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Set on an extraordinary 0.47-acre lot measuring approximately 100' x 204' in the heart of Harleston Village, 41 Barre Street presents a rare opportunity to own an expansive, thoughtfully renovated and constructed compound in Downtown Charleston. Offering 5,210 square feet of total heated living space between the main residence and the stunning 2-car detached garage with guest suite above, this distinctive property combines the charm of its original 1950s Colonial architecture with the quality, efficiency, and modern amenities of extensive new construction. The result is a truly unique downtown retreat featuring exceptional indoor-outdoor living, multiple entertaining spaces, two two-car garages, and beautiful views of the Ashley River, Charleston City Marina, and the Ravenel Bridge.The 4,885-square-foot main residence has been reimagined to maximize functionality, natural light, and livability. The second floor serves as the heart of the home, featuring a beautifully appointed kitchen with custom Mouser cabinetry, White Macaubas quartzite countertops, a concealed butler's pantry, and a premium Thermador appliance package. The kitchen flows seamlessly into the living and dining areas, with access to an outdoor deck ideal for entertaining and enjoying spectacular sunsets. The primary suite is also located on this level, offering a luxurious retreat with a spa-inspired bath featuring a Jacuzzi soaking tub, steam shower, and Toto bidet toilet, along with a private wet bar complete with sink, disposal, and dishwasher. The third floor provides two additional bedrooms, each with an en-suite full bath, as well as a spacious bonus room with its own bathroom and deck, a dedicated office, and a laundry room. Throughout the residence, French white oak flooring, marble bathroom finishes, custom cabinetry, and thoughtfully selected natural stone and porcelain tile create a cohesive, elevated aesthetic. A ground-floor gym and office space, currently designed with an industrial-inspired finish, offers additional flexibility for work, fitness, or recreation. A three-stop hydraulic elevator provides convenient access between floors. The outdoor amenities are equally impressive. A large swimming pool, hot tub, and expansive silver travertine pool deck create a private setting for entertaining and relaxation. Professionally designed landscaping by Remark Design incorporates traditional Charleston gardens, a palm garden, raised garden beds, mature plantings, and planters throughout the pool area. Seven gas lanterns provide an inviting evening ambiance, while a full-property irrigation system and integrated mosquito spray system enhance year-round enjoyment. The generous front and side yards are complemented by an approximately 30' x 100' rear yard, offering exceptional outdoor space rarely found in downtown Charleston. The detached pool house further distinguishes this property. Its ground level features approximately 600 square feet of garage and entertaining space, complete with travertine flooring, a working wood-burning fireplace, Naturekast cabinetry, quartzite countertops, a sink, disposal, ice machine, and refrigerator. The upper level offers an approximately 365-square-foot studio apartment with a full kitchen, full bath, and washer and dryer, ideal for guests, extended stays, or private accommodations. Additional features include two separate gated driveways with automatic gates, two two-car garages, and two additional on-street parking spaces. A comprehensive Control4 smart-home system integrates security cameras, whole-home networking, televisions, and a seven-zone audio system. Other notable features include a whole-house reverse-osmosis water filtration system, supplemental filtration at the kitchen and primary bathroom sinks, a water-pressure booster pump, custom window treatments, automated stairwell blinds, a 400-amp electrical service, high-efficiency Trane HVAC systems, Mitsubishi mini-split systems, and a Rinnai tankless water heater in the main residence. Ideally positioned in Harleston Village, 41 Barre Street offers convenient access to Colonial Lake, Moultrie Playground, the Charleston City Marina, and the shops, restaurants, and businesses along King Street. Known for its walkability, historic character, and vibrant neighborhood atmosphere, Harleston Village remains one of downtown Charleston's most desirable residential locations. Combining exceptional scale, extensive amenities, flexible living arrangements, sophisticated finishes, and a remarkable downtown setting, 41 Barre Street is a rare offering for buyers seeking a private estate-like experience on the Charleston peninsula.

