A rare opportunity in Osterley, Windermere's gated luxury section, where privacy, presence, and lifestyle come together in one of the community's most exclusive settings. Set on a beautifully landscaped homesite with timeless brick and stone architecture, this home was designed for buyers who want gracious everyday living and exceptional spaces to entertain. The main level unfolds beautifully from the dramatic entry into elegant formal living and dining rooms, offering the perfect setting for holidays, dinner parties, and special gatherings. Rich trim detail, hardwood floors, beautiful lighting, and generous room sizes create an elevated feel throughout. The fireside family room is warm and inviting with built-ins, a stone fireplace, and an effortless connection to the kitchen and outdoor living spaces. The chef's kitchen is truly the heart of the home, featuring white cabinetry, stone countertops, a large breakfast bar, and a sunny breakfast area made for casual mornings or gathering with friends. Just off the kitchen, step out to the screened fireside covered porch, where a stone fireplace extends the entertaining space and creates a year-round spot for coffee, cocktails, game days, or relaxed evenings overlooking the private setting. A main-level bedroom with full bath offers flexibility for guests, a private office, or multigenerational living. Upstairs, the owner's suite feels like a true retreat with a spacious bedroom, sitting room, fireplace, and a spa-style bath with a soaking tub, oversized shower, dual vanities, and generous closet space. The secondary bedrooms are impressively sized, each with its own ensuite bath and walk-in closet, giving everyone privacy and room to spread out. The renovated terrace level is a standout, with over $200,000 invested to create an incredible extension of the home. Designed for entertaining, guests, and everyday fun, this level features a full secondary kitchen with white cabinetry and quartz countertops, a full bath, modern lighting, marble-look porcelain flooring throughout, and a stylish electric fireplace with white stone surround. It is ideal for movie nights, game days, extended-stay guests, or a separate living environment. Additional highlights include five fireplaces, beautiful lighting throughout, new HVAC, fresh exterior paint, a three-car garage with EV charger, and thoughtful storage and functional spaces throughout. Beyond the home, Windermere offers an exceptional lifestyle with golf, pools, tennis, fitness, playgrounds, and top-rated Forsyth County schools. Homes in Osterley rarely become available, making this a special opportunity to own in Windermere's gated luxury section.