Perfectly positioned directly across from the iconic John Handley High School, this classic brick residence offers a front-row seat to one of Winchester’s most storied landmarks. The interior radiates a fresh, contemporary feel with original hardwood floors and an inviting living room that has been freshly painted in a modern color palette and anchored by a cozy fireplace. This space flows into a formal dining room featuring classic built-in shelving, which leads to a functional kitchen equipped with a newer stainless steel oven/range and built-in microwave, along with a convenient main-level half bath. The standout feature is a stunning sunroom boasting vaulted wooden ceilings—the perfect space for year-round relaxation. Upstairs, you will find three bedrooms and a large full bath boasting a sleek walk-in shower. For those needing extra room, the expansive unfinished basement provides laundry facilities and an incredible amount of storage space. The exterior is a true private retreat, featuring a fully-fenced backyard with a rear deck, perfect for outdoor dining amidst the lush, well-maintained landscaping and dedicated garden space. Complete with a private driveway for coveted off-street parking, this home offers an unbeatable lifestyle of convenience with schools, parks, shopping, and dining just steps from your front door.