Welcome to 16 Prospect Ave, a distinguished residence on one of Darien's most coveted streets. This renovated (originally built in 1870) 4,030 sqft, home, combines timeless elegance with modern comforts, featuring 10-plus-foot ceilings, 5 generously sized bedrooms, and floor-to-ceiling windows in every room on the 1st floor. Stepping through the entrance, you are greeted by a spacious foyer with beautiful hardwood floors, setting the tone for the rest of the home, and exuding sophisticated architectural details. The living spaces are perfect for gatherings of any size, flowing effortlessly between rooms and with views and access to the landscaped grounds. Multiple fireplaces add warmth and character, ideal for cozy evenings. The kitchen, equipped with double ovens and updated appliances, is functional and stylish, featuring a beautiful dining area, flowing into the family room with a fireplace and French doors leading to the patio. The primary suite is a true retreat, featuring vaulted shiplap ceilings, a spa-like ensuite bathroom, and a walk-in closet. A standout feature is a large additional room above the garage, with a dry bar and beverage refrigerator, perfect for a home office, guest suite, potential ADU (Accessory Dwelling Unit), or entertainment area. 16 Prospect Avenue is an opportunity to own a piece of Darien's history while enjoying modern amenities in a prime location near downtown, restaurants, shops, and trains.