5 Beds ⋅ 5.5 Baths ⋅ 26027822 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Set on an extraordinary 0.47-acre lot measuring approximately 100' x 204' in the heart of Harleston Village, 41 Barre Street presents a rare opportunity to own an expansive, thoughtfully renovated and constructed compound in Downtown Charleston. Offering 5,210 square feet of total heated living space between the main residence and the stunning 2-car detached garage with guest suite above, this distinctive property combines the charm of its original 1950s Colonial architecture with the quality, efficiency, and modern amenities of extensive new construction. The result is a truly unique downtown retreat featuring exceptional indoor-outdoor living, multiple entertaining spaces, two two-car garages, and beautiful views of the Ashley River, Charleston City Marina, and the Ravenel Bridge.The 4,885-square-foot main residence has been reimagined to maximize functionality, natural light, and livability. The second floor serves as the heart of the home, featuring a beautifully appointed kitchen with custom Mouser cabinetry, White Macaubas quartzite countertops, a concealed butler's pantry, and a premium Thermador appliance package. The kitchen flows seamlessly into the living and dining areas, with access to an outdoor deck ideal for entertaining and enjoying spectacular sunsets. The primary suite is also located on this level, offering a luxurious retreat with a spa-inspired bath featuring a Jacuzzi soaking tub, steam shower, and Toto bidet toilet, along with a private wet bar complete with sink, disposal, and dishwasher. The third floor provides two additional bedrooms, each with an en-suite full bath, as well as a spacious bonus room with its own bathroom and deck, a dedicated office, and a laundry room. Throughout the residence, French white oak flooring, marble bathroom finishes, custom cabinetry, and thoughtfully selected natural stone and porcelain tile create a cohesive, elevated aesthetic. A ground-floor gym and office space, currently designed with an industrial-inspired finish, offers additional flexibility for work, fitness, or recreation. A three-stop hydraulic elevator provides convenient access between floors. The outdoor amenities are equally impressive. A large swimming pool, hot tub, and expansive silver travertine pool deck create a private setting for entertaining and relaxation. Professionally designed landscaping by Remark Design incorporates traditional Charleston gardens, a palm garden, raised garden beds, mature plantings, and planters throughout the pool area. Seven gas lanterns provide an inviting evening ambiance, while a full-property irrigation system and integrated mosquito spray system enhance year-round enjoyment. The generous front and side yards are complemented by an approximately 30' x 100' rear yard, offering exceptional outdoor space rarely found in downtown Charleston. The detached pool house further distinguishes this property. Its ground level features approximately 600 square feet of garage and entertaining space, complete with travertine flooring, a working wood-burning fireplace, Naturekast cabinetry, quartzite countertops, a sink, disposal, ice machine, and refrigerator. The upper level offers an approximately 365-square-foot studio apartment with a full kitchen, full bath, and washer and dryer, ideal for guests, extended stays, or private accommodations. Additional features include two separate gated driveways with automatic gates, two two-car garages, and two additional on-street parking spaces. A comprehensive Control4 smart-home system integrates security cameras, whole-home networking, televisions, and a seven-zone audio system. Other notable features include a whole-house reverse-osmosis water filtration system, supplemental filtration at the kitchen and primary bathroom sinks, a water-pressure booster pump, custom window treatments, automated stairwell blinds, a 400-amp electrical service, high-efficiency Trane HVAC systems, Mitsubishi mini-split systems, and a Rinnai tankless water heater in the main residence. Ideally positioned in Harleston Village, 41 Barre Street offers convenient access to Colonial Lake, Moultrie Playground, the Charleston City Marina, and the shops, restaurants, and businesses along King Street. Known for its walkability, historic character, and vibrant neighborhood atmosphere, Harleston Village remains one of downtown Charleston's most desirable residential locations. Combining exceptional scale, extensive amenities, flexible living arrangements, sophisticated finishes, and a remarkable downtown setting, 41 Barre Street is a rare offering for buyers seeking a private estate-like experience on the Charleston peninsula.

41 Barre Street, Charleston

$2,995,000

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

2 Beds ⋅ 2.5 Baths ⋅ 26027141 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

334 Broad Street, Charleston

$1,377,000

REMARKABLE INVESTMENT OPPORTUNITY in the heart of Harleston Village. Positioned within walking distance to MUSC and College of Charleston, and boasting a total of 6 bedrooms and 3.5 baths, this property has an excellent rental history, creating the ability to generate immediate cash flow. This is a rare opportunity to own a turn key property in a prime downtown location with no HOA and private off street parking for 6+ cars. Recent investment upgrades upwards of $100,000 in improvements, include a new HVAC system, painted metal roof, extensive interior and exterior painting, remodeled bathroom, new ductwork, and numerous additional interior and exterior upgrades. Don't miss this unique chance to add to your investment portfolio or use as your primary residence.

6 Beds ⋅ 3.5 Baths ⋅ 26026756 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

REMARKABLE INVESTMENT OPPORTUNITY in the heart of Harleston Village. Positioned within walking distance to MUSC and College of Charleston, and boasting a total of 6 bedrooms and 3.5 baths, this property has an excellent rental history, creating the ability to generate immediate cash flow. This is a rare opportunity to own a turn key property in a prime downtown location with no HOA and private off street parking for 6+ cars. Recent investment upgrades upwards of $100,000 in improvements, include a new HVAC system, painted metal roof, extensive interior and exterior painting, remodeled bathroom, new ductwork, and numerous additional interior and exterior upgrades. Don't miss this unique chance to add to your investment portfolio or use as your primary residence.

