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Charleston's storied Victorian masterpiece reimagined to embrace history, family, and grand celebrations for the next century. Standing proudly among only ten residences along Charleston's most exclusive waterfront address, East Battery, the Drayton House remains a timeless icon of the city's architectural heritage. Once a gracious private home for one of Charleston's founding families, it has now been reborn through a meticulous and inspired remodel - one that celebrates both its rich past and a vibrant future. Every detail, from the intricate millwork to the soaring piazzas overlooking the harbor, pays homage to the elegance and endurance of Charleston's architectural heritage, with a total of over 11,000 SQFT.Drayton house was redesigned with extraordinary living in mind. The incredible kitchen stands alone, like no other in the city, with its own walk-in refrigerator, plus a separate, hidden commercial-grade kitchen, which includes a grill, smoker, deep-fryer, and commercial dishwasher - truly a chef's dream! Step down into the Ralph Lauren inspired media room to a 163" digital wall with state-of-the-art audio which opens to a beautiful custom tiger onyx 4-sided bar to relax with family or entertain on a grand scale. Enter the glass elevator to ascend to the 2,200 SQFT primary suite level which invites you to complete tranquility and peace with luxury spa features that rival the finest homes and hotels in the world. Multiple seating areas allow for views of the Harbor and courtyard. Custom furnishings and lighting, along with an expansive spa bathroom with two grand walk-in closets. These modern luxuries blend seamlessly with the home's historic past. Every space in the home has been thoughtfully curated to offer a gracious and beautiful experience while honoring the historical features of Drayton House. The result is like no other in Charleston; a perfectly restored historic landmark.
View details Beds - 6 Baths - 6 Sqft - 11367

Happy Clients

21 East Battery offers a rare opportunity to steward one of Charleston's most historically significant residences. Known as the Edmondston-Alston House, this extraordinary South of Broad property has stood overlooking Charleston Harbor for two centuries. It embodies the architectural beauty, resilience, and layered history that define the Charleston peninsula.Constructed in 1825 for Scottish shipping merchant Charles Edmondston, the residence was among the first substantial houses built along the city's seawall and what is now Charleston's iconic High Battery. A decade later, the property was acquired by Charles Alston, a member of a well-established Lowcountry rice planting family, who refined the house in the Greek Revival style. Alston added architectural elements including the signature three tiered piazzas supported by Corinthian columns and a distinctive parapet bearing the Alston family crest. From its earliest years, the house has been closely tied to Charleston's network of prominent families. In 1849, the marriage of Williams Middleton to Susan Pringle Smith united the Edmondston-Alston House with Middleton Place under one extended family lineage. Susan Pringle Smith's ancestry traces to Bishop Robert Smith, who arrived in Charleston in 1757, and served as the first American Episcopal bishop of the Diocese of South Carolina. Bishop Smith also played a foundational role in the creation of the College of Charleston, helping to finance and establish the institution. Through generations of intermarriage among the Smith, Middleton, and Alston families, ownership and stewardship of both Middleton Place and the Edmondston-Alston House became intertwined, reinforcing a legacy deeply rooted in land and heritage. The house has witnessed defining moments in American history. From the third floor piazza overlooking the harbor, Confederate General P. G. T. Beauregard observed the first shots of the Civil War in 1861. Later that year, General Robert E. Lee sought refuge here during the Great Fire of Charleston. For generations, the Edmondston-Alston House functioned not only as a residence but as part of a broader narrative connecting Charleston to Middleton Place. The Edmondston-Alston House served as a seasonal house, with family members residing during the summer months while maintaining their deep ties to the Middleton Place property. The grounds of the Edmondston-Alston House, surrounded by large oak trees, provided shade during the summer months. Within the house, the interiors were filled with historical artifacts and heirlooms, including Middleton Place silver. Over time, as family needs evolved, portions of the house were preserved while others remained actively lived in, reflecting the natural progression of a house continuously shaped by its stewards. In 1969, a generational transition took place when ownership of the Edmondston-Alston House formally passed to Charles Halliwell Pringle Duell, a twelfth generation Middleton descendant. The estate was thoughtfully divided, with Charles receiving the physical properties, including the Edmondston-Alston House and Middleton Place. The property features three distinct structures, creating a private enclave rarely found within Charleston's historic district. The main residence welcomes guests through a foyer that immediately establishes the scale of the house. Twelve foot ceilings, original moldings, and period craftsmanship reflect the artistry of early nineteenth century construction. Architectural detailing evolves from floor to floor, with subtle variations in trim work that speak to the layered history of the house. On the main level, two formal parlors extend from the central foyer, with original pocket doors allowing the spaces to flow together for entertaining or remain intimate for quieter gatherings. A staircase rises to the second floor, where two additional parlors continue the tradition of formal entertaining. These grand rooms, with their twelve foot ceilings, fireplaces, and intricate millwork, once served as important social spaces within the household. One parlor was historically reserved for ladies' gatherings, offering a glimpse into the customs of the period, while a library, traditionally used as a gentlemen's withdrawing room, adds further character to this level. The third floor serves today as the primary living quarters, where natural light and harbor views reflect the house's original design and orientation toward Charleston Harbor. This level includes two bedrooms, along with a spacious dining room that could easily serve as an additional bedroom. Directly behind the main residence, The Quarters, historically the kitchen building and living quarters for the enslaved, have been preserved and now serve as a private two story retreat with a living area, kitchenette, and gas burning fireplace on the main level. Upstairs, two well proportioned bedrooms and bathrooms make for inviting accommodations. Adjacent to the Quarters is the historic Carriage House, originally used as stables for horses and carriages as well as quarters for groomsmen, now configured as a bed and breakfast. The interiors retain original beamed ceilings and heart pine floors, preserving the authenticity of the structure. A sitting room occupies the main level, while two generously sized rooms are located upstairs. Together, the main residence, The Quarters, and The Carriage House form an exceptional historic estate along Charleston's High Battery. With harbor views, architectural pedigree, and centuries of documented history shaped by generations of stewardship, 21 East Battery offers a rare opportunity to own and preserve a remarkable piece of Charleston's past.
View details Beds - 7 Baths - 6 Sqft - 13462
The Nathaniel Ingraham House, circa 1810, is a rare opportunity to own a distinguished residence along Charleston's iconic High Battery. Positioned on the waterfront, this remarkable four-story brick and stucco home captures sweeping views of Charleston Harbor and Fort Sumter while offering a remarkable sense of privacy and quiet rarely found downtown. One of the few remaining single-family homes on the Battery, the property represents an extraordinary blend of preserved architectural significance and refined Lowcountry living.Designed to take full advantage of its extraordinary setting, the home is oriented toward the harbor, with breathtaking water views immediately revealed through the grand living room's towering windows. Soaring ceilings, original heart pine floors, restored moldings, finely carved mantels, and a Venetian chandelier reflect the home's rich architectural history, while gracious proportions and abundant natural light create an atmosphere that feels both elegant and inviting. Thick masonry walls and elevated views further enhance the home's sense of tranquility and permanence. Recent improvements by the current owner include refinished heart pine floors, fresh interior paint, and the installation of two new HVAC units, thoughtfully enhancing the home while preserving its historic character. A thoughtfully executed 2007 addition introduced a spacious kitchen that opens seamlessly to the piazza through five sets of French doors, creating an effortless connection between indoor and outdoor living. The addition also incorporated an elevator servicing the first two floors and enhanced functionality for modern living while remaining true to the home's historic character. The second-floor primary suite enjoys exceptional harbor views and is accompanied by an additional guest suite with a distinctive cypress-paneled ceiling and full bath. The third floor offers three generously sized bedrooms and two full bathrooms, all notable for their scale, light, and character, with many rooms enjoying captivating water views. The garden level is designed for both entertaining and wellness, featuring a paneled billiard room, secondary kitchen and living area, bedroom suite, sauna, steam shower, exercise room, laundry room, and direct access to a private outdoor terrace. Situated on a rare double lot, the gated grounds include off-street parking, custom ironwork, a private Charleston garden, bluestone terraces, and a heated swimming pool with fountains, creating an exceptional outdoor retreat in the heart of the historic peninsula.
