If you have been waiting for a special property that truly captures the essence of San Anselmo's treasured Sleepy Hollow neighborhood, 160 Deer Hollow Road is an incredible find on one of the most coveted, close-in streets. This well-loved ~2,665 sq.ft. home sits on a premier, level ~0.47-acre lot, offering an idyllic resort-at-home experience. The glorious property is the crown jewel of this offering, curated for both high-end entertaining and quiet relaxation. The sprawling grounds are anchored by a newer solar-heated pool with sleek concrete decking, while a massive, custom-built pergola provides a stunning focal point for al-fresco dining and shaded lounging. Every inch of the outdoor space is thoughtfully designed, from the expansive, manicured level lawns and hot tub area to the fire pit lounge set against mature landscaping. Nature enthusiasts will delight in the lush gardens featuring roses, vegetables, and fig and olive trees, complemented by cherry blossoms and a charming garden shed. Inside, the 4-bed, 3-bath + office home radiates warmth with rich wood floors and rooms that emphasize a seamless indoor-outdoor connection. The main level features an inviting living room with a gas fireplace, expansive windows, and built-in cabinetry. The kitchen offers stainless appliances, a large walk-in pantry, and a cozy breakfast area, alongside a charming dining area, sitting room, three spacious bedrooms, and two full baths. The lower level adds incredible versatility, hosting a bright family room with custom built-in seating, a fourth bedroom, and a dedicated home office. Because both levels open directly to the glorious property, the home lives much larger than its footprint. Modern conveniences include central AC, an EV charger in the two-car garage, generator-ready hookups, and ample storage for wine and gear. Ideally located to offer the perfect balance of a private retreat and easy accessibility, this home puts the best of San Anselmo at your fingertips. Whether you are heading to the Sleepy Hollow Community Center, hitting world-class hiking trails, or taking advantage of top-rated Ross Valley schools or nearby San Domenico, everything you need, including downtown shops and restaurants, is just minutes away. This is a quintessential Marin home where lifestyle, comfort, and a prime location truly meet. It's fair to say your search is over. Your forever home awaits!