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$1,650,000
3 Beds 2.5 Baths 26021609 MLS Harleston Village SubDv. Active Status
Located in the heart of Charleston's coveted Harleston Village neighborhood, 78 Legare Street offers the perfect blend of historic charm and modern living. This beautifully renovated three-story brick townhouse, with two deeded parking spaces, is just one block from King Street's renowned shopping and dining, with Queen Street Grocery just around the corner, placing some of the city's most beloved destinations within easy reach.In 2020, the home underwent an extensive renovation that thoughtfully transformed both its layout and functionality. The first floor was reconfigured to create a more open and inviting floor plan, featuring a completely new kitchen with updated appliances, a gas fireplace, and a second set of sliding glass doors that open to an expanded deck and beautifully redesigned private courtyard. Complete with an outdoor gas fireplace, the courtyard creates an inviting setting for relaxing or entertaining while enjoying the sound of nearby church bells. The second floor was reimagined into a spacious primary suite with a large walk-in closet that also functions beautifully as a home office. Upstairs, the third floor provides two additional bedrooms, including one with the addition of a new closet, making the space even more functional for guests. All bathrooms were updated during the renovation, new flooring was installed throughout the first and second levels, and the original third-floor floors were professionally refinished to preserve their character. Additional improvements include gas service throughout the home, a gas lantern at the front entrance, updated ductless HVAC systems, and all new windows installed in 2024, providing exceptional comfort, efficiency, and peace of mind. Offering three bedrooms, an office or dressing room, two full baths, and a powder room on the main level, the home combines timeless Charleston character with the conveniences of modern living. Completing this exceptional property is a rare amenity in the historic district: a gated private courtyard.

78 Legare Street, Charleston

$1,195,000
1 Beds 1 Baths 26020903 MLS Ansonborough SubDv. Active Status
Prominently situated on iconic Laurens Street in the heart of historic downtown Charleston, this pristine, never occupied since the renovation, brand new one-bedroom, one-bath residence offers a rare opportunity to own a beautifully reimagined home within a meticulously preserved 200+ year-old structure in the Charleston Historic District. This distinguished residence reflects early 19th-century architectural influences, showcasing Federal-era proportions with Georgian-inspired symmetry and craftsmanship hallmarks of the period that emphasize balance, elegance, and enduring design.Recently redesigned throughout, the home presents a light, refreshed aesthetic that enhances its classic architectural character. A brand new custom kitchen has been thoughtfully designed to complimentthe home's historic roots while offering modern functionality, and a completely renovated custom bathroom features spa-like finishes and bespoke detailing. Elevating everyday living and entertaining alike, the residence is equipped with a whole-house custom SONOS sound system, delivering seamless, high-quality audio throughout. Just steps from Charleston's renowned dining, shopping, waterfront, and historic landmarks, the James Jervey House at 55 Laurens Street offers a truly special opportunity to own a piece of Charleston history pristinely preserved and beautifully updated for modern living.

55 Laurens Street Unit #Unit 55-H, Charleston

$1,150,000
3 Beds 3 Baths 26020890 MLS Harleston Village SubDv. Active Status
Discover the rare combination of space, convenience and exceptional parking at 71 Gadsden Street. This three-bedroom residence offers desirable single-level living, with each generously sized bedroom featuring its own private en suite bath--an ideal arrangement for a full-time residence, second home or investment property.The home's spacious living areas provide plenty of room for relaxing and entertaining, while a dedicated laundry room adds everyday functionality.A newer roof and appliances installed in 2018 offer additional peace of mind. One of the property's most remarkable features is off-street parking for four to five vehicles, a true luxury in downtown Charleston. Perfectly positioned near the College of Charleston, MUSC and Roper Hospital, the property offers excellent potential for student or medical housing while remaining equally appealing as a comfortable primary residence. Enjoy easy access to Charleston's celebrated restaurants, neighborhood cafés, shopping, parks and the historic streets of the peninsula. With large rooms, private baths, single-level living and extraordinary parking, 71 Gadsden Street presents a versatile downtown opportunity that is increasingly difficult to find. Come experience the space, flexibility and Charleston lifestyle this property has to offer.

71 Gadsden Street, Charleston

$1,495,000
2 Beds 2.5 Baths 26020692 MLS Harleston Village SubDv. Active Status
Welcome to 1 Bennett Street, Unit 3--a beautifully renovated historic residence offering more than 2,000 square feet of refined Charleston living directly across from Cannon Park. Located in the heart of Harleston Village, this distinctive three-story condominium blends the architectural character of an 1890 home with the comfort and craftsmanship of a thoughtfully completed renovation. Inside, Brazilian cherry hardwood floors, soaring ceilings, custom millwork and abundant natural light create a warm and elegant setting. The spacious kitchen features oversized cherry cabinetry, granite countertops, a large island and a gas range, while multiple living areas provide flexibility for entertaining, working from home or welcoming overnight guests.The residence includes two bedrooms, two-and-one-half baths, generous closets, a gas-log fireplace, wet bar, full front porch and private deck. Step outside and enjoy one of downtown Charleston's most desirable neighborhoods, with Cannon Park just across the street and the city's renowned dining, shopping, universities and cultural attractions nearby. Historic character, impressive interior space and an exceptional Harleston Village location come together in a home that offers a truly distinctive Charleston lifestyle.