View details Beds - 6 Baths - 6 Sqft - 7183
Welcome to the Captain John Morrison House at 125 Tradd Street. Circa 1805, this rare, four-window-wide Charleston Single-style residence has been extensively renovated both inside and out. The interior showcases a refined blend of luxurious modern finishes and preserved historic architectural details throughout. The first floor features a grand living room, an elegant dining room, a well-appointed kitchen, and a spacious family room located in the attached kitchen house, seamlessly opening to the garden for effortless indoor-outdoor living. Upstairs, the second floor hosts a beautifully finished primary suite along with a stunning drawing room overlooking the charm of historic Tradd Street. The third floor includes three additional bedrooms and two thoughtfully remodeled bathrooms.The second level of the kitchen house offers a private guest suite with sweeping views of the manicured grounds. Exterior highlights include triple-tiered piazzas that provide abundant outdoor living space, a gated entrance, and a deep, reimagined garden offering total privacy, complete with a swimming pool and pool house (contains an additional 266 square feet of conditioned space not included in the overall square footage). Featuring distinctive details and top-tier finishes throughout, 125 Tradd Street is a truly exceptional property located in the heart of Charleston's prestigious South of Broad neighborhood.
View details Beds - 5 Baths - 4 Sqft - 5442
On one of the most beautiful streets in historic downtown Charleston, behind garden walls and beneath the shade of live oaks, stands the Thomas Rose House, an extraordinary Georgian residence built in 1735 when Charles Town was still a young Colonial port. For nearly 300 years, this remarkable home has witnessed the evolution of the Holy City--surviving devastating fires, wars, earthquakes, and storms--while retaining its elegant architecture and inimitable craftsmanship. Today, following a meticulous restoration that seamlessly blends historic integrity with modern luxury, this South of Broad estate offers something almost impossible to replicate: a fully livable 18th-century masterpiece set within expansive gardens in the heart of America's most beautifully preserved historic city.The property occupies Lot 61 of the original Grand Modell of Charles Town, granted in 1680 to Elizabeth Willis. By 1701, it had passed to the wealthy Elliott family. Thomas Eliott bequeathed the property to his daughter Beuler, who married Thomas Rose in 1733. Shortly thereafter, Rose commissioned the distinguished residence that still bears his name. The elegant Georgian merchant house was intended to reflect the fashionable architecture of England's port cities. Constructed of brick and oyster-shell plaster, the two-and-a-half-story structure is 5 bays wide with a hipped roof punctuated by dormers and a spectacular full-width drawing room that survives today in all its original grandeur. Around 1790, the iconic double piazzas were added and the entrance moved from the center of Church Street to the south facade to conform to the Charleston single house style that was popular at the time. The piazza door is noteworthy for its columned surround topped by a fanlight and triangular pediment. Remarkably, the interior of the home retains many of its original 18th-century architectural features, preserved in museum-quality fashion. Visitors enter into a gracious reception room and adjoining office. Cypress paneled walls, fireplace surrounds, heart pine floors, high ceilings, deep shuttered windows, and architectural niches immediately showcase the home's extraordinary craftsmanship. A series of arched doors and transoms guide the flow of light throughout the house. Past the reception room, the dining room exhibits a similar level of formality. The stair hall is paneled in black walnut with a mahogany railing and finely detailed stair brackets that reflect the artistry of its builders. Upstairs, the grand drawing room spans the entire width of the building--believed to be the earliest surviving example of this layout in Charleston. Its delicate Adams-style mantel dates to the early 19th century. A jib door beneath the frontmost window allows access to the second-story piazza and Lowcountry breezes. Despite its 1735 origins, the house has been thoughtfully adapted for modern living. Discreet updates include an elevator, modern alarm system, and keyless entry integrated along antique brass hardware. A powder room off the stair hall and other carefully placed conveniences support everyday living without compromising the home's architectural authenticity. In 1942, owner and architect Henry P. Staats built the hyphen that connects the current kitchen and primary bath above to the previously detached kitchen and laundry outbuilding. The modern chef's kitchen features custom cabinetry, a La Cornue gas range (with 6 Delft tiles rescued from the drawing room fireplace restoration placed in the backsplash above), and integrated Sub-Zero refrigerator and freezer. A butler's pantry with bar, wine cooler, and Bosch integrated dishwasher supports effortless entertaining. Just beyond, a screened porch dining room allows meals to be enjoyed outside year-round. Adjacent to the kitchen, the original working kitchen has been transformed into a comfortable family room. The original kitchen hearth with beehive oven and herringbone brick floor serve as dramatic focal points. The mirror above the hearth cleverly conceals a television, blending the latest in modern tech seamlessly into its historic surroundings. The original laundry room continues to be used for that purpose. Its fireplace, then used to boil water for washing clothes and linens, is now joined by high-tech machines in another juxtaposition of technologies. The luxurious primary suite comprises the remainder of the second floor and can be separated from the entertaining areas of the house for privacy. A bedroom window opens to the piazza through a jib door, offering views of the formal parterre garden framed by an arcade of arches. The primary bath includes dual sinks, a freestanding soaking tub, a separate water closet with sink, and a massive marble shower room with multiple shower heads for a spa-like experience. The adjoining dressing room feels more like a private boutique than a traditional closet. Down the hall, a flexible room-sized closet could easily serve as a sitting room, nursery, dressing room, or private home office. Third floor adds 3 dormer bedrooms and a full bath. The bedrooms each have built-in closets and drawers. Two also feature built-in desks, ideal for school-aged children. Guest lodging is thoughtfully arranged to provide both comfort and privacy. The original carriage house has been transformed into a suite with sitting, dining, and sleeping areas, along with a breakfast bar and a full bath. The carriage doors are preserved as large windows. Above is a studio apartment with its own exterior entrance and private walled courtyard. This residence includes a full kitchenette and stacked laundry, along with a bedroom and full bath. A balcony overlooking the gardens provides the perfect place for al fresco dining. The grounds of the Thomas Rose House are as significant as the residence itself. The formal gardens were designed by renowned landscape architect Loutrel Briggs in 1954. A series of outdoor rooms provide both beauty and privacy, enclosed by high stucco and brick walls and shaded by mature live oaks. The hardscape and plantings were updated in 2019-20 by Sheila Wertimer. Most recently, Glen Gardner reestablished the parterre garden surrounding an armillary sphere--a landscape element that predates the Briggs layout. Altogether, the gardens of 59 Church Street have been curated by a virtual "Who's Who" of Charleston landscape design. A heated and cooled swimming pool and spa, hidden terraced garden, and garden house (not included in the square footage) create multiple opportunities for entertaining and retreat. A large parking court behind an automatic mahogany gate offers abundant off-street parking. Steeped in history. Immersed in a sense of time and place. For the next owner, the Thomas Rose House offers something far more meaningful than a remarkable home: the opportunity to add your name to the story of one of Charleston's most important architectural treasures. Three centuries of history. One extraordinary opportunity. Your legacy awaits...
