In the heart of sought-after Highland Park, this beautifully maintained 4 bedroom, 2 full bath home blends timeless character with modern comfort. Situated within a short walk from Bryant St shops and dining, 1146 N Negley Avenue delivers spacious living, classic architectural details, and an unbeatable location just moments from Highland Park, the Pittsburgh Zoo, and all the East End has to offer. Inside, you’ll find generous living spaces filled with natural light, hardwood floors, high ceilings, and a functional layout perfect for both everyday living and entertaining. The well appointed kitchen opens seamlessly to the dining area, living room, and sun room, while the spacious bedrooms provide flexibility for guests, home offices, or growing households. Two updated full baths add convenience - with a bonus enclosed Pittsburgh potty in the basement. Mini splits on the first, second, and third floors and radiator heat throughout keep the home comfortable year around. During the seller’s ownership, updates include a new roof (2022), updated bathrooms (2021), and a new deck (2022). Enjoy outdoor living in the private backyard retreat, complete with room for gardening, entertaining, or relaxing evenings outdoors. A detached garage completes the package. Garage is usable for parking or storage, but there is also ample on-street parking and a bus stop is just a one-minute walk away. Classic Pittsburgh charm, modern updates, and an exceptional Highland Park location - this is city living at its best.