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$1,999,999
7 Beds ⋅ 7 Baths ⋅ 26021152 MLS ⋅ Eastside SubDv. ⋅ Active Status
BRING ALL OFFERS! X Flood Zone - No Flood Insurance Required! A rare opportunity to own two charming 2021 construction homes in pristine condition on one lot just blocks from King Street in the heart of downtown Charleston. 11 Hanover Street offers incredible flexibility for a College of Charleston parent, owner-occupant, or investor. Both buildings have been rented since June 1, 2022, with tenants currently in place through May 31, 2027 (Building A) and April 30, 2027 (Building B). Current ownership has never increased rents, which have remained at $1,500 per bedroom since 2022, generating $10,500 per month in rental income. With current market rents ranging from approximately $1,850-$2,100 per bedroom, a new owner has significant upside potential to increaseincome at lease expiration. Tenants are responsible for all utilities with the exception of Wi-Fi. The property is eligible for the STR CAT 2 Bed & Breakfast permit, allowing an owner to occupy one of the two buildings at the 4% owner-occupied tax rate while legally operating the other as a nightly short-term rental at the 6% tax rate. Projected gross revenue for owner-occupying Building B and short-term renting Building A is approximately $133,000 annually. The front home (A) features 4 bedrooms, 4 full bathrooms, and 2,084 square feet, while the rear home (B) offers 3 bedrooms, 3 full bathrooms, and 1,378 square feet. Both homes were completed in 2021 and have been meticulously maintained since construction. Properties have recently been landscaped and interiors painted. Additional highlights include metal roofs, tankless water heaters for endless hot water, raised slab foundations (no crawlspace maintenance or moisture concerns), a transferable termite bond through Elam's, PLENTY off-street parking, and the ability to apply for additional residential parking decals through the City of Charleston. Offering an unbeatable downtown location, rare X Flood Zone designation, modern construction, multiple investment strategies, and substantial income potential, 11 Hanover Street is truly a one-of-a-kind opportunity in downtown Charleston.

11 Hanover Street Unit #A,B, Charleston
$1,495,000
2 Beds ⋅ 2.5 Baths ⋅ 26020692 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Welcome to 1 Bennett Street, Unit 3--a beautifully renovated historic residence offering more than 2,000 square feet of refined Charleston living directly across from Cannon Park. Located in the heart of Harleston Village, this distinctive three-story condominium blends the architectural character of an 1890 home with the comfort and craftsmanship of a thoughtfully completed renovation. Inside, Brazilian cherry hardwood floors, soaring ceilings, custom millwork and abundant natural light create a warm and elegant setting. The spacious kitchen features oversized cherry cabinetry, granite countertops, a large island and a gas range, while multiple living areas provide flexibility for entertaining, working from home or welcoming overnight guests.The residence includes two bedrooms, two-and-one-half baths, generous closets, a gas-log fireplace, wet bar, full front porch and private deck. Step outside and enjoy one of downtown Charleston's most desirable neighborhoods, with Cannon Park just across the street and the city's renowned dining, shopping, universities and cultural attractions nearby. Historic character, impressive interior space and an exceptional Harleston Village location come together in a home that offers a truly distinctive Charleston lifestyle.

