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Jennifer Hamilton, DRE#01800791, Owner/Broker
REALTOR®, CRP, GRP, Director of Relocation
(805) 543-2172 ext. 30

358 Woodley Road, Santa Barbara, CA 93108

$17,500,000
  • 358 Woodley Road, Santa Barbara, CA 93108 Main Photo

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Active
BEDS7 BATHS8 full 2 partial SQUARE FEET8,600 MLS#26689399
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONPepper Hill

Listing Courtesy of: Compass
Agency Phone: 310-230-5478
Associate Name: Tracy Tutor
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Listing Shown by: Farrell Smyth, Inc.
Associate Name: Jennifer Hamilton, DRE#01800791, Owner/Broker


Property Description

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 architect 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.

358 Woodley Road | MLS# 26689399

This single family home located at 358 Woodley Road, Santa Barbara, CA 93108 is currently listed for sale with an asking price of $17,500,000. This property was built in 2003 and has 7 bedrooms and 8 full and 2 partial baths with 8600 sq. ft. Woodley Road is located in the Pepper Hill subdivision. Search Pepper Hill real estate on jenniferhamilton.farrellsmyth.com today.

Property Features

Property Type: Residential - Single Family
Cooling: CentralAir
Heating: Central
Lot Size: 1.02 Acres
Stories: 2.0
Year Built: 2003

Amenities

BreakfastBar
EatInKitchen
JackAndJillBath
WalkInClosets
KoiPond

Feature Descriptions

Appliances: BuiltIn, Dishwasher, Disposal, Refrigerator, Dryer, Washer
Community Features: Gated
Days on Site: 8
Fireplace: LivingRoom
Flooring: Carpet, Stone, Wood
HOA Fee: 214.41/ Monthly
Laundry: Inside
Parcel#: 009021064
Parking: DoorMulti, Driveway, Garage, Gated
Parking Notes: DoorMulti, Driveway, Garage, Gated
Patio/Porch: RearPorch, FrontPorch
Pool: Heated, InGround
Security: CarbonMonoxideDetectors, SecurityGate, GatedCommunity, SmokeDetectors
Sewer: Other
Spa: Heated, InGround
Spa: Yes
Special View Info: Bay, CityLights, Hills, Mountains, Ocean, Water

Listed By / Shown By

Listed By

Agency Name: Compass
Agency Phone: 310-230-5478
Agent Name: Tracy Tutor

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Estimate Your Payment

Estimated Payment

$ 44,051.58 per month $38,947.41 Principal & Interest $0.00 Property Tax (data not provided by mls) $5,104.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/18/2026. The listing information on this page last changed on 04/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/18/2026 11:22:02 AM EST) or CRMLS (last updated Sat 04/18/2026 11:15:54 AM EST). Real estate listings held by brokerage firms other than Farrell Smyth, Inc. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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