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346 Woodley Road, Montecito
$10,200,000
3 Beds ⋅ 3 Baths ⋅ Pepper Hill BLDG.
Within Montecito's exclusive Pepper Hill enclave, this distinctive contemporary residence captures breathtaking mountain, ocean and harbor views. Sculptural lines and dramatic expanses of glass define the architecture, while oversized double front doors reveal gracious interiors and a coastal panorama that draws you in from the moment you enter. The spacious living room features high ceilings and windows that welcome natural light, with a fireplace lending warmth to the setting. An adjoining formal dining room provides a refined backdrop for entertaining, complemented by a wet bar. Generous bedrooms, each with its own en-suite bathroom, offer inviting private retreats. Outside, a broad patio and ocean-facing loggia extend the living areas into the beautifully manicured gardens. Here, leisurely afternoons give way to alfresco dinners at sunset and evenings beside the outdoor fireplace as the lights of Santa Barbara begin to glow. Lawns, flowering borders, and mature trees bring a lush contrast to the home's clean architectural lines.

346 Woodley Road, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties.

2200 Bella Vista Drive, Montecito
$5,750,000
3 Beds ⋅ 2 Baths
Nestled in the foothills of Montecito, this vast 21.22-acre estate unveils sweeping panoramic ocean views, creating the perfect backdrop for your dream retreat. Built in the 1970s, this 3-bedroom, 2-bathroom home offers a timeless layout with 70's charm where expansive windows invite natural light and the beauty of the surrounding landscape. Rich wood paneling creates warmth and texture, while the open layout offers endless potential for both relaxed living and entertaining. Embrace the rare opportunity to make this extraordinary piece of Montecito your own private sanctuary.

2200 Bella Vista Drive, Montecito

Listing courtesy of Village Properties.

999 Romero Canyon Road, Montecito
$23,500,000
6 Beds ⋅ 6 Baths
Set behind gates on 2.4± acres in Montecito, this ocean-view estate offers a rare combination of privacy, scale, and effortless livability, with what many would consider among the best views in Montecito. Sweeping vistas extend across the Pacific and Channel Islands, while the grounds are thoughtfully designed for both quiet retreat and exceptional entertaining, with an infinity-edge pool terrace, resort-inspired amenities, and a strong indoor-outdoor rhythm throughout. Inside, Calacatta marble, solid oak, and refined smart-home functionality bring warmth, substance, and ease to the home's beautifully composed interiors. The primary suite is a true retreat, while the kitchen and gathering spaces are designed to accommodate both everyday comfort and large-scale hosting. With 6 bedrooms, 6.5 bathrooms, a guest house, gym, steam room, sauna, and sport court, this is a turnkey Montecito compound of uncommon privacy and presence, moments from the best of the Lower Village, beaches, and Montecito's celebrated lifestyle.

999 Romero Canyon Road, Montecito

Listing courtesy of Compass.

252 E Mountain Drive, Montecito
$1,649,000
Opportunity awaits you at this one-of-a-kind estate parcel offering unobstructed ocean & island views! Bring your imagination to build your dream home, create an exceptional masterpiece of your own unique vision. This private one acre parcel offers tranquility not found in many other places in the world. Panoramic views of the coastline will allow you to wake up with the sunrise and end your day with stunning sunsets. Ready to build with utilities on site. The original home included a two bedroom guest house/art studio. Owner financing may be available.

252 E Mountain Drive, Montecito

Listing courtesy of Village Properties - 1.

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