Exceptional custom 3-level home offering nearly 5,000 sq ft of versatile living space with incredible multi-generational or rental income potential, and a 2023 installed roof! Perfectly positioned in a private setting, this one-of-a-kind property blends timeless architecture, warmth, and functionality with breathtaking natural light throughout. Inside, breathtaking floor-to-ceiling windows, numerous French doors, soaring ceilings, and three fireplaces create an unforgettable atmosphere filled with character and charm. Hardwood and tile flooring, skylights, and thoughtfully designed gathering spaces add to the home’s elevated feel. The spacious kitchen was designed for entertaining and everyday living alike, featuring built-in appliances, a large cook island, double ovens, abundant storage, and an impressive walk-in pantry complete with electrical outlets and a bar sink. Multiple living and dining areas provide flexibility for hosting, relaxing, or extended living arrangements. The interior layout offers excellent separation of space, ideal for dual living, guests, or possible income-producing opportunities. Retreat to the oversized primary suite featuring its own fireplace, private balcony access, French doors, walk-in closet, and spa-like feel. Enjoy seamless indoor-outdoor living from two covered balconies, expansive deck areas, and a sunroom perfect for year-round enjoyment. Additional highlights include a brick exterior, tile roof, oversized attached garage, workshop space, backup gas generator, and generous off-street parking. With stunning architectural details throughout and endless possibilities for flexible living, this home offers a rare opportunity to own a truly distinctive Portland property designed for both comfort and entertaining. Conveniently located with territorial, city, and surrounding scenic views, this exceptional residence delivers space, privacy, and timeless appeal all in one. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242074]