77 Smith Street, Charleston

$6,395,000

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

6 Beds ⋅ 4.5 Baths ⋅ 26026691 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

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

128 Bull Street, Charleston

$5,850,000

Considered Notable to the City and classified as a Category 2 property, the Thomas Hamlin House, circa 1828, is an Antebellum home built in the Greek Revival style. This unique 3 story home, according to John Poston's The Buildings of Charleston, holds the distinction of being the first house built on Gadsden Street above Wentworth. It is believed to have served as a summer residence for the Hamlin family. When built, the home enjoyed unobstructed views of the Ashley River, a vantage that likely inspired its Lowcountry plantation-influenced details, including the grand front piazza which is ideal for Charleston entertaining and a gable roof with three dormers. The home has been lovingly restored, with interiors done by former owners of the property, designers Athalie Derse and Amelia Handegan, and gardens by landscape architect Glen Gardner. The stunning main entrance hall separates a formal living room and library on one side from a dining room and guest bedroom/second master with bath on the other. All four rooms feature wood-burning fireplaces with prominent high ceilings. The sleek, high-end kitchen sits off the dining room with a large floor to ceiling window overlooking the expansive backyard and a door that opens to the grand piazza. Upstairs, the primary suite includes substantial closet space wrapped around a fireplace and a large bathroom with a double vanity, separate shower, and clawfoot tub. A second cozy guest bedroom sits across the hall with lots of windows and natural light. The raised brick ground floor has been elegantly converted into a one-bedroom, one bath in-law suite with exposed-brick fireplaces in the sitting room and bedroom, heart pine floors, and a full kitchen. Recent upgrades include a Rinnai tankless water heater, new electrical, three heating and cooling zones including a new high efficiency Daikin unit, and refinished floors throughout. The third floor was fully renovated, with spray-foam insulation added beneath the metal standing-seam roof, a custom dressing room area, and a double master bath finished entirely in Waterworks fixtures. The charming ground floor has interior brick that was re-pointed in all five rooms, a new kitchen and bathroom, along with a second washer and dryer for added ease of use. There is also a full house generator on the property. The unusually large downtown backyard has a grand garden with beautiful plantings and outdoor lighting that make for truly special Charleston evenings. There is a tandem driveway that holds three cars along with plenty of off-street parking. This exceptional property offers a rare combination of documented history, architectural integrity, and move-in-ready craftsmanship in the heart of downtown Charleston.

4 Beds ⋅ 3 Baths ⋅ 26025802 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Considered Notable to the City and classified as a Category 2 property, the Thomas Hamlin House, circa 1828, is an Antebellum home built in the Greek Revival style. This unique 3 story home, according to John Poston's The Buildings of Charleston, holds the distinction of being the first house built on Gadsden Street above Wentworth. It is believed to have served as a summer residence for the Hamlin family. When built, the home enjoyed unobstructed views of the Ashley River, a vantage that likely inspired its Lowcountry plantation-influenced details, including the grand front piazza which is ideal for Charleston entertaining and a gable roof with three dormers. The home has been lovingly restored, with interiors done by former owners of the property, designers Athalie Derse and Amelia Handegan, and gardens by landscape architect Glen Gardner. The stunning main entrance hall separates a formal living room and library on one side from a dining room and guest bedroom/second master with bath on the other. All four rooms feature wood-burning fireplaces with prominent high ceilings. The sleek, high-end kitchen sits off the dining room with a large floor to ceiling window overlooking the expansive backyard and a door that opens to the grand piazza. Upstairs, the primary suite includes substantial closet space wrapped around a fireplace and a large bathroom with a double vanity, separate shower, and clawfoot tub. A second cozy guest bedroom sits across the hall with lots of windows and natural light. The raised brick ground floor has been elegantly converted into a one-bedroom, one bath in-law suite with exposed-brick fireplaces in the sitting room and bedroom, heart pine floors, and a full kitchen. Recent upgrades include a Rinnai tankless water heater, new electrical, three heating and cooling zones including a new high efficiency Daikin unit, and refinished floors throughout. The third floor was fully renovated, with spray-foam insulation added beneath the metal standing-seam roof, a custom dressing room area, and a double master bath finished entirely in Waterworks fixtures. The charming ground floor has interior brick that was re-pointed in all five rooms, a new kitchen and bathroom, along with a second washer and dryer for added ease of use. There is also a full house generator on the property. The unusually large downtown backyard has a grand garden with beautiful plantings and outdoor lighting that make for truly special Charleston evenings. There is a tandem driveway that holds three cars along with plenty of off-street parking. This exceptional property offers a rare combination of documented history, architectural integrity, and move-in-ready craftsmanship in the heart of downtown Charleston.

