259 Wilton Road, Westport, Connecticut

About 259 Wilton Road

Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four bedrooms, three baths, and an updated kitchen that opens to bright, inviting spaces. The fully legal finished walkout lower level adds nearly 1,300 sq. ft. and includes a private apartment with its own kitchen, bath, mudroom/laundry, and entrance ideal for guests, extended family, an au pair, or income-producing use. A major home addition and full renovation in 2015 expanded the living space, upgraded all systems, and added a Trex deck along with a chair lift connecting both levels perfect for anyone who prefers to avoid stairs (or easily removable if not needed). Recent updates include a new HVAC system (2023), whole-house generator (2022), modern irrigation, new driveway (2024), and fresh exterior painting (2025). Earlier improvements include a new roof, windows, septic system, radon mitigation, and dual-system central air with heat pump. Outdoor living shines with a spacious patio, Trex deck, motorized awnings, and remote-controlled shades below. An outdoor powder room adds convenience for gatherings. A complete list of improvements is available in the attachments

Listing Map