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$ 28,000,000
Charleston's storied Victorian masterpiece reimagined to embrace history, family, and grand celebrations for the next century. Standing proudly among only ten residences along Charleston's most exclusive waterfront address, East Battery, the Drayton House remains a timeless icon of the city's architectural heritage. Once a gracious private home for one of Charleston's founding families, it has now been reborn through a meticulous and inspired remodel - one that celebrates both its rich past and a vibrant future. Every detail, from the intricate millwork to the soaring piazzas overlooking the harbor, pays homage to the elegance and endurance of Charleston's architectural heritage, with a total of over 11,000 SQFT.Drayton house was redesigned with extraordinary living in mind. The incredible kitchen stands alone, like no other in the city, with its own walk-in refrigerator, plus a separate, hidden commercial-grade kitchen, which includes a grill, smoker, deep-fryer, and commercial dishwasher - truly a chef's dream! Step down into the Ralph Lauren inspired media room to a 163" digital wall with state-of-the-art audio which opens to a beautiful custom tiger onyx 4-sided bar to relax with family or entertain on a grand scale. Enter the glass elevator to ascend to the 2,200 SQFT primary suite level which invites you to complete tranquility and peace with luxury spa features that rival the finest homes and hotels in the world. Multiple seating areas allow for views of the Harbor and courtyard. Custom furnishings and lighting, along with an expansive spa bathroom with two grand walk-in closets. These modern luxuries blend seamlessly with the home's historic past. Every space in the home has been thoughtfully curated to offer a gracious and beautiful experience while honoring the historical features of Drayton House. The result is like no other in Charleston; a perfectly restored historic landmark.
$ 28,000,000
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Details $ 11,500,000
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.
$ 11,500,000
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Details $ 10,850,000
Set on a rare double lot with historic ties to the original Roper Hospital, this exceptional Charleston single residence seamlessly blends architectural pedigree with inspired modern design. Originally constructed in 1995 by an architect for his own family, and honored with a 1996 Preservation Society of Charleston Carolopolis Award, this distinguished home has been completely reimagined through a meticulous, down-to-the-studs renovation in 2023 and 2024 addition, including a thoughtfully designed pool house and stunning new primary suite by architect Sebastian von Marschall. Beyond its classic stucco facade, the interiors are both sophisticated and expressive, artfully layering antique furnishings with bold contemporary elements--statement lighting, abstract art, richly saturated paintand striking wallpapers throughout. The reconfigured floor plan enhances flow and livability, with the kitchen and dining spaces repositioned to create a more intuitive connection for everyday living and entertaining. A gracious foyer sets the tone, flanked by elegant formal living and dining rooms. The dining room is a true showpiece, featuring panoramic Paul Montgomery mural wallpaper, a Regina Andrews chandelier, and an antiqued mirrored inset ceiling, with French doors opening to a charming brick terrace. The designer kitchen, centered around a marble island, flows seamlessly into a warm and inviting den, while a fully appointed butler's pantry - custom designed for china, glassware, and entertaining - adds both beauty and function. A wet bar with beverage refrigeration and soda fountain, a powder room, and a private office complete the main level. Upstairs, guest accommodations are equally curated, highlighted by richly layered color palettes and designer finishes, including Thibaut "Yukio" wallpaper paired with Farrow & Ball hues. The third floor offers a whimsical bedroom retreat with dormered ceilings, window seats, and a distinctive full bath centered around a glass-enclosed shower. Privately situated above the addition and connected by a hyphen, the primary suite is a serene sanctuary overlooking the gardens and pool. The suite features an extraordinary, boutique-style dressing room and closet with illuminated cabinetry, marble-topped island, and custom display storage. The primary bath is equally dramatic, anchored by a striking black-tiled shower and dual vanities.
Designed as a seamless extension of indoor living, the pool house serves as both a stylish lounge and the heart of entertaining. Inspired by Dorothy Draper, the space features Brunschwig & Fils "Les Touches" wallpaper, marble checkerboard flooring, and vibrant textiles, creating a playful yet refined atmosphere. With a wet bar, dishwasher, and dual powder bathrooms, the pool house plays double duty for powerful party hosting. At the center of the property, the landscaped gardens are the true showpiece--anchoring the main house and addition with a resort-like setting that includes a pool, brick hardscaping, lush plantings, and curated outdoor living spaces. Entry is through iron gates framed by brick columns and gas lanterns, leading to a circular brick drive, fountain, and koi pond--an arrival experience that is both grand and unmistakably Charleston. This is a rare opportunity to own a deeply considered, design-forward residence where historic inspiration and modern luxury converge in one of Charleston's most distinctive settings. This spectacular property was recently featured in both television and print. Watch Season 3 Episode 6 of "Where We Call Home" on HBO Max and Apple TV. It was also featured in the April 2024 issue of Charleston Magazine, as well as the December 2025 holiday issue of Charleston Magazine, showcasing this very special home. Three private, deeded off-street parking spaces behind the property provide coveted downtown parking and security. Please see list of upgrades and design details. Professional photos, videos, and professionally measured floor plans coming soon.
$ 10,850,000
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$ 9,997,500
Located within one of the most exclusive enclaves of downtown Charleston--introduced by the historic charm of Stoll's Alley, the iconic pedestrian passage leading directly to the Battery where history quite literally meets Church Street--54 Church Street presents a rare opportunity to own a fully reimagined luxury residence just moments from South of Broad. This exceptional home has undergone a complete studs-out renovation, thoughtfully blending preserved Charleston heritage with refined design.
At the heart of the residence is a chef's kitchen outfitted with a Wolf range, additional chef's wall oven, panel-ready refrigerator, and Sub-Zero wine cooler, complemented by custom walnut-finished cabinetry and carefully selected Taj Mahal stone. European oak flooring flows throughout the primary living spaces, while marble flooring enhances key areas with timeless sophistication.
Historic architectural elements have been meticulously preserved and celebrated, including original joists, beams, exposed brick, fireplaces, wrought iron, windows, and matched exterior cladding. The interior brick has been expertly repointed using lime-based mortar, maintaining the home's authentic historic character.
Designed for both elevated everyday living and sophisticated entertaining, the home features a private elevator servicing all levels, a dedicated home office, and a rooftop terrace that sets this residence apart. The rooftop is enhanced with a curated garden and botanical landscape, creating a serene, elevated retreat, along with a wet bar--ideal for sunset gatherings and city views above the historic district.
Outdoors, a heated and cooled gunite pool finished with plaster and marble coping anchors a private entertainment courtyard--an exceptionally rare offering in the historic core. Completing the property is a two-car detached garage featuring custom mahogany French-style carriage doors, with the option to convert the structure into a carriage-style pool house.
Additional highlights include gated off-street parking, enhanced privacy, and a location on one of Charleston's most coveted streets, offering unmatched walkability to world-class dining, shopping, and cultural landmarks.
$ 9,997,500
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$ 9,450,000
This remarkable contemporary residence on prestigious Murray Boulevard offers sweeping panoramic views of the Charleston Harbor and Ashley River from nearly every room. Completely reimagined and renovated in 2021, the home blends modern luxury with timeless elegance to create a truly one-of-a-kind living experience in the heart of Charleston's historic South of Broad neighborhood.The main floor features an expansive open-concept design with elegant living and dining areas anchored by a state-of-the-art chef's kitchen. The kitchen showcases top-of-the-line appliances--many discreetly integrated--alongside a stunning waterfall-edge island.Seamless indoor-outdoor living is achieved through a terrace on one side and a chic saltwater pool on the other. Abundant natural light pours through floor-to-ceiling windows, accentuating exquisite finishes including light hardwood floors, custom stonework, and a striking steel-and-glass staircase that ascends all three levels. This five-bedroom, six-and-a-half-bath home offers the ultimate in comfort and privacy. The primary suite feels like a private resort, complete with its own terrace, custom walk-in closet, fireplace, soaking tub, and an expansive marble shower. Each additional bedroom includes a luxurious en suite bath and generous closet space. Designed for both wellness and entertainment, the ground floor includes a fully equipped home gym, infrared and steam sauna, massage room, and an impressive theater room. An office and versatile flex space complete this level, providing endless possibilities for work or recreation. Outside, the saltwater pool area continues the home's focus on relaxation and entertainment, featuring an outdoor kitchen, fireplace, and comfortable lounge seating. Overlooking this serene retreat is a private guest house with elevator access and a full kitchenideal for visitors or extended stays. The property is gated and walled for maximum privacy, offering off-street parking for eight or more vehicles, plus a garage for one car and a golf cart. The rooftop deck provides breathtaking 360-degree views of Charleston's skyline and surrounding waterways, an unmatched setting for sunsets or entertaining. This home represents a rare opportunity to own a modern architectural gem in Charleston's most sought-after neighborhood. With its exceptional design, world-class amenities, and unrivaled water views, it offers low-maintenance luxury living at its finest.
