51 - Peninsula Charleston Inside of Crosstown Homes with Office Interior features

6 Beds ⋅ 5.5 Baths ⋅ 26029637 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

The Henry Laurens House, circa 1700's -- Rebuilt 1887 is a historic gem situated South of Broad in one of Charleston's most sought-after historic locations. Meticulously renovated, every window has been removed and restored. The six-bedroom, four-full-bathroom, and two-half-bathroom home has recently undergone a complete exterior repainting and roof recoating. The first floor features a beautiful living room adorned with period moldings, a two-room eat-in kitchen with dual islands, dual sinks, full-sized Sub-Zero refrigerator and separate freezer and a large professional Viking range. The kitchen seamlessly connects to the sunroom, which overlooks lush gardens designed by Sheila Wertimer. 24 Hours notice to show.The heated and cooled saltwater pool is semi-hidden at the rear of the garden, while an elegant cast iron gazebo welcomes guests as they traverse the garden. The grand living rooms on each floor, characterized by oversized windows, create a sense of spaciousness and light. Ascending the grand staircase to the second floor reveals the large primary suite, which opens onto a piazza. Moving to the rear of the home, guests will find a spacious den, kitchenette and a beautiful bedroom. The third floor features a coffee bar, three bedrooms, two bathrooms, and oversized media room. On the ground level, a concrete base has been added to accommodate a three-car garage, wine room, multiple storage rooms, and workshop. The ground level is conditioned with forced heating and air. Multiple ice makers and beverage refrigerators are installed throughout the house.

7 Legare Street, Charleston

$1,325,000

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 along 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 gave the 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, in collaboration with Cortney Bishop Design. The Charleston-based firm led the interior design throughout the estate, reimagining the property while honoring its architectural heritage. The firm's work has been featured in publications including Architectural Digest, ELLE DECOR, Galerie, House Beautiful, LUXE Interiors + Design, RUE, Southern Living, The New York Times, The Wall Street Journal and Veranda which led the interior design throughout the estate, meticulously reimagining the property while honoring its architectural heritage. At Sword Gate House, the design balances the home's historic architecture and original millwork with contemporary details and a warm, livable sensibility. Virtually every surface has been thoughtfully restored or enhanced, with an emphasis on exceptional craftmanship, 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 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

$3,100,000

3 Beds ⋅ 3.5 Baths ⋅ 26028567 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

Nestled in the quiet residential neighborhood of Wraggborough, 9 Elizabeth St offers the rare benefit of a more recent build, perfectly blending classic Charleston charm with the peace of mind of modern building codes. This thoughtfully updated historic district home offers the perfect walkable location at the King Street crossroads, putting you just a 5-minute walk from both Middle King's luxury boutiques and Upper King's world-class dining. This quiet street provides a genuine community feel just steps from Marion Square and the highly anticipated Union Pier waterfront redevelopment.A true downtown Charleston real estate rarity sets this property apart: an expansive 2-car garage equipped with existing water and sewer access and an active HVAC duct. This infrastructure offers theaccess and an active HVAC duct. This infrastructure offers the incredibly rare option to fully condition the space, presenting a massive opportunity to create a private wellness studio, a sauna and cold plunge room, or an expansive workshop right in the heart of the city. Unlike traditional Charleston Singles, deep, inviting double front porches look directly over the street--perfectly shaded by mature trees to provide ultimate privacy while preserving sweeping neighborhood views. Graceful triple French doors open from both the living room and the kitchen directly onto these porches, welcoming a breath of fresh air and creating a seamless indoor-outdoor flow. Inside, high ceilings and a $350,000 renovation have restored the home's classic charm while adding modern luxury. The kitchen is appointed with inset cabinetry, unlacquered brass fixtures, quartzite countertops, and panel-ready appliances alongside the new, cozy gas log fireplace. All three bathrooms are finished with polished marble countertops, custom cabinetry, and designer lighting. Throughout the home, beautifully refinished floors provide a rich foundation, while a mantel crafted from a reclaimed Charleston barn beam adds authentic local character. Serving as the home's true architectural centerpiece is an extraordinary rosewood spiral staircase, salvaged from a historic ship. We invite you to schedule a private showing to fully appreciate the thoughtful design and lifestyle this home offers. Furniture is available for purchase on a separate bill of sale. Roof and HVAC are under seven years old. Water pressure booster installed. Flood insurance quote as low as $949 per year. NOTE: Potential uses for the garage space are conceptual. Buyers should verify all local flood codes and permitting requirements for ground-level enclosures.