1 Bennett Bennett Unit #3, Charleston

$5,750,000
3 Beds 3.5 Baths 26020547 MLS South Of Broad SubDv. Active Status
Contemporary luxury meets Charleston history in the distinguished Wilson-Cochran House, originally built in 1915 and thoughtfully renovated for modern living. Rich architectural character blends seamlessly with today's conveniences, creating a home that is as functional as it is beautiful.At the heart of the home is a chef's kitchen designed for both everyday living and effortless entertaining. Custom cabinetry, expansive workspace, and an innovative invisible induction cooktop installed beneath the marble countertop create a clean, elegant aesthetic while maximizing functionality. The adjoining butler's pantry provides exceptional storage, a secondary refrigerator, a 60-bottle wine refrigerator, and a convenient first-floor laundry area.The main level offers gracious living spaces, including a welcoming foyer, inviting living room, formal dining room, spacious kitchen, butler's pantry, and powder room. Every space has been carefully designed to balance historic character with modern comfort. Upstairs, the home features multiple well-appointed bedrooms, including a spacious primary suite with an ensuite bath. An additional full bath and second laundry room provide convenience for everyday living. A second expansive primary suite serves as a true private retreat, complete with an adjoining sitting room that offers flexibility as a reading room, fitness space, office, or lounge. Just beyond, a rooftop terrace provides a peaceful setting to enjoy views of the Charleston skyline throughout the day. Outdoor living is equally inviting. Behind a private gated entrance, the professionally designed courtyard features slate hardscaping, a fire pit gathering area, and beautifully landscaped spaces ideal for entertaining or quiet evenings outdoors. A bench crafted from the original Copper River Bridge adds a distinctive historic element, while the classic front porch offers the perfect place to relax and enjoy the neighborhood. Located in Charleston's Historic District, the home is moments from White Point Garden, The Battery, renowned restaurants, boutique shopping, galleries, and entertainment. Featured on Magnolia Network's Anything But Gray, where designer Gray Benko showcased the home's remarkable transformation, the residence celebrates both preservation and innovation. Original oak floors, the boxed newel staircase, paneled wainscoting, coffered dining room ceiling, and intricate millwork have been carefully preserved, honoring the home's architectural heritage while complementing its contemporary updates. The Wilson-Cochran House offers a rare opportunity to own a residence where historic craftsmanship, modern technology, and exceptional design come together in one of Charleston's most sought-after locations.

173 Tradd Street, Charleston

$7,995,000
4 Beds 6.5 Baths 26020025 MLS South Of Broad SubDv. Active Status
Now complete and turnkey, 54 Church Street is a masterfully restored historic residence in the heart of South of Broad, where Charleston's architectural heritage has been thoughtfully preserved while every major system has been rebuilt for generations to come. This comprehensive studs-out renovation carefully retained and restored the home's original character, including historic windows, masonry, hand-hewn beams, double piazzas, and timeless architectural details, while seamlessly integrating today's most sought-after comforts and conveniences. Designed for effortless living and entertaining, the home showcases a chef's kitchen featuring custom cabinetry, Taj Mahal quartzite, and a premier appliance suite including Wolf, Sub-Zero, and Thermador. An elevator services all three floors, while a dedicated office, flexible bonus room, multiple gathering spaces, and a spectacular rooftop terrace overlooking Charleston's historic skyline create a home that is as functional as it is beautiful. Beyond the interiors, the private courtyard is centered around a gunite pool, offering a peaceful retreat just steps from Charleston's finest dining, shopping, and waterfront. The detached historic carriage house provides the flexibility to remain as a garage or be finished as a guest house, pool house, or private ADU with permit in hand. Every detail--from the restored historic fabric to the custom millwork, herringbone European oak floors, and luxury finishes was saved where it could be then carefully considered to honor the home's past while creating an exceptional turnkey residence for today's lifestyle. A rare opportunity to own a fully restored South of Broad landmark where Charleston's history has been preserved, craftsmanship celebrated, and every detail thoughtfully reimagined.

54 Church Street Unit #A & B, Charleston

$3,395,000
7 Beds 5.5 Baths 26019450 MLS Harleston Village SubDv. Active Status
Introducing 41 Pitt Street, a rare 7 bedroom 5.5 bath home with 4 off street parking. One of downtown Charleston's most affordable luxury renovations, this property masterfully blends timeless historic character with sophisticated contemporary design in the heart of Harleston Village, one of Downtown Charleston's most desirable neighborhoods. Completely reimagined from top to bottom, this extraordinary residence has been thoughtfully redesigned to create an exceptional luxury lifestyle while preserving the architectural charm that makes Historic Charleston one of America's most celebrated destinations. Featuring 7 bedrooms, 5.5 bathrooms, and an exceptionally versatile floor plan, the home offers ideal balance of elegant entertaining, everyday comfort and outstanding investment potentialSurrounded with natural light, the main level showcases expansive open-concept living spaces where a designer chef's kitchen and scullery with ice maker, wine fridge, bar sink seamlessly connects to the spacious great room and dining area. Oversized walls of collective glass, soaring 11 ft up to 35 feet ceilings, integrated surround sound, and refined contemporary finishes and mahogany custom doors, create an atmosphere that is both sophisticated and inviting, perfect for intimate gatherings or large-scale entertaining. Every detail has been carefully curated, including beautifully restored heart pine flooring, custom cheery wood cabinetry, premium marble surfaces, professional-grade stainless appliances, designer lighting fixtures, designer tile, brass hardware, private study/office and elegant architectural details that elevate every room. A beautifully appointed kitchen scullery enhances both functionality and entertaining, offering additional preparation space, storage, and serving areas for effortless hosting. The luxurious primary suite is conveniently located on the main living level, creating a private sanctuary complete with a spacious walk-in closet and an elegant spa-inspired bath featuring dual vanities, an oversized walk-in shower, and carefully selected designer finishes. An additional private entry guest suite apartment on the first floor offers exceptional flexibility for visiting family or luxury guest accommodations with rental income opportunity. The second level has been recently expanded to include 2 additional bedrooms recently added and one full bath, creating generous accommodations that include 7 total bedrooms, a large entertainment lounge area that can easily be another bedroom in the main house and multiple flexible gathering spaces designed for today's modern lifestyle. Outside, the possibilities are equally impressive.The expansive side yards offers the perfect canvas for creating a spectacular resort-style pool and private outdoor retreat, complemented by covered veranda, spacious entertaining areas, and beautifully designed outdoor living spaces that embrace Charleston's year-round climate. There is also room to build a single car garage in the driveway. Striking architectural features including elevated construction, dramatic glass windows, standing-seam metal roof, and clean contemporary lines--create a home that is both architecturally distinctive and timelessly elegant. Beyond its appeal as an extraordinary primary residence or luxurious second home, 41 Pitt Street also represents an exceptional income-producing opportunity. Located just blocks from Medical University of South Carolina and College of Charleston, the property is ideally positioned for premium executive, medical, academic, or luxury vacation rental. The attached guest apartment with full kitchen further enhances its flexibility and income potential, with projected rental information available in the listing package. Residents will enjoy a truly walkable Charleston lifestyle, just moments from acclaimed restaurants, boutique shopping, neighborhood cafés, Colonial Lake, waterfront parks, marinas and the city's vibrant cultural and culinary scene. Recognized year after year as #1 of America's finest cities, Historic Charleston offers an unmatched combination of rich history, world-class dining, beautiful waterfronts, and timeless Southern elegance. 41 Pitt Street is more than a beautifully renovated home, it is an opportunity to own a signature residence that combines architectural beauty, exceptional craftsmanship, remarkable flexibility, and one of the finest downtown lifestyles Charleston has to offer.

