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$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
$609,000
1 Beds ⋅ 1 Baths ⋅ 26020021 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
Experience the charm of historic Charleston in this beautifully updated top-floor condo located in the Frederick Shaffer House, right in the heart of downtown.This inviting one-bedroom, one-bath residence is tucked away at the rear of the building, offering a peaceful retreat from the bustle of the street. Soaring 12-foot ceilings, rich hardwood floors, elegant crown molding, classic wainscoting, and an exposed brick accent wall create a timeless blend of historic character and modern style.The thoughtfully updated kitchen features contemporary finishes, while the renovated bathroom and in-unit laundry provide everyday convenience. Just steps from vibrant King Street, you'll enjoy Charleston's renowned restaurants, boutique shopping, historic architecture, and culturalattractions. Additional highlights include: One deeded parking space in a gated lot behind the building. Walkable downtown location Offering fully furnished

214 Calhoun Street Unit #5, Charleston
$625,000
2 Beds ⋅ 1.5 Baths ⋅ 26019048 MLS ⋅ Radcliffeborough SubDv. ⋅ Active Status
Nestled in the heart of Radcliffeborough, this charming two-story condominium blends historic Charleston character with modern convenience. Built in 1830, the home features 2 bedrooms, 1.5 bathrooms, original hardwood floors throughout much of the home, a newly replaced HVAC system, and one off-street parking space. Offering the opportunity to personalize and make it your own, the property is just steps from King Street, the College of Charleston, MUSC, Marion Square, and some of Charleston's best dining, shopping, and historic landmarks.Use Seller's Preferred Lender to buy this home and receive an incentive towards your closingcosts or rate buydown.

65 Vanderhorst Street Unit #Apt F, Charleston
$1,315,000
3 Beds ⋅ 3 Baths ⋅ 26018888 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Welcome to Downtown living at its absolute finest! Located in highly desirable Harleston Village, this stunning and exceptionally spacious 1,794 sq ft condo features 3 bedrooms and 3 baths across a bright, light-filled layout. Enjoy quintessential historic charm with beautiful heart pine floors, handsome built-ins, Carrara marble kitchen countertops and fireplaces. Relax or entertain on your massive private piazza while soaking in beautiful treetop and rooftop views. The unbeatable location is just steps away from local favorites like Merci, a quick 6-minute walk to the College of Charleston, and blocks from premier King Street shopping. Complete with rare off-street parking. Don't miss this Harleston Village gem!

25 Montagu Street Unit #Apt C, 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
$775,000
3 Beds ⋅ 3.5 Baths ⋅ 26017971 MLS ⋅ Ashley House SubDv. ⋅ Active Status
Experience an extraordinary opportunity to own one of downtown Charleston's most distinctive and versatile residences. Originally three individual condominiums, this remarkable home has been thoughtfully transformed into one expansive 2,300-square-foot residence while retaining three private entrances--offering a level of flexibility rarely found in the Charleston market. Whether you're seeking a luxurious primary residence, space for extended family, private guest accommodations, home offices, or the potential to reimagine the layout to fit your lifestyle, this property provides endless possibilities.Perfectly positioned along Charleston's coveted waterfront corridor, you'll enjoy an unparalleled location just minutes from the heart of the Historic District.Walk or bike to MUSC, Roper St. Francis Hospital, the Charleston City Marina, Brittlebank Park, Colonial Lake, and some of the city's most celebrated restaurants, boutiques, galleries, and cultural attractions. Spend your mornings strolling the Ashley River waterfront, afternoons exploring the charming streets of downtown, and evenings watching breathtaking sunsets over the marina. For those relocating from out of state, this home offers more than just exceptional square footage--it's an invitation to embrace the Charleston lifestyle. Imagine leaving your car behind as you enjoy waterfront parks, world-class healthcare, award-winning dining, live entertainment, festivals, and historic landmarks all within easy reach. Whether you're searching for a full-time residence, a lock-and-leave second home, or a spacious retreat in one of America's most celebrated cities, this one-of-a-kind property delivers an unmatched combination of size, versatility, location, and lifestyle that is nearly impossible to duplicate in downtown Charleston. With a recent price improvement, this is an exceptional opportunity to own one of the largest and most adaptable residences in one of Charleston's most desirable locations.

