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24 King Street, Charleston
$6,395,000
4 Beds ⋅ 4.5 Baths ⋅ 26014711 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Built in 1790 and known as the John Laurens North House, this extraordinary Charleston Single blends timeless elegance with modern comfort in the heart of the coveted South of Broad neighborhood. Situated on a rare double lot, the gated property offers exceptional privacy, abundant natural light, and expansive outdoor living spaces designed for effortless entertaining. Double piazzas overlook beautifully landscaped grounds, while a series of brick courtyards, stone patios, fountains, and manicured lawns create a true garden retreat in the center of historic Charleston. The generous backyard also offers ample room for the addition of a pool.Inside, a gracious entry foyer introduces the home's classic floor plan and remarkable craftsmanship. Formal living and dining rooms flank the foyer, each filled with sunlight from oversized windows and accented by heart pine floors, intricate moldings, crystal chandeliers, and marble-surround fireplaces. Fourteen sets of French doors seamlessly connect the interior spaces with the piazzas and gardens beyond, enhancing the home's airy, light-filled ambiance. The renovated gourmet kitchen pairs historic character with modern sophistication, featuring quartz countertops, custom white cabinetry, contemporary lighting, and a spacious center island. Adjacent spaces include a butler's pantry, mudroom, and a charming sitting room at the rear of the home that overlooks the gardens and offers direct outdoor access, creating the perfect setting for relaxed everyday living. All four bedrooms are located on the upper floors, including a beautifully appointed primary suite on the second floor featuring a fireplace and elegant en-suite bath with a dual vanity, refined finishes, and a tiled shower. Also on the second floor is a spacious parlor, ideal for a private office, den, or additional sitting room. A private rear staircase leads to the fourth bedroom, offering flexibility and privacy for guests, an office, or additional living space. The upper levels enjoy exceptional natural light and beautiful views, with especially stunning vistas from the third floor. Additional guest accommodations are generously sized and complemented by a well-finished bath. The grounds are equally impressive, enhanced by mature landscaping with tea olives, magnolias, azaleas, and palmettos. Charleston brick walls frame the lush lawn, which leads to an intimate circular garden courtyard. Perfectly positioned just moments from The Battery, acclaimed restaurants, galleries, and boutiques, the home offers the rare combination of walkability and the tranquility of one of Charleston's most established residential enclaves. List of recent upgrades can be found under the document tab on MLS.

24 King Street, Charleston

101 Tradd Street, Charleston
$6,950,000
4 Beds ⋅ 4.5 Baths ⋅ 26014229 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Located in the heart of South of Broad, this beautifully updated Charleston Single offers a rare combination of historic character and thoughtful modern design. Set on a high, elevated lot, both the interior and floor plan have been reimagined for contemporary living while preserving the architectural integrity that defines Charleston's historic homes.The residence features four spacious bedrooms, each with its own en-suite bath, along with multiple living and entertaining spaces designed with both comfort and functionality in mind. At the center of the home, the kitchen opens seamlessly into the great room and overlooks the private garden and pool designed by Sheila Wertimer. The outdoor spaces are exceptionally private and include several gathering areas as well as ampleample off-street parking for two vehicles. Throughout the home, attention to detail is evident in every room. The formal living room and dining room feature coffered ceilings, fireplaces, and rich wood paneling, creating spaces that feel refined yet inviting. The kitchen was designed for both everyday use and entertaining, anchored by a La Cornue range, Sub-Zero refrigerator, 2 Fisher & Paykel drawer dishwashers a separate wine tower, marble surfaces, and a generous scullery that provides additional workspace, storage and a full dishwasher. French doors connect the adjoining family room directly to the pool and garden, allowing for an easy transition between indoor and outdoor living. On the second floor, there is a private den that leads to the primary suite, where features include elevator access, a laundry station, a dedicated beverage station with a Wolf espresso machine and Sub-Zero refrigerator, and beautifully crafted custom closets. The primary bedroom showcases a striking coffered ceiling and a private balcony overlooking the landscaped garden and pool. Its marble-clad en-suite bath offers heated floors, a soaking tub, and a steam shower, creating a serene, thoughtfully designed retreat. On this floor there is one of the 3 guest ensuite guest rooms which is currently being used as a gym. The third floor offers two additional guest suites, each with spacious en-suite bathrooms, providing privacy and flexibility for family or guests. Thoughtfully designed throughout, the home offers a rare combination of scale, privacy, and livability in one of Charleston's most established historic neighborhoods.

