Indulge in your very own slice of Paradise in highly desirable Windermere Downs, where this Multi-Generational Home, featuring a Main House and sizable Semi-Attached Guest/In-Law Cottage, beckons with its seamless blend of luxury and comfort, coupled with exclusive access to the Windermere Chain of Lakes. Step into the spacious Main house, a 5-bedroom, 3-bathroom retreat presenting exquisite design elements and expansive living spaces. Admire the grandeur of the two-story living room, adorned with ample windows that flood the space with natural light, complemented by engineered hardwood floors and a captivating fireplace. Entertain with ease in the sprawling Great Room, which encompasses a dining area, generous family room, and a two-story conservatory offering panoramic views of lush tropical gardens. The chef-inspired kitchen features GE Monogram Stainless Steel appliances, granite countertops, a breakfast bar, and a built-in pantry. Step outside from the conservatory to discover your private oasis, complete with a serene Koi Pond, a new deck for 'al fresco' gatherings, and brick-paved walkways winding through manicured gardens. Ascend to the upper level of the main house to find the primary suite, with two walk-in closets, a handsome ensuite bath with a soaking tub and walk-in shower, and a private sitting area or home office thru glass French doors. Three additional large bedrooms and an updated full bathroom with double sinks and a walk-in shower complete the upstairs retreat. Descend to the lower level to discover a fifth bedroom and another full bathroom with jetted walk-in tub and grab bar, offering flexibility and convenience. On the other side of the house, beyond the oversized two-car garage, lies the semi-attached Guest Cottage, a private sanctuary built in 2018. Perfect for multi-generational living or discerning guests, this two-bedroom, 1.5-bathroom in-law residence features a full-sized kitchen with a large center island, a vaulted living room with a built-out bookcase, a first-floor primary suite with a walk-in closet and ensuite bath, a secondary upstairs bedroom with walk-in closet, and full-sized laundry room. Even though the two homes are connected via a hallway - the Guest Cottage is completely separate offering unparalleled privacy, with its own exterior front door, separate one-car garage, and a tranquil 600sf screen-enclosed covered lanai overlooking the gardens. Most importantly, imagine spending your days on the lake, waterskiing, fishing, or enjoying a leisurely paddleboard ride from your private, gated lakefront access complete with a boat ramp, dock, and beach park. Perfectly positioned across from one of the many lush parks and green spaces, this idyllic Florida home is yours to embrace, offering the best of lakefront living complemented by exceptional community amenities including playgrounds, tennis courts, and abundant outdoor spaces for an active lifestyle. With recent updates including a new roof (2019), A/C units (2018, 2019), water heaters (2018, 2023), exterior and interior paint (2018), and a new deck (2024), this home is move-in ready. Conveniently located near top-rated schools, world class entertainment, shopping and dining, this multi-generational home offers the ultimate in comfort, convenience, and luxury. Come experience your best life in exclusive Windermere Downs, and discover the Florida Lifestyle you've always dreamed of in this exceptional Multi-Generational Home.