51 - Peninsula Charleston Inside of Crosstown Homes for Sale

5 Beds ⋅ 5.5 Baths ⋅ 26029890 MLS ⋅ Ansonborough SubDv. ⋅ Active Status

Tucked at the end of a quiet, dead-end street in Charleston's sought-after Ansonborough neighborhood, the Simon Jude Chancognie Property, circa 1812, combines historic character, modern comfort, and exceptional private outdoor living with a luxurious built-in pool. Completely updated and restored, this property includes a three-bedroom, three-and-a-half-bath main residence and an attached two-bedroom, two-bath guest house with access from the main home and its own private entrance, all located in an X flood zone.With its lovely southern exposure, the entire home is drenched in natural light. Each level, including the third floor, boasts high ceilings that enhance the sense of space throughout. Gas fireplace insert in the living room and the warm glow of gas lanterns complement thehome's historic architectural details. Each bedroom in the main residence features a custom en suite full bathroom, offering comfort and privacy for owners and guests. The entire second floor of the main residence is devoted to the primary suite, creating a spacious private retreat with a beautiful soaking tub, walk-in shower, and dual vanities. Exceptional closet space, including two walk-in closets throughout the main residence, adds a level of convenience rarely associated with historic Charleston living. The restoration extends beyond the interiors, with substantial masonry work encompassing repointing of the foundation piers and brickwork. Updated systems and careful attention to the building itself reflect a thoughtful commitment to its preservation. Glen Gardiner-designed grounds create an intimate garden retreat centered around the pool. A new outdoor dining area with premium landscape turf provides an inviting setting for alfresco meals, while covered piazzas and courtyard seating offer places to gather or unwind. Nestled against the garden's historic brick walls, the distinctive approximately 150-square-foot electrified Garden Pavilion features a curved façade, round windows, and a handsome paneled door, adding both utility and architectural charm. Currently enjoyed as guest accommodations, 5½ Alexander welcomes visiting family and friends with the convenience of an interior connection to the main residence and a private entrance from George Street. Separate metering offers additional flexibility, including potential rental use should a future owner desire. Off-street parking for three vehicles, with an EV charger on the George Street parking side, completes this exceptional offering--a restored historic residence with the space, privacy, and amenities to enjoy Charleston living at its finest.

5 Alexander Street, Charleston

$2,350,000

4 Beds ⋅ 3.5 Baths ⋅ 26029834 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Ideally situated South of Broad six feet above sea level overlooking picturesque Colonial Lake, this late 19th-century residence offers a wonderful combination of historic Charleston charm and modern conveniences. Featuring four bedrooms and three-and-a-half baths, 203 Broad Street boasts high ceilings, beautiful hardwood floors, abundant natural light, and an inviting, functional floor plan. The kitchen features marble countertops, a reclaimed heart pine island, and custom cabinetry. Enjoy lovely views of Colonial Lake and easy access to Charleston's renowned restaurants, shops, and historic attractions. Don't miss a wonderful opportunity to enjoy downtown Charleston living in one of the highest homes on Broad Street, in one of the city's most desirable locations.

203 Broad Street, Charleston

$14,000,000

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

$1,950,000

3 Beds ⋅ 3.5 Baths ⋅ 26029516 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

BEST VALUE SOUTH OF BROAD!! Tucked within Charleston's most prestigious neighborhood South of Broad, this charming residence embodies timeless Lowcountry elegance in an exceptional, walkable location just two blocks from the Battery. The private brick courtyard is an inviting and picturesque entrance, and sets the tone for the home's quintessential Charleston character, with brick walls and steps, a graceful iron gate, window boxes, and a fountain surrounded by lush plantings. Inside, the light-filled living room is anchored by a double-sided brick gas fireplace that seamlessly connects to the dining room, creating an ideal flow for both everyday living and entertaining. The dining room is large and easily seats all your family and friends.The sunny kitchen is lined with four oversized windows and features granite countertops, stainless steel appliances, and a casual dining counter for relaxed meals. Upstairs, the spacious primary suite is a serene retreat, highlighted by a curved arched ceiling and distinctive fanlight window. Multiple closets provide ample storage, while the en suite bath offers dual vanities, a clawfoot soaking tub, and a separate walk-in shower with marble and tile finishes. A second bedroom with an updated en suite bath and a conveniently tucked-away stacked washer and dryer completes the upper level. The ground floor offers exceptional versatility, with a cozy den or family room featuring exposed brick walls and tile flooring, along with a third bedroom, full bath, and a generous storage room, ideal for guests or flexible additional living space. Ceiling height on ground floor is 70". Perfectly positioned in a quiet residential enclave, yet moments from Charleston's finest parks, dining, and shopping, this home offers an unparalleled blend of historic charm, modern comfort, and premier location.

