Built in 1890, this classic South End brownstone blends historic character with modern flexibility across multiple levels of living. Original architectural details, soaring ceilings, elegant moldings, and pocket doors create timeless appeal, while the updated kitchen with stainless steel appliances, parlor level balcony and expansive nearly 500 sq ft private roof deck bring contemporary comfort outdoors. The upper residence offers generously scaled living and dining spaces, a serene primary suite with radiant bathroom floor, additional bedrooms, home office potential, and direct roof deck access with sweeping city views. A separate first-floor 2-bedroom, 2-bath apartment provides excellent income opportunity or can be seamlessly incorporated into a grand single-family layout. Additional highlights include two full parking spaces, an unfinished walkout basement with future expansion potential, and an unbeatable location near restaurants, shops, and public transportation.