1 Bennett Bennett Unit #3, Charleston
$1,850,000
3 Beds ⋅ 1.5 Baths ⋅ 26020507 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
Some homes announce themselves. Others remain quietly hidden, waiting to be discovered. Tucked behind the storied Category I James Jervey House, down one of Ansonborough's most peaceful, tree-lined streets, sits a residence few ever have the opportunity to experience. Shielded by private gardens and tucked away from the rhythm of downtown Charleston, this exceptional brick carriage house offers a rare kind of privacy in one of the city's most historic and sought-after neighborhoods. From the moment you step through the gate, the pace changes. The noise of the city fades, replaced by a sense of calm that feels increasingly rare in downtown Charleston.It is a home that feels intimate, timeless, and deeply connected to the city's architectural heritage while embracing the comforts of modern living. Natural light pours through the home, highlighting original architectural details and warm, inviting living spaces. The living room overlooks the gardens, creating a peaceful backdrop for everyday life, while a graceful archway leads to the formal dining room, where evenings naturally linger over dinner with family and friends. The beautifully updated kitchen is as functional as it is refined, anchored by a new Wolf gas range and designed to make everyday living feel effortless. Each floor unfolds with its own sense of purpose. The second level offers a spacious primary suite alongside a comfortable den that easily serves as a third bedroom or private office. Above, the third floor feels almost like a hidden retreat, where exposed beams, abundant natural light, and an open-concept design create a space limited only by your imagination, guest quarters, an artist's studio, a library, or a quiet escape from the world below. While the character of the home speaks to Charleston's past, its conveniences are unmistakably modern. Private gated off-street parking behind an electronic gate, one of downtown's rarest luxuries, and an elevation well above the flood zone provide a level of practicality that is increasingly difficult to find within the Historic District. Ansonborough has long been one of Charleston's most cherished neighborhoods, where historic homes, quiet streets, and walkable access to the city's finest restaurants, galleries, parks, and waterfront create a lifestyle unlike anywhere else. Opportunities to own an authentic carriage house in this setting are exceptionally limited. This is more than a home. It is a quiet retreat hidden within the heart of historic Charleston, a place where history, architecture, and everyday living come together in a way that simply cannot be replicated.

55 Laurens Street Unit #A, Charleston
$3,499,000
4 Beds ⋅ 3.5 Baths ⋅ 26020111 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Exceptional opportunity to purchase this historic Harleston Village property as-is and bring your vision to life. Whether you're a buyer looking to customize your dream home or an investor seeking your next signature project, this property offers incredible potential. Situated on a rare double lot, the home already features a pool and pool house, with the interior fully demolished and ready for construction to begin. Construction plans provide the opportunity to expand to approximately 5,000 square feet, blending functionality with Charleston's timeless character. The renovation is designed to preserve the home's historic architecture while incorporating all new major systems, including electrical, plumbing, HVAC, and structural improvements. Buyers have the flexibility to work with the seller's experienced in-house builder or bring their own licensed contractor to complete the project. A unique chance to create a one-of-a-kind historic residence in one of downtown Charleston's most desirable neighborhoods

18 Trumbo Street, Charleston
$609,000
1 Beds ⋅ 1 Baths ⋅ 26020021 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
Experience the charm of historic Charleston in this beautifully updated top-floor condo located in the Frederick Shaffer House, right in the heart of downtown.This inviting one-bedroom, one-bath residence is tucked away at the rear of the building, offering a peaceful retreat from the bustle of the street. Soaring 12-foot ceilings, rich hardwood floors, elegant crown molding, classic wainscoting, and an exposed brick accent wall create a timeless blend of historic character and modern style.The thoughtfully updated kitchen features contemporary finishes, while the renovated bathroom and in-unit laundry provide everyday convenience. Just steps from vibrant King Street, you'll enjoy Charleston's renowned restaurants, boutique shopping, historic architecture, and culturalattractions. Additional highlights include: One deeded parking space in a gated lot behind the building. Walkable downtown location Offering fully furnished

214 Calhoun Street Unit #5, Charleston
$5,695,000
4 Beds ⋅ 4.5 Baths ⋅ 26019552 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Reimagined in the heart of Harleston Village, this restored residence blends Charleston architecture with an elevated floor plan designed for today's lifestyle. The home was raised, allowing for additional ground floor square footage & creating flexibility for a private gym, theatre, wine room, office, game room, &/or additional entertaining space.BAR Approved Pool & ADU in hand - Seller willing to complete for additional cost. The residence features an expansive chef's kitchen with oversized island, premium Thermador appliances & scullery. Elegant wall paneling, refined architectural details & beautifully restored historic elements can be found throughout the home. The luxurious primary suite offers a spa like bath with an oversized double shower &large private porch overlooking the gated backyard. Standout exterior features include double piazzas, two additional porches in the rear, a large backyard with room for a pool & driveway parking for multiple vehicles. ***BAR Approved Pool & Permit. BAR Approved ADU (~444 sqft, detached). Seller willing to complete either or both of the above projects for an additional cost. Seller is also willing to further customize & build out the extensive ground floor flex space for an additional cost.*** May 2026 Appraisal lists valuation at $5.9m ($250k less than list price). Ideally located just moments from Charleston's many restaurants, shops, Colonial Lake & King Street, this is a rare opportunity to own a like new, fully restored historic home with modern functionality in one of downtown Charleston's most desirable neighborhoods.

