Welcome to 369–375 Gross Street, a rare opportunity to own a classic all-brick 4-unit property in one of Pittsburgh’s most dynamic and high-demand rental corridors. Ideally positioned just steps from West Penn Hospital and surrounded by vibrant neighborhood amenities, this impressive multi-family residence blends timeless character with strong income potential and long-term upside. This stately 2-story building offers approximately 4,892 square feet of living space, thoughtfully divided into four spacious units—each featuring 2 bedrooms and 1 full bathroom. The layout across all units is consistent, functional, and highly desirable for tenants, creating an ideal setup for both immediate rental income and long-term portfolio stability. From the moment you arrive, the classic brick façade and covered front porches create a warm and inviting presence, while the upper-level balconies add architectural charm and outdoor living appeal. Each unit enjoys its own distinct sense of space, enhanced by large windows that bring in natural light throughout the day. Inside, the living areas are generously sized and anchored by a fireplace in every unit, adding both character and a focal point that elevates the overall living experience. These spaces flow comfortably into the rest of the home, offering flexibility for relaxing, entertaining, or everyday living. The kitchens have been thoughtfully updated with a clean, modern aesthetic, offering ample cabinetry and functional layouts that support daily living with ease. Adjacent dining and living spaces create a natural flow that tenants will appreciate. Each bedroom is well-proportioned, featuring comfortable layouts, closet space, and a bright, airy feel. The bathrooms have been refreshed with timeless finishes and practical design, providing a clean and comfortable environment that appeals to a wide range of occupants. The shared basement adds additional functionality with storage potential and easy access to building systems, supporting both tenants and property management needs. From an investment standpoint, this property stands out with its strong unit mix, desirable layout, and location-driven rental demand. The combination of classic architectural features—such as fireplaces, porches, and balconies—paired with meaningful interior updates creates a compelling opportunity to attract and retain tenants. Whether you’re looking to expand your portfolio, implement a value-add strategy, or secure a long-term hold in a prime urban location, 369–375 Gross Street offers the scale, character, and potential to deliver strong returns. This is more than just a multi-family property—it’s a strategic investment with lasting appeal and room to grow. Don’t miss the opportunity to unlock its full potential. Schedule your private showing today! There are 8 virtually staged photos. Photos are digitally enhanced. Being sold AS IS, WHERE IS, Buyer is responsible for all inspections and any city requirements to close. All information and property details set forth in this listing, including all utilities and all room dimensions which are approximate and deemed reliable but not guaranteed and should be independently verified if any person intends to engage in a transaction based upon it. Seller/current owner does not represent and/or guarantee that all property information and details have been provided in this MLS listing.