Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side driveway leading to an oversized detached two-car garage—offering plenty of room for vehicles, a boat, or equipment. The property includes both a main residence and a private guest house, or a Casita, creating the perfect setup for multigenerational living or rental income. Step inside the main home, featuring four bedrooms and three and a half bathrooms, and you’ll immediately feel the openness and see the timeless updates framed by views of the sparkling pool beyond. Elegant ceiling beams and luxury vinyl plank flooring run throughout. To the left, the formal living room welcomes you with a wood-burning fireplace and extends toward the pool into a bright entertainment area highlighted by a wet bar and accent wall. The main living area in the front of the house also features a stylish full bathroom. The kitchen opens to the main living space and features updated soft-close cabinetry, stainless steel appliances, and a six-burner ZLINE gas range with a custom wood hood. A large center island provides additional storage with cabinets on all sides, making it both functional and stylish. Between the kitchen and the breakfast nook, there’s plenty of room for a full dining table, giving you flexibility for both casual and formal gatherings. The breakfast nook is set in its own cozy corner, extending from the open living area and filled with natural light. The primary suite, located on the northeast side of the home, is spacious enough for a reading nook or home office, with two sliding doors leading to the pool patio and two walk-in closets. The primary bathroom features a double vanity, a jetted tub, and a walk-in glass shower, plus a rare private courtyard for moments of tranquility. A large bonus room, with a half bath, offers flexible use—ideal for a playroom, craft space, movie room, or even a second primary suite. The bonus room has a powder bathroom. Toward the back of the home are three additional bedrooms and a fully renovated bathroom with a dual vanity and other modern finishes. One of these bedrooms has direct access to the pool patio, where you’ll find a wet bar with a wine fridge and sink, making entertaining easy. The lanai is fully screened and showcases a heated pool and spa. The entire pool area, including the decking, resurfacing, and pool equipment, has been recently upgraded, and all pool functions can be controlled via Bluetooth. A convenient storage room adds extra utility. Across the expansive backyard with Oak trees, sits the charming Casita—complete with a kitchenette, bedroom, and full bathroom. It’s ideal for guests, family, or even as an income-producing unit. The current owner leases it for $1,300 per month, adding incredible flexibility and value to the property. Combined, the main residence and Casita offer five bedrooms and four and a half bathrooms. Located minutes from downtown Windermere and Dr. Phillips, and just a short drive from Orlando’s world-famous attractions, this rare property blends privacy, functionality, and luxury in one exceptional package. Schedule your private showing today.