101 Tradd Street, Charleston

17 Ashley Avenue, Charleston
$2,495,000
4 Beds ⋅ 2.5 Baths ⋅ 26014136 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
This perfectly placed South of Broad ''Blue and Pink'' stucco townhome blends classic charm with modern convenience. Well maintained and thoughtfully updated, it offers light-filled living areas, upscale finishes, generously sized bedrooms, and a private courtyard.The courtyard has been extensively enhanced by the current owner, with the addition of 2 elegant fountains, twilight landscape lighting, refined hardscaping in the garden and driveway, and an underground mosquito-control system--creating a beautiful and comfortable outdoor oasis.The first floor features an easy, flowing layout. A formal living room with a cozy fireplace sets an inviting tone, while the adjacent formal dining room provides an elegant setting for entertaining. The updated kitchen includes granite countertopsstainless steel appliances, a breakfast bar, and ample cabinet storage. Just off the kitchen, a comfortable sitting room offers a relaxed space to unwind. French doors open to a balcony overlooking the charming walled courtyard--a private, picturesque setting perfect for morning coffee, evening cocktails, or outdoor entertaining. Upstairs, four spacious bedrooms include a primary suite with an en-suite bath, along with a guest bathroom and a conveniently located laundry room. Off-street parking is another valuable amenity, especially in downtown Charleston. The location is truly exceptional, with The Battery, Colonial Lake, acclaimed restaurants, boutique shops, art galleries, and more just moments away--placing the best of Charleston's vibrant, historic lifestyle right at your doorstep.

