Set along one of Charleston's most picturesque streets, 106 South Battery is a beautifully preserved historic residence with harbor views, exceptional elevation, and a rare sense of ease for entertaining and everyday living. Offered for the first time in more than 30 years, this is a truly generational opportunity, reflecting decades of thoughtful ownership and rare continuity.The main living spaces are bright, open, and welcoming, filled with natural light through original large beveled glass windows. A gas fireplace anchors the living room, adding warmth and charm. The living room flows effortlessly into the dining area, creating a setting that feels equally comfortable for intimate dinners or large cocktail parties. In fact, this home has a long history of entertaining, once hosting gatherings of more than one hundred guests with ease. The dining room is generously scaled, allowing guests to circulate freely or linger comfortably at the table. Doors leading from the dining room open to a screened porch that is ideal year-round, offering a peaceful extension of the living space and a true Charleston experience. Just off the dining room, a thoughtfully positioned butler's pantry includes a bar, wine cooler and ice chest, making hosting seamless. A gracious powder room nearby, once used as a tea and coffee room, feels elevated and unexpected in its size and design. The renovated kitchen sits at the back of the home and blends beautifully with the original structure. It features a Sub-Zero refrigerator, Wolf range, Bosch dishwasher, beverage refrigerator in the island, and ample island storage. The kitchen is located extremely close to the three-car garage, a rare gem in downtown Charleston, making daily life effortless, from grocery delivery to unloading after travel. Upstairs, the home continues to impress. The primary suite is filled with natural light and offers a serene retreat. Original architectural details remain intact, complemented by modern touches including a sleek built-in television and a generous walk-in closet. Just off the bedroom, a cozy reading nook creates a quiet moment of retreat and leads into the spacious primary bath, adding a sense of separation and calm within the suite. The guest bedrooms are graciously sized, making them ideal as private guest retreats with attached en suite bathrooms . A fourth bedroom, currently used as an office, includes its own full bathroom and flexibility for a variety of uses. A large laundry room is a true statement space with thoughtful details that make everyday tasks feel special. Renovated by Artis Construction, the home includes upgrades such as three HVAC units, a full-house generator, whole-home dehumidifier, water pressure sensor, and electric vehicle charging station. Approximately ten years ago, the exterior was meticulously repointed using nearly 60, 000 bricks, a testament to the care and investment behind what some affectionately refer to as the mighty fortress. The home sits on high ground and is elevated above surrounding properties, offering both peace of mind and long-term durability. Historically, the property once served as a boarding house, with secondary staircases and rear access reflecting its layered past. Today, those elements add character and function while honoring the home's story. From the front porch, enjoy views of Charleston Harbor and the quiet rhythm of South Battery Street, where historic brick homes align the streetscape. There is ample street parking along South Battery, Council Street, and nearby cross streets. Timeless, welcoming, and impeccably cared for, 106 South Battery is a remarkable home on one of Charleston's most iconic streets.