Welcome to this beautifully upgraded Classics Plan 3 home situated in The Oaks of Calabasas, one of Southern California's most prestigious guard gated communities. This exceptional two-story, 5BD/5.5BA estate combines timeless architecture with modern luxury, offering refined interiors, smart home upgrades, and panoramic views. Inside, warm hardwood floors, arched hallways, and custom details create an inviting atmosphere. Just off the entry, a sophisticated office with built-in cabinetry and expansive windows provides a serene space for work or study. The first ensuite bedroom is located downstairs, as well as a powder bath conveniently located near the entryway for guests. Down the hallway, the formal living room features an elegant fireplace, creating a cozy yet elevated setting. It flows seamlessly into the formal dining room, anchored by a statement chandelier and french doors extending the space to a charming outdoor seating area. At the heart of the home lies the expansive family room, distinguished by high ceilings, exposed wooden beams, and a second fireplace that adds rustic charm to the sophisticated design. This space opens directly to the gourmet kitchen, where a dramatic quartzite center island, high-end appliances, and abundant cabinetry create the ideal space for both everyday living and entertaining. A butler's pantry connects the dining room to the kitchen, enhancing both functionality and flow. Upstairs, a versatile bonus room awaits, adorned with barn doors and a drop-down movie screen, perfect for a media lounge or playroom. The primary suite is a true retreat, featuring a private balcony that captures the backyard and picturesque hills, a spacious bonus room ideal for a gym, nursery, or office, a walk-in closet, and a luxurious ensuite bath. The spa-inspired bathroom includes a freestanding soaking tub positioned to take in scenic views, dual vanities and an expansive steam shower. Three additional ensuite bedrooms offer ample closet space and privacy, while a dedicated laundry room on this level adds convenience. The resort-style backyard offers an infinity-edge pool and spa with fountains, lush landscaping, a built-in barbecue and fridge, outdoor speakers, and a dual fireplace creating multiple zones for lounging, dining, and entertaining, all set against a backdrop of breathtaking views. As a resident of The Oaks of Calabasas, you'll enjoy 24-hour gated security and proximity to nature trails, top-rated schools, and premier shopping and dining destinations. Welcome to a new standard of luxury living!