18 Water Street, Charleston

$4,175,000

3 Beds ⋅ 3.5 Baths ⋅ 26029356 MLS ⋅ South Of Broad SubDv. ⋅ Active Status

Impeccably maintained and truly turn-key South of Broad home in gated, private Huguenot Court, set on one of the highest elevations in the city, with two off-street parking spaces. Relocated to this site in 1998 and completely rebuilt with reclaimed brick, the home was designed to look historic, and blend seamlessly into a compound of properties dating back more than 250 years. Two thoughtful additions created a first-floor primary suite and a separate kitchen. The open living and dining rooms feature high ceilings, and the home also offers multiple gas fireplaces and first-floor laundry. Upstairs are an office, a library, and two spacious bedrooms, each with an ensuite bath. Storage abounds on both levels. A private walled courtyard garden extends the living space for easy entertaining.

94 1/2 King Street, Charleston

$1,675,000

3 Beds ⋅ 2.5 Baths ⋅ 26029076 MLS ⋅ City Of Charleston SubDv. ⋅ Active Status

Architect-Designed New Construction in Historic Downtown Charleston *An exceptional opportunity to own a thoughtfully designed new residence in Charleston's historic Catfiddle neighborhood. Designed by acclaimed architect Julia Martin, this proposed 3-bedroom, 2.5-bath home has received Board of Architectural Review (BAR) approval, with construction anticipated to begin soon. Blending timeless Charleston architectural character with modern sophistication, the plans envision light-filled interiors, high ceilings, elegant finishes, and an open, inviting floor plan ideal for everyday living and entertaining. Notable features include: Rooftop Terrace with reading room, open floorpan and kitchen island for seamless entertaining space as well as an adjacent dining room for elegant entertaining.

11 Catfiddle Street, Charleston

$2,695,000

4 Beds ⋅ 3.5 Baths ⋅ 26029055 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status

On a quiet stretch of Vanderhorst Street in Radcliffeborough, this Victorian has spent the better part of a decade being carefully brought back to life. Renovations in 2016 and 2023 restored what made the house special and quietly added what modern life requires. The result is a four-bedroom, three-and-a-half-bath home of 2,642 square feet, including a 2,282-square-foot main residence and a 360-square-foot guest house set at the back of the garden.The story begins on the front porch, where the original Victorian woodwork has survived intact. Step inside and the house reveals itself in stages. Original pocket doors open between the living and dining rooms, and overhead in the dining room is the home's great surprise: a pressed-tin ceiling, hidden for years and uncovered during therenovation. The kitchen pairs Thermador appliances and soapstone counters with exposed wood beams, and a butler's pantry, completed in 2023, keeps storage, provisions, and a stacked washer and dryer neatly out of view. Beyond the dining room, the family room opens toward the private garden. With a custom wet bar and ample storage, it is the room where evenings tend to settle, whether that means a quiet night in or a house full of guests. Upstairs, morning light fills the primary suite, which offers two closets and an ensuite bath beneath lofty ceilings. Two further bedrooms share a Jack-and-Jill bath, and a spacious walk-in closet, already plumbed for a washer and dryer, leaves room for the house to adapt as needs change. Across the garden, the guest house holds a bedroom and full bath of its own: a retreat for visiting family and friends, or a private office removed from the rhythm of the main house. From the front door, Ashley Hall, MUSC, and the shops and restaurants of King Street are all within an easy stroll, placing one of downtown's most characterful homes within reach of everything the peninsula has to offer.

66 Vanderhorst Street, Charleston

$4,900,000

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

$2,999,999

3 Beds ⋅ 3.5 Baths ⋅ 26029019 MLS ⋅ Wraggborough SubDv. ⋅ Active Status

Some properties are especially great! 25 C Charlotte is an unusual blend of being impeccably renovated & maintained newer construction, with downtown walkability, a 2 car garage and privacy! It is tucked away down a private drive in one of historic Charleston's most walkable neighborhoods, was built in 2002, and the current owners have just spent hundreds of thousands of dollars in upgrades & maintenance. It boasts 3 ensuite bedrooms, 2704 sq. ft. abundant storage, a custom carved Indiana limestone entry staircase, a new custom mahogany front door, new porch decking and new custom iron railings. Its tastefully renovated kitchen and bathrooms are fantastic and the exterior was just freshly painted. The attention to detail and bespoke finishes make this a truly exceptional property!!

25 Charlotte Street Unit #C, 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 Court 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. 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

51 - Peninsula Charleston Inside of Crosstown Homes for Sale

Newest 51 - Peninsula Charleston Inside of Crosstown Homes for Sale

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