51 - Peninsula Charleston Inside of Crosstown Homes for Sale

4 Beds ⋅ 3 Baths ⋅ 26028748 MLS ⋅ Morris Square SubDv. ⋅ Active Status

Located in the highly desirable and sought-after neighborhood of Morris Square, 56 Dereef Street offers the perfect blend of modern comfort, style, and exceptional convenience. Built in 2015 and well maintained, this move-in-ready home features 4 generously sized bedrooms and 3 full bathrooms.Thoughtfully updated, the home boasts new wood flooring on the first floor, honed marble kitchen countertops, all-new stainless steel appliances, including a gas range, and soaring 9-foot-plus ceilings. Freshly painted throughout, the home also features a new guest bathroom vanity and updated fixtures, adding a fresh, polished touch. The spacious primary suite offers large walk-in closets and wonderful windows that fill the room with natural light, while every guest bedroom featuresgenerously sized closets. A durable metal roof completes the home's appealing list of features. Whether you're looking for a primary residence, a Charleston getaway, or an investment property, this home offers exceptional versatility and fantastic rental potential. Enjoy walking distance to MUSC, the College of Charleston, and the vibrant restaurants, shops, and nightlife of Upper King Street. An exceptional opportunity to own a beautifully maintained and updated home in one of downtown Charleston's most desirable neighborhoods. Perfect as a full-time residence or a lock-and-leave second home to enjoy all that Charleston has to offer.

