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Welcome to Chisolm-Alston House at 172 Tradd Street, an architectural gem in one of Charleston's most iconic areas, South of Broad. This meticulously restored home boasts a grand portico with towering columns, soaring 12-foot ceilings, 4-inch thick cypress doors, a flying staircase and all with a charming blend of rich history and modern luxury. Chisolm House was originally built in 1834 by Alexander Hext Chisolm, the owner of a rice and lumber mill at the west end of Tradd Street, and is attributed to the noted Prussian-trained architect Charles F. Reichardt. It is a striking example of Greek Revival. The unique stately Corinthian columns were modeled on the Choragic Monument of Lysicrates in AthensThe property originally fronted the Ashley River before a large land reclamation project in the early 1900's shaped the peninsula into what it is today. The house is set in a well planned and well established garden with beautiful live oaks, palmettos, magnolias and camellias. Walk up the front steps to the foyer with spacious parlors left and right, with checkerboard painted floors. The central hall leads past the formal, book-lined, dining room and an equally large family room to the large kitchen, a breakfast area, an airy porch and handsome stairs down to the garden. The upstairs hosts two bedroom suites and two large bedrooms, accessible by either the front or back stairs. The aboveground basement provides extensive storage. The decor of the house, was by noted designer, Carolyne Roehm, with endless thoughtful detail, from fabric-upholstered walls in every bedroom to the rich wallpapers and floors. The home's graceful spiral staircase sets the tone for the stylish experience that unfolds across each room. A bright and inviting kitchen features an eat-in breakfast area, large walk-in pantry, double oven and stovetop, spacious island, two sinks, and abundant counter space and custom cabinetry, perfectly designed for both everyday living and entertaining. The primary suite offers a serene retreat with a spacious walk-in closet, a woven rug carpet for added warmth, and elegantly appointed details throughout. Additional highlights include a laundry room with generous shelving, a basement, off-street parking and meticulously maintained grounds. Every inch of this home combines form and function, from the large windows that fill each room with light to the refined finishes and handcrafted elements. This home is a work of art.

4 Beds ⋅ 4.5 Baths ⋅ 25023986 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Welcome to Chisolm-Alston House at 172 Tradd Street, an architectural gem in one of Charleston's most iconic areas, South of Broad. This meticulously restored home boasts a grand portico with towering columns, soaring 12-foot ceilings, 4-inch thick cypress doors, a flying staircase and all with a charming blend of rich history and modern luxury. Chisolm House was originally built in 1834 by Alexander Hext Chisolm, the owner of a rice and lumber mill at the west end of Tradd Street, and is attributed to the noted Prussian-trained architect Charles F. Reichardt. It is a striking example of Greek Revival. The unique stately Corinthian columns were modeled on the Choragic Monument of Lysicrates in AthensThe property originally fronted the Ashley River before a large land reclamation project in the early 1900's shaped the peninsula into what it is today. The house is set in a well planned and well established garden with beautiful live oaks, palmettos, magnolias and camellias. Walk up the front steps to the foyer with spacious parlors left and right, with checkerboard painted floors. The central hall leads past the formal, book-lined, dining room and an equally large family room to the large kitchen, a breakfast area, an airy porch and handsome stairs down to the garden. The upstairs hosts two bedroom suites and two large bedrooms, accessible by either the front or back stairs. The aboveground basement provides extensive storage. The decor of the house, was by noted designer, Carolyne Roehm, with endless thoughtful detail, from fabric-upholstered walls in every bedroom to the rich wallpapers and floors. The home's graceful spiral staircase sets the tone for the stylish experience that unfolds across each room. A bright and inviting kitchen features an eat-in breakfast area, large walk-in pantry, double oven and stovetop, spacious island, two sinks, and abundant counter space and custom cabinetry, perfectly designed for both everyday living and entertaining. The primary suite offers a serene retreat with a spacious walk-in closet, a woven rug carpet for added warmth, and elegantly appointed details throughout. Additional highlights include a laundry room with generous shelving, a basement, off-street parking and meticulously maintained grounds. Every inch of this home combines form and function, from the large windows that fill each room with light to the refined finishes and handcrafted elements. This home is a work of art.

172 Tradd Street, Charleston

$8,400,000

This stunning c. 1785 four-story masonry home has been carefully preserved, exhibiting significant historical integrity. It has undergone an extensive renovation, elegantly updated to accommodate modern living and entertaining. Book-ended by Rainbow Row and High Battery, the Jonathan Simpson House was built within the original walled city by a wealthy merchant. Twelve-foot ceilings and grand rooms allow the house to be filled with light. The pine floors run the full extent of the house (28'). Much of the original molding, cypress paneling, doors, and interior shutters remain. The current owners created a hyphen to connect the original home and kitchen house under the direction of renowned Charleston architects Dufford Young, with construction by Artis, winning a 2019 Carolopolis Award.The project allowed for a new side garden design by Sheila Wertimer. The gourmet kitchen features a butler's pantry, mudroom, and floor-to-ceiling steel doors overlooking the side garden. The former kitchen house now features a spacious second-floor guest suite or office and a large secondary living room flanked by original fireplaces, as well as access to the screened porch overlooking the magnificent backyard that encompasses nearly a quarter of an acre of peace and tranquility. Plans were created for a 10' x 30' swimming pool and have been approved by the city. The existing custom-built "shed" could be easily converted to a pool house with bathroom. The original staircase remains, rising eloquently for all four flights, one of the tallest in the city. The second floor of the home has a 21x25 drawing room with five floor-to-ceiling windows. Across the hall, a primary suite with a fireplace and a private porch overlooking historic rooftops and palmetto trees. The third floor includes two spacious bedrooms, both with en-suite bathrooms, as well as a laundry room. The front bedroom offers clear views of Charleston Harbor. The back bedroom offers a private porch that's perched in the palmetto trees. The fourth floor is laid out as a two-room guest suite with a full bathroom and a living room, incredible historic and water views from every window. Of significant architectural interest is the cantilevered marble balcony, which projects from the second floor and is the only one in Charleston constructed in this manner. The elliptical fan light and the use of tall, glazed windows typify the work of the Adam period. Also of notable distinction is the detailed woodwork and roping around the door frame, which makes this one of the more attractive entrances in historic Charleston. The home retains architectural features of the late Georgian period, also embracing the ornamentation that more closely resembles the Adam style or the Federal period of architectural development.

5 Beds ⋅ 5.5 Baths ⋅ 25024554 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

This stunning c. 1785 four-story masonry home has been carefully preserved, exhibiting significant historical integrity. It has undergone an extensive renovation, elegantly updated to accommodate modern living and entertaining. Book-ended by Rainbow Row and High Battery, the Jonathan Simpson House was built within the original walled city by a wealthy merchant. Twelve-foot ceilings and grand rooms allow the house to be filled with light. The pine floors run the full extent of the house (28'). Much of the original molding, cypress paneling, doors, and interior shutters remain. The current owners created a hyphen to connect the original home and kitchen house under the direction of renowned Charleston architects Dufford Young, with construction by Artis, winning a 2019 Carolopolis Award.The project allowed for a new side garden design by Sheila Wertimer. The gourmet kitchen features a butler's pantry, mudroom, and floor-to-ceiling steel doors overlooking the side garden. The former kitchen house now features a spacious second-floor guest suite or office and a large secondary living room flanked by original fireplaces, as well as access to the screened porch overlooking the magnificent backyard that encompasses nearly a quarter of an acre of peace and tranquility. Plans were created for a 10' x 30' swimming pool and have been approved by the city. The existing custom-built "shed" could be easily converted to a pool house with bathroom. The original staircase remains, rising eloquently for all four flights, one of the tallest in the city. The second floor of the home has a 21x25 drawing room with five floor-to-ceiling windows. Across the hall, a primary suite with a fireplace and a private porch overlooking historic rooftops and palmetto trees. The third floor includes two spacious bedrooms, both with en-suite bathrooms, as well as a laundry room. The front bedroom offers clear views of Charleston Harbor. The back bedroom offers a private porch that's perched in the palmetto trees. The fourth floor is laid out as a two-room guest suite with a full bathroom and a living room, incredible historic and water views from every window. Of significant architectural interest is the cantilevered marble balcony, which projects from the second floor and is the only one in Charleston constructed in this manner. The elliptical fan light and the use of tall, glazed windows typify the work of the Adam period. Also of notable distinction is the detailed woodwork and roping around the door frame, which makes this one of the more attractive entrances in historic Charleston. The home retains architectural features of the late Georgian period, also embracing the ornamentation that more closely resembles the Adam style or the Federal period of architectural development.

55 E Bay Street, Charleston

$8,000,000

Victorian-era home dating back to 1872 built by architect Louis Barbot,recently reimagined by architect Beau Clowney, surrounded by an early 19th century brick wall, it sits on a coveted double lot in the heart of downtown Charleston.14 New seamlessly blends timeless character with modern luxury. Fully renovated 2019, this exceptional property offers turnkey living just steps from the city's finest dining, shopping, Parks.Inside, the home showcases meticulously restored architectural details paired with high-end finishes, updated systems throughout. Gracious living spaces with high ceilings are filled with natural light and designed for both relaxed everyday living and effortless entertaining. A pool, garage apartment, storage and garden, 14 New has it all!!14 New has a pool/hot tub, garden, kids play area and formal lawn all in the heart of Charleston!

5 Beds ⋅ 5.5 Baths ⋅ 26009437 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Victorian-era home dating back to 1872 built by architect Louis Barbot,recently reimagined by architect Beau Clowney, surrounded by an early 19th century brick wall, it sits on a coveted double lot in the heart of downtown Charleston.14 New seamlessly blends timeless character with modern luxury. Fully renovated 2019, this exceptional property offers turnkey living just steps from the city's finest dining, shopping, Parks.Inside, the home showcases meticulously restored architectural details paired with high-end finishes, updated systems throughout. Gracious living spaces with high ceilings are filled with natural light and designed for both relaxed everyday living and effortless entertaining. A pool, garage apartment, storage and garden, 14 New has it all!!14 New has a pool/hot tub, garden, kids play area and formal lawn all in the heart of Charleston!

14 New Street, Charleston

$7,800,000

This custom built South of Broad residence is a rare find featuring a 2 car garage, rooftop deck & WATER VIEWS of the Charleston Harbor!Other notable features include an elevator to all 4 floors, multiple outdoor terraces & porches, 2 game / bonus rooms for flex space usage (1 on ground level & the 2nd on the 4th floor), multiple living rooms, large eat in kitchen with state of the art appliances, 10ft ceilings with nearly floor to ceiling storm rated windows throughout, copper roof, a plethora of storage closets & is light filled throughout. There are 3 bedrooms on the 3rd level with an optional 4th bedroom on 4th floor in the 2nd flex space - all with ensuitebathrooms. Enter through a gated palm tree lined driveway & lush landscaping to find a thoroughly unique & built to last home. This residence was thoughtfully built using concrete & stucco, assuring it is extremely solid & virtually sound proof! The nearly 12 foot elevation of the home itself is another bonus which offers additional privacy from passersby. If having a pool is important, there is room for one! The home has only had ONE owner since it was custom built in 2007. Do not miss this exceedingly rare opportunity to own a new(er) home with all the modern conveniences in the heart of the historic district, but without the historic home maintenance! See Documents section for Information Sheet + Floor Plan. Systems Info: New Hot Water Heater (2026). 3 Newer HVACS (replaced 2023-2025) & have been regularly serviced & maintained. New Trim Paint (2026). The information herein is furnished to the best of the Listing Agent's knowledge, but is subject to verification by the purchaser and their agent. Listing Agent assumes no responsibility for correctness thereof, nor warrant the accuracy of the information or the condition of the property. If square footage is important - measure. Buyer to verify schools.