41 Pitt Street, Charleston

$1,599,900
5 Beds 26019448 MLS Elliotborough SubDv. Active Status
Fantastic luxury house-hack opportunity in the heart of Downtown Charleston's highly sought-after Elliotborough neighborhood. Live in one unit while the other helps pay your mortgage. The lower unit already has approximately $52,000 in bookings for 2026, with projected annual gross rental income nearing $100,000 for future years, creating an incredible opportunity to significantly offset your ownership costs.Completely redesigned down to the studs and offered fully furnished, this turnkey duplex seamlessly combines luxury finishes, exceptional income potential, and one of Charleston's most walkable locations. Unit A is currently configured as a 3-bedroom, 2-bathroom residence, while Unit B features 2 bedrooms, 2 bathrooms,plus a dedicated office/flex space that could easily serve as a third bedroom same as the downstairs unit. Outside, enjoy a spacious backyard and off-street driveway parking - an uncommon luxury downtown. Just steps from some of Charleston's favorite restaurants, cafés, and nightlife, including Vern's, Chubby Fish, The Daily, Bad Bunnies Coffee, Prohibition, Last Saint, Sugey's Bar, and all of the shopping, dining, and vibrant energy of Upper King Street, this is a rare opportunity to own a luxury residence that works just as hard as you do.

72 Ashe Street Unit #A,B, Charleston

$1,295,000
3 Beds 2.5 Baths 26019148 MLS Harleston Green SubDv. Active Status
Tucked away on a quiet cul-de-sac in Harleston Green, 13 Smith Place offers timeless Charleston charm paired with the comfort and convenience of downtown living. This circa 1910 Charleston single is just moments from Colonial Lake, King Street, MUSC, and the city's renowned dining, shopping, and parks.A welcoming full front porch sets the tone before you step inside to light-filled interiors featuring original heart pine floors, soaring 10-foot ceilings, and classic architectural details throughout. The spacious living room centers around a historic fireplace and flows seamlessly into a formal dining room, creating an ideal layout for both everyday living and entertaining.The updated kitchen features granite countertops, stainless steel appliances, and a bright breakfast areaoverlooking the rear of the property. Just beyond, a screened porch extends the living space outdoors and leads to a private fenced courtyard with a tabby patio surrounded by mature palms, creating a peaceful setting for dining, entertaining, or relaxing. Upstairs, the primary bedroom with ensuite bathroom at the front of the house is complemented by two additional bedrooms and a hall bath, offering flexibility for guests, a home office, or family living. One guest bedroom opens directly onto a private rooftop deck, providing a secluded outdoor retreat overlooking the courtyard. A laundry area completes the second level. Additional highlights include off-street parking for at least 2 vehicles (a rarity downtown!), a fully fenced courtyard, and an exceptional location within one of downtown Charleston's most desirable neighborhoods. Combining historic character with thoughtful updates, 13 Smith Place is an opportunity to enjoy classic Charleston living in the heart of the peninsula.

13 Smith Place, Charleston

$1,175,000
5 Beds 2.5 Baths 26018573 MLS Radcliffeborough SubDv. Active Status
Turnkey Investment Opportunity - Steps from CofC & MUSC...Incredible opportunity to acquire an income-producing asset or a beautiful family home located in the heart of one of historic Charleston's most desired subdivisions - Radcliffeborough. Situated less than 10 minutes on foot from both the College of Charleston and the Medical University of South Carolina. This classic 1,840 sq ft property is fully optimized for premium rental income, offering a versatile 4-to-5-bedroom, 2.5-bath floor plan designed to maximize per-bed revenue. High ceilings, large windows providing abundant natural light, a functional kitchen, and hard surface flooring provide a low-maintenance, high-durability footprintBest of all, the property features dedicated off-street parking and a private courtyard - the ultimate premiums on the Peninsula that consistently attract top-tier tenants. Positioned perfectly to capture the robust CofC student and medical resident housing demand, this asset delivers immediate cash-flow potential with substantial long-term equity appreciation. Close to everything downtown Charleston. Add a premier low-vacancy asset to your portfolio today. Showing by appointment only.