56 Dereef Court, Charleston

$35,000,000

11 Beds ⋅ 15.5 Baths ⋅ 26028651 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Behind Charleston's most iconic wrought iron gates lies one of America's most extraordinary historic residences: the legendary Sword Gate House. Located on prestigious Legare Street in the heart of Charleston's coveted South of Broad neighborhood, this magnificent estate is a masterpiece of Federal-style architecture, layered with more than two centuries of history, timeless elegance, and architectural significance.Originally constructed in the early 1800s and expanded over generations, the residence is famed for its iconic sword-shaped wrought iron gates crafted by renowned Charleston ironworker Christopher Werner. Installed by British consul George Hopley in the mid-19th century, these extraordinary gates have become one of Charleston's most recognizable architectural symbols and gavthe estate its enduring name. Set behind towering masonry walls and lush gardens, this spectacular compound unfolds as a private world unto itself, where grand salons, elegant ballrooms, sweeping piazzas, and richly detailed interiors evoke the romance, grandeur, and sophistication of Charleston's golden age. Exquisite plasterwork, intricate period millwork, soaring ceilings, exposed brick, and centuries-old craftsmanship blend seamlessly with a meticulous, design-driven restoration that elevates the estate to an exceptional standard of modern luxury. Set on approximately .87 acres, one of the largest residential parcels in downtown Charleston, the estate offers an extraordinary sense of privacy and tranquility in the heart of the historic district. Enclosed by towering masonry walls and lush, mature landscaping, the grounds have been transformed into a series of beautifully designed outdoor living and entertaining spaces. Manicured gardens, elegant hardscapes, dramatic landscape lighting, and an integrated sound system complement a new heated and cooled swimming pool and spa. A striking linear water feature, anchored by a glass conservatory, creates a dramatic focal point between the main residence and the carriage house. An inviting garden dining area with brick wood-burning fireplace provides an intimate setting for outdoor entertaining, while three levels of gracious piazzas overlooking the gardens and a magnificent 200+ year old magnolia tree. The estate's remarkable privacy is enhanced by its substantial perimeter walls, gated entrances, and discreet off-street parking, including a rare two-car garage and generous additional parking with a long driveway off Tradd Street. Together, these features create a level of seclusion, security, and convenience seldom found in historic Charleston. The Sword Gate House has served many roles throughout Charleston's storied history, from private residence to girls' academy, inn, and cultural landmark. Its legendary gates have welcomed diplomats, prominent Charleston families, famous artists, musicians, actors, and literary figures. Today the estate remains one of the city's most celebrated and architecturally significant properties, embodying the history, mystique, timeless grandeur, beauty, and elegance that define luxury Charleston living. The current owners have undertaken an extraordinary renovation, meticulously reimagining the property while honoring its architectural heritage. Virtually every surface has been thoughtfully restored or enhanced, with an emphasis on exceptional craftsmanship, bespoke design, and the finest materials. Designer lighting, custom furnishings, exquisite stone, rare woods, luxurious textiles, tailored drapery, and carefully curated fixtures bring a refined contemporary sensibility to the historic interiors. The result is a residence of remarkable sophistication, one that retains its authentic historic character while offering functionality, curated luxury design, and effortless elegance expected of a world-class estate. Meticulously maintained and beautifully appointed, the Sword Gate House offers a rare opportunity to acquire of the most design-forward and important trophy properties in Charleston, and perhaps the southeast. Spanning 17,142 square feet in total, 32 Legare Street is thoughtfully configured as an expansive residential compound on almost one acre of high ground. The 14,136 sq. ft. main residence features a lovely collection of formal entertaining rooms, gracious family living spaces, and luxurious private accommodations. The showstopper in the main house is the spectacular ballroom, with soaring ceilings, elaborate moldings, fireplace with beautiful mantle, and exquisite historic millwork. An intimate formal dining room features a hand-painted wall mural and fireplace, while