4 Beds ⋅ 4.5 Baths ⋅ 26023334 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

This custom built South of Broad residence is a rare find featuring a 2 car garage, rooftop deck & WATER VIEWS of the Charleston Harbor!Other notable features include an elevator to all 4 floors, multiple outdoor terraces & porches, 2 game / bonus rooms for flex space usage (1 on ground level & the 2nd on the 4th floor), multiple living rooms, large eat in kitchen with state of the art appliances, 10ft ceilings with nearly floor to ceiling storm rated windows throughout, copper roof, a plethora of storage closets & is light filled throughout. There are 3 bedrooms on the 3rd level with an optional 4th bedroom on 4th floor in the 2nd flex space - all with ensuitebathrooms. Enter through a gated palm tree lined driveway & lush landscaping to find a thoroughly unique & built to last home. This residence was thoughtfully built using concrete & stucco, assuring it is extremely solid & virtually sound proof! The nearly 12 foot elevation of the home itself is another bonus which offers additional privacy from passersby. If having a pool is important, there is room for one! The home has only had ONE owner since it was custom built in 2007. Do not miss this exceedingly rare opportunity to own a new(er) home with all the modern conveniences in the heart of the historic district, but without the historic home maintenance! See Documents section for Information Sheet + Floor Plan. Systems Info: New Hot Water Heater (2026). 3 Newer HVACS (replaced 2023-2025) & have been regularly serviced & maintained. New Trim Paint (2026). The information herein is furnished to the best of the Listing Agent's knowledge, but is subject to verification by the purchaser and their agent. Listing Agent assumes no responsibility for correctness thereof, nor warrant the accuracy of the information or the condition of the property. If square footage is important - measure. Buyer to verify schools.

101 S Battery Street, Charleston

$7,800,000

Replete with stunning original historic details, this grand c. 1768 Charleston single residence exudes grace and distinction at every turn. Gleaming hardwood floors, hand-hewn mantels, and soaring ceilings speak to its storied past, while the beautifully curated gardens and grounds offer year-round beauty and serenity. This is a rare, large-scale South of Broad home--an exceptional canvas ready for its next chapter and a thoughtful re-imagining of refined Lowcountry living.The main living level is both elegant and inviting, anchored by gracious formal living and dining rooms with impressive ceiling heights and working fireplaces--ideal for both intimate gatherings and larger-scale entertaining.The kitchen offers generous prep space and is ideally positioned adjacent to the garage, presenting a compelling opportunity to expand and create a more open, integrated living environment if desired (pending approvals). A charming powder room, adorned with a custom mural by Katherine Barnwell, adds a distinctive artistic touch. Upstairs, the primary level is filled with natural light and offers a spacious bedroom suite complemented by a comfortable sitting room, ample storage, and a well-proportioned bath. Working fireplaces continue on this level, reinforcing the home's historic character. Just beyond, a striking double-height library with rich mahogany woodwork and custom built-ins creates a dramatic and memorable focal point--an architectural feature rarely found. The elevator provides convenient access to this level and above, enhancing livability across all primary floors. Custom ironwork in both the kitchen and library by Rick Avrett further elevates the craftsmanship throughout. The third and fourth floors offer generous guest accommodations, with three additional bedrooms, shared baths, and unique vantage points overlooking the upper galleries of the library below. Connected via the garage, a private guest house offers two bedrooms and two-and-a-half baths, embodying classic carriage house architecture and providing ideal separation for guests, extended family, or flexible use. The grounds are truly exceptional--award-winning gardens that have been meticulously maintained by the same master gardener's family for over three decades. Lush, layered, and thoughtfully designed, the outdoor spaces are as compelling as the interiors and offer a rare sense of privacy and tranquility in the heart of the city. A property of this scale, provenance, and potential--complete with garage, guest house, and extraordinary gardens--is an increasingly rare offering South of Broad. 54 King Street presents a unique opportunity to honor its rich history while creating a bespoke residence tailored to modern living.

6 Beds ⋅ 5.5 Baths ⋅ 26009066 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Replete with stunning original historic details, this grand c. 1768 Charleston single residence exudes grace and distinction at every turn. Gleaming hardwood floors, hand-hewn mantels, and soaring ceilings speak to its storied past, while the beautifully curated gardens and grounds offer year-round beauty and serenity. This is a rare, large-scale South of Broad home--an exceptional canvas ready for its next chapter and a thoughtful re-imagining of refined Lowcountry living.The main living level is both elegant and inviting, anchored by gracious formal living and dining rooms with impressive ceiling heights and working fireplaces--ideal for both intimate gatherings and larger-scale entertaining.The kitchen offers generous prep space and is ideally positioned adjacent to the garage, presenting a compelling opportunity to expand and create a more open, integrated living environment if desired (pending approvals). A charming powder room, adorned with a custom mural by Katherine Barnwell, adds a distinctive artistic touch. Upstairs, the primary level is filled with natural light and offers a spacious bedroom suite complemented by a comfortable sitting room, ample storage, and a well-proportioned bath. Working fireplaces continue on this level, reinforcing the home's historic character. Just beyond, a striking double-height library with rich mahogany woodwork and custom built-ins creates a dramatic and memorable focal point--an architectural feature rarely found. The elevator provides convenient access to this level and above, enhancing livability across all primary floors. Custom ironwork in both the kitchen and library by Rick Avrett further elevates the craftsmanship throughout. The third and fourth floors offer generous guest accommodations, with three additional bedrooms, shared baths, and unique vantage points overlooking the upper galleries of the library below. Connected via the garage, a private guest house offers two bedrooms and two-and-a-half baths, embodying classic carriage house architecture and providing ideal separation for guests, extended family, or flexible use. The grounds are truly exceptional--award-winning gardens that have been meticulously maintained by the same master gardener's family for over three decades. Lush, layered, and thoughtfully designed, the outdoor spaces are as compelling as the interiors and offer a rare sense of privacy and tranquility in the heart of the city. A property of this scale, provenance, and potential--complete with garage, guest house, and extraordinary gardens--is an increasingly rare offering South of Broad. 54 King Street presents a unique opportunity to honor its rich history while creating a bespoke residence tailored to modern living.

54 King Street, Charleston

$7,750,000

A truly rare, one-of-a-kind offering South Of Broad, this exceptional residence pairs Charleston's most coveted historic neighborhood with a level of European refinement seldom achieved. A series of exquisitely composed private courtyards, lush secluded gardens, and a serene pool create an atmosphere of complete privacy and tranquility, seamlessly blending indoor and outdoor living while enveloping the home in natural beauty. The c. 1770 Samuel Miller House has been masterfully reimagined by a renowned local designer, balancing historic integrity with modern livability. Original architectural details remain beautifully preserved, including heart pine floors, an original intimate cypress-paneled drawing room, and multiple fireplaces--while thoughtful early- and mid-20th-century additionsexpanded the home to suit today's lifestyle. The newer living spaces introduce scale and comfort, featuring a spacious family room with fireplace, a well-appointed modern kitchen, Waterworks fixtures, and an extraordinary primary suite designed as a private retreat. This expansive suite offers multiple living areas, a private porch, a marble bath with dual vanities, dressing room, sitting room, extensive wood-paneled closets, and a secondary laundry--an uncommon level of luxury and convenience. An auto court provides valuable off-street parking, and the property is ideally situated in an X flood zone--just steps from the best of Broad and King Streets, including dining, shopping, and cultural destinations.

4 Beds ⋅ 4.5 Baths ⋅ 26011410 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

A truly rare, one-of-a-kind offering South Of Broad, this exceptional residence pairs Charleston's most coveted historic neighborhood with a level of European refinement seldom achieved. A series of exquisitely composed private courtyards, lush secluded gardens, and a serene pool create an atmosphere of complete privacy and tranquility, seamlessly blending indoor and outdoor living while enveloping the home in natural beauty. The c. 1770 Samuel Miller House has been masterfully reimagined by a renowned local designer, balancing historic integrity with modern livability. Original architectural details remain beautifully preserved, including heart pine floors, an original intimate cypress-paneled drawing room, and multiple fireplaces--while thoughtful early- and mid-20th-century additionsexpanded the home to suit today's lifestyle. The newer living spaces introduce scale and comfort, featuring a spacious family room with fireplace, a well-appointed modern kitchen, Waterworks fixtures, and an extraordinary primary suite designed as a private retreat. This expansive suite offers multiple living areas, a private porch, a marble bath with dual vanities, dressing room, sitting room, extensive wood-paneled closets, and a secondary laundry--an uncommon level of luxury and convenience. An auto court provides valuable off-street parking, and the property is ideally situated in an X flood zone--just steps from the best of Broad and King Streets, including dining, shopping, and cultural destinations.

8 Orange Street, Charleston

$7,400,000

Behind a private gated entry framed by mature live oaks, 169 Wentworth Street offers an extraordinary blend of Charleston history and modern livability. This rare downtown sanctuary provides a resort-style experience with a fully private outdoor oasis in the heart of Harleston Village.Constructed in the mid-1830s, this Greek Revival-style residence--known in historic records as the Corbett-Irving House--reflects the timeless appeal of Harleston Village architecture while living beautifully for today. Expertly reimagined by Eddie Fava, a Charleston-based architect known for Historic preservation and expertly designed by Lauren Sanchez Design Ltd., this renovated Charleston home pairs architectural integrity with a serene, designer-driven interior. Every detail was selected to feel timeless,layered, and quietly luxurious. Sunlight fills the interiors, enhanced by twelve-foot high ceilings and generous windows, while a dramatic steel-framed wall of glass at the rear of the home creates a stunning connection to the garden and courtyard beyond. The main level is designed for both everyday comfort and elegant entertaining, featuring a grand foyer, a welcoming living room, and a kitchen with a large island, fireplace, and bar. A butler's pantry adds effortless function for hosting and storage. A glass-back breakfast roomperfect for casual meals and morning coffeeoverlooks the landscaped outdoor spaces, while a formal dining room provides a timeless setting for gatherings. A dedicated study/office offers privacy and flexibility for work-from-home or a quiet retreat, and a chic half bath is conveniently located for guests. Upstairs, the main house offers three spacious bedrooms. The primary suite is a true sanctuary with multiple closets for ample storage, a private office, and a generous en-suite bath featuring a dual vanity, tiled shower, and soaking tub. The suite flows seamlessly to a porch, creating a peaceful extension for morning air or evening relaxation. The two additional bedrooms each enjoy en-suite baths and walk-in closets, offering comfort and privacy for family or guests. The ground level expands the home's versatility with a secondary living space ideal as a den or media room, a highly functional mudroom, and a dedicated laundry area. A flexible gym/gardening space supports an active lifestyle and makes day-to-day livingespecially with pool and garden enjoymenteasy and organized. Outside is where 169 Wentworth truly becomes extraordinary: a layered outdoor oasis by renowned landscape architect Glen Gardner, with brick walkways and multiple garden "rooms" designed for dining, lounging, and entertaining. The backyard offers a spectacular sense of privacy, surrounded by beautiful neighboring homes and enclosed by patinated walls draped in ivy, creating an unmistakable feeling of seclusion. At the center, a resort-style pool is surrounded by expansive stone decking and ample space for sunbeds and gathering areasserene, elegant, and beautifully composed. Completing the experience is a full pool house that functions like a boutique retreat, with its own living space, bedroom, and bathroom, plus generous covered porch seatingideal for visitors or flexible use as a studio, home office, or wellness space. The ground level of the pool house currently functions as a garage and includes a convenient half bath for the pool, with potential to convert to additional living space. With ample off-street parking and an unbeatable downtown location just minutes to Colonial Lake, it is exceptionally rare to find this level of privacy, history, and turnkey indoor-outdoor living in Charleston.

