Searching for a luxury lakefront home in Windermere, Florida with no HOA and private shoreline access. Welcome to 311 E 8th Avenue a waterfront property on Lake Bessie located in the heart of Windermere. This Downtown Windermere lakefront residence offers panoramic water views, modern system upgrades, and a highly desirable golf-cart-friendly lifestyle just steps from the town center. Positioned on Lake Bessie, the home provides true shoreline access for paddleboarding, kayaking, fishing, and sunset entertaining. Lakefront inventory in Downtown Windermere remains limited, making this a rare opportunity for buyers seeking privacy, location, and long-term value in Central Florida's luxury market. Inside, an open-concept floor plan is designed to maximize natural light and capture water views from multiple vantage points. The chef's kitchen features stainless steel appliances, a natural gas range, custom cabinetry, and seamless flow into sunlit gathering spaces overlooking the lake. A fireplace anchors the dining area, framed by tranquil views of the koi pond and rock waterfall. The layout supports multigenerational living and guest flexibility with two main floor ensuite bedrooms. Upstairs, the private primary suite captures elevated views of Lake Bessie and the grounds of Isleworth Golf & Country Club, complete with a spa inspired bath and spacious walk-in closet. Significant recent capital improvements include a 50-year architectural roof, Carrier HVAC systems, updated drain field, water softener, new flooring, and fresh interior and exterior paint providing confidence for today's buyers navigating insurance and long-term ownership considerations in Florida. Outdoors, enjoy a firepit, screened front porch, peaceful water frontage, and the privacy of a no-HOA setting in one of Orange County's most established luxury communities. Located minutes from Winter Garden, Dr. Phillips, Restaurant Row, and Walt Disney World, and zoned for top-rated schools, this property combines luxury lakefront living with everyday convenience. Direct lakefront homes on Lake Bessie in Downtown Windermere rarely become available. Schedule your private showing today. One or more photos have been virtually staged.