Perched above Pepper Hill, the Jack Warner Estate commands breathtaking views of the ocean, coastline, and mountains—hallmarks of the Montecito experience. From sunrise over the Santa Ynez Mountains to sunsets that illuminate the Pacific, each moment captures nature at its most sublime. Designed for effortless living, the home transitions seamlessly to a pool and spa, a loggia with fireplace, a fruit orchard, and a bocce court—each space thoughtfully oriented to embrace the panoramic landscape. Expansive glass walls flood the interiors with sunlight, dissolving the boundaries between indoors and out. Every detail reflects timeless elegance and relaxed sophistication, creating a sanctuary where design and nature exist in perfect harmony. Presented by Robert Kemp | Offered at $24,900,000 Learn More

Escape to timeless elegance in Montecito’s exclusive Riven Rock. Set on 5.5 acres of breathtaking grounds, this extraordinary estate blends old-world grandeur with modern sophistication. Masterfully restored and expanded by Van Acker Construction, the 16,668-sq-ft English Country masterpiece offers seven luxurious bedroom suites, 13 bathrooms, and exquisite architectural details throughout. Designed for both grand entertaining and private retreat, amenities include a subterranean 8-car auto gallery with a chauffeur’s garage, two guest houses, a resort-style pool and cabana, gym, playroom, and a world-class culinary kitchen. The incomparable primary suite boasts a 1,220-sq-ft attic-turned-closet. Surrounded by citrus orchards, gardens, and walking paths, this is more than a home—it’s a legacy of refined living in one of Montecito’s most coveted enclaves. Presented by Gary Goldberg | Offered at $34,900,000 Learn More

Unlike anything else on the market, this custom-built Montecito estate pairs high design with effortless glamour. Nestled at the end of a private drive near the Upper Village, the gated retreat offers both privacy and style across one lush acre. The single-level main residence features 3 bedrooms, 4.5 bathrooms, beamed ceilings, marble baths, steel-framed windows, and seamless indoor-outdoor living. The primary wing includes three garden patios, dual bathrooms, and dressing rooms. A chic, Parisian-inspired guest villa adds 885 sq. ft., offering 3 bedrooms, 1.5 bathrooms, and soaring 14-foot ceilings. Manicured grounds are complete with a pool, cabana, spa, fire features, fountains, and a sports court. A rare Montecito offering where every day feels like a private escape. Presented by Marsha Kotlyar Estate Group | Offered at $13,800,000 Learn More

Perched in the coveted hills of Montecito, this newly renovated estate showcases sweeping ocean, island, and mountain views from nearly every vantage point. A private gated drive leads to the grand main residence, where soaring ceilings, wide-plank wood floors, and arched French doors evoke timeless elegance. At the heart of the home is a spectacular chef’s kitchen that seamlessly connects to both formal and casual living areas, including a dining room designed for entertaining. The luxurious primary suite features dual bathrooms and closets, complemented by three additional ensuite bedrooms. Two charming guest houses offer comfort and privacy for visitors. Designed for year-round enjoyment, the estate’s grounds include an outdoor kitchen, sparkling pool and spa, lush gardens, and multiple terraces that embrace the breathtaking natural surroundings. Presented by Riskin Partners Estate Group | Offered at $29,995,000 Learn More

This coastal view estate captures relaxed sophistication and natural beauty. Set on over two acres of lush, landscaped grounds, the 8,000+ square foot home blends luxury with the ease of Santa Barbara living. Designed for both everyday comfort and grand entertaining, it features five bedrooms, eight bathrooms, and an open floor plan. Sweeping views of the Pacific Ocean and Santa Ynez Mountains define the experience, with nearly every room opening seamlessly to the outdoors. Clean lines, a new seam-lined metal roof, fresh siding, and expansive windows frame the scenery like living art. Sunlight fills wide hallways and soaring ceilings, while gallery-style walls await fine art collections. Multiple outdoor fireplaces and fire pits create cozy gathering spots, and amenities like a pool, tennis court, bocce, and garden spaces invite relaxation—all within the serenity of your private estate. Presented by Patrice Serrani | Price upon request Learn More

Awaken to the rhythm of the waves at this timeless Montecito beach retreat, cherished by one family for generations and now ready to welcome new memories. At its heart, a striking redwood living room with a fireplace glows in the sunset, framing sweeping ocean views. Doors open to an ocean-view terrace on one side and a garden on the other, offering seamless indoor-outdoor living. The main residence features two bedrooms and two baths, combining comfort with a rare connection to the sea. A detached guest suite provides added privacy and flexibility for family or visitors. Surrounded by vibrant landscaping, the grounds flow effortlessly to the sand, while close proximity to Montecito’s Lower Village and the Rosewood Miramar enhances the coastal lifestyle. Presented by Cristal Clarke | Offered at $12,500,000 Learn More

Perched on a knoll amid lush coastal scenery, this traditional New England estate marries timeless design with exceptional craftsmanship. Designed by renowned architect Peter Becker, the home features distinctive oval “porthole” windows inspired by Monticello, a soaring 14-foot cathedral ceiling crafted from 54 custom panels, and materials thoughtfully sourced over five years. Completed in 2012, the residence offers 4 bedrooms, 6 bathrooms, 7 fireplaces, and a 3-level elevator. Highlights include a chef’s kitchen outfitted with Viking appliances, a media room, a 640-bottle wine cellar, and a walk-in safe. A separate guest wing ensures privacy for visitors. Outdoors, enjoy a bocce ball court, wood-fired pizza oven, multiple patios, and a 3-car garage—with space to accommodate 25+ additional vehicles. A rare blend of luxury, architectural heritage, and California charm. Presented by Gary Goldberg | Offered at $11,875,000 Learn More

This exceptional 190± acre estate in the Santa Ynez Valley Wine Country spans four legal parcels and offers an unparalleled opportunity. With approximately 75 acres of usable farmland, it’s ideally suited for vineyards, polo grounds, or agricultural pursuits. The 5,000± sq ft main residence boasts sweeping views, luxury finishes, and a pool. Additional accommodations include a charming casita, a 1940s farmhouse, multiple guest homes, and staff quarters. World-class equestrian facilities encompass over 24,000± sq ft and feature barns, breeding areas, a covered arena, round pens, and a horse pool. Private wells and a modern agricultural system support active hay fields, orchards, and more. Set amid gently rolling hills, sandstone walls, and enduring infrastructure, this rare offering is ideal for equestrians, visionaries, or anyone seeking a truly generational estate. Presented by Laura Drammer | Offered at $14,500,000 Learn More