1421 Chiquita Road

Perched atop a sun-kissed knoll in the rolling hills of Healdsburg just minutes from the famed Plaza, this breathtaking gated estate radiates the timeless romance of the Italian countryside. Sweeping 360 views of vine-draped valleys and golden hills create a setting straight from a Tuscan dream. The main residence is a harmonious blend of rustic charm and modern luxury, with warm stucco walls, clay tile roof, and stone paths winding through fragrant gardens and olive trees. Inside, soaring ceilings, a private elevator, butler's kitchen, and wine cellar evoke refined living. French doors open to patios perfect for dining under the stars, while the sparkling pool, spa, and full bath changing room invite leisurely afternoons. A 1-bedroom guest cottage offers serene vineyard views and private repose. Across 23.5 acres, life flourishes with vegetable and flower gardens, fruit trees, and two chicken coops. This is a place to gather, savor, and dream where every detail whispers romance, rooted in the heart of wine country.