A rare opportunity to own both a distinguished Historic Charleston residence and an established income-producing property in the heart of the Historic District. The Jacob Rabb House, circa 1851, offers exceptional versatility as a full-time residence, Charleston pied-a-terre or investment property(licensed short term rental) . Located in coveted Ansonborough, the home is just steps from the City Market and within an easy stroll of King Street, Waterfront Park, world-class dining, galleries and many of Charleston's most celebrated landmarks.Offering approximately 2, 770 square feet, this beautifully appointed three-story residence features four bedrooms, three and a half baths and the architectural character of a classic Charleston home, thoughtfully complemented by sophisticatedmodern updates while preserving its historic charm and storied past. Gracious living spaces extend outdoors to a private walled garden, expansive courtyard and patio, along with two classic Charleston piazzas--ideal for entertaining, dining al fresco or simply enjoying Charleston's year-round lifestyle. Off-street parking for 2 to 3 cars adds a rare convenience in this location. Inside, a welcoming foyer and staircase set the tone for the residence. The chef-inspired kitchen features a La Cornue range, Carrara marble countertops and center island and flows naturally into the dining room, while a sunlit living room is anchored by an original fireplace. The upper floors provide four well-appointed bedrooms and flexible accommodations for family and guests, with a classic Charleston piazza offering an inviting outdoor retreat. Beyond its appeal as a private residence, 46 Pinckney Street presents a compelling investment opportunity. The property is an established, licensed short-term rental under professional management, with $268K in gross rental revenue currently on the books for 2026, a year-end projection of $274K and a 2027 target of approximately $299K. For a second-home owner, the existing rental operation also provides the opportunity to generate income during periods of non-use while retaining the property for personal enjoyment. Few properties combine historic provenance, residential livability, walkability, private outdoor space, coveted off-street parking and income-producing potential in such a desirable downtown Charleston location. The Jacob Rabb House offers the opportunity to own not simply a piece of Charleston history, but a remarkable property positioned for both personal enjoyment and investment. Financial information available upon request. Booked revenue may be subject to cancellations or adjustments; projections and targets are estimates provided by ownership/management and are not guarantees of future performance.