two large family rooms open directly onto wide piazzas, creating a seamless connection between the elegant interiors and surrounding gardens. A gorgeous new kitchen and informal dining area on the main level features custom cabinetry and built-ins, a fireplace, and direct piazza access, offering an inviting setting for everyday living and casual entertaining. Designed to accommodate both intimate family life and large-scale entertaining, the residence offers multiple distinct kitchen facilities: a beautifully appointed family kitchen, a substantial chef's and catering kitchen with abundant storage, and a small staff kitchen. The large carriage house guest suite also has a full kitchen. The main residence features eight bedrooms, nine full bathrooms, and two powder rooms. Remarkably, every bedroom at the property enjoys its own en suite bathroom, an exceptionally rare feature in a historic home. The sumptuous primary suite spans the entire southern side of the second floor, a private sanctuary of exceptional scale and refinement. The beautiful bedroom features a generous seating area, complemented by a private study/office, and an expansive boutique-style dressing room with custom cabinetry, lighting, and a bar. The luxurious primary bathroom is appointed with separate dual vanities, a soaking tub in front of the fireplace, large shower, and two water closets. The primary suite enjoys access to a private second floor piazza that overlooks the magnificent gardens and swimming pool, providing a peaceful retreat within the estate. The additional bedrooms are equally impressive, offering generous proportions, beautiful architectural details, and fireplaces. On the third floor, an expansive suite, currently used as a family room, has an ensuite bathroom and opens onto a fantastic piazza with sweeping views of the rooftops, steeples, and skyline of downtown Charleston. Other highlights of the main residence include a dramatic staircase with custom magnolia chandelier, stunning plaster ceiling medallions, triple piazzas, and multiple fireplaces. Additional amenities in the main house include a fitness room, large laundry room, numerous fireplaces, generous storage, and a small elevator connecting the two lower floors. Complementing the main residence is a beautifully restored two-story carriage house of approximately 2,376 square feet, distinguished by its dramatic urban bronze exterior. The rich, sophisticated color provides a striking architectural contrast to the main house and creates an elegant backdrop for the surrounding gardens and courtyard. Accessible through a private entrance from Tradd Street or directly from an interior courtyard, the carriage house offers exceptional flexibility for extended family, guests, or private accommodations. Its principal two-story guest suite features a dramatic living room with two large fireplaces, a bespoke jewel-box kitchen, and an inviting bedroom with exposed historic beams and private full bathroom with separate soaking tub and tiled shower. Two additional carriage house guest suites also feature en suite bathrooms and charming architectural details. A separate powder bath conveniently serves guests enjoying the gardens and outdoor entertaining areas. A spectacular linear fountain lies between the main house and carriage house, with a glass conservatory providing a fantastic focal point and offers a beautifully composed architectural connection between the main residence and the carriage house, part of the thoughtfully designed estate. An additional full bathroom in the garage/pool house further enhances the functionally of the outdoor spaces, while a separate gated driveway off Tradd Street provides parking for additional vehicles. Rarely does a property of such extraordinary provenance offer this combination of architectural significance, expansive grounds, uncompromising privacy, and sophisticated modern luxury. With its remarkable scale, meticulous restoration, beautifully designed gardens, and exceptional residential spaces, the Sword Gate House represents the pinnacle of Charleston luxury living. More than a distinguished residence, the Sword Gate House is an enduring Charleston landmark and is one of the most iconic private estates in the American South. For the discerning buyer seeking authenticity, architectural grandeur, privacy, security, prestige, and the rare convenience of a fully renovated, turn-key, luxurious historic estate, 32 Legare Street presents a once-in-a-generation opportunity to acquire a trophy property of this caliber and provenance. Behind the city's most celebrated gates is an irreplaceable piece of American history, an unparalleled legacy property in Charleston: the legendary Sword Gate House.

