Tucked down a private lane on just over half an acre in one of Windsor's most desirable pockets, this property offers a rare blend of privacy, space, and effortless indoor-outdoor living. Just minutes from the Town Green, Oliver's Market, and a short drive to Healdsburg's renowned restaurants, wineries, and boutique shopping, the location strikes the perfect balance of convenience and retreat. This expansive single-level main residence offers approximately 2,619 sq ft with 4 bedrooms and a dedicated office or flex space, an open-concept layout, vaulted ceilings, and abundant natural light throughout. Designed for both everyday living and entertaining, the spacious kitchen flows seamlessly into the main living areas, creating a warm and inviting central gathering space. Radiant heat adds an elevated level of comfort, enhancing the home's livability year-round. A light-filled sun porch provides a charming extension of the living spaceperfect for morning coffee, quiet afternoons, or effortless indoor-outdoor flow. The beautifully updated primary suite is a true retreat, featuring a stunning spa-like bath designed with comfort and style in mind. A newly installed roof adds peace of mind and long-term value. Outdoors, the property truly shines. Mature landscaping, fruit trees, and raised garden beds surround a resort-style setting anchored by a solar-heated pool and spa. A charming pool house with a full bath and changing area adds both function and character, making long summer days and hosting feel effortless. New fencing enhances both privacy and curb appeal, thoughtfully framing the property. A newly constructed two-bedroom, one-bath ADU, completed with thoughtful design and a modern open layout, offers exceptional flexibility Ideal for extended living, guests, or income potential. With a three-car garage, generous grounds, and multiple living spaces oriented around the pool, the property lends itself beautifully to a private retreat, multi-generational living, or a true family compound. A rare opportunity to own a property that combines comfort, flexibility, and lifestyle in the heart of Windsor.