Refine Search
Map
Sort by
$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 approximately $258K in gross rental revenue currently on the books for 2026, a year-end projection of approximately $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
$3,350,000
4 Beds ⋅ 4.5 Baths ⋅ 26024387 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
Tucked on a quiet, tree-lined street in the heart of Ansonborough, this reimagined four-bedroom home pairs 1940s character with a meticulous renovation and thoughtful nods to midcentury design.Built in 1940 and taken down to the studs in 2022, this turnkey home offers four bedrooms and 4.5 baths with custom finishes and discerning details throughout. High-end features include top-of-the-line Thermador appliances (including a built-in coffee and espresso maker), Farrow & Ball paint, and Buster + Punch switches and hardware. The home is also wired for sound with built-in speakers.On the first floor, a bedroom with an ensuite bath overlooks the tree-lined street. The dining room features a gas fireplace, while the kitchen offers custom cabinetry and a perfectly situated breakfast nookAt the rear of the home, the living room includes remote-controlled shades and opens onto the back porch and an off-street parking spot. The second floor holds three additional bedrooms, three full bathrooms, and a den with a second gas fireplace that opens to the second-floor balcony. The primary suite enjoys lovely views of the Mary Smith House garden and includes a walk-in closet with custom cabinetry and a shoe carousel, maximizing every inch of space. The sun-filled primary bath features a steam shower and a freestanding Victoria + Albert soaking tub. The third floor adds 460 square feet of flexible living space (not included in the home's total square footage) -- ideal for a home office or children's playroom. Storage is thoughtfully integrated throughout, including under-stairs storage concealed behind built-in bookcases and wall panels. The full 2022 renovation included an encapsulated crawlspace and all-new major systems -- plumbing, electrical, HVAC, and a Rinnai tankless water heater. Located in Zone X, no flood insurance is required.

58 Laurens Street, Charleston
$3,950,000
4 Beds ⋅ 4.5 Baths ⋅ 26023394 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
Beautifully built in the Charleston Single style, this elegant home offers the grace and scale of nearby historic properties without the usual maintenance expense. Located in convenient and desirable Ansonborough, featuring solid masonry construction, ample parking and a charming walled garden are just a few of the key features.Tall ceilings with well proportioned rooms echo the past including an open staircase to all three levels. Luxurious finishes in the well crafted kitchen and four full baths, even in a private terrace off the primary suite. Meticulous owners recently replaced all three HVAC systems, allowing for a turnkey ownership experience.

44 Wentworth 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
$4,180,000
3 Beds ⋅ 3.5 Baths ⋅ 26011071 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
In the heart of Charleston's historic district, 284 Meeting Street presents a rare collection of six impeccably designed luxury townhomes that blend timeless architecture with modern sophistication. Positioned on the edge of Ansonborough, residents are just steps from the city's finest shopping and dining along King Street, the open green space of Marion Square, and cultural landmarks including the Gaillard Center.284 Meeting Street has also been selected as the site of the 2026 House Beautiful Whole Home, a nationally recognized showcase celebrating innovation in residential design.This year's project explores a new dimension of luxury living within this thoughtfully designed townhome development, offering ideas for how beauty, functionality, and community can come together in a modern luxury residence. Bennett Hofford is serving as the 2026 Build Partner for the House Beautiful Whole Home project, bringing thoughtful construction and a strong attention to craftsmanship to these luxury townhomes. Throughout 284 Meeting Street, the Whole Home project will unfold both within the residences and on the first floor with a one of a kind pop up retail experience, reflecting the same level of elevated design and enduring craftsmanship found within each home. Inside each townhome, natural stone surfaces set a refined tone, carrying through the kitchen and baths where custom cabinetry, high end integrated appliances, and designer fixtures create a cohesive and elevated feel. Wide plank hardwood floors extend throughout the living spaces, while ten foot ceilings and gas fireplaces add warmth and architectural presence. Private balconies invite moments, and each residence includes a conditioned ground level storage space for added convenience. A gated entry and private parking for two vehicles per home provide ease and privacy, complemented by a secure lobby with elevator access and soundproofed common areas. Unit 202 is a two-story unit and features 2,608 square feet of living space including 3 bedrooms and 3.5 bathrooms. On the first floor, you're greeted by open living spaces seamlessly blending a spacious living room, dining room, and kitchen, ideal for everyday living or entertaining. A covered terrace, accessible from both the dining area and kitchen, extends the living area for al fresco relaxation and dining. The primary bedroom suite is also on the first floor and offers a serene retreat with a walk-in closet and an en suite bathroom featuring a dual sink vanity, and tiled shower. On the second floor, you will find the remaining two bedroom suites, including the second primary suite with access to an additional covered terrace. As of April 2026, significant progress continues at 284 Meeting Street, bringing this exceptional new addition to Charleston's historic district closer to completion.