View details Beds - 6 Baths - 5 Sqft - 5581
Set on a rare double lot with historic ties to the original Roper Hospital, this exceptional Charleston single residence seamlessly blends architectural pedigree with inspired modern design. Originally constructed in 1995 by an architect for his own family, and honored with a 1996 Preservation Society of Charleston Carolopolis Award, this distinguished home has been completely reimagined through a meticulous, down-to-the-studs renovation in 2023 and 2024 addition, including a thoughtfully designed pool house and stunning new primary suite by architect Sebastian von Marschall. Beyond its classic stucco facade, the interiors are both sophisticated and expressive, artfully layering antique furnishings with bold contemporary elements--statement lighting, abstract art, richly saturated paintand striking wallpapers throughout. The reconfigured floor plan enhances flow and livability, with the kitchen and dining spaces repositioned to create a more intuitive connection for everyday living and entertaining. A gracious foyer sets the tone, flanked by elegant formal living and dining rooms. The dining room is a true showpiece, featuring panoramic Paul Montgomery mural wallpaper, a Regina Andrews chandelier, and an antiqued mirrored inset ceiling, with French doors opening to a charming brick terrace. The designer kitchen, centered around a marble island, flows seamlessly into a warm and inviting den, while a fully appointed butler's pantry - custom designed for china, glassware, and entertaining - adds both beauty and function. A wet bar with beverage refrigeration and soda fountain, a powder room, and a private office complete the main level. Upstairs, guest accommodations are equally curated, highlighted by richly layered color palettes and designer finishes, including Thibaut "Yukio" wallpaper paired with Farrow & Ball hues. The third floor offers a whimsical bedroom retreat with dormered ceilings, window seats, and a distinctive full bath centered around a glass-enclosed shower. Privately situated above the addition and connected by a hyphen, the primary suite is a serene sanctuary overlooking the gardens and pool. The suite features an extraordinary, boutique-style dressing room and closet with illuminated cabinetry, marble-topped island, and custom display storage. The primary bath is equally dramatic, anchored by a striking black-tiled shower and dual vanities. Designed as a seamless extension of indoor living, the pool house serves as both a stylish lounge and the heart of entertaining. Inspired by Dorothy Draper, the space features Brunschwig & Fils "Les Touches" wallpaper, marble checkerboard flooring, and vibrant textiles, creating a playful yet refined atmosphere. With a wet bar, dishwasher, and dual powder bathrooms, the pool house plays double duty for powerful party hosting. At the center of the property, the landscaped gardens are the true showpiece--anchoring the main house and addition with a resort-like setting that includes a pool, brick hardscaping, lush plantings, and curated outdoor living spaces. Entry is through iron gates framed by brick columns and gas lanterns, leading to a circular brick drive, fountain, and koi pond--an arrival experience that is both grand and unmistakably Charleston. This is a rare opportunity to own a deeply considered, design-forward residence where historic inspiration and modern luxury converge in one of Charleston's most distinctive settings. This spectacular property was recently featured in both television and print. Watch Season 3 Episode 6 of "Where We Call Home" on HBO Max and Apple TV. It was also featured in the April 2024 issue of Charleston Magazine, as well as the December 2025 holiday issue of Charleston Magazine, showcasing this very special home. Three private, deeded off-street parking spaces behind the property provide coveted downtown parking and security. Please see list of upgrades and design details.
View details Beds - 4 Baths - 3 Sqft - 4583
Murray Boulevard. Waterfront. Reimagined. Unapologetically Modern. Set along Charleston's most iconic waterfront corridor, this fully reimagined contemporary residence delivers something South of Broad almost never sees: true modern architecture directly on the water, wrapped in uninterrupted views of the Charleston Harbor, Ashley River, the Battery promenade, and the city skyline beyond. This isn't traditional Charleston. This is Charleston with an edge. From the moment you enter, the home opens itself completely to the water. Floor-to-ceiling glass frames the harbor like living artwork while Fleetwood retractable doors disappear entirely, dissolving the line between indoors and out. Sailboats drift past the Battery. Sunsets flood the interiors. The entire home feels cinematic.Completely transformed in 2021, the residence was designed to live like a private luxury resort; bold architecture softened by natural light, warm textures, and a seamless connection to the waterfront. The atmosphere feels more Miami or Los Angeles than historic downtown Charleston, yet somehow perfectly positioned within one of the city's most prestigious and recognizable settings. The main level was built to entertain at scale. Expansive living and dining spaces flow effortlessly into a showpiece chef's kitchen featuring integrated top-tier appliances, dramatic stone surfaces, and a commanding waterfall-edge island that anchors the space with confidence and sophistication. One terrace pulls you toward the harbor. The other unfolds into a sleek elevated saltwater pool environment surrounded by lounge spaces, an outdoor kitchen, fireplace, and television, creating a private outdoor experience designed equally for quiet evenings or unforgettable entertaining. Natural light pours through walls of glass, illuminating wide-plank hardwood floors, custom stonework, and a striking steel-and-glass floating staircase that rises through all three levels like a sculptural centerpiece. Upstairs, the primary suite feels suspended over the waterfront. Wake to panoramic harbor views from a private terrace overlooking the Ashley River and Battery promenade. A fireplace softly connects the bedroom to a spa-inspired marble bath complete with a soaking tub positioned toward the water, oversized shower, custom walk-in closet, integrated coffee station, beverage refrigeration, and finishes that rival the world's finest hotels. Every secondary bedroom is en suite and executed with the same uncompromising level of design and detail. Then the home shifts fully into lifestyle mode. Private gym. Infrared sauna. Steam sauna. Massage room. Billiard lounge. Wine and wet bar. A cinematic theater with surround sound and terraced seating. Every space was designed with intention, creating an environment centered around wellness, entertainment, and experience. Overlooking the pool terrace, a completely separate guest residence delivers its own luxury living experience with private elevator access, full kitchen, living room, stacked laundry, bedroom, and full bath; ideal for guests, extended stays, or independent accommodations. The estate is fully gated and walled, offering a level of privacy and security rarely found on Charleston's waterfront, with parking for eight-plus vehicles, garage space, and dedicated golf cart storage. And then the final statement: a rooftop deck with commanding 360-degree views stretching across the harbor, river, church steeples, historic skyline, and open water beyond. Sunrise. Sunset. City lights. Harbor movement. Every angle feels cinematic. Contemporary homes of this caliber almost never become available in Charleston's historic district, especially on the waterfront in South of Broad. This is not simply a turnkey luxury home. It is a one-of-one trophy property that embodies modern resort-style living in the heart of historic Charleston. This is not just a home. It's a statement; modern, private, waterfront, and impossible to replicate in South of Broad.
View details Beds - 5 Baths - 6 Sqft - 6755
Now Includes Full Addition, ADU, Pool, landscaping package, and full furniture package . 16 Trumbo Street present a unique opportunity in Harleston Village, just steps from Colonial Lake. The property is currently undergoing a full studs-out renovation with an addition, including a house lift to allow for a new foundation and enclosure space below. Conditioned enclosure space (option to ADD up to additional 1500 SF)Plans and design selections are in place but can be modified, offering flexibility for a buyer to make adjustments during construction. Opportunity to meet with the development team to review plans, selections, and overall scope.Golf cart to all your favorite restaurants
View details Beds - 6 Baths - 4 Sqft - 5067
Now complete and turnkey, 54 Church Street is a masterfully restored historic residence in the heart of South of Broad, where Charleston's architectural heritage has been thoughtfully preserved while every major system has been rebuilt for generations to come. This comprehensive studs-out renovation carefully retained and restored the home's original character, including historic windows, masonry, hand-hewn beams, double piazzas, and timeless architectural details, while seamlessly integrating today's most sought-after comforts and conveniences. Designed for effortless living and entertaining, the home showcases a chef's kitchen featuring custom cabinetry, Taj Mahal quartzite, and a premier appliance suite including Wolf, Sub-Zero, and Thermador. An elevator services all three floors, while a dedicated office, flexible bonus room, multiple gathering spaces, and a spectacular rooftop terrace overlooking Charleston's historic skyline create a home that is as functional as it is beautiful. Beyond the interiors, the private courtyard is centered around a gunite pool, offering a peaceful retreat just steps from Charleston's finest dining, shopping, and waterfront. The detached historic carriage house provides the flexibility to remain as a garage or be finished as a guest house, pool house, or private ADU with permit in hand. Every detail--from the restored historic fabric to the custom millwork, herringbone European oak floors, and luxury finishes was saved where it could be then carefully considered to honor the home's past while creating an exceptional turnkey residence for today's lifestyle. A rare opportunity to own a fully restored South of Broad landmark where Charleston's history has been preserved, craftsmanship celebrated, and every detail thoughtfully reimagined.
View details Beds - 4 Baths - 5 Sqft - 4852
Great location next to the College of Charleston campus. All four properties (31 Coming, 29 Coming, 1 Montagu and 1-1/2 Montagu) are contiguous and must be purchased as a package (will not be sold individually). Parking for approximately 20 cars. All properties are currently leased.
