Set beneath a canopy of towering oak trees just minutes from Glen Ellen and Kenwood, 12050 Sonoma Highway offers the rare balance of privacy, space, and Wine Country convenience. Set on approximately 0.85 acres of landscaped grounds, the property feels like a private countryside retreat while remaining close to acclaimed wineries, restaurants, parks, and everyday amenities. A beautifully finished separate guest house is a standout feature, with its own bedroom, full bathroom, living space, and chef's kitchen, creating a private Wine Country compound with exceptional flexibility for guests, extended family, a private office, or potential rental use. Custom built with meticulous attention to detail, the approximately 4,068-square-foot residence combines modern farmhouse architecture with an elevated yet relaxed sensibility. Soaring ceilings, wide-plank oak floors, expansive floor-to-ceiling windows, natural wood built-ins, designer lighting, and four fireplaces create interiors that feel bright, warm, and inviting. The heart of the home is an open living and kitchen area designed for everyday life and entertaining. The kitchen features custom cabinetry, a Viking cooktop, and an oversized island, while a dramatic four-panel accordion door opens the living room to the expansive back patio, creating seamless indoor-outdoor living. The primary suite offers a peaceful retreat with a spa-inspired bathroom, oversized dual-head shower, large soaking tub, and two walk-in closets with custom California Closets systems and built-in vanity. A dedicated office provides a comfortable work-from-home space, while the opposite wing includes a generous dining room with wet bar and fireplace. Outside, the flat, highly usable grounds offer areas for dining, lounging, entertaining, gardening, and recreation. Towering mature oak trees provide a beautiful natural canopy, while mature olive trees, including a fruiting olive tree add to the established Wine Country character of the backyard. California-native landscaping complements the natural setting. Glen Ellen is just minutes away, Kenwood approximately five minutes, Sonoma Plaza about 15 minutes, Santa Rosa approximately 15 minutes, and San Francisco approximately one hour. Nearby wineries and parks offer abundant opportunities for wine tasting, hiking, and outdoor recreation. 12050 Sonoma Highway captures a distinctly modern expression of Wine Country living.