$ 9,450,000
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Details $ 7,850,000
Circa 1754 - The Veree-Duvall House. Perfectly located in the heart of the Old Walled City on historic Church Street, South of Broad. Fine, notable Pre-Revolutionary Pecky Cypress woodwork, especially in the front drawing room. This elegant home boasts a spacious rear addition overlooking the Wertimer-designed garden and luxurious guest house. The new addition allows a generous kitchen, breakfast area, and a grand rear living room opening to the beautiful garden. The 2nd-level primary suite also benefits from the rear addition, with lush garden views. The deep garden is special, as it is double in width in the rear, giving one fabulous entertaining and outdoor dining areas around the chic heated saltwater swimming pool.The single-level, 2 BR guest house is tucked away, discreetly out of view from the main house. The 2nd level of the main house offers three bedrooms and three full baths, with a separate paneled den area in between. To the rear of the second level, you will enjoy the large sunny primary suite, featuring 2 walk-ins, an elegant bath, and your own private terrace overlooking the garden and pool. There is an elevator for access in addition to the staircase. The high elevation location is surrounded by unmatched 18th-century views and only a short, walkable distance to fine dining and galleries.
$ 7,850,000
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Details $ 7,700,000
Great location next to the College of Charleston campus. All four properties (31 Coming, 29 Coming, 1 Montagu and 1-1/2 Montagu) are contiguous and must be purchased as a package (will not be sold individually). Parking for approximately 20 cars. All properties are currently leased.
$ 7,700,000
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$ 7,250,000
This grand Greek Revival home is historically known to be well detailed, wider and moreexpansive than typically built in Ansonborough within the period. Sitting high on its foundation, this fine home was recently restored over a two-year period. Respecting the historic details, the new addition, kitchen and baths were all completely done in a most sophisticated way.The elegant main rooms offer grand scale throughout. The newly added butler pantry,spacious and sunny, kitchen greatly enhance this fine home by seamlessly creating thespace needed for comfortable modern living. The kitchen wing is especially attractive as the garden becomes a part of the space with multiple French doors on three sides.Above the kitchen is a separate guest suite, accessed by a beautifully constructed secondary staircase. In the main house, second level, is another large-scale room used as a library, conveniently across from the primary suite. Access to the expansive second level piazza, with garden views is from the stair hall. The primary bath is all new with marble finishes, laundry and walk-in. The third level features two charming and spacious dormer style bedrooms with an attractive bath in the hall. The garden and pool area is the real showcase. Beautiful brick pathways and a chic private pool area is to the rear. Enjoy dining al fresco just off your kitchen, or for "garden party" entertaining. This one is the complete package.
$ 7,250,000
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Details $ 7,200,000
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.
$ 7,200,000
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Details $ 6,850,000
Welcome to the Simons-Jagar House, constructed in 1880 by brothers James and Manning Simons. This elegant South-of-Broad home has a closed gable copper roof and front bay window with surmounting balustrade and double piazzas built on original high ground. Inside you will find period architectural details with expansive 12' ceilings, 6 fireplaces, charming French doors, restored heart pine floors, and double parlors typical of houses on New Street. Upon entering, you will be greeted by a formal hallway with Farrow & Ball wallpaper and Urban Electric light fixtures, double parlors with matching silk Fortuny chandeliers and marble fireplaces, and a formal dining room with Pierre Frey silk wallpaper and built-in dry bar. Next is the well-appointed custom kitchen and separatebutler's pantry with striking marble counters, La Cornue range, Fisher & Paykel dishwashers, Sub-Zero refrigerators and wine fridge, built-in Miele microwave and coffee station, hot water tap, and nugget ice maker. There is also a powder room with Gracie silk wallpaper and a den with built-in cabinetry and surround sound speaker system. On the second floor you will find the spacious primary suite that includes a bedroom with fabric wallpaper and exquisite Fortuny chandelier, custom walk-in closet, separate WC, and luxurious bathroom with marble shower, heated and jetted soaker tub, smart toilet, and radiant heat marble floors. There are 2 additional bedrooms on the second floor - each with custom closets and ensuite bathrooms with marble showers and radiant heat marble floors. All second-floor bedrooms have French doors leading to piazzas. A conveniently located second-floor laundry boasts double washers/dryers, custom cabinetry, drying racks, sink with touchless faucet, and substantial storage and folding space. The third floor comprises a bedroom, custom closets, bathroom with marble tile, and play area/rec space. The additional one-bedroom apartment features a fully appointed kitchen with Fisher & Paykel dishwasher and refrigerator, and induction range; full bathroom; laundry; custom closet, and new mini-split HVAC system. Separate basement has poured concrete floor for additional storage. In the fully enclosed exterior, you will find a lovely stone patio with fountain, custom landscape lighting, irrigation, mature landscaping, EV charger, and brick driveway with parking for 2 tandem cars. Property underwent full restoration and renovation in 2025-2026, including new electrical with upgraded 400-amp panels, new plumbing, 3 new HVAC systems, and tankless hot water heater. Close proximity to Charleston's best shopping and restaurants. Excellent opportunity to own turnkey family home in heart of desirable South-of-Broad neighborhood.
$ 6,850,000
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Details $ 6,250,000
Where history, artistry, and Southern hospitality intertwine. Featured on Magnolia Network's Anything But Gray (also streaming on Discovery+ and HBO Max), the Wilson-Cochran House at 173 Tradd Street stands as a masterful expression of Charleston's timeless character reborn through the creative lens of renowned designer Gray Benko. Built in 1915 for Daisy S. Wilson, the home's original Folk Queen Anne and Craftsman elements remain proudly intact: the original oak floors, boxed newel staircase, paneled wainscoting, coffered dining ceilings, and period millwork that nods to the golden age of Charleston craftsmanship. The home's architectural DNA was preserved through a thoughtful restoration that celebrates every hand-hewn beam and reclaimed Charleston brick, paired withtoday's sophisticated comforts. The heart of the home, a fully reimagined kitchen and hearth room features an invisible Invisia cooktop, beautiful marble countertops, and custom inset cabinetry with hidden appliance garages. The space flows effortlessly into a warm hearth room designed for those long Southern conversations that stretch into evening. Every fixture in the home glows with unlacquered brass fixtures destined to develop a living patina over time. The butler's pantry, located along the original rear galley staircase, evokes the era when Charleston's homes were run with precision and grace. Reimagined with a built-in wine fridge and dual laundry centers, it bridges historic charm with modern utility. Behind the electric privacy gates lies a redefined Charleston courtyard with new slate hardscaping, a fire pit, and a turfed dog run. Anchored by a salvaged bench from the original Cooper River Bridge, the space exudes heritage and serenity. Copper gas lanterns flicker by evening, and the rooftop porch offers a private perch to enjoy coffee as the city awakens.Over its 110-year life, this corner brick residence has witnessed generations of Charleston's evolution from its early days under Judge Ernest Cochran to its present rebirth under Gray Benko's creative direction. It's a home with chapters, not just square footage. To live South of Broad is to embrace Charleston's most iconic neighborhood, where cobblestone streets, grand piazzas, and salt-air breezes meet unmatched architectural heritage. Residents enjoy proximity to The Battery, White Point Garden, and Waterfront Park, all within a stroll through tree-lined avenues draped in Spanish moss. The area's exclusivity, artistry, and waterfront vistas define what many consider the epitome of refined Southern living.173 Tradd Street is not simply a home, it's a living chronicle of Charleston's architectural lineage, reborn for the modern era while preserving the soul of its past. Schedule a private tour today.