70 Vanderhorst Street, Charleston

$925,000
2 Beds 2 Baths 26018471 MLS Wraggborough SubDv. Active Status
Rare opportunity to own a historic Charleston home on an oversized lot in the heart of Wraggborough. Offering two bedrooms, an office space that could easily be used as a 3rd bedroom, two baths, coveted off-street parking, and exceptional outdoor space, this property combines the charm of downtown living with features that are increasingly difficult to find on the peninsula. Historic character shines throughout with hardwood floors, an original fireplace, double piazzas, and authentic Philip Simmons ironwork that perfectly complements the home's timeless Charleston architecture. The expansive lot sets this home apart, providing ample room for outdoor entertaining, future expansion, or simply enjoying a private backyard retreat. Combined with valuable off-street parking,The property offers a level of convenience and flexibility rarely available in Charleston's historic district. Ideally positioned just minutes from the highly anticipated Union Pier redevelopment, this home is located near one of the most transformative projects in Charleston's history. The planned waterfront district is expected to bring new parks, pedestrian-friendly public spaces, waterfront access, dining, retail, and entertainment, further enhancing the area's appeal. Ready for its next chapter, this home offers an incredible opportunity for someone with a vision to restore and personalize a piece of Charleston history. Whether you're looking to create your dream downtown residence or invest in one of the city's most exciting and evolving neighborhoods, the possibilities are truly exceptional.

3 Judith Street, Charleston

$1,000,000
2 Beds 3.5 Baths 26018070 MLS Cannonborough-Elliotborough SubDv. Active Status
Turnkey Charleston Condo, steps away from everything! There's a reason Cannonborough-Elliotborough keeps showing up on every ''best of Charleston'' list. It's the rare downtown pocket where you can roll out of bed, walk to a Michelin-mentioned dinner, and still find a parking spot waiting for you when you get home. Unit B at 162 Spring Street puts you right in the middle of it.This is a fully-furnished, fully-licensed short-term rental with plenty of 2026 already on the book--or let it serve as the downtown basecamp you've been searching for.The interior is where Unit B makes its case. 1,325 square feet of light-filled, thoughtfully finished living space, with [#] bedrooms and an open kitchen-dining-living layout that lives larger than the footprint suggests. Hardwood floors, clean modern finishes, and curated furnishings throughout--all conveying with the sale. It photographs beautifully and it shows even better in person. The nieghborhood speaks for itself. Coffee and pastries a few doors down, Vern's, Malagón, Chubby Fish, and Xiao Bao within an easy stroll, and King Street's shops and nightlife minutes away on foot. MUSC and the College of Charleston are around the corner, which keeps demand steady whether you're booking nightly stays or eyeing a longer-term tenant. Add dedicated off-street parking--a genuine unicorn this close to the action--a low-maintenance exterior, and no HOA, and you've got downtown Charleston ownership without the usual downtown headaches. Walkable, rentable, and built to perform. Come see Unit B before it's gone.

162 Spring Street Unit #B, Charleston

$999,900
2 Beds 2 Baths 26017875 MLS Active Status
Located in the heart of Charleston's historic Ansonborough neighborhood, this exceptional 2 bedroom, 2 full bath residence offers a rare opportunity within coveted 35 Society Street. Blending timeless charm with modern downtown living, the home features soaring ceilings, original heart pine flooring, exposed brick accents, and abundant natural light. The thoughtful floor plan includes a spacious primary suite with a walk-in closet and private bath, plus a private back balcony lounge. Perfect as a downtown retreat or a walkable student property close to the College of Charleston campus. Situated in a high-and-dry location on the peninsula, it provides ultimate peace of mind. Includes one highly coveted off-street parking space! Just steps from acclaimed restaurants, King Street shopping,waterfront parks, and local attractions, this residence delivers an unparalleled blend of history, safety, and lifestyle. Circa 1850 Juliana Dupre Houses.

35 Society Street Unit #E, Charleston

$2,500,000
4 Beds 2.5 Baths 26017837 MLS French Quarter SubDv. Active Status
Set along one of Charleston's most iconic and photographed streets, this distinguished French Quarter residence presents an exceptional opportunity to restore and reimagine a historic home in one of the city's most coveted locations.Located on picturesque Chalmers Street, where mature live oaks, historic architecture, and centuries-old cobblestones create one of Charleston's most recognizable settings, this property offers the rare chance to return a grand residence to its full architectural splendor. Having been lovingly held by the same family for decades, the home now awaits a new owner with the vision to undertake a comprehensive restoration and create a truly extraordinary downtown residence.A garden wall draped in mature greenery, established landscaping, and a striking whitefaçade accented by classic black shutters create an elegant first impression. Inside, original architectural details--including rich wood flooring, soaring ceilings, oversized windows, handsome fireplace, and generous room proportions--reflect the timeless craftsmanship of Charleston's historic homes while providing an exceptional foundation for thoughtful renovation. The traditional floor plan includes expansive formal living and dining rooms, a breakfast room with elevator access, a sunroom, kitchen, screened porch, four spacious second-floor bedrooms, two full baths, and an additional second-floor sunroom. Throughout the residence, historic character remains intact, offering endless possibilities to restore, update, and personalize each space while preserving its architectural heritage. Outside, the private enclosed courtyard is a peaceful urban sanctuary featuring brick walkways, mature trees and established plantings, all enclosed by classic brick and wrought iron fencing. A detached outbuilding provides outstanding flexibility for future use as a guest suite, studio, workshop, fitness room, home office, or additional storage, subject to applicable approvals. The location is simply unmatched. With an impressive Walk Score of 91, the home is just steps from Charleston's celebrated restaurants, galleries, boutiques, waterfront, grocery, and cultural attractions. East Bay Street and Meeting Street are approximately 1½ blocks away, King Street is roughly 2½ blocks away, and the Charleston City Market is only three blocks from the front door. Historic homes of this scale, location, and architectural significance seldom become available. For the discerning buyer seeking to create a legacy residence in the heart of Charleston's renowned French Quarter, this property represents an exceptional opportunity to restore one of the neighborhood's enduring treasures and shape its next chapter for generations to come. *Some images have been virtually enhanced or staged. The furnishings and decor shown are for illustrative purposes only, and the actual property may appear different in person.

