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$8,995,000
4 Beds ⋅ 5.5 Baths ⋅ 26009816 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Set on a rare double lot with historic ties to the original Roper Hospital, this exceptional Charleston single residence seamlessly blends architectural pedigree with inspired modern design. Originally constructed in 1995 by an architect for his own family, and honored with a 1996 Preservation Society of Charleston Carolopolis Award, this distinguished home has been completely reimagined through a meticulous, down-to-the-studs renovation in 2023 and 2024 addition, including a thoughtfully designed pool house and stunning new primary suite by architect Sebastian von Marschall. Beyond its classic stucco facade, the interiors are both sophisticated and expressive, artfully layering antique furnishings with bold contemporary elements--statement lighting, abstract art, richly saturated paintand striking wallpapers throughout. The reconfigured floor plan enhances flow and livability, with the kitchen and dining spaces repositioned to create a more intuitive connection for everyday living and entertaining. A gracious foyer sets the tone, flanked by elegant formal living and dining rooms. The dining room is a true showpiece, featuring panoramic Paul Montgomery mural wallpaper, a Regina Andrews chandelier, and an antiqued mirrored inset ceiling, with French doors opening to a charming brick terrace. The designer kitchen, centered around a marble island, flows seamlessly into a warm and inviting den, while a fully appointed butler's pantry - custom designed for china, glassware, and entertaining - adds both beauty and function. A wet bar with beverage refrigeration and soda fountain, a powder room, and a private office complete the main level. Upstairs, guest accommodations are equally curated, highlighted by richly layered color palettes and designer finishes, including Thibaut "Yukio" wallpaper paired with Farrow & Ball hues. The third floor offers a whimsical bedroom retreat with dormered ceilings, window seats, and a distinctive full bath centered around a glass-enclosed shower. Privately situated above the addition and connected by a hyphen, the primary suite is a serene sanctuary overlooking the gardens and pool. The suite features an extraordinary, boutique-style dressing room and closet with illuminated cabinetry, marble-topped island, and custom display storage. The primary bath is equally dramatic, anchored by a striking black-tiled shower and dual vanities. Designed as a seamless extension of indoor living, the pool house serves as both a stylish lounge and the heart of entertaining. Inspired by Dorothy Draper, the space features Brunschwig & Fils "Les Touches" wallpaper, marble checkerboard flooring, and vibrant textiles, creating a playful yet refined atmosphere. With a wet bar, dishwasher, and dual powder bathrooms, the pool house plays double duty for powerful party hosting. At the center of the property, the landscaped gardens are the true showpiece--anchoring the main house and addition with a resort-like setting that includes a pool, brick hardscaping, lush plantings, and curated outdoor living spaces. Entry is through iron gates framed by brick columns and gas lanterns, leading to a circular brick drive, fountain, and koi pond--an arrival experience that is both grand and unmistakably Charleston. This is a rare opportunity to own a deeply considered, design-forward residence where historic inspiration and modern luxury converge in one of Charleston's most distinctive settings. This spectacular property was recently featured in both television and print. Watch Season 3 Episode 6 of "Where We Call Home" on HBO Max and Apple TV. It was also featured in the April 2024 issue of Charleston Magazine, as well as the December 2025 holiday issue of Charleston Magazine, showcasing this very special home. Three private, deeded off-street parking spaces behind the property provide coveted downtown parking and security. Please see list of upgrades and design details.