17 Ashley Avenue, Charleston

5 Bull Street, Charleston
$1,350,000
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

21 E Battery, Charleston
$14,000,000
7 Beds ⋅ 10.5 Baths ⋅ 26012755 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
21 East Battery offers a rare opportunity to steward one of Charleston's most historically significant residences. Known as the Edmondston-Alston House, this extraordinary South of Broad property has stood overlooking Charleston Harbor for two centuries. It embodies the architectural beauty, resilience, and layered history that define the Charleston peninsula.Constructed in 1825 for Scottish shipping merchant Charles Edmondston, the residence was among the first substantial houses built along the city's seawall and what is now Charleston's iconic High Battery. A decade later, the property was acquired by Charles Alston, a member of a well-established Lowcountry rice planting family, who refined the house in the Greek Revival style. Alston added architectural elements including the signature three tiered piazzas supported by Corinthian columns and a distinctive parapet bearing the Alston family crest. From its earliest years, the house has been closely tied to Charleston's network of prominent families. In 1849, the marriage of Williams Middleton to Susan Pringle Smith united the Edmondston-Alston House with Middleton Place under one extended family lineage. Susan Pringle Smith's ancestry traces to Bishop Robert Smith, who arrived in Charleston in 1757, and served as the first American Episcopal bishop of the Diocese of South Carolina. Bishop Smith also played a foundational role in the creation of the College of Charleston, helping to finance and establish the institution. Through generations of intermarriage among the Smith, Middleton, and Alston families, ownership and stewardship of both Middleton Place and the Edmondston-Alston House became intertwined, reinforcing a legacy deeply rooted in land and heritage. The house has witnessed defining moments in American history. From the third floor piazza overlooking the harbor, Confederate General P. G. T. Beauregard observed the first shots of the Civil War in 1861. Later that year, General Robert E. Lee sought refuge here during the Great Fire of Charleston. For generations, the Edmondston-Alston House functioned not only as a residence but as part of a broader narrative connecting Charleston to Middleton Place. The Edmondston-Alston House served as a seasonal house, with family members residing during the summer months while maintaining their deep ties to the Middleton Place property. The grounds of the Edmondston-Alston House, surrounded by large oak trees, provided shade during the summer months. Within the house, the interiors were filled with historical artifacts and heirlooms, including Middleton Place silver. Over time, as family needs evolved, portions of the house were preserved while others remained actively lived in, reflecting the natural progression of a house continuously shaped by its stewards. In 1969, a generational transition took place when ownership of the Edmondston-Alston House formally passed to Charles Halliwell Pringle Duell, a twelfth generation Middleton descendant. The estate was thoughtfully divided, with Charles receiving the physical properties, including the Edmondston-Alston House and Middleton Place. The property features three distinct structures, creating a private enclave rarely found within Charleston's historic district. The main residence welcomes guests through a foyer that immediately establishes the scale of the house. Twelve foot ceilings, original moldings, and period craftsmanship reflect the artistry of early nineteenth century construction. Architectural detailing evolves from floor to floor, with subtle variations in trim work that speak to the layered history of the house. On the main level, two formal parlors extend from the central foyer, with original pocket doors allowing the spaces to flow together for entertaining or remain intimate for quieter gatherings. A staircase rises to the second floor, where two additional parlors continue the tradition of formal entertaining. These grand rooms, with their twelve foot ceilings, fireplaces, and intricate millwork, once served as important social spaces within the household. One parlor was historically reserved for ladies' gatherings, offering a glimpse into the customs of the period, while a library, traditionally used as a gentlemen's withdrawing room, adds further character to this level. The third floor serves today as the primary living quarters, where natural light and harbor views reflect the house's original design and orientation toward Charleston Harbor. This level includes two bedrooms, along with a spacious dining room that could easily serve as an additional bedroom. Directly behind the main residence, The Quarters, historically the kitchen building and living quarters for the enslaved, have been preserved and now serve as a private two story retreat with a living area, kitchenette, and gas burning fireplace on the main level. Upstairs, two well proportioned bedrooms and bathrooms make for inviting accommodations. Adjacent to the Quarters is the historic Carriage House, originally used as stables for horses and carriages as well as quarters for groomsmen, now configured as a bed and breakfast. The interiors retain original beamed ceilings and heart pine floors, preserving the authenticity of the structure. A sitting room occupies the main level, while two generously sized rooms are located upstairs. Together, the main residence, The Quarters, and The Carriage House form an exceptional historic estate along Charleston's High Battery. With harbor views, architectural pedigree, and centuries of documented history shaped by generations of stewardship, 21 East Battery offers a rare opportunity to own and preserve a remarkable piece of Charleston's past.