View details Beds - 28 Baths - 0 Sqft - 11868
Circa 1754 - The Veree-Duvall House. Perfectly located in the heart of the Old Walled City on historic Church Street, South of Broad. Fine, notable Pre-Revolutionary Pecky Cypress woodwork, especially in the front drawing room. This elegant home boasts a spacious rear addition overlooking the Wertimer-designed garden and luxurious guest house. The new addition allows a generous kitchen, breakfast area, and a grand rear living room opening to the beautiful garden. The 2nd-level primary suite also benefits from the rear addition, with lush garden views. The deep garden is special, as it is double in width in the rear, giving one fabulous entertaining and outdoor dining areas around the chic heated saltwater swimming pool.The single-level, 2 BR guest house is tucked away, discreetly out of view from the main house. The 2nd level of the main house offers three bedrooms and three full baths, with a separate paneled den area in between. To the rear of the second level, you will enjoy the large sunny primary suite, featuring 2 walk-ins, an elegant bath, and your own private terrace overlooking the garden and pool. There is an elevator for access in addition to the staircase. The high elevation location is surrounded by unmatched 18th-century views and only a short, walkable distance to fine dining and galleries.
View details Beds - 5 Baths - 4 Sqft - 4269
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.
View details Beds - 7 Baths - 7 Sqft - 5916
This spectacular home overlooking Colonial Lake was designed by noted architect Bradford Lee Gilbert and constructed by Dr. Manning Simons for his bride in 1902. Set along one of downtown Charleston's most distinguished and picturesque avenues, 22 Rutledge Avenue is a rare, fully reimagined historic residence that seamlessly blends timeless architecture with exceptional modern updates. Behind its stately facade lies a thoughtfully curated home offering elegant interiors and resort-style outdoor living creating a true turnkey opportunity in the heart of the city.Handsome black and white marble surround the entry fountain leading to the front door. The spacious entry foyer is complemented by all new interior and exterior lighting that enhances the home's classic architectural details. The main residence is comprised of 4 Bedrooms and 4 ½ Baths and includes living and dining rooms that are generously sized, along with a large den for family gatherings. Leaded glass windows add to the charm of these beautiful rooms. An adjacent wet bar completes the large area for entertainment and relaxation. A fully renovated kitchen serves as the centerpiece of activity and hosts easy flow for everyday living and comfort. A wall of windows from the kitchen overlooks the beautifully landscaped garden and pool area. The fourth bedroom is currently used as extra large closet but can be returned to its original use. A full house water filtration system and working fireplaces throughout complete the luxury downtown lifestyle. Complementing the property is a beautifully restored carriage house that offers remarkable living and entertaining flexibility. The early 19th century house contains 2 Bedrooms and 1½ Baths and features a fully restored kitchen, den, downstairs bathroom and laundry area. Updated systems throughout make the carriage house ideal for guests or extended living. With its exceptional level of renovation, refined finishes, and prime location, 22 Rutledge Avenue stands as a rare offering, gracefully honoring Charleston's architectural heritage while delivering the comfort, style, and ease of modern luxury living.
View details Beds - 6 Baths - 5 Sqft - 6382
Located in the heart of South of Broad, this beautifully updated Charleston Single offers a rare combination of historic character and thoughtful modern design. Set on a high, elevated lot, both the interior and floor plan have been reimagined for contemporary living while preserving the architectural integrity that defines Charleston's historic homes.The residence features four spacious bedrooms, each with its own en-suite bath, along with multiple living and entertaining spaces designed with both comfort and functionality in mind. At the center of the home, the kitchen opens seamlessly into the great room and overlooks the private garden and pool designed by Sheila Wertimer. The outdoor spaces are exceptionally private and include several gathering areas as well as ampleample off-street parking for two vehicles. Throughout the home, attention to detail is evident in every room. The formal living room and dining room feature coffered ceilings, fireplaces, and rich wood paneling, creating spaces that feel refined yet inviting. The kitchen was designed for both everyday use and entertaining, anchored by a La Cornue range, Sub-Zero refrigerator, 2 Fisher & Paykel drawer dishwashers a separate wine tower, marble surfaces, and a generous scullery that provides additional workspace, storage and a full dishwasher. French doors connect the adjoining family room directly to the pool and garden, allowing for an easy transition between indoor and outdoor living. On the second floor, there is a private den that leads to the primary suite, where features include elevator access, a laundry station, a dedicated beverage station with a Wolf espresso machine and Sub-Zero refrigerator, and beautifully crafted custom closets. The primary bedroom showcases a striking coffered ceiling and a private balcony overlooking the landscaped garden and pool. Its marble-clad en-suite bath offers heated floors, a soaking tub, and a steam shower, creating a serene, thoughtfully designed retreat. On this floor there is one of the 3 guest ensuite guest rooms which is currently being used as a gym. The third floor offers two additional guest suites, each with spacious en-suite bathrooms, providing privacy and flexibility for family or guests. Thoughtfully designed throughout, the home offers a rare combination of scale, privacy, and livability in one of Charleston's most established historic neighborhoods.
View details Beds - 4 Baths - 4 Sqft - 3634
Circa 1768 -- The Joseph Veree House. Classic early Georgian architecture graces this wonderful South of Broad home. To-the-period proportions and scale combined with modern additions allow for today's living. Rare curved double piazzas, early staircase detail, and tall ceilings make this home a showcase for furnishings and entertaining. On the main level, the entry, drawing room and dining rooms all offer the best example of mid-18th Century woodwork and scale. Behind the newly redesigned kitchen is a comfortable den with its own full bath overlooking the elegant, terraced garden. On the 2nd level, the spacious primary suite, with its gorgeous over mantels opens to a newly updated bath and closet suite.Opposite the primary is another finely detailed library/den opening to the 2nd floor piazza with Southern views. The 3rd floor is complete with a charming guest bedroom and bath. At the 2nd level rear, you will find another beautifully appointed guest bedroom with en-suite bath, overlooking an incredible private terraced garden designed by Glenn Gardner. The location is picturesque and perfect. Stroll down historic Church Street day or night to enjoy the beauty. Well cared for, all systems up to date. Gated off street parking.
View details Beds - 3 Baths - 4 Sqft - 4755
Premier Downtown Charleston Multifamily Investment Opportunity - Fully Leased This is a rare opportunity to acquire a trophy-level, high-end multifamily portfolio in the heart of Downtown Charleston. This property spans an entire city block and consists of four buildings with seven total units and 28 bedrooms, encompassing nearly 13,000 square feet of well-appointed rental space. The property has a strong history of serving both student and professional tenants, with proven performance, durability, and long-term appreciation.At the core of the offering are two modern buildings constructed in 2017 totaling four units, each designed with four bedrooms, four-and-a-half baths, and approximately 1,750 square feet per unit, thoughtfully configured across three expansive stories.Built for long-term durability and premium rental demand, the residences offer well-appointed interiors with high-quality, low-maintenance finishes. The main living areas feature durable ceramic tile plank flooring paired with stainless-steel appliances and solid surface countertops. Bathrooms are finished with tiled floors, tiled surrounds, and wainscoted walls. Architectural and design upgrades include vaulted ceilings, shiplap accents, rooftop balconies, soft-close kitchen cabinetry. All units contain en suite bathrooms and in-unit washer and dryers, making the layout ideal for roommate-style living and premium per-bedroom rent strategies. The newer construction buildings are outfitted with standing-seam metal roofs, tankless water heaters, newer HVAC systems, and thermal-rated windows and doors, delivering energy efficiency and long-term durability. Flanking either end of the modern structures is two fully renovated historic Charleston residences that add timeless character to the property. One fronts Ashley Avenue and contains two units, while the other fronts Orrs Court and contains one unit. Both historic buildings were comprehensively renovated in 2017 and seamlessly integrated into the overall asset, blending historic charm with modern functionality. Importantly, all structures are raised out of the flood zone and built to the highest construction standards, offering superior insurance positioning and long-term risk mitigation. The entire property is fully leased through July 31, 2026, with historical occupancy at 100% and average rental rate increases of approximately 10% per year since 2021, reflecting strong market fundamentals and sustained demand. The property is ideally located within Charleston's historic downtown district and in close proximity to the region's largest public and private sector employers, including the Medical University of South Carolina, Roper St. Francis Healthcare and within one mile of the College of Charleston, the Medical University of South Carolina, The Citadel, and Charleston School of Law, creating a powerful and consistent tenant pipeline. This turn-key, stabilized investment offers a rare opportunity to acquire a block-wide luxury multifamily portfolio designed for maximum durability, premium rents, and long-term appreciation in one of Charleston's most supply-constrained and high-demand rental corridors.
