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Constructed in 1838 for wealthy Charleston planter and South Carolina legislator Robert William Roper, No. 9 East Battery stands among the country's finest surviving examples of antebellum urban architecture as a designated National Historic Landmark. Its monumental scale, classical proportions, symmetrical composition, and sophisticated ornamentation collectively illustrate its Greek Revival design, a defining architectural style of mid-nineteenth-century America. The house occupies a double lot along Charleston's iconic High Battery and reflects the emphasis on architectural refinement among the city's elite during the 1830s and 1840s. The most distinctive feature is the dwelling's full-height portico, a notable synthesis of Greek Revival design elements with the city's vernacular piazza tradition to maximize shade, ventilation, and outdoor living in the Lowcountry climate. The residence served as the town home of Martha Rutledge Laurens Roper, granddaughter of Founding Father John Rutledge, the governor of South Carolina during the American Revolution and a signer of the United States Constitution, and Robert William Roper from its completion in 1838 until Robert William Roper's death in 1845. Owned by other prominent Charleston families over the following decades, the house was acquired in 1929 by New York industrialist and philanthropist Solomon R. Guggenheim, founder of the Guggenheim Museum, who established it as the family's winter residence. Perhaps most notably, it was purchased in 1968 by New York financier Richard H. Jenrette, who later credited the house with sparking his appreciation for historic preservation and his longstanding devotion to restoring some of America's great classical houses - a vision that ultimately led to the founding of the Classical American Homes Preservation Trust, now the Richard Hampton Jenrette Foundation. A witness to defining moments in American history, including the opening shots of the Civil War across Charleston Harbor, the residence has been meticulously preserved and stewarded by preservation professionals and master craftspeople over the past several decades. Described by the Jenrette Foundation as "a remarkably intact document of the city's architectural, cultural, and social history," with significance rooted in the "authenticity of its historic fabric," the Roper House offers a rare privilege of stewarding one of Charleston's most significant historic residences. Entering from East Battery, one first passes through an etched-glass vestibule, representing the dwelling's later Victorian-era ownership by the Siegling family, before arriving in a grand side-hall foyer, a defining characteristic of Charleston's finest early nineteenth-century residences. A spiral staircase, framed by classical niches, rises to the full height of the home and organizes the interior around two principal rooms on each floor, reflecting the traditional Charleston single house typology. The dwelling's most significant interior spaces are the second-floor double drawing rooms, connected by original pocket doors and opening onto the piazza through full-height triple-hung windows, a configuration intentionally designed for entertaining while enhancing natural light, ventilation, and views of Charleston Harbor. Black marble mantelpieces, original heart pine floors, high ceilings, and substantial classical-inspired moldings and millwork further define the principal floor, which once served as the backdrop for an overnight visit by His Royal Highness The Prince of Wales, now King Charles III, in 1990. Anterooms at either end of the principal drawing rooms historically served as music rooms, libraries, and private sitting rooms. Formal bedchambers above exhibit increasingly restrained ornamentation compared with the principal entertaining spaces below, while still conveying the classical dialogue of the building's overall design. A late-nineteenth-century rear addition sensitively expands the house's footprint to include modern amenities for twenty-first-century living, with southeastern views of the harbor and a distinctive side yard.

8 Beds ⋅ 7.5 Baths ⋅ 26022994 MLS ⋅ South Of Broad SubDv. ⋅ Active Contingent Status

Constructed in 1838 for wealthy Charleston planter and South Carolina legislator Robert William Roper, No. 9 East Battery stands among the country's finest surviving examples of antebellum urban architecture as a designated National Historic Landmark. Its monumental scale, classical proportions, symmetrical composition, and sophisticated ornamentation collectively illustrate its Greek Revival design, a defining architectural style of mid-nineteenth-century America. The house occupies a double lot along Charleston's iconic High Battery and reflects the emphasis on architectural refinement among the city's elite during the 1830s and 1840s. The most distinctive feature is the dwelling's full-height portico, a notable synthesis of Greek Revival design elements with the city's vernacular piazza tradition to maximize shade, ventilation, and outdoor living in the Lowcountry climate. The residence served as the town home of Martha Rutledge Laurens Roper, granddaughter of Founding Father John Rutledge, the governor of South Carolina during the American Revolution and a signer of the United States Constitution, and Robert William Roper from its completion in 1838 until Robert William Roper's death in 1845. Owned by other prominent Charleston families over the following decades, the house was acquired in 1929 by New York industrialist and philanthropist Solomon R. Guggenheim, founder of the Guggenheim Museum, who established it as the family's winter residence. Perhaps most notably, it was purchased in 1968 by New York financier Richard H. Jenrette, who later credited the house with sparking his appreciation for historic preservation and his longstanding devotion to restoring some of America's great classical houses - a vision that ultimately led to the founding of the Classical American Homes Preservation Trust, now the Richard Hampton Jenrette Foundation. A witness to defining moments in American history, including the opening shots of the Civil War across Charleston Harbor, the residence has been meticulously preserved and stewarded by preservation professionals and master craftspeople over the past several decades. Described by the Jenrette Foundation as "a remarkably intact document of the city's architectural, cultural, and social history," with significance rooted in the "authenticity of its historic fabric," the Roper House offers a rare privilege of stewarding one of Charleston's most significant historic residences. Entering from East Battery, one first passes through an etched-glass vestibule, representing the dwelling's later Victorian-era ownership by the Siegling family, before arriving in a grand side-hall foyer, a defining characteristic of Charleston's finest early nineteenth-century residences. A spiral staircase, framed by classical niches, rises to the full height of the home and organizes the interior around two principal rooms on each floor, reflecting the traditional Charleston single house typology. The dwelling's most significant interior spaces are the second-floor double drawing rooms, connected by original pocket doors and opening onto the piazza through full-height triple-hung windows, a configuration intentionally designed for entertaining while enhancing natural light, ventilation, and views of Charleston Harbor. Black marble mantelpieces, original heart pine floors, high ceilings, and substantial classical-inspired moldings and millwork further define the principal floor, which once served as the backdrop for an overnight visit by His Royal Highness The Prince of Wales, now King Charles III, in 1990. Anterooms at either end of the principal drawing rooms historically served as music rooms, libraries, and private sitting rooms. Formal bedchambers above exhibit increasingly restrained ornamentation compared with the principal entertaining spaces below, while still conveying the classical dialogue of the building's overall design. A late-nineteenth-century rear addition sensitively expands the house's footprint to include modern amenities for twenty-first-century living, with southeastern views of the harbor and a distinctive side yard.

