Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A flexible floor plan includes a potential in-law suite-perfect for multi-generational living or guests. With four wood-burning fireplaces, the home radiates warmth and charm. Multiple living areas offer inviting spaces for relaxation, entertaining, or working from home. The renovated kitchen is the heart of the home, showcasing a large center island and a cozy, picturesque breakfast nook. Outdoors, enjoy beautifully landscaped grounds, the pool and spa, and peaceful natural surroundings. Additional highlights include a whole-house generator, city water, and sewer. A rare opportunity to own a special property in one of Westport's most sought after neighborhoods.