Rich in history, scale, and beautifully preserved character, 4239 Osage Ave is a lovingly maintained 3.5-story Squirrel Hill classic swathed in finely crafted woodwork and ready for its next chapter. This palatial row home offers 6 bedrooms, 2 full bathrooms, a huge backyard, an expansive basement, dual staircases, and placement within the sought-after Penn Alexander School catchment. Tucked away on a quiet, tree-lined block steps from sprawling Clark Park, the property makes a striking first impression with its timeless brick facade, ornate cornice detailing, lush greenery, and welcoming front porch. Inside, a charming vestibule sets the tone with intricate millwork, penny tile floors, and a leaded-glass door. The large living room boasts inlaid hardwood floors, a grand staircase, a decorative tile fireplace, and a window alcove with built-in bench seating, providing plenty of room for everyday living, cozy evenings, and entertaining. Tall bay windows fill the dining room with natural light, while its generous proportions make it an inviting setting for holiday gatherings and memorable dinners. The main level continues into a sunlit kitchen featuring built-in cabinetry and a separate pantry. Out back, the enormous yard is ready to be transformed into a private oasis for gardening, outdoor dining, summer barbecues, and play. The second floor is anchored by an oversized front bedroom with a broad bay window and decorative fireplace. Down the hall, an updated full bathroom pairs a glass-enclosed shower and clawfoot soaking tub with brass-toned fixtures, while two additional bedrooms can remain separate or connect as a flexible suite. The third floor adds three more bedrooms and a second full bathroom, allowing plenty of options for guest rooms, offices, studios, or quiet retreats. The attic provides even more storage. Downstairs, a dedicated laundry room sits apart from the large unfinished basement, which has ample space for a workshop, hobbies, and additional storage. Utilities include gas hot water and radiator heat. Beyond the property, Squirrel Hill is one of West Philadelphia's most soughtafter neighborhoods, known for its leafy streets, distinctive architecture, and peaceful atmosphere within easy reach of the city's cultural and employment centers. Sprawling Clark Park is only steps away, offering a beloved gathering place for weekend farmers markets, picnics, and community events such as movie screenings. Baltimore Avenue's vibrant mix of independent cafes, restaurants, shops, and local businesses is just a short walk away, while Penn and the rest of University City are also conveniently located nearby. With a Walk Score of 94, public transit close, and easy access to I-76, this location provides a connected urban lifestyle without sacrificing the charm of a quiet residential block. Schedule your tour today!