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About this home
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 estate--developed in 1916 by industrialist David Benton Jones and designed by renowned architect David Adler with landsc
Single-familyProperty Type
2003Year Built
1.02 acresLot Size
$1,802Price/Sq.Ft.
3 garage spacesParking
Listed by Tracy Tutor Team Tutor•DRE #01326769• Compass
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.
SBMLS #26-1157
Aug 10, 2026
Price Changed
$15,500,000
$1,802/sq ft
May 29, 2026
Price Changed
$16,850,000
$1,959/sq ft
Apr 10, 2026
Listed
$17,500,000
$2,035/sq ft
SBMLS #05-3686
Mar 1, 2006
Sold
$11,000,000
$1,279/sq ft
Jan 3, 2006
Listing Removed
—
Sep 26, 2005
Listed
$11,900,000
$1,384/sq ft
+2
Seemingly hovering above sweeping views of the Pacific Ocean & with the Santa Ynez mtns appearing an arm's distance away,this stunning villa provides unrivaled panoramic views. Exquisite design, quality &craftsmanship throughout. Lrg studio,gst hs, balconies, pool/spa& outdr ktchn. Graceful landscaping includes rose gardens,fountains,lily pond & fruit trees.
SBMLS #04-1220
Sep 26, 2005
Listing Removed
—
Apr 22, 2004
Listed
$12,950,000
$1,506/sq ft
SBMLS #99-1735
Nov 18, 1999
Sold
$2,700,000
$314/sq ft
Sep 10, 1999
Listing Removed
—
Jun 18, 1999
Listed
$2,950,000
$343/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$148,731 (+1.8%)
$3,312,241 + $11,040,807
$14,353,048
2024
$146,059 (+1.9%)
$3,247,296 + $10,824,321
$14,071,617
2023
$143,402 (−4.6%)
$3,183,624 + $10,612,080
$13,795,704
2022
$150,345 (+2.1%)
$3,121,200 + $10,404,000
$13,525,200
2021
$147,187 (+1.7%)
$7,726,592 + $6,438,825
$14,165,417
2020
$144,668 (+1.3%)
$7,575,091 + $6,312,574
$13,887,665
2019
$142,866 (+2.0%)
$7,497,418 + $6,247,847
$13,745,265
2018
$140,108 (+1.8%)
$7,350,410 + $6,125,341
$13,475,751
2017
$137,633 (+3.1%)
$7,064,986 + $5,887,488
$12,952,474
2016
$133,480 (+1.3%)
$7,064,986 + $5,887,488
$12,952,474
2015
$131,728 (+1.6%)
$6,926,457 + $5,772,048
$12,698,505
2014
$129,623 (+0.5%)
$6,688,775 + $5,573,979
$12,262,754
2013
$129,022 (+2.6%)
$6,688,775 + $5,573,979
$12,262,754
2012
$125,774 (+2.1%)
$6,658,546 + $5,548,788
$12,207,334
2011
$123,244 (+0.8%)
$6,527,987 + $5,439,989
$11,967,976
2009
$122,269 (+2.7%)
$6,352,157 + $5,293,464
$11,645,621
2008
$119,063
$6,242,400 + $5,202,000
$11,444,400
Public record
Beds
6
Baths
8
Stories
—
Lot width
—
Lot depth
—
Lot size
1.02 Acres
Year renovated
—
Finished Sq. Ft.
—
Unfinished Sq. Ft.
—
Total Sq. Ft.
8,236
Year built
1965
Style
Single Family Residential
County
Santa Barbara County
APN
009021064
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
6/10 Heat Factor
7 days above 84° expected this year, 18 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
8/10 Air Factor
13 unhealthy days expected this year, 13 days in 30 years
Provided by First Street
Historical weather
Santa Barbara, CA • 93108
Average low and high temperatures (°F)
67
50
67
52
68
54
67
53
68
56
69
59
70
59
74
62
74
62
72
58
67
53
67
52
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 3% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.5 hrs
7.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 358 Woodley Rd
$14,262,821
$1.2M under list price of $15.5M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $7.0M to $25.5M.