19 Gadsden Street, Charleston

$2,250,000

Experience refined downtown Charleston living in this exceptional residence at Harleston Gates, where sophisticated interiors, thoughtful design, and access to world class concierge services are available.Unit 201 is beautifully appointed with custom finishes throughout and offers two exterior balconies with captivating Charleston views. A rare private street-front entrance gives the residence the feeling of a private home, while two assigned spaces in the secure, gated parking garage provide exceptional convenience. From the garage, a dedicated entrance leads directly into the residence's foyer--an uncommon luxury for downtown living.Inside, soaring 10-foot ceilings, an open and gracious floor plan, and an abundance of oversized windows fill the residence with natural light. The beautifully designed kitchen is equally impressive, featuring a Wolf gas cooktop, Wolf wall oven and microwave, Sub-Zero refrigerator, Asko dishwasher, custom cabinetry, and sophisticated finishes ideal for both everyday living and entertaining. The attention to detail continues throughout the baths, each finished with carefully selected materials, quartz countertops, and elegant Newport Brass fixtures and accessories. Every element of the residence has been thoughtfully considered to create interiors that feel timeless, luxurious, and distinctly Charleston. Equally suited as a sophisticated primary residence or an effortless lock-and-leave retreat, Unit 201 offers a rare combination of privacy, convenience, and luxury in one of downtown Charleston's most desirable settings. Designed by Evans & Schmidt, Harleston Gates was thoughtfully conceived to complement the architecture and scale of the surrounding historic neighborhood. The grounds and gardens were designed by acclaimed Charleston landscape architect Sheila Wertimer, further enhancing the property's residential character. Residents enjoy secure gated parking, an elegant elevator lobby, bicycle storage, an electric vehicle charging station, and a convenient dog-washing station. Harleston Gates also offers privileges and discounts at the Wentworth Mansion, including concierge services. Ideally positioned in the heart of historic Charleston, the residence is just a short stroll from Colonial Lake and within easy reach of King Street's celebrated restaurants, boutiques, and galleries. Unit 201 presents a rare opportunity to enjoy the ease of condominium living without sacrificing the privacy, gracious proportions, and sense of arrival typically associated with a private Charleston residence.

2 Beds ⋅ 2 Baths ⋅ 26025740 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Experience refined downtown Charleston living in this exceptional residence at Harleston Gates, where sophisticated interiors, thoughtful design, and access to world class concierge services are available.Unit 201 is beautifully appointed with custom finishes throughout and offers two exterior balconies with captivating Charleston views. A rare private street-front entrance gives the residence the feeling of a private home, while two assigned spaces in the secure, gated parking garage provide exceptional convenience. From the garage, a dedicated entrance leads directly into the residence's foyer--an uncommon luxury for downtown living.Inside, soaring 10-foot ceilings, an open and gracious floor plan, and an abundance of oversized windows fill the residence with natural light. The beautifully designed kitchen is equally impressive, featuring a Wolf gas cooktop, Wolf wall oven and microwave, Sub-Zero refrigerator, Asko dishwasher, custom cabinetry, and sophisticated finishes ideal for both everyday living and entertaining. The attention to detail continues throughout the baths, each finished with carefully selected materials, quartz countertops, and elegant Newport Brass fixtures and accessories. Every element of the residence has been thoughtfully considered to create interiors that feel timeless, luxurious, and distinctly Charleston. Equally suited as a sophisticated primary residence or an effortless lock-and-leave retreat, Unit 201 offers a rare combination of privacy, convenience, and luxury in one of downtown Charleston's most desirable settings. Designed by Evans & Schmidt, Harleston Gates was thoughtfully conceived to complement the architecture and scale of the surrounding historic neighborhood. The grounds and gardens were designed by acclaimed Charleston landscape architect Sheila Wertimer, further enhancing the property's residential character. Residents enjoy secure gated parking, an elegant elevator lobby, bicycle storage, an electric vehicle charging station, and a convenient dog-washing station. Harleston Gates also offers privileges and discounts at the Wentworth Mansion, including concierge services. Ideally positioned in the heart of historic Charleston, the residence is just a short stroll from Colonial Lake and within easy reach of King Street's celebrated restaurants, boutiques, and galleries. Unit 201 presents a rare opportunity to enjoy the ease of condominium living without sacrificing the privacy, gracious proportions, and sense of arrival typically associated with a private Charleston residence.

