Step into the timeless charm of this beautiful 1915 Foursquare, also known as a Prairie Box, located on historic South Main Street in the heart of Wallingford. This spacious three-story stucco home offers 4 bedrooms, 1.5 bathrooms, and the perfect blend of original character and everyday functionality. A welcoming front porch leads into the impressive foyer, where a beautiful split staircase creates a stunning first impression. The main level features a spacious living room with a classic brick fireplace that opens seamlessly to the dining room, both showcasing beautiful hardwood floors. A sun-filled sunroom provides the perfect place to relax, while the kitchen offers a functional layout with convenient access to the backyard, half bath, and second floor. Upstairs, you'll find four generously sized bedrooms, a full bathroom, and a walk-up finished attic, perfect for a home office, playroom, guest space, or hobby room. An additional unfinished attic space and a full basement provide plenty of storage. Outside, enjoy your own private backyard retreat featuring an in-ground pool, pool shed, mature gardens, and fruit trees, creating a peaceful setting for relaxing or entertaining. Located just steps from downtown Wallingford, you'll love being close to restaurants, coffee shops, parks, the library, and Choate Rosemary Hall. Commuters will appreciate easy access to Interstate 91 and the Merritt Parkway.