Welcome to 136 Island Cottage Way, an exceptional residence within Island Cottages - an exclusive gated enclave of just 23 homes on Anastasia Island. Majestic oaks frame the entrance, while refined coastal architecture defines this private, serene community, mere minutes from pristine beaches and the historic charm of St. Augustine. Distinguished as one of only two single-story homes in the neighborhood, this residence embodies timeless Key West-inspired coastal elegance. A welcoming front porch, classic white picket fence, metal roof, and thoughtfully designed landscape lighting create outstanding curb appeal and island character. Convenient rear-alley access leads to the two-car garage, preserving the home's graceful front elevation. Situated at a desirable elevation in Flood Zone X, the home has been meticulously updated throughout. Recent enhancements include fresh exterior paint, new flooring, elegantly renovated bathrooms, and a refined kitchen featuring quartz countertops, ceiling-height cabinetry with convenient pull-outs, a counter-depth refrigerator, and a separate beverage refrigerator - ideal for both everyday living and effortless entertaining. An on-demand water heater adds modern efficiency and comfort. The primary suite bathroom stands as a true spa-like sanctuary. Plantation shutters and remote-operated blinds deliver sophisticated style, privacy, and ease throughout. Additional luxury appointments include custom closet systems, ceiling fans, a water softener, washer and dryer, security cameras, and a full complement of kitchen appliances (range, dishwasher, disposal, and microwave). The rear-entry two-car garage is finished with an epoxy floor, built-in cabinetry, and generous storage, elevating organization and everyday functionality. Island Cottages offers the ultimate low-maintenance lifestyle. The HOA maintains the landscaping, creating an ideal lock-and-go residence whether as a primary home or refined second residence. Residents also enjoy the beautiful community pool without the responsibility of private pool ownership. With its rare single-story floor plan, beautifully updated interiors, elevated Flood Zone X location, gated privacy, distinctive Key West-inspired character, and effortless coastal lifestyle, 136 Island Cottage Way presents a rare opportunity to experience the very best of Anastasia Island living - refined, convenient, and unmistakably luxurious.