Welcome to 289 Wayland Avenue, a rare opportunity in the heart of Wayland Square and the vibrant East Side. Ideally situated in one of the neighborhood’s most sought-after locations, this charming residence offers exceptional walkability to cafs, restaurants, boutiques and everyday conveniences. A gracious front porch provides the perfect place to relax and enjoy the neighborhood. Offering over 3,000 sq ft of above-grade living space, this expansive home features 5 bedrooms, an office, and 2.5 baths. Blending classic architectural character with thoughtful updates, the home is filled with natural light and inviting living spaces. The first floor includes a welcoming sitting room, a gracious living room with fireplace, and a formal dining room with French doors opening to the rear deck and private backyard, ideal for indoor-outdoor entertaining. The newly renovated kitchen features stainless steel appliances, stone countertops and timeless finishes, while a stylish new half bath completes the main level. The second floor offers four generous bedrooms, an updated full bath with walk-in shower, and a private balcony. The third floor includes an additional bedroom, office, and second full bath, providing flexibility for guests or working from home. Additional highlights include a full basement, one-car garage, and private backyard with deck. Close to parks, schools, and all the amenities of the East Side, 289 Wayland Avenue offers a rare blend of character, space, and location.