$ 6,250,000
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Details $ 6,125,000
Premier Downtown Charleston Multifamily Investment Opportunity - Fully Leased This is a rare opportunity to acquire a trophy-level, high-end multifamily portfolio in the heart of Downtown Charleston. This property spans an entire city block and consists of four buildings with seven total units and 28 bedrooms, encompassing nearly 13,000 square feet of well-appointed rental space. The property has a strong history of serving both student and professional tenants, with proven performance, durability, and long-term appreciation.At the core of the offering are two modern buildings constructed in 2017 totaling four units, each designed with four bedrooms, four-and-a-half baths, and approximately 1,750 square feet per unit, thoughtfully configured across three expansive stories.Built for long-term durability and premium rental demand, the residences offer well-appointed interiors with high-quality, low-maintenance finishes. The main living areas feature durable ceramic tile plank flooring paired with stainless-steel appliances and solid surface countertops. Bathrooms are finished with tiled floors, tiled surrounds, and wainscoted walls. Architectural and design upgrades include vaulted ceilings, shiplap accents, rooftop balconies, soft-close kitchen cabinetry. All units contain en suite bathrooms and in-unit washer and dryers, making the layout ideal for roommate-style living and premium per-bedroom rent strategies.
The newer construction buildings are outfitted with standing-seam metal roofs, tankless water heaters, newer HVAC systems, and thermal-rated windows and doors, delivering energy efficiency and long-term durability.
Flanking either end of the modern structures is two fully renovated historic Charleston residences that add timeless character to the property. One fronts Ashley Avenue and contains two units, while the other fronts Orrs Court and contains one unit. Both historic buildings were comprehensively renovated in 2017 and seamlessly integrated into the overall asset, blending historic charm with modern functionality.
Importantly, all structures are raised out of the flood zone and built to the highest construction standards, offering superior insurance positioning and long-term risk mitigation.
The entire property is fully leased through July 31, 2026, with historical occupancy at 100% and average rental rate increases of approximately 10% per year since 2021, reflecting strong market fundamentals and sustained demand. The property is ideally located within Charleston's historic downtown district and in close proximity to the region's largest public and private sector employers, including the Medical University of South Carolina, Roper St. Francis Healthcare and within one mile of the College of Charleston, the Medical University of South Carolina, The Citadel, and Charleston School of Law, creating a powerful and consistent tenant pipeline.
This turn-key, stabilized investment offers a rare opportunity to acquire a block-wide luxury multifamily portfolio designed for maximum durability, premium rents, and long-term appreciation in one of Charleston's most supply-constrained and high-demand rental corridors.
$ 6,125,000
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Details $ 5,850,000
Along one of Charleston's most coveted streets South of Broad, 7 Lowndes Street is a beautifully preserved 1926 residence that embodies the timeless charm of the historic peninsula while offering the comfort and livability of modern updates. Thoughtfully renovated in 2021 by architect Mary Mac Wilson, with interiors by Dakota Willimon and landscape design by renowned landscape architect, Loutrel Briggs, the home reflects a refined, cohesive vision from the inside out. Spanning over 3,600 square feet, this six bedroom, three and a half bathroom home blends classic architecture with thoughtful enhancements throughout.Inside, gracious living spaces are defined by high ceilings, original hardwood floors, and intricate millwork. Multiple fireplaces add warmth and character, anchoring the living room, dining room. The formal dining room is a true statement space, featuring Gucci wallpaper and an elegant fireplace, creating an inviting setting for both intimate dinners and larger gatherings. Designer lighting from Urban Electric and Visual Comfort is featured throughout, adding a layer of elevated detail to each space. Upstairs, each bedroom offers its own sense of character, with custom millwork, tailored window treatments, and built-in features that are both functional and refined. A secondary living area provides flexibility for a playroom, media room, or private retreat, while additional bedrooms are filled with natural light and showcase charming architectural details throughout. The primary suite serves as a private sanctuary, complete with multiple closets, including a walk-in closet, and a well-appointed bath featuring dual vanities, a soaking tub, and a steam shower creating a seamless blend of classic and contemporary finishes. Extensive upgrades enhance both comfort and peace of mind, including a whole house generator, whole house water filtration system, tankless water heater, booster pump for increased water pressure, and a water leak detection system. Additional improvements include spray foam insulation in the roof and third floor, impact-rated windows at the rear of the home, a dehumidifier in the cellar and crawlspace, and the roof recoated in 2024. Set on a level lot, the exterior features classic wood siding, brick accents, and a metal roof, complemented by professionally designed landscaping. Outdoor living spaces include a deck and garden areas designed for everyday enjoyment, with the property also approved for a future 11 by 22 pool and spa. Off-street parking adds convenience, all within close proximity to Charleston's waterfront, historic landmarks, and renowned dining and shopping. 7 Lowndes Street offers a rare opportunity to own a meticulously maintained historic home where architectural integrity and modern living come together with ease.
$ 5,850,000
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$ 5,849,000
42 South Battery, also known as the Robert Murray House is a must see! Built in 1802 & prestigiously located at the corner of King & S Battery, with views of White Point Gardens, the Battery & Charleston Harbor.This iconic estate boasts historically significant gardens designed by Loutrel Briggs which were restored in 2021, with new hardscaping & irrigation added. The crown jewel of the majestic gardens is a round plunge pool surrounded by towering palm trees & hedges.The original architectural features have been remarkably retained with preserved period details such as heart pine floors, moldings & Adams mantels.This home was extensively renovated in 2024-2025, adding exquisite curated interiors to match the exterior beauty. Notable features include: an elevator to 3 floors, bespoke Degournay wallpaper with lacquered wood trim in dining room, a heated & cooled 4th floor room was added for storage or playroom (hence the additional square footage from previous listings), exterior paint changed from yellow to pink, all new custom baths, kitchen, custom cabinetry, custom closet designs in every bedroom, tankless water heater added, interior completely repainted, double wraparound piazzas, large separate wine fridge, flex space off of the living room was repurposed to potentially be used as an extra bedroom, if not used as an office. In addition, the roof was recoated in 2024. All light fixtures to convey with sale. The seller is also willing to sell the custom painted grand piano in the living room as well as custom drapery. The 2nd floor is currently entirely dedicated to the primary suite with 2 full baths; however it could be reverted to its original use of 2 bedrooms. Each of the bedrooms have en suite baths. In addition, the 3 main bedrooms all have fireplaces. This gated estate boasts room for parking approximately 5-6 cars depending upon size, still leaving ample room for outdoor entertaining & enjoyment. Don't miss this once in a lifetime opportunity to own & enjoy a legacy estate for years to come! See attached for Floor Plans (completed July 2025). If sqft is important, please measure. The information herein is furnished to the best of the Listing Agent's knowledge, but is subject to verification by the purchaser & their agent. Listing Agent assumes no responsibility for correctness thereof, nor warrant the accuracy of the information or the condition of the property. Buyer to verify schools.
$ 5,849,000
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Details $ 5,750,000
Double Lot! 16 & 18 Trumbo Street present a unique opportunity in Harleston Village, just steps from Colonial Lake. The two lots have been combined to create a larger single-family homesite. 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
$ 5,750,000
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Details $ 5,500,000
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 and complemented by a separate circa 1880 carriage house, 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 facade, 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 2,000 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.
$ 5,500,000
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Details $ 5,500,000
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!
$ 5,500,000
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Details $ 5,500,000
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income - $588,061. Showings limited due to bookings. This property is turnkey and ready to go!
$ 5,500,000
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Details $ 5,495,000
c. 1852 -- The McMakin-Bicaise House. Located in Harleston Village in downtown Charleston, the McMakin-Bicaise House is a three-story masonry home with a gabled slate roof and triple-tiered, semi-circular piazzas. The property also includes a carriage house with a garage, a pool site, and off-street parking for several vehicles. Both the primary residence and the carriage house were recently recognized by the Historic Charleston Foundation for outstanding restoration work following an extensive renovation lasting more than two years. Inside the main home, over 3,400 square feet of living space unfold with 4 bedrooms and 41/2 baths. The interiors feature exposed brick walls and joists, imported French oak floors, and tall windows that invite natural light throughout.The thoughtfully reimagined layout blends historic charm with modern convenience, offering multiple living areas, spacious bedrooms, and luxurious kitchens and baths. The main residence is also equipped with smart-home technology. Generously scaled piazzas and a private sun deck provide abundant outdoor living space, ideal for entertaining or a quiet retreat. The carriage house offers an additional 2 bedrooms and 1½ baths, perfect for extended family, guests, or flexible use. Set just two blocks from MUSC and a short walk to the College of Charleston, this home occupies the heart of the city while offering privacy behind its garden walls. Whether cherished as a full-time residence or adapted for multigenerational living, 109 Rutledge Avenue presents a one-of-a-kind opportunity to own a celebrated piece of Charleston history. The property can also be sold fully furnished, with an acceptable offer, featuring a curated selection of beautiful interior pieces.
