Beautifully renovated penthouse jewel box in the heart of the South End. Set on Boston Magazine's “Best Street” in the coveted Eight Streets neighborhood, this top-floor 2-bedroom blends historic charm with modern updates throughout. Vaulted ceilings, exposed brick, skylights, and the most charming bow window create warmth and character. A sun-splashed living/dining area is centered on a wood-burning FP and opens to the kitchen, equipped with quartz counters, stainless appliances, gas cooking, and a center island with bar seating. Two serene bedrooms, including a sunny primary with three large windows with tree-top views, offer ample storage. A stylish Carrara marble bathroom features a tub with glass enclosure and in-unit laundry. Full staircase leads to a large private roof deck with sweeping skyline views-perfect for entertaining. Additional features include hardwood floors and newer central AC. Well-run 6-unit association with many updates. Truly A++ location that checks every box!