5 Beds ⋅ 5.5 Baths ⋅ 26003133 MLS ⋅ Harleston Village SubDv. ⋅ Closed Status

Behind a private gated entry framed by mature live oaks, 169 Wentworth Street offers an extraordinary blend of Charleston history and modern livability. This rare downtown sanctuary provides a resort-style experience with a fully private outdoor oasis in the heart of Harleston Village.Constructed in the mid-1830s, this Greek Revival-style residence--known in historic records as the Corbett-Irving House--reflects the timeless appeal of Harleston Village architecture while living beautifully for today. Expertly reimagined by Eddie Fava, a Charleston-based architect known for Historic preservation and expertly designed by Lauren Sanchez Design Ltd., this renovated Charleston home pairs architectural integrity with a serene, designer-driven interior. Every detail was selected to feel timeless,layered, and quietly luxurious. Sunlight fills the interiors, enhanced by twelve-foot high ceilings and generous windows, while a dramatic steel-framed wall of glass at the rear of the home creates a stunning connection to the garden and courtyard beyond. The main level is designed for both everyday comfort and elegant entertaining, featuring a grand foyer, a welcoming living room, and a kitchen with a large island, fireplace, and bar. A butler's pantry adds effortless function for hosting and storage. A glass-back breakfast roomperfect for casual meals and morning coffeeoverlooks the landscaped outdoor spaces, while a formal dining room provides a timeless setting for gatherings. A dedicated study/office offers privacy and flexibility for work-from-home or a quiet retreat, and a chic half bath is conveniently located for guests. Upstairs, the main house offers three spacious bedrooms. The primary suite is a true sanctuary with multiple closets for ample storage, a private office, and a generous en-suite bath featuring a dual vanity, tiled shower, and soaking tub. The suite flows seamlessly to a porch, creating a peaceful extension for morning air or evening relaxation. The two additional bedrooms each enjoy en-suite baths and walk-in closets, offering comfort and privacy for family or guests. The ground level expands the home's versatility with a secondary living space ideal as a den or media room, a highly functional mudroom, and a dedicated laundry area. A flexible gym/gardening space supports an active lifestyle and makes day-to-day livingespecially with pool and garden enjoymenteasy and organized. Outside is where 169 Wentworth truly becomes extraordinary: a layered outdoor oasis by renowned landscape architect Glen Gardner, with brick walkways and multiple garden "rooms" designed for dining, lounging, and entertaining. The backyard offers a spectacular sense of privacy, surrounded by beautiful neighboring homes and enclosed by patinated walls draped in ivy, creating an unmistakable feeling of seclusion. At the center, a resort-style pool is surrounded by expansive stone decking and ample space for sunbeds and gathering areasserene, elegant, and beautifully composed. Completing the experience is a full pool house that functions like a boutique retreat, with its own living space, bedroom, and bathroom, plus generous covered porch seatingideal for visitors or flexible use as a studio, home office, or wellness space. The ground level of the pool house currently functions as a garage and includes a convenient half bath for the pool, with potential to convert to additional living space. With ample off-street parking and an unbeatable downtown location just minutes to Colonial Lake, it is exceptionally rare to find this level of privacy, history, and turnkey indoor-outdoor living in Charleston.

169 Wentworth Street, Charleston

$7,400,000

AUCTION BIDDING OPEN! ENDING LIVE on JANUARY 27 from Sotheby's New York. PREVIOUSLY LISTED FOR $17,900,000. CURRENT HIGH BID $6,250,000The Nathaniel Ingraham House on Charleston's High Battery represents the pinnacle of historic Lowcountry living. This museum-quality four-story residence of solid brick and stucco offers breathtaking views of Charleston Harbor and Fort Sumter from its prime waterfront setting. Although the entry faces Water Street, the home has always been oriented toward the picturesque harbor, creating an ideal framework for authentic Charleston living. The grand living room features soaring ceilings and exquisite mouldings that create unmatched elegance and sophistication.Finely carved fireplace mantels and intricate details throughout speak to the home's historic provenance. Set on a double lot, the grounds offer a gated off-street parking court, private Charleston garden, sparkling pool, and gracious terrace for outdoor entertaining. An elevator provides convenient access to the second floor, blending modern convenience with timeless grandeur in one of the city's most prestigious neighborhoods.

6 Beds ⋅ 6.5 Baths ⋅ 25032121 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

AUCTION BIDDING OPEN! ENDING LIVE on JANUARY 27 from Sotheby's New York. PREVIOUSLY LISTED FOR $17,900,000. CURRENT HIGH BID $6,250,000The Nathaniel Ingraham House on Charleston's High Battery represents the pinnacle of historic Lowcountry living. This museum-quality four-story residence of solid brick and stucco offers breathtaking views of Charleston Harbor and Fort Sumter from its prime waterfront setting. Although the entry faces Water Street, the home has always been oriented toward the picturesque harbor, creating an ideal framework for authentic Charleston living. The grand living room features soaring ceilings and exquisite mouldings that create unmatched elegance and sophistication.Finely carved fireplace mantels and intricate details throughout speak to the home's historic provenance. Set on a double lot, the grounds offer a gated off-street parking court, private Charleston garden, sparkling pool, and gracious terrace for outdoor entertaining. An elevator provides convenient access to the second floor, blending modern convenience with timeless grandeur in one of the city's most prestigious neighborhoods.

2 Water Street, Charleston

$7,350,000

Step into Charleston's history at 110 Beaufain Street, a stunning masonry Charleston Single built in 1838 and masterfully restored for modern living. Once home to merchants and mayors, this Neoclassical and Greek Revival residence offers a timeless presence overlooking historic Colonial Lake in the heart of downtown's historic district.Restored and designed by Ben and Kate Towill of Basic Projects with landscaping by Ables, the four-bedroom, four-and-a-half-bath home spans three stories plus an finished attic space. It underwent a meticulous renovation approved by the Architectural Design Board, preserving original character while introducing elegant updates throughout. The 200-year-old plaster walls restored, original sanded down heart pine oak floors, historic mahogany windows upstairs, and reshaped, hand-sanded original trim blend seamlessly with new elements like stained-glass doors, a simple, sophisticated kitchen with carrara marble counters, aged brass hardware, Thermador appliances, and a snug perfect for cozy evenings. The den features a fully restored wood burning fireplace and the most exceptional views of Colonial Lake, with the home set back on the property to provide a quiet, private setting rarely found in this location. The primary suite serves as a private retreat, complete with a soaking tub, dual solid marble sinks, a walk-in closet with custom lighting, and direct access to the second-level piazza, where soft breezes drift in from the lake. Upstairs, the third floor offers bright, spacious bedrooms with full en suite baths and closets. A versatile attic space provides additional room for a bunk area and home office, perfect for guests or a quiet workspace with views across the lake. Outside, the private courtyard and landscaped gardens are centered around a saltwater pool with a spa and a pool house with all hook-ups for a sauna and cold plunge, creating a serene retreat ideal for both relaxing and entertaining. The home's design feels both high-end and comfortable throughout, from the interiors to the outdoor living spaces. The brick and oyster tabby driveway offers unmatched parking for three cars, a rare convenience on the Peninsula. Blending original architectural details with modern luxuries in a premier location, this home offers a rare opportunity to own a piece of Charleston's rich history.

4 Beds ⋅ 4.5 Baths ⋅ 25026046 MLS ⋅ Harleston Village SubDv. ⋅ Closed Status

Step into Charleston's history at 110 Beaufain Street, a stunning masonry Charleston Single built in 1838 and masterfully restored for modern living. Once home to merchants and mayors, this Neoclassical and Greek Revival residence offers a timeless presence overlooking historic Colonial Lake in the heart of downtown's historic district.Restored and designed by Ben and Kate Towill of Basic Projects with landscaping by Ables, the four-bedroom, four-and-a-half-bath home spans three stories plus an finished attic space. It underwent a meticulous renovation approved by the Architectural Design Board, preserving original character while introducing elegant updates throughout. The 200-year-old plaster walls restored, original sanded down heart pine oak floors, historic mahogany windows upstairs, and reshaped, hand-sanded original trim blend seamlessly with new elements like stained-glass doors, a simple, sophisticated kitchen with carrara marble counters, aged brass hardware, Thermador appliances, and a snug perfect for cozy evenings. The den features a fully restored wood burning fireplace and the most exceptional views of Colonial Lake, with the home set back on the property to provide a quiet, private setting rarely found in this location. The primary suite serves as a private retreat, complete with a soaking tub, dual solid marble sinks, a walk-in closet with custom lighting, and direct access to the second-level piazza, where soft breezes drift in from the lake. Upstairs, the third floor offers bright, spacious bedrooms with full en suite baths and closets. A versatile attic space provides additional room for a bunk area and home office, perfect for guests or a quiet workspace with views across the lake. Outside, the private courtyard and landscaped gardens are centered around a saltwater pool with a spa and a pool house with all hook-ups for a sauna and cold plunge, creating a serene retreat ideal for both relaxing and entertaining. The home's design feels both high-end and comfortable throughout, from the interiors to the outdoor living spaces. The brick and oyster tabby driveway offers unmatched parking for three cars, a rare convenience on the Peninsula. Blending original architectural details with modern luxuries in a premier location, this home offers a rare opportunity to own a piece of Charleston's rich history.

110 Beaufain Street, Charleston

$7,200,000

Murray Boulevard. Waterfront. Reimagined. Unapologetically Modern. Set along Charleston's most iconic waterfront corridor, this fully reimagined contemporary residence delivers something South of Broad almost never sees: true modern architecture directly on the water, wrapped in uninterrupted views of the Charleston Harbor, Ashley River, the Battery promenade, and the city skyline beyond. This isn't traditional Charleston. This is Charleston with an edge. From the moment you enter, the home opens itself completely to the water. Floor-to-ceiling glass frames the harbor like living artwork while Fleetwood retractable doors disappear entirely, dissolving the line between indoors and out. Sailboats drift past the Battery. Sunsets flood the interiors. The entire home feels cinematic.Completely transformed in 2021, the residence was designed to live like a private luxury resort; bold architecture softened by natural light, warm textures, and a seamless connection to the waterfront. The atmosphere feels more Miami or Los Angeles than historic downtown Charleston, yet somehow perfectly positioned within one of the city's most prestigious and recognizable settings. The main level was built to entertain at scale. Expansive living and dining spaces flow effortlessly into a showpiece chef's kitchen featuring integrated top-tier appliances, dramatic stone surfaces, and a commanding waterfall-edge island that anchors the space with confidence and sophistication. One terrace pulls you toward the harbor. The other unfolds into a sleek elevated saltwater pool environment surrounded by lounge spaces, an outdoor kitchen, fireplace, and television, creating a private outdoor experience designed equally for quiet evenings or unforgettable entertaining. Natural light pours through walls of glass, illuminating wide-plank hardwood floors, custom stonework, and a striking steel-and-glass floating staircase that rises through all three levels like a sculptural centerpiece. Upstairs, the primary suite feels suspended over the waterfront. Wake to panoramic harbor views from a private terrace overlooking the Ashley River and Battery promenade. A fireplace softly connects the bedroom to a spa-inspired marble bath complete with a soaking tub positioned toward the water, oversized shower, custom walk-in closet, integrated coffee station, beverage refrigeration, and finishes that rival the world's finest hotels. Every secondary bedroom is en suite and executed with the same uncompromising level of design and detail. Then the home shifts fully into lifestyle mode. Private gym. Infrared sauna. Steam sauna. Massage room. Billiard lounge. Wine and wet bar. A cinematic theater with surround sound and terraced seating. Every space was designed with intention, creating an environment centered around wellness, entertainment, and experience. Overlooking the pool terrace, a completely separate guest residence delivers its own luxury living experience with private elevator access, full kitchen, living room, stacked laundry, bedroom, and full bath; ideal for guests, extended stays, or independent accommodations. The estate is fully gated and walled, offering a level of privacy and security rarely found on Charleston's waterfront, with parking for eight-plus vehicles, garage space, and dedicated golf cart storage. And then the final statement: a rooftop deck with commanding 360-degree views stretching across the harbor, river, church steeples, historic skyline, and open water beyond. Sunrise. Sunset. City lights. Harbor movement. Every angle feels cinematic. Contemporary homes of this caliber almost never become available in Charleston's historic district, especially on the waterfront in South of Broad. This is not simply a turnkey luxury home. It is a one-of-one trophy property that embodies modern resort-style living in the heart of historic Charleston. This is not just a home. It's a statement; modern, private, waterfront, and impossible to replicate in South of Broad.