$ 5,495,000
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Details $ 5,250,000
Set along one of Charleston's most picturesque streets, 106 South Battery is a beautifully preserved historic residence with harbor views, exceptional elevation, and a rare sense of ease for entertaining and everyday living. Offered for the first time in more than 30 years, this is a truly generational opportunity, reflecting decades of thoughtful ownership and rare continuity.The main living spaces are bright, open, and welcoming, filled with natural light through original large beveled glass windows. A gas fireplace anchors the living room, adding warmth and charm. The living room flows effortlessly into the dining area, creating a setting that feels equally comfortable for intimate dinners or large cocktail parties. In fact, this home has a long history of entertaining, once hosting gatherings of more than one hundred guests with ease.
The dining room is generously scaled, allowing guests to circulate freely or linger comfortably at the table. Doors leading from the dining room open to a screened porch that is ideal year-round, offering a peaceful extension of the living space and a true Charleston experience.
Just off the dining room, a thoughtfully positioned butler's pantry includes a bar, wine cooler and ice chest, making hosting seamless. A gracious powder room nearby, once used as a tea and coffee room, feels elevated and unexpected in its size and design.
The renovated kitchen sits at the back of the home and blends beautifully with the original structure. It features a Sub-Zero refrigerator, Wolf range, Bosch dishwasher, beverage refrigerator in the island, and ample island storage. The kitchen is located extremely close to the three-car garage, a rare gem in downtown Charleston, making daily life effortless, from grocery delivery to unloading after travel.
Upstairs, the home continues to impress. The primary suite is filled with natural light and offers a serene retreat. Original architectural details remain intact, complemented by modern touches including a sleek built-in television and a generous walk-in closet. Just off the bedroom, a cozy reading nook creates a quiet moment of retreat and leads into the spacious primary bath, adding a sense of separation and calm within the suite.
The guest bedrooms are graciously sized, making them ideal as private guest retreats with attached en suite bathrooms . A fourth bedroom, currently used as an office, includes its own full bathroom and flexibility for a variety of uses. A large laundry room is a true statement space with thoughtful details that make everyday tasks feel special.
Renovated by Artis Construction, the home includes upgrades such as three HVAC units, a full-house generator, whole-home dehumidifier, water pressure sensor, and electric vehicle charging station. Approximately ten years ago, the exterior was meticulously repointed using nearly 60,000 bricks, a testament to the care and investment behind what some affectionately refer to as the mighty fortress. The home sits on high ground and is elevated above surrounding properties, offering both peace of mind and long-term durability.
Historically, the property once served as a boarding house, with secondary staircases and rear access reflecting its layered past. Today, those elements add character and function while honoring the home's story.
From the front porch, enjoy views of Charleston Harbor and the quiet rhythm of South Battery Street, where historic brick homes align the streetscape. There is ample street parking along South Battery, Council Street, and nearby cross streets. Timeless, welcoming, and impeccably cared for, 106 South Battery is a remarkable home on one of Charleston's most iconic streets.
$ 5,250,000
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$ 5,000,000
Villa Toscana, originally designed and built by the late artist John Carroll Doyle as his personal atelier, has been completely renovated for modern living with luxury finishes throughout. This private, free-standing home is uniquely situated beside the hidden gem of Gateway Walk, the historic garden path connecting King Street and Archdale Street. The owner of 4 Gateway Walk enjoys keyed access to the garden gate--an amenity reminiscent of the private access to Gramercy Park in New York City.Enter through the charming private courtyard for a magical arrival, or through the front door off the parking court. The light-filled living room features three sets of French doors opening onto a covered patio and the courtyard beyond, creating effortless indoor-outdoor flow. Anchored by a gasfireplace, the living space is ideal for both everyday living and entertaining. The newly renovated kitchen is a chef's dream, featuring Wolf, Miele, and Cove appliances, a large marble-topped center island, and custom cabinetry. A scullery tucked just behind the kitchen provides abundant storage and space for additional appliances. The kitchen opens to the dining area, where French doors also lead out to the patio and courtyard. A powder room and mudroom complete the first floor. An elevator services all three floors. The second floor features a beautiful primary suite with a private balcony, built-in desk, three closets plus a spacious walk-in closet, and a stunning primary bath with dual vanities, custom cabinetry, and a luxurious wet room with soaking tub and shower. A second bedroom on this floor includes a large closet, a newly renovated en-suite bath, and access to another private balcony. The third floor has been thoughtfully reimagined and offers exceptional flexibility. A stylish living room with custom built-ins includes a wet bar with sink, refrigerator drawers, beverage fridge, and illuminated cabinetry. A bedroom with closet opens to a private balcony with rooftop views. A marble bathroom with shower also connects to the living space. French doors lead to the expansive rooftop terrace. The spectacular roof top terrace provides an exceptional setting for entertaining al fresco, with travertine flooring and multiple planters, and incredible views of Charleston's iconic rooftops and many church steeples. Multiple outdoor spaces are equally impressive and include the walled garden courtyard with covered patio off the living and dining rooms, as well as multiple large balconies on both the second and third floors. The amount of outdoor space is incredible and very private. The current owners spared no expense in fully renovating this beautiful property. Every surface of the home has been renovated and reimagined with new lighting, HVAC systems, high quality kitchen and baths, marble countertops, custom interior doors, new hardware, designer wallpaper, and custom drapery and blinds. There is a gated driveway entrance and a private parking court with room for 4+ vehicles. The property is located in a high and dry X flood zone. Located just off King Street, the location is extremely private yet easily accessible to the best shops, restaurants and art galleries. American Gardens and the Charleston Library Society are right across the street. 4 Gateway Walk is incredibly unique and special, and is a fantastic full time residence or low-maintenance pied-a-terre. This is a rare offering in the heart of downtown Charleston.