14 Lockwood Drive Unit #7abg, 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
$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
$1,195,000
3 Beds ⋅ 2.5 Baths ⋅ 26014524 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
Perfectly positioned in one of downtown Charleston's most desirable residential enclaves, 30 Mary Street Unit 6 offers the rare combination of walkable urban living and a quiet neighborhood setting. Just moments from the Gaillard Center, some of Charleston's finest restaurants, boutique shopping, and cultural attractions, this charming three-story residence places the very best of the peninsula right outside your door while still maintaining a peaceful, tucked-away feel.Constructed in 2004, the home benefits from new systems and lower-maintenance living rarely found in historic downtown Charleston properties. Offering approximately 1,400 square feet with 3 bedrooms and 2.5 bathrooms, the residence is thoughtfully designed for comfortable everyday living and effortless entertaining.The first floor features an open-concept living and dining space with an eat-in kitchen offering ample storage, a powder room, and access to a beautiful screened porch -- the perfect setting for outdoor dining, morning coffee, or relaxing evenings year-round. The second floor includes a spacious primary suite with a walk-in closet and private balcony, along with an additional office or guest bedroom, full bath, and convenient laundry closet. The third floor provides another flexible office, studio, or guest space that could easily function as an additional bedroom. Additional highlights include two highly coveted deeded off-street parking spaces and beautiful landscaping with irrigation. Combining exceptional walkability, flexible living spaces, and a serene residential atmosphere, this is a wonderful opportunity to enjoy downtown Charleston living at its finest.

30 Mary Street Unit #Unit 6, Charleston
$1,185,000
2 Beds ⋅ 3.5 Baths ⋅ 26011131 MLS ⋅ Wraggborough SubDv. ⋅ Active Status
Tucked into the charming Wraggborough neighborhood, this home puts you right where you want to be-just moments from Charleston's best dining, shopping, and parks, all easily reached by foot or bike. The first floor offers a versatile flex space ideal for a home office, fitness area, or playroom, along with a convenient half bath and a separate storage/utility/laundry room. Upstairs, natural light fills the main living level, showcasing hardwood floors and a newly renovated kitchen with a flexible living and/or dining area centered around a spacious island. The current living room easily doubles as a third bedroom, complete with ensuite bath and walk-in closet, plus access to a private balcony. The top level features two spacious ensuite bedrooms for added privacy. Two..off-street parking spaces, generous storage, and a Condo HPR that includes flood insurance and exterior maintenance, this home offers effortless downtown living. Plus, many more recent updates including new bathroom vanities and new HVAC.

15 Judith Street Unit #E, Charleston
$950,000
2 Beds ⋅ 2.5 Baths ⋅ 26006116 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
HARLESTON VILLAGE PIED-A-TERRE! Imagine living in the heart of historic downtown Charleston, where your mornings begin with a stroll to Colonial Lake and your evenings end in the vibrant King Street shopping district. Tucked away ''Slightly North of Broad,'' 5 Trapman Street is more than just a home--it's your invitation to the ultimate Lowcountry lifestyle.This beautifully renovated townhome offers the rare ''lock-and-leave'' convenience without the constraints of HOA or regime fees. Inside, you'll find an airy, open-concept layout glowing with natural light, rich hardwood floors, and designer touches from the top-to-bottom renovation.The HVAC was recently replaced, so the next owner can feel confident the home will stay cool and comfy during the Charleston summer and warm during the winter for years to come. Whether you're hosting friends in your private outdoor living space or enjoying the quiet charm of the neighborhood, this move-in-ready sanctuary is a blank canvas just waiting for your personal touch. Parking downtown is no problem on this street. Plenty of available street parking and a dedicated bricked area that can easily fit a golf cart or moped.

5 Trapman Street Unit #Unit 2, Charleston
$1,199,000
6 Beds ⋅ 4 Baths ⋅ 26005754 MLS ⋅ Eastside SubDv. ⋅ Active Status
This beautifully renovated historic duplex features two units, each with 3 bedrooms and a flex space that has been used as a 4th bedroom. Located in the heart of downtown Charleston's vibrant Eastside neighborhood, this is a great opportunity to live in one unit and short or long term rent the other! Inside, the units blend classic Charleston character with modern updates. The kitchens feature rich wood cabinetry, granite countertops, stainless steel appliances, and clean, bright finishes, perfect for both everyday living & entertaining. Sunlit bedrooms & flex spaces showcase warm hardwood floors, crisp white walls, large windows, and charming architectural details, creating inviting and flexible living areas throughout. Outside, enjoy a large fenced backyard with a brick patio, an ideal private retreat for outdoor dining, gardening, or relaxing under the palms. Each unit also includes its own cozy porch area, adding to the home's Lowcountry appeal. A rare opportunity to own a turn-key duplex in one of Charleston's most up-and-coming downtown locations, ideal for owner-occupants, investors, or multigenerational living just minutes from the Cigar Factory, Lucky Luchador, the South Carolina Aquarium, and the Ravenel Bridge.