5 Beds ⋅ 6.5 Baths ⋅ 26014113 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Murray Boulevard. Waterfront. Reimagined. Unapologetically Modern. Set along Charleston's most iconic waterfront corridor, this fully reimagined contemporary residence delivers something South of Broad almost never sees: true modern architecture directly on the water, wrapped in uninterrupted views of the Charleston Harbor, Ashley River, the Battery promenade, and the city skyline beyond. This isn't traditional Charleston. This is Charleston with an edge. From the moment you enter, the home opens itself completely to the water. Floor-to-ceiling glass frames the harbor like living artwork while Fleetwood retractable doors disappear entirely, dissolving the line between indoors and out. Sailboats drift past the Battery. Sunsets flood the interiors. The entire home feels cinematic.Completely transformed in 2021, the residence was designed to live like a private luxury resort; bold architecture softened by natural light, warm textures, and a seamless connection to the waterfront. The atmosphere feels more Miami or Los Angeles than historic downtown Charleston, yet somehow perfectly positioned within one of the city's most prestigious and recognizable settings. The main level was built to entertain at scale. Expansive living and dining spaces flow effortlessly into a showpiece chef's kitchen featuring integrated top-tier appliances, dramatic stone surfaces, and a commanding waterfall-edge island that anchors the space with confidence and sophistication. One terrace pulls you toward the harbor. The other unfolds into a sleek elevated saltwater pool environment surrounded by lounge spaces, an outdoor kitchen, fireplace, and television, creating a private outdoor experience designed equally for quiet evenings or unforgettable entertaining. Natural light pours through walls of glass, illuminating wide-plank hardwood floors, custom stonework, and a striking steel-and-glass floating staircase that rises through all three levels like a sculptural centerpiece. Upstairs, the primary suite feels suspended over the waterfront. Wake to panoramic harbor views from a private terrace overlooking the Ashley River and Battery promenade. A fireplace softly connects the bedroom to a spa-inspired marble bath complete with a soaking tub positioned toward the water, oversized shower, custom walk-in closet, integrated coffee station, beverage refrigeration, and finishes that rival the world's finest hotels. Every secondary bedroom is en suite and executed with the same uncompromising level of design and detail. Then the home shifts fully into lifestyle mode. Private gym. Infrared sauna. Steam sauna. Massage room. Billiard lounge. Wine and wet bar. A cinematic theater with surround sound and terraced seating. Every space was designed with intention, creating an environment centered around wellness, entertainment, and experience. Overlooking the pool terrace, a completely separate guest residence delivers its own luxury living experience with private elevator access, full kitchen, living room, stacked laundry, bedroom, and full bath; ideal for guests, extended stays, or independent accommodations. The estate is fully gated and walled, offering a level of privacy and security rarely found on Charleston's waterfront, with parking for eight-plus vehicles, garage space, and dedicated golf cart storage. And then the final statement: a rooftop deck with commanding 360-degree views stretching across the harbor, river, church steeples, historic skyline, and open water beyond. Sunrise. Sunset. City lights. Harbor movement. Every angle feels cinematic. Contemporary homes of this caliber almost never become available in Charleston's historic district, especially on the waterfront in South of Broad. This is not simply a turnkey luxury home. It is a one-of-one trophy property that embodies modern resort-style living in the heart of historic Charleston. This is not just a home. It's a statement; modern, private, waterfront, and impossible to replicate in South of Broad.

100 Murray Boulevard, Charleston

$7,200,000

This iconic Murray Boulevard residence commands breathtaking views of the Ashley River and The Battery. Set on a rare corner lot spanning approximately a lot and a half, the property offers exceptional downtown amenities including incredible direct water views, an elevator, a two-car garage, off-street parking for four or more vehicles, and a large basement--all rare features in historic Charleston homes. Stately Ionic columns and a beautiful brick & iron gate define the home's distinguished facade.The floor plan is both gracious and highly functional. A large foyer and center hall with a beautiful staircase set the tone, opening to a stunning double parlor with two fireplaces and doors opening to a sweeping piazza overlooking the river. The formal dining room, also with a fireplace,enjoys river and Battery views. The generously sized kitchen features a breakfast area and opens to a screened porch overlooking the garden and water. Eleven-foot ceilings enhance the sense of scale throughout the first floor. The second floor is anchored by an expansive primary suite with a water-facing bedroom, fireplace, two walk-in closets, and dual full bathrooms. A bright front office features a Juliette balcony, while a den/study with a built-in wet bar and fireplace(formerly a bedroom)opens to the second-floor piazza (and could easily be converted back to a bedroom/4th bedroom). An additional bedroom with en suite bath and fireplace, additional closets, piazza, and laundry complete the second floor. The elevator goes from the driveway level to both the living room and bedroom floors. The third floor offers a large living area suitable for both a seating area and bedroom, along with a walk-in closet and full bathroom. This level opens onto a dramatic widow's walk balcony with panoramic views of downtown Charleston, the Ashley River, and Charleston Harbor. The garden is beautifully landscaped with mature plantings, large fountain, and charming brick pathways. Additional highlights of this trophy home include an elevator, full house generator, hardwood floors, double piazzas, screened porch, six fireplaces, and classic brick constructionmaking this a truly exceptional downtown Charleston home, offered for sale for the first time in almost 30 years.

4 Beds ⋅ 4.5 Baths ⋅ 26001822 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

This iconic Murray Boulevard residence commands breathtaking views of the Ashley River and The Battery. Set on a rare corner lot spanning approximately a lot and a half, the property offers exceptional downtown amenities including incredible direct water views, an elevator, a two-car garage, off-street parking for four or more vehicles, and a large basement--all rare features in historic Charleston homes. Stately Ionic columns and a beautiful brick & iron gate define the home's distinguished facade.The floor plan is both gracious and highly functional. A large foyer and center hall with a beautiful staircase set the tone, opening to a stunning double parlor with two fireplaces and doors opening to a sweeping piazza overlooking the river. The formal dining room, also with a fireplace,enjoys river and Battery views. The generously sized kitchen features a breakfast area and opens to a screened porch overlooking the garden and water. Eleven-foot ceilings enhance the sense of scale throughout the first floor. The second floor is anchored by an expansive primary suite with a water-facing bedroom, fireplace, two walk-in closets, and dual full bathrooms. A bright front office features a Juliette balcony, while a den/study with a built-in wet bar and fireplace(formerly a bedroom)opens to the second-floor piazza (and could easily be converted back to a bedroom/4th bedroom). An additional bedroom with en suite bath and fireplace, additional closets, piazza, and laundry complete the second floor. The elevator goes from the driveway level to both the living room and bedroom floors. The third floor offers a large living area suitable for both a seating area and bedroom, along with a walk-in closet and full bathroom. This level opens onto a dramatic widow's walk balcony with panoramic views of downtown Charleston, the Ashley River, and Charleston Harbor. The garden is beautifully landscaped with mature plantings, large fountain, and charming brick pathways. Additional highlights of this trophy home include an elevator, full house generator, hardwood floors, double piazzas, screened porch, six fireplaces, and classic brick constructionmaking this a truly exceptional downtown Charleston home, offered for sale for the first time in almost 30 years.

74 Murray Boulevard, Charleston

$7,175,000

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.

4 Beds ⋅ 5.5 Baths ⋅ 26009816 MLS ⋅ Harleston Village SubDv. ⋅ Closed 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.

140 Queen Street, Charleston

$7,100,000

On one of the most coveted and quiet streets South of Broad, 12 Orange Street is a masterfully restored historic residence that seamlessly blends timeless Charleston charm with thoughtful, high-quality updates. Every detail of this home reflects a love of its historic architecture while the updates make a seamless transition to today's style of living.The living spaces of this Charleston single have many windows and French doors which face south making for light filled interiors overlooking a beautiful Sheila Wertimer, of Wertimer and Cline, designed parterre garden. A kitchen and family room was created at the rear of the home and opens out to a tumbled marble terrace with dining table, lounge seating and a heated and cooled saltwater pool. This quiet sanctuary is walled and gated in for privacy. A back hall was created between the kitchen and dining room housing a built-in bar with a bar sink, under-counter wine refrigerator and divided wine storage. A powder room with an extra shower for the times when you have a full house is well positioned. A new back stair to the second floor created a better flow. The almost octagonal shape Dining room was designed with a custom modillion crown, an antique salvaged Georgian corner cabinet and mantel with gas fire basket features a hand painted floor by Robert Shelton, offering a unique and refined setting for elegant entertaining. The library off the front foyer with its original mantle flanked by custom designed cabinetry housing books and display, create a cozy area to read, converse or sip bourbon. The light and airy living room at the front of the home with its front facing windows and French doors to the piazza has its original mantle with working gas fire basket and a light crystal chandelier making it an elegant room to entertain guests. The primary suite is a welcoming retreat, offering a spacious sitting/dressing room with generous built in storage for hanging clothes and shoe and handbag storage, a working gas fireplace, and French doors to the piazza. The suite includes a second closet area and a Primary Bath with Calcutta a marble floor, two marble washstands with glass legs and a large frameless glass and marble shower with shower head, rain head and handheld shower. The second floor also has a drawing room with built-in cabinets, wet bar and refrigerator and French doors to the piazza with charming views of Orange St. The guest suite above the kitchen has a large statuary marble bathroom with two marble washstands, a nickel waterworks soaking tub and a shower with three shower heads. The third floor has two bedrooms with a bath between. The home underwent a comprehensive renovation begun in 2011 and a second update in 2021. The entire house was taken down to the studs and carefully restored with period appropriate elements and craftmanship giving it the charm and elegance sought after in Charleston homes. Original heart of pine floors and 8 historic mantels were preserved to honor the home's rich architectural heritage while period appropriate crowns, casings, baseboard, paneling and cabinetry were custom milled to replicate or compliment those of the home's Georgian period. A new standing seam copper roof, new custom historically accurate windows, new electrical, plumbing, and HVAC systems and new insulation were added to allow this house to continue to be enjoyed for generations to come. Two Rinnai instant hot water heaters, five chimneys fitted with custom gas baskets imported from London, plentiful custom cabinets to allow for ample storage, baths with multiple shower heads, and 1st and second floor wet bars with refrigeration make for the ease of living we love for today's busy lives. An off-street granite bordered brick drive secured at the street with automated iron gates ensure the homes privacy. With the tranquil location, on sought after high ground, and the benefit of underground utilities preserving the streetscape, 12 Orange Street is a rare opportunity to own a meticulously restored home in the heart of Charleston, where every detail has been elevated.

