It’s where Drew Barrymore walked down the aisle, Ellen DeGeneres and wife Portia de Rossi host dinner parties at their ranch home, and California’s official “unofficial” tour guide Rob Lowe built his dream house, as featured in Architectural Digest.

With Montecito’s year-round mediterranean climate carrying gentle ocean breezes to your doorstep—not to mention its regular appearance on Forbes Magazine’s list of the country’s wealthiest communities—Montecito serves as the ideal retreat. Oprah, Jeff Bridges, and former second lady Tipper Gore can also be added to the list of distinguished residents who call the quaint city perched between the Pacific Ocean and mountains just east of Santa Barbara home.

Here’s a closer look at three majestic Montecito estates currently for sale and listed with The Agency:

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1518 E. Mountain Dr., Montecito
8 bedrooms/13 baths; 11,460 square feet
$17,999,000

Surrounded by 200 mature olive trees and 80-year-old eucalyptus trees, along with a grand outdoor terrace offering breathtaking panoramic views of the ocean, you know you’ve arrived at the corner of calm and comforting. Walnut hardwood flooring, a private home theater with several tiers of plush leather seating, an enchanting stone wine cellar with adjoining tasting room, and even your own personal putting green sit on the 4.8 acres of this exquisite 8 bedroom estate.

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1880-East-Valley-Rd-13

1880 East Valley, Montecito
6 bedrooms/7 baths; 6,500 square feet
$16,980,000

This five bedroom, seven bathroom main house includes a 2,500 square foot guest house currently serving as an entertainment pavilion accessed by guests through a private gate entrance. A fireplace, dual bath, and his and hers walk-in-closets offer those essential qualities you want in a master suite which, through a charming wall of French doors, leads to a balcony overlooking the 4.5 acres of lush grounds below. The property also boasts a 80 ft. lap pool along with stables, a tack room and a riding arena for the equestrian enthusiast at heart.

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799-Lilac-Dr-Pool-View-and-Ocean-Facing-0

799 Lilac Dr., Monticello
6 bedrooms/7 baths; 6,500 square feet
$8,495,000

The interior of this luxurious estate features expansive, arched openings between rooms and exposed wooden beams overhead adding a uniform rhythm and rich, structural element to the home’s personality. Upon stepping outside, a stone walkway greets you and leads you down a flight of stairs that fan in two directions and frame the pool deck and pool house down below. An additional attached guest house with a large den, bedroom and bath completes this idyllic home affording both ocean and mountain views.

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