Rarely does a home so effortlessly capture the feeling of a private retreat while remaining warm, welcoming, & wonderfully livable. Tucked along a picturesque cherry-blossom lined street in coveted Sleepy Hollow, this property offers a resort lifestyle designed for both everyday living & elevated entertaining. The extraordinary backyard is the heart of the home, w/ multiple spaces to gather & unwind. An outdoor kitchen & dining area invite memorable BBQs. A generous seating area creates an inviting outdoor living rm for sun-filled afternoons. The sparkling pool welcomes endless summer days of swimming & play, while a nearby pergola provides a peaceful refuge. Beneath a magnificent tree adorned w/ rattan lanterns, the fire pit & adjacent jacuzzi create a magical setting for relaxed evenings w/ family & friends. Inside, the living rm features rich hardwood floors, a mid-century stone fireplace, & large windows filling the space w/ natural light. The chef's kitchen is beautifully appointed w/ a Sub-Zero refrigerator & Garland gas range w/ double ovens, ideal for hosting holidays. Custom cabinetry offers excellent storage, while quartz countertops & a substantial wood island provide generous space for preparation & gathering. The kitchen opens to a cozy den centered around a fireplace, perfect for morning coffee & conversation, w/ doors opening to the yard for effortless indoor-outdoor flow. Adjacent, the formal dining rm offers an elegant setting for meals & special occasions. Around the corner, the remarkable family rm features soaring open-beam ceilings & a floor-to-ceiling stone fireplace adding architectural interest. Large windows frame lush greenery & fill the rm w/ sunshine. A built-in desk offers a refined workspace, while a fully integrated bar creates the ultimate hub for entertaining, well suited for hosting the big game or lively game nights. Sliding doors open seamlessly to the yard, enhancing the resort-like atmosphere. A nearby updated BA adds convenience. Nestled in the private BD wing, the primary suite features a spa-like bath w/ soaking tub & separate shower, along w/ incredible storage including a bespoke wood wardrobe & bureau. 2 additional BD enjoy serene garden outlooks & share a refreshed hall bath. Ideally located near hiking & equestrian trails as well as the charming downtowns of San Anselmo & Fairfax, w/ easy access to dining, shopping & top-rated schools. A truly exceptional home where everyday living feels like a vacation.