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$3,735,000
4 Beds ⋅ 3.5 Baths ⋅ 26024446 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
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. 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 sophisticated modern updates while preserving itsstoric 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 $258K in gross rental revenue currently on the books for 2026, a year-end projection of $266K 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.

46 Pinckney Street, Charleston
$999,900
2 Beds ⋅ 2 Baths ⋅ 26017875 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
Located in the heart of Charleston's historic Ansonborough neighborhood, this exceptional 2 bedroom, 2 full bath residence offers a rare opportunity within coveted 35 Society Street. Blending timeless charm with modern downtown living, the home features soaring ceilings, original heart pine flooring, exposed brick accents, and abundant natural light. The thoughtful floor plan includes a spacious primary suite with a walk-in closet and private bath, plus a private back balcony lounge. Perfect as a downtown retreat or a walkable student property close to the College of Charleston campus. Situated in a high-and-dry location on the peninsula, it provides ultimate peace of mind. Includes one highly coveted off-street parking space! Just steps from acclaimed restaurants, King Street shopping,waterfront parks, and local attractions, this residence delivers an unparalleled blend of history, safety, and lifestyle. Circa 1850 Juliana Dupre Houses.

35 Society Street Unit #E, Charleston
$2,150,000
3 Beds ⋅ 2.5 Baths ⋅ 26007859 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
This 1890s Charleston single, steeped in history and character while offering modern conveniences, is perfectly placed in the heart of downtown Charleston, steps from restaurants, cultural venues, and a full-service grocery. The owners' meticulous maintenance and renovation of the interior, exterior, and garden make it a turnkey property for anyone looking to move right in. The kitchen, renovated in late 2025, features top-of-the line appliances such as a Wolf oven and range and built-in Subzero refrigerator, complemented by custom cabinetry and counters and full-height backsplashes crafted from Italian marble. An eat-in dining area and sitting room niche overlook the private garden. Parking for golf cart available.The formal dining room and living room retain many of the original historic details of the home, such as crown moldings, hardwood floors, and working fireplaces. All elements of the ground level, inside and out, make for easy and joyful entertaining. The living room could also be used as a bedroom. The original staircase leads to the second floor bedrooms and two full baths. The primary suite is generously sized, featuring a walk-in closet and additional compact home office fitted with soundproofing material. The beautifully updated primary bath is bright and spacious, with dappled sunlight often brightening the herringbone tile floor, double-wide vanity, and custom-built shower. A second full bath, also bright and fully updated, is fitted with a tub. Light fills the home through the day, beginning with sunrises over the second bedroom and traditional double piazzas, continuing with afternoon light and natural shade from a Japanese maple in the kitchen and garden, and ending with quintessentially Charleston sunsets over Ansonborough roofscapes in the primary bedroom. True to the home's original design, the owners have used a sitting room adjoining the primary bedroom as a bedroom, with the first-floor living room also available for use as a bedroom.

17 Anson Street, Charleston