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1850 Jelinda Drive, Montecito
$25,500,000
5 Beds ⋅ 8 Baths ⋅ Ennisbrook BLDG.
1850 Jelinda is the kind of estate that stops you in your tracks. It is a true expression of laid back sophistication and natural beauty. Confident, private, and undeniably alluring, it blends a sense of strength and permanence with an atmosphere that feels light, bright, and effortlessly inviting. Sunlight pours through expansive windows, illuminating beautifully proportioned rooms that strike a perfect balance between elegance and ease. Solidly built and thoughtfully designed, this is a home that feels substantial and grounded while remaining warm, sensual, and deeply livable. Rare privacy, a powerful sense of calm, and an immediate emotional pull define the experience from the moment you arrive. This move in ready, single level contemporary offers stunning ocean and mountain views, an ideal layout that spans more than 8,000 square feet of living space set on over two acres of exquisitely landscaped grounds. Privately positioned behind the gates of Ennisbrook - Montecito's most coveted and secluded residential enclave where luxury aligns with the relaxed elegance of Santa Barbara living - capturing the essence of the California Dream. Designed for both relaxed family living and grand-scale entertaining, the home offers 5 bedrooms, 8 bathrooms, and a thoughtfully executed open floor plan. Multiple outdoor fireplaces and fire pits create intimate vignettes throughout the grounds, while the expansive outdoor spaces invite leisure at every turn - swimming, tennis, bocce, and gardening, all within your private domain. From nearly every vantage point, sweeping views of the Pacific Ocean and Santa Ynez Mountains define the experience. Each room opens seamlessly to the outdoors, creating a sanctuary where light, space, and nature exist in perfect harmony. The architecture leans into a quiet confidence - clean lines, new contemporary seam-lined metal roofing, fresh contemporary siding, and expansive new windows that frame living art in every direction. Step inside and sunlight pours across wide hallways and soaring ceilings. The curated wall space offers the perfect gallery for serious collectors, while garden views outside recall a Monet painting in motion. Ennisbrook offers a lifestyle like no other. This gated and guarded community includes 50 acres of preserved open space, two heated pools, tennis and pickleball courts, a clubhouse with a kitchen and wine storage, and a community park. Ennisbrook is as exclusive as it is serene - yet just moments from several of Montecito's top schools (including Montecito Union, Crane, Laguna Blanca), hiking trails, and some of the best places to wine, dine and shop. 1850 Jelinda Drive is more than a luxury estate--it is a home with soul: intentional in design, refined in detail, and deeply connected to its surroundings. Offered at 27 Million Dollars.

1850 Jelinda Drive, Montecito

Listing courtesy of Compass. Selling Office: .

439 Meadowbrook Drive, Montecito
$9,700,000
3 Beds ⋅ 5 Baths
Experience refined Montecito living surrounded by stunning ocean & mountain views in this custom-built Ennisbrook residence. Offering timeless design and exceptional privacy, the +/- 4,189 sq ft home is ideally positioned within one of the community's most favorable locations — quietly removed, yet conveniently close to the clubhouse and attractive amenities. Combining quality craftsmanship, inspiring views, and an exceptional setting, this beautiful home presents a rare opportunity for private, comfortable living within one of Montecito's most desirable gated communities. Custom-built by Giffin & Crane, the home's interior is defined by high ceilings, abundant natural light, and beautiful wood flooring throughout. Surrounded by striking ocean views and a dramatic mountain backdrop, the open and expansive living room offers an elegant introduction to the home. A well-equipped kitchen, a sunny breakfast room, and a cozy family room with open-beam ceilings anchor the everyday living spaces, while an intimate formal dining room offers the perfect space to gather and entertain. In virtually every room of the home, large windows & French doors invite effortless indoor-outdoor living and afford year-round enjoyment of the serene setting & views. Tucked away on the other wing of the home, the primary suite is a true retreat featuring panoramic ocean views, a generous bathroom suite, and a spacious walk-in closet. All three bedrooms are generously sized and en suite, offering comfort and privacy for family or guests. A laundry room, 2 additional half baths, and a 3-car attached garage add convenience and functionality to the home's well-considered layout. Outside, the grounds offer exceptional privacy and include expansive lawn areas, mature landscaping, and thoughtfully designed garden spaces. Residents of Ennisbrook enjoy gated security with a guard, access to a private clubhouse, 2 heated pools, tennis & pickleball courts, scenic walking trails, and proximity to Ennisbrook Open Space -- Montecito's first nature preserve which comprises 44 acres along San Ysidro Creek. Nearby, Birnam Wood Golf Club and Valley Club of Montecito offer additional recreational and social opportunities. The property is also located within the highly sought-after Montecito Union School District. Beyond the gates, Montecito is celebrated for its natural beauty, proximity to Santa Barbara, world-class dining, & relaxed coastal lifestyle.