31 Smith Street Unit #201, Charleston

$1,990,000

Located in the heart of Charleston's coveted Harleston Village, this thoughtfully renovated residence offers a rare combination of scale, functionality, and walkable downtown living--complete with the added convenience of two off-street parking spaces. Spanning approximately 2,440 square feet, the home features five bedrooms and three and a half bathrooms, with exceptionally generous living spaces designed to accommodate both everyday living and entertaining. A full studs-out renovation completed in 2017 seamlessly blends modern updates with the character and charm expected of a historic Charleston property. The interior is anchored by an open-concept kitchen and living space, complemented by wood flooring throughout and a layout that offers both flow and flexibility.The primary suite is well-appointed with dual vanities, while multiple additional bedrooms provide ample space for guests, work-from-home needs, or rental versatility. The home's scale and configuration also present the opportunity to further enhance or reimagine the primary suite, allowing future owners to create a more expansive, private retreat tailored to their lifestyle. Outdoor living is equally compelling, with three distinct porch spaces--including a large front porch and a second-floor screened porch--alongside a private, fenced backyard with a covered patio designed for entertaining or quiet retreat. A metal roof (2017) adds long-term durability and peace of mind. Positioned just approximately two blocks from both MUSC and the College of Charleston, the home offers immediate access to King Street's premier shopping and dining, as well as nearby Marion Square, known for its green space, farmers market, and year-round events--placing some of the city's best amenities just moments away. Currently operating as an income-producing property with established rental history, this offering presents a compelling opportunity for investors and owner-occupants alike seeking a well-located, high-performing asset in one of Charleston's most desirable neighborhoods.

5 Beds ⋅ 3.5 Baths ⋅ 26025081 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Located in the heart of Charleston's coveted Harleston Village, this thoughtfully renovated residence offers a rare combination of scale, functionality, and walkable downtown living--complete with the added convenience of two off-street parking spaces. Spanning approximately 2,440 square feet, the home features five bedrooms and three and a half bathrooms, with exceptionally generous living spaces designed to accommodate both everyday living and entertaining. A full studs-out renovation completed in 2017 seamlessly blends modern updates with the character and charm expected of a historic Charleston property. The interior is anchored by an open-concept kitchen and living space, complemented by wood flooring throughout and a layout that offers both flow and flexibility.The primary suite is well-appointed with dual vanities, while multiple additional bedrooms provide ample space for guests, work-from-home needs, or rental versatility. The home's scale and configuration also present the opportunity to further enhance or reimagine the primary suite, allowing future owners to create a more expansive, private retreat tailored to their lifestyle. Outdoor living is equally compelling, with three distinct porch spaces--including a large front porch and a second-floor screened porch--alongside a private, fenced backyard with a covered patio designed for entertaining or quiet retreat. A metal roof (2017) adds long-term durability and peace of mind. Positioned just approximately two blocks from both MUSC and the College of Charleston, the home offers immediate access to King Street's premier shopping and dining, as well as nearby Marion Square, known for its green space, farmers market, and year-round events--placing some of the city's best amenities just moments away. Currently operating as an income-producing property with established rental history, this offering presents a compelling opportunity for investors and owner-occupants alike seeking a well-located, high-performing asset in one of Charleston's most desirable neighborhoods.

91 Smith Street, Charleston

$5,950,000

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

5 Beds ⋅ 5.5 Baths ⋅ 26024757 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

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

89 Ashley Avenue, Charleston

$3,450,000

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

2 Beds ⋅ 2.5 Baths ⋅ 26023677 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

Charleston

$4,250,000

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

3 Beds ⋅ 2.5 Baths ⋅ 26021772 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, these stately townhomes are surrounded by the historic neighborhoods of Harleston Village and South of Broad. Featuring a private street-level entry and gracious multi-story design, this townhome combines historic Charleston charm with the comfort and efficiency of contemporary construction. Inside, discover uncompromising craftsmanship including designer finishes and light-filled living spaces ideal for both entertaining and everyday living. The gourmet kitchen features custom millwork, chef-grade appliances, and a spacious island. Upstairs, the primary suite is a sanctuary with spa-like bath and tranquil views.

368 Broad Street, Charleston

$1,099,000

Discover the rare combination of space, convenience and exceptional parking at 71 Gadsden Street. This three-bedroom residence offers desirable single-level living, with each generously sized bedroom featuring its own private en suite bath--an ideal arrangement for a full-time residence, second home or investment property.The home's spacious living areas provide plenty of room for relaxing and entertaining, while a dedicated laundry room adds everyday functionality.A newer roof and appliances installed in 2018 offer additional peace of mind. One of the property's most remarkable features is off-street parking for four to five vehicles, a true luxury in downtown Charleston. Perfectly positioned near the College of Charleston, MUSC and Roper Hospital, the property offers excellent potential for student or medical housing while remaining equally appealing as a comfortable primary residence. Enjoy easy access to Charleston's celebrated restaurants, neighborhood cafés, shopping, parks and the historic streets of the peninsula. With large rooms, private baths, single-level living and extraordinary parking, 71 Gadsden Street presents a versatile downtown opportunity that is increasingly difficult to find. Come experience the space, flexibility and Charleston lifestyle this property has to offer.