175 1/2 Wentworth Street, Charleston
$1,200,000
3 Beds ⋅ 2.5 Baths ⋅ 26019034 MLS ⋅ City Of Charleston SubDv. ⋅ Active Status
Experience the pinnacle of downtown Charleston living in this exceptional new construction residence, masterfully designed by architect Randolph Martz. Inspired by the city's iconic architectural heritage, this elegant Charleston Single seamlessly blends timeless Lowcountry character with sophisticated modern luxury.Natural light pours through thoughtfully designed living spaces featuring soaring ceilings, premium finishes, and an open floor plan ideal for both entertaining and everyday living. The kitchen flows effortlessly into the main living areas, while the spacious primary suite offers a private retreat in the heart of the peninsula.Located in the historic Catfiddle neighborhood, you're just moments from King Street's world-class shopping, award-winning restaurants, art galleries, waterfront parks, and the vibrant culture that has made Charleston one of America's most celebrated cities. Every stroll becomes an experience surrounded by centuries of renowned architecture, cobblestone streets, and unmistakable Southern charm. The attached garage presents an exceptional opportunity for future expansion, offering the potential to create additional heated living space, a guest suite, home office, fitness studio, or media room (subject to buyer verification and approvals). A rare opportunity to own a beautifully crafted home that delivers the prestige of historic downtown Charleston with the comfort, efficiency, and peace of mind that only new construction can provide.

6 Catfiddle Street, Charleston
$5,750,000
9 Beds ⋅ 9 Baths ⋅ 26017628 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
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.

201 Ashley Avenue, Charleston
$1,325,000
3 Beds ⋅ 2.5 Baths ⋅ 26017492 MLS ⋅ Elliotborough SubDv. ⋅ Active Status
Enjoy the charm and walkability of downtown Charleston with the confidence of modern construction at 246 Rutledge Avenue. Built in 2012 and ideally situated on the corner of Rutledge Avenue and Bogard Street, this three-bedroom, two-and-a-half-bath residence offers 1,578 square feet of thoughtfully designed living space, double piazzas, a private third-floor terrace, and two off-street parking spaces.The open-concept main level is filled with natural light and features seamless flow between the living, dining, and kitchen areas, creating an inviting space for everyday living and entertaining. French doors open to the outdoor living areas, while the three-story floor plan provides privacy and flexibility for guests, family, or work-from-home needs.Recent improvements include a new RUUD HVAC system with individual thermostats on each floor, new stove, new dishwasher, updated bathroom fixtures, new ceiling fans, fresh interior paint, and newly painted porch floors. Just steps from some of Charleston's favorite restaurants, cafés, and neighborhood destinations, this move-in ready home offers a rare opportunity to enjoy an authentic downtown lifestyle without the maintenance concerns often associated with older historic properties.

