51 - Peninsula Charleston Inside of Crosstown Homes with Lawn Irrigation Exterior features

3 Beds ⋅ 3.5 Baths ⋅ 26029050 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Circa 1754, the Charles Warham house. Lovingly restored, this fine 18th century masonry home features to-the-period woodwork, beautifully scaled rooms overlooking a private courtyard garden, and a separate guest house with parking to the rear from charming Longitude Lane. The main formal rooms offer an elegant setting for entertaining, or just enjoying the perfect walkable location from the heart of 18th century Charleston. Each room is uniquely understated with heart pine floors, tall ceilings and woodwork throughout. The kitchen den area was recently and totally updated, with all-new custom-built cabinetry and appliances. The primary suite is particularly special, with a window wall of French doors overlooking the lush, private walled garden.At the rear of the property is a separate guest house/suite, offering a separate bedroom and a spacious room that could be another den or office, tucked away in the garden. Off-street parking is just off of Longitude Lane. Don't miss the opportunity to own one of the most charming historic homes in truly the best high ground location within the Old Walled City.

17 Tradd Street, 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

$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

$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

$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

$12,000,000

5 Beds ⋅ 7.5 Baths ⋅ 26027555 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Situated in Charleston's historic South of Broad neighborhood, 118 & 120 S Battery is a distinguished Colonial-style residence offering generous living spaces, beautiful architectural details and an exceptional location just one block from White Point Garden and the Battery. Built in 1934 and set on a double lot spanning approximately 0.26 acres, the home offers four bedrooms, six full bathrooms and one half bathroom, along with views toward Charleston Harbor and a private outdoor setting rarely found in the heart of the city. A spacious four-stop elevator provides convenient access throughout the residence, adding another level of ease to the home.The main level is defined by gracious interiors, high ceilings and beautiful wood floors. A welcoming foyer opens to a spacious formal living room with a fireplace, while an adjoining family room provides an additional living space. The oversized kitchen offers abundant cabinetry and a breakfast area, while the formal dining room provides an elegant setting for hosting. Multiple piazzas extend the living spaces outdoors and add to the home's classic Charleston character. Upstairs, the spacious primary suite features beautiful wood floors, a fireplace and multiple windows overlooking the surrounding South of Broad setting. A generous walk-in closet and private bath complete the suite. Three additional bedrooms are also located on this level, and each bedroom is accompanied by an en-suite bath. The third floor provides a generous bonus room and full bath, offering additional flexibility for an office, media room or guest space. The renovated ground level adds another dimension to the home, offering a spacious guest suite and living area with its own eat-in kitchen. Bright finishes, shiplap walls and exposed brick details bring character to the space, while multiple living and gathering areas provide flexibility for extended stays, entertaining or everyday use. The ground level also includes a workshop and storage, with direct access to the courtyard and pool just beyond. This connection to the outdoor spaces makes the entire level especially well suited for relaxed poolside living and hosting guests. A detached two-car garage includes a full bath, while additional finished living space above the garage offers flexibility for guests, an office or studio. Mature landscaping surrounds the property, creating a private setting with ample space for relaxing and entertaining. With its substantial size, four-stop elevator, pool, two-car garage and exceptional South of Broad location, 118 & 120 S Battery presents a rare opportunity to enjoy Charleston living on a grand yet inviting scale. White Point Garden and the waterfront promenade are just moments away, while the city's renowned restaurants, historic landmarks, galleries and King Street shopping are all within easy reach.

118 & 120 S Battery, Charleston

$6,900,000

3 Beds ⋅ 2.5 Baths ⋅ 26026557 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Circa 1746. The John Prue House.This fine, pre-revolutionary home built by master carpenter Prue, where he resided until 1773. The home is complete with 18th century woodwork, and a particularly important drawing room mantel.A 3 year restoration was just completed using the finest materials and finishes under the guidance of architects Dufford and Young. This solid masonry home boasts a grand primary suite within the whole 2nd floor. The luxurious kitchen to the rear offers the very best in cabinetry and finishes. The lush, deep garden features a private pool to the rear. Off-street parking. this fabulous home is totally turn-key and ready to enjoy.

41 King Street, Charleston

$6,250,000

3 Beds ⋅ 5.5 Baths ⋅ 26026496 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Circa 1768 -- The Joseph Veree House. Classic early Georgian architecture graces this wonderful South of Broad home. To-the-period proportions and scale combined with modern additions allow for today's living. Rare curved double piazzas, early staircase detail, and tall ceilings make this home a showcase for furnishings and entertaining. On the main level, the entry, drawing room and dining room all offer the best example of mid-18th Century woodwork and scale. Behind the newly redesigned kitchen is a comfortable den with its own full bath overlooking the elegant, terraced garden. On the 2nd level, the spacious primary suite, with its gorgeous over mantels opens to a newly updated bath and closet suite.Opposite the primary is another finely detailed library/den opening to the 2nd floor piazza with Southern views. The 3rd floor is complete with a charming guest bedroom and bath. At the 2nd level rear, you will find another beautifully appointed guest bedroom with en-suite bath, overlooking an incredible private terraced garden designed by Glenn Gardner. The location is picturesque and perfect. Stroll down historic Church Street day or night to enjoy the beauty. Well cared-for, all systems up-to-date. Gated off-street parking.