3 Beds ⋅ 3 Baths ⋅ 26020890 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Discover the rare combination of space, convenience and exceptional parking at 71 Gadsden Street. This three-bedroom residence offers desirable single-level living, with each generously sized bedroom featuring its own private en suite bath--an ideal arrangement for a full-time residence, second home or investment property.The home's spacious living areas provide plenty of room for relaxing and entertaining, while a dedicated laundry room adds everyday functionality.A newer roof and appliances installed in 2018 offer additional peace of mind. One of the property's most remarkable features is off-street parking for four to five vehicles, a true luxury in downtown Charleston. Perfectly positioned near the College of Charleston, MUSC and Roper Hospital, the property offers excellent potential for student or medical housing while remaining equally appealing as a comfortable primary residence. Enjoy easy access to Charleston's celebrated restaurants, neighborhood cafés, shopping, parks and the historic streets of the peninsula. With large rooms, private baths, single-level living and extraordinary parking, 71 Gadsden Street presents a versatile downtown opportunity that is increasingly difficult to find. Come experience the space, flexibility and Charleston lifestyle this property has to offer.

71 Gadsden Street, Charleston

$1,350,000

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

2 Beds ⋅ 2.5 Baths ⋅ 26020692 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

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

1 Bennett Street Unit #3, Charleston

$5,349,000

Reimagined in the heart of Harleston Village, this restored residence blends Charleston architecture with an elevated floor plan designed for today's lifestyle. The home was raised, allowing for additional ground floor square footage & creating flexibility for a private gym, theatre, wine room, office, game room, &/or additional entertaining space.BAR Approved Pool & ADU - Seller willing to complete for additional cost. The residence features an expansive chef's kitchen with oversized island, premium Thermador appliances & scullery. Elegant wall paneling, refined architectural details & beautifully restored historic elements can be found throughout the home. The luxurious primary suite offers a spa like bath with an oversized double shower &large private porch overlooking the gated backyard. Standout exterior features include double piazzas, two additional porches in the rear, a large backyard with room for a pool & driveway parking for multiple vehicles. ***BAR Approved Pool & Permit. BAR Approved ADU (180sqft, detached). Seller willing to complete either or both of the above projects for an additional cost. Seller is also willing to further customize & build out the extensive ground floor flex space for an additional cost.*** May 2026 Appraisal lists valuation of $5.9m. Ideally located just moments from Charleston's many restaurants, shops, Colonial Lake & King Street, this is a rare opportunity to own a like new, fully restored historic home with modern functionality in one of downtown Charleston's most desirable neighborhoods.

4 Beds ⋅ 4.5 Baths ⋅ 26019552 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Reimagined in the heart of Harleston Village, this restored residence blends Charleston architecture with an elevated floor plan designed for today's lifestyle. The home was raised, allowing for additional ground floor square footage & creating flexibility for a private gym, theatre, wine room, office, game room, &/or additional entertaining space.BAR Approved Pool & ADU - Seller willing to complete for additional cost. The residence features an expansive chef's kitchen with oversized island, premium Thermador appliances & scullery. Elegant wall paneling, refined architectural details & beautifully restored historic elements can be found throughout the home. The luxurious primary suite offers a spa like bath with an oversized double shower &large private porch overlooking the gated backyard. Standout exterior features include double piazzas, two additional porches in the rear, a large backyard with room for a pool & driveway parking for multiple vehicles. ***BAR Approved Pool & Permit. BAR Approved ADU (180sqft, detached). Seller willing to complete either or both of the above projects for an additional cost. Seller is also willing to further customize & build out the extensive ground floor flex space for an additional cost.*** May 2026 Appraisal lists valuation of $5.9m. Ideally located just moments from Charleston's many restaurants, shops, Colonial Lake & King Street, this is a rare opportunity to own a like new, fully restored historic home with modern functionality in one of downtown Charleston's most desirable neighborhoods.