246 Rutledge Avenue, Charleston
$2,850,000
4 Beds ⋅ 3.5 Baths ⋅ 26017224 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Nestled on picturesque Colonial Street in Charleston's coveted South of Broad neighborhood, 9 Colonial Street is a beautifully preserved century-old residence that seamlessly blends historic character with sophisticated modern updates.From the moment you enter, you'll be captivated by the home's gracious, light-filled interiors, soaring ceilings, original moldings, and timeless architectural details. Elegant formal living and dining rooms are separated by original pocket doors, while a gas fireplace and antique chandelier lend warmth and charm to the living space.The thoughtfully renovated chef's kitchen is both stylish and functional, featuring premium appliances including a Wolf six-burner range, Sub-Zero refrigerator and freezer, Bosch dishwasher, and Sub-Zero beverage center.A charming breakfast nook provides the perfect setting for casual dining, and a conveniently located powder room completes the main level. The second floor is anchored by a luxurious primary suite designed as a private retreat. Highlights include a custom walk-in closet and a spa-inspired bath with a spacious Carrera marble shower, Grohe dual shower heads and body jets, dual marble-topped vanities, and a separate water closet. A second bedroom on this level offers its own en-suite bath and custom California Closet system. The fully renovated and expanded third floor provides exceptional flexibility, featuring two additional bedrooms and a versatile bonus space ideal as a media room, playroom, office, or guest lounge. A custom bar area with Sub-Zero beverage and wine refrigerators and a bar sink enhances the space for entertaining. The full bath is equally impressive, featuring a classic clawfoot tub, separate Carrera marble shower, and marble-topped vanity. Custom California Closet systems throughout ensure stylish organization. Outside, a private courtyard offers a serene setting for relaxing or entertaining beneath Charleston's iconic skyline. Perfectly positioned within walking distance of Colonial Lake, Moultrie Park, Murray Boulevard, the Ashley River, and many of downtown Charleston's renowned restaurants, galleries, and boutiques, this exceptional residence offers the rare opportunity to own a historic South of Broad home that combines timeless elegance, modern comfort, and an unparalleled location. 9 Colonial Street is a true Charleston treasure--where history, luxury, and lifestyle come together.

9 Colonial Street, Charleston
$1,425,000
3 Beds ⋅ 3.5 Baths ⋅ 26015652 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
2 Henrietta Street is a beautifully preserved and recently renovated classic Charleston Single home located in downtown Charleston's historic Mazyck-Wraggborough neighborhood. Built in 1852, this historic three-story residence blends original lowcountry architectural elements with the comforts of a contemporary luxury renovation. Located within a short walk of KIng Street and all the shops and restaurants. This 3-bed/3-bath home mends historic charm with updated amenities.

2 Henrietta Street, Charleston
$6,650,000
4 Beds ⋅ 4.5 Baths ⋅ 26014711 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Built in 1790 and known as the John Laurens North House, this extraordinary Charleston Single blends timeless elegance with modern comfort in the heart of the coveted South of Broad neighborhood. Situated on a rare double lot, the gated property offers exceptional privacy, abundant natural light, and expansive outdoor living spaces designed for effortless entertaining. Double piazzas overlook beautifully landscaped grounds, while a series of brick courtyards, stone patios, fountains, and manicured lawns create a true garden retreat in the center of historic Charleston. The generous backyard also offers ample room for the addition of a pool.Inside, a gracious entry foyer introduces the home's classic floor plan and remarkable craftsmanship. Formal living and dining rooms flank the foyer, each filled with sunlight from oversized windows and accented by heart pine floors, intricate moldings, crystal chandeliers, and marble-surround fireplaces. Fourteen sets of French doors seamlessly connect the interior spaces with the piazzas and gardens beyond, enhancing the home's airy, light-filled ambiance. The renovated gourmet kitchen pairs historic character with modern sophistication, featuring quartz countertops, custom white cabinetry, contemporary lighting, and a spacious center island. Adjacent spaces include a butler's pantry, mudroom, and a charming sitting room at the rear of the home that overlooks the gardens and offers direct outdoor access, creating the perfect setting for relaxed everyday living. All four bedrooms are located on the upper floors, including a beautifully appointed primary suite on the second floor featuring a fireplace and elegant en-suite bath with a dual vanity, refined finishes, and a tiled shower. Also on the second floor is a spacious parlor, ideal for a private office, den, or additional sitting room. A private rear staircase leads to the fourth bedroom, offering flexibility and privacy for guests, an office, or additional living space. The upper levels enjoy exceptional natural light and beautiful views, with especially stunning vistas from the third floor. Additional guest accommodations are generously sized and complemented by a well-finished bath. The grounds are equally impressive, enhanced by mature landscaping with tea olives, magnolias, azaleas, and palmettos. Charleston brick walls frame the lush lawn, which leads to an intimate circular garden courtyard. Perfectly positioned just moments from The Battery, acclaimed restaurants, galleries, and boutiques, the home offers the rare combination of walkability and the tranquility of one of Charleston's most established residential enclaves. List of recent upgrades can be found under the document tab on MLS.

