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$3,275,000
2 Beds ⋅ 2 Baths ⋅ Montecito Shores BLDG.
Welcome to coastal luxury at its finest. Situated within the exclusive enclave of Montecito Shores, this sophisticated second-story residence spans 1,993± sq. ft. of refined living space, with elevator access for effortless single-level living. Freshly painted interiors are bathed in incredible natural light, seamlessly connecting the indoors with the idyllic, manicured grounds through expansive windows. An impressive entry foyer introduces the home's generous proportions, leading to a sprawling living room centered around a cozy fireplace and a dedicated wet bar, perfect for intimate evenings or effortless entertaining. A private sanctuary crafted for peaceful living, the home features a warm, welcoming kitchen highlighted by rich granite countertops, a formal dining room, and a convenient built-in desk area. The home's generous primary bedroom serves as a quiet retreat, complete with an en-suite bathroom and a spacious walk-in closet. A glass-lined corridor opens to a private canopy of mature trees, creating a beautiful indoor-outdoor experience. Every detail caters to a sophisticated lifestyle. Set within a 24-hour guard-gated community, residents enjoy world-class amenities right at their doorstep -- including a sparkling pool, tennis court, and direct access to private coastal pathways that lead straight to the sands of Butterfly Beach -- offering the peace of mind that comes with a seamless, lock-and-leave lifestyle. Unrivaled in location, this Montecito Union School condo sits moments from the best of Montecito's legendary coastline. A short stroll brings you to the world-renowned Rosewood Miramar Beach, the iconic Coral Casino, the soon-to-reopen Biltmore, and the vibrant boutiques and fine dining of Coast Village Road. Offering an unmatched blend of seaside tranquility and high-end convenience, this residence is the ultimate oceanfront sanctuary.

81 Seaview Drive, Montecito

Listing courtesy of Village Properties.

$6,300,000
4 Beds ⋅ 4 Baths ⋅ Pepper Hill BLDG.
Set in Montecito's sought-after Pepper Hill neighborhood and within the Cold Spring School District, this updated 4-bedroom, 5-bath home offers approximately 4,330 sq ft with sweeping ocean and Channel Islands views. High ceilings, wood flooring, refined finishes, and expansive windows create bright, inviting interiors with seamless indoor-outdoor living. The main level features spacious living and dining areas, a wet bar, and a first-floor primary suite with patio access. Outdoor amenities include an ocean-view deck, built-in BBQ, citrus trees, and multiple garden spaces. Adjacent 1151 Glenview Road is also available, offering a rare opportunity to acquire two neighboring properties.

1157 Glenview Road, Montecito

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

$6,500,000
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 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 an expanded estate or investment.

1151 Glenview Road, Montecito

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

$24,995,000
5 Beds ⋅ 5 Baths ⋅ Pepper HIll BLDG.
Within Montecito's coveted Pepper Hill enclave, 356 Woodley Road presents an extraordinarily rare opportunity to acquire one of the Central Coast's most significant legacy estates. Set atop approximately 1.53 acres of beautifully curated grounds, the property commands unobstructed panoramic views of the Pacific Ocean, dramatic coastline, and Santa Ynez Mountains from a position of exceptional privacy and seclusion. Designed as the final residential masterpiece of renowned architect Jack Warner, the approximately 7,500-square-foot single-level contemporary residence reflects a timeless architectural vision where scale, proportion, and natural surroundings exist in complete harmony. Expansive walls of glass and soaring ceilings dissolve the boundary between interior and exterior living.

356 Woodley Road, Montecito

Listing courtesy of Compass.

$2,575,000
2 Beds ⋅ 2 Baths
Nestled on a private 1-acre parcel in the highly sought-after Cold Spring School District, this beautifully remodeled and move-in ready single-level residence is truly a rare Montecito opportunity. The property has been fully remodeled inside and out, including a brand-new driveway, ensuring every aspect of the home feels fresh, inviting, and meticulously maintained. The home features two spacious bedrooms, two full baths, and an office with an attached en-suite bathroom that can easily function as a third bedroom, offering flexible living arrangements for any lifestyle. With vaulted wood-beam ceilings, updated interiors, breathtaking mountain views, and mature oak trees, the property feels like a peaceful retreat that is both private and seamlessly connected to nature. The expansive lot provides exceptional outdoor living space, allowing for gatherings, relaxation, or quiet reflection--all while enjoying an uncommon sense of privacy. Despite this tranquility, the residence remains conveniently located just minutes from Montecito's Upper and Lower Villages, Coast Village Road, beaches, hiking trails, shopping, dining, and downtown Santa Barbara. The property also presents exciting options for future expansion. Conceptual architectural plans highlight opportunities such as converting the existing garage into a spacious primary suite, adding a new detached garage, and exploring ADU potential. Whether you're searching for a turnkey Montecito retreat, entry into one of the area's most coveted school districts, or a property with room to grow, 345 Sierra Vista Road delivers a unique blend of privacy, convenience, land, lifestyle, and future upside--a combination that's increasingly rare at this price point.

