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$6,395,000
6 Beds ⋅ 4.5 Baths ⋅ 26026691 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Set on high ground in Harleston Village, one of Charleston's most storied neighborhoods, the Joseph Bennett House (Thomas Grange Simons House) has stood since circa 1814. This classic Charleston double house pairs more than two centuries of history with a layout that works for the way people live today.Soaring ceilings across the principal rooms set this house apart, giving it a sense of scale you feel the moment you walk in. A gracious foyer and central stair hall open to a formal dining room and formal living room, each anchored by a grand fireplace framed in detailed millwork. Original heart pine floors, intricate moldings, and Adamesque detailing carry through the home.The eat-in kitchen is built around a large island. At the rear, symmetrical piazzas overlook a generous private yard, a quiet, walled-off world of its own in the heart of downtown. Mature plantings frame a low-maintenance turf lawn, pool, and hot tub, with ample storage. The second floor opens to a sunny roof terrace and holds the primary suite and a second large bedroom, each with its own fireplace and updated bath, joined by a spacious sitting area. The third floor adds two more bedrooms and a recently renovated full bath. The ground floor is a separate two-bedroom, one-bath residence with an office, full of its own character, with exposed beams and a commanding original brick fireplace. It is currently leased as an income-producing rental, and its 1,284 square feet are not included in the main home's square footage.

128 Bull Street, Charleston

$12,500,000
7 Beds ⋅ 8.5 Baths ⋅ 26026443 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
69 Church Street represents one of Charleston's most significant residential offerings, a grand pre-Revolutionary estate of exceptional architectural pedigree, remarkable scale, and extraordinary privacy in the heart of the historic district. Built circa 1745 and set on an expansive .29-acre lot on picturesque Church Street, this Category 1 Georgian double house is among the largest and most important surviving residences of its era in the city.From the moment one enters, the scale and quality of the architecture are striking. The main residence follows the classic Charleston double-house plan, with four principal rooms on each floor arranged around an elegant central stair hall rising four stories.Soaring ceilings of more than 11 feet extend through three floors, an exceptional feature for a house of this period, and beautifully proportioned nine-over-nine double-sash windows fill the interiors with natural light. The home is a remarkable expression of both the Georgian and Federal periods, with an extraordinary collection of original and period details. Fifteen fireplaces, King of Prussia marble surrounds, Delft tiles, exquisite mantels, wainscoting, original interior wood shutters, bespoke moldings and finely executed woodwork appear throughout. Among the most memorable rooms are the magnificent second-floor ballroom, the gracious drawing room, and the richly paneled cypress library. Remarkably, the third floor retains the same generous ceiling heights and window proportions found on the principal floors below, with the primary suite spanning the entire east side of the third floor. Despite its historic pedigree, the residence functions beautifully for modern living. Each bedroom has an en suite bath--an unusual luxury in a historic Charleston house. The original kitchen building is connected to the main residence by a hyphen and butler's pantry. The kitchen house contains a period-style kitchen and comfortable den overlooking the gardens through distinctive lancet-arched windows. Two additional bedrooms with two full baths in the kitchen house provide wonderfully private accommodations for family, guests, or live-in staff. Equally extraordinary are the grounds. Behind high brick walls, five exquisitely landscaped garden rooms unfold across the unusually deep property. Mature heirloom camellias, towering podocarpus, citrus and pomegranate trees create a lush, established landscape with a sense of discovery at every turn. A charming secret garden gives way to a large oval swimming pool, one of the earliest private pools downtown, with historic brick hardscape and secluded within the gardens, framed by Gothic Revival-inspired privies. A covered trellis anchors the far end of the pool, perfect for dining al fresco or enjoying some shade while poolside. The rear garden with fruit trees opens onto Ford's Court and provides additional off-street parking. For all its grandeur, 69 Church Street possesses an unexpected intimacy. Once inside its walls, the property feels remarkably quiet and private. The house flows effortlessly for large-scale entertaining, yet its library, den, garden rooms and hidden corners provide equally compelling spaces for retreat. Its history is inseparable from that of Charleston and South Carolina. Likely built by Richard Capers in 1745, the house was later occupied by Colonel Jacob Motte, who served as treasurer of the colony for 27 years. Meetings of the Commons House of Assembly were held here, likely in the second-floor drawing room, before construction of the historic State House at the corner of Broad and Meeting in 1791. In 1778, the residence was occupied by Colonel James Parsons, a member of the Continental Congress who had been offered the vice presidency of South Carolina prior to the formation of the United States. After suffering extensive damage during the Civil War, the property was purchased in 1869 by Eliza Middleton Huger Smith, who restored the house. Her granddaughter, Alice Ravenel Huger Smith, grew up in the home and became one of the most celebrated artists of the Charleston Renaissance and an important chronicler of the city's architecture. Many of her watercolors and sketches depict views from the windows of 69 Church Street, and her seminal The Dwelling Houses of Charleston was published in 1917. The current owners purchased 69 Church Street in 1998 and have continued that tradition of wonderful stewardship, undertaking extensive renovations while meticulously preserving and maintaining the property's architectural integrity. Few Charleston residences combine this degree of architectural importance, provenance, scale, privacy, gardens and livability. Set on one of the highest elevations within the old walled city and occupying an extraordinary estate-sized parcel, 69 Church Street is more than a historic residence, it is a tangible part of Charleston's story. Properties of this caliber and significance are held for generations. The opportunity to become the next steward of one is exceedingly rare.