21 E Battery, Charleston

59 Church Street, Charleston
$9,900,000
6 Beds ⋅ 9.5 Baths ⋅ 26010900 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
On one of the most beautiful streets in historic downtown Charleston, behind garden walls and beneath the shade of live oaks, stands the Thomas Rose House, an extraordinary Georgian residence built in 1735 when Charles Town was still a young Colonial port. For nearly 300 years, this remarkable home has witnessed the evolution of the Holy City--surviving devastating fires, wars, earthquakes, and storms--while retaining its elegant architecture and inimitable craftsmanship. Today, following a meticulous restoration that seamlessly blends historic integrity with modern luxury, this South of Broad estate offers something almost impossible to replicate: a fully livable 18th-century masterpiece set within expansive gardens in the heart of America's most beautifully preserved historic city.The property occupies Lot 61 of the original Grand Modell of Charles Town, granted in 1680 to Elizabeth Willis. By 1701, it had passed to the wealthy Elliott family. Thomas Eliott bequeathed the property to his daughter Beuler, who married Thomas Rose in 1733. Shortly thereafter, Rose commissioned the distinguished residence that still bears his name. The elegant Georgian merchant house was intended to reflect the fashionable architecture of England's port cities. Constructed of brick and oyster-shell plaster, the two-and-a-half-story structure is 5 bays wide with a hipped roof punctuated by dormers and a spectacular full-width drawing room that survives today in all its original grandeur. Around 1790, the iconic double piazzas were added and the entrance moved from the center of Church Street to the south facade to conform to the Charleston single house style that was popular at the time. The piazza door is noteworthy for its columned surround topped by a fanlight and triangular pediment. Remarkably, the interior of the home retains many of its original 18th-century architectural features, preserved in museum-quality fashion. Visitors enter into a gracious reception room and adjoining office. Cypress paneled walls, fireplace surrounds, heart pine floors, high ceilings, deep shuttered windows, and architectural niches immediately showcase the home's extraordinary craftsmanship. A series of arched doors and transoms guide the flow of light throughout the house. Past the reception room, the dining room exhibits a similar level of formality. The stair hall is paneled in black walnut with a mahogany railing and finely detailed stair brackets that reflect the artistry of its builders. Upstairs, the grand drawing room spans the entire width of the building--believed to be the earliest surviving example of this layout in Charleston. Its delicate Adams-style mantel dates to the early 19th century. A jib door beneath the frontmost window allows access to the second-story piazza and Lowcountry breezes. Despite its 1735 origins, the house has been thoughtfully adapted for modern living. Discreet updates include an elevator, modern alarm system, and keyless entry integrated along antique brass hardware. A powder room off the stair hall and other carefully placed conveniences support everyday living without compromising the home's architectural authenticity. In 1942, owner and architect Henry P. Staats built the hyphen that connects the current kitchen and primary bath above to the previously detached kitchen and laundry outbuilding. The modern chef's kitchen features custom cabinetry, a La Cornue gas range (with 6 Delft tiles rescued from the drawing room fireplace restoration placed in the backsplash above), and integrated Sub-Zero refrigerator and freezer. A butler's pantry with bar, wine cooler, and Bosch integrated dishwasher supports effortless entertaining. Just beyond, a screened porch dining room allows meals to be enjoyed outside year-round. Adjacent to the kitchen, the original working kitchen has been transformed into a comfortable family room. The original kitchen hearth with beehive oven and herringbone brick floor serve as dramatic focal points. The mirror above the hearth cleverly conceals a television, blending the latest in modern tech seamlessly into its historic surroundings. The original laundry room continues to be used for that purpose. Its fireplace, then used to boil water for washing clothes and linens, is now joined by high-tech machines in another juxtaposition of technologies. The luxurious primary suite comprises the remainder of the second floor and can be separated from the entertaining areas of the house for privacy. A bedroom window opens to the piazza through a jib door, offering views of the formal parterre garden framed by an arcade of arches. The primary bath includes dual sinks, a freestanding soaking tub, a separate water closet with sink, and a massive marble shower room with multiple shower heads for a spa-like experience. The adjoining dressing room feels more like a private boutique than a traditional closet. Down the hall, a flexible room-sized closet could easily serve as a sitting room, nursery, dressing room, or private home office. Third floor adds 3 dormer bedrooms and a full bath. The bedrooms each have built-in closets and drawers. Two also feature built-in desks, ideal for school-aged children. Guest lodging is thoughtfully arranged to provide both comfort and privacy. The original carriage house has been transformed into a suite with sitting, dining, and sleeping areas, along with a breakfast bar and a full bath. The carriage doors are preserved as large windows. Above is a studio apartment with its own exterior entrance and private walled courtyard. This residence includes a full kitchenette and stacked laundry, along with a bedroom and full bath. A balcony overlooking the gardens provides the perfect place for al fresco dining. The grounds of the Thomas Rose House are as significant as the residence itself. The formal gardens were designed by renowned landscape architect Loutrel Briggs in 1954. A series of outdoor rooms provide both beauty and privacy, enclosed by high stucco and brick walls and shaded by mature live oaks. The hardscape and plantings were updated in 2019-20 by Sheila Wertimer. Most recently, Glen Gardner reestablished the parterre garden surrounding an armillary sphere--a landscape element that predates the Briggs layout. Altogether, the gardens of 59 Church Street have been curated by a virtual "Who's Who" of Charleston landscape design. A heated and cooled swimming pool and spa, hidden terraced garden, and garden house (not included in the square footage) create multiple opportunities for entertaining and retreat. A large parking court behind an automatic mahogany gate offers abundant off-street parking. Steeped in history. Immersed in a sense of time and place. For the next owner, the Thomas Rose House offers something far more meaningful than a remarkable home: the opportunity to add your name to the story of one of Charleston's most important architectural treasures. Three centuries of history. One extraordinary opportunity. Your legacy awaits...

