11942 SHELTERING PINE Drive Never listed before, this beautifully maintained residence is located in Grande Pines, an intimate community of only sixty homes just 1 mile from Disney and Winter Garden, - offering the rare opportunity to enjoy nightly fireworks from the comfort of your own backyard. This exceptional 5-bedroom, 3.5-bath home blends modern convenience with the timeless appeal of a traditional family home. Thoughtfully cared for by one owner, the property features a split 3-car garage and a classic two-staircase design that enhances both flow and privacy. One staircase leads to three spacious secondary bedrooms, while the second provides a private entry to the upstairs primary suite - a layout reminiscent of traditional homes where separation and quiet retreat were key elements of design. Inside, generous room sizes, walk-in closets, and designer window treatments evoke the warmth and character of a traditional home, while the true chef's kitchen - complete with abundant cabinetry, stone counters, and double ovens - offers both charm and functionality. A flexible downstairs room (bedroom #5) serves perfectly as an office, playroom, craft room, or additional bedroom. Storage is abundant throughout, including extensive under-stair storage, linen closets in every bathroom and bonus room, which reflects the practical, built-in organization needed for busy family life. Situated on a premium lot beside protected community space that will never be developed, the home offers a sweeping yard, peaceful views, and a private pool and spa overlooking a serene water vista. Recent upgrades include two new A/C units (2019), a fully rescreened pool enclosure (2020), new roof (2023), freshly painted pool decking and enclosure (2024), not to mention the whole house water softener and surround sound! Located within Windermere's top-rated school district and close to major highways, fine dining, and premier shopping, this home offers the perfect blend of traditional comfort, modern luxury, and the exclusivity of living in Grande Pines.