Welcome to this charming Winchester cottage tucked away on a quiet little side street just off Route 7! Offering 3 bedrooms and 2 full bathrooms, this inviting home features a spacious primary suite, comfortable living spaces, and a fully fenced backyard with a fire pit perfect for relaxing or entertaining. The kitchen is a equipped with upgraded appliances, including a new double oven and triple rack dishwasher, making everyday cooking and entertaining a breeze. The spacious primary suite offers a comfortable retreat with an updated bathroom featuring a beautiful tile shower and double shower heads! Several important updates have already been taken care of, including a newer roof and a brand-new HVAC system installed just weeks ago, an electric anode installation to water heater 2024, Culigan Sulfur Cleer System in 2025, and a new Goodman heat pump and air handler in 2026. An unfinished walkout basement provides additional storage space, while the fully fenced backyard offers room to enjoy the outdoors. Conveniently located just off Route 7, this home is close to shopping, dining, and everyday amenities, while offering an easy commute for those traveling in and around Winchester. A wonderful opportunity for a first-time homebuyer, downsizer, or anyone looking for a charming home in a convenient location with several major updates already completed. Come see all this home has to offer!