This distinctive circa 1850 Victorian-Italianate brick home combines historic character with thoughtful updates and exceptional flexibility in the heart of Portland's West End. The front double parlor features 10-foot ceilings, bay windows, decorative fireplaces, extensive molding, and original mantels. The updated kitchen offers Viking appliances, custom wood cabinetry, and wood floors, opening to a dining room with a wood-burning fireplace. A large mudroom and first-floor half bath with laundry add everyday convenience. Upstairs, two generously sized bedrooms have been thoughtfully upgraded by the current owner with custom built-in closets and storage, alongside original period details. A full bath completes the second floor. The third floor offers a private retreat that can function as a spacious primary suite, with a dedicated office, its own laundry, and an additional room ideal for a nursery, dressing room, or guest space. A cozy reading nook beneath a skylight adds a charming touch to this tucked-away level. A major renovation of the separate studio created a beautifully updated space with a full kitchen, full bath, and private entrance. The current owner opened the connecting wall between the studio and main residence and added a lockable fire door, allowing the space to function independently or as part of the main home. It offers great flexibility for guests, extended family, a home office, or rental income. Heat pumps provide efficient heating and cooling, while two off-street parking spaces and a welcoming outdoor seating area add valuable convenience. With its architectural character, versatile floor plan, and flexible studio space, this is a rare opportunity for a distinctive West End home. Ideally situated near popular destinations including Tandem Coffee, Longfellow Hotel, Wayside Tavern, and the Western Promenade.