Perched atop a classic South End rowhouse, this sun-drenched two-bedroom residence offers timeless charm and effortless city living in coveted Chester Square. Spanning the entire top floor, the thoughtfully designed layout features hardwood floors, central air, and an inviting open-concept living and dining area that flows into an updated European-style kitchen. Two peaceful rear-facing bedrooms provide privacy and comfort, including a spacious primary with built-in window-seat storage and a second bedroom accented by a skylight. A versatile loft offers flexible space for a home office, sleeping nook or guest overflow, and leads to a refreshed private roof deck with sweeping Back Bay skyline views. Pet-friendly, well-maintained building with high owner occupancy. A rare opportunity to enjoy exceptional light, privacy, and outdoor space in one of Boston’s most desirable neighborhoods, moments from acclaimed restaurants, boutiques, public transit, parks and universities.