345 Sierra Vista Road, Montecito

Listing courtesy of Tatman Real Estate.

$2,825,000
4 Beds ⋅ 3 Baths ⋅ Montecito Circle BLDG.
746 Westmont Road, a warm and inviting home in the sought-after Cold Springs School District. With 4 bedrooms, 3 baths, including an attached guest studio and finished out garage that can function as a playroom/flex space. The layout offers both comfort and flexibility. Two fireplaces create cozy gathering spaces, while outside, the terraced backyard is filled with fruit trees, berries, and an herb garden ready to enjoy. Spend sunny days by the pool, unwind in the cedar hot tub, or take the private gate down to the creek and head straight out for your morning hike. Peaceful, charming, and full of lifestyle appeal.

746 Westmont Road, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$28,500,000
5 Beds ⋅ 9 Baths
Epic views stretch across the horizon at this newly refreshed Montecito estate, where scale and effortless elegance align beautifully. Usable grounds and thoughtful design create a home that lives as easily as it presents, with nearly every room opening to expansive ocean views. The Spanish Colonial-inspired residence has been reimagined with a refined modern sensibility, featuring arched passageways, expansive verandas, and Venetian plaster interiors. The home offers four bedroom suites on one level, including a luxe primary suite, along with formal and casual living spaces anchored by a sunlit kitchen/great room. A guest apartment, gym, game room, and 1.88 acres with pool/spa, tennis court, and gardens complete this private Upper Village offering.

1475 E Mountain Drive, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$2,850,000
2 Beds ⋅ 1 Baths
Peaceful & serene Montecito pied-à-terre tucked beneath a canopy of mature trees. This luxe, newly rebuilt 2-bedroom, 1-bath offers an earthy & highly refined feel. The great room is anchored by soft-toned Calcutta Viola stone counters & high-end appliances, complemented by arched doorways, waxed plaster walls, stone fireplace, pitched beam ceilings, & bi-folding doors. A finished one-car garage & separate office provide added flexibility for expansion. Gardens enjoy a large stone fireplace, limestone terraces, outdoor shower, & lawns. Located in the coastal zone just moments from the best beaches, this newly transformed property offers a compelling opportunity for both personal use & investment, with strong short-term rental income potential. CLA for projected pro-forma.

159 Loureyro Road, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

$4,995,000
3 Beds ⋅ 4 Baths
Perched in the foothills of Montecito, this custom-built 2010 Mediterranean villa blends Old World charm with modern luxury. Set behind a gated entrance and a stunning stone pathway with wrought-iron railing, the 3,272 +/- sq. ft. residence gazes across treetops to the Pacific Ocean. Thoughtfully sited for indoor/outdoor living, the home offers three ensuite bedrooms, four bathrooms, and a large two-car attached garage. Through a graceful stone arched entry, the first floor welcomes you into a great room anchored by a gourmet chef's kitchen with top-of-the-line stainless appliances, an extra-large island with breakfast bar, and an open dining/family area with a cozy fireplace. Porcelain tile floors, soaring beamed ceilings, and French doors create seamless flow to covered stone loggias, patios, and a generous outdoor stone BBQ area with two grills and cooktop. Additionally, on the first floor is a full bathroom and a versatile room with fireplace that serves as an ideal office or cozy den. Upstairs, beautiful wood floors lead to three ensuite bedrooms - all complimented with stunning loggia views, and a convenient laundry room with tiled counters and abundant storage. The primary suite features a quaint desk/office nook, fireplace, and a gorgeous updated bath with freestanding tub, glass-free walk-in shower, and tile flooring. The adjacent stone loggia spans bedroom to bath with sweeping ocean and hillside vistas. Two additional en-suites share a spacious loggia; the farthest bedroom includes extra water hookups and direct backyard access - ideal for guest quarters. Outside, winding stone pathways traverse lush native landscaping to a pergola with panoramic views, a stone court with basketball hoop and fire pit, vegetable gardens and a chicken coop, plus a recently finished detached structure adaptable as a gym, sauna or office. Located in the Cold Spring School District, this Montecito foothills villa combines timeless Mediterranean details - stucco façades, terra-cotta tile roof, stone loggias and arched entries - with contemporary finishes and a design that celebrates coastal indoor/outdoor living.

330 E Mountain Drive, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.