Cannonborough Charleston SC Homes For Sale | James Schiller & Associates

Welcome to 29 Bogard Street where historic grandeur is combined with modern comfort, maximized outdoor living space, and proximity to all of Charleston's welcoming food and shopping favorites. Loaded with upgrades and renovations during ownership, this stunning duplex offers two fully updated 2-bedroom, 1-bathroom residences, thoughtfully designed for flexible living or a turnkey investment -- all just steps from culinary gems like Chubby Fish and Vern's.From the moment you step inside the private, lushly landscaped backyard, you'll realize this isn't your typical downtown property. A true urban sanctuary, the outdoor space features a high-end hot tub, cedar sauna, cold plunge, and a retractable awning that transforms the patio into a shaded retreat on demand. Whether you're unwinding after a day exploring the city or hosting guests for a weekend getaway, this tropical escape redefines outdoor living in downtown Charleston. The property itself consists of two stylishly appointed units, each offering two bedrooms and one bathroom with updated finishes, natural light, and timeless charm. Both units have been thoughtfully improved to accommodate modern lifestyles, making them ideal for long-term tenants, short-term guests, or multi-generational living. Use one unit as your personal residence while renting the other, lease both for maximum income, or convert to a single-family setup down the line  the options are as flexible as they are valuable. Inside, each residence showcases hardwood flooring, modern kitchens, and spa-inspired bathrooms. The design balances warmth and character with clean, contemporary lines, creating a welcoming space for residents and guests alike. With updated systems, dedicated laundry, and separate entrances, each unit lives independently and comfortably. But it's the location that seals the deal. Set on a quiet street just off the pulse of the city, 29 Bogard is walkable to Charleston's best shopping, coffee shops, wine bars, and award-winning dining. Whether you're taking a morning stroll to grab a croissant or heading out for an evening on the town, you're never far from the action  yet always able to retreat back to your private paradise. Few properties in Charleston offer this rare combination of income flexibility, premium upgrades, and backyard luxury. 29 Bogard Street is more than a home  it's a lifestyle investment. Whether you're looking for a one-of-a-kind primary residence with built-in rental income, or a downtown getaway, this is your chance to own something truly special in the Holy City.

The Chapel Lofts offers an exceptional opportunity to own a legal, fully licensed, income-producing short-term rental property located in the heart of downtown Charleston. This unique offering includes three separate units totaling 13 bedrooms, with the rare bonus of 8 off-street parking spaces. Originally constructed in 1994 as a wedding chapel, the striking front building was thoughtfully renovated in 2012 to create a stunning 5-bedroom, 4.5-bath residence. Its open-concept living space boasts soaring vaulted ceilings and a spacious kitchen and lounge area ideal for entertaining. Also built in 2012, the rear carriage house features two 4-bedroom, 4-bath units, each designed with style, comfort, and guest experience in mind. Interiors throughout all three units are beautifully decoratedand updated, offering turnkey functionality for continued short-term rental success. All furnishings and décor convey with the sale for seamless operational continuity. Perfectly positioned on desirable Ashley Avenue, this property is just a short stroll to Charleston's celebrated dining, shopping, and cultural attractions. Whether you're expanding your investment portfolio or seeking a rare STR-compliant asset in Charleston, The Chapel Lofts delivers unmatched charm, income potential, and location.

The Chapel Lofts offers an exceptional opportunity to own a legal, fully licensed, income-producing short-term rental property located in the heart of downtown Charleston. This unique offering includes three separate units totaling 13 bedrooms, with the rare bonus of 8 off-street parking spaces. Originally constructed in 1994 as a wedding chapel, the striking front building was thoughtfully renovated in 2012 to create a stunning 5-bedroom, 4.5-bath residence. Its open-concept living space boasts soaring vaulted ceilings and a spacious kitchen and lounge area ideal for entertaining. Also built in 2012, the rear carriage house features two 4-bedroom, 4-bath units, each designed with style, comfort, and guest experience in mind. Interiors throughout all three units are beautifully decoratedand updated, offering turnkey functionality for continued short-term rental success. All furnishings and décor convey with the sale for seamless operational continuity. Perfectly positioned on desirable Ashley Avenue, this property is just a short stroll to Charleston's celebrated dining, shopping, and cultural attractions. Whether you're expanding your investment portfolio or seeking a rare STR-compliant asset in Charleston, The Chapel Lofts delivers unmatched charm, income potential, and location.

The Bee & Blossom is a stunning historic bed and breakfast comprised of 8 bedrooms, 8 full & 2 half baths, which masterfully blends timeless charm with modern luxury. As the 2020 Charleston Symphony Designer Showhouse, this iconic residence has been meticulously restored and renovated, earning the coveted Carolopolis Award for excellence in historic preservation. Spanning three beautifully appointed floors, the home welcomes guests w/ an open-concept main level featuring a gracious dining and lounge area, anchored by a spacious living room designed for both comfort and conversation. The adjacent chef's kitchen boasts a breakfast bar with seating for four, ideal for casual meals or morning coffee. Each of the eight bedrooms offers its own ensuite bath, providing privacy and comfort forguests or extended family. A second-floor suite of bedrooms leads to a third-floor retreat, where you'll find additional guest rooms and a secondary living area perfect for quiet relaxation. Outside, expansive porches and a serene garden oasis with a small pond invite peaceful moments and Southern-style entertaining. Whether continuing its legacy as a high-end B&B or converting it to a grand private residence, The Bee & Blossom is a rare opportunity to own a piece of Charleston's storied pastbrilliantly transformed for modern living.

