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66 Vanderhorst Street, Charleston
$2,695,000
4 Beds ⋅ 3.5 Baths ⋅ 26029055 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
On a quiet stretch of Vanderhorst Street in Radcliffeborough, this Victorian has spent the better part of a decade being carefully brought back to life. Renovations in 2016 and 2023 restored what made the house special and quietly added what modern life requires. The result is a four-bedroom, three-and-a-half-bath home of 2,642 square feet, including a 2,282-square-foot main residence and a 360-square-foot guest house set at the back of the garden.The story begins on the front porch, where the original Victorian woodwork has survived intact. Step inside and the house reveals itself in stages. Original pocket doors open between the living and dining rooms, and overhead in the dining room is the home's great surprise: a pressed-tin ceiling, hidden for years and uncovered during therenovation. The kitchen pairs Thermador appliances and soapstone counters with exposed wood beams, and a butler's pantry, completed in 2023, keeps storage, provisions, and a stacked washer and dryer neatly out of view. Beyond the dining room, the family room opens toward the private garden. With a custom wet bar and ample storage, it is the room where evenings tend to settle, whether that means a quiet night in or a house full of guests. Upstairs, morning light fills the primary suite, which offers two closets and an ensuite bath beneath lofty ceilings. Two further bedrooms share a Jack-and-Jill bath, and a spacious walk-in closet, already plumbed for a washer and dryer, leaves room for the house to adapt as needs change. Across the garden, the guest house holds a bedroom and full bath of its own: a retreat for visiting family and friends, or a private office removed from the rhythm of the main house. From the front door, Ashley Hall, MUSC, and the shops and restaurants of King Street are all within an easy stroll, placing one of downtown's most characterful homes within reach of everything the peninsula has to offer.

66 Vanderhorst Street, Charleston
66 Warren Street, Charleston
$3,995,000
6 Beds ⋅ 6.5 Baths ⋅ 26027716 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
Three-time Preservation Society honoree, fully restored, with a private guest house, walled garden and off-street parking on tree-lined Warren Street. The Simons-McIntosh House, built in 1854, is one of Radcliffeborough's distinguished landmarks in the heart of Charleston's historic district. This classic Charleston single house has Greek Revival character throughout: dentiled cornicework crowns the facade, an entry door framed by sidelights and a transom welcomes guests, and graceful double piazzas run the length of the house. The Preservation Society of Charleston has honored the home three times, with a 1992 Carolopolis Award, a 2023 Pro Merito award for continued preservation and a historic plaque in 2024.The property includes a four-bedroom main residence and the historic two-story kitchen house, now a private guest residence. Together they offer six bedrooms, six and a half baths, and approximately 4,708 square feet. Inside, ceilings over 10 feet, gleaming heart pine floors and four working fireplaces create an atmosphere of timeless elegance. The chef's kitchen pairs custom cabinetry and waterfall stone countertops with a professional-grade Wolf gas range. A butler's pantry with generous counter space and storage leads to a formal dining room made for memorable evenings, where double French doors open to a sunlit deck for effortless al fresco entertaining. Each of the four bedrooms has its own designer en-suite bath. The primary retreat offers a walk-in closet, dedicated laundry and a spa-inspired bath with a double vanity and windows overlooking the gardens. Beyond the deck lies a private walled garden, a rare downtown sanctuary. A slate patio, winding walkways, swaying palms, crepe myrtles and a stately live oak create a serene Lowcountry escape. The guest residence has its own entrance, two bedrooms, 1.5 baths and laundry, making it an ideal haven for visitors or a refined home office. Recent improvements include a 2024 roof, all-new HVAC with UV air purification and a tankless water heater. Coveted off-street parking completes this exceptional offering. The home sits between Coming and Thomas Streets, moments from Marion Square, King Street's boutiques and acclaimed neighborhood restaurants. Folly Beach, Sullivan's Island and Charleston International Airport are each about 20 minutes away. Flood Zone AE.

66 Warren Street, Charleston
160 Smith Street, Charleston
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 26010875 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
A rare Charleston opportunity offering incredible flexibility and income potential! Thoughtfully rebuilt from the foundation up in 2023, this distinctive Charleston-style home features two beautifully designed living spaces, each with its own private entrance and an impressive layout that mirrors the other. Each level offers a spacious bedroom, full bathroom, comfortable living area, well-appointed kitchen, laundry, and inviting porch--creating the perfect setup to live in one and rent the other, accommodate extended family, or maximize rental income. Filled with natural light and finished with hardwood floors throughout, both spaces offer comfort, privacy, and the charm of a classic Charleston home.The versatile floor plan provides options rarely found in the market, whether you're looking for an investment property, a primary residence with additional income, or a multi-generational living arrangement. Ideally located just minutes from MUSC, shopping, dining, and everything that makes Charleston so desirable, this unique property delivers location, flexibility, and income potential in one exceptional package.

160 Smith Street, Charleston

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