59 Church Street, Charleston

16 Trumbo, Charleston
$7,998,000
6 Beds ⋅ 4.5 Baths ⋅ 26010056 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Now Includes Full Addition, ADU, Pool, landscaping package, and full furniture package . 16 Trumbo Street present a unique opportunity in Harleston Village, just steps from Colonial Lake. The property is currently undergoing a full studs-out renovation with an addition, including a house lift to allow for a new foundation and enclosure space below. Conditioned enclosure space (option to ADD up to additional 1500 SF)Plans and design selections are in place but can be modified, offering flexibility for a buyer to make adjustments during construction. Opportunity to meet with the development team to review plans, selections, and overall scope.Golf cart to all your favorite restaurants

16 Trumbo, Charleston

80 Church Street, Charleston
$4,150,000
4 Beds ⋅ 3.5 Baths ⋅ 26008958 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Positioned at the distinguished corner of Church and Tradd Streets, 80 Church Street presents a rare opportunity to own a stately residence in Charleston's most prestigious South of Broad enclave. Situated on high ground within the original Old Walled City, this property embodies classic architectural elegance while offering the scale and layout ideal for modern living.The elevated main level is defined by impressive ceiling heights, expansive windows, and beautifully proportioned rooms that invite natural light throughout. Formal living and dining spaces are complemented by a more relaxed breakfast area, creating a graceful yet functional floor plan suited for both entertaining and everyday comfort.The kitchen is equipped with high-end appliances and is supported by a thoughtfully designed laundry room that elevates daily living. The upper level features a well-appointed primary suite privately situated at the rear of the home, complete with a bright en suite bath and generous storage. Two additional bedrooms offer flexibility for guests, home offices, or additional dressing spaces. A notable highlight is the fully finished lower level, an uncommon feature in historic downtown Charleston, offering a private guest suite with its own living area, bedroom, and full bath, ideal for extended stays or multigenerational living. The property's intimate courtyard provides a quiet outdoor retreat, perfectly suited for enjoying Charleston's year-round climate. Recent enhancements include a newly installed copper roof, fresh interior paint, and custom carpeting with a tailored runner. Offering four bedrooms and three-and-a-half baths, this exceptional residence combines historic significance, thoughtful updates, and an unparalleled location in the heart of South of Broad. The refrigerator, Beverage cooler & water feature in courtyard do not work.