10 Chalmers Street, Charleston

$749,000
2 Beds 2.5 Baths 26017787 MLS Eastside SubDv. Active Status
Welcome to 1 Ducs Court, a fabulous opportunity to live in historic downtown Charleston and enjoy the walkability of this vibrant and bustling urban area. This two-bedroom, two-and-a-half-bath home with original heart-pine flooring has been meticulously updated, preserving its 1885 charm. Located just off Meeting Street and two blocks from King Street, this area blends historic charm with an eclectic, creative food scene, featuring renowned restaurants like Chubby Fish, Chez Nous, and Xiao Bao Biscuit, all less than a mile away. The entire property is surrounded by a new fence and has a remote-controlled electric gate leading to a private, paved driveway where two or more vehicles can park, all on high ground. The backyard has a new storage shed for bikes and tools.All windows have remote-controlled hurricane shutters that can be operated via app or internet from anywhere in the world. There is also a whole-house water-pressure boost pump system, as well as new showerheads and handheld fixtures. Security features include cameras with built-in lighting, two-way voice communication, video storage, and remote viewing and access. The electric panel was replaced and upgraded with a whole-house surge protector. Come experience the timeless appeal of this historic gem, with all of Charleston's offerings right at your doorstep!

1 Ducs Court, Charleston

$1,275,000
2 Beds 2 Baths 26017686 MLS Harleston Village SubDv. Active Status
Price Reduction - Luxury Charleston Living in the Heart of Harleston Village! This stunning newly renovated in 2026 first-floor residence, is a 2 bedroom 2 bath with the ability to convert front room into a 3rd bedroom and 3rd bath. The designer kitchen and spa-inspired baths feature premium finishes, custom millwork, wide-plank flooring, high-end fixtures, and luxury stainless appliances throughout. Thoughtfully selected to deliver a truly turnkey living experience. Enjoy the convenience of 2 off-street parking spaces, a private rear porch and entrance, and an unbeatable walkable location just steps from Colonial Lake, King Street shopping and dining, world-class restaurants, cafes, and Charleston's iconic historic downtown lifestyle.This is a exceptional opportunity to own a luxury condo. Whether you are seeking a primary residence, luxury second home, or investment rental opportunity, Unit A offers the perfect combination of elegance, location, and effortless Charleston living.

63 Montagu Street Unit #A, Charleston

$5,750,000
9 Beds 9 Baths 26017628 MLS Cannonborough-Elliotborough SubDv. Active Status
A rare opportunity to own one of Charleston's most distinctive hospitality properties, The Ashley Inn seamlessly blends historic grandeur, modern luxury, and proven income-producing potential in the heart of downtown Charleston. Originally constructed in 1852 as a magnificent Greek Revival Charleston Single House by prominent machinist and industrialist William Lebby, this meticulously restored landmark showcases nearly two centuries of Charleston history while offering today's most sought-after conveniences. Following an extensive renovation and restoration, The Ashley Inn stands as a turnkey boutique lodging property featuring eight beautifully appointed guest accommodations across the main residence and carriage house. The main house offers seven ensuite guest rooms, each thoughtfullydesigned to honor the property's historic character while providing modern comfort. Rich architectural details, including original heart pine floors, intricate millwork, oversized pocket doors, soaring ceilings, and preserved period craftsmanship, create an atmosphere that is both elegant and inviting. Signature Charleston double piazzas stretch the full length of the home, offering guests the quintessential Lowcountry experience with shaded outdoor living spaces overlooking the historic streetscape. One of the property's most captivating features is the renowned Speakeasy Suite, where a historic underground cistern has been transformed into a one-of-a-kind private lounge, creating an unforgettable guest experience unlike any other in Charleston. Complementing the main inn is a separate carriage house featuring two bedrooms and two baths, operating as a legal, active short-term rental. Complete with its own living spaces and amenities, the carriage house provides exceptional flexibility for continued hospitality operations, owner occupancy, or additional rental income. The Ashley Inn's premier location places guests within walking distance of Charleston's celebrated restaurants, shopping districts, museums, medical centers, and historic attractions. Rare onsite parking further enhances the property's appeal, an increasingly valuable amenity in downtown Charleston. This is a great value add opportunity to add a pool and further increase the income. Whether envisioned as a continued boutique bed-and-breakfast operation, a luxury hospitality investment, an event venue, or a grand private residence with income-producing accommodations, The Ashley Inn represents an extraordinary opportunity to acquire a fully renovated historic property with unmatched character, exceptional versatility, and an irreplaceable presence in one of the South's most coveted destinations.