439 Meadowbrook Drive, Montecito

Listing courtesy of Sotheby's International Realty. Selling Office: .

284 Gould Lane, Montecito
$5,245,000
4 Beds ⋅ 5 Baths
Tucked behind the gates of Montecito's coveted Ennisbrook community, 284 Gould Lane is a grand Mediterranean residence blending timeless architecture with privacy and scale. Set amid vibrant gardens on 1.68± acres, this expansive estate captures the romance of Santa Barbara's golden age with its classic clay tile roof and wrought iron detailing. A dramatic formal entry introduces the voluminous interiors, where a soaring great room with a stone fireplace and oversized windows offers an elegant focal point for gathering. Just beyond, the formal dining room opens to a sun-drenched terrace, ideal for indoor-outdoor entertaining. The spacious kitchen includes a charming breakfast nook and bar seating, with windows that overlook the beautiful pool and spa, creating a serene backdrop for everyday living. The bedrooms provide generous accommodations, including a primary suite with fireplace, sitting area, and peaceful views. A separate guest suite above the garage, complete with its own entrance and full bath, offers added privacy for visitors or extended stays. Multiple living spaces - including an office and cozy den with a fireplace and a flexible upstairs landing - ensure room for both relaxation and entertaining. Outside, meandering paths wind through colorful plantings, mature trees, and blooming bougainvillea. Multiple patios offer peaceful settings for al fresco dining, while the motor court and three-car garage provide ample parking and storage. Located within the highly desired Ennisbrook enclave, this residence enjoys access to community amenities including tennis courts, pool, clubhouse, scenic trails, and security. An exceptional opportunity to experience the Montecito lifestyle in a gated setting just moments from beaches, shops, and the Upper & Lower Village.

284 Gould Lane, Montecito

Listing courtesy of Berkshire Hathaway HomeServices California Properties. Selling Office: .

485 Monarch Lane, Montecito
$5,195,000
4 Beds ⋅ 3 Baths ⋅ Ennisbrook BLDG.
Exceptional Ennisbrook Casita - Timeless Elegance Tucked within Montecito's prestigious, gated Ennisbrook neighborhood, this Spanish Revival Casita exudes refined charm and effortless luxury. Surrounded by peaceful oaks, the residence is designed for both grand entertaining and intimate living, with soaring ceilings, light-filled interiors, and seamless indoor-outdoor flow. A thoughtfully crafted floor plan features a dramatic dining area opening to a covered loggia, an elegant living room with vaulted ceilings, and a chef's kitchen ideal for fun gatherings or quiet evenings. The main-level primary suite provides a private retreat, complemented by a versatile second suite--perfect for guests, an office, or media lounge. Upstairs, two additional bedrooms offer tranquil, treetop views. Ennisbrook's exclusive amenities, guard-gated privacy, two clubhouses, pools, spas, tennis courts, pickleball, and acres of natural open space, complete the offering. All just moments from Montecito's beaches, the shops and restaurants of both Lower & Upper Villages, and the cultural treasures of Santa Barbara.

485 Monarch Lane, Montecito

Listing courtesy of Sotheby's International Realty. Selling Office: .

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