$ 5,000,000
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Details $ 4,950,000
Tucked along a quiet stretch of Logan Street in Charleston's coveted South of Broad neighborhood, this circa-1870 residence blends historic character with thoughtfully updated livability following a comprehensive restoration and expansion in 2017. The reimagined floor plan offers a more private and functional layout, with dual staircases that naturally separate the primary suite from the guest bedrooms. The main level balances formal and casual living with ease, as the expanded kitchen and gathering space open to the rear screened porch and pool. Upstairs, the bedrooms are thoughtfully arranged alongside a dedicated office. Natural light fills the interiors, highlighted by tall ceilings, original architectural details, and multiple fireplaces.Outdoor spaces are designed for everyday enjoyment and entertainment. Double piazzas and a screened porch extend the living areas outdoors, overlooking a walled courtyard with an in-ground pool. A detached pool house -- perfect as a cabana or lounge -- adding versatility rarely found in the historic district, and off-street parking enhances convenience. Located just moments from Broad Street and within a short walk to King Street's restaurants, galleries, and shopping, 18 Logan Street presents a move-in-ready opportunity to experience historic downtown Charleston living with modern comfort and privacy. Premier Location Located South of Broad between Tradd & Broad
Steps to King Street shopping, dining & galleries
Walkable historic district setting on a quiet residential street
True lock-and-leave downtown Charleston lifestyle __________________________ Historic Home -- Restored & Turn-Key Circa 1870 Queen Anne Style
3,962 Square Feet | 4 Bedrooms, 3.5 Bathrooms
Lovingly restored and expanded in 2017
Copper roof
Renovated kitchen & bathrooms
Rebuilt piazzas and improved floor plan
Well-maintained with modern functionality while preserving historic character Interior Living ~3,962 sq ft | 4 Bedrooms | 3.5 Baths
Expanded kitchen + family gathering space
Private rear primary suite overlooking pool
Formal living & dining rooms + study
9'+ ceilings & historic detailing
Three fireplaces
Front and Back of home staircases - allowing for privacy to primary suite
Bright, open sunlit layout blending historic and contemporary Outdoor & Lifestyle Features Pool + Pool house
Nearly 1,000 sq ft of double wrap-around piazzas
Walled garden courtyard
Outdoor entertaining area
Ample Off-street parking
Iron fencing and private garden setting Systems & Condition Central HVAC (updated)
Heat pump + electric
Public water & sewer
Move-in ready, low deferred maintenance
Designed for easy long-term ownership
$ 4,950,000
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Details $ 4,850,000
The Chapel Lofts offers an exceptional opportunity to own a legal, fully licensed, income-producing short-term rental property located in the heart of downtown Charleston. This unique offering includes three separate units totaling 13 bedrooms, with the rare bonus of 8 off-street parking spaces. Originally constructed in 1994 as a wedding chapel, the striking front building was thoughtfully renovated in 2012 to create a stunning 5-bedroom, 4.5-bath residence. Its open-concept living space boasts soaring vaulted ceilings and a spacious kitchen and lounge area ideal for entertaining. Also built in 2012, the rear carriage house features two 4-bedroom, 4-bath units, each designed with style, comfort, and guest experience in mind. Interiors throughout all three units are beautifully decoratedand updated, offering turnkey functionality for continued short-term rental success. All furnishings and décor convey with the sale for seamless operational continuity. Perfectly positioned on desirable Ashley Avenue, this property is just a short stroll to Charleston's celebrated dining, shopping, and cultural attractions. Whether you're expanding your investment portfolio or seeking a rare STR-compliant asset in Charleston, The Chapel Lofts delivers unmatched charm, income potential, and location.
$ 4,850,000
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Details $ 4,850,000
The Chapel Lofts offers an exceptional opportunity to own a legal, fully licensed, income-producing short-term rental property located in the heart of downtown Charleston. This unique offering includes three separate units totaling 13 bedrooms, with the rare bonus of 8 off-street parking spaces. Originally constructed in 1994 as a wedding chapel, the striking front building was thoughtfully renovated in 2012 to create a stunning 5-bedroom, 4.5-bath residence. Its open-concept living space boasts soaring vaulted ceilings and a spacious kitchen and lounge area ideal for entertaining. Also built in 2012, the rear carriage house features two 4-bedroom, 4-bath units, each designed with style, comfort, and guest experience in mind. Interiors throughout all three units are beautifully decoratedand updated, offering turnkey functionality for continued short-term rental success. All furnishings and décor convey with the sale for seamless operational continuity. Perfectly positioned on desirable Ashley Avenue, this property is just a short stroll to Charleston's celebrated dining, shopping, and cultural attractions. Whether you're expanding your investment portfolio or seeking a rare STR-compliant asset in Charleston, The Chapel Lofts delivers unmatched charm, income potential, and location.
$ 4,850,000
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$ 4,620,000
Nestled within the heart of downtown Charleston's historic district, this exclusive new construction project introduces six meticulously crafted luxury townhomes. Boasting classic design elements and utilizing only the finest quality materials, these residences redefine modern luxury living. Situated on the cusp of Ansonborough, a serene residential neighborhood, residents will find themselves mere steps away from the vibrant energy of King Street boutiques and restaurants, Marion Square Park, cultural landmarks like the Gaillard Auditorium, and more. Designed in harmony with its historic surroundings, the exterior of these townhomes features three-coat stucco, refined cast stone, extensive custom finishes, and insulated concrete form construction, which is ideal for maximum energyefficiency. Ensuring utmost privacy and security, residents enjoy a gated entry and dedicated parking, with two assigned spaces for each property. A private, secure lobby with an elevator leads to the second and third floors of the building, while elegantly appointed hallways and soundproofing on all common walls and floors further enhances the building's appeal. Each residence exudes timeless sophistication with custom cabinetry in the kitchens and baths, integrated high-end appliances, gas fireplaces, natural stone counters, tile backsplashes, designer plumbing and light fixtures, wide plank hardwood floors, and lofty 10-foot ceilings. Private balconies invite al fresco relaxation, and all of the rooms are spacious and light-filled. There is also a large, conditioned storage unit for each unit on the ground floor of the building. Unit 302 is the prized penthouse unit in the building and features 3,221 square feet of living space including 3 bedrooms and 3.5 bathrooms. A private entrance from the elevator opens into the unit, where you're greeted by open living spaces seamlessly blending a spacious living room, dining room, and kitchen, ideal for everyday living or entertaining. Numerous skylights throughout the unit flood the home with natural light. An expansive rooftop terrace, accessible from the living room and one of the guest bedrooms, extends the living area for al fresco relaxation and dining. The primary bedroom suite offers a serene retreat with access to an intimate rooftop terrace, a large walk-in closet, and an en suite bathroom featuring a dual sink vanity, tiled shower, and soaking tub. The remaining two guest suites are well-sized with nicely appointed bathrooms. As of August 2024, the property has been acquired, permits have been approved and secured, and demolition and site work is in progress. Impeccably designed and meticulously executed, these townhomes will epitomize refined urban living in Charleston's historic heart.
$ 4,620,000
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Details $ 4,600,000
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.
$ 4,600,000
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$ 4,500,000
Rising gracefully along Charleston's iconic Murray Boulevard, in the heart of the prestigious South of Broad neighborhood, 14 1/2 Murray Boulevard embodies the timeless character of the city's most celebrated waterfront. Murray Boulevard, extending westward from White Point Garden and the Battery, is lined with stately homes, many in the Colonial Revival style, whose architecture and views have long defined Charleston's grandeur. Among them, this residence stands apart for its history, its thoughtful restoration, and its seamless balance of past and present.Constructed in the 1920s during Charleston's bold waterfront expansion, the home later served as a neighborhood school in the 1940s, remembered fondly by generations of local children. In the decades that followed, it was returned to private use and, under the vision of architect Bill Huey and the craftsmanship of Renew Urban Contractors, reimagined with the utmost respect for its historic fabric. The result is a home that carries its legacy forward while offering the comfort and elegance of modern design. Through the gated entry, gardens unfold in bluestone and brick, framed by handcrafted ironwork and anchored by a historic fountain. Inside, light-filled rooms with old-growth heart pine floors and Venetian plaster walls open toward sweeping water views. The chef's kitchen is both functional and refined, while the primary suite offers a private terrace, dual closets, and a marble-clad bath. Additional bedrooms and a versatile den provide flexibility for family and guests, each space designed with quiet sophistication. Modern enhancements; a copper standing seam roof, new gas fireplaces, and discreetly integrated systems, ensure the home's enduring strength and livability. Secure gated parking for four vehicles adds to the convenience of this irreplaceable address.
With its storied past, meticulous restoration, and commanding setting on Charleston's most sought-after waterfront boulevard, 14 ½ Murray Boulevard is more than a residence. It is a legacy; timeless, elegant, and an enduring part of Charleston's history.
$ 4,500,000
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Details $ 4,399,000
21 Broad Street offers a rare opportunity to own a fully renovated, income-generating historic property in the heart of downtown Charleston. Originally built in 1802 and completely updated in 2006 (with additional improvements in 2023), this 4,254 sq ft mixed-use building spans four floors and provides both commercial and residential income streams with unmatched versatility. The first floor features a professional office suite with a shared conference room and four private offices, ideal for business tenants or an owner seeking a prestigious Broad Street address. The second floor is a 2-bedroom residence operating as a successful short-term rental with a rare, grandfathered B&B license -- a highly valuable asset in Charleston's tightly regulated market.The top two floors are home to a spacious 3-bedroom, 2.5-bath apartment with updated kitchen and baths, perfect for long-term rental income or owner occupancy. Currently fully leased with tenants in place, the property grosses $242,000 annually. Additional highlights include two off-street parking spaces, updated systems and finishes throughout, and a prime location within walking distance to the Battery, White Point Gardens, award-winning restaurants, coffee shops, and galleries. Whether maintained as a turn-key investment, converted to a live-work arrangement, or adapted for full owner occupancy, 21 Broad Street blends Charleston's historic charm with modern function and proven rental income.