80 Church Street, Charleston

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

36 Society Street, Charleston

17 Anson Street, Charleston
$2,050,000
3 Beds ⋅ 2.5 Baths ⋅ 26007859 MLS ⋅ Ansonborough SubDv. ⋅ Active Status
This 1890s Charleston single, steeped in history and character while offering modern conveniences, is perfectly placed in the heart of downtown Charleston, steps from restaurants, cultural venues, and a full-service grocery. The owners' meticulous maintenance and renovation of the interior, exterior, and garden make it a turnkey property for anyone looking to move right in. The kitchen, renovated in late 2025, features top-of-the line appliances such as a Wolf oven and range and built-in Subzero refrigerator, complemented by custom cabinetry and counters and full-height backsplashes crafted from Italian marble. An eat-in dining area and sitting room niche overlook the private garden. Parking for golf cart available.The formal dining room and living room retain many of the original historic details of the home, such as crown moldings, hardwood floors, and working fireplaces. All elements of the ground level, inside and out, make for easy and joyful entertaining. The living room could also be used as a bedroom. The original staircase leads to the second floor bedrooms and two full baths. The primary suite is generously sized, featuring a walk-in closet and additional compact home office fitted with soundproofing material. The beautifully updated primary bath is bright and spacious, with dappled sunlight often brightening the herringbone tile floor, double-wide vanity, and custom-built shower. A second full bath, also bright and fully updated, is fitted with a tub. Light fills the home through the day, beginning with sunrises over the second bedroom and traditional double piazzas, continuing with afternoon light and natural shade from a Japanese maple in the kitchen and garden, and ending with quintessentially Charleston sunsets over Ansonborough roofscapes in the primary bedroom. True to the home's original design, the owners have used a sitting room adjoining the primary bedroom as a bedroom, with the first-floor living room also available for use as a bedroom.

17 Anson Street, Charleston

125 Tradd Street, Charleston
$10,950,000
5 Beds ⋅ 5.5 Baths ⋅ 26006932 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Welcome to the Captain John Morrison House at 125 Tradd Street. Circa 1805, this rare, four-window-wide Charleston Single-style residence has been extensively renovated both inside and out. The interior showcases a refined blend of luxurious modern finishes and preserved historic architectural details throughout. The first floor features a grand living room, an elegant dining room, a well-appointed kitchen, and a spacious family room located in the attached kitchen house, seamlessly opening to the garden for effortless indoor-outdoor living. Upstairs, the second floor hosts a beautifully finished primary suite along with a stunning drawing room overlooking the charm of historic Tradd Street. The third floor includes three additional bedrooms and two thoughtfully remodeled bathrooms.The second level of the kitchen house offers a private guest suite with sweeping views of the manicured grounds. Exterior highlights include triple-tiered piazzas that provide abundant outdoor living space, a gated entrance, and a deep, reimagined garden offering total privacy, complete with a swimming pool and pool house (contains an additional 266 square feet of conditioned space not included in the overall square footage). Featuring distinctive details and top-tier finishes throughout, 125 Tradd Street is a truly exceptional property located in the heart of Charleston's prestigious South of Broad neighborhood.

125 Tradd Street, Charleston

77 Pitt Street, Charleston
$2,700,000
10 Beds ⋅ 5 Baths ⋅ 26006583 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
77 Pitt Street is a historic 1800's, three-unit home located in downtown Charleston in the heart of Radcliffeborough. Located just steps to the College of Charleston, MUSC, King Street and Marion Square, this location cannot be beat and is ideal for student and young professional living. Limitless opportunities. The property features 3 unique units, each with its own layout and access to one of the home's original double piazzas. Large windows flood every room with natural light, highlighting the preserved character throughout. Original hardwood floors, fireplaces, crown and shoe molding, clawfoot tubs, and intricate trim details bring timeless appeal. Split French doors, exposed beams, and brick accents add a touch of upscale character, blending historic charm with distinctive style.Unit A offers 5 bedrooms and 2 full bathrooms (rented at $6600/month). Unit C offers 4 bedrooms and 2 full bathrooms (rented at $5400/month + $500/month for utilities). Unit D offers 1 bedroom and 1 full bathroom (rented at $2200/month + $250/month for utilities). Unit D was updated to include new tile on bathroom floor, new vanity and mirror, new interior lighting + fans, upgrades to HVAC to remove an old window unit, new kitchen cabinets, sink, and faucet, and paint throughout. Notable exterior updates: - Partial roof repairs - Wood rot repaired from siding and facia/soffits - Exterior was painted with new shutters and hardware - New outdoor lighting and landscaping - Installed pest barrier/screens throughout entire crawl space - Repaired fallen ducts and leaks under the house Although this property is in walking distance to everything downtown has to offer, it includes ample off street parking (enough for 6-7 vehicles), which is rare in this location. Currently, the parking spaces are offered for free to the tenants, but there is a value add opportunity with future rental rates by renting the parking spaces individually from the tenants. Don't miss out on this amazing investment property in the heart of Charleston!