9 Elizabeth Street, Charleston

$1,750,000

3 Beds ⋅ 1.5 Baths ⋅ 26028056 MLS ⋅ Ansonborough SubDv. ⋅ Active Status

Some homes announce themselves. Others remain quietly hidden, waiting to be discovered. Tucked behind the storied Category I James Jervey House, down one of Ansonborough's most peaceful, tree-lined streets, sits a residence few ever have the opportunity to experience. Shielded by private gardens and tucked away from the rhythm of downtown Charleston, this exceptional brick carriage house offers a rare kind of privacy in one of the city's most historic and sought-after neighborhoods. From the moment you step through the gate, the pace changes. The noise of the city fades, replaced by a sense of calm that feels increasingly rare in downtown Charleston.It is a home that feels intimate, timeless, and deeply connected to the city's architectural heritage while embracing the comforts of modern living. Natural light pours through the home, highlighting original architectural details and warm, inviting living spaces. The living room overlooks the gardens, creating a peaceful backdrop for everyday life, while a graceful archway leads to the formal dining room, where evenings naturally linger over dinner with family and friends. The beautifully updated kitchen is as functional as it is refined, anchored by a new Wolf gas range and designed to make everyday living feel effortless. Each floor unfolds with its own sense of purpose. The second level offers a spacious primary suite alongside a comfortable den that easily serves as a third bedroom or private office. Above, the third floor feels almost like a hidden retreat, where exposed beams, abundant natural light, and an open-concept design create a space limited only by your imagination, guest quarters, an artist's studio, a library, or a quiet escape from the world below. While the character of the home speaks to Charleston's past, its conveniences are unmistakably modern. Private gated off-street parking behind an electronic gate, one of downtown's rarest luxuries, and an elevation well above the flood zone provide a level of practicality that is increasingly difficult to find within the Historic District. Ansonborough has long been one of Charleston's most cherished neighborhoods, where historic homes, quiet streets, and walkable access to the city's finest restaurants, galleries, parks, and waterfront create a lifestyle unlike anywhere else. Opportunities to own an authentic carriage house in this setting are exceptionally limited. This is more than a home. It is a quiet retreat hidden within the heart of historic Charleston, a place where history, architecture, and everyday living come together in a way that simply cannot be replicated.

55 Laurens Street Unit #A, 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

$1,499,000

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

$23,900,000

7 Beds ⋅ 10.5 Baths ⋅ 26027595 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

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.The 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.

25 East Battery Street, Charleston

$600,000

3 Beds ⋅ 3.5 Baths ⋅ 26027483 MLS ⋅ Ashley House SubDv. ⋅ Active Status

What if you could have the space of a large home without giving up the convenience of downtown Charleston? Originally three separate condominiums, 14 Lockwood Drive has been transformed into one expansive residence offering approximately 2,300 square feet of living space, three private entrances, and a level of flexibility rarely found in downtown Charleston. This is not your typical Charleston condo--and that's exactly what makes it so intriguing.Whether you're looking for a spacious primary residence, a downtown second home, room for extended family, private guest accommodations, dedicated home offices, or simply more space to spread out, this unique property gives you options that traditional condo floor plans cannot.Located along Charleston's coveted waterfront corridor, you'll be minutes from the Historic District and within easy reach of MUSC, Roper St. Francis Hospital, Charleston City Marina, Brittlebank Park, Colonial Lake, restaurants, boutiques, galleries, and the city's celebrated cultural attractions. Walk or bike to many of the places that make Charleston so special and leave the car behind whenever you can. Imagine beginning your morning with a walk along the waterfront, grabbing coffee downtown, spending the afternoon exploring Charleston's historic streets, and ending the evening near the marina as the sun sets over the Ashley River. Here, downtown Charleston isn't simply a destination--it's part of your everyday lifestyle. For buyers relocating to Charleston, this property offers an opportunity to secure something that can be difficult to find: substantial living space in an exceptional downtown location with the flexibility to adapt the home to your needs. The three separate entrances create possibilities for guests, family members, work-from-home spaces, or simply creating distinct areas within one expansive residence. Whether you're searching for a full-time Charleston home, a lock-and-leave retreat, or a distinctive residence with room to accommodate the way you actually live, 14 Lockwood Drive offers a rare combination of location, scale, and versatility. Come see why this isn't just another downtown Charleston condo--it's an opportunity to create something uniquely yours.

14 Lockwood Unit #Apt 7abg, Charleston

$6,395,000

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

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

128 Bull Street, Charleston

$2,900,000

4 Beds ⋅ 3.5 Baths ⋅ 26026531 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

Tucked behind a private gate in historic Wraggborough, the Thomas Ryan House is a beautifully restored 1830s Charleston residence set on an exceptionally large downtown lot.Over nearly two centuries, the home has had many lives. Its current owners have thoughtfully restored it to a single family residence, preserving its historic integrity while creating a home that feels both gracious and livable. Heart pine floors, substantial moldings, ceiling medallions, multiple fireplaces and beautifully proportioned rooms speak to the craftsmanship and character of its past.The approximately 52 by 175 foot lot is every bit as remarkable as the house itself, offering a sense of privacy and space rarely found on the peninsula.The expansive grounds provide room to envision gardens and a pool, with the potential to explore additional structures. Historic Sanborn maps show two structures once located on the property, offering an intriguing historical precedent for what a future owner might consider, subject to applicable approvals. Just blocks from King Street, Marion Square, dining and shopping, 36 Mary Street offers a rare combination of historic architecture, significant land, privacy and possibility in the heart of downtown Charleston.

