Set on one of the most desirable lots in Portland's sought-after Deering Highlands, this gracious c.1880 Victorian offers timeless charm, thoughtful updates, and room to grow. Surrounded by beautiful homes on quiet, walkable streets, you're just a short stroll to Back Cove, Rosemont, Deering Center, the University of Southern Maine, and even the Portland peninsula. It's a rare opportunity to enjoy peace and privacy while staying close to everything. Inside, nearly 3,300 square feet of light-filled space blends original architectural detail with modern renovations. The welcoming front porch opens to a grand double living room with bay windows, fireplaces, a half bath, and abundant natural light. The fully redesigned kitchen is stylish and functional, and the cozy den just off the kitchen-with its own fireplace and access to the rear stairwell-is the room you'll live in and love. Upstairs, the second level offers spacious bedrooms, two full baths, and laundry. The third floor is a showstopper: converted attic space now serves as a great room and office, with access to a hidden rooftop deck offering peekaboo views of the East End and Portland Observatory. The large, level yard-ringed by mature hedges and trees-is a rare find. Whether you dream of a garden oasis, carriage house, or future ADU, this oversized corner lot offers uncommon potential in a tightly held neighborhood. Additional highlights: 5 bedrooms, 2.5 baths, attached 1-car garage, two staircases, second-floor laundry, updated systems, and room to personalize or expand.