This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the area, including four garage bays--one of them detached with adjoining flex space that can serve as a gym, studio, or easily transform into private guest quarters or multigenerational living. A porte cochere and sweeping circular drive create a striking first impression and lead to an inviting foyer that opens to gracious formal living and dining rooms, perfect for entertaining. The primary suite is a private sanctuary, designed with pool views, a spacious sitting area, and a vestibule entry that includes a small room ideal for an office nook or personal retreat. The spa-inspired bath is beautifully appointed with dual vanities, a soaking tub, and an oversized walk-in shower, while two custom closets provide abundant storage. Equally thoughtful are the secondary bedrooms, each with its own en-suite bath. They are arranged along a wide hallway that can be closed off entirely, creating a separate wing that offers privacy and comfort for family or guests. At the heart of the home, the gourmet kitchen is both a showpiece and gathering place, featuring an expansive island, custom cabinetry, and intricate tilework beneath a statement hood, with a barn-style door leading to the pantry. The utility room includes built-in cabinetry and a utility sink for added convenience, while the family room offers relaxed living space with views that draw you outdoors. Just beyond, a patio with a charming wood trellis extends the living space and creates a perfect spot for quiet moments or intimate gatherings. The backyard was designed for resort-style living, with a sparkling pool and spa, dedicated pool bath, screened lanai, and a summer kitchen perfect for dining al fresco. Framed by lush green space and the peaceful backdrop of the former Windermere Club golf course, this residence offers a sense of privacy and serenity while being just minutes from top-rated schools, dining, shopping, and all that makes Windermere one of Central Florida's most desirable communities.