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1284 Mesa Road, Montecito
$19,995,000
6 Beds ⋅ 9 Baths
Grand G.W. Smith Spanish Colonial Revival estate set on approximately 1.40± acres in the heart of Montecito. Originally built between 1922 and 1925 & thoughtfully restored, the residence blends historic character w/ modern comforts. A circular gated motor court w/ fountain and lush plantings sets the stage. The main residence offers 6 bedroom suites, including a grand entry-level primary w/ spa-like bath & dressing areas, plus 5 additional ensuite bedrooms and office. Living room w/ beamed ceilings, fireplace, & French doors opens to sun-filled terraces. Great room kitchen w/ center island & pantry adjoins the family room, while formal dining connects to wine cellar. Resort-style grounds feature manicured lawns, mature trees, pool, patios, mountain views, private well, & backup generator.

1284 Mesa Road, Montecito

Listing courtesy of Sotheby's International Realty.

358 Woodley Road, Montecito
$15,500,000
7 Beds ⋅ 10 Baths
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

358 Woodley Road, Montecito

Listing courtesy of Compass.

1381 E Valley Road, Montecito
$11,500,000
5 Beds ⋅ 7 Baths
Where gardens become an extension of daily living, and every room opens effortlessly to the outdoors, this mid century ranch honors today's modern living style. Nestled in the heart of town, yet in total tranquility, surrounded by beautiful European tile terraces, mature trees, and lush manicured landscaping. The completely reimagined single-level home offers 3 en suite bedrooms, custom steel and walnut kitchen anchoring the light-filled interiors. An Italian terrazzo pool deck and striking tiled pool lead to a detached guest villa, a true hidden gem featuring soaring ceilings, 2 guest suites, and an inviting main living space. A felt experience of authentic living awaits!

1381 E Valley Road, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

2220 Bella Vista Drive, Montecito
$9,975,000
4 Beds ⋅ 6 Baths
Stylish and sophisticated, this gated Mediterranean villa offers incredible privacy and breathtaking ocean and island views just minutes from Montecito's Upper Village. Set on 2.5± acres, the home is designed to harmonize with its natural surroundings with views from every living space, indoors & out. The transformed interior includes separate living and family rooms, formal dining, an artisan kitchen, & downstairs office. Upstairs, an elegant primary & sitting room + luxe bath, & 2 ensuite bedrooms all have ocean view balconies. Resort-like grounds boast a 1 BR guest house, a tropical pool & spa, a 5-hole putting green, and manicured garden paths. Solar panels and a shared well assist with utility costs. This is an unsurpassed retreat for those seeking the best of Montecito living.

2220 Bella Vista Drive, Montecito

Listing courtesy of Compass.

1151 Glenview Road, Montecito
$6,298,000
4 Beds ⋅ 4 Baths ⋅ Pepper Hill BLDG.
Nestled in Montecito's prestigious Pepper Hill neighborhood, this renovated estate blends timeless style with modern comfort. Set on approximately 0.85 acres, the 3,838 sq ft home offers 4 bedrooms, 3.5 baths, and two detached casitas with their own bathrooms ideal for guests, a home office, or flexible living. Bright, open interiors feature quality finishes, a gourmet kitchen, and seamless indoor-outdoor flow to landscaped grounds with a pool, spa, and multiple patios. Just minutes from the Upper Village, beaches, hiking trails, the Rosewood Miramar, the Montecito Club, and top-rated schools. Neighboring 1157 Glenview Road is also available, creating a rare opportunity for a family compound or investment. This listing includes virtually staged images

1151 Glenview Road, Montecito

Listing courtesy of eXp Realty of Southern California, Inc..

2079 Birnam Wood Drive, Montecito
$6,000,000
4 Beds ⋅ 4 Baths
This elegant mountain view single level home was designed for easy Santa Barbara living. Starting at the Birnam front gate, the security guards are cheerful and welcoming. Ease down the drive and about two blocks past the clubhouse, on the edge of the first fairway, sits 2079 Birnam Wood. This is not a sprawling high maintenance estate, but at the core of this home is a stunning grand living room with high ceilings, floor to ceiling glass doors, and a lovely fireplace. (gas or wood burning). The glass doors lead to a large back patio, lawn, and just beyond the ficus hedge is the lush green first fairway. There is no front door-step, there are no back door-steps, and there are no step ups or step downs within the home. Easy. There are three en-suite bedrooms. The large motor court accommodates multiple cars, and the garage accommodates 3 more. The country club, Birnam Wood, offers a thriving social scene, top-notch facilities, friendly staff and excellent fare.

2079 Birnam Wood Drive, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

2150 Ten Acre Road, Montecito
$5,795,000
3 Beds ⋅ 3 Baths ⋅ Birnam Wood BLDG.
Ideally situated on a cul-de-sac within the sought-after Birnam Wood Golf Club, this single-level Montecito residence enjoys an exceptional sense of privacy, abundant natural light, and sweeping mountain views. Positioned along the 6th fairway, the thoughtfully designed floor plan offers 3 bedrooms, 3,5 baths, and 2 generous flex spaces that provide flexibility for an office, media room, gym, or additional living space. Reimagined landscaping creates a beautiful and private setting, with mature hedging, layered gardens, and a covered pergola that extends the living space outdoors and provides an inviting setting for year-round entertaining. A rare opportunity to bring a personal vision to a gracious property in one of Montecito's most private and prestigious communities.

2150 Ten Acre Road, Montecito

Listing courtesy of Village Properties.

135 Pomar Lane, Montecito
$5,500,000
3 Beds ⋅ 3 Baths ⋅ Hedgerow BLDG.
Tucked along a peaceful lane in Montecito's coveted Hedgerow neighborhood, this beautifully updated single-level home pairs timeless design with a posh yet effortless California sensibility. The turnkey 3-bedroom, 2.5-bath residence features wide-plank French oak floors, new windows and doors, an open kitchen with quartzite counters and Sub-Zero, Wolf and Bosch appliances, and an inviting living room with a custom fireplace and built-in bar. The serene primary suite opens to a lush patio and spa-like bath. Mature gardens surround a fire pit, koi pond and magnificent specimen trees. Moments from Rosewood Miramar Beach, Coast Village Road dining and shopping, and within the Montecito Union School District, this is a home designed to be lived in beautifully.

135 Pomar Lane, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

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