77 Pitt Street, Charleston

78 Vanderhorst Street, Charleston
$1,749,000
3 Beds ⋅ 2.5 Baths ⋅ 26004624 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
Historic Soul. 78 Vanderhorst is a stunning three-bedroom Charleston single built in the 1890s. It was raised 13.9 feet by Luxury Simplified Construction in 2020 and elegantly renovated in 2023. LOCATION: Prime historic district location near King Street, MUSC and the College of Charleston. LIFESTYLE: Area is renowned for its hip culinary scene and culture as well as proximity to beaches and golf. Think... Chubby Fish, Vern's, Wild Common, Spoleto Art Festival, African American Museum, Sophia Institute, Gaillard Center, luxury retail and more. AESTHETIC: Antique hardwood floors and woodwork, high ceilings. Abundant natural light, high-end window treatments and custom-made cabinetry, unlacquered brass finishes.Original gas brick fireplaces anchor the living room and kitchen. Living room features plantation shutters and handsome built-ins. Serving the formal dining room is a spacious kitchen with all-new refrigerator, stove & dishwasher, ample counter space, a Miele flush-mount coffee-maker, closed cupboards and banquette breakfast nook. Laundry includes tailor-made cabinetry and a farm sink. A designer powder room perfects the first floor. Three bedrooms and two full baths lie up the stairway. The primary bedroom features a marble bath, a custom-built-in wardrobe and a private piazza. Recent refinements include three handcrafted, solid mahogany entrance doors and a new sliding door leading to the back balcony. Double piazza is a signature of 19th century Charleston architecture. It follows true to Gullah folklore with haint paint ceilings. The hanging ferns, a Victorian-era trend, remain a popular southern accessory for porch living. The foundation and window box planters polish the historic charm. Private, fenced patio/courtyard. One driveway parking space + permit street parking. Large, under-house storage area. An extraordinary home. An exceptional location. Don't miss this opportunity to make this timeless residence your own. MOVE-IN-READY: 2023 HVAC, kitchen mini-split, attic dehumidifier, gas-fired, tankless water heater, closed-cell spray foam insulation plus 2020 smart water vents; 2018 roof hydro-stop system. Assumable flood policy. Buyer/Buyer Agent verifies all information during due diligence. Smile, audio & video recording devices are in use on this property.

78 Vanderhorst Street, Charleston

140 Spring Street, Charleston
$3,100,000
7 Beds ⋅ 5 Baths ⋅ 26002821 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
An exceptional opportunity to acquire a fully renovated, fully licensed commercial short-term rental complex in the heart of downtown Charleston. 140 Spring Street is a boutique, three-unit offering designed to command premium nightly rates while delivering a rare combination of privacy, parking, and outdoor living--features that consistently outperform in Charleston's high-barrier STR market. The property features two spacious 3-bedroom / 2-bath residences and one well-appointed 1-bedroom unit, creating multiple income streams ideal for group travel, extended stays, and high-yield weekend demand. Renovations were thoughtfully executed to preserve historic charm while delivering modern finishes that today's guests expect.A true differentiator is the private, walled courtyard exclusive to one of the 3-bedroom units. Complete with a gazebo, brick fireplace, and dedicated sitting area, this outdoor sanctuary significantly enhances guest experience and booking appeal. The courtyard also offers potential for a plunge poolan extraordinary rarity in downtown Charleston and a proven lever for materially increasing ADRs and annual revenue. Off-street parking further strengthens the asset's competitive position, while in-place commercial STR licensing allows for immediate operation with no entitlement risk. Beyond operational performance, ownership offers significant tax advantages unique to short-term rentals, including the potential for accelerated depreciation and cost segregation, which may allow investors to offset a substantial portion of incomeoften without passive activity limitations, subject to individual circumstances and tax strategy. This is a rare opportunity to acquire a stabilized, scalable, and tax-advantaged STR asset in one of the Southeast's most supply-constrained and resilient markets. $300,000.00/ in annual revenue projected from a reputable local management company.

