Cannonborough Charleston SC Homes For Sale | James Schiller & Associates

Rare Opportunity in the Heart of Historic Downtown Charleston - Two Homes on One LotWelcome to a truly unique offering on highly sought-after Bogard Street--two separate residences on a single lot, blending historic charm, modern comfort, and exceptional versatility right in the heart of Charleston's vibrant downtown.The front home is a beautifully preserved circa 1890 Charleston Single, offering 1,320 square feet of timeless character with tasteful updates throughout. Enter through the traditional ''piazza door'' onto a classic Lowcountry porch that runs the full length of the home's side--slightly elevated for added privacy and Southern charm. Inside, you'll find 2 spacious bedrooms, 1 full bathroom, and a convenient half bath for guests. Original hardwood floors, soaring ceilings,and historic architectural details are seamlessly complemented by a thoughtfully renovated kitchen and modern systems, creating a home that's as functional as it is beautiful. Ensconced privately behind the main home is a second residence, built in 2006 ideal as a guest house, income-producing rental, or multi-generational living space. This light-filled home features 3 bedrooms, 3 full bathrooms, and a private rooftop porch, perfect for relaxing or entertaining. The entire second floor is dedicated to a spacious great room and updated kitchen, offering an open-concept layout designed for modern living. Whether you're seeking a primary residence with rental potential, an investment property, or a family compound, this rare downtown opportunity offers unmatched flexibility all within walking distance of King Street's renowned dining, MUSC, and Charleston's historic and cultural landmarks.

Welcome to 171 Spring Street, a high-income producing property located in one of downtown Charleston's most desirable neighborhoods and within the coveted Short-Term Rental Overlay District. This unique opportunity features a mix of commercial and residential short-term rental spaces, offering both immediate cash flow and long-term investment potential.The property is comprised of three distinct units: Unit A: A 510 sq. ft. commercial space with excellent visibility--perfect for a retail shop, office, or cafe. Unit B: A tastefully updated 730 sq. ft. 2-bedroom, 1-bathroom residence that is currently operating as an active short-term rental. Unit C: A spacious 1,805 sq. ft. 4-bedroom, 3-bathroom short--term rental spanning the second and third floors, beautifully updated throughout tomaximize comfort and guest appeal. Additional highlights include two off-street parking spaces and unbeatable walkability to King Street, MUSC, shopping, dining, and Charleston's most popular attractions. With its strong rental history, prime location, and mix of commercial and residential income streams, 171 Spring Street presents a rare chance to own a proven investment property in the heart of the Holy City with significant upside potential! Additional projection proformas available upon request.

169 Spring is an exceptional opportunity to own a fully renovated Charleston Single-style triplex just steps from vibrant shops, dining, and entertainment. This high-income producing luxury short-term rental combines historic charm w/ modern elegance, offering 3 turnkey units & onsite parking.The property features two 1 bed/1 bath units & one 2 bed/2 bath unit. Each unit has been thoughtfully updated with high-end finishes, creating inviting & stylish spaces that consistently attract guests seeking an authentic Charleston experience. The home showcases classic double porches, perfect for relaxing & enjoying the city's charming streetscape. Onsite parking (3 spaces), plus additional off-street parking available via an easement across the street (can be purchased separately) adds to the convenience. Additionally, this property has a proven track record as a top-performing short-term rental investment. Whether you're looking to expand your investment portfolio or secure a luxury multi-unit property in one of Charleston's most desirable areas, 169 Spring Street offers an unparalleled opportunity.

169 Spring is an exceptional opportunity to own a fully renovated Charleston Single-style triplex just steps from vibrant shops, dining, and entertainment. This high-