140 Queen Street, Charleston
$5,450,000
10 Beds ⋅ 10.5 Baths ⋅ 26009115 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
A renewed opportunity to pursue one of Harleston Village's rare historic compounds. The prior buyer elected not to proceed at no fault of the seller. Tucked within the heart of Harleston Village, 49 Smith Street presents an extraordinarily rare opportunity to own one of downtown Charleston's most distinctive historic compounds. Originally anchored by a circa 1860 main residence (5000sf) and complemented by a separate circa 1880 carriage house (2500sf), this landmark European villa-style estate blends architectural pedigree, private compound living, and exceptional long-term potential across approximately 7,525 square feet.Behind its striking two-tone English Flemish brick façade, the property unfolds as a true multi-structure estate--an offering seldom found in one of Charleston's most sought-after neighborhoods. The sprawling three-story main residence encompasses over 5,000 square feet. It is currently configured as seven independent residences, many of which feature original fireplaces, stately wood interiors, hand-poured glass windows, and an abundance of natural light that pours through the historic façade. Complementing the main house is a fully private two-story carriage house exceeding 2,500 square feet, accessed through its own gated entry and complete with a garage, expansive porch, and elevated rooftop terrace. This secluded secondary residence offers an extraordinary living experience--ideal as a luxurious guest residence, private office, studio, or boutique retreat. What sets 49 Smith apart is the extraordinary balance of immediate utility and future vision. The opportunity to thoughtfully reimagine the main residence into one of Harleston Village's most compelling private homes has already been carefully explored, with preliminary architectural and construction guidance reinforcing the extraordinary potential of the estate. For the right buyer, this presents a rare chance to create a grand three-story historic residence while preserving the carriage house as a private, design-forward complement--an offering that would be exceptionally rare within the downtown Charleston market. Equally compelling is the lifestyle this property affords today. Morning light filters through the hand-poured glass windows, illuminating preserved historic interiors and rich architectural details. Evenings unfold across the veranda patios and rooftop terrace, creating a layered indoor-outdoor living experience that feels both private and deeply connected to the rhythm of downtown Charleston. Just moments from Colonial Lake, King Street, Broad Street, and the iconic Wentworth Mansion, the location offers a walkable lifestyle surrounded by Charleston's most celebrated architecture, dining, shopping, and cultural landmarks. Whether envisioned as a legacy private residence, a multi-generational compound, or an income-producing hold with exceptional upside, 49 Smith Street offers a level of scale, flexibility, and architectural significance that is rarely available. This is more than a property--it is a once-in-a-generation opportunity to steward one of Harleston Village's most remarkable estates into its next chapter.

49 Smith 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
$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
$11,500,000
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
$1,612,500
4 Beds ⋅ 3 Baths ⋅ 26003404 MLS ⋅ Elliotborough SubDv. ⋅ Active Status
Welcome to 265 Coming Street - Unit A, a rare, turnkey investment opportunity in the heart of Downtown Charleston featuring a newly built, architecturally refined luxury residence with long-term, secured income already in place.Unit A is fully leased from 2024 through May 2027 at $7,600 per month, delivering strong, stabilized cash flow with zero vacancy since construction. The lease includes built-in annual rent increases of $100 per bedroom, providing predictable income growth and long-term financial stability. The current tenant has committed to the full multi-year lease term, offering exceptional security rarely found in Downtown Charleston's rental market. Constructed in 2024 by Old City Builders, one of Charleston's most respected high-end historic builders, Unit A blends enduring craftsmanship with modern efficiency. Designed to complement the surrounding historic fabric, the home reflects a commitment to quality construction, longevity, and thoughtful architectural detail. The interior was curated by Studio Maman Interiors, whose refined, architectural approach elevates the space well beyond typical long-term rentals. Carefully selected finishes, a balanced material palette, and attention to scale create an elevated living experience more commonly associated with luxury primary residences. Situated on an X Flood Zone lot (no flood insurance required), Unit A is a three-story, single-family detached residence offering dedicated off-street parking, modern systems, and durable construction ideal for long-term tenancy. Zoned DR-2F, the property benefits from efficient land use and long-term flexibility. 265 Coming Street, Unit A represents a rare convergence of modern construction, secure income, architectural integrity, and design-forward execution. With a long-term lease in place through 2027, annual rent escalations, and a proven history of zero vacancy, Unit A offers an exceptional opportunity for investors seeking a stabilized, low-maintenance asset in one of Charleston's most desirable urban corridors.