$ 4,399,000
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$ 4,290,000
Nestled within the heart of downtown Charleston's historic district, this exclusive new construction project introduces six meticulously crafted luxury townhomes. Boasting classic design elements and utilizing only the finest quality materials, these residences redefine modern luxury living. Situated on the cusp of Ansonborough, a serene residential neighborhood, residents will find themselves mere steps away from the vibrant energy of King Street boutiques and restaurants, Marion Square Park, cultural landmarks like the Gaillard Auditorium, and more. Designed in harmony with its historic surroundings, the exterior of these townhomes features three-coat stucco, refined cast stone, extensive custom finishes, and insulated concrete form construction, which is ideal for maximum energyefficiency. Ensuring utmost privacy and security, residents enjoy a gated entry and dedicated parking, with two assigned spaces for each property. A private, secure lobby with an elevator leads to the second and third floors of the building, while elegantly appointed hallways and soundproofing on all common walls and floors further enhances the building's appeal. Each residence exudes timeless sophistication with custom cabinetry in the kitchens and baths, integrated high-end appliances, gas fireplaces, natural stone counters, tile backsplashes, designer plumbing and light fixtures, wide plank hardwood floors, and lofty 10-foot ceilings. Private balconies invite al fresco relaxation, and all of the rooms are spacious and light-filled. There is also a large, conditioned storage unit for each unit on the ground floor of the building. Unit 303 features 2,847 square feet of living space including 3 bedrooms and 3.5 bathrooms. Upon entering, you're greeted by open living spaces seamlessly blending a spacious living room, dining room, and kitchen, ideal for everyday living or entertaining. Numerous skylights throughout the unit flood the home with natural light. A large covered terrace, accessible from both the living room and primary suite, extends the living area for al fresco relaxation and dining. A second covered terrace opens from the kitchen, allowing additional space to enjoy Charleston's beautiful weather. The primary bedroom suite offers a serene retreat with two walk-in closets and an en suite bathroom featuring a dual sink vanity, WC and tiled shower, while the remaining two guest suites are well-sized with nicely appointed bathrooms. As of August 2024, the property has been acquired, permits have been approved and secured, and demolition and site work is in progress. Impeccably designed and meticulously executed, these townhomes will epitomize refined urban living in Charleston's historic heart.
$ 4,290,000
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$ 4,250,000
Built circa 1733, 73 Church Street is one of the earliest surviving residences in Charleston - meticulously renovated with a private walled courtyard and garage, just steps from the Battery and Broad Street. Historically known as the Thomas Dale House, the property is believed to have been given by Miles Brewton to his daughter Mary upon her marriage to Dr. Thomas Dale. Originally two stories, the home has evolved over nearly three centuries into its current three-floor plan totaling approximately 2,936 square feet with three bedrooms and three-and-a-half baths. The house opens through a central stair hall with a graceful staircase and tall ceilings, setting the tone for the historic scale that carries throughout the home. The first floor features formal living and dining rooms with original fireplaces and built-ins that flow into an updated eat-in kitchen - Calacatta Gold marble, high-end appliances, custom cabinetry, and classic black-and-white tile - with sightlines through to the courtyard garden. The second floor offers double parlors with fireplaces and built-in bookshelves, filled with natural light from windows on multiple sides, along with two guest bedrooms, each with a thoughtfully renovated en suite bath featuring marble console vanities and glass mosaic tile showers. The entire third floor is dedicated to the primary suite, creating a private level with a sitting area, renovated bath with soaking tub and glass shower, laundry, and a covered porch with ceiling fan and sweeping rooftop views across the Charleston skyline. The renovation was both thoughtful and substantive, including a standing seam copper roof, utile woodwork throughout - doors, cabinetry, and trim, multiple original fireplaces preserved, plantation shutters throughout, iron stair spindles and Generac generator. Every bathroom has been carefully updated. The result is a historic home that retains its architectural character while living comfortably today. Behind the house is a brick-paved walled courtyard garden centered on a fountain, with mature landscaping, irrigation, space for outdoor dining, and a gas line for grilling - an outdoor room as much as a garden. Within the property sits the garage, a genuine rarity on Church Street South of Broad. While not oversized, it accommodates a small vehicle or golf cart and is currently used by the owner as a woodworking workshop. The owner also holds the exclusive right to park in front of the garage, providing reliable available parking. Historic houses in Charleston are not uncommon. Finding one from this early period that has been this carefully renovated - with a private courtyard, garage, and a location in the center of South of Broad - is far more unusual.
$ 4,250,000
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$ 4,250,000
Old Charleston soul meets refined new luxury on one of Harleston Village's most admired streets. Behind the graceful facade, this home has been reimagined from the ground up -- honoring the city's architectural heritage while embracing a modern, elevated lifestyle.Wide double piazzas spill into lush gardens and a sparkling pool surrounded by curated landscaping that feels like a private resort. Inside, natural light, timeless millwork, and thoughtful design create a seamless blend of history and comfort.
$ 4,250,000
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Details $ 4,200,000
The Edward McCrady House, circa 1839, is an impressive example of a classic brick Charleston Single, ideally situated in the historic Ansonborough neighborhood of Charleston. Beautifully renovated and set on a rare double lot, this exceptional residence captures the true essence of Charleston living.Rich with historic character, the home features original wood floors throughout and timeless architectural details that reflect its storied past. Expansive double piazzas provide the perfect setting to relax and enjoy the gentle Southern breezes--an iconic hallmark of Charleston architecture.The well-designed floor plan offers four bedrooms, three full baths, and two half baths. The spacious primary suite serves as a private retreat and includes a generous walk-in closet. Two bedrooms are located upstairs, while two additional bedrooms on the first floor feature private walk-out access, offering flexibility for guests or additional living space.
The kitchen is thoughtfully appointed with a gas range, ideal for everyday cooking or entertaining. Outside, the rare double lot allows for abundant outdoor space and provides the convenience of plentiful off-street parking--an exceptional luxury in historic downtown Charleston.
Just outside your door are the vibrant shops, acclaimed restaurants, and cultural destinations along King Street and Charleston City Market, placing some of Charleston's most beloved attractions within easy reach.
Blending historic significance with modern comforts in one of Charleston's most sought-after neighborhoods, this remarkable home offers a rare opportunity to experience the best of downtown Charleston living
$ 4,200,000
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$ 4,000,000
Situated in historic Wraggborough across from the landmark Aiken-Rhett house, your own piece of Charleston history is waiting to be written. A downtown oasis with a historic main home, carriage house, and heated pool awaits its new owners. Walkable to absolutely everything--world class dining, shopping, history, and culture. Framed by oak trees and mature landscaping, the classic 4-bedroom Charleston Single with 3,119 sq ft, circa 1830, and a 3-bedroom carriage house with 1,288 sqft have been meticulously restored and updated to accommodate modern living and entertaining. The wrought iron gates tangled with flowering jasmine welcomes visitors as they pass through to the wide piazza that opens to the heated pool in the secluded grounds between the main home and carriage house.Across the wide-planked original floors of the foyer, experience a true Charleston masterpiece, for which the owners, alongside the design team at McLaurin Parker, painstakingly restored every window, floorboard and fixture of this iconic home, including original heart of-pine wide plank floors, molding, and Cyprus wainscoting. 9' ceilings and original windows flood the first floor with light. To the right, a stately formal living room; to the left, a wallpapered stunner of a dining room, replete with China closet and secret, lacquered "naughty bar." Two working gas fireplaces warm each room. Continue into the home's late-century expansion to find a powder room and spectacular open chef's kitchen, family room, and second staircase. Hand painted custom cabinetry, deep marble countertops, and ample storage abound. Sub-Zero and Wolf appliances, plus two additional hidden wine-and-bubbly refrigerators. Take your coffee in a charming built-in breakfast nook overlooking the pool and garden, or in the generous family room flanked by built-in bookshelves. On the second floor, follow the mahogany banister up to a wide landing that has been updated to modern living with a second powder room. An expansive primary suite includes a retired fireplace, dressing room, and separate hidden laundry room. Primary bath includes a large soaking tub, dual vanities, and large glass shower. The second bedroom includes an ensuite full bath and ample closet space. Like out of a fairytale, wow your guests with the third bedroom, which peeks over the imposing walls of the Aiken-Rhett House, boasting its own retired fireplace, his-and-hers closets, and enveloping golden hour light. Charm incarnate, ascend to the third floor as a period crystal light fixture casts a thousand tiny rainbows along the walls at the right time of day. The fourth bedroom features sloping ceilings, exposed beams and three custom built-in single beds with brass-pulled storage. Perfect for grandchildren or growing families. A full bath across the landing includes a deep clawfoot tub and original wide-plank floors. Across the garden awaits a fully renovated carriage house with three bedrooms, two full baths and eat-in kitchen, perfect for multi-generational living, office space, or long-term rental income. This cozy residence has custom cabinetry and marble in the kitchen and bathrooms. An attached garage offers ample storage, ice machine, stone work sink, additional washer/dryer for all those pool towels, and a half-bath for swimming guests. Tucked away by the dark-bottom salt water pool is a city rarity: a brass-fixtured outdoor shower privately encased by lush plantings. Ideal for entertaining, the covered piazza and surrounding paths and gardens feature outdoor lighting, irrigation, and a mosquito system. Swim or enjoy the view by the pool, surrounded by classic hardscaping, native plantings, and a fully-rebuilt stucco privacy wall climbing with greenery. Brand new automatic pool cover keeps little ones safe and maintenance to a minimum. Another Charleston rarity: a FULL BASEMENT with additional refrigerator, ping pong table, and garden/pool equipment, plus more storage. Parking for six cars behind a coded, automatic gate. Copper gutters. Farrow and Ball palette, Urban Electric lighting. Waterworks fixtures. No detail has been spared! Tucked along the edge of Historic Wraggborough, just two blocks from bustling King Street. Write the next chapter of your Charleston story at 26 Mary St. Truly a turnkey masterpiece in waiting.