View details Beds - 16 Baths - 0 Sqft - 12825
A rare opportunity to own one of Charleston's most distinctive hospitality properties, The Ashley Inn seamlessly blends historic grandeur, modern luxury, and proven income-producing potential in the heart of downtown Charleston. Originally constructed in 1852 as a magnificent Greek Revival Charleston Single House by prominent machinist and industrialist William Lebby, this meticulously restored landmark showcases nearly two centuries of Charleston history while offering today's most sought-after conveniences. Following an extensive renovation and restoration, The Ashley Inn stands as a turnkey boutique lodging property featuring eight beautifully appointed guest accommodations across the main residence and carriage house. The main house offers seven ensuite guest rooms, each thoughtfullydesigned to honor the property's historic character while providing modern comfort. Rich architectural details, including original heart pine floors, intricate millwork, oversized pocket doors, soaring ceilings, and preserved period craftsmanship, create an atmosphere that is both elegant and inviting. Signature Charleston double piazzas stretch the full length of the home, offering guests the quintessential Lowcountry experience with shaded outdoor living spaces overlooking the historic streetscape. One of the property's most captivating features is the renowned Speakeasy Suite, where a historic underground cistern has been transformed into a one-of-a-kind private lounge, creating an unforgettable guest experience unlike any other in Charleston. Complementing the main inn is a separate carriage house featuring two bedrooms and two baths, operating as a legal, active short-term rental. Complete with its own living spaces and amenities, the carriage house provides exceptional flexibility for continued hospitality operations, owner occupancy, or additional rental income. The Ashley Inn's premier location places guests within walking distance of Charleston's celebrated restaurants, shopping districts, museums, medical centers, and historic attractions. Rare onsite parking further enhances the property's appeal, an increasingly valuable amenity in downtown Charleston. This is a great value add opportunity to add a pool and further increase the income. Whether envisioned as a continued boutique bed-and-breakfast operation, a luxury hospitality investment, an event venue, or a grand private residence with income-producing accommodations, The Ashley Inn represents an extraordinary opportunity to acquire a fully renovated historic property with unmatched character, exceptional versatility, and an irreplaceable presence in one of the South's most coveted destinations.
View details Beds - Baths - 0 Sqft - 4468
A rare opportunity to own one of Charleston's most distinctive hospitality properties, The Ashley Inn seamlessly blends historic grandeur, modern luxury, and proven income-producing potential in the heart of downtown Charleston. Originally constructed in 1852 as a magnificent Greek Revival Charleston Single House by prominent machinist and industrialist William Lebby, this meticulously restored landmark showcases nearly two centuries of Charleston history while offering today's most sought-after conveniences. Following an extensive renovation and restoration, The Ashley Inn stands as a turnkey boutique lodging property featuring eight beautifully appointed guest accommodations across the main residence and carriage house. The main house offers seven ensuite guest rooms, each thoughtfullydesigned to honor the property's historic character while providing modern comfort. Rich architectural details, including original heart pine floors, intricate millwork, oversized pocket doors, soaring ceilings, and preserved period craftsmanship, create an atmosphere that is both elegant and inviting. Signature Charleston double piazzas stretch the full length of the home, offering guests the quintessential Lowcountry experience with shaded outdoor living spaces overlooking the historic streetscape. One of the property's most captivating features is the renowned Speakeasy Suite, where a historic underground cistern has been transformed into a one-of-a-kind private lounge, creating an unforgettable guest experience unlike any other in Charleston. Complementing the main inn is a separate carriage house featuring two bedrooms and two baths, operating as a legal, active short-term rental. Complete with its own living spaces and amenities, the carriage house provides exceptional flexibility for continued hospitality operations, owner occupancy, or additional rental income. The Ashley Inn's premier location places guests within walking distance of Charleston's celebrated restaurants, shopping districts, museums, medical centers, and historic attractions. Rare onsite parking further enhances the property's appeal, an increasingly valuable amenity in downtown Charleston. This is a great value add opportunity to add a pool and further increase the income. Whether envisioned as a continued boutique bed-and-breakfast operation, a luxury hospitality investment, an event venue, or a grand private residence with income-producing accommodations, The Ashley Inn represents an extraordinary opportunity to acquire a fully renovated historic property with unmatched character, exceptional versatility, and an irreplaceable presence in one of the South's most coveted destinations.
View details Beds - 9 Baths - 9 Sqft - 4468
A renewed opportunity to pursue one of Harleston Village's rare historic compounds. The prior buyer elected not to proceed at no fault of the seller. Tucked within the heart of Harleston Village, 49 Smith Street presents an extraordinarily rare opportunity to own one of downtown Charleston's most distinctive historic compounds. Originally anchored by a circa 1860 main residence (5000sf) and complemented by a separate circa 1880 carriage house (2500sf), this landmark European villa-style estate blends architectural pedigree, private compound living, and exceptional long-term potential across approximately 7,525 square feet.Behind its striking two-tone English Flemish brick façade, the property unfolds as a true multi-structure estate--an offering seldom found in one of Charleston's most sought-after neighborhoods. The sprawling three-story main residence encompasses over 5,000 square feet. It is currently configured as seven independent residences, many of which feature original fireplaces, stately wood interiors, hand-poured glass windows, and an abundance of natural light that pours through the historic façade. Complementing the main house is a fully private two-story carriage house exceeding 2,500 square feet, accessed through its own gated entry and complete with a garage, expansive porch, and elevated rooftop terrace. This secluded secondary residence offers an extraordinary living experience--ideal as a luxurious guest residence, private office, studio, or boutique retreat. What sets 49 Smith apart is the extraordinary balance of immediate utility and future vision. The opportunity to thoughtfully reimagine the main residence into one of Harleston Village's most compelling private homes has already been carefully explored, with preliminary architectural and construction guidance reinforcing the extraordinary potential of the estate. For the right buyer, this presents a rare chance to create a grand three-story historic residence while preserving the carriage house as a private, design-forward complement--an offering that would be exceptionally rare within the downtown Charleston market. Equally compelling is the lifestyle this property affords today. Morning light filters through the hand-poured glass windows, illuminating preserved historic interiors and rich architectural details. Evenings unfold across the veranda patios and rooftop terrace, creating a layered indoor-outdoor living experience that feels both private and deeply connected to the rhythm of downtown Charleston. Just moments from Colonial Lake, King Street, Broad Street, and the iconic Wentworth Mansion, the location offers a walkable lifestyle surrounded by Charleston's most celebrated architecture, dining, shopping, and cultural landmarks. Whether envisioned as a legacy private residence, a multi-generational compound, or an income-producing hold with exceptional upside, 49 Smith Street offers a level of scale, flexibility, and architectural significance that is rarely available. This is more than a property--it is a once-in-a-generation opportunity to steward one of Harleston Village's most remarkable estates into its next chapter.
View details Beds - 10 Baths - 10 Sqft - 7526
Looking for that perfect investment property? Look no further than 162 Spring Street: a turnkey investment asset featuring twelve bedrooms, ten bathrooms, seven off-street parking spaces, and a triple-net-leased restaurant in the heart of Charleston's STR overlay. On pace for over $400,000 in gross revenue! Approximately 5,881 square feet across three separate buildings. All furniture and fixtures included in the sale . The property transfers with a proven rental revenue history and a sitting commercial tenant.The front building includes two, 2BR/2BA STR-licensed condos positioned behind a fully leased NNN commercial space. (Three units total)The middle building is a 4BR/3BA single-family home built in 2018.The perfect house to own downtown, that doesn't come with the deferred maintenance of a 100 year old historic home.The last building on the property is another 4BR/3BA home of matching construction vintage, equally equipped for short-term rental performance. Cannonborough-Elliotborough is the most-watched submarket on the peninsula -- Michelin-starred operators (Vern's, Chez Nous), independent retail along Spring and Upper King, and a guest demographic that skews higher-income and longer-stay than the City Market tourist corridor. The opportunity to acquire four fully licensed and operating short-term-rentals PLUS a restaurant space is a rare find here in Charleston.