36 Mary Street, Charleston

$12,500,000

7 Beds ⋅ 8.5 Baths ⋅ 26026443 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

69 Church Street represents one of Charleston's most significant residential offerings, a grand pre-Revolutionary estate of exceptional architectural pedigree, remarkable scale, and extraordinary privacy in the heart of the historic district. Built circa 1745 and set on an expansive .29-acre lot on picturesque Church Street, this Category 1 Georgian double house is among the largest and most important surviving residences of its era in the city.From the moment one enters, the scale and quality of the architecture are striking. The main residence follows the classic Charleston double-house plan, with four principal rooms on each floor arranged around an elegant central stair hall rising four stories.Soaring ceilings of more than 11 feet extend through three floors, an exceptional feature for a house of this period, and beautifully proportioned nine-over-nine double-sash windows fill the interiors with natural light. The home is a remarkable expression of both the Georgian and Federal periods, with an extraordinary collection of original and period details. Fifteen fireplaces, King of Prussia marble surrounds, Delft tiles, exquisite mantels, wainscoting, original interior wood shutters, bespoke moldings and finely executed woodwork appear throughout. Among the most memorable rooms are the magnificent second-floor ballroom, the gracious drawing room, and the richly paneled cypress library. Remarkably, the third floor retains the same generous ceiling heights and window proportions found on the principal floors below, with the primary suite spanning the entire east side of the third floor. Despite its historic pedigree, the residence functions beautifully for modern living. Each bedroom has an en suite bath--an unusual luxury in a historic Charleston house. The original kitchen building is connected to the main residence by a hyphen and butler's pantry. The kitchen house contains a period-style kitchen and comfortable den overlooking the gardens through distinctive lancet-arched windows. Two additional bedrooms with two full baths in the kitchen house provide wonderfully private accommodations for family, guests, or live-in staff. Equally extraordinary are the grounds. Behind high brick walls, five exquisitely landscaped garden rooms unfold across the unusually deep property. Mature heirloom camellias, towering podocarpus, citrus and pomegranate trees create a lush, established landscape with a sense of discovery at every turn. A charming secret garden gives way to a large oval swimming pool, one of the earliest private pools downtown, with historic brick hardscape and secluded within the gardens, framed by Gothic Revival-inspired privies. A covered trellis anchors the far end of the pool, perfect for dining al fresco or enjoying some shade while poolside. The rear garden with fruit trees opens onto Ford's Court and provides additional off-street parking. For all its grandeur, 69 Church Street possesses an unexpected intimacy. Once inside its walls, the property feels remarkably quiet and private. The house flows effortlessly for large-scale entertaining, yet its library, den, garden rooms and hidden corners provide equally compelling spaces for retreat. Its history is inseparable from that of Charleston and South Carolina. Likely built by Richard Capers in 1745, the house was later occupied by Colonel Jacob Motte, who served as treasurer of the colony for 27 years. Meetings of the Commons House of Assembly were held here, likely in the second-floor drawing room, before construction of the historic State House at the corner of Broad and Meeting in 1791. In 1778, the residence was occupied by Colonel James Parsons, a member of the Continental Congress who had been offered the vice presidency of South Carolina prior to the formation of the United States. After suffering extensive damage during the Civil War, the property was purchased in 1869 by Eliza Middleton Huger Smith, who restored the house. Her granddaughter, Alice Ravenel Huger Smith, grew up in the home and became one of the most celebrated artists of the Charleston Renaissance and an important chronicler of the city's architecture. Many of her watercolors and sketches depict views from the windows of 69 Church Street, and her seminal The Dwelling Houses of Charleston was published in 1917. The current owners purchased 69 Church Street in 1998 and have continued that tradition of wonderful stewardship, undertaking extensive renovations while meticulously preserving and maintaining the property's architectural integrity. Few Charleston residences combine this degree of architectural importance, provenance, scale, privacy, gardens and livability. Set on one of the highest elevations within the old walled city and occupying an extraordinary estate-sized parcel, 69 Church Street is more than a historic residence, it is a tangible part of Charleston's story. Properties of this caliber and significance are held for generations. The opportunity to become the next steward of one is exceedingly rare.

69 Church Street, Charleston

51 - Peninsula Charleston Inside of Crosstown Homes with Office Interior features

Newest 51 - Peninsula Charleston Inside of Crosstown Homes with Office Interior features

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