4 Beds ⋅ 4 Baths ⋅ 25025429 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

On one of the most coveted and quiet streets South of Broad, 12 Orange Street is a masterfully restored historic residence that seamlessly blends timeless Charleston charm with thoughtful, high-quality updates. Every detail of this home reflects a love of its historic architecture while the updates make a seamless transition to today's style of living.The living spaces of this Charleston single have many windows and French doors which face south making for light filled interiors overlooking a beautiful Sheila Wertimer, of Wertimer and Cline, designed parterre garden. A kitchen and family room was created at the rear of the home and opens out to a tumbled marble terrace with dining table, lounge seating and a heated and cooled saltwater pool. This quiet sanctuary is walled and gated in for privacy. A back hall was created between the kitchen and dining room housing a built-in bar with a bar sink, under-counter wine refrigerator and divided wine storage. A powder room with an extra shower for the times when you have a full house is well positioned. A new back stair to the second floor created a better flow. The almost octagonal shape Dining room was designed with a custom modillion crown, an antique salvaged Georgian corner cabinet and mantel with gas fire basket features a hand painted floor by Robert Shelton, offering a unique and refined setting for elegant entertaining. The library off the front foyer with its original mantle flanked by custom designed cabinetry housing books and display, create a cozy area to read, converse or sip bourbon. The light and airy living room at the front of the home with its front facing windows and French doors to the piazza has its original mantle with working gas fire basket and a light crystal chandelier making it an elegant room to entertain guests. The primary suite is a welcoming retreat, offering a spacious sitting/dressing room with generous built in storage for hanging clothes and shoe and handbag storage, a working gas fireplace, and French doors to the piazza. The suite includes a second closet area and a Primary Bath with Calcutta a marble floor, two marble washstands with glass legs and a large frameless glass and marble shower with shower head, rain head and handheld shower. The second floor also has a drawing room with built-in cabinets, wet bar and refrigerator and French doors to the piazza with charming views of Orange St. The guest suite above the kitchen has a large statuary marble bathroom with two marble washstands, a nickel waterworks soaking tub and a shower with three shower heads. The third floor has two bedrooms with a bath between. The home underwent a comprehensive renovation begun in 2011 and a second update in 2021. The entire house was taken down to the studs and carefully restored with period appropriate elements and craftmanship giving it the charm and elegance sought after in Charleston homes. Original heart of pine floors and 8 historic mantels were preserved to honor the home's rich architectural heritage while period appropriate crowns, casings, baseboard, paneling and cabinetry were custom milled to replicate or compliment those of the home's Georgian period. A new standing seam copper roof, new custom historically accurate windows, new electrical, plumbing, and HVAC systems and new insulation were added to allow this house to continue to be enjoyed for generations to come. Two Rinnai instant hot water heaters, five chimneys fitted with custom gas baskets imported from London, plentiful custom cabinets to allow for ample storage, baths with multiple shower heads, and 1st and second floor wet bars with refrigeration make for the ease of living we love for today's busy lives. An off-street granite bordered brick drive secured at the street with automated iron gates ensure the homes privacy. With the tranquil location, on sought after high ground, and the benefit of underground utilities preserving the streetscape, 12 Orange Street is a rare opportunity to own a meticulously restored home in the heart of Charleston, where every detail has been elevated.

12 Orange Street, Charleston

$7,000,000

Gracefully restored and rich in Charleston history, this exceptional South of Broad residence was originally built circa 1820 and served as the rectory for St. Michael's Church from 1885 to 1927. Timeless architectural details include grand rooms with impressive mantled fireplaces, ornate moldings, and beautiful front piazzas spanning all three floors. An elevator provides convenient access to the three main living levels, while the finished fourth floor offers wonderful flexibility as a home office, workout room, or playroom. A rare opportunity to own a distinguished historic home in one of Charleston's most treasured neighborhoods.of the driveway and the electronic driveway gate.

4 Beds ⋅ 5.5 Baths ⋅ 26014462 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Gracefully restored and rich in Charleston history, this exceptional South of Broad residence was originally built circa 1820 and served as the rectory for St. Michael's Church from 1885 to 1927. Timeless architectural details include grand rooms with impressive mantled fireplaces, ornate moldings, and beautiful front piazzas spanning all three floors. An elevator provides convenient access to the three main living levels, while the finished fourth floor offers wonderful flexibility as a home office, workout room, or playroom. A rare opportunity to own a distinguished historic home in one of Charleston's most treasured neighborhoods.of the driveway and the electronic driveway gate.

22 Lamboll Street, Charleston

$7,000,000

This grand Greek Revival home is historically known to be well detailed, wider and moreexpansive than typically built in Ansonborough within the period. Sitting high on its foundation, this fine home was recently restored over a two-year period. Respecting the historic details, the new addition, kitchen and baths were all completely done in a most sophisticated way.The elegant main rooms offer grand scale throughout. The newly added butler pantry,spacious and sunny, kitchen greatly enhance this fine home by seamlessly creating thespace needed for comfortable modern living. The kitchen wing is especially attractive as the garden becomes a part of the space with multiple French doors on three sides.Above the kitchen is a separate guest suite, accessed by a beautifully constructed secondary staircase. In the main house, second level, is another large-scale room used as a library, conveniently across from the primary suite. Access to the expansive second level piazza, with garden views is from the stair hall. The primary bath is all new with marble finishes, laundry and walk-in. The third level features two charming and spacious dormer style bedrooms with an attractive bath in the hall. The garden and pool area is the real showcase. Beautiful brick pathways and a chic private pool area is to the rear. Enjoy dining al fresco just off your kitchen, or for "garden party" entertaining. This one is the complete package.

4 Beds ⋅ 3.5 Baths ⋅ 26003681 MLS ⋅ Ansonborough SubDv. ⋅ Closed Status

This grand Greek Revival home is historically known to be well detailed, wider and moreexpansive than typically built in Ansonborough within the period. Sitting high on its foundation, this fine home was recently restored over a two-year period. Respecting the historic details, the new addition, kitchen and baths were all completely done in a most sophisticated way.The elegant main rooms offer grand scale throughout. The newly added butler pantry,spacious and sunny, kitchen greatly enhance this fine home by seamlessly creating thespace needed for comfortable modern living. The kitchen wing is especially attractive as the garden becomes a part of the space with multiple French doors on three sides.Above the kitchen is a separate guest suite, accessed by a beautifully constructed secondary staircase. In the main house, second level, is another large-scale room used as a library, conveniently across from the primary suite. Access to the expansive second level piazza, with garden views is from the stair hall. The primary bath is all new with marble finishes, laundry and walk-in. The third level features two charming and spacious dormer style bedrooms with an attractive bath in the hall. The garden and pool area is the real showcase. Beautiful brick pathways and a chic private pool area is to the rear. Enjoy dining al fresco just off your kitchen, or for "garden party" entertaining. This one is the complete package.

32 Society Street, Charleston

$6,950,000

Circa 1754 - The Veree-Duvall House. Perfectly located in the heart of the Old Walled City on historic Church Street, South of Broad. Fine, notable Pre-Revolutionary Pecky Cypress woodwork, especially in the front drawing room. This elegant home boasts a spacious rear addition overlooking the Wertimer-designed garden and luxurious guest house. The new addition allows a generous kitchen, breakfast area, and a grand rear living room opening to the beautiful garden. The 2nd-level primary suite also benefits from the rear addition, with lush garden views. The deep garden is special, as it is double in width in the rear, giving one fabulous entertaining and outdoor dining areas around the chic heated saltwater swimming pool.The single-level, 2 BR guest house is tucked away, discreetly out of view from the main house. The 2nd level of the main house offers three bedrooms and three full baths, with a separate paneled den area in between. To the rear of the second level, you will enjoy the large sunny primary suite, featuring 2 walk-ins, an elegant bath, and your own private terrace overlooking the garden and pool. There is an elevator for access in addition to the staircase. The high elevation location is surrounded by unmatched 18th-century views and only a short, walkable distance to fine dining and galleries.

5 Beds ⋅ 4.5 Baths ⋅ 26007600 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Circa 1754 - The Veree-Duvall House. Perfectly located in the heart of the Old Walled City on historic Church Street, South of Broad. Fine, notable Pre-Revolutionary Pecky Cypress woodwork, especially in the front drawing room. This elegant home boasts a spacious rear addition overlooking the Wertimer-designed garden and luxurious guest house. The new addition allows a generous kitchen, breakfast area, and a grand rear living room opening to the beautiful garden. The 2nd-level primary suite also benefits from the rear addition, with lush garden views. The deep garden is special, as it is double in width in the rear, giving one fabulous entertaining and outdoor dining areas around the chic heated saltwater swimming pool.The single-level, 2 BR guest house is tucked away, discreetly out of view from the main house. The 2nd level of the main house offers three bedrooms and three full baths, with a separate paneled den area in between. To the rear of the second level, you will enjoy the large sunny primary suite, featuring 2 walk-ins, an elegant bath, and your own private terrace overlooking the garden and pool. There is an elevator for access in addition to the staircase. The high elevation location is surrounded by unmatched 18th-century views and only a short, walkable distance to fine dining and galleries.

60 Church Street, Charleston

$6,900,000

106 Murray Boulevard is an exceptional waterfront estate located on Charleston's iconic Battery, offering stunning views of the Ashley River and Charleston Harbor. This grand home, built in 2001, combines the elegance of traditional architecture with modern luxury. Boasting over 6000 square feet of living space, the residence features 4 spacious bedrooms, 4 full bathrooms and 2 half baths, and numerous living areas that flow seamlessly, ideal for both relaxation and entertaining. Its classic exterior, with a mix of brick and wood elements, blends effortlessly into the historic charm of the surrounding neighborhood, while the interior exudes refined sophistication with high-end finishes, expansive windows, and modern amenities.Whether hosting guests or enjoying peaceful solitude, the breathtaking views from this waterfront home create a truly serene and luxurious atmosphere, making it a rare and coveted find on the Battery.

4 Beds ⋅ 5.5 Baths ⋅ 25023988 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

106 Murray Boulevard is an exceptional waterfront estate located on Charleston's iconic Battery, offering stunning views of the Ashley River and Charleston Harbor. This grand home, built in 2001, combines the elegance of traditional architecture with modern luxury. Boasting over 6000 square feet of living space, the residence features 4 spacious bedrooms, 4 full bathrooms and 2 half baths, and numerous living areas that flow seamlessly, ideal for both relaxation and entertaining. Its classic exterior, with a mix of brick and wood elements, blends effortlessly into the historic charm of the surrounding neighborhood, while the interior exudes refined sophistication with high-end finishes, expansive windows, and modern amenities.Whether hosting guests or enjoying peaceful solitude, the breathtaking views from this waterfront home create a truly serene and luxurious atmosphere, making it a rare and coveted find on the Battery.

106 Murray Boulevard, Charleston

$6,575,000

A rare offering along Charleston's iconic South Battery, the James Macbeth House, circa 1846, beautifully blends historic character with modern luxury living. Meticulously restored and thoughtfully updated, this distinguished Charleston single offers an elevated lifestyle defined by architectural significance, privacy, and exceptional improvements throughout the house.The residence makes an immediate impression, framed by newly reimagined gardens, bluestone courtyards, custom masonry, and a classic Charleston landscape design. Beyond its beauty, the property has been engineered for peace of mind with a sophisticated passive flood mitigation system, including automatic sensor-driven gates and integrated flood protection.Inside, a gracious foyer and sweeping mahogany staircase set the tone for interiors filled with historic detail. Pocket doors, five jib doors, Greek Revival millwork, original Carrara marble mantels, and the signatures of "R.H. and R.Q. Pinckney 1882" etched into the dining room window panes have all been beautifully preserved. The formal living and dining rooms open to double piazzas, creating an easy connection to harbor views and outdoor living. The ground level presents incredible flexibility, featuring its own entrance and the potential for a private guest retreat. The chef's kitchen has been completely reimagined with a BlueStar range, True refrigeration, custom cabinetry, and designer lighting. Additional gathering spaces, including a lower level kitchenette outfitted with Gaggenau appliances and wine storage, provide exceptional versatility for entertaining. Upstairs, the primary suite offers a luxurious retreat with dual baths, custom closets, and a fireplace, while three additional bedrooms and beautifully updated bathrooms complete the upper levels. Throughout the house, curated details such as bespoke millwork, Murano chandeliers, and refined finishes enhance every space. Outdoor living is equally impressive, with newly constructed courtyard spaces designed for entertaining, surrounded by lush landscaping and elegant hardscaping. Extensive recent upgrades include the addition of a private glass elevator, restoration of over 30 historic windows, new copper gutters, updated HVAC systems with integrated dehumidification, tankless water heaters, a whole-house generator, modernized electrical and plumbing systems, and a fully integrated audio-visual network. Complete with off-street parking and an exceptional level of restoration, this house presents a unique opportunity to own a true Charleston legacy property, where historic character and modern luxury come together beautifully.