69 Church Street, Charleston

$3,100,000
2 Beds ⋅ 2.5 Baths ⋅ 26026349 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street. The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand. The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak planks in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028. Unit 205is a prime two-bedroom, two-and-one-half bathroom unit. Expansive Floor-to-ceiling steel-frame windows draw in all of Charleston's historic beauty and natural light. Assigned parking spaces.

280 Meeting Street Unit #205, Charleston

$4,250,000
3 Beds ⋅ 2.5 Baths ⋅ 26026347 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street. The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand. The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak plank in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods, yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Two assigned parking spaces. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028.

280 Meeting Street Unit #310, Charleston

$3,495,000
3 Beds ⋅ 3.5 Baths ⋅ 26026198 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Tucked away on one of Charleston's most private and quiet streets, 7 Greenhill is a rare piece of 18th-century Charleston. Built circa 1760, the home is entered through a classic street door onto the piazza, which overlooks a generous front garden... a true luxury South of Broad.Inside, the historic character has been beautifully preserved. Heart pine floors, period dentil moldings, and large original brick fireplaces carry through the home. The living room opens through sets of French doors onto the piazza with a private plunge pool. The adjacent dining area features French limestone floors and connects to a sunny sitting room through a butler's pantry and wet bar, paneled in rare sinker cypressand thoughtfully fitted with hidden beverage drawers and abundant storage. The third floor is currently configured as a bedroom and a casual hangout room, a flexible space that could just as easily serve as a guest suite, home office, or media room. With 3 bedrooms, 3 full and 1 half baths, and approximately 3,272 square feet, the home offers plenty of room to live and entertain while feeling quietly removed from the bustle of the city. All of this sits moments from the best of downtown Charleston. Homes with this kind of history, privacy, and garden space rarely come to market. Schedule your private showing today.

7 Greenhill Street, Charleston

$4,250,000
5 Beds ⋅ 3.5 Baths ⋅ 26025815 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
Built circa 1817-1820 by John Robinson, builder of the nearby Aiken-Rhett House, 8 Judith Street is a Neoclassical Charleston single on a raised brick basement in Mazyck-Wraggborough. The house retains paired east chimneys, heart pine floors, a mahogany staircase, cypress paneling, and gougework mantels beneath 10- to 11-foot ceilings. Later work added an updated kitchen with wet bar, a primary suite with marble bath and in-suite laundry, a ground-level apartment, wine cellar, hyphen to an elevated screened porch with fireplace, and a pool. A ribbon brick and cobblestone drive leads through planted gardens with landscape lighting.This house and the one beside it were built as weatherboarded singles. Jonathan H. Poston noted the pilasters and molded frames on the piazza screens. The piazza was never stacked, it remains a single story. Rooms run in file along the piazza. Crown moldings and medallions identify the main spaces. The sitting room and dining room on the first floor both have fireplaces. A half bath sits concealed in the kitchen with the wet bar. The marble bath has a soaking tub and a large walk-in shower. More bedrooms and a full bath are on the third floor. The storage space beneath the house is substantial. Later work was done with Beau Clowney and Level Building Projects and left the historic fabric in place. Interiors were done by Margaret Bosbyshell of Atlanta. The gardens were designed by Sheila Wertimer. Planting includes creeping fig, loquat, cypress, hydrangea, podocarpus, and mature camellias, with outdoor audio and and automated iron gates set in brick piers off the cobblestone drive.