24 King Street, Charleston
$1,195,000
3 Beds ⋅ 2.5 Baths ⋅ 26014524 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
Perfectly positioned in one of downtown Charleston's most desirable residential enclaves, 30 Mary Street Unit 6 offers the rare combination of walkable urban living and a quiet neighborhood setting. Just moments from the Gaillard Center, some of Charleston's finest restaurants, boutique shopping, and cultural attractions, this charming three-story residence places the very best of the peninsula right outside your door while still maintaining a peaceful, tucked-away feel.Constructed in 2004, the home benefits from new systems and lower-maintenance living rarely found in historic downtown Charleston properties. Offering approximately 1,400 square feet with 3 bedrooms and 2.5 bathrooms, the residence is thoughtfully designed for comfortable everyday living and effortless entertaining.The first floor features an open-concept living and dining space with an eat-in kitchen offering ample storage, a powder room, and access to a beautiful screened porch -- the perfect setting for outdoor dining, morning coffee, or relaxing evenings year-round. The second floor includes a spacious primary suite with a walk-in closet and private balcony, along with an additional office or guest bedroom, full bath, and convenient laundry closet. The third floor provides another flexible office, studio, or guest space that could easily function as an additional bedroom. Additional highlights include two highly coveted deeded off-street parking spaces and beautiful landscaping with irrigation. Combining exceptional walkability, flexible living spaces, and a serene residential atmosphere, this is a wonderful opportunity to enjoy downtown Charleston living at its finest.

30 Mary Street Unit #Unit 6, Charleston
$6,250,000
3 Beds ⋅ 5.5 Baths ⋅ 26014420 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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.

47 Church Street, Charleston
$6,950,000
4 Beds ⋅ 4.5 Baths ⋅ 26014229 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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.

101 Tradd Street, Charleston
$4,200,000
6 Beds ⋅ 5.5 Baths ⋅ 26013209 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
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.

67 Warren Street, Charleston
$14,000,000
7 Beds ⋅ 9.5 Baths ⋅ 26012755 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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.

21 E Battery, Charleston
$950,000
3 Beds ⋅ 2.5 Baths ⋅ 26012688 MLS ⋅ Active Status
Welcome to 18 Iron Forge Alley, a beautifully designed luxury residence located within an exclusive community built on the site of a historic 1700s iron forge in the heart of Downtown Charleston. This stunning opportunity offers the perfect blend of Charleston history and modern sophistication and features a rare two-car garage--an exceptional amenity that is hard to find in downtown Charleston. The home can also be sold fully furnished, offering a truly turnkey experience.The thoughtfully designed home features a spacious 3 bedroom floor plan with high-end finishes throughout, including upgraded appliances, 42'' cabinetry, granite or quartz countertops, recessed LED lighting, designer accent fixtures, solid-core doors, hardwood flooring, and tile accents. Enjoy outdoor living with private bedroom balconies and a beautiful third-floor terrace, ideal for relaxing or entertaining while taking in the charm of the surrounding neighborhood. Perfectly situated just steps from King Street, you'll enjoy walkable access to Charleston's renowned shopping, fine dining, and vibrant entertainment, and the home is located approximately one mile from the College of Charleston. Don't miss this rare opportunity to own a piece of Charleston history at 18 Iron Forge Alley, where timeless character meets modern luxury in one of the city's most desirable locations.

18 Iron Forge Alley, Charleston
$750,000
1 Beds ⋅ 1 Baths ⋅ 26011535 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Step into timeless Charleston charm in this beautifully preserved 1855 residence, known as the Cooper-O'Conner House. Rich with character, the home features soaring ceilings, original gleaming heart pine floors, and two inviting fireplaces with gas logs. The kitchen opens to a private rooftop deck--perfect for relaxing or entertaining above the city.Additional highlights include off-street parking and an unbeatable location just steps from Colonial Lake and Burbage's Corner Store, with King Street's renowned shopping and dining only a few short blocks away. A rare opportunity to own a piece of history with modern comforts in the heart of downtown.

