Tucked behind private gates on one of Montecito's most picturesque lanes, the historic Ogilvy Estate captures the grace and character of early 20th-century California living. Designed by noted architect J.L. Curletti around 1910, this timeless Foursquare Craftsman farmhouse was built with rare detail and craftsmanship - drawing inspiration from both Swiss and Japanese design traditions. Set on over two acres of mostly level grounds, the property feels like a private garden retreat, surrounded by mature trees, rolling lawns, and endless natural beauty. In addition to the main 4,000 sq ft residence, the compound includes four detached structures - a guest suite/office/media room, yoga/meditation studio, pool house bar and kitchenette, and a 1-bedroom guest house with a full bath & a private deck for guests to enjoy. The grounds are a dreamscape of lush landscaping, fruit orchards, and rose gardens, anchored by a majestic Norfolk pine and framed by stunning mountain views. A serene Buddha garden adds a sense of peace and history the home was once blessed by the Dalai Lama, who left his mark on a hand-carved stone at the entryway. Outdoor amenities include a lighted bocce court, a 50-foot covered swimming pool with an inset hot tub, and multiple lounge areas ideal for entertaining or unwinding in total privacy. Inside, the home radiates warmth and timeless character with Douglas Fir floors, sunlit windows, exposed beams, and beautifully restored period details. The chef's kitchen has been thoughtfully updated for modern living, featuring a restored Wolf range, Sub-Zero refrigerator, Miele built-in espresso and coffee machine, and sleek farmhouse-inspired finishes that blend style and functionality. Upstairs, the primary suite offers a fireplace, spa-like bath, and a private balcony with an outdoor shower, while two additional bedrooms with a Jack-and-Jill bath provide comfort and flexibility for family or guests. Multiple fireplaces throughout including the dining room, living room, primary, and guest bedrooms enhance the home's inviting ambiance, and the fully finished third floor serves as a cozy retreat or playroom complete with a king bed and half bath. Acoustically engineered by renowned sound designer Chris Pelonis, this media room features an impressive eleven-speaker system and a custom "sound ceiling" for an unparalleled audio experience. Complete with a full bathroom and kitchenette, it's the perfect setting for immersive entertainment and effortless hosting. Steeped in history and surrounded by nature, the Ogilvy Estate has been cherished by only a handful of families over the last century. Located moments from Lotusland, Cold Spring School, The Upper and Lower Village, and Montecito's hiking trails, it's a place where heritage, craftsmanship, and California living meet in perfect balance. Pet considered.