12111 Chalk Hill RD Healdsburg, CA 95448

Escape. Entertain. Establish Roots. A Chalk Hill estate that redefines wine country living. Located in the prestigious Chalk Hill AVA, this extraordinary 268 acre estate offers scale, privacy and a rare opportunity to create a generational legacy in one of Sonoma County's most sought-after settings. With two legal parcels, it presents the flexibility to retain the property as a grand private compound or thoughtfully subdivide and sell off a portion while keeping the rest. The estate features a 5,549 sq ft main residence, an attached guest house with exercise room and wine cellar (approx. 2,000 sq ft), a charming pool house and a spacious barn with an attached caretaker's unit, perfect for multi-generational living, entertaining, or reimagining as a vineyard or equestrian retreat. Enjoy 13 acres of established vineyard, wide open pastures and ideal trails for horseback riding or ATV exploration. Two gated entrances offer ease of access and a sense of arrival, while long view corridors elevate the experience. Zoned for vacation rental use an exceptionally rare designation in this area. This is a true legacy estate with versatility, income potential and timeless beauty.