265 Coming Street Unit #A, Charleston
$1,612,500
4 Beds ⋅ 3 Baths ⋅ 26003406 MLS ⋅ Elliotborough SubDv. ⋅ Active Status
Welcome to 265 Coming Street - Unit B, a rare, turnkey investment opportunity in the heart of Downtown Charleston featuring a newly built, architecturally refined luxury residence with long-term, secured income already in place.Unit B is fully leased from 2024 through May 2027 at $8,100 per month, delivering strong, stabilized cash flow with zero vacancy since construction. The lease includes built-in annual rent increases of $100 per bedroom, providing predictable income growth and long-term financial stability. The current tenant has committed to the full multi-year lease term, offering exceptional security rarely found in Downtown Charleston's rental market. Constructed in 2024 by Old City Builders, one of Charleston's most respected high-end historic builders, Unit B blends enduring craftsmanship with modern efficiency. Designed to complement the surrounding historic fabric, the home reflects a commitment to quality construction, longevity, and thoughtful architectural detail. The interior was curated by Studio Maman Interiors, whose refined, architectural approach elevates the space well beyond typical long-term rentals. Carefully selected finishes, a balanced material palette, and attention to scale create an elevated living experience more commonly associated with luxury primary residences. Situated on an X Flood Zone lot (no flood insurance required), Unit B is a three-story, single-family detached residence offering dedicated off-street parking, modern systems, and durable construction ideal for long-term tenancy. Zoned DR-2F, the property benefits from efficient land use and long-term flexibility. 265 Coming Street, Unit B represents a rare convergence of modern construction, secure income, architectural integrity, and design-forward execution. With a long-term lease in place through 2027, annual rent escalations, and a proven history of zero vacancy, Unit B offers an exceptional opportunity for investors seeking a stabilized, low-maintenance asset in one of Charleston's most desirable urban corridors.

265 Coming Street Unit #B, Charleston
$2,195,000
3 Beds ⋅ 2.5 Baths ⋅ 26002859 MLS ⋅ French Quarter SubDv. ⋅ Active Status
A lovely three story brick masonry home located near cobble stoned Chalmers St in a very nice theater district. The French Quarter is a special neighborhood with art galleries, restaurants and churches within a few blocks. This is a treasure in one of the most desirable settings in Charleston. It includes a delightful courtyard.

124 Church 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
$3,225,000
8 Beds ⋅ 7.5 Baths ⋅ 25032458 MLS ⋅ Elliotborough SubDv. ⋅ Active Status
Welcome to 265 Coming Street, a rare, turnkey investment opportunity in the heart of Downtown Charleston, featuring two newly built, architecturally refined luxury residences with long-term, secured income already in place.Both homes are fully leased from 2024 through May 2027, generating $15,700 per month and $188,400 in annual gross income, with zero vacancy since construction. Unit A is leased at $7,600 per month and Unit B at $8,100 per month, and each lease includes built-in annual rent increases of $100 per bedroom. This escalated structure results in projected income of $16,500 per month and $198,000 annually for 2026, providing immediate cash flow with predictable growth. All tenants have renewed through the full multi-year lease period, offering exceptional income stability rarely found in Downtown Charleston. Constructed in 2024 by Old City Builders, one of Charleston's most respected high-end historic builders, the property blends enduring craftsmanship with modern efficiency. Designed to complement the surrounding historic fabric, both residences reflect a commitment to longevity, quality construction, and thoughtful architectural detail. Interior designer, Studio Maman Interiors, brings a refined, architectural sensibility to both homes. Her curated material selections, balanced palette, and attention to scale elevate the interiors to a level more commonly associated with primary residences or luxury short-term rentalssetting these homes apart within the student rental market. Situated on an X Flood Zone lot (no flood insurance required), the property consists of two separate single-family detached structures, each rising three stories and offering dedicated off-street parking. Zoned DR-2F, the site benefits from efficient land use, modern systems, and long-term flexibility. Together, the residences total over 3,300 square feet and include eight bedrooms, seven full bathrooms, two half bathrooms, and four off-street parking spaces. Each home offers a thoughtfully designed layout that balances open living areas with private bedroom suites, creating a highly functional and durable living environment well-suited for long-term tenancy. 265 Coming Street represents a rare convergence of secure income, modern construction, architectural integrity, and design-forward execution. With long-term leases already in place through 2027, annual rent escalations, and a proven history of zero vacancy, this property offers a compelling opportunity for investors seeking a stabilized, low-maintenance asset in one of Charleston's most desirable urban corridors.

