Set among the rolling hills and celebrated vineyards of Shenandoah Valley wine country, this extraordinary 30.5+/- acre estate embodies the essence of refined vineyard living, boutique hospitality, and timeless California luxury. Approximately 13.4+/- acres are planted with meticulously maintained vines featuring distinguished varietals including Syrah, Barbera, Cabernet Sauvignon, Zinfandel, Petite Sirah, Tempranillo creating a breathtaking landscape that evolves beautifully with each season. At the heart of the estate is Young's Winery, a boutique winery and tasting destination ideally positioned along scenic Shenandoah Road. As the first winery along the renowned Shenandoah Valley wine trail, the estate enjoys exceptional visibility and an iconic presence within one of California's premier wine regions. Designed to blend elevated hospitality with relaxed wine country charm, the approximately 5,121+/- Sq.Ft. winery and tasting venue offers an inviting atmosphere for curated tastings, private celebrations, weddings, and memorable gatherings beneath the beauty of the surrounding vineyards. Outdoor entertaining spaces capture the romance of wine country living, while the winery's established production history reflects a legacy of craftsmanship and boutique excellence. The approximately 4,161+/- Sq.Ft. main residence presents a sophisticated retreat where timeless architecture meets effortless comfort. A grand foyer and sweeping staircase introduce expansive interiors filled with natural light, soaring ceilings, and beautifully scaled living spaces designed for both intimate living and refined entertaining. Resort inspired grounds further elevate the setting with a striking Palm Springs inspired pool and spa surrounded by serene natural beauty. Additional accommodations elevate the estate's versatility and refined wine country appeal. A spacious 1,200+/- Sq.Ft. garage, including an approximately 1,000+/- Sq.Ft. upper-level guest retreat, thoughtfully finished to provide comfortable and stylish living space with captivating views over the vines. Complementing the property is a beautifully designed 1,736+/- Sq.Ft. guest house, filled with natural light and enhanced by premium finishes, soaring ceilings, and picturesque views across the surrounding vineyard landscape and scenic pond. Rarely does a property offer such a seamless balance of elegance, tranquility and the opportunity to live the quintessential California wine country dream.