Welcome to 232 Rutledge Avenue, an exceptional circa 1885 Charleston Single nestled in the heart of Cannonborough-Elliottborough, one of downtown Charleston's most vibrant and sought-after neighborhoods.Rich in history and thoughtfully maintained, this elegant residence seamlessly blends timeless architectural character with modern livability. The main house offers three spacious bedrooms, while the front room is bathed in natural light and anchored by an original fireplace and can serve as a beautiful living space with direct access to one of the home's iconic double piazzas.Inside, you'll find a stunning collection of preserved historic details, including original fireplaces, exposed brick, original rafters, and intricate trim work--all thoughtfully integrated into a functional, flowing floor plan. The expansive, light-filled kitchen featuring luxurious Sub-Zero Refrigerator alongside Wolf and Cove appliances. This space offers ample space for an eat-in area, allowing for versatile use of the traditional dining room as an additional living or entertaining space. Set on an unusually wide lot for downtown Charleston, the property provides rare and valuable off-street parking, secured by an automated gate. Tucked behind the main residence, a charming carriage house has been converted into a private one-bedroom apartment--ideal for guests, long-term tenants, or supplemental income. Beneath the home lies a truly unique feature: a historic brick-arched cistern, offering the opportunity to create a one-of-a-kind wine cellar or atmospheric entertaining space. Located in the only neighborhood in the city within Charleston's short-term rental overlay, this property presents extraordinary investment potential. Just steps away, you'll find some of Charleston's most celebrated dining destinations, including Wild Common, Vern's, and Malagón, all recognized with Michelin distinctions along with local favorites like Chubby Fish and Roseline. Whether you're seeking a refined primary residence, an income-producing investment, or a blend of both, 232 Rutledge Avenue offers a rare opportunity to own a piece of Charleston's architectural legacy enhanced by modern comforts and unmatched location.