8 Judith Street, Charleston

$8,595,000
4 Beds ⋅ 4.5 Baths ⋅ 26025532 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Set on one of South of Broad's most storied streets, this circa-1760 masonry residence is a rare pairing of authentic Charleston history with a no-expense-spared renovation. Taken down to the studs and rebuilt with a craftsman's patience, the home retains the soul of the eighteenth century - thick masonry walls, 11' ceilings, expansive rooms and deep-set windowsills, while offering every comfort of modern luxury living. Custom millwork frames every doorway, window, and paneled wall reflecting the hand of skilled craftsmen working to preserve - not simply replicate - the character of the original house. The residence was originally built as a double tenement (modern day duplex) encompassing 60 Meeting Street by William Ellis. The two share common chimneys and feature a Georgian-style Charleston Single floor plan in the main house. Upon entering, the wide foyer and staircase separate the main living and dining areas. The lacquered wood paneling and light filled 9' over 9' paned windows provide a rich backdrop for relaxing or entertaining. The dining room features wainscoting and hand painted wallpaper by British luxury design house, De Gournay. A hyphen connects the old to the new with a large two-story addition housing the kitchen on the ground floor and the primary suite above. A grand island anchors the chef's kitchen with high-end designer appliances, stone countertops, built-in bar and a full-size climate-controlled wine cellar. Floor to ceiling metal windows open up to a private patio and dipping pool behind a wrought iron gate and privacy fence/wall. A cypress wood-paneled study is the central feature of the second floor, a rich, quiet retreat suited equally to a morning coffee or an evening of correspondence. The primary suite encompasses the remainder of the second floor, complete with a double vanity, separate water closet, deep soaking tub, walk-in closet and a separate dressing area, a rare luxury even among Charleston's finest historic homes. The third floor features two guest rooms, each with en suite bathrooms and large closets, while the fourth floor houses the final bedroom and private bath with exposed original wood beams and views of the rooftop skyline. Each bedroom has an en suite bath and their own HVAC thermostat zone. Enjoy the rare luxury of off-street parking for two cars, and the possibility to retrofit the home with an elevator. To live on Tradd Street is to live within the very fabric of Charleston's history, moments from the Battery, White Point Garden, and the cobblestone lanes of South of Broad. This is historic Charleston at its finest - a home to be lived in, not merely admired.

64 Tradd Street, Charleston

$5,950,000
5 Beds ⋅ 5.5 Baths ⋅ 26024757 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
RARE OPPORTUNITY IN THE DESIRABLE HARLESTON VILLAGE. This is an incredible opportunity to own the iconic Circa 1838 Carolopolis Award-winner only steps from Colonial Lake - recognized for its outstanding historic preservation and Federal Period architecture. Flemish bond brickwork, slate roof, three-tiered piazzas, stunning staircase, grand rooms (parlors), French doors throughout, chef's kitchen, original heart-pine floors, clawfoot tubs, detailed millwork, 5 fireplaces made of prominent components such as cast iron.Breathtaking garden courtyard w saltwater swimming pool (heated & chilled) of considerable size w travertine stone surround are found behind private gates. .10 acre (parking) lot at the rear of the property is part of the sale.This is an incredible investment! Current sellers relocating abroad have completed extensive updates due to their care of the property. Sellers also told Fireplaces may be made operable from inspectors and fireplace professional. Images may be edited to show a flaming fire as rendering. Potential for garage pending city/BAR approval with future application of new owner.

89 Ashley Avenue, Charleston

$9,500,000
5 Beds ⋅ 6.5 Baths ⋅ 26024552 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Situated along Charleston's iconic Murray Boulevard, this exceptional residence offers over 6,500 square feet of thoughtfully designed living space in one of the city's most coveted waterfront neighborhoods. Enjoy stunning water views, remarkable privacy, and access to beautifully landscaped gardens that create a peaceful setting rarely found in the heart of historic Charleston. For many years, the gardens were featured as part of the Historic Charleston Foundation's Glorious Gardens program during its annual Spring House and Garden Tour, reflecting the property's enduring beauty and significance.With five bedrooms, five full baths, two half baths, and four levels connected by a private elevator, the home combines generous scale with an incredibly functional floor plan for everyday living and entertaining. The main living level is designed for gathering, featuring formal living and dining rooms, a spacious kitchen with adjoining breakfast area, an inviting parlor, private office, bar room, laundry room, and multiple porches that extend the living space outdoors. A private pool creates an ideal setting for relaxing or entertaining. The upper level is dedicated to the bedroom suites, including a spacious primary suite with dual walk-in closets and a well-appointed bath. Three additional bedrooms are located on the same floor, providing comfortable accommodations for family and guests. The top floor adds exceptional flexibility with a large bonus room, sauna, additional bath, and vast cedar-lined storage closets, creating the perfect space for a media room, fitness area, playroom, or private retreat while providing exceptional storage. The ground level offers abundant storage, a large two-car garage, and covered outdoor living areas, providing both convenience and practicality rarely found in historic Charleston. Perfectly positioned along the Battery, just moments from Colonial Lake, White Point Garden, and Charleston's renowned restaurants, galleries, and shopping, 28 Murray Boulevard presents a rare opportunity to enjoy substantial square footage, versatile living spaces, breathtaking views, and an exceptional South of Broad address.