180 Broad Street Unit #E, Charleston
$5,450,000
3 Beds ⋅ 4.5 Baths ⋅ 26011400 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
A sophisticated and luxurious townhouse-style condominium nestled in the heart of historic 18th-century Charleston, this exceptional residence has been masterfully reimagined by the renowned architects Dufford & Young. Thoughtfully redesigned, the floorplan seamlessly balances elegance and modern livability.Upon entry, a beautifully crafted staircase sets the tone, framed by soaring ceilings, refined millwork, and exquisite architectural detailing. The newly renovated kitchen is a showpiece, featuring a generous center island, top-of-the-line appliances, and a separate butler's pantry--perfect for both every day living and entertaining.The living and dining areas are equally impressive, highlighted by a stunning coffered ceiling, custom built-ins, and a wood- or gas-burning fireplace. French doors open to an expansive terrace spanning the full width of the home, creating a seamless indoor-outdoor experience. This level also includes a charming hall bath and a private elevator servicing all three floors, in addition to the three-car garage below. The second level hosts a completely reconfigured primary suite, offering a serene retreat with a luxurious bath and spacious walk-in closet. A well-appointed guest bedroom with en-suite bath completes this floor. The top level features a cozy office with built-ins and an extraordinary guest suite with its own private balcony terrace, where you can enjoy picturesque harbor views. Constructed of solid masonry and enhanced with a new copper roof, this turnkey residence offers both durability and peace of mind. With a secure parking gate and a lock-and-leave lifestyle, it is an ideal blend of historic charm and modern convenience in one of Charleston's most coveted locations.

18 Boyces Wharf, Charleston
$3,195,000
3 Beds ⋅ 3.5 Baths ⋅ 26011139 MLS ⋅ Active Status
Don't miss your chance to own the storied Scott-Foster House! Built in 1779 by merchant John Scott and the recipient of a Carolopolis Award from the Preservation Society of Charleston, this home, situated alongside the quaint Gadsden Alley, has served as a residence, a grocery store, a saloon, was occupied by British soldiers during the American Revolution, and later by US Navy Servicemen during WWII. If you are looking for a generational trophy property and a true testament to the history of the Holy City and Elliott St, look no further, you're home. Options abound in this fully renovated South of Broad historical charmer. 8 and 8 1/2 Elliott St offers the discerning buyer a property packed with both an amazing past and extensive flexibility for future usage. The property is presentlyconfigured as a 2 br 2 1/2 bath on the second and third floors and a 1 br 1 bath on the first floor with coveted outdoor patio space. Both units boast independent entrances, full kitchens, and laundries. Whether you are looking for an excellent investment with the option to generate rental income with one or both of the units or wish to bring this historical masterpiece into her next chapter as an impressive single residence (drawings available for viewing), the options are endless. This property is available for immediate showings. *This property comes with 2 residential on street parking permits which can be applied for with the City of Charleston by it's new owner. **Drawings show both the current layout and the proposed layout that could be achieved if a buyer desired to convert to a single mansion.

8 & 8 1/2 Elliott St., Charleston
$1,185,000
2 Beds ⋅ 3.5 Baths ⋅ 26011131 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
Tucked into the charming Wraggborough neighborhood, this home puts you right where you want to be-just moments from Charleston's best dining, shopping, and parks, all easily reached by foot or bike. The first floor offers a versatile flex space ideal for a home office, fitness area, or playroom, along with a convenient half bath and a separate storage/utility/laundry room. Upstairs, natural light fills the main living level, showcasing hardwood floors and a newly renovated kitchen with a flexible living and/or dining area centered around a spacious island. The current living room easily doubles as a third bedroom, complete with ensuite bath and walk-in closet, plus access to a private balcony. The top level features two spacious ensuite bedrooms for added privacy. Two..off-street parking spaces, generous storage, and a Condo HPR that includes flood insurance and exterior maintenance, this home offers effortless downtown living. Plus, many more recent updates including new bathroom vanities and new HVAC.

