Welcome home to 100 Winns Circle, perfectly situated on a generous 0.4-acre corner lot in Pioneer Heights. Located less than 5 minutes from Route 7 east of Winchester, this beautifully updated property offers the rare combination of neighborhood living without close neighbors or crowded structures. Step inside to find a freshly painted interior bathed in natural light, thanks to oversized Andersen windows and new LED lighting throughout. The main level features gleaming hardwood floors in the formal dining room and a massive living room centered around a magnificent floor-to-ceiling stone wood-burning fireplace. From here, premium patio swing doors open to a large rear deck-ideal for entertaining or relaxing. The kitchen is a chef's delight, outfitted with pristine oak cabinets, Corian countertops, brand-new LVP flooring, and new appliances, including a side-by-side refrigerator and slim-profile microwave. Upstairs, the layout is designed for modern living. The spacious primary suite acts as a private wing, cleverly partitioned away from the other bedrooms to include a dedicated home office space and a large bath with a two-person Jacuzzi tub. Practical upgrades abound, ensuring total peace of mind: a new second-floor gas furnace and A/C (warranty conveys), a new 50-gallon gas water heater, a new radon fan system, and upgraded blown-in attic insulation. The oversized two-car garage features a newly epoxied floor, built-in shelving, an extra refrigerator, and a convenient door to the rear deck. Below, an expansive walkout basement with double doors, a concrete patio, and a workshop area stands ready for your storage needs or future finishing. With zero-maintenance front porch PVC railings, a freshly sealed level asphalt driveway, and an incredibly low HOA fee of just $115/year, this move-in-ready gem is an absolute must-see!