View details Beds - 12 Baths - 10 Sqft - 5881
On pace for over $400,000 in gross revenue! Introducing 162 Spring Street: a turnkey investment asset featuring twelve bedrooms, ten bathrooms, seven off-street parking spaces, and a triple-net-leased restaurant in the heart of Charleston's STR overlay. Approximately 5,881 square feet across three separate buildings. All furniture and fixtures included in the sale . The property transfers with a proven rental revenue history and a sitting commercial tenant.The front building includes two, 2BR/2BA STR-licensed condos positioned behind a fully leased NNN commercial space. (Three units total)The middle building is a 4BR/3BA single-family home built in 2018. The perfect house to own downtown, that doesn't come with the deferred maintenance of a 100 year old historic home.The last building on the property is another 4BR/3BA home of matching construction vintage, equally equipped for short-term rental performance. Cannonborough-Elliotborough is the most-watched submarket on the peninsula -- Michelin-starred operators (Vern's, Chez Nous), independent retail along Spring and Upper King, and a guest demographic that skews higher-income and longer-stay than the City Market tourist corridor. The opportunity to acquire four fully licensed and operating short-term-rentals PLUS a restaurant space is a rare find here in Charleston.
View details Beds - 12 Baths - 0 Sqft - 5881
114 Spring Street presents a rare opportunity to acquire a fully renovated, mixed-use investment asset in the heart of downtown Charleston. This turnkey property features multiple income streams, anchored by a successful triple net leased restaurant operating on a 10-year lease with built-in annual rent escalations, providing a highly stable and passive income foundation. Complementing the commercial component are two high-performing short-term rental apartments, creating additional upside and diversified revenue. The property is located within the City of Charleston's Accommodation Overlay Zone, further enhancing its long-term value and flexibility for short-term rental operations. Recognized as a Historic Charleston Foundation/Historic Caropolis award-winning building, the asset hasundergone a substantial upfit and restoration, thoughtfully preserving its historic character while incorporating modern, high-end finishes throughout. The income profile is driven by the stability of the long-term restaurant lease, allowing an investor to benefit from predictable, low-management cash flow, while the short-term rental units provide meaningful supplemental income and the ability to grow revenues through dynamic pricing and operational efficiencies. As outlined in the pro forma operating summary, the asset demonstrates strong gross income generation across both residential and commercial components, supported by a balanced expense structure. Strategically positioned on Spring Street--one of Charleston's most desirable and high-traffic corridors--the property benefits from exceptional walkability and immediate access to some of the city's top dining, retail, and entertainment destinations. The combination of premier location, award-winning historic significance, accommodation zoning advantages, and diversified yet restaurant-anchored income streams makes 114 Spring Street a compelling investment for buyers seeking both immediate returns and long-term appreciation in one of the Southeast's most resilient real estate markets.
View details Beds - Baths - 0 Sqft - 6735
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!
View details Beds - 9 Baths - 9 Sqft - 11752
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income - $588,061. Showings limited due to bookings. This property is turnkey and ready to go!
View details Beds - 9 Baths - 0 Sqft - 11752
Welcome to a truly exceptional residence where refined elegance and thoughtful design converge. Ideally located in Ansonborough, one of downtown Charleston's most desirable and walkable neighborhoods, this fully renovated historic home offers a rare blend of architectural character, modern luxury, and effortless livability.Meticulously updated inside and out, the home unfolds with light-filled interiors, gracious proportions, and soaring ceilings. Rich hardwood floors, designer lighting, and curated finishes create a warm yet sophisticated aesthetic, while the seamless flow between living spaces is perfectly suited for both elevated entertaining and everyday living.The elegant living room is anchored by a gas fireplace and flows seamlessly into the dining room and chef's kitchen--the true heart of the home. Designed to the highest standard, the kitchen features custom cabinetry, a statement waterfall island, and premium appliances including a Wolf range, Sub-Zero refrigerator, Miele coffee system, and Bosch dishwasher. A thoughtfully placed pantry and powder room add convenience to this central gathering space. A standout feature is the newly renovated wine room--an intimate, design-forward lounge complete with a gas fireplace, custom mantle, dual wine refrigerators, ice maker, beverage fridge, secondary dishwasher, and bespoke metal-accented cabinetry. This space is ideal for relaxed evenings or sophisticated entertaining. Outdoor living is equally compelling. A beautifully designed brick courtyard with lush landscaping and a fountain creates a private oasis, complemented by a fully equipped outdoor kitchen with grill, dual burners, and pizza oven. Double piazzas offer additional space to unwind, while gated off-street parking for three vehicles is a rare and valuable amenity downtown. The second floor offers a versatile living space overlooking Society Street--perfect as a home office, media room, or secondary family room. The primary suite is a serene retreat, featuring a spa-like bath with soaking tub, walk-in shower, dual vanity, marble finishes, and heated floors, along with a generous walk-in closet and dedicated laundry. Additional guest accommodations are thoughtfully distributed throughout the home. A charming rear guest suite features exposed beams in the bedroom, an en-suite bath, and its own washer/dryer, while the third floor offers another private bedroom suite with full bath and storage. The lower level provides a beautifully finished guest retreat with exposed brick and beams, a spacious bedroom, full bath, and ample storage. Every detail of this home has been carefully considered to create a residence that is both luxurious and livable. Just steps from Charleston's finest dining, shopping, and cultural amenities, this is a rare opportunity to own a turnkey historic property in one of the city's most coveted neighborhoods. Full list of Features & Upgrades in documents.
View details Beds - 4 Baths - 4 Sqft - 3989
A rare opportunity to own a newly constructed mixed-use investment property in the heart of Charleston's rapidly growing Upper King Street corridor. Completed in 2024, 651 King Street offers approximately 4,253 square feet across three stories, featuring a fully operational 5 bed, 4.5 bath luxury short-term rental on the upper floors and a ground-floor commercial space occupied by Steep Me Tea Apothecary under a long-term NNN lease. The upper-level accommodation delivers a premium guest experience with upscale finishes, spacious gathering areas, and a rooftop terrace overlooking one of Charleston's most vibrant commercial districts. The property benefits from its location within the highly sought-after Cannonborough-Elliotborough STR Overlay, one of the few areas on the peninsula where commercial short-term rentals are permitted. Positioned on the prominent corner of King and Line Streets, the property sits directly adjacent to Courier Square, a transformative $500M+ mixed-use redevelopment that continues to reshape this section of downtown Charleston with luxury residential, retail, office, hospitality, and public gathering spaces. Additional nearby growth drivers include Greystar's global headquarters, MUSC, WestEdge, the College of Charleston, and numerous new residential and commercial developments. The ground-floor commercial space was purpose-built for restaurant or retail use and includes restaurant infrastructure such as a grease trap and designated hood location. Combining stable commercial income with the upside of Charleston's thriving luxury hospitality market, this turnkey asset presents a unique opportunity to acquire a modern, income-producing property in one of the city's most supply-constrained and rapidly appreciating locations.
View details Beds - 5 Baths - 0 Sqft - 4253
176-178 Broad includes 3 buildings that harmoniously blend historic charm with modern luxury. This exceptional property encompasses 9 units, (4) 1 bed/1 bath units, (4) 2 bed/2 bath units, & (1) 2 bed/1 bath unit totaling 14 bedrooms & 13 bathrooms. These units have been meticulously updated to provide modern comforts while preserving the historic elements that make Charleston properties so desirable. Residents will appreciate features such as exposed wood beams, decorative fireplaces, stunning wood floors, piazzas, & spiral staircases. Additionally, 9 off-street parking spaces are available & this property has the potential for a condo conversion. Perfectly situated close to Colonial Lake, this is an extraordinary blend of history, luxury, & prime location, making it an ideal investment.These properties have an approved condo conversion with HPR documents ready for filing if desired, offering the opportunity to keep as a cash flowing property or sell off units individually for highest & best return! Two commercial pools have been approved should a buyer wish to install pools.