4 Beds ⋅ 4.5 Baths ⋅ 26013568 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

A rare offering along Charleston's iconic South Battery, the James Macbeth House, circa 1846, beautifully blends historic character with modern luxury living. Meticulously restored and thoughtfully updated, this distinguished Charleston single offers an elevated lifestyle defined by architectural significance, privacy, and exceptional improvements throughout the house.The residence makes an immediate impression, framed by newly reimagined gardens, bluestone courtyards, custom masonry, and a classic Charleston landscape design. Beyond its beauty, the property has been engineered for peace of mind with a sophisticated passive flood mitigation system, including automatic sensor-driven gates and integrated flood protection.Inside, a gracious foyer and sweeping mahogany staircase set the tone for interiors filled with historic detail. Pocket doors, five jib doors, Greek Revival millwork, original Carrara marble mantels, and the signatures of "R.H. and R.Q. Pinckney 1882" etched into the dining room window panes have all been beautifully preserved. The formal living and dining rooms open to double piazzas, creating an easy connection to harbor views and outdoor living. The ground level presents incredible flexibility, featuring its own entrance and the potential for a private guest retreat. The chef's kitchen has been completely reimagined with a BlueStar range, True refrigeration, custom cabinetry, and designer lighting. Additional gathering spaces, including a lower level kitchenette outfitted with Gaggenau appliances and wine storage, provide exceptional versatility for entertaining. Upstairs, the primary suite offers a luxurious retreat with dual baths, custom closets, and a fireplace, while three additional bedrooms and beautifully updated bathrooms complete the upper levels. Throughout the house, curated details such as bespoke millwork, Murano chandeliers, and refined finishes enhance every space. Outdoor living is equally impressive, with newly constructed courtyard spaces designed for entertaining, surrounded by lush landscaping and elegant hardscaping. Extensive recent upgrades include the addition of a private glass elevator, restoration of over 30 historic windows, new copper gutters, updated HVAC systems with integrated dehumidification, tankless water heaters, a whole-house generator, modernized electrical and plumbing systems, and a fully integrated audio-visual network. Complete with off-street parking and an exceptional level of restoration, this house presents a unique opportunity to own a true Charleston legacy property, where historic character and modern luxury come together beautifully.

48 S Battery, Charleston

$6,500,000

Spectacular, all new luxury home with over 4,000 SQFT of living space overlooking the Waterfront Park and Charleston Harbor. This ready to occupy home offers features so rare within the historic district, such as your own private 2-car garage, with the elevator taking you all the way up to your own private rooftop garden. Watch the sunrise over the harbor while enjoying all the amenities you expect. Marble finished baths uniquely designed. Sub Zero/Wolf appliances grace the expansive kitchen and butlers pantry, even 2 dishwashers! The garden with its indoor/outdoor space is another rare luxury. All turn key and ready to occupy.

4 Beds ⋅ 5.5 Baths ⋅ 25025560 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Spectacular, all new luxury home with over 4,000 SQFT of living space overlooking the Waterfront Park and Charleston Harbor. This ready to occupy home offers features so rare within the historic district, such as your own private 2-car garage, with the elevator taking you all the way up to your own private rooftop garden. Watch the sunrise over the harbor while enjoying all the amenities you expect. Marble finished baths uniquely designed. Sub Zero/Wolf appliances grace the expansive kitchen and butlers pantry, even 2 dishwashers! The garden with its indoor/outdoor space is another rare luxury. All turn key and ready to occupy.

75 Concord Street, Charleston

$6,200,000

Experience unrivaled luxury living in the heart of Charleston's Historic District. Just built, this professionally designed, ultra chic residence offers over 4700 sqft with every modern indulgence. From the multicar private garage, landscaped garden and an elevator servicing all levels, including a stunning top floor ''entertainment'' terrace with breathtaking views of the Charleston Harbor and historic steeples. Every detail has been curated for comfort and seamless elegance. The sophisticated kitchen space is complete with marble finishes, Subzero - Wolf appliances, 2 dishwashers and a separate butler's pantry for entertaining friends and family. The wonderfully flexible floorplan features 3 different primary suite options, with a total of 4 spacious bedrooms, 4 full and 2 half baths.

4 Beds ⋅ 6.5 Baths ⋅ 25025186 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Experience unrivaled luxury living in the heart of Charleston's Historic District. Just built, this professionally designed, ultra chic residence offers over 4700 sqft with every modern indulgence. From the multicar private garage, landscaped garden and an elevator servicing all levels, including a stunning top floor ''entertainment'' terrace with breathtaking views of the Charleston Harbor and historic steeples. Every detail has been curated for comfort and seamless elegance. The sophisticated kitchen space is complete with marble finishes, Subzero - Wolf appliances, 2 dishwashers and a separate butler's pantry for entertaining friends and family. The wonderfully flexible floorplan features 3 different primary suite options, with a total of 4 spacious bedrooms, 4 full and 2 half baths.

4 Prioleau Street, Charleston

$6,150,000

Welcome to the Simons-Jagar House, constructed in 1880 by brothers James and Manning Simons. This elegant South-of-Broad home has a closed gable copper roof and front bay window with surmounting balustrade and double piazzas built on original high ground. Inside you will find period architectural details with expansive 12' ceilings, 6 fireplaces, charming French doors, restored heart pine floors, and double parlors typical of houses on New Street. Upon entering, you will be greeted by a formal hallway with Farrow & Ball wallpaper and Urban Electric light fixtures, double parlors with matching silk Fortuny chandeliers and marble fireplaces, and a formal dining room with Pierre Frey silk wallpaper and built-in dry bar. Next is the well-appointed custom kitchen and separatebutler's pantry with striking marble counters, La Cornue range, Fisher & Paykel dishwashers, Sub-Zero refrigerators and wine fridge, built-in Miele microwave and coffee station, hot water tap, and nugget ice maker. There is also a powder room with Gracie silk wallpaper and a den with built-in cabinetry and surround sound speaker system. On the second floor you will find the spacious primary suite that includes a bedroom with fabric wallpaper and exquisite Fortuny chandelier, custom walk-in closet, separate WC, and luxurious bathroom with marble shower, heated and jetted soaker tub, smart toilet, and radiant heat marble floors. There are 2 additional bedrooms on the second floor - each with custom closets and ensuite bathrooms with marble showers and radiant heat marble floors. All second-floor bedrooms have French doors leading to piazzas. A conveniently located second-floor laundry boasts double washers/dryers, custom cabinetry, drying racks, sink with touchless faucet, and substantial storage and folding space. The third floor comprises a bedroom, custom closets, bathroom with marble tile, and play area/rec space. The additional one-bedroom apartment features a fully appointed kitchen with Fisher & Paykel dishwasher and refrigerator, and induction range; full bathroom; laundry; custom closet, and new mini-split HVAC system. Separate basement has poured concrete floor for additional storage. In the fully enclosed exterior, you will find a lovely stone patio with fountain, custom landscape lighting, irrigation, mature landscaping, EV charger, and brick driveway with parking for 2 tandem cars. Property underwent full restoration and renovation in 2025-2026, including new electrical with upgraded 400-amp panels, new plumbing, 3 new HVAC systems, and tankless hot water heater. Close proximity to Charleston's best shopping and restaurants. Excellent opportunity to own turnkey family home in heart of desirable South-of-Broad neighborhood.

5 Beds ⋅ 5.5 Baths ⋅ 26007754 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Welcome to the Simons-Jagar House, constructed in 1880 by brothers James and Manning Simons. This elegant South-of-Broad home has a closed gable copper roof and front bay window with surmounting balustrade and double piazzas built on original high ground. Inside you will find period architectural details with expansive 12' ceilings, 6 fireplaces, charming French doors, restored heart pine floors, and double parlors typical of houses on New Street. Upon entering, you will be greeted by a formal hallway with Farrow & Ball wallpaper and Urban Electric light fixtures, double parlors with matching silk Fortuny chandeliers and marble fireplaces, and a formal dining room with Pierre Frey silk wallpaper and built-in dry bar. Next is the well-appointed custom kitchen and separatebutler's pantry with striking marble counters, La Cornue range, Fisher & Paykel dishwashers, Sub-Zero refrigerators and wine fridge, built-in Miele microwave and coffee station, hot water tap, and nugget ice maker. There is also a powder room with Gracie silk wallpaper and a den with built-in cabinetry and surround sound speaker system. On the second floor you will find the spacious primary suite that includes a bedroom with fabric wallpaper and exquisite Fortuny chandelier, custom walk-in closet, separate WC, and luxurious bathroom with marble shower, heated and jetted soaker tub, smart toilet, and radiant heat marble floors. There are 2 additional bedrooms on the second floor - each with custom closets and ensuite bathrooms with marble showers and radiant heat marble floors. All second-floor bedrooms have French doors leading to piazzas. A conveniently located second-floor laundry boasts double washers/dryers, custom cabinetry, drying racks, sink with touchless faucet, and substantial storage and folding space. The third floor comprises a bedroom, custom closets, bathroom with marble tile, and play area/rec space. The additional one-bedroom apartment features a fully appointed kitchen with Fisher & Paykel dishwasher and refrigerator, and induction range; full bathroom; laundry; custom closet, and new mini-split HVAC system. Separate basement has poured concrete floor for additional storage. In the fully enclosed exterior, you will find a lovely stone patio with fountain, custom landscape lighting, irrigation, mature landscaping, EV charger, and brick driveway with parking for 2 tandem cars. Property underwent full restoration and renovation in 2025-2026, including new electrical with upgraded 400-amp panels, new plumbing, 3 new HVAC systems, and tankless hot water heater. Close proximity to Charleston's best shopping and restaurants. Excellent opportunity to own turnkey family home in heart of desirable South-of-Broad neighborhood.

21 New Street, Charleston

$6,000,189

Tucked away in the heart of South of Broad, this charming residence offers both elegance and privacy, set back from the street for a peaceful retreat. The main house features 4 bedrooms and 3.5 bathrooms, with high ceilings, handsome paneling, and two inviting fireplaces that add warmth and character throughout.A beautifully restored two-bedroom guest house provides the perfect space for visitors or extended stays. Outside, the property truly shines with an inviting in-ground pool, an outdoor fireplace, and a well-appointed outdoor kitchen--ideal for relaxing afternoons or entertaining under the Charleston sky.

4 Beds ⋅ 4.5 Baths ⋅ 26013039 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

Tucked away in the heart of South of Broad, this charming residence offers both elegance and privacy, set back from the street for a peaceful retreat. The main house features 4 bedrooms and 3.5 bathrooms, with high ceilings, handsome paneling, and two inviting fireplaces that add warmth and character throughout.A beautifully restored two-bedroom guest house provides the perfect space for visitors or extended stays. Outside, the property truly shines with an inviting in-ground pool, an outdoor fireplace, and a well-appointed outdoor kitchen--ideal for relaxing afternoons or entertaining under the Charleston sky.

63 King Street, Charleston

$5,940,000

Originally established in 1830, the Corbett-Jervey House is a meticulously maintained double lot five bedroom, three-and-a-half-bath historic residence, complete with a large saltwater pool, expansive landscaped gardens, and a charming, fully equipped carriage house containing another full bed, bathroom, laundry and kitchen.Upon entering, you are immediately welcomed into a sun-drenched double parlor--an elegant and inviting space that sets the tone for the home's timeless character. The main level seamlessly connects the foyer, kitchen, living, and dining areas, opening out to a quintessential Charleston piazza overlooking the saltwater pool and garden--perfect for indoor-outdoor living and entertaining.Beneath the kitchen lies an original cistern, offering a truly unique wine cellar. Each floor boasts soaring 11-foot ceilings--including the third floor, an exceptional and rarely found feature that enhances both light and scale throughout the home. Up the grand staircase, the second level features a spacious primary suite with private piazza, a well-appointed primary bathroom, laundry room, another bedroom and a flex room off the primary that could serve as an office, nursery or enormous dressing room. The third floor offers three generously sized guest rooms and two additional bathrooms. These flexible spaces can easily serve as offices, playrooms, or media rooms--each filled with natural light and endless potential. The 4th floor attic with standard ceiling height provides ample space for storage and is easily accessible via its own staircase.Tucked behind the main residence, the carriage house includes a kitchen, bedroom, bathroom, and laundry, ideal for guests, extended family.