140 Spring Street, Charleston

67 Spring Street Unit #A, Charleston
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 25030360 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
This beautifully restored 3-bedroom, 3-bath single family detached home is an active, legal short term rental. This property has been thoughtfully renovated, blending original character with high-end finishes & contemporary comfort. Inside, you'll find gorgeous hardwood floors, exposed wooden beam ceilings, & luxury designer touches throughout. The bright, elegant kitchen features white cabinetry w/ gold hardware, striking quartz countertops with dramatic blue & gray veining, & warm hardwood flooring. A sleek peninsula with bar seating, gold faucet, & open layout make this kitchen both functional and beautiful, perfect for gathering & entertaining. Each bedroom offers its own refined style & comfort, along with an en-suite bathroom. Step outside to your private fenced pool deck where asplash pool with soothing waterfall feature creates an oasis of tranquility, ideal for cooling off or relaxing in total privacy. This home also includes one off-street parking space, accessible via the driveway to the left of 65 Spring Street. Pedestrian access is available through the charming brick walkway between 65 and 67 Spring, adding to the home's classic Charleston appeal. Currently operating as an active, legal short-term rental, this property offers exceptional investment potential or a turn-key option for a primary or secondary residence in one of the city's most sought-after neighborhoods. Experience the best of Charleston living, historic charm, modern luxury, and a private retreat, all in one beautifully restored home.

67 Spring Street Unit #A, Charleston

4 Bogard Street, Charleston
$1,950,000
5 Beds ⋅ 5.5 Baths ⋅ 25027274 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Location. Flexibility. Income. All in one unbeatable Charleston property. Two Homes, One Lot, Prime Downtown Charleston! An exceptional opportunity in the heart of Historic Downtown Charleston--just one street off King Street. This versatile property offers two fully independent homes on a single lot, totaling 5 bedrooms of rentable and livable space in one of the city's most in-demand locations. Ideal for investors or anyone looking to offset their mortgage with reliable rental income. The front home (4 Bogard), a beautifully preserved circa 1890 Charleston Single, offers 1,320 square feet, featuring 2 spacious bedrooms, 1 full bath, and a half bath--perfect for long-term tenants or an owner-occupant. Original hardwood floors, tall ceilings, and classic Lowcountry charm are balanced by modern updates, including a renovated kitchen and updated systems. Behind the main house sits a separate 2006-built residence, a fully self-contained income-producing unit with 3 bedrooms and 3 full bathrooms. Designed for flexible use, each bedroom can be rented individually for maximum return, or the home can function as a high-demand rental for a single tenant or group. The upstairs boasts a bright, open-concept kitchen and living space, plus a private rooftop porch ideal for relaxing or entertaining. Potential Income: · Live in one home and rent the other · Rent each bedroom individually for increased monthly income · Long-term rental rates in this area remain strong and stable · Walking distance to MUSC, College of Charleston, and King Streetideal for students, professionals, and traveling nurses Whether you're an investor seeking steady cash flow, a buyer wanting to live downtown while building equity through rental income, or someone looking for a flexible multi-use property in a premium location, this is a rare opportunity that delivers on all fronts.

4 Bogard Street, Charleston

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