View details Beds - Baths - 0 Sqft - 7159
Nestled within the heart of downtown Charleston's historic district, this exclusive new construction project introduces six meticulously crafted luxury townhomes. Boasting classic design elements and utilizing only the finest quality materials, these residences redefine modern luxury living. Situated on the cusp of Ansonborough, a serene residential neighborhood, residents will find themselves mere steps away from the vibrant energy of King Street boutiques and restaurants, Marion Square Park, cultural landmarks like the Gaillard Auditorium, and more. Designed in harmony with its historic surroundings, the exterior of these townhomes features three-coat stucco, refined cast stone, extensive custom finishes, and insulated concrete form construction, which is ideal for maximum energyefficiency. Ensuring utmost privacy and security, residents enjoy a gated entry and dedicated parking, with two assigned spaces for each property. A private, secure lobby with an elevator leads to the second and third floors of the building, while elegantly appointed hallways and soundproofing on all common walls and floors further enhances the building's appeal. Each residence exudes timeless sophistication with custom cabinetry in the kitchens and baths, integrated high-end appliances, gas fireplaces, natural stone counters, tile backsplashes, designer plumbing and light fixtures, wide plank hardwood floors, and lofty 10-foot ceilings. Private balconies invite al fresco relaxation, and all of the rooms are spacious and light-filled. There is also a large, conditioned storage unit for each unit on the ground floor of the building. Unit 302 is the prized penthouse unit in the building and features 3,221 square feet of living space including 3 bedrooms and 3.5 bathrooms. A private entrance from the elevator opens into the unit, where you're greeted by open living spaces seamlessly blending a spacious living room, dining room, and kitchen, ideal for everyday living or entertaining. Numerous skylights throughout the unit flood the home with natural light. An expansive rooftop terrace, accessible from the living room and one of the guest bedrooms, extends the living area for al fresco relaxation and dining. The primary bedroom suite offers a serene retreat with access to an intimate rooftop terrace, a large walk-in closet, and an en suite bathroom featuring a dual sink vanity, tiled shower, and soaking tub. The remaining two guest suites are well-sized with nicely appointed bathrooms. As of August 2024, the property has been acquired, permits have been approved and secured, and demolition and site work is in progress. Impeccably designed and meticulously executed, these townhomes will epitomize refined urban living in Charleston's historic heart.
View details Beds - 3 Baths - 3 Sqft - 3221
Located on gracious South Battery Street, exclusively South of Broad, completely renovated and upgraded to today's expectations. Surrounded by a lush Sheila Wertimer designed garden, off-street parking and a recently created garden folly that gives a tremendous amount of dry storage for a golf cart and bicycles. The main level offers bright and sunny formal rooms, spacious kitchen overlooking a large and comfortable family room all with tropical garden views. The breakfast room and family room provide direct access to the lush garden. The second level boasts a spacious and sunny primary suite, featuring a generous bath space and 3 walk-in closets. The 2 guest bedrooms share a luxurious bath in between.Many additional features all in a manageable package and desirable location, just steps from the new Battery, perfect for your morning walk along the Waterfront.
View details Beds - 3 Baths - 2 Sqft - 3050
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 301 features 2,604 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 covered terrace, accessible from the living room, extends the living area for al fresco relaxation and dining. The unit features dual primary bedroom suites, each offering a serene retreat with large walk-in closets and private baths featuring dual sink vanities, WCs, tiled showers, and soaking tubs, while the remaining guest suite is well-sized with a nicely appointed bathroom. As of April 2026, significant progress continues at 284 Meeting Street, bringing this exceptional new addition to Charleston's historic district closer to completion.
View details Beds - 3 Baths - 3 Sqft - 2604
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.
View details Beds - 3 Baths - 3 Sqft - 2847
Nestled within the heart of downtown Charleston's historic district, this exclusive new construction project introduces six meticulously crafted luxury townhomes. Boasting classic design elements and utilizing only the finest quality materials, these residences redefine modern luxury living. Situated on the cusp of Ansonborough, a serene residential neighborhood, residents will find themselves mere steps away from the vibrant energy of King Street boutiques and restaurants, Marion Square Park, cultural landmarks like the Gaillard Auditorium, and more. Designed in harmony with its historic surroundings, the exterior of these townhomes features three-coat stucco, refined cast stone, extensive custom finishes, and insulated concrete form construction, which is ideal for maximum energyefficiency. Ensuring utmost privacy and security, residents enjoy a gated entry and dedicated parking, with two assigned spaces for each property. A private, secure lobby with an elevator leads to the second and third floors of the building, while elegantly appointed hallways and soundproofing on all common walls and floors further enhances the building's appeal. Each residence exudes timeless sophistication with custom cabinetry in the kitchens and baths, integrated high-end appliances, gas fireplaces, natural stone counters, tile backsplashes, designer plumbing and light fixtures, wide plank hardwood floors, and lofty 10-foot ceilings. Private balconies invite al fresco relaxation, and all of the rooms are spacious and light-filled. There is also a large, conditioned storage unit for each unit on the ground floor of the building. Unit 303 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. Numerous skylights throughout the unit flood the home with natural light. 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 and tiled shower, while the remaining two guest suites are well-sized with nicely appointed bathrooms. As of August 2024, the property has been acquired, permits have been approved and secured, and demolition and site work is in progress. Impeccably designed and meticulously executed, these townhomes will epitomize refined urban living in Charleston's historic heart.
View details Beds - 3 Baths - 3 Sqft - 2847
Old Charleston soul meets refined new luxury on one of Harleston Village's most admired streets. Behind the graceful facade, this home has been reimagined from the ground up -- honoring the city's architectural heritage while embracing a modern, elevated lifestyle.Wide double piazzas spill into lush gardens and a sparkling pool surrounded by curated landscaping that feels like a private resort. Inside, natural light, timeless millwork, and thoughtful design create a seamless blend of history and comfort.
View details Beds - 4 Baths - 4 Sqft - 2580
Welcome to 35 Gibbes Street, a historic Charleston residence tucked away in the heart of the peninsula. Located just moments from the Battery, waterfront, and the charm of downtown Charleston, this home offers the rare opportunity to experience the character and rhythm of one of the city's most treasured neighborhoods.Thoughtfully redesigned with intention, this home showcases timeless Charleston architecture. The layout was carefully reimagined to enhance functionality while preserving the home's original charm, now featuring two primary suites, a screened porch, an upstairs den, and beautifully connected living spaces. Classic details are complemented by refined updates including white oak floors, a restored original cast iron tub, a new ventless gas fireplace system, and freshFarrow & Ball paint throughout. Every room reflects a thoughtful balance of historic character and designer craftsmanship. The kitchen serves as a true centerpiece with custom cabinetry, paneled appliances, a La Cornue Italian range, Rohl plumbing fixtures, unlacquered brass hardware, and leathered finish quartzite countertops and backsplash. Throughout the living spaces, custom details including Venetian plaster walls and ceilings, a Cle Tile fireplace surround, paneled walls, and built-in cabinetry with an undercounter beverage refrigerator create a warm and timeless aesthetic. The private spaces continue the home's elevated design with beautifully appointed bathrooms featuring Waterworks plumbing fixtures, marble accents, custom vanities, designer wallpapers, and curated tile selections. Additional thoughtful improvements include laundry added on both levels, updated electrical wiring, new HVAC systems, and functional enhancements designed for modern living without compromising the home's historic soul. The exterior has been equally considered, with refreshed landscaping, irrigation, fresh exterior paint, upgraded gutters, a metal roof addition, and the rare convenience of off-street parking for 2-3 vehicles. 35 Gibbes Street is a true Charleston gem - a home where history, craftsmanship, and thoughtful design come together in one of the city's most desirable locations.