201 Ashley Avenue, Charleston

$5,750,000
26017624 MLS Cannonborough-Elliotborough SubDv. Active Status
A rare opportunity to own one of Charleston's most distinctive hospitality properties, The Ashley Inn seamlessly blends historic grandeur, modern luxury, and proven income-producing potential in the heart of downtown Charleston. Originally constructed in 1852 as a magnificent Greek Revival Charleston Single House by prominent machinist and industrialist William Lebby, this meticulously restored landmark showcases nearly two centuries of Charleston history while offering today's most sought-after conveniences. Following an extensive renovation and restoration, The Ashley Inn stands as a turnkey boutique lodging property featuring eight beautifully appointed guest accommodations across the main residence and carriage house. The main house offers seven ensuite guest rooms, each thoughtfullydesigned to honor the property's historic character while providing modern comfort. Rich architectural details, including original heart pine floors, intricate millwork, oversized pocket doors, soaring ceilings, and preserved period craftsmanship, create an atmosphere that is both elegant and inviting. Signature Charleston double piazzas stretch the full length of the home, offering guests the quintessential Lowcountry experience with shaded outdoor living spaces overlooking the historic streetscape. One of the property's most captivating features is the renowned Speakeasy Suite, where a historic underground cistern has been transformed into a one-of-a-kind private lounge, creating an unforgettable guest experience unlike any other in Charleston. Complementing the main inn is a separate carriage house featuring two bedrooms and two baths, operating as a legal, active short-term rental. Complete with its own living spaces and amenities, the carriage house provides exceptional flexibility for continued hospitality operations, owner occupancy, or additional rental income. The Ashley Inn's premier location places guests within walking distance of Charleston's celebrated restaurants, shopping districts, museums, medical centers, and historic attractions. Rare onsite parking further enhances the property's appeal, an increasingly valuable amenity in downtown Charleston. This is a great value add opportunity to add a pool and further increase the income. Whether envisioned as a continued boutique bed-and-breakfast operation, a luxury hospitality investment, an event venue, or a grand private residence with income-producing accommodations, The Ashley Inn represents an extraordinary opportunity to acquire a fully renovated historic property with unmatched character, exceptional versatility, and an irreplaceable presence in one of the South's most coveted destinations.

201 Ashley Avenue, Charleston

$2,795,000
3 Beds 3.5 Baths 26017494 MLS South Of Broad SubDv. Active Status
Step inside this sunny, light-filled Charleston masterpiece--a home where timeless architecture meets modern sophistication. The turn-of-the-century design features a traditional double-parlor sidehall floor plan with grand living and dining spaces, high ceilings, and an unmistakable sense of Lowcountry charm. This happy home showcases original whitewashed hardwood floors, rich mahogany double doors leading into the custom SieMatic kitchen, complete with Miele appliances, an Aga oven, and marble flooring. Upstairs are three spacious bedrooms--two of which include private en suites. The expansive primary suite offers a brand-new jacuzzi bathtub and generous his-and-hers closet space. Outside, take a dip in the refreshing inground pool to cool off on warm summer days orunwind under the arbor with your favorite libation in hand. The home is perfect for Lowcountry entertaining year-round your own private oasis in the heart of historic Charleston. Originally zoned for a two-family residence with a 3-car driveway, this property offers rare flexibility and investment potential. This location defines luxe living just a short stroll to boutique shopping, acclaimed restaurants, and the cosmopolitan energy of downtown Charleston. Experience the joy of living in a city voted the #1 Small City in America by Condé Nast Traveler 4 years in a row.

6 Rutledge Avenue, Charleston

$1,325,000
3 Beds 2.5 Baths 26017492 MLS Elliotborough SubDv. Active Status
Enjoy the charm and walkability of downtown Charleston with the confidence of modern construction at 246 Rutledge Avenue. Built in 2012 and ideally situated on the corner of Rutledge Avenue and Bogard Street, this three-bedroom, two-and-a-half-bath residence offers 1,578 square feet of thoughtfully designed living space, double piazzas, a private third-floor terrace, and two off-street parking spaces.The open-concept main level is filled with natural light and features seamless flow between the living, dining, and kitchen areas, creating an inviting space for everyday living and entertaining. French doors open to the outdoor living areas, while the three-story floor plan provides privacy and flexibility for guests, family, or work-from-home needs.Recent improvements include a new RUUD HVAC system with individual thermostats on each floor, new stove, new dishwasher, updated bathroom fixtures, new ceiling fans, fresh interior paint, and newly painted porch floors. Just steps from some of Charleston's favorite restaurants, cafés, and neighborhood destinations, this move-in ready home offers a rare opportunity to enjoy an authentic downtown lifestyle without the maintenance concerns often associated with older historic properties.

246 Rutledge Avenue, Charleston

$2,850,000
4 Beds 3.5 Baths 26017224 MLS South Of Broad SubDv. Active Status
Nestled on picturesque Colonial Street in Charleston's coveted South of Broad neighborhood, 9 Colonial Street is a beautifully preserved century-old residence that seamlessly blends historic character with sophisticated modern updates.From the moment you enter, you'll be captivated by the home's gracious, light-filled interiors, soaring ceilings, original moldings, and timeless architectural details. Elegant formal living and dining rooms are separated by original pocket doors, while a gas fireplace and antique chandelier lend warmth and charm to the living space.The thoughtfully renovated chef's kitchen is both stylish and functional, featuring premium appliances including a Wolf six-burner range, Sub-Zero refrigerator and freezer, Bosch dishwasher, and Sub-Zero beverage center.A charming breakfast nook provides the perfect setting for casual dining, and a conveniently located powder room completes the main level. The second floor is anchored by a luxurious primary suite designed as a private retreat. Highlights include a custom walk-in closet and a spa-inspired bath with a spacious Carrera marble shower, Grohe dual shower heads and body jets, dual marble-topped vanities, and a separate water closet. A second bedroom on this level offers its own en-suite bath and custom California Closet system. The fully renovated and expanded third floor provides exceptional flexibility, featuring two additional bedrooms and a versatile bonus space ideal as a media room, playroom, office, or guest lounge. A custom bar area with Sub-Zero beverage and wine refrigerators and a bar sink enhances the space for entertaining. The full bath is equally impressive, featuring a classic clawfoot tub, separate Carrera marble shower, and marble-topped vanity. Custom California Closet systems throughout ensure stylish organization. Outside, a private courtyard offers a serene setting for relaxing or entertaining beneath Charleston's iconic skyline. Perfectly positioned within walking distance of Colonial Lake, Moultrie Park, Murray Boulevard, the Ashley River, and many of downtown Charleston's renowned restaurants, galleries, and boutiques, this exceptional residence offers the rare opportunity to own a historic South of Broad home that combines timeless elegance, modern comfort, and an unparalleled location. 9 Colonial Street is a true Charleston treasure--where history, luxury, and lifestyle come together.

