Welcome to 37 Monument Sq, a distinguished 5BR/3BA home blending historic charm with modern comfort. Located in the heart of Charlestown, this property offers sweeping views of the Boston skyline and the iconic Bunker Hill Monument. The thoughtfully designed multi-level layout includes a chef's kitchen with top-tier appliances and five fireplaces that add warmth and character to the light-filled living spaces. The third-floor primary suite is a peaceful retreat with stunning city views and a spa-like bath. The custom wine cellar offers an elegant space to showcase your collection, while the private patio and dining room balcony provide inviting spaces for entertaining or quiet relaxation. The enclosed garage carport ensures secure, convenient parking, eliminating the hassle of street parking. Exclusive rights to future rooftop development offer a unique opportunity to create a private sanctuary with panoramic views. Timeless elegance and modern living converge in this exceptional home.