175 1/2 Wentworth Street, Charleston

$3,383,000

Price Reduced - Rare Designer 7 bedroom, 5.5 bath home with Guest Cottage and 4 off street parking spots. One of downtown Charleston's most affordable luxury renovations. This property masterfully blends timeless historic character with sophisticated contemporary design in the heart of Harleston Village, one of Downtown Charleston's most desirable neighborhoods. Completely reimagined from top to bottom, this extraordinary residence has been thoughtfully redesigned to create an exceptional luxury lifestyle while preserving the architectural charm that makes Historic Charleston one of America's most celebrated destinations. Featuring an exceptionally versatile floor plan, the home offers ideal balance of elegant entertaining, everyday comfort and outstanding investment potential.Surrounded with natural light, the main level showcases expansive open-concept living spaces where a designer chef's kitchen and scullery with ice maker, wine fridge, bar sink seamlessly connects to the spacious great room and dining area. Oversized walls of collective glass, soaring 11 ft up to 35 feet ceilings, integrated surround sound, and refined contemporary finishes and mahogany custom doors, create an atmosphere that is both sophisticated and inviting, perfect for intimate gatherings or large-scale entertaining. Every detail has been carefully curated, including beautifully restored heart pine flooring, custom cheery wood cabinetry, premium marble surfaces, professional-grade stainless appliances, designer lighting fixtures, designer tile, brass hardware, private study/office and elegant architectural details that elevate every room. A beautifully appointed kitchen scullery enhances both functionality and entertaining, offering additional preparation space, storage, and serving areas for effortless hosting. The luxurious primary suite is conveniently located on the main living level, creating a private sanctuary complete with a spacious walk-in closet and an elegant spa-inspired bath featuring dual vanities, an oversized walk-in shower, and carefully selected designer finishes. An additional private entry guest suite apartment on the first floor offers exceptional flexibility for visiting family or luxury guest accommodations with rental income opportunity. The second level has been recently expanded to include 2 additional bedrooms recently added and one full bath, creating generous accommodations that include 7 total bedrooms, a large entertainment lounge area that can easily be another bedroom in the main house and multiple flexible gathering spaces designed for today's modern lifestyle. Outside, the possibilities are equally impressive.The expansive side yards offers the perfect canvas for creating a spectacular resort-style pool and private outdoor retreat, complemented by covered veranda, spacious entertaining areas, and beautifully designed outdoor living spaces that embrace Charleston's year-round climate. There is also room to build a single car garage in the driveway. Striking architectural features including elevated construction, dramatic glass windows, standing-seam metal roof, and clean contemporary lines, a home that is both architecturally distinctive and timelessly elegant. Beyond its appeal as an extraordinary primary residence or luxurious second apartment, 41 Pitt Street also represents an exceptional income-producing opportunity. Located just blocks from Medical University of South Carolina and College of Charleston, the property is ideally positioned for premium executive, medical, academic, or luxury vacation rental. The attached guest apartment with full kitchen further enhances its flexibility and income potential, with projected rental information available in the listing package. Residents will enjoy a truly walkable Charleston lifestyle, just moments from acclaimed restaurants, boutique shopping, neighborhood cafés, Colonial Lake, waterfront parks, marinas and the city's vibrant cultural and culinary scene. Recognized year after year as #1 of America's finest cities, Historic Charleston offers an unmatched combination of rich history, world-class dining, beautiful waterfronts, and timeless Southern elegance. 41 Pitt Street is more than a beautifully renovated home, it is an opportunity to own a signature residence that combines architectural beauty, exceptional craftsmanship, remarkable flexibility, and one of the finest downtown lifestyles Charleston has to offer.

7 Beds ⋅ 5.5 Baths ⋅ 26019450 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Price Reduced - Rare Designer 7 bedroom, 5.5 bath home with Guest Cottage and 4 off street parking spots. One of downtown Charleston's most affordable luxury renovations. This property masterfully blends timeless historic character with sophisticated contemporary design in the heart of Harleston Village, one of Downtown Charleston's most desirable neighborhoods. Completely reimagined from top to bottom, this extraordinary residence has been thoughtfully redesigned to create an exceptional luxury lifestyle while preserving the architectural charm that makes Historic Charleston one of America's most celebrated destinations. Featuring an exceptionally versatile floor plan, the home offers ideal balance of elegant entertaining, everyday comfort and outstanding investment potential.Surrounded with natural light, the main level showcases expansive open-concept living spaces where a designer chef's kitchen and scullery with ice maker, wine fridge, bar sink seamlessly connects to the spacious great room and dining area. Oversized walls of collective glass, soaring 11 ft up to 35 feet ceilings, integrated surround sound, and refined contemporary finishes and mahogany custom doors, create an atmosphere that is both sophisticated and inviting, perfect for intimate gatherings or large-scale entertaining. Every detail has been carefully curated, including beautifully restored heart pine flooring, custom cheery wood cabinetry, premium marble surfaces, professional-grade stainless appliances, designer lighting fixtures, designer tile, brass hardware, private study/office and elegant architectural details that elevate every room. A beautifully appointed kitchen scullery enhances both functionality and entertaining, offering additional preparation space, storage, and serving areas for effortless hosting. The luxurious primary suite is conveniently located on the main living level, creating a private sanctuary complete with a spacious walk-in closet and an elegant spa-inspired bath featuring dual vanities, an oversized walk-in shower, and carefully selected designer finishes. An additional private entry guest suite apartment on the first floor offers exceptional flexibility for visiting family or luxury guest accommodations with rental income opportunity. The second level has been recently expanded to include 2 additional bedrooms recently added and one full bath, creating generous accommodations that include 7 total bedrooms, a large entertainment lounge area that can easily be another bedroom in the main house and multiple flexible gathering spaces designed for today's modern lifestyle. Outside, the possibilities are equally impressive.The expansive side yards offers the perfect canvas for creating a spectacular resort-style pool and private outdoor retreat, complemented by covered veranda, spacious entertaining areas, and beautifully designed outdoor living spaces that embrace Charleston's year-round climate. There is also room to build a single car garage in the driveway. Striking architectural features including elevated construction, dramatic glass windows, standing-seam metal roof, and clean contemporary lines, a home that is both architecturally distinctive and timelessly elegant. Beyond its appeal as an extraordinary primary residence or luxurious second apartment, 41 Pitt Street also represents an exceptional income-producing opportunity. Located just blocks from Medical University of South Carolina and College of Charleston, the property is ideally positioned for premium executive, medical, academic, or luxury vacation rental. The attached guest apartment with full kitchen further enhances its flexibility and income potential, with projected rental information available in the listing package. Residents will enjoy a truly walkable Charleston lifestyle, just moments from acclaimed restaurants, boutique shopping, neighborhood cafés, Colonial Lake, waterfront parks, marinas and the city's vibrant cultural and culinary scene. Recognized year after year as #1 of America's finest cities, Historic Charleston offers an unmatched combination of rich history, world-class dining, beautiful waterfronts, and timeless Southern elegance. 41 Pitt Street is more than a beautifully renovated home, it is an opportunity to own a signature residence that combines architectural beauty, exceptional craftsmanship, remarkable flexibility, and one of the finest downtown lifestyles Charleston has to offer.