9 E Battery, Charleston

54 Church Street Unit #A & B, Charleston

$7,995,000

Now complete and turnkey, 54 Church Street is a masterfully restored historic residence in the heart of South of Broad, where Charleston's architectural heritage has been thoughtfully preserved while every major system has been rebuilt for generations to come. This comprehensive studs-out renovation carefully retained and restored the home's original character, including historic windows, masonry, hand-hewn beams, double piazzas, and timeless architectural details, while seamlessly integrating today's most sought-after comforts and conveniences. Designed for effortless living and entertaining, the home showcases a chef's kitchen featuring custom cabinetry, Taj Mahal quartzite, and a premier appliance suite including Wolf, Sub-Zero, and Thermador. An elevator services all three floors, while a dedicated office, flexible bonus room, multiple gathering spaces, and a spectacular rooftop terrace overlooking Charleston's historic skyline create a home that is as functional as it is beautiful. Beyond the interiors, the private courtyard is centered around a gunite pool, offering a peaceful retreat just steps from Charleston's finest dining, shopping, and waterfront. The detached historic carriage house provides the flexibility to remain as a garage or be finished as a guest house, pool house, or private ADU with permit in hand. Every detail--from the restored historic fabric to the custom millwork, herringbone European oak floors, and luxury finishes was saved where it could be then carefully considered to honor the home's past while creating an exceptional turnkey residence for today's lifestyle. A rare opportunity to own a fully restored South of Broad landmark where Charleston's history has been preserved, craftsmanship celebrated, and every detail thoughtfully reimagined.

4 Beds ⋅ 6.5 Baths ⋅ 26020025 MLS ⋅ South Of Broad SubDv. ⋅ Active Contingent Status

Now complete and turnkey, 54 Church Street is a masterfully restored historic residence in the heart of South of Broad, where Charleston's architectural heritage has been thoughtfully preserved while every major system has been rebuilt for generations to come. This comprehensive studs-out renovation carefully retained and restored the home's original character, including historic windows, masonry, hand-hewn beams, double piazzas, and timeless architectural details, while seamlessly integrating today's most sought-after comforts and conveniences. Designed for effortless living and entertaining, the home showcases a chef's kitchen featuring custom cabinetry, Taj Mahal quartzite, and a premier appliance suite including Wolf, Sub-Zero, and Thermador. An elevator services all three floors, while a dedicated office, flexible bonus room, multiple gathering spaces, and a spectacular rooftop terrace overlooking Charleston's historic skyline create a home that is as functional as it is beautiful. Beyond the interiors, the private courtyard is centered around a gunite pool, offering a peaceful retreat just steps from Charleston's finest dining, shopping, and waterfront. The detached historic carriage house provides the flexibility to remain as a garage or be finished as a guest house, pool house, or private ADU with permit in hand. Every detail--from the restored historic fabric to the custom millwork, herringbone European oak floors, and luxury finishes was saved where it could be then carefully considered to honor the home's past while creating an exceptional turnkey residence for today's lifestyle. A rare opportunity to own a fully restored South of Broad landmark where Charleston's history has been preserved, craftsmanship celebrated, and every detail thoughtfully reimagined.

54 Church Street Unit #A & B, Charleston

$3,850,000

3 Beds ⋅ 3.5 Baths ⋅ 26028121 MLS ⋅ South Of Broad SubDv. ⋅ Active Contingent Status

40 Legare Street, Charleston

$2,649,000

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.

3 Beds ⋅ 3.5 Baths ⋅ 26022521 MLS ⋅ South Of Broad SubDv. ⋅ Active Contingent 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

$2,495,000

First time on the open market in over 27 years, this one of a kind garden oasis is truly special. Thought to be one of famed landscape architect Loutrel Briggs' designs still intact. The original structure dates to the 1780s, with thoughtful additions over the last 30 years. Hidden behind gates on desirable Bedons Alley, the home was recently updated, with new baths and kitchen upgrades. The garden is incredible, surrounded by historic walls allowing for complete privacy.Access via a permanent easement through 12 Bedons Alley, located in front.

2 Beds ⋅ 2 Baths ⋅ 26006676 MLS ⋅ South Of Broad SubDv. ⋅ Active Contingent Status

First time on the open market in over 27 years, this one of a kind garden oasis is truly special. Thought to be one of famed landscape architect Loutrel Briggs' designs still intact. The original structure dates to the 1780s, with thoughtful additions over the last 30 years. Hidden behind gates on desirable Bedons Alley, the home was recently updated, with new baths and kitchen upgrades. The garden is incredible, surrounded by historic walls allowing for complete privacy.Access via a permanent easement through 12 Bedons Alley, located in front.

12 A Bedons Alley, Charleston

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