Carbon Monoxide Detector(s),Security Gate,Gated Community,Smoke Detector(s)
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
892 Toro Canyon Road, Santa Barbara, CA, 93108 $10,750,000 3 5 6,415 6,415 SqFt
840 Toro Canyon Road, Santa Barbara, CA, 93108 $6,499,000 4 3 3,726 3,726 SqFt
1060 Ladera Lane, Santa Barbara, CA, 93108 $4,750,000 4 5 5,316 5,316 SqFt
420 Toro Canyon Road, Santa Barbara, CA, 93108 $10,875,000 8 8 6,337 6,337 SqFt
663 Lilac Drive, Santa Barbara, CA, 93108 $10,500,000 5 6 4,388 4,388 SqFt
2079 Birnam Wood Drive, Santa Barbara, CA, 93108 $6,250,000 4 4 2,600 2,600 SqFt
159 Loureyro Road, Santa Barbara, CA, 93108 $2,850,000 2 1 816 816 SqFt
1650 E Valley Road, Santa Barbara, CA, 93108 $11,750,000 7 5 6,366 6,366 SqFt
1502 E Mountain Drive, Santa Barbara, CA, 93108 $21,900,000 5 5 --
1475 E Mountain Drive, Santa Barbara, CA, 93108 $28,500,000 5 7 11,484 11,484 SqFt

The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 07/28/2026 @ 15:47

MLS: 26689399 LISTED BY: Tracy Tutor, Compass 310-230-5478 SOURCE: CRMLS

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