$ 4,000,000
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Details $ 3,975,000
Own a stunning piece of reimagined history at 71 Wentworth. Residence No. 302 is a masterfully designed, turnkey home featuring interiors curated by acclaimed designer Cortney Bishop. The residence seamlessly merges historic elements--such as exposed antique brick and reclaimed heart pine timber--with modern sophistication. The remarkable home boasts numerous upgrades throughout, making it a truly unique offering in one of Charleston's most iconic buildings. Residence features include: Captivating Design: Featuring plaster-finished walls and ceilings, reclaimed heart pine timber, historically replicated 14-foot windows, and cathedral ceilings soaring up to 25 feet, every inch of this home displays thoughtful design and enduring character. Gourmet Kitchen & Entertaining SpacesA beautifully appointed chef's kitchen boasts integrated luxury appliances, custom millwork, and a separate built-in dining banquet, ideal for intimate dinners or lively gatherings.
" Primary Suite Retreat:
The owner's suite seamlessly marries historic charm with contemporary elegance, featuring exposed original beams, as well as dual vanities, a luxurious soaking tub, and multiple built-in closet systems.
" Guest Accommodations:
A private secondary bedroom includes an ensuite bath, providing refined comfort for guests or family.
" Versatile Living & Wellness Spaces:
Includes a dedicated wellness area, a striking cantilevered open-air den perfect as a second living room or creative studio, and a second expertly crafted office nook for maximum flexibility.
" Private Loggia:
An open-air retreat with exposed antique brick, dramatic ceilings, and space for morning coffee or evening relaxation.
" Designer Finishes Throughout:
Every furnishing and artwork has been hand-selected by Cortney Bishop Design for the space, ensuring an authentic design aesthetic throughout.
Inspired by its storied history and Charleston's vibrant culture, 71 Wentworth beautifully blends historic and contemporary to create a sense of place that both calms and excites. Nicknamed "The Crown of King", the building was originally designed in 1872 by the prolific Charleston architect John Henry Devereaux and reimagined 150 years later by a team of local experts with in-depth knowledge of Charleston's unique culture, history and architecture. The meticulous revitalization earned the esteemed Carolopolis Award from the Preservation Society of Charleston, honoring its architectural significance and enduring legacy. With an enviable location at the corner of King and Wentworth streets, 71 Wentworth is just steps from Charleston's best restaurants, bars, museums, shops, galleries and historic sites. Residence No. 302 is a remarkable opportunity to own one of the most exceptional residences in Charleston, perfectly positioned to enjoy the best that the city has to offer.
$ 3,975,000
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$ 3,900,000
Perched above Charleston's celebrated Waterfront Park, this extraordinary new construction two bedroom, two and a half bath fee-simple townhouse is a true one-of-a-kind residence. With water views, this home delivers a perspective and lifestyle that simply cannot be duplicated.Every detail reflects superior craftsmanship, designer finishes, and curated hardware. An expansive rooftop deck with a 360-degree panorama is the crown jewel, enhanced by an electric sliding skylight for seamless access--an entertainer's dream and a sanctuary for private sunsets.Inside, the reverse floor plan maximizes the vistas with an open-concept living and dining area, where water views can be enjoyed from every window and a gas fireplace with stone inserts anchors the space with warmth and sophistication. Eleven-foot ceilings create a wide and airy sense of space, complemented by white oak floors throughout and a tiled entranceway that sets the tone for elegance.
The chef's kitchen is a true showpiece, featuring a dramatic waterfall island with quartz countertops, a six-burner Wi-Fi-enabled Thermador range, Brizo fixtures, a 58-bottle wine refrigerator, a separate icemaker, and a Sharp microwave convection oven with integrated air fryer for ultimate versatility.
The primary suite is a true sanctuary, offering a generous walk-in closet and a spa-like bath with marble and tile accents, designer sink basins, and elegant finishes. A private guest retreat with its own en suite bath ensures comfort and privacy, making it ideal for hosting with ease.
Every element of this home has been thoughtfully designed for beauty, durability, and convenience. A private two-car garage, a state-of-the-art elevator, ductless HVAC, Gayko hurricane-rated windows and doors, and a low-maintenance stucco exterior all ensure ease of living without compromise.
This rare property combines timeless design, modern innovation, and an unparalleled location. A residence of this caliber is seldom available.
$ 3,900,000
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Details $ 3,790,000
$ 3,790,000
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$ 3,649,000
Steeped in history and meticulously maintained, this approximately 3,000-square-foot residence presents a rare opportunity to own a remarkable piece of Charleston's architectural legacy. Originally constructed in 1818 by prominent merchant and planter Robert Murrell Venning, the home served as his primary residence while he developed other properties throughout the area. Following the Great Fire of 1838, the house was carefully restored while preserving its original footprint. Today, the property retains its pre-fire 1818 brick foundations, chimneys, and original walls--offering an authentic connection to the historic Ansonborough neighborhood, one of downtown Charleston's most prestigious and desirable enclaves.Just steps from the Charleston Gaillard Center and some of the city's finest restaurants, the location is ideal for sophisticated downtown living. The interior is defined by soaring ceilings and exceptional natural light throughout. Original hardwood floors, historic gas and wood-burning fireplaces, and period chandeliers lend warmth and character to the thoughtfully preserved home, which underwent an expert renovation in 2015. Modern comforts have been seamlessly integrated, including a four-zone HVAC system that ensures efficient climate control across all levels. The first floor is designed for effortless entertaining, featuring a formal living room, an ample dining room, and a chef's kitchen. The kitchen serves as the heart of the home with exposed ceiling beams, a generously sized island, high-end Thermador appliances, and elegant mahogany French doors that open directly to the lush gardens. The second level hosts the primary suite, a private retreat complete with a spa-like bath and an abundance of closet space--an exceptional amenity for a historic peninsula home. A versatile library on this level can easily serve as a second bedroom or office. The third floor offers a secluded retreat with a private bath, ideal as a third bedroom, artist's studio, or quiet workspace. Beyond the main living areas, the finished lower level includes an additional bedroom and full bath, providing a comfortable guest suite or private quarters. The exterior of the home is equally captivating. Two gracious piazzas overlook professionally designed gardens and hardscape by Sheila Wertimer, creating a lush and serene outdoor setting. A remarkable historic detail remains in the rear brick wall of the house, which dates to 1770. An outdoor fireplace enhances the space, creating a private oasis perfect for year-round entertaining. Recent updates, including a newly resealed roof, ensure the home's structural integrity is as impressive as its rich history. Complete with off-street parking--an exceptional convenience in the historic district--41 Society Street represents a rare offering: a premier Charleston peninsula residence that seamlessly blends historic character with modern luxury.