Welcome to an exceptional opportunity in the heart of downtown Charleston! Perfectly positioned just steps from King Street, this charming income-producing property offers unmatched walkability to Charleston's top restaurants, boutique shopping, vibrant nightlife, and major hospitals including MUSC, Roper Hospital, and the VA Medical Center. This home features a seamless blend of historic character and thoughtful modern updates, making it ideal for a primary residence, short-term rental, or investment property. Inside, you'll find beautiful high ceilings, original hardwood floors, and a fully updated kitchen. Two coveted off-street parking spots add incredible value and convenience--an absolute rarity downtown.Whether you're looking for an income-producing asset or your own downtown retreat, this property is move-in ready and full of potential. Don't miss the chance to own a piece of Charleston's historic charm while enjoying all the conveniences of city living. Schedule your private tour today, this one won't last long!

Excellent location to build a great investment or personal home...close to Charleston's most popular beaches and everything downtown Charleston! ...zoned residential...public water & sewer available at site.

Welcome to 162 Spring Street, Unit A, where location, charm, and flexibility converge in one of Charleston's most walkable and dynamic neighborhoods. Just a short stroll from King Street's world-renowned restaurants, boutiques, and nightlife, this fully-furnished, turnkey property offers the perfect mix of historic appeal and modern comfort--with the rare bonus of off-street parking.Whether you're looking for a pied-a-terre, a profitable licensed short-term rental (STR), or a stylish primary residence, Unit A delivers unmatched versatility in a coveted downtown setting. Skip the car--dine at local hotspots like Xiao Bao, R Kitchen, Southbound, and more. Or grab coffee from neighborhood favorites just around the corner. The best of Charleston is literally at your doorstep.Inside, you'll find 950 square feet of bright, open living space designed for easy living and entertaining. Two generous bedrooms offer ample privacy, while the open-concept layout connects kitchen, dining, and living areas with a welcoming flow. Large windows let the natural light pour in, highlighting hardwood floors and tasteful furnishings throughoutall of which convey with the sale. This unit also boasts a fully permitted and active short-term rental license, along with a strong rental history and professional management in place. The dedicated off-street parking space is a true rarity for this location, offering convenience and peace of mind. With a low-maintenance exterior and no HOA, this property makes ownership easy and enjoyable. Positioned within the short-term rental overlay, this property is uniquely situated for maximum income potential while still offering the livability and charm that Charleston buyers crave. Whether you're an investor seeking cash flow or a buyer wanting to enjoy the Charleston lifestyle without compromise, 162 Spring Street, Unit A is a rare opportunity in an unbeatable location.

Step into timeless Charleston charm blended seamlessly with modern comfort at 162 Spring Street, Unit D. This 4-bedroom, 3-bathroom detached home offers over 1,600 square feet of beautifully appointed living space, ideal for both full-time residents and savvy investors seeking a turnkey short-term rental opportunity in the heart of downtown.Located just a few blocks from iconic King Street, this home offers unbeatable access to Charleston's top dining, shopping, and cultural destinations--while still offering a private, residential feel. Xia Bao Biscuit, Southbound, R Kitchen, Da Toscano Porchetta Shop, Daniella's, Bad Bunnies Coffee, all just steps from your front door!Inside, you'll find a spacious open floor plan that flows effortlessly from the stylish living area to a sleek, well-equipped kitchen with modern finishes and ample seatingperfect for entertaining or relaxing with family. A generous primary suite is conveniently located on the main level, offering both comfort and privacy. Upstairs, three additional bedrooms and two full bathrooms provide flexibility for guests or growing families. Step outside to enjoy a classic Charleston front porcha perfect place to unwind with a glass of sweet tea or greet passing neighbors. This home is being sold fully furnished, making it truly move-in or rent-ready from day one. Whether you're seeking a centrally located residence or a high-performing income-producing property, 162 Spring Street, Unit D delivers on every level.

Completely renovated historic 1890's Duplex and a Short term rental opportunity. The renovation includes all new siding, new windows, new roof and new HVAC system. On the interior all new flooring, new drywall, interior paint, new cabinets, new countertops, and appliances. The home comes fully furnished and is currently rented until 5/7/25 with monthly rentals. When combined with the package purchase of 10 Humphreys and 262 Rutledge the owner will be able to apply for a Bed and Breakfast STR permit. The duplex includes all new electrical, plumbing and tile work in the bathrooms. The home is currently on a rental program with Duvet Homes and will require advance notice to see the inside of the duplex units. Owner has a recent appraisal that can be provided for review.