9 Colonial Street, Charleston

$1,235,000
2 Beds 2.5 Baths 26016706 MLS South Of Broad SubDv. Active Status
Nestled within Logan Place, an intimate enclave south of Broad, this charming townhome offers a rare combination of privacy, character, and convenience in one of Charleston's most coveted neighborhoods. Set well back from the street down a palm tree lined drive, the residence enjoys an exceptionally peaceful and private setting with minimal traffic noise, beautifully maintained grounds, and a lighted oyster shell parking court with two dedicated parking spaces. Transformed in 2007 by noted landscape architect Robert Chesnut, Logan Place includes three thoughtfully designed townhomes, creating a unique and harmonious community in the heart of the historic district.This center unit townhome is designed for comfortable everyday living and effortless entertaining. A spacious living room is anchored by a gas fireplace, and the living space opens through french doors to a private walled bluestone courtyard featuring a beautiful limestone fountain and lovely landscaping. This serene outdoor space serves as a natural extension of the home and offers a rare sense of privacy in downtown Charleston. A well-appointed kitchen features custom cabinetry, granite countertops, and breakfast bar seating, while a powder room and two hidden storage closets add convenience and functionality to the first floor. Upstairs, two bedrooms provide comfortable accommodations, each with ensuite bathrooms featuring travertine marble countertops, glass-enclosed showers, and abundant natural light. The primary suite features a vaulted ceiling with exposed beams and access to a private Juliet balcony overlooking the courtyard below. The guest bedroom offers a tray ceiling and ceiling fan, while a skylight brightens the front bath. A folding attic staircase provides access to additional attic storage, further enhancing the home's practicality. Additional architectural details include crown moldings, hardwood floors, smooth ceilings, insulated windows, and a covered private front porch. Recent improvements include new floor insulation and vapor barriers installed in April 2026 for all three townhomes. Just moments from the Battery, White Point Garden, King Street, and Charleston's renowned dining and cultural destinations, this exceptional South of Broad residence with charming outdoor space and two parking spots offers the opportunity to enjoy the very best of downtown living from a remarkably quiet and private setting.

16 Logan Street Unit #B, Charleston

$3,980,000
7 Beds 26016384 MLS Cannonborough-Elliotborough SubDv. Active Status
Stunning, turnkey short-term rental opportunity in the heart of downtown Charleston. This exceptional two-unit property features a total of 7 bedrooms and 7 bathrooms, including a 4 bed / 4 bath Unit A and a 3 bed / 3 bath Unit B, offering immediate income potential ($375k+) with professional management already in place and a proven track record of consistent 5-star guest reviews. Originally a historic residence, the property has been completely renovated by a premier general contractor and interior design team, blending classic Charleston character with modern functionality. Each unit is professionally furnished and thoughtfully appointed, and the sale includes all appliances, fixtures, and furnishings providing a seamless, turnkey investment.The outdoor living experience sets this property apart, featuring a private backyard retreat with spa, built-in grill, expansive lounge deck, and large outdoor dining area. Blue stone patios and brick walkways are complemented by custom landscaping and iron gates, creating one of the most distinctive and upscale outdoor environments in the city. Projected 2026 revenue is estimated at $367,000, with over $200,000 already booked, underscoring the property's strong performance and demand. Additional financials and expense details are available upon request. Ideally located within walking and biking distance to MUSC, as well as the vibrant shops, restaurants, and nightlife of Cannonborough-Elliotborough and Upper King Street, this offering presents a rare opportunity to acquire a high-performing, fully permitted short-term rental asset in one of Charleston's most sought-after neighborhoods.

111 Cannon Street, Charleston

$2,200,000
2 Beds 2 Baths 26016374 MLS South Of Broad SubDv. Active Status
South of Broad, this sophisticated, light filled,residence designed by leading interior designer Amelia Handegan features soaring ceilings and oversized windows running the full length of the unit,creating an airy and elegant atmosphere throughout. French doors open to a charming balcony overlooking the beautiful central courtyard garden. The open floor plan connecting kitchen, dining and living space is conductive to entertaining. The home is appointed with luxurious Calcutta marble baths and a sleek SieMatic kitchen. The spacious primary bedroom has generous floor to ceiling storage, a California Closet designed walk in closet and a private screened terrace. The current owners have thoughtfully configured the second smaller flex bedroom as an office/den.This unit includes two parking spaces-one surface and one garage space.

3 Chisolm Street Unit #Unit 204, Charleston

$429,900
2 Beds 1 Baths 26015545 MLS Eastside SubDv. Active Status
Step into a piece of Charleston history with this beautifully updated 2-bedroom,1-bath was built in the 1850s, where original charm meets modern upgrades in one of the city's most walkable neighborhoods.Hardwood floors, 9-foot ceilings, a classic decorative fireplace, and Charleston-style side porches set the tone the moment you walk in. The home has been thoughtfully updated without sacrificing its character -- renovated bathroom (2024), new HVAC and ductwork (2025), brand new hot water heater (2026) and a freshly resealed and painted metal roof -- so you can move right in and enjoy the lifestyle.Get yourself a golf cart and you're minutes from the boutiques, bars, and restaurants of upper King Street, the vibrant shops and studios of the Cigar Factory, the green space of Marion Square, and the iconic Arthur Ravenel Jr. Bridge. This is downtown Charleston living at its most effortless. HOA covers property and flood insurance, water, annual termite bond, and general maintenance -- an extraordinary value that keeps your monthly overhead low and your to-do list even lower. Whether you're looking for a low-maintenance primary residence or a savvy investment in one of Charleston's most sought-after zip codes, 20 Amherst Unit B delivers.