7 Beds ⋅ 5.5 Baths ⋅ 26010859 MLS ⋅ Harleston Village SubDv. ⋅ Closed Status

Originally established in 1830, the Corbett-Jervey House is a meticulously maintained double lot five bedroom, three-and-a-half-bath historic residence, complete with a large saltwater pool, expansive landscaped gardens, and a charming, fully equipped carriage house containing another full bed, bathroom, laundry and kitchen.Upon entering, you are immediately welcomed into a sun-drenched double parlor--an elegant and inviting space that sets the tone for the home's timeless character. The main level seamlessly connects the foyer, kitchen, living, and dining areas, opening out to a quintessential Charleston piazza overlooking the saltwater pool and garden--perfect for indoor-outdoor living and entertaining.Beneath the kitchen lies an original cistern, offering a truly unique wine cellar. Each floor boasts soaring 11-foot ceilings--including the third floor, an exceptional and rarely found feature that enhances both light and scale throughout the home. Up the grand staircase, the second level features a spacious primary suite with private piazza, a well-appointed primary bathroom, laundry room, another bedroom and a flex room off the primary that could serve as an office, nursery or enormous dressing room. The third floor offers three generously sized guest rooms and two additional bathrooms. These flexible spaces can easily serve as offices, playrooms, or media rooms--each filled with natural light and endless potential. The 4th floor attic with standard ceiling height provides ample space for storage and is easily accessible via its own staircase.Tucked behind the main residence, the carriage house includes a kitchen, bedroom, bathroom, and laundry, ideal for guests, extended family.

71 Rutledge Avenue, Charleston

$5,600,000

42 South Battery, also known as the Robert Murray House is a must see! Built in 1802 & prestigiously located at the corner of King & S Battery, with views of White Point Gardens, the Battery & Charleston Harbor.This iconic estate boasts historically significant gardens designed by Loutrel Briggs which were restored in 2021, with new hardscaping & irrigation added. The crown jewel of the majestic gardens is a round plunge pool surrounded by towering palm trees & hedges.The original architectural features have been remarkably retained with preserved period details such as heart pine floors, moldings & Adams mantels.This home was extensively renovated in 2024-2025, adding exquisite curated interiors to match the exterior beauty. Notable features include: an elevator to 3 floors, bespoke Degournay wallpaper with lacquered wood trim in dining room, a heated & cooled 4th floor room was added for storage or playroom (hence the additional square footage from previous listings), exterior paint changed from yellow to pink, all new custom baths, kitchen, custom cabinetry, custom closet designs in every bedroom, tankless water heater added, interior completely repainted, double wraparound piazzas, large separate wine fridge, flex space off of the living room was repurposed to potentially be used as an extra bedroom, if not used as an office. In addition, the roof was recoated in 2024. All light fixtures to convey with sale. The seller is also willing to sell the custom painted grand piano in the living room as well as custom drapery. The 2nd floor is currently entirely dedicated to the primary suite with 2 full baths; however it could be reverted to its original use of 2 bedrooms. Each of the bedrooms have en suite baths. In addition, the 3 main bedrooms all have fireplaces. This gated estate boasts room for parking approximately 5-6 cars depending upon size, still leaving ample room for outdoor entertaining & enjoyment. Don't miss this once in a lifetime opportunity to own & enjoy a legacy estate for years to come! See attached for Floor Plans (completed July 2025). If sqft is important, please measure. The information herein is furnished to the best of the Listing Agent's knowledge, but is subject to verification by the purchaser & their agent. Listing Agent assumes no responsibility for correctness thereof, nor warrant the accuracy of the information or the condition of the property. Buyer to verify schools.

4 Beds ⋅ 5 Baths ⋅ 25018450 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

42 South Battery, also known as the Robert Murray House is a must see! Built in 1802 & prestigiously located at the corner of King & S Battery, with views of White Point Gardens, the Battery & Charleston Harbor.This iconic estate boasts historically significant gardens designed by Loutrel Briggs which were restored in 2021, with new hardscaping & irrigation added. The crown jewel of the majestic gardens is a round plunge pool surrounded by towering palm trees & hedges.The original architectural features have been remarkably retained with preserved period details such as heart pine floors, moldings & Adams mantels.This home was extensively renovated in 2024-2025, adding exquisite curated interiors to match the exterior beauty. Notable features include: an elevator to 3 floors, bespoke Degournay wallpaper with lacquered wood trim in dining room, a heated & cooled 4th floor room was added for storage or playroom (hence the additional square footage from previous listings), exterior paint changed from yellow to pink, all new custom baths, kitchen, custom cabinetry, custom closet designs in every bedroom, tankless water heater added, interior completely repainted, double wraparound piazzas, large separate wine fridge, flex space off of the living room was repurposed to potentially be used as an extra bedroom, if not used as an office. In addition, the roof was recoated in 2024. All light fixtures to convey with sale. The seller is also willing to sell the custom painted grand piano in the living room as well as custom drapery. The 2nd floor is currently entirely dedicated to the primary suite with 2 full baths; however it could be reverted to its original use of 2 bedrooms. Each of the bedrooms have en suite baths. In addition, the 3 main bedrooms all have fireplaces. This gated estate boasts room for parking approximately 5-6 cars depending upon size, still leaving ample room for outdoor entertaining & enjoyment. Don't miss this once in a lifetime opportunity to own & enjoy a legacy estate for years to come! See attached for Floor Plans (completed July 2025). If sqft is important, please measure. The information herein is furnished to the best of the Listing Agent's knowledge, but is subject to verification by the purchaser & their agent. Listing Agent assumes no responsibility for correctness thereof, nor warrant the accuracy of the information or the condition of the property. Buyer to verify schools.

42 S Battery Street, Charleston

$5,500,000

The Colonel James English House: Beautifully sited on a double wide lot within historic South of Broad. This recently restored double-piazza masonry home features impeccable details with fabulous modern updates, including a spacious kitchen/family space to the rear, plus an equally grand primary suite above with elevator access, marble bath finishes, and multiple closets with a separate dressing area.The generous garden offers exceptional light and space. The lot width allows for side by side gated parking and a large pool at the rear of the lush garden. Other amenities include an elevator from the parking area, and a new slate roof. 4 bedrooms, 3 full baths, and 2 half baths. 4,100 SQFT of interior space.No conservation easements have been taken on the property.

4 Beds ⋅ 4.5 Baths ⋅ 25024915 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

The Colonel James English House: Beautifully sited on a double wide lot within historic South of Broad. This recently restored double-piazza masonry home features impeccable details with fabulous modern updates, including a spacious kitchen/family space to the rear, plus an equally grand primary suite above with elevator access, marble bath finishes, and multiple closets with a separate dressing area.The generous garden offers exceptional light and space. The lot width allows for side by side gated parking and a large pool at the rear of the lush garden. Other amenities include an elevator from the parking area, and a new slate roof. 4 bedrooms, 3 full baths, and 2 half baths. 4,100 SQFT of interior space.No conservation easements have been taken on the property.

49 S Battery Street, Charleston

$5,500,000

A rare and sophisticated Southern residence awaits at the Humphrey Sommers House, c. 1778.Situated on a quiet corner of Bedons Alley in the old walled city of Charleston, this refined 18th century residence effortlessly marries period charm with contemporary grace. Located just steps from Charleston's sparkling waterfront, this South of Broad home sits on high ground in the X flood zone (no flood insurance required) and offers an easy Low Country lifestyle in the heart of the best historic Downtown has to offer. Walk to restaurants, bakeries, galleries andshops from this truly convenient lock and leave home.The gracious entryway offers a sweeping staircase upon entry, with access to the large formal living room and dining rooms, each with inviting historic fireplaces. The expansive kitchen offers an open plan and great light with updated appliances and high end countertops and cabinetry. Designed for entertaining, the appliance package includes double wall ovens, six burner gas cooktop with grill and a built in bar with discreet wine fridge. A comfortable sitting area features French doors leading to a serene courtyard garden, where manicured greenery, ambient LED lighting, and historic brick walls create a tranquil outdoor escape. Blooming magnolia and lemon trees bring fragrance and color to the landscape, and there's ample room to add a plunge pool should you desire a splash of luxury. Off the kitchen are charming stairs leading to a very nice two room guest suite with full bath, and access to the spacious laundry room with ample storage. Upstairs you'll find a luxurious and spacious primary suite with large sitting area, fireplace, walk-in closet and spa-like bath. Dual vanities, his and hers water closets, a soaking tub and separate shower complete the recently renovated bathroom, and the beautiful wall of windows offers amazing morning light for starting your day. Two additional closets are perfect for linens and luggage and multiple light and bright windows add to the appeal of this lovely suite. Across the hall enjoy a spacious upstairs library or office which includes its own balcony with peek-a-boo views of the harbor and charming Tradd street. The third floor features two large guest rooms with multiple closets, each featuring a private en-suite bath, and great light and city views. Downstairs, access to one of the two garages, directly from the kitchen, offers a convenience and a luxury unheard of in this historic section of the city, and allows for a truly turn-key, lock and leave property. With timeless architecture, lush outdoor living, and unmatched character, The Humphrey Sommers House is more than a home - it is a piece of Charleston's living history, waiting for its next chapter.

4 Beds ⋅ 4.5 Baths ⋅ 25017178 MLS ⋅ South Of Broad SubDv. ⋅ Closed Status

A rare and sophisticated Southern residence awaits at the Humphrey Sommers House, c. 1778.Situated on a quiet corner of Bedons Alley in the old walled city of Charleston, this refined 18th century residence effortlessly marries period charm with contemporary grace. Located just steps from Charleston's sparkling waterfront, this South of Broad home sits on high ground in the X flood zone (no flood insurance required) and offers an easy Low Country lifestyle in the heart of the best historic Downtown has to offer. Walk to restaurants, bakeries, galleries andshops from this truly convenient lock and leave home.The gracious entryway offers a sweeping staircase upon entry, with access to the large formal living room and dining rooms, each with inviting historic fireplaces. The expansive kitchen offers an open plan and great light with updated appliances and high end countertops and cabinetry. Designed for entertaining, the appliance package includes double wall ovens, six burner gas cooktop with grill and a built in bar with discreet wine fridge. A comfortable sitting area features French doors leading to a serene courtyard garden, where manicured greenery, ambient LED lighting, and historic brick walls create a tranquil outdoor escape. Blooming magnolia and lemon trees bring fragrance and color to the landscape, and there's ample room to add a plunge pool should you desire a splash of luxury. Off the kitchen are charming stairs leading to a very nice two room guest suite with full bath, and access to the spacious laundry room with ample storage. Upstairs you'll find a luxurious and spacious primary suite with large sitting area, fireplace, walk-in closet and spa-like bath. Dual vanities, his and hers water closets, a soaking tub and separate shower complete the recently renovated bathroom, and the beautiful wall of windows offers amazing morning light for starting your day. Two additional closets are perfect for linens and luggage and multiple light and bright windows add to the appeal of this lovely suite. Across the hall enjoy a spacious upstairs library or office which includes its own balcony with peek-a-boo views of the harbor and charming Tradd street. The third floor features two large guest rooms with multiple closets, each featuring a private en-suite bath, and great light and city views. Downstairs, access to one of the two garages, directly from the kitchen, offers a convenience and a luxury unheard of in this historic section of the city, and allows for a truly turn-key, lock and leave property. With timeless architecture, lush outdoor living, and unmatched character, The Humphrey Sommers House is more than a home - it is a piece of Charleston's living history, waiting for its next chapter.