28 Murray Boulevard, Charleston

$4,750,000
3 Beds ⋅ 2.5 Baths ⋅ 26023369 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street.The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand.The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak plank in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods, yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028. Townhouse 140, located in the rear of the property, offers 3,300 square feet of luxury living. This residence offers three bedrooms, two-and-a-half baths with an additional 900 square feet of outdoor space overlooking the pool. This three-level residence is equipped with an elevator for the convenience of the owner, the flex space can be used as an office, family room, or guest suite. This townhouse also includes a dedicated assigned parking space on the property.

280 Meeting Street Unit #Th 140, Charleston

$3,950,000
3 Beds ⋅ 3.5 Baths ⋅ 26023370 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
280 Meeting comprises seven luxury residences nestled in the exclusive Ansonborough neighborhood. These new construction residences are tucked between the rooftops of Charleston's historic Peninsula and the vibrant new luxury residential block of Meeting Street.The site is being reimagined as seven private residences--five condos within a restored main building and two townhomes wrapped around a garden courtyard with a pool. The work is led by Bello | Garris Architects, whose practice on the Peninsula is known for a disciplined, quietly classical hand.The site sits a few blocks from Marion Square and the King Street retail corridor, closer still to the neighborhood cafes, galleries and residential lanes that have always defined Charleston's Peninsula.The gesture here is restraint: preserve the scale of the block, recess the new construction behind a stucco garden wall, and let the daylight, ironwork, and historic nature of Ansonborough lead the design. The interior direction takes its cues from the historic fabric of Ansonborough--the quiet rhythm of bespoke trim and millwork, the patina of unlacquered brass, the broad plan of a natural white-oak floor. The intent is rooms that age into the building rather than against it. 10-to-11-foot ceiling heights throughout the residences. Exquisite taste coupled with pleasing design touches with the finest stones & wood surfaces combined with premium Thermador appliances speak to a modern home with the vestiges of the historic patina of Downtown Charleston. Palettes lean warm and quiet--ivory and bone, dust and clay, within deep tannin accents. Floors are wide white-oak planks in a natural finish; walls carry bespoke trim and millwork; custom painted cabinetry and stained-oak built-ins throughout. Stones are honed rather than polished. Hardware is unlacquered brass in the main-building residences and polished nickel in the townhouse baths. The palette was chosen with care--rooted in the deep history and traditions of one of Charleston's oldest neighborhoods yet quietly attuned to how these residences will be lived in today. Amenities include a pool, fitness center with sauna, and both garage and surface parking. Construction is anticipated to begin in late 2026, with an expected delivery in the second quarter of 2028. Unit 200 is a prime three-bedroom, three-and-one-half bathroom unit boasting approximately 800 square feet of outdoor terrace overlooking Meeting Street and the city. Expansive Floor-to-ceiling steel-frame windows draw in all of Charleston's historic beauty and natural light. Assigned parking spaces.