20 Amherst Street Unit #Apt B, Charleston

$749,000
3 Beds 2 Baths 26014740 MLS Eastside SubDv. Active Status
Perfectly positioned in the heart of downtown Charleston, 80 Nassau offers effortless, low-maintenance living with thoughtful updates throughout. This beautifully renovated 3-bedroom, 2-bath home blends classic Charleston charm with modern functionality-just two blocks from King Street and within walking distance to local favorites!Inside, you'll find a light-filled layout with freshly painted interiors, refinished wood floors, and a fully updated kitchen featuring new LG appliances. Both bathrooms have been completely renovated, including a stunning primary suite with custom tile work and elevated finishes.Major system upgrades provide peace of mind, including a new roof, updated exterior trim, and a new 2-ton HVAC system with all new ductwork. Outdoor living shines in theprofessionally landscaped side courtyard--perfect for entertaining, relaxing, or even accommodating a compact car or golf cart. Additional highlights include a custom laundry cabinetry installation, improved porch structure and railings, and a fully enclosed crawlspace for added protection. A rare opportunity to own a move-in-ready home in one of Charleston's most walkable and vibrant neighborhoods.

80 Nassau Street, Charleston

$6,650,000
4 Beds 4.5 Baths 26014711 MLS South Of Broad SubDv. Active Status
Built in 1790 and known as the John Laurens North House, this extraordinary Charleston Single blends timeless elegance with modern comfort in the heart of the coveted South of Broad neighborhood. Situated on a rare double lot, the gated property offers exceptional privacy, abundant natural light, and expansive outdoor living spaces designed for effortless entertaining. Double piazzas overlook beautifully landscaped grounds, while a series of brick courtyards, stone patios, fountains, and manicured lawns create a true garden retreat in the center of historic Charleston. The generous backyard also offers ample room for the addition of a pool.Inside, a gracious entry foyer introduces the home's classic floor plan and remarkable craftsmanship. Formal living and dining rooms flank the foyer, each filled with sunlight from oversized windows and accented by heart pine floors, intricate moldings, crystal chandeliers, and marble-surround fireplaces. Fourteen sets of French doors seamlessly connect the interior spaces with the piazzas and gardens beyond, enhancing the home's airy, light-filled ambiance. The renovated gourmet kitchen pairs historic character with modern sophistication, featuring quartz countertops, custom white cabinetry, contemporary lighting, and a spacious center island. Adjacent spaces include a butler's pantry, mudroom, and a charming sitting room at the rear of the home that overlooks the gardens and offers direct outdoor access, creating the perfect setting for relaxed everyday living. All four bedrooms are located on the upper floors, including a beautifully appointed primary suite on the second floor featuring a fireplace and elegant en-suite bath with a dual vanity, refined finishes, and a tiled shower. Also on the second floor is a spacious parlor, ideal for a private office, den, or additional sitting room. A private rear staircase leads to the fourth bedroom, offering flexibility and privacy for guests, an office, or additional living space. The upper levels enjoy exceptional natural light and beautiful views, with especially stunning vistas from the third floor. Additional guest accommodations are generously sized and complemented by a well-finished bath. The grounds are equally impressive, enhanced by mature landscaping with tea olives, magnolias, azaleas, and palmettos. Charleston brick walls frame the lush lawn, which leads to an intimate circular garden courtyard. Perfectly positioned just moments from The Battery, acclaimed restaurants, galleries, and boutiques, the home offers the rare combination of walkability and the tranquility of one of Charleston's most established residential enclaves. List of recent upgrades can be found under the document tab on MLS.

24 King Street, Charleston

$6,950,000
4 Beds 4.5 Baths 26014229 MLS South Of Broad SubDv. Active Status
Located in the heart of South of Broad, this beautifully updated Charleston Single offers a rare combination of historic character and thoughtful modern design. Set on a high, elevated lot, both the interior and floor plan have been reimagined for contemporary living while preserving the architectural integrity that defines Charleston's historic homes.The residence features four spacious bedrooms, each with its own en-suite bath, along with multiple living and entertaining spaces designed with both comfort and functionality in mind. At the center of the home, the kitchen opens seamlessly into the great room and overlooks the private garden and pool designed by Sheila Wertimer. The outdoor spaces are exceptionally private and include several gathering areas as well as ampleample off-street parking for two vehicles. Throughout the home, attention to detail is evident in every room. The formal living room and dining room feature coffered ceilings, fireplaces, and rich wood paneling, creating spaces that feel refined yet inviting. The kitchen was designed for both everyday use and entertaining, anchored by a La Cornue range, Sub-Zero refrigerator, 2 Fisher & Paykel drawer dishwashers a separate wine tower, marble surfaces, and a generous scullery that provides additional workspace, storage and a full dishwasher. French doors connect the adjoining family room directly to the pool and garden, allowing for an easy transition between indoor and outdoor living. On the second floor, there is a private den that leads to the primary suite, where features include elevator access, a laundry station, a dedicated beverage station with a Wolf espresso machine and Sub-Zero refrigerator, and beautifully crafted custom closets. The primary bedroom showcases a striking coffered ceiling and a private balcony overlooking the landscaped garden and pool. Its marble-clad en-suite bath offers heated floors, a soaking tub, and a steam shower, creating a serene, thoughtfully designed retreat. On this floor there is one of the 3 guest ensuite guest rooms which is currently being used as a gym. The third floor offers two additional guest suites, each with spacious en-suite bathrooms, providing privacy and flexibility for family or guests. Thoughtfully designed throughout, the home offers a rare combination of scale, privacy, and livability in one of Charleston's most established historic neighborhoods.

101 Tradd Street, Charleston