2 Bedons Alley, Charleston

$5,495,000

c. 1852 -- The McMakin-Bicaise House. Located in Harleston Village in downtown Charleston, the McMakin-Bicaise House is a three-story masonry home with a gabled slate roof and triple-tiered, semi-circular piazzas. The property also includes a carriage house with a garage, a pool site, and off-street parking for several vehicles. Both the primary residence and the carriage house were recently recognized by the Historic Charleston Foundation for outstanding restoration work following an extensive renovation lasting more than two years. Inside the main home, over 3,400 square feet of living space unfold with 4 bedrooms and 41/2 baths. The interiors feature exposed brick walls and joists, imported French oak floors, and tall windows that invite natural light throughout.The thoughtfully reimagined layout blends historic charm with modern convenience, offering multiple living areas, spacious bedrooms, and luxurious kitchens and baths. The main residence is also equipped with smart-home technology. Generously scaled piazzas and a private sun deck provide abundant outdoor living space, ideal for entertaining or a quiet retreat. The carriage house offers an additional 2 bedrooms and 1½ baths, perfect for extended family, guests, or flexible use. Set just two blocks from MUSC and a short walk to the College of Charleston, this home occupies the heart of the city while offering privacy behind its garden walls. Whether cherished as a full-time residence or adapted for multigenerational living, 109 Rutledge Avenue presents a one-of-a-kind opportunity to own a celebrated piece of Charleston history. The property can also be sold fully furnished, with an acceptable offer, featuring a curated selection of beautiful interior pieces.

8 Beds ⋅ 7.5 Baths ⋅ 26003880 MLS ⋅ Harleston Village SubDv. ⋅ Closed Status

c. 1852 -- The McMakin-Bicaise House. Located in Harleston Village in downtown Charleston, the McMakin-Bicaise House is a three-story masonry home with a gabled slate roof and triple-tiered, semi-circular piazzas. The property also includes a carriage house with a garage, a pool site, and off-street parking for several vehicles. Both the primary residence and the carriage house were recently recognized by the Historic Charleston Foundation for outstanding restoration work following an extensive renovation lasting more than two years. Inside the main home, over 3,400 square feet of living space unfold with 4 bedrooms and 41/2 baths. The interiors feature exposed brick walls and joists, imported French oak floors, and tall windows that invite natural light throughout.The thoughtfully reimagined layout blends historic charm with modern convenience, offering multiple living areas, spacious bedrooms, and luxurious kitchens and baths. The main residence is also equipped with smart-home technology. Generously scaled piazzas and a private sun deck provide abundant outdoor living space, ideal for entertaining or a quiet retreat. The carriage house offers an additional 2 bedrooms and 1½ baths, perfect for extended family, guests, or flexible use. Set just two blocks from MUSC and a short walk to the College of Charleston, this home occupies the heart of the city while offering privacy behind its garden walls. Whether cherished as a full-time residence or adapted for multigenerational living, 109 Rutledge Avenue presents a one-of-a-kind opportunity to own a celebrated piece of Charleston history. The property can also be sold fully furnished, with an acceptable offer, featuring a curated selection of beautiful interior pieces.

109 Rutledge Avenue, Charleston

$5,200,000

A gracious family and entertaining home, where Charleston's history meets modern luxury. On high ground (X Zone), this lock and leave home on quiet Chalmers Street has flexibility for the way people live now. Light filled from front to back, with 11 foot ceilings, a gourmet kitchen with custom cabinetry, appliances and Calacatta marble. Extra wide piazzas are off of each bedroom. Roof deck with iconic views. Four fireplaces create warmth and charm throughout. Everything has been refurbished in 2025. Primary suites on main and bedroom floors. 2 BR staff/guest apartment. Wide off-street gated, secured parking for two large vehicles.Each of the five ensuite bedrooms opens to private outdoor space, framing views of Charleston's iconic French Quarter rooftops and steeples. A rooftop terrace crowns the home with cinematic views of St. Philip's, the Dock Street Theatre, and more. Behind secure gated parking for two cars, a tranquil patio and garden provide just the right touch of outdoor retreat. At street level, a spacious guest apartmentwith its own entrance and electric meteroffers versatility for visitors or income. Also on this level: a media/family room with catering kitchen, full bath, and elevator access for seamless living. With approximately 5,300 sq. ft. in the main residence (5 bedrooms, 6.5 baths) plus a 1,000 sq. ft. 2-bedroom guest suite, this home balances historic charm with modern convenience. 24 Chalmers is an extraordinary opportunity to own a piece of Charleston's history, thoughtfully reimagined for today's lifestyle.

7 Beds ⋅ 7.5 Baths ⋅ 25010604 MLS ⋅ French Quarter SubDv. ⋅ Closed Status

A gracious family and entertaining home, where Charleston's history meets modern luxury. On high ground (X Zone), this lock and leave home on quiet Chalmers Street has flexibility for the way people live now. Light filled from front to back, with 11 foot ceilings, a gourmet kitchen with custom cabinetry, appliances and Calacatta marble. Extra wide piazzas are off of each bedroom. Roof deck with iconic views. Four fireplaces create warmth and charm throughout. Everything has been refurbished in 2025. Primary suites on main and bedroom floors. 2 BR staff/guest apartment. Wide off-street gated, secured parking for two large vehicles.Each of the five ensuite bedrooms opens to private outdoor space, framing views of Charleston's iconic French Quarter rooftops and steeples. A rooftop terrace crowns the home with cinematic views of St. Philip's, the Dock Street Theatre, and more. Behind secure gated parking for two cars, a tranquil patio and garden provide just the right touch of outdoor retreat. At street level, a spacious guest apartmentwith its own entrance and electric meteroffers versatility for visitors or income. Also on this level: a media/family room with catering kitchen, full bath, and elevator access for seamless living. With approximately 5,300 sq. ft. in the main residence (5 bedrooms, 6.5 baths) plus a 1,000 sq. ft. 2-bedroom guest suite, this home balances historic charm with modern convenience. 24 Chalmers is an extraordinary opportunity to own a piece of Charleston's history, thoughtfully reimagined for today's lifestyle.

24 Chalmers Street, Charleston

$5,100,000

Villa Toscana, originally designed and built by the late artist John Carroll Doyle as his personal atelier, has been completely renovated for modern living with luxury finishes throughout. This private, free-standing home is uniquely situated beside the hidden gem of Gateway Walk, the historic garden path connecting King Street and Archdale Street. The owner of 4 Gateway Walk enjoys keyed access to the garden gate--an amenity reminiscent of the private access to Gramercy Park in New York City.Enter through the charming private courtyard for a magical arrival, or through the front door off the parking court. The light-filled living room features three sets of French doors opening onto a covered patio and the courtyard beyond, creating effortless indoor-outdoor flow. Anchored by a gasfireplace, the living space is ideal for both everyday living and entertaining. The newly renovated kitchen is a chef's dream, featuring Wolf, Miele, and Cove appliances, a large marble-topped center island, and custom cabinetry. A scullery tucked just behind the kitchen provides abundant storage and space for additional appliances. The kitchen opens to the dining area, where French doors also lead out to the patio and courtyard. A powder room and mudroom complete the first floor. An elevator services all three floors. The second floor features a beautiful primary suite with a private balcony, built-in desk, three closets plus a spacious walk-in closet, and a stunning primary bath with dual vanities, custom cabinetry, and a luxurious wet room with soaking tub and shower. A second bedroom on this floor includes a large closet, a newly renovated en-suite bath, and access to another private balcony. The third floor has been thoughtfully reimagined and offers exceptional flexibility. A stylish living room with custom built-ins includes a wet bar with sink, refrigerator drawers, beverage fridge, and illuminated cabinetry. A bedroom with closet opens to a private balcony with rooftop views. A marble bathroom with shower also connects to the living space. French doors lead to the expansive rooftop terrace. The spectacular roof top terrace provides an exceptional setting for entertaining al fresco, with travertine flooring and multiple planters, and incredible views of Charleston's iconic rooftops and many church steeples. Multiple outdoor spaces are equally impressive and include the walled garden courtyard with covered patio off the living and dining rooms, as well as multiple large balconies on both the second and third floors. The amount of outdoor space is incredible and very private. The current owners spared no expense in fully renovating this beautiful property. Every surface of the home has been renovated and reimagined with new lighting, HVAC systems, high quality kitchen and baths, marble countertops, custom interior doors, new hardware, designer wallpaper, and custom drapery and blinds. There is a gated driveway entrance and a private parking court with room for 4+ vehicles. The property is located in a high and dry X flood zone. Located just off King Street, the location is extremely private yet easily accessible to the best shops, restaurants and art galleries. American Gardens and the Charleston Library Society are right across the street. 4 Gateway Walk is incredibly unique and special, and is a fantastic full time residence or low-maintenance pied-a-terre. This is a rare offering in the heart of downtown Charleston.

3 Beds ⋅ 3.5 Baths ⋅ 26007567 MLS ⋅ Harleston Village SubDv. ⋅ Closed Status

Villa Toscana, originally designed and built by the late artist John Carroll Doyle as his personal atelier, has been completely renovated for modern living with luxury finishes throughout. This private, free-standing home is uniquely situated beside the hidden gem of Gateway Walk, the historic garden path connecting King Street and Archdale Street. The owner of 4 Gateway Walk enjoys keyed access to the garden gate--an amenity reminiscent of the private access to Gramercy Park in New York City.Enter through the charming private courtyard for a magical arrival, or through the front door off the parking court. The light-filled living room features three sets of French doors opening onto a covered patio and the courtyard beyond, creating effortless indoor-outdoor flow. Anchored by a gasfireplace, the living space is ideal for both everyday living and entertaining. The newly renovated kitchen is a chef's dream, featuring Wolf, Miele, and Cove appliances, a large marble-topped center island, and custom cabinetry. A scullery tucked just behind the kitchen provides abundant storage and space for additional appliances. The kitchen opens to the dining area, where French doors also lead out to the patio and courtyard. A powder room and mudroom complete the first floor. An elevator services all three floors. The second floor features a beautiful primary suite with a private balcony, built-in desk, three closets plus a spacious walk-in closet, and a stunning primary bath with dual vanities, custom cabinetry, and a luxurious wet room with soaking tub and shower. A second bedroom on this floor includes a large closet, a newly renovated en-suite bath, and access to another private balcony. The third floor has been thoughtfully reimagined and offers exceptional flexibility. A stylish living room with custom built-ins includes a wet bar with sink, refrigerator drawers, beverage fridge, and illuminated cabinetry. A bedroom with closet opens to a private balcony with rooftop views. A marble bathroom with shower also connects to the living space. French doors lead to the expansive rooftop terrace. The spectacular roof top terrace provides an exceptional setting for entertaining al fresco, with travertine flooring and multiple planters, and incredible views of Charleston's iconic rooftops and many church steeples. Multiple outdoor spaces are equally impressive and include the walled garden courtyard with covered patio off the living and dining rooms, as well as multiple large balconies on both the second and third floors. The amount of outdoor space is incredible and very private. The current owners spared no expense in fully renovating this beautiful property. Every surface of the home has been renovated and reimagined with new lighting, HVAC systems, high quality kitchen and baths, marble countertops, custom interior doors, new hardware, designer wallpaper, and custom drapery and blinds. There is a gated driveway entrance and a private parking court with room for 4+ vehicles. The property is located in a high and dry X flood zone. Located just off King Street, the location is extremely private yet easily accessible to the best shops, restaurants and art galleries. American Gardens and the Charleston Library Society are right across the street. 4 Gateway Walk is incredibly unique and special, and is a fantastic full time residence or low-maintenance pied-a-terre. This is a rare offering in the heart of downtown Charleston.

4 Gateway Walk, Charleston

$5,100,000

Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!

9 Beds ⋅ 9 Baths ⋅ 26005458 MLS ⋅ Ansonborough SubDv. ⋅ Closed Status

Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!

241 E Bay Street, Charleston

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