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358 Woodley Road, Santa Barbara
$15,500,000
7 Beds ⋅ 10 Baths ⋅ 26689399 MLS ⋅ Pending Status
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, Santa Barbara
420 Toro Canyon Road, Santa Barbara
$10,875,000
8 Beds ⋅ 9 Baths ⋅ V1-36907 MLS ⋅ Pending Status
Timeless Mediterranean estate set on approximately 1.84 +/- acres with sweeping ocean, island and mountain views. The 6,337 +/- sq-ft main villa artfully blends classic craftsmanship and modern systems, featuring groin-vaulted ceilings, arched entries, expansive walls of glass, and premium stone and wood finishes throughout. The gourmet kitchen is appointed with top-tier Viking and Sub-Zero appliances, Calacatta marble counters, dual walk-in pantries and a dedicated butler's pantry; an adjacent bar and wine cellar enhance entertaining. Relax or host on the covered loggia with fireplace or on the broad terraces overlooking the pool, spa, and manicured lawns. The main-level primary suite showcases panoramic ocean views, a luxurious bath and dual walk-in closets. Additional highlights include multiple living areas, a dedicated office, Sonos whole-house audio, new mechanical and exterior upgrades, a four-car garage with workshop and a detached two-bedroom, two-bath guest house for private visitor or staff accommodations. With lush, low-maintenance landscaping, gated privacy and move-in ready finishes, this estate offers an exceptional combination of scale, quality and coastal lifestyle.

420 Toro Canyon Road, Santa Barbara
850 Rockbridge Road, Santa Barbara
$8,995,000
5 Beds ⋅ 5 Baths ⋅ 26765963 MLS ⋅ Pending Status
Bordered by the iconic McCormick-era stone walls, this recently rebuilt residence is quietly nestled among stunning mature oaks in Montecito's coveted Riven Rock neighborhood. Down a long, gated driveway on 1.1 acres, the property offers exceptional privacy, timeless charm, and effortless living. The thoughtfully designed estate features a beautifully crafted 4bd main home plus a separate 1b/1ba guest cottage with upstairs exercise room. Light filled t/o with dream gourmet kitchen and expansive primary suite. Lush gardens, sprawling lawns, water well, mountain views, and an outdoor kitchen create an idyllic setting for quiet moments surrounded by nature. Mere moments from Montecito's scenic hiking trails, in Cold Spring School District. Not impacted by recent fires or flooding.

850 Rockbridge Road, Santa Barbara
526 Crocker Sperry Drive, Montecito
$8,500,000
4 Beds ⋅ 6 Baths ⋅ 25570723 MLS ⋅ Pending Status

526 Crocker Sperry Drive, Montecito
130 Hermosillo Road, Montecito
$3,995,000
3 Beds ⋅ 3 Baths ⋅ V1-37303 MLS ⋅ Active Under Contract Status
This beautifully updated Modern Victorian blends timeless elegance with effortless indoor-outdoor living. Gracious woodwork, refined trim, multiple fireplaces, and spacious high-ceilinged rooms create a warm and sophisticated atmosphere, while stylish, light-filled interiors and high-end finishes make the home truly turnkey.The residence offers 3 bedrooms plus an office that can serve as a 4th bedroom, along with 3 beautifully remodeled baths and a renovated kitchen. At the heart of the home, a dramatic great room features a two-story skylit ceiling and French doors opening to a private patio, pool, and secluded yard.Ideally located just one block from the shops and restaurants of Coast Village Road and approximately a 10-minute walk to Butterfly Beach, this immaculate home offers the very best of Montecito living - peaceful, private, and moments from the beach and Lower Village.

130 Hermosillo Road, Montecito
940 Camino Viejo, Santa Barbara
$3,395,000
4 Beds ⋅ 3 Baths ⋅ 26873653 MLS ⋅ Pending Status

940 Camino Viejo, Santa Barbara
1725 E Valley Road, Santa Barbara
$1,895,000
24422983 MLS ⋅ Pending Status
BUILD IN MONTECITO! In the heart of Montecito, this one-acre flat lot presents a golden opportunity to build a dream estate in one of the world's most prestigious locales. Surrounded by some of the most magnificent estates, the property is situated in the highly sought-after Montecito Union School District. This prime location is just a jaunt from the tranquil Ennisbrook Preserve, offering a perfect blend of serene natural beauty and convenient access to luxurious amenities. Enjoy world-class dining and shopping in Montecito's Upper Village and Coast Village Road, or experience the five-star, award-winning San Ysidro Ranch just a mile away. Embrace the chance to create a personalized sanctuary in an environment where luxury and elegance meet unparalleled natural beauty.

1725 E Valley Road, Santa Barbara

Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.