Coastal luxury meets rare opportunity in this exceptional 3-bedroom, 2-bath residence in the heart of Naples. Enjoy Gulf views from two private balconies, plus the distinction of being one of only two units in the community featuring a generous 176-square-foot entry sitting area overlooking tranquil treetops - an inviting space that immediately sets this home apart. Inside, refined finishes set the tone. A thoughtfully reimagined 2023 kitchen renovation pairs crisp white quartz countertops with an oversized island and premium Bosch appliances, while rich Peruvian hardwood floors flow throughout the living spaces. Indoor and outdoor dining areas invite effortless entertaining, from relaxed mornings to sunset gatherings. Comfort is enhanced by a new 2024 high-efficiency, variable-speed HVAC system, featuring advanced air-sanitizing technology. Both owners and guests will appreciate the privacy of a true split-bedroom floor plan with the additional bedrooms and bath located on the opposite side of foyer from the Master bedroom. Beyond the residence, the lifestyle unfolds. Right outside the front door are the rooftop pool and grill, along with a newly completed 2025 community room offering a full kitchen and a beautifully appointed fitness studio. Boaters will appreciate the rare advantage of deeded slips—only six of the thirteen slips are currently in use, and slips may only be rented or sold to other owners, creating a near-guaranteed opportunity for slip access within the community. This property features mixed-use conveniences on the first floor, including shopping and dining, with residents-only living on the second and third floors. Notably, this well-managed, low-density community of just 24 residences offers lower dues compared to similar waterfront condominiums in the area, adding meaningful long-term value. Recent property enhancements, including a new roof in 2025, along with new composite docks and bayside fencing also provide lasting peace of mind. Two deeded parking spaces convey. One is secured under the building where you will find plenty of available carts and dollies for easy transport of grocery and other belongings. Additional storage is climate controlled, located close to 307, and boasts 64 additional square feet. Perfectly positioned, Charleston Square offers the best of both worlds: the bay just behind and the beach directly across the street. Lowdermilk Park, an amenity-rich beachfront destination with over 1, 000 feet of white sand, tiki huts, volleyball courts, picnic areas, and water-sport rentals, ensures unobstructed Gulf views forever. Just a quarter mile away, the newly opened Four Seasons Resort Naples Beach Club elevates the neighborhood with world-class dining, lounges, and resort amenities. With it’s intimate scale and amenities, direct Gulf access, beachside location, and extensive recent improvements, this residence offers a truly rare Naples lifestyle - elevated, enduring, and effortlessly coastal.