47 Church 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

$4,250,000

5 Beds ⋅ 3.5 Baths ⋅ 26025815 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

Built circa 1817-1820 by John Robinson, builder of the nearby Aiken-Rhett House, 8 Judith Street is a Neoclassical Charleston single on a raised brick basement in Mazyck-Wraggborough. The house retains paired east chimneys, heart pine floors, a mahogany staircase, cypress paneling, and gougework mantels beneath 10- to 11-foot ceilings. Later work added an updated kitchen with wet bar, a primary suite with marble bath and in-suite laundry, a ground-level apartment, wine cellar, hyphen to an elevated screened porch with fireplace, and a pool. A ribbon brick and cobblestone drive leads through planted gardens with landscape lighting.This house and the one beside it were built as weatherboarded singles. Jonathan H. Poston noted the pilasters and molded frames on the piazza screens. The piazza was never stacked, it remains a single story. Rooms run in file along the piazza. Crown moldings and medallions identify the main spaces. The sitting room and dining room on the first floor both have fireplaces. A half bath sits concealed in the kitchen with the wet bar. The marble bath has a soaking tub and a large walk-in shower. More bedrooms and a full bath are on the third floor. The storage space beneath the house is substantial. Later work was done with Beau Clowney and Level Building Projects and left the historic fabric in place. Interiors were done by Margaret Bosbyshell of Atlanta. The gardens were designed by Sheila Wertimer. Planting includes creeping fig, loquat, cypress, hydrangea, podocarpus, and mature camellias, with outdoor audio and and automated iron gates set in brick piers off the cobblestone drive.

8 Judith Street, Charleston

$995,000

3 Beds ⋅ 2.5 Baths ⋅ 26025412 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

Only two blocks from King Street, nestled in Wraggsborough, one of Charleston's most coveted historic neighborhoods. This rare townhome delivers what peninsula buyers spend years searching for: a walk-everywhere location with private parking, modern systems, and absolutely none of the maintenance that comes with owning a piece of history. Framed by landmark mansions and tree-lined streets, yet just steps from hot spots including Hotel Bennett, Halls Chophouse, the Gaillard Center, the Dewberry, Callie's Hot Little Biscuit, The Charleston Farmer's Market and the boutiques of King Street, this is downtown Charleston living at its most effortless. Come home to a quiet, residential setting while the best of the city unfolds right outside your door.Built in 2004 and thoughtfully updated with newer systems and custom closets and cabinetry, this three-story townhome offers the soul of the peninsula with the ease of modern living - no deferred maintenance, no surprises, just move-in ready charm in an address that rarely comes available. The main floor offers open living and dining, an eat-in kitchen with ample storage, and a screened privacy porch ideal for morning coffee or quiet evenings. Upstairs, the primary suite includes a walk-in closet and private balcony, plus a second bedroom/office, full bath, and laundry. The third floor provides flexible bonus space for an office, studio, or guest suite. Two deeded off-street parking spaces and beautifully irrigated landscaping complete the package. Walkability, privacy, and low-maintenance ease, all without the downtown compromise. History surrounds this property. The Aiken-Rhett House sits just a few doors down, and the remnants of ovens and ruins from the property's original 1880s era bakery still remain behind the parking area, a rare, tangible piece of old Charleston. This is a must see experience!

30 Mary Street Unit #6, Charleston

$9,500,000

5 Beds ⋅ 6.5 Baths ⋅ 26024552 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Situated along Charleston's iconic Murray Boulevard, this exceptional residence offers over 6,500 square feet of thoughtfully designed living space in one of the city's most coveted waterfront neighborhoods. Enjoy stunning water views, remarkable privacy, and access to beautifully landscaped gardens that create a peaceful setting rarely found in the heart of historic Charleston. For many years, the gardens were featured as part of the Historic Charleston Foundation's Glorious Gardens program during its annual Spring House and Garden Tour, reflecting the property's enduring beauty and significance.With five bedrooms, five full baths, two half baths, and four levels connected by a private elevator, the home combines generous scale with an incredibly functional floor plan for everyday living and entertaining. The main living level is designed for gathering, featuring formal living and dining rooms, a spacious kitchen with adjoining breakfast area, an inviting parlor, private office, bar room, laundry room, and multiple porches that extend the living space outdoors. A private pool creates an ideal setting for relaxing or entertaining. The upper level is dedicated to the bedroom suites, including a spacious primary suite with dual walk-in closets and a well-appointed bath. Three additional bedrooms are located on the same floor, providing comfortable accommodations for family and guests. The top floor adds exceptional flexibility with a large bonus room, sauna, additional bath, and vast cedar-lined storage closets, creating the perfect space for a media room, fitness area, playroom, or private retreat while providing exceptional storage. The ground level offers abundant storage, a large two-car garage, and covered outdoor living areas, providing both convenience and practicality rarely found in historic Charleston. Perfectly positioned along the Battery, just moments from Colonial Lake, White Point Garden, and Charleston's renowned restaurants, galleries, and shopping, 28 Murray Boulevard presents a rare opportunity to enjoy substantial square footage, versatile living spaces, breathtaking views, and an exceptional South of Broad address.

28 Murray Boulevard, Charleston

51 - Peninsula Charleston Inside of Crosstown Homes with Lawn Irrigation Exterior features

Newest 51 - Peninsula Charleston Inside of Crosstown Homes with Lawn Irrigation Exterior features

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