358 Woodley RD Santa Barbara CA 93108 | MLS #26689399

358 Woodley RD
Santa Barbara, CA, 93108
$15,500,000
7 Beds
10 Baths
8,600 SqFt
1.02 Acres
Add
MLS #26689399 image #0
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.

Property Details

Price:
$15,500,000
MLS #:
26689399
Status:
Pending
Beds:
7
Baths:
10
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Pepper Hill
Neighborhood:
mctomontecito
Listed Date:
Apr 10, 2026
Finished Sq Ft:
8,600
Total Sq Ft:
8,600
Lot Size:
44,431 sqft / 1.02 acres (approx)
Year Built:
2003
OceanviewCommunity GatedMcto – MontecitoMctomontecitoPepper HillWater

Ask a Question

See this Listing

Send
  

Schools

Interior

Appliances
Disposal, Refrigerator, Built-In, Dishwasher
Bathrooms
8 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Carpet, Wood, Stone
Heating
Central
Laundry Features
Inside, Washer Included, Dryer Included
Levels
Two

Exterior

Attached Garage YN
1
Common Walls
No Common Walls
Exterior Features
Koi Pond
Open Parking Spaces
12
Open Parking YN
1
Parking Features
Gated, Garage – Three Door, Driveway
Parking Spots
15
Parking Total
15
Patio And Porch Features
Front Porch, Rear Porch
Security Features
Carbon Monoxide Detector(s), Smoke Detector(s), Gated Community, Automatic Gate
Spa Features
In Ground, Heated
Stories
2
View
Ocean, Mountain(s), Bay, City Lights, Hills, Water

Financial

HOA Fee
$214
HOA Fee Frequency
MO

Map

Community

Market Summary

Current real estate data for Single Family in Santa Barbara as of Nov 06, 2026
51
Single Family Listed
124
Avg DOM
1,792
Avg $ / SqFt
$6,609,216
Avg List Price

Property Summary

    Located in the Pepper Hill subdivision, 358 Woodley RD Santa Barbara CA is a Single Family for sale in Santa Barbara, CA, 93108. It is listed for $15,500,000 and features 7 beds, 10 baths, and has approximately 8,600 square feet of living space, and was originally constructed in 2003. The current price per square foot is $1,802. The average price per square foot for Single Family listings in Santa Barbara is $1,792. The average listing price for Single Family in Santa Barbara is $6,609,216. To schedule a showing of MLS#26689399 at 358 Woodley RD in Santa Barbara, CA, contact your Compass agent at 310.409.7242.

Similar Listings Nearby

broker reciprocity
MLS# 26892559broker reciprocity
1140 E Mountain DR
Montecito, CA

$19,495,000

1.5 miles away

broker reciprocity
MLS# 26848745broker reciprocity
1925 Jelinda DR
Montecito, CA

$16,875,000

2.0 miles away

broker reciprocity
MLS# 26672595broker reciprocity
790 Rockbridge RD
Santa Barbara, CA

$14,995,000

1.0 miles away

broker reciprocity
MLS# 26875293broker reciprocity
1130 E Mountain DR
Montecito, CA

$12,950,000

1.5 miles away

broker reciprocity
MLS# V1-37605broker reciprocity
620 Stonehouse Lane
Montecito, CA

$14,690,000

2.9 miles away

broker reciprocity
MLS# 26671277broker reciprocity
1567 E Valley RD
Montecito, CA

$14,250,000

1.2 miles away

broker reciprocity
MLS# 26902117broker reciprocity
1213 Harbor Hills DR
Santa Barbara, CA

$12,500,000

4.1 miles away

broker reciprocity
MLS# 26971869broker reciprocity
11 Hunt DR
Summerland, CA

$11,995,000

3.3 miles away

broker reciprocity
MLS# 26929881broker reciprocity
204 Olive Mill RD
Montecito, CA

$11,750,000

0.7 miles away

broker reciprocity
MLS# 26856575broker reciprocity
1381 E Valley RD
Santa Barbara, CA

$11,500,000

0.7 miles away

358 Woodley RD
Santa Barbara, CA