41 Pitt Street, Charleston

$1,225,000

Price Reduction - Luxury Charleston Duplex Living in the Heart of Harleston Village! This stunning newly renovated in 2026 first-floor residence, is a 2 bedroom 2 bath with the ability to convert front room into a 3rd bedroom and 3rd bath. The designer kitchen and spa-inspired baths feature premium finishes, custom millwork, wide-plank flooring, high-end fixtures, and luxury stainless appliances throughout. Thoughtfully selected to deliver a truly turnkey living experience. Enjoy the convenience of 2 off-street parking spaces, a private rear porch and entrance, and an unbeatable walkable location just steps from Colonial Lake, King Street shopping and dining, world-class restaurants, cafes, and Charleston's iconic historic downtown lifestyle.This is a exceptional opportunity to own a luxury condo. Whether you are seeking a primary residence, luxury second home, or investment rental opportunity, Unit A offers the perfect combination of elegance, location, and effortless Charleston living.

2 Beds ⋅ 2 Baths ⋅ 26017686 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Price Reduction - Luxury Charleston Duplex Living in the Heart of Harleston Village! This stunning newly renovated in 2026 first-floor residence, is a 2 bedroom 2 bath with the ability to convert front room into a 3rd bedroom and 3rd bath. The designer kitchen and spa-inspired baths feature premium finishes, custom millwork, wide-plank flooring, high-end fixtures, and luxury stainless appliances throughout. Thoughtfully selected to deliver a truly turnkey living experience. Enjoy the convenience of 2 off-street parking spaces, a private rear porch and entrance, and an unbeatable walkable location just steps from Colonial Lake, King Street shopping and dining, world-class restaurants, cafes, and Charleston's iconic historic downtown lifestyle.This is a exceptional opportunity to own a luxury condo. Whether you are seeking a primary residence, luxury second home, or investment rental opportunity, Unit A offers the perfect combination of elegance, location, and effortless Charleston living.

63 Montagu Street Unit #A, Charleston

$1,350,000

Location, Location, Location! Highly desirable rental property located in the heart of the College of Charleston campus. The house is leased through July 2027 for $6500 monthly. Two parking spaces are leased for $500/mo. Recent appraisal available upon request. Five separate bedrooms, 2.5 baths, porch, and piazza. Charleston single-style house with 2 off-street parking spots. The house has been well-maintained with freshly painted exterior in April 2026, updated appliances & tankless water heater in 2022, main roof replaced in 2021, a transferable termite bond, no flood insurance required and no reports of flooding. Fireplaces are not operational. 5 Bull is literally steps from the C of C campus, a short stroll to King Street shops, and a few blocks to MUSC and Charleston School of Law

5 Beds ⋅ 2.5 Baths ⋅ 26013531 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Location, Location, Location! Highly desirable rental property located in the heart of the College of Charleston campus. The house is leased through July 2027 for $6500 monthly. Two parking spaces are leased for $500/mo. Recent appraisal available upon request. Five separate bedrooms, 2.5 baths, porch, and piazza. Charleston single-style house with 2 off-street parking spots. The house has been well-maintained with freshly painted exterior in April 2026, updated appliances & tankless water heater in 2022, main roof replaced in 2021, a transferable termite bond, no flood insurance required and no reports of flooding. Fireplaces are not operational. 5 Bull is literally steps from the C of C campus, a short stroll to King Street shops, and a few blocks to MUSC and Charleston School of Law

5 Bull Street, Charleston