View details Beds - 4 Baths - 4 Sqft - 2956
This exceptional downtown residence showcases the very best of Charleston living, blending historic architectural details with thoughtful modern updates and extraordinary flexibility.From the moment you enter the gracious foyer this Queen Anne style home reveals its pedigree, circa 1878. Original hardwood floors with intricate inlay designs, soaring ceilings, and exquisite millwork create a sense of quiet sophistication with grand scale that carries throughout the home.The formal living room, anchored by a gas fireplace and bathed in natural light, flows effortlessly into an intimate den, perfect for cocktails, conversation, cozy TV room, or a game of mahjong. Pocket doors open to a stately dining room with a gas fireplace, while an adjacent office and music room provide beautifully appointed spaces for work and retreat. The kitchen is both inviting and impressive, as a fully-renovated, expansive, light-filled gathering space featuring a large center island, a custom banquette window seat, and a gas fireplace that adds warmth and charm. Designed for both everyday living and elevated entertaining, it opens seamlessly to a charming porch with a retractable awning and generous seating areas, creating an effortless indoor-outdoor lifestyle that overlooks the beautiful garden. Upstairs, the second level continues the home's sense of scale and refinement. The primary suite is a tranquil retreat, opening to a charming porch with a sofa swing and featuring a spacious walk-in closet and a beautifully appointed bath with dual vanities, soaking tub, and walk-in tiled shower. Two additional bedrooms on the second floor are generously sized and filled with character, offering (non-working) fireplaces, bespoke finishes, and thoughtfully designed baths. One bedroom features a large walk-in closet and en suite bathroom, while the other bedroom leads to a large laundry room with bonus built-in storage and a lovely hall full bathroom. The third floor provides exceptional versatility, currently configured as a fitness studio and additional bedroom, along with architectural details including exposed brick, charming circular rose window, and extensive walk-in attic storage. A downstairs ground floor level room also provides flexibility for an additional den, office or playroom. What truly sets this property apart is the rare inclusion of two fully equipped guest apartments, terrific for hosting long-term guests, accommodating extended family, or generating additional monthly rental income. Each one-bedroom, one full bath apartment is thoughtfully designed with sunny private living rooms, high ceilings, full kitchens, marble-appointed full baths, and additional shared laundry. These full guest apartment suites offer exceptional flexibility without compromising privacy or elegance. The gardens are nothing short of enchanting, professionally designed and richly layered with mature plantings, curated landscaping, and a dedicated fruit garden. This private outdoor sanctuary is both serene and visually stunning, offering a true escape in the heart of the city. Ample off-street parking is an added bonus downtown. Warren is a quiet, charming one-way street with mature trees and beautiful homes. Less than three blocks to King Street and on high ground, the location is fantastic. A rare offering, this property seamlessly blends historic character with modern livability, enhanced by its full guest accommodations, magnificent gardens, and thoughtfully designed living spaces, creating a truly one-of-a-kind Charleston residence.
View details Beds - 6 Baths - 5 Sqft - 5800
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.
View details Beds - 3 Baths - 3 Sqft - 2608
This three-story Victorian Charleston Single house, located south of the Crosstown, offers a rare mixed-use opportunity of 4 residential units and 2 commercial spaces all currently leased.. The front home features two spacious residential units in the main building each with three bedrooms and three bathrooms, occupying the upper floors and sharing a classic Charleston piazza. Both units showcase open floor plans, high ceilings, and original wood flooring, blending historic character with modern conveniences. Each unit has a private entry leading to a shared south-facing piazza.The ground level includes approximately 2,547 square feet of fully built-out commercial space, currently occupied by two tenants: Nook Tiny Cafe & Market and Kultura Charleston.Situated behind the main building are two newly constructed single-family homes, each approximately 1,400 square feet with three bedrooms and 3.5 bathrooms. One home features a wraparound porch, and both are finished with durable Hardie Plank siding. The entire property was renovated in 2017, with the rear homes also completed that same year. It boasts a strong rental history and is currently fully leased.
View details Beds - 9 Baths - 0 Sqft - 7862
Stunning, turnkey short-term rental opportunity in the heart of downtown Charleston. This exceptional two-unit property features a total of 7 bedrooms and 7 bathrooms, including a 4 bed / 4 bath Unit A and a 3 bed / 3 bath Unit B, offering immediate income potential ($375k+) with professional management already in place and a proven track record of consistent 5-star guest reviews. Originally a historic residence, the property has been completely renovated by a premier general contractor and interior design team, blending classic Charleston character with modern functionality. Each unit is professionally furnished and thoughtfully appointed, and the sale includes all appliances, fixtures, and furnishings providing a seamless, turnkey investment.The outdoor living experience sets this property apart, featuring a private backyard retreat with spa, built-in grill, expansive lounge deck, and large outdoor dining area. Blue stone patios and brick walkways are complemented by custom landscaping and iron gates, creating one of the most distinctive and upscale outdoor environments in the city. Projected 2026 revenue is estimated at $367,000, with over $200,000 already booked, underscoring the property's strong performance and demand. Additional financials and expense details are available upon request. Ideally located within walking and biking distance to MUSC, as well as the vibrant shops, restaurants, and nightlife of Cannonborough-Elliotborough and Upper King Street, this offering presents a rare opportunity to acquire a high-performing, fully permitted short-term rental asset in one of Charleston's most sought-after neighborhoods.
View details Beds - 7 Baths - 0 Sqft - 2811
Perched above Charleston's celebrated Waterfront Park, this extraordinary new construction two bedroom, two and a half bath fee-simple townhouse is a true one-of-a-kind residence. With water views, this home delivers a perspective and lifestyle that simply cannot be duplicated. Every detail reflects superior craftsmanship, designer finishes, and curated hardware. An expansive rooftop deck with a 360-degree panorama is the crown jewel, enhanced by an electric sliding skylight for seamless access--an entertainer's dream and a sanctuary for private sunsets.Inside, the reverse floor plan maximizes the vistas with an open-concept living and dining area, where water views can be enjoyed from every window and a gas fireplace with stone inserts anchors the space with warmth and sophistication. Eleven-foot ceilings create a wide and airy sense of space, complemented by white oak floors throughout and a tiled entranceway that sets the tone for elegance. The chef's kitchen is a true showpiece, featuring a dramatic waterfall island with quartz countertops, a six-burner Wi-Fi-enabled Thermador range, Brizo fixtures, a 58-bottle wine refrigerator, a separate icemaker, and a Sharp microwave convection oven with integrated air fryer for ultimate versatility. The primary suite is a true sanctuary, offering a generous walk-in closet and a spa-like bath with marble and tile accents, designer sink basins, and elegant finishes. A private guest retreat with its own en suite bath ensures comfort and privacy, making it ideal for hosting with ease. Every element of this home has been thoughtfully designed for beauty, durability, and convenience. A private two-car garage, a state-of-the-art elevator, ductless HVAC, Gayko hurricane-rated windows and doors, and a low-maintenance stucco exterior all ensure ease of living without compromise. This rare property combines timeless design, modern innovation, and an unparalleled location. A residence of this caliber is seldom available.
View details Beds - 2 Baths - 2 Sqft - 2000
Set in the heart of Ansonborough, one of Charleston's most coveted historic neighborhoods, this impeccably maintained late 19th-century Charleston Single house is a rare offering that seamlessly blends period architecture with refined contemporary living. At just over 2,700 square feet, the residence lives far larger than its footprint suggests, offering generous proportions, gracious entertaining spaces, and an effortless indoor-outdoor connection that defines the very best of Lowcountry living. A wide and welcoming entry foyer sets the tone for the home's elegant features. The double drawing rooms are filled with light due to the abundance of large two-over-two glass paned windows on three sides of the home. A separate dining room with two sets of French doors leads to a stunning atrium-like addition transforming the kitchen and den into a year-round retreat. Double-height floor-to-ceiling sliding glass walls open to reveal spectacular views of the private garden. The kitchen is well appointed and efficient with stone countertops, custom cabinetry and luxury appliances. The open floor plan allows the cook to be part of all the action. Upstairs, the grand primary suite is private and spacious with direct access to the second-floor piazza, making this a perfect place to enjoy a quiet moment or a morning cup of coffee. The primary bath features high-quality finishes including marble basket-weave tile, large shower enclosure, and dual sinks. Two charming guest bedrooms share a beautifully appointed bath with double sinks, a large soaking tub and a serene garden view, while a deep walk-in cedar closet and a thoughtfully designed hallway office complete the upper level. Designed by noted landscape architect Glen Gardener, the lush, rear garden is an urban sanctuary. The elevated deck with a sculptural firepit and grill station, seating and dining areas allows you to enjoy the garden for multiple purposes. An elevated pond and fountain complete the serene setting. An added bonus is the private brick driveway accommodating two vehicles in tandem for off-street parking. Numerous exterior and interior refinements - undertaken with care and quality, make this a truly move-in ready home. Whether you are seeking a full-time residence or a distinguished pied-à-terre in one of America's great historic cities, this remarkable property is ready for its next chapter.
View details Beds - 3 Baths - 2 Sqft - 2712
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