66 America Street Unit #A&B, Charleston
$1,199,000
6 Beds ⋅ 26005753 MLS ⋅ Eastside SubDv. ⋅ Active Status
This beautifully renovated historic duplex features two units, each with 3 bedrooms and a flex space that has been used as a 4th bedroom. Located in the heart of downtown Charleston's vibrant Eastside neighborhood, this is a great opportunity to live in one unit and short or long term rent the other! Inside, the units blend classic Charleston character with modern updates. The kitchens feature rich wood cabinetry, granite countertops, stainless steel appliances, and clean, bright finishes, perfect for both everyday living & entertaining. Sunlit bedrooms & flex spaces showcase warm hardwood floors, crisp white walls, large windows, and charming architectural details, creating inviting and flexible living areas throughout. Outside, enjoy a large fenced backyard with a brick patio, an ideal private retreat for outdoor dining, gardening, or relaxing under the palms. Each unit also includes its own cozy porch area, adding to the home's Lowcountry appeal. A rare opportunity to own a turn-key duplex in one of Charleston's most up-and-coming downtown locations, ideal for owner-occupants, investors, or multigenerational living just minutes from the Cigar Factory, Lucky Luchador, the South Carolina Aquarium, and the Ravenel Bridge.

66 America Street Unit #A&B, Charleston
$1,145,000
6 Beds ⋅ 4 Baths ⋅ 25033242 MLS ⋅ Eastside SubDv. ⋅ Active Status
The owner has enjoyed the top floor as a second home while generating income from the first floor. There is potential to generate additional income as the second floor has two separate entries! Renovated 6 bedrooms DUPLEX completed in May 2024 - Renovated down to the studs. 2 New Kitchens, 4 new Bathrooms , 2 HVAC, 2 new water heaters, all new wiring and plumbing , new windows/doors, sheetrock, fresh paint on the interior and exterior and metal roof resealed. GORGEOUS original hardwood floors, fireplace and beams on the second floor pied-a-terre. Includes parking spaces in the backyard or possibly 3-4 tandem spots! Enjoy a short walk to all things Charleston- popular shopping and dining, historical museums, dog parks, the visitors center.

Charleston
$1,145,000
6 Beds ⋅ 25030559 MLS ⋅ Eastside SubDv. ⋅ Active Status
Renovated 6 bedrooms DUPLEX completed in May 2024 - Renovated down to the studs.2 New Kitchens, 4 new Bathrooms , 2 HVAC, 2 new water heaters, all new wiring and plumbing , new windows/doors, sheetrock, fresh paint on the interior and exterior and metal roof resealed. GORGEOUS original hardwood floors, fireplace and beams on the second floor pied-a-terre. The owner has enjoyed the top floor as a second home while generating income from the first floor. There is potential to generate additional income as the second floor has to separate entries! Includes parking spaces in the backyard or possibly 3-4 tantumn spots! Enjoy a short walk to all things Charleston- popular shopping and dining, historical museums, dog parks, the visitors center.

19 America Street Unit #A And B, Charleston
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 25030360 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
This beautifully restored 3-bedroom, 3-bath single family detached home is an active, legal short term rental. This property has been thoughtfully renovated, blending original character with high-end finishes & contemporary comfort. Inside, you'll find gorgeous hardwood floors, exposed wooden beam ceilings, & luxury designer touches throughout. The bright, elegant kitchen features white cabinetry w/ gold hardware, striking quartz countertops with dramatic blue & gray veining, & warm hardwood flooring. A sleek peninsula with bar seating, gold faucet, & open layout make this kitchen both functional and beautiful, perfect for gathering & entertaining. Each bedroom offers its own refined style & comfort, along with an en-suite bathroom. Step outside to your private fenced pool deck where asplash pool with soothing waterfall feature creates an oasis of tranquility, ideal for cooling off or relaxing in total privacy. This home also includes one off-street parking space, accessible via the driveway to the left of 65 Spring Street. Pedestrian access is available through the charming brick walkway between 65 and 67 Spring, adding to the home's classic Charleston appeal. Currently operating as an active, legal short-term rental, this property offers exceptional investment potential or a turn-key option for a primary or secondary residence in one of the city's most sought-after neighborhoods. Experience the best of Charleston living, historic charm, modern luxury, and a private retreat, all in one beautifully restored home.

67 Spring Street Unit #A, Charleston
$7,700,000
28 Beds ⋅ 17029456 MLS ⋅ Harleston Village SubDv. ⋅ Active Status
Great location next to the College of Charleston campus. All four properties (31 Coming, 29 Coming, 1 Montagu and 1-1/2 Montagu) are contiguous and must be purchased as a package (will not be sold individually). Parking for approximately 20 cars. All properties are currently leased.

31 Coming Street, Charleston