32 Legare Street, Charleston

$7,499,000

4 Beds ⋅ 4.5 Baths ⋅ 26028648 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

An opportunity to own a fully renovated historic Charleston residence in the heart of downtown. This property will undergo a complete studs-out renovation while preserving its original character, including historic hardwood floors, trim, and reopened piazzas. The proposed renovation includes the elevator, pool, detached garage with accessory unit, and additional finished, conditioned space ideal for a private lounge, spa, gym, or storage. The listing price includes the completed renovation and build-out, with opportunities for buyers to customize finishes and selections alongside our in-house architecture, design, and construction team. Contact us for plans, renovation details, and a private walkthrough.

17 Judith Street Unit #A, Charleston

$4,200,000

3 Beds ⋅ 3.5 Baths ⋅ 26028395 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Welcome to the highly anticipated release of 68 Beaufain, one of Charleston's grandest historic estates, at the design selections stage of a complete studs-out luxury renovation. Locals claim an original city builder crafted it as his own residence in 1850, and the grandeur shows! The largest porches I've EVER seen downtown, soaring 11-foot-plus ceilings, a sweeping spiral staircase and grand original pocket doors. Steps from famed King and Market Streets. This estate graces the horse-and-carriage tour route, admired worldwide. Just doors from the famed Southern Charm television estate on Beaufain St., you won't simply own history--you'll become part of it. World class design, architecture and construction all included in the price. Optional pool and carriage house/ADU shown in renderings.68 BEAUFAIN | THE ART OF MAKING HISTORY A Historic Charleston Estate. A Complete Luxury Transformation. Your Vision. Our Expertise. Imagine owning one of Charleston's grandest historic estates, meticulously reimagined for modern luxury, with the extraordinary opportunity to make it distinctly yours. Welcome to 68 Beaufain Street, where more than 175 years of Charleston history meet an exciting new chapter of architectural excellence, inspired design, and uncompromising craftsmanship. THE COMPLETE LUXURY RENOVATION: Included in the purchase price is the fully completed luxury renovation of this approximately 3,150-square-foot historic estate, along with dedicated access to our world-class interior design, architectural, and construction teams throughout the process. This is not a cosmetic renovation. It is a comprehensive, studs-out transformation designed to preserve the historic soul of this extraordinary property while delivering the luxury, convenience, and modern functionality expected of a premier Charleston residence. The renovation includes entirely new electrical, plumbing, HVAC, roofing, extensive framing, luxury appliances, exquisite interior finishes, and essentially every major component of the home. Throughout the transformation, the home's remarkable historic features will be carefully preserved, restored, and celebrated. From its soaring ceilings and extraordinary porches to its magnificent original staircase and oversized pocket doors, the architectural details that make 68 Beaufain so special will remain at the heart of its next chapter. All work is undertaken through the appropriate City of Charleston permitting and historic architectural review processes, respecting the architectural integrity and significance of this remarkable property. YOUR HOME. YOUR VISION. YOUR DESIGN TEAM. Perhaps the most extraordinary aspect of this offering is the opportunity to participate in the creative transformation of a historic Charleston estate. Your purchase includes access to our accomplished team of designers, architects, and construction professionals, who will guide you through the selection and customization process. Meet with our team at our King Street office and design meeting space, where your vision begins to take shape. Love the idea of being involved in every detail? Wonderful! Bring your inspiration, photographs, favorite materials, design concepts, and personal style. Collaborate with our team on the elements that will make this extraordinary home uniquely yours. Prefer a more effortless experience? Equally wonderful. Allow our talented designers to carry the creative responsibility, presenting beautifully coordinated selections and thoughtful recommendations for your approval. Or find your own perfect balance somewhere in between. You decide how involved you wish to be. We provide the expertise, talent, and execution to bring your vision to life. From sophisticated historic Charleston elegance to fresh interpretations of contemporary luxury, your personal inspiration can help shape the next generation of this magnificent estate. All included design, architecture, and construction services are part of the purchase price, with buyer selections subject to the established project scope and allowances. OPTIONAL POOL & CARRIAGE HOUSE / ADU PACKAGES: For those seeking to elevate this private downtown estate even further, optional luxury packages are available. Envision a stunning private pool surrounded by beautifully designed outdoor living spaces, creating your own secluded retreat just steps from the energy of historic King Street. An optional carriage house/accessory dwelling unit (ADU) package is also being explored, with a conceptual size of approximately 650 square feet, subject to final design and approvals. This could create an exceptional opportunity for additional flexible living space, guest accommodations, or other permitted uses. IMPORTANT: The proposed ADU is conceptual and requires approval from the appropriate City of Charleston authorities and review boards. While our team is optimistic about the potential for approval, no approval, building entitlement, size, permitted use, or construction authorization is guaranteed. The optional pool and ADU packages are not included in the base purchase price. Renderings depicting these features are conceptual illustrations. EXPERIENCE YOU CAN SEE. CLIENTS YOU CAN SPEAK WITH. Purchasing a property during a major renovation is an exciting experience, and confidence in the people bringing that vision to life is essential. Our team has completed numerous highly acclaimed luxury renovations throughout historic downtown Charleston and currently has nearly 30 additional renovation projects underway. We welcome the opportunity to introduce you to our portfolio of completed properties, as well as homes in various stages of construction. See firsthand how these transformations unfold, examine our craftsmanship, and experience the attention to detail that defines our work. Even more importantly, we invite you to speak directly with our past clients. Many have purchased primary residences and investment properties from us during the very same phase of renovation that 68 Beaufain is entering today. Some have returned to purchase additional properties, entrusting our team with multiple homes and investments. These clients understand the excitement of the process, the value of professional guidance, and the extraordinary satisfaction of seeing their personal vision become a completed luxury residence. We are delighted to connect you with willing past clients who can share their experiences firsthand. MORE THAN A HOME. YOUR PLACE IN CHARLESTON HISTORY. There is something profoundly special about becoming the next steward of a home that has stood through generations of Charleston history. Imagine relaxing on one of downtown's most extraordinary porches as horse-drawn carriages pass along Beaufain Street, sharing the stories of the city with visitors from around the world. Imagine celebrating with family and friends in rooms where generations before you created their own memories. And imagine knowing that you helped shape the next century of this remarkable home's story. With its magnificent historic architecture, exceptional proximity to King and Market Streets, and the rare opportunity to influence a comprehensive luxury transformation, 68 Beaufain offers an experience far beyond the purchase of a conventional residence. This is an opportunity to create a personal legacy within one of America's most celebrated historic cities. The history is already extraordinary. The next chapter is yours to create. We invite you to visit our completed residences, tour our projects in progress, meet our world-class design, architecture, and construction team, and discover the extraordinary experience awaiting you at 68 Beaufain Street.