15 Judith Street Unit #E, Charleston
$3,899,000
5 Beds ⋅ 5.5 Baths ⋅ 26010400 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Turnkey opportunity with a brand new roof, 5.5 fully updated bathrooms, renovated third floor and solid foundation! This South of Broad stunner is set within one of Charleston's most prestigious and picturesque neighborhoods. Rich in history, this historic home was once owned and most likely built by D.C. Barbot, the notable engineer associated with the structural framing of the People's Building, Charleston's first ''skyscraper''and the historic Cathedral of St. John the Baptist! This stately English Tudor-inspired residence offers 5 bedrooms and 5.5 baths, pairing timeless architectural character with elevated, thoughtfully designed interiors.A gracious entry welcomes you into an expansive living room adorned with coffered ceilings, creating a sense of depth and refinement.Just beyond, a formal dining room anchored by a fireplace and sophisticated designer wall coverings sets the tone for elegant entertaining. The spacious gourmet kitchen is both functional and beautiful, offering ample room for gathering, while a charming powder room is discreetly tucked beneath the staircase. From the main level, step onto the large screened porch--an inviting extension of the living space--perfect for enjoying Charleston's coastal breezes, whether hosting guests or unwinding with a quiet morning coffee. The second floor introduces a versatile flex space ideal as a library, office, or secondary family room, providing separation and flexibility for modern living. The primary suite is a true retreat, featuring a newly renovated spa-like bath, a private sitting room, and access to its own balcony--an ideal place to begin or end the day. Each additional bedroom is well-proportioned and thoughtfully positioned, offering comfort and privacy for family or guests. The third floor presents an exceptional bonus space with a full bath, easily functioning as a guest suite, media room, home gym, or expansive office. Its versatility allows the home to adapt seamlessly to a variety of lifestyles. Additional highlights include a garage and coveted off-street parking for up to two vehicles or a golf cart--an invaluable amenity South of Broad, updated interiors, new roof and iron and brick fence and turfed yard.Rich in character and scale, this residence offers a rare opportunity to own a distinctive home just moments from Charleston's finest dining, shopping, and waterfront views, all while enjoying the quiet charm and prestige of this iconic neighborhood.

183 Tradd Street, Charleston
$10,800,000
6 Beds ⋅ 6.5 Baths ⋅ 26010900 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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...

59 Church Street, Charleston
$2,175,000
3 Beds ⋅ 3.5 Baths ⋅ 26010529 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Redefining downtown living with a seamless blend of modern design and thoughtful functionality, 7 Carrere Court offers newly constructed luxury in the heart of Cannonborough-Elliotborough. Designed by Rush Dixon Architects and completed in 2022, this custom-built residence delivers a refined yet livable floor plan with three bedrooms and three and a half baths, including dual primary suite options. The private courtyard offers additional living space and a heated saltwater pool to enjoy year round.The main level features an open-concept living, dining, and kitchen space filled with natural light. Wide-plank European white oak flooring, custom built-ins, and a well-appointed gourmet kitchen with quartzite island, stainless steel appliances, gas range, and generous pantry create a space equally suited for everyday living and entertaining. The second floor offers two spacious bedrooms and two full baths, including one ensuite bedroom that functions as a secondary primary suite. A private terrace and convenient second-floor laundry enhance the livability of this level. The third floor is dedicated to the primary suite, complete with a beautifully finished bath, custom closet, and access to a large rooftop deck with sweeping views over downtown Charleston. Additional highlights include multiple off-street parking spaces and a fully fenced backyard, a rare find for downtown living. With approximately 2,100 square feet of heated and cooled space and an additional 350 square feet of outdoor living across balconies and the rooftop deck, the home offers a modern footprint within a historic setting. Tucked within a quiet, newly developed enclave just off Cannon Street, this location places you steps from some of Charleston's most celebrated dining, shopping, and neighborhood favorites. From acclaimed restaurants to local boutiques and cafés, the best of Cannonborough-Elliotborough is right outside your door.

