Welcome to 5106 Chanticleer Dr, a rare and extensively expanded custom home located in the highly sought-after Plantation at Leesburg, one of Central Florida’s premier 55+ gated golf communities. Offering 3 bedrooms, 2.5 baths, a versatile flex room, and an impressive 3,112 square feet of living space, this thoughtfully designed residence combines spacious living, quality upgrades, and exceptional functionality rarely found in the community. From the moment you enter, you’ll appreciate the soaring ceilings, elegant archways, abundant natural light, and oversized living spaces that create an open yet inviting feel throughout the home. The expansive layout offers multiple entertaining and gathering areas, while the split-bedroom floor plan provides privacy and flexibility for guests or multigenerational living. The flex room is ideal for a home office, hobby space, library, or additional guest accommodations. The kitchen is both spacious and functional, featuring upgraded appliances, abundant cabinetry, generous counter space, and a large center island perfect for cooking and entertaining. The adjacent living areas flow seamlessly to the oversized rear porch through beautiful French doors, creating the ideal indoor-outdoor Florida lifestyle. Extensive structural upgrades set this home apart, including a garage expansion with an additional 6’ on the right side and 4’ to the front, a 4’ bedroom extension, a fully enclosed 16’x10’ room off the left-side patio with windows, and a massive 30’x10’ rear porch ideal for relaxing or entertaining. Additional custom storage spaces include a 10’x10’ closet with window in the flex room and another 12’x10’ closet in the rear guest room. Double pane tinted windows, tailored foam insulation in walls and solar board under roof, plus pull down stairs and flooring in attic. The primary suite features upgraded luxury vinyl plank flooring and its own dedicated HVAC system for enhanced comfort and efficiency. Major mechanical updates include a new roof (2021), HVAC system (2021), and hot water heater (2020). The home also features an upgraded oversized gutter and downspout system engineered to meet FBC2001 wind load standards for added durability and peace of mind. Residents of Plantation at Leesburg enjoy resort-style amenities including two 18-hole championship golf courses, three clubhouses, three heated pools, fitness centers, tennis and pickleball courts, walking trails, fishing lakes, an on-site restaurant, and countless clubs and social activities. Conveniently located near shopping, dining, medical facilities, and the Florida Turnpike, this one-of-a-kind property offers the perfect blend of comfort, flexibility, and active Florida living.