280 Meeting Street Unit #200, Charleston

$2,649,000
3 Beds ⋅ 3.5 Baths ⋅ 26022521 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
A nod to Charleston elegance, this extraordinary South of Broad residence honors its architectural legacy through a seamless balance of historic detail and sophisticated modern updates. Meticulously reimagined while honoring its historic soul, the home offers an effortless balance of timeless beauty and modern refinement. Beyond its distinguished facade, soaring ceilings, luminous interiors, an iconic Charleston sidehall layout anchored by gracious double parlors create a gracious flow for both intimate living and grand-scale entertaining. Original whitewashed hardwood floors, stately mahogany doors, and historic fireplaces thoughtfully converted to gas pay tribute to the home's storied past, while every modern enhancement has been carefully curated to complement its enduring character.The bespoke SieMatic kitchen is a statement in both form and function, appointed with premium Miele appliances, an Aga cast iron range, and elegant marble flooring, a space equally suited for gourmet preparation or gathering with family and friends. Three beautifully proportioned bedroom suites each enjoy the privacy of an en suite bath, offering exceptional comfort for residents and guests alike. The primary suite is a serene retreat, complete with generous dual walk in closets and a spa-inspired bath featuring a marble shower and a luxurious Jacuzzi soaking tub. Outside, a private courtyard unfolds as an urban sanctuary. The sparkling Gunite pool, shaded arbor, and thoughtfully designed outdoor living spaces evoke the ambiance of a boutique resort, creating an idyllic setting for alfresco dining, evening cocktails, or peaceful afternoons beneath Charleston's signature canopy of blue skies. A private three car driveway, an exceptional amenity in Charleston's historic district provides coveted off-street parking while enhancing the property's rarity, versatility, and lasting investment appeal. Just moments from Charleston's celebrated culinary scene, charming boutiques, waterfront parks, and cultural landmarks, this remarkable residence offers more than a prestigious address, it presents an opportunity to experience one of America's most beloved historic cities from an incomparable setting where heritage, craftsmanship, and luxury converge.

6 Rutledge Avenue, 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

$13,750,000
6 Beds ⋅ 6.5 Baths ⋅ 26015184 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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.

2 Water 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

$10,800,000
6 Beds ⋅ 9.5 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

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

36 Society Street, Charleston

$10,950,000
5 Beds ⋅ 5.5 Baths ⋅ 26006932 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
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.

125 Tradd Street, Charleston

$200,000
2 Beds ⋅ 1.5 Baths ⋅ 25010151 MLS ⋅ Dockside SubDv. ⋅ Active Status
Rare Waterfront Townhouse with Unmatched Charleston Harbor Views! Welcome to Dockside Townhome 21.One of the most exclusive waterfront properties in Downtown Charleston, this fully renovated, 2-bedroom luxury townhouse is one of only five direct waterfront townhomes in the prestigious Dockside Condominiums--and opportunities to own one are few and far between.Imagine waking up to panoramic views and East facing sunrises of Charleston Harbor, the Ravenel Bridge, and historic Patriots Point. From the moment you enter, you'll be captivated by the natural light and jaw-dropping vistas that make this home feel like a serene retreat in the heart of the city with a back yard for your pets.Step inside to discover a seamless flow between the open-concept living and dining areas, anchored by a gourmet kitchen outfitted with top-of-the-line appliances and sleek custom cabinets and finishes. Step through the dining room onto your private, fenced-in outdoor oasis, complete with a pergola, spacious deck, waterfront patio, and lower deck with artificial turfperfect for entertaining or enjoying a quiet evening by the water. The living room offers front-row views of the harbor, where sailboats drift by and sunsets light up the sky. Upstairs, a dramatic staircase leads to two generously sized bedrooms, primary bedroom with decorative beam ceiling and incredible views. The primary bedroom boasts built-in bookshelves, a private balcony overlooking the water, and those same iconic harbor vistas. A spa-inspired bathroom with dual vanities, soaking tub, walk-in shower, towel warmer, and stacked laundry closet completes the second level. See the boats from your warmed bidet toilet! Resort-style amenities await just steps from your doorenjoy the heated indoor pool, modern fitness center, club room, and waterfront patios. Watch the boats go by from lounge chairs along the private dock, or stroll the landscaped grounds and charming Waterfront Walk. You're just moments from Charleston's most beloved attractions, including the South Carolina Aquarium and Fort Sumter ferry. Additional Highlights: Private elevator access from deeded covered garage parking space. Second deeded parking space in surface lot. 24/7 gated security, grand lobby, elegant library, heated pool. Pet-friendly and perfect for lock-and-leave living. Walk to parks, dining, entertainment, and more. This is more than a townhouseit's a lifestyle. Whether you're looking for a luxurious full-time residence or a turnkey second home, Dockside TH21 delivers unparalleled views, total privacy, and unbeatable downtown convenience. Dockside is currently under a temporary evacuation order from the City of Charleston as structural solutions are being evaluated. Engineering cost estimates for the necessary repairs are still pending. This unit is being offered at a deeply discounted price to reflect the current circumstances. All offers must be cash, as-is, and sight unseen;an exceptional opportunity for investors with vision and the ability to navigate a high-upside, value-add situation.

330 Concord Street Unit #Th 21, Charleston