7 Carrere Court, Charleston
$14,000,000
6 Beds ⋅ 5.5 Baths ⋅ 26010273 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
The Henry Laurens House, circa 1700's -- Rebuilt 1887 is a historic gem situated South of Broad in one of Charleston's most sought-after historic locations. Meticulously renovated, every window has been removed and restored. The six-bedroom, four-full-bathroom, and two-half-bathroom home has recently undergone a complete exterior repainting and roof recoating.The first floor features a beautiful living room adorned with period moldings, a two-room eat-in kitchen with dual islands, dual sinks, full-sized Sub-Zero refrigerator and separate freezer, and a large professional Viking range. The kitchen seamlessly connects to the sunroom, which overlooks lush gardens designed by Sheila Wertimer.The heated and cooled saltwater pool is semi-hidden at the rear of the garden, while an elegant cast iron gazebo welcomes guests as they traverse the garden. The grand living rooms on each floor, characterized by oversized windows, create a sense of spaciousness and light. Ascending the grand staircase to the second floor reveals the large primary suite, which opens onto a piazza. Moving to the rear of the home, guests will find a spacious den, kitchenette and a beautiful bedroom. The third floor features a coffee bar, three bedrooms, two bathrooms, and oversized media room. On the ground level, a concrete base has been added to accommodate a three-car garage, wine room, multiple storage rooms, and workshop. The ground level is conditioned with forced heating and air. Multiple ice makers and beverage refrigerators are installed throughout the house.

7 Legare Street, Charleston
$2,295,000
3 Beds ⋅ 3.5 Baths ⋅ 26010240 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
BEST VALUE SOUTH OF BROAD!! Tucked within Charleston's most prestigious neighborhood South of Broad, this charming residence embodies timeless Lowcountry elegance in an exceptional, walkable location just two blocks from the Battery.The private brick courtyard is an inviting and picturesque entrance, and sets the tone for the home's quintessential Charleston character, with brick walls and steps, a graceful iron gate, window boxes, and a fountain surrounded by lush plantings.Inside, the light-filled living room is anchored by a double-sided brick gas fireplace that seamlessly connects to the dining room, creating an ideal flow for both everyday living and entertaining. The dining room is large and easily seats all your family and friends.The sunny kitchen is lined with four oversized windows and features granite countertops, stainless steel appliances, and a casual dining counter for relaxed meals. Upstairs, the spacious primary suite is a serene retreat, highlighted by a curved arched ceiling and distinctive fanlight window. Multiple closets provide ample storage, while the en suite bath offers dual vanities, a clawfoot soaking tub, and a separate walk-in shower with marble and tile finishes. A second bedroom with an updated en suite bath and a conveniently tucked-away stacked washer and dryer completes the upper level. The ground floor offers exceptional versatility, with a cozy den or family room featuring exposed brick walls and tile flooring, along with a third bedroom, full bath, and a generous storage room, ideal for guests or flexible additional living space. Perfectly positioned in a quiet residential enclave, yet moments from Charleston's finest parks, dining, and shopping, this home offers an unparalleled blend of historic charm, modern comfort, and premier location.

18 Water Street, Charleston
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 26010215 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Tucked within the charming Catfiddle Street enclave in the heart of Cannonborough-Elliottborough, 26 Catfiddle Street offers a thoughtful blend of classic Charleston character and modern functionality. This three-bedroom, three-bath residence is designed with flexibility in mind, making it equally appealing as a primary home, investment property, or combination of both.The ground level features a private studio space with its own full bath, ideal for use as a guest suite, home office, or income-producing rental.Upstairs, the main level is centered around an open-concept living and kitchen space, complete with a fireplace and natural flow for everyday living and entertaining. A well-appointed bedroom and full bath are also located on this floor. The top level offers an additional bedroom and bath, along with a lofted area that overlooks the living space below, adding architectural interest and a sense of openness throughout. Recent updates include beautifully refreshed bathrooms in 2023 and a newly painted exterior, enhancing both the interior comfort and curb appeal. With its stucco exterior, efficient layout, and prime downtown location just moments from local dining, shopping, and neighborhood favorites, 26 Catfiddle Street presents a unique opportunity to enjoy the best of Charleston living in one of its most vibrant communities.

26 Catfiddle Street, Charleston
$8,995,000
4 Beds ⋅ 5.5 Baths ⋅ 26009816 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
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.

140 Queen Street, Charleston
$5,450,000
10 Beds ⋅ 10.5 Baths ⋅ 26009115 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
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.

49 Smith Street, Charleston