265 Coming Street, Charleston
$2,699,000
4 Beds ⋅ 3.5 Baths ⋅ 25025974 MLS ⋅ South Of Broad SubDv. ⋅ Active Status
Nestled in the heart of Charleston's most prestigious neighborhood, Historic South of Broad, 14 Limehouse Street is a residence that beautifully marries timeless character with modern comforts. Tucked discreetly behind an original Philip Simmons wrought-iron gate, the property first reveals a serene garden retreat. This professionally designed outdoor space, with its circular stone patio and tranquil fountain shaded by a centuries-old oak tree, offers a warm and elegant welcome long before you step inside. Whether enjoying a morning cup of coffee in the dappled sunlight or gathering with friends under the grand oak, this private oasis immediately sets the tone for refined Lowcountry living. Built in 1851, this iconic three-story Charleston Single stands as a testamentto both the city's rich history and enduring craftsmanship. The four-bedroom, three-and-a-half-bath home boasts hallmark details such as gas fireplaces, plantation shutters, and a full-length side porchan ideal perch to enjoy Charleston's gentle breezes and charming streetscape. From the moment you step onto the piazza or sink into a rocking chair, the home's inviting atmosphere evokes the quintessential Southern lifestyle. Upon entering, the foyer provides a graceful introduction to the home's thoughtful layout. To one side lies the formal living room, where high ceilings, detailed moldings, and a fireplace create an intimate yet sophisticated gathering space. Opposite sits the formal dining room, perfectly suited for dinner parties and holiday celebrations. Moving beyond, the home opens into a bright and airy floor plan where the kitchen seamlessly connects to the family room. This balance of elegance and comfort makes it as easy to host lively gatherings as it is to enjoy quiet evenings at home. The gourmet kitchen is every chef's dream, outfitted with stainless steel appliances, a central island with bar seating, and generous cabinetry for storage. The thoughtful design allows for effortless entertaining, whether preparing a casual weekend brunch or a multi-course dinner. The adjoining family room, bathed in natural light, extends the kitchen's warmth and creates a casual hub for daily living. Ascending to the second floor, you'll find the primary suite alongside a spacious guest bedroom, both with ensuite baths. The primary suite exudes sophistication, featuring tall windows that invite natural light, a cozy fireplace, and ample space to create a restful sanctuary. Its spa-like bathroom is a retreat in itself, boasting a freestanding soaking tub, a glass-enclosed shower, and a custom vanity topped with granite. Just steps away, a sunroom offers a peaceful hideaway ideal for reading, art projects, or simply basking in Charleston's golden light. This delightful space also provides direct access to a private screened porchperfect for savoring quiet mornings or breezy evenings in total seclusion. The third floor has been newly renovated to provide even greater flexibility and comfort. Here, two additional bedrooms and a full bath make it an excellent space for guests, family members, or even a home office or studio. With thoughtful updates, this upper level maintains the home's historic character while offering all the conveniences of modern living. Every corner of 14 Limehouse Street tells a story, from the handcrafted details to the way its rooms seamlessly transition between formal and informal living. The home invites you to embrace a lifestyle rooted in Charleston tradition while enjoying the ease and comfort of contemporary design. Whether hosting elegant dinners, enjoying cocktails on the piazza, or retreating to the peaceful garden, this residence captures the very best of Lowcountry living.

14 Limehouse Street, Charleston
$3,150,000
8 Beds ⋅ 9.5 Baths ⋅ 25012134 MLS ⋅ Cannonborough SubDv. ⋅ Active Status
The Bee & Blossom is a stunning historic bed and breakfast comprised of 8 bedrooms, 8 full & 2 half baths, which masterfully blends timeless charm with modern luxury. As the 2020 Charleston Symphony Designer Showhouse, this iconic residence has been meticulously restored and renovated, earning the coveted Carolopolis Award for excellence in historic preservation. Spanning three beautifully appointed floors, the home welcomes guests w/ an open-concept main level featuring a gracious dining and lounge area, anchored by a spacious living room designed for both comfort and conversation. The adjacent chef's kitchen boasts a breakfast bar with seating for four, ideal for casual meals or morning coffee. Each of the eight bedrooms offers its own ensuite bath, providing privacy and comfort forguests or extended family. A second-floor suite of bedrooms leads to a third-floor retreat, where you'll find additional guest rooms and a secondary living area perfect for quiet relaxation. Outside, expansive porches and a serene garden oasis with a small pond invite peaceful moments and Southern-style entertaining. Whether continuing its legacy as a high-end B&B or converting it to a grand private residence, The Bee & Blossom is a rare opportunity to own a piece of Charleston's storied pastbrilliantly transformed for modern living.

184 Ashley Avenue, Charleston