1049 Windermere Dr.

Squirrel Hill, PA 15218

Within Swisshelm Park’s quiet residential setting, this three-bedroom, two-bath Cape Cod offers a rare balance of calm, character, and connection to the city. Tucked away yet remarkably accessible, it’s a home that feels settled and lived in—where care and comfort are evident the moment you arrive. Inside, the home feels bright and cohesive, with freshly painted interiors and original hardwood floors that have been refinished to bring warmth and continuity throughout the space. The main level flows easily, offering a comfortable living room, dining area, a first-floor bedroom, an updated full bath, and a thoughtfully laid-out kitchen with granite countertops that connects naturally to everyday living. Just off the kitchen, a covered patio becomes an extension of the home—perfect for slow mornings, casual dinners, or quiet evenings overlooking the fully fenced, incredibly spacious park-like backyard. Carefully maintained and private, the yard offers space to garden, relax, or simply enjoy the stillness of the setting. A newly built shed adds convenient storage without taking away from the open feel of the yard.Upstairs, two additional bedrooms and a second full bath feel tucked away and restful, while the finished lower level adds valuable flexibility. A large finished area with new luxury vinyl plank flooring offers room to spread out, and a separate smaller room works well as a home office, creative space, or flex room, along with a dedicated laundry area. Additional recent improvements include updated interior and exterior lighting, select electrical upgrades, new interior doors and hardware, an EV charger in the garage, and a newly built shed. The property also features a newer roof, adding to its overall sense of care and maintenance. A one-car garage and additional parking options add everyday convenience. For those who value the outdoors, the home offers easy access to Frick Park, making it ideal for nature lovers, runners, cyclists, and anyone who appreciates having trails and green space close by. Despite its quiet, tucked-away feel, the location provides quick access to public transportation, major roadways, and the shopping and dining districts of Regent Square and Squirrel Hill. This is not a house that tries to impress—it simply feels right. Comfortable, well cared for, and thoughtfully updated, it’s a home designed for everyday living and easy connection to the city beyond its doors.

Listing courtesy of COMPASS PENNSYLVANIA, LLC



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Last checked: 2026-06-05 09:16 PM UTC