$ 3,649,000
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Details $ 3,500,000
Perfectly placed pied-a-terre tucked within one of Charleston's most coveted neighborhoods, this exceptional garden-level condo at the newly updated 103 Church Street Residences offers a rare blend of history and luxury. Expertly reimagined by architect Julia Martin and interior designer Amanda Thomlinson, this stunning 2-bedroom, 2.5-bath home has been completed with an uncompromising eye for detail with all new plumbing, electrical, and HVAC ensuring effortless modern living within a storied historic shell.Step inside to discover soaring ceilings reaching up to 11 feet, glorious original woodwork, oversized windows for ample natural light, and bespoke period mouldings that honor the property's 18th-century roots. The chic, chef-inspired kitchen is made for entertaining, featuring Sub-Zero refrigeration and a La Cornue range alongside a large center island that flows seamlessly into the dining space. Throughout the home, Forbes & Lomax switches and dimmers add a refined, tactile elegance to every room. The grand living room is anchored by a gorgeous fireplace, creating an inviting heart for the home. With windows on two sides, light flows in beautifully from all angles and offers a lovely view of the private garden patio beyond. Tucked down the back hallway for ultimate privacy, the primary suite is a true retreat, complete with a spa-like marble bath, walk-in closet, and direct access to the private garden patio. The secondary bedroom is conveniently located off the living room and features its own en suite bathroom. The crown jewel of this residence is its private garden terrace, a serene outdoor sanctuary perfect for morning coffee, evening entertaining, or simply savoring the quiet elegance of this storied neighborhood. Off-street parking completes the package, a coveted luxury in historic downtown Charleston. Perched at a high elevation on Church Street, the home is enveloped by iconic historic views and the irreplaceable character that only centuries of Charleston heritage can offer. With over 200 years of history, one can only imagine what these walls have witnessed, from its early ownership by Joel R. Poinsett, US Ambassador to Mexico and the namesake of the beloved poinsettia plant, to the infamous reconciliation feast hosted here in 1865 by Nat Fuller, a celebrated African American entrepreneur, who gathered Black and white Charlestonians together at a single table to mark the end of the Civil War. Steps from the city's finest dining, world-class cultural institutions, and the beauty of the Battery and White Point Garden, this is Charleston living at its most refined.
$ 3,500,000
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$ 3,500,000
Price Reduction -Historic Elegant Home Meets Modern Luxury with Income Potential in Downtown Charleston. Step into timeless Charleston charm. This fully renovated 1872 landmark property has been transformed into a one-of-a-kind home offering unmatched architectural character in the heart of Downtown's Harleston Village Historic District. Just blocks from MUSC, College of Charleston, Ashley Hall, King Street, and Colonial Lake, this residence blends historic elegance with thoughtful, high-end renovations.Offering 5 bedrooms, 4.5 bathrooms, and 4458 square feet, the home showcases first-floor Primary bedroom suite for added convenience featuring a luxurious en-suite bathroom, private water closet, dual sinks, and walk in shower and large walk-in closet, soaring 11-foot up to 35 foot ceilings, gas wood-burning livingroom fireplace, refinished heart pine floors and coveted off-street parking for 4 vehicles and room for 1 car garage and small Pool and outdoor BBQ terrace patio area. The centerpiece of this home is a spectacular reimagined open floor plan kitchen and living room that combines form and functionality. The kitchen is well appointed with gorgeous marble countertops, solid cherry cabinetry, stainless-steel sinks, solid brass fixtures, 6 burner downdraft gas cooktop, dishwasher, oven, microwave drawer, and under-counter drawer refrigerators. Craftsmanship & character abound this completely redesigned home with its handcrafted curved mahogany custom arched doors, 2nd floor gallery areas, choir loft, soaring beamed ceilings, and impressive stain glass windows; all echoing the craftsmanship of the past while blending seamlessly with modern finishes. Its impressive, oversized windows with hand poured glass panes, provide an abundance of natural light throughout. Immediately adjacent to the kitchen is a large butler's pantry/back kitchen with custom cherry cabinets, bar sink, ice maker, wine fridge, and full-size refrigerator to accommodate your culinary experience when hosting guest and events. For the remote worker, the property features an office/study featuring custom cherry and birds eye maple cabinetry. Thoughtful upgrades span the home with newer HVAC updated electrical, mechanical, plumbing, and appliances (2024), fresh interior and exterior paint, custom molding, trim, and custom lighting throughout. Other features include Eero WIFI system and top of the line Sonos surround sound throughout the home for enjoying your favorite music. Adding to its appeal is a short-term 350 SF rental unit with private entrance, ideal for generating income or hosting extended guests or re-open to seamlessly expand the main house square footage. With high ceilings, large windows, and the same architectural character carried throughout. The short-term rental suite offers its own living/dining area, fully loaded kitchen, spacious bedroom, and luxury bath with vanity, washer and dryer perfect for guests, an au pair, or as a proven income stream. This property is a rare opportunity with historic charm, modern luxury, open floor plan investment potential, and a location that defines Charleston living.
$ 3,500,000
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Details $ 3,499,000
This 5 Bedroom 4.5 bath Historic Elegant Home Meets Modern Luxury with Income Producing Guest House in Downtown Charleston. Step into timeless Charleston charm. This fully renovated 1872 landmark property has been transformed into a one-of-a-kind residence offering unmatched architectural character in the heart of Downtown's Harleston Village Historic District. Just blocks from MUSC, College of Charleston, Ashley Hall, King Street, and Colonial Lake, this residence blends historic elegance with thoughtful, high-end renovations.Offering 5 bedrooms, 4.5 bathrooms, and 4458 square feet, the home showcases first-floor Primary bedroom suite for added convenience featuring a luxurious en-suite bathroom, private water closet, dual sinks, and walk in shower and large walk-in closet, soaring 11-foot up to 35 foot ceilings, gas wood-burning livingroom fireplace, refinished heart pine floors and coveted off-street parking for 4 vehicles and room for 1 car garage and small Pool and outdoor BBQ terrace patio area.
The centerpiece of this home is a spectacular reimagined open floor plan kitchen and living room that combines form and functionality. The kitchen is well appointed with gorgeous marble countertops, solid cherry cabinetry, stainless-steel sinks, solid brass fixtures, 6 burner downdraft gas cooktop, dishwasher, oven, microwave drawer, and under-counter drawer refrigerators. Craftsmanship & character abound this completely redesigned home with its handcrafted curved mahogany custom arched doors, 2nd floor gallery areas, choir loft, soaring beamed ceilings, and impressive stain glass windows; all echoing the craftsmanship of the past while blending seamlessly with modern finishes. Its impressive, oversized windows with hand poured glass panes, provide an abundance of natural light throughout.
Immediately adjacent to the kitchen is a large butler's pantry/back kitchen with custom cherry cabinets, bar sink, ice maker, wine fridge, and full-size refrigerator to accommodate your culinary experience when hosting guest and events.
For the remote worker, the property features an office/study featuring custom cherry and birds eye maple cabinetry. Thoughtful upgrades span the home with newer HVAC updated electrical, mechanical, plumbing, and appliances (2024), fresh interior and exterior paint, custom molding, trim, and custom lighting throughout. Other features include Eero WIFI system and top of the line Sonos surround sound throughout the home for enjoying your favorite music.
Adding to its appeal is a short-term 350 SF rental unit with private entrance, ideal for generating income or hosting extended guests or re-open to seamlessly expand the main house square footage. With high ceilings, large windows, and the same architectural character carried throughout. The short-term rental suite offers its own living/dining area, fully loaded kitchen, spacious bedroom, and luxury bath with vanity, washer and dryer perfect for guests, an au pair, or as a proven income stream.
This property is a rare opportunity with historic charm, modern luxury, open floor plan investment potential, and a location that defines Charleston living. Words hardly capture its character; you truly must experience it in person.
$ 3,499,000
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