68 Beaufain Street, Charleston

$3,395,000

3 Beds ⋅ 3.5 Baths ⋅ 26028181 MLS ⋅ Harleston Village SubDv. ⋅ Active Status

Welcome to 72 Halsey Boulevard, an exceptional home situated within the private Halsey Park neighborhood, where classic Charleston architecture meets clean, modern design. This is a residence that immediately sets itself apart: authentic Lowcountry character paired with high-end updates, creating a rare combination in historic downtown Charleston.Set along Halsey Boulevard, the 3-bedroom, 3.5-bath property spans more than 2,900 square feet across three thoughtfully finished levels. From the front door, the home feels bright, welcoming, and easy to live in. A bright foyer leads directly into an expansive main living room centered around a sleek linear fireplace, providing a clean modern element that works nicely against the traditional millwork. French doors on both sides open out to double piazzas, bringing in natural coastal breezes and creating an easy connection between the interior and exterior spaces. A wide, covered piazza extends the living room outdoors, giving you an ideal setup for open-air dining, morning coffee, or entertaining friends, while an upper-level porch offers a second outdoor space to unwind. Throughout the interior, quality craftsmanship shows in every room: substantial triple crown molding, built-in Sonos audio, high-end designer plumbing fixtures, Lutron lighting controls, and motorized J. Geiger shades blend practical comfort with elevated design. The main living floor is completed by a well-designed kitchen outfitted with premium Thermador appliances, custom cabinetry, and a large dining area that accommodates both casual weeknight dinners and larger weekend gatherings. A private three-stop elevator connects every floor of the home, while a whole-house backup generator delivers a level of ease, comfort, and security that is difficult to find downtown. On the second level, the primary suite serves as a quiet retreat, featuring a generous walk-in closet, an en suite bath with heated tile floors, and direct access to its own private porch overlooking Alberta Long Lake and the City Marina. Two additional en suite bedrooms provide private accommodations for family or guests, alongside a full dedicated laundry room that adds essential daily function. The ground floor delivers outstanding utility that sets the home apart from typical peninsula properties. It features an oversized garage, extensive storage, and a large covered entertaining space that opens out to an adjoining patio. Whether you choose to use it as an open-air lounge, a game room, or a private home gym, this level provides flexible square footage that few downtown residences can offer. With low-maintenance living, excellent storage, and an ideal location just minutes from the Battery, MUSC, King Street dining, and local galleries, 72 Halsey Boulevard is a rare opportunity to enjoy the classic Charleston lifestyle with modern ease.

72 Halsey Boulevard, Charleston

$649,000

2 Beds ⋅ 2 Baths ⋅ 26028035 MLS ⋅ City Of Charleston SubDv. ⋅ Active Status

A great investment on the Charleston Peninsula! This is a rare chance to own a charming 2 bedroom 2 bath home in the up and coming Eastside area-- just blocks away from a major redevelopment. You can move in right away or you can renovate to your taste. With this close proximity to Upper King Street, the area is is rapidly undergoing change -- its a great time to get in while you can.

36 1/2 South Street, Charleston

$1,600,000

3 Beds ⋅ 2.5 Baths ⋅ 26027915 MLS ⋅ Midtown SubDv. ⋅ Active Status

Enjoy the ease of downtown living at 7 Brewster Court, a thoughtfully renovated three-bedroom, two-and-a-half-bath home with two private parking spaces in Midtown, a private, one-block community in Charleston's Cannonborough/Elliotborough neighborhood. Just two blocks from Upper King Street, the location puts dining, shopping, and neighborhood cafes within easy reach.Renovated down to the studs in 2021, the home combines contemporary finishes with a comfortable layout across three floors. Natural light and refinished hardwood floors create a welcoming setting, while the open main living area keeps cooking, dining, and conversation connected. The kitchen features quartz countertops, custom cabinetry, a pantry, and a counter-to-ceiling tile backsplash.Two generously sized second-floor bedrooms share a Jack-and-Jill bathroom, offering flexibility for guests, family, or a home office. The laundry room is conveniently located on this level. Upstairs, the third-floor primary suite provides a private retreat with a walk-in closet and a spacious ensuite bathroom featuring a slate-finished shower, garden tub and separated dual vanities. Landings on both upper floors offer additional room for a desk or reading nook. Covered porches on all three levels and balconies on the upper two floors invite you to make outdoor living part of your daily routine--from morning coffee to dinner outside or a quiet evening above the neighborhood rooftops. Two private parking spaces make coming and going convenient, while the central location lets you leave the car behind and explore on foot. Painted Cement Plank siding, Impact Rated doors and windows, LED lighting, and rooftop solar panels on standing seam metal roofs round out the home's features. Included personal property consists of two Frame TVs, the refrigerator, and a stacked washer and dryer, adding convenience to your move.