284 Meeting Street Unit #202, Charleston
$4,290,000
3 Beds ⋅ 3.5 Baths ⋅ 26011073 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
In the heart of Charleston's historic district, 284 Meeting Street presents a rare collection of six impeccably designed luxury townhomes that blend timeless architecture with modern sophistication. Positioned on the edge of Ansonborough, residents are just steps from the city's finest shopping and dining along King Street, the open green space of Marion Square, and cultural landmarks including the Gaillard Center.284 Meeting Street has also been selected as the site of the 2026 House Beautiful Whole Home, a nationally recognized showcase celebrating innovation in residential design.This year's project explores a new dimension of luxury living within this thoughtfully designed townhome development, offering ideas for how beauty, functionality, and community can come together in a modern luxury residence. Bennett Hofford is serving as the 2026 Build Partner for the House Beautiful Whole Home project, bringing thoughtful construction and a strong attention to craftsmanship to these luxury townhomes. Throughout 284 Meeting Street, the Whole Home project will unfold both within the residences and on the first floor with a one of a kind pop up retail experience, reflecting the same level of elevated design and enduring craftsmanship found within each home. Inside each townhome, natural stone surfaces set a refined tone, carrying through the kitchen and baths where custom cabinetry, high end integrated appliances, and designer fixtures create a cohesive and elevated feel. Wide plank hardwood floors extend throughout the living spaces, while ten foot ceilings and gas fireplaces add warmth and architectural presence. Private balconies invite moments, and each residence includes a conditioned ground level storage space for added convenience. A gated entry and private parking for two vehicles per home provide ease and privacy, complemented by a secure lobby with elevator access and soundproofed common areas. Unit 203 features 2,847 square feet of living space including 3 bedrooms and 3.5 bathrooms. Upon entering, you're greeted by open living spaces seamlessly blending a spacious living room, dining room, and kitchen, ideal for everyday living or entertaining. A large covered terrace, accessible from both the living room and primary suite, extends the living area for al fresco relaxation and dining. A second covered terrace opens from the kitchen, allowing additional space to enjoy Charleston's beautiful weather. The primary bedroom suite offers a serene retreat with two walk-in closets and an en suite bathroom featuring a dual sink vanity, WC, tiled shower, and soaking tub, while the remaining two guest suites are well-sized with nicely appointed bathrooms. As of April 2026, significant progress continues at 284 Meeting Street, bringing this exceptional new addition to Charleston's historic district closer to completion.

284 Meeting Street Unit #203, Charleston
$7,200,000
7 Beds ⋅ 7.5 Baths ⋅ 26007985 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
An extraordinary offering in the heart of historic Ansonborough -- where Charleston's past is not only preserved, but beautifully reimagined.Constructed in 1840 by Henry Street in the years following the Great Fire, this rare double-front Greek Revival residence stands as a lasting expression of resilience, craftsmanship, and architectural significance. Its stately masonry facade and iconic piazzas set the tone before you ever step inside -- a quiet reminder that this is something far beyond the expected.Inside, the home unfolds with intention. Grand double parlors, rich in detail and proportion, create a sense of understated elegance -- where historic character is honored and thoughtfully layered with modern refinement. Every space feels curated yet livable, designed to...accommodate both intimate moments and elevated entertaining with ease. At the center of the home, a chef's kitchen of exceptional caliber anchors daily living -- seamlessly blending performance, design, and gathering. Throughout, the residence offers a level of scale and flexibility rarely found downtown, with multiple living areas, private quarters, and opportunities for multi-generational living or discreet guest accommodations. Beyond the interiors, a private courtyard retreat introduces an entirely different rhythm -- complete with a saltwater pool, outdoor kitchen, and thoughtfully designed gathering spaces that feel worlds away while remaining in the heart of the city. Positioned just steps from Charleston's most celebrated dining, cultural landmarks, and waterfront views, this is a residence defined not by square footage, but by lifestyle -- walkable, storied, and deeply rooted in place. A rare opportunity to own a piece of Charleston history, reimagined for today.

36 Society Street, Charleston