7 Brewster Court, Charleston

$7,250,000

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

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

41 Barre Street, Charleston

$1,780,000

4 Beds ⋅ 1.5 Baths ⋅ 26027741 MLS ⋅ Ansonborough SubDv. ⋅ Active Status

Rare opportunity to renovate and restore a historic Charleston residence in the heart of downtown. Situated on the corner of Pinckney Street and Motley Lane, 18 Pinckney offers classic Charleston character with its traditional two-story facade, tall windows, side piazza and commanding corner presence. Just a short walk from Market Street, restaurants, shopping and the many attractions of the Historic District, the location is exceptional.Currently configured with separate entrances to the first and second floors, the property offers tremendous flexibility for a buyer looking to create a distinctive single-family residence, two residential units, an owner-occupied home with rental income, or a live/work arrangement.The first floor provides approximately 1,280 square feet, with an additional 1,118 square feet upstairs. The property is being offered as a fixer-upper, allowing the next owner to thoughtfully renovate while preserving its historic charm and tailoring the interiors to their own vision. Its Limited Business zoning provides additional possibilities, while residential rental use is permitted. A former commercial kitchen, including a hood and grease trap, remains in place. For a buyer looking for historic architecture, renovation potential and a highly walkable downtown location, 18 Pinckney Street is an opportunity to create a truly one-of-a-kind Charleston home.

18 Pinckney Street, Charleston

$3,499,999

4 Beds ⋅ 4.5 Baths ⋅ 26027721 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

A rare opportunity to create a one-of-a-kind Charleston estate while preserving the character and craftsmanship that make historic homes so special. This full studs-out renovation will thoughtfully convert an existing five-unit multifamily property into a grand single-family residence, restoring the home's original scale and charm while introducing entirely new systems and infrastructure for long-term quality and functionality. The renovation is designed around preservation, retaining the original heart pine floors, historic fireplaces, generous ceiling heights, original trim, and architectural details wherever possible. The original double piazza will be exposed and restored, bringing back one of the home's defining Charleston features. Behind the preserved historic character, the residence will receive all-new plumbing, electrical, HVAC, and updated systems throughout. The property offers tremendous flexibility for the future owner. Multiple floor plan variations are available, allowing the residence to be tailored around the buyer's lifestyle, with the opportunity for additional entertaining, wellness, lounge, gym, or storage spaces. The site also provides options for a pool and detached ADU/pool house, creating the potential for a true private estate in the heart of Charleston. The property is being offered "as-is" at its current stage of interior framing. The purchase price reflects the property in its present condition and does not include completion of the remaining construction. Buyers will have the opportunity to work directly with our in-house custom builder, architecture, and design team to complete the renovation entirely to their specifications, selections, and budget. Final construction scope, finishes, floor plan, pool, ADU/pool house, and other upgrades will be priced separately based on the buyer's desired program. An exceptional opportunity to step into a significant historic renovation already underway and finish a Charleston home that combines preserved history, old-world character, and completely new systems--customized from this stage forward.

17 Judith Street, Charleston

$3,995,000

6 Beds ⋅ 6.5 Baths ⋅ 26027716 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status

Three-time Preservation Society honoree, fully restored, with a private guest house, walled garden and off-street parking on tree-lined Warren Street. The Simons-McIntosh House, built in 1854, is one of Radcliffeborough's distinguished landmarks in the heart of Charleston's historic district. This classic Charleston single house has Greek Revival character throughout: dentiled cornicework crowns the facade, an entry door framed by sidelights and a transom welcomes guests, and graceful double piazzas run the length of the house. The Preservation Society of Charleston has honored the home three times, with a 1992 Carolopolis Award, a 2023 Pro Merito award for continued preservation and a historic plaque in 2024.The property includes a four-bedroom main residence and the historic two-story kitchen house, now a private guest residence. Together they offer six bedrooms, six and a half baths, and approximately 4,708 square feet. Inside, ceilings over 10 feet, gleaming heart pine floors and four working fireplaces create an atmosphere of timeless elegance. The chef's kitchen pairs custom cabinetry and waterfall stone countertops with a professional-grade Wolf gas range. A butler's pantry with generous counter space and storage leads to a formal dining room made for memorable evenings, where double French doors open to a sunlit deck for effortless al fresco entertaining. Each of the four bedrooms has its own designer en-suite bath. The primary retreat offers a walk-in closet, dedicated laundry and a spa-inspired bath with a double vanity and windows overlooking the gardens. Beyond the deck lies a private walled garden, a rare downtown sanctuary. A slate patio, winding walkways, swaying palms, crepe myrtles and a stately live oak create a serene Lowcountry escape. The guest residence has its own entrance, two bedrooms, 1.5 baths and laundry, making it an ideal haven for visitors or a refined home office. Recent improvements include a 2024 roof, all-new HVAC with UV air purification and a tankless water heater. Coveted off-street parking completes this exceptional offering. The home sits between Coming and Thomas Streets, moments from Marion Square, King Street's boutiques and acclaimed neighborhood restaurants. Folly Beach, Sullivan's Island and Charleston International Airport are each about 20 minutes away. Flood Zone AE.

66 Warren Street, Charleston

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 26027671 MLS ⋅ Elliotborough SubDv. ⋅ Active Status

If you're a College of Charleston parent looking for a fully designer-furnished duplex property during Charleston's student housing crunch, 72 Ashe Street offers a compelling way to secure housing for your student while also building equity and generating income.This completely renovated Downtown Charleston duplex is offered fully furnished and sits within easy walking and biking distance of the College of Charleston, MUSC and Upper King Street. With two separate residences, off-street parking and a private backyard, the property offers multiple ways to live in, rent and invest in one of the peninsula's most convenient locations. Although there are many possible uses, the property is currently configured as a legal bed-and-breakfast, creating a unique owner-occupant opportunity.One residence can be claimed as the owner's primary residence and may qualify for the 4% property tax assessment, while the second residence is taxed at 6% and is legally permitted for short-term nightly rental use. When operated full-time, the short-term rental unit is projected to gross $82,000-$91,000 annually. Buyers should independently verify tax treatment, licensing and applicable City of Charleston requirements. Completely redesigned down to the studs, 72 Ashe consists of two beautifully finished residences. Unit A features 3 bedrooms and 2 full bathrooms. Unit B offers 2 bedrooms, 2 full bathrooms and a dedicated office/flex space that can function similarly to a third bedroom. For a College of Charleston parent, the possibilities are especially attractive: purchase a turnkey furnished property for your student, rent additional bedrooms to friends or classmates, and use the second residence to generate additional income. Rather than paying rent for four years, this creates an opportunity to own Downtown Charleston real estate while rental income helps offset the cost of ownership. For an owner-occupant, live in one residence while producing income from the other. For MUSC physicians, residents, employees and students, the proximity to the medical district provides an incredibly convenient alternative to commuting and parking. Investors can also explore furnished long-term, mid-term and short-term rental strategies depending on their goals and applicable regulations. Even better, 72 Ashe includes two features that are increasingly hard to find Downtown: off-street driveway parking and a spacious private backyard. Leave the car at home and experience Charleston on foot or by bike. The College of Charleston and MUSC are nearby, along with some of the city's most popular restaurants, coffee shops and nightlife, including Vern's, Chubby Fish, The Daily, Bad Bunnies Coffee, Prohibition, Last Saint and everything Upper King Street has to offer. Whether you're buying for your College of Charleston student, looking to house-hack, seeking a furnished Downtown residence or building a Charleston investment portfolio, 72 Ashe Street offers flexibility that is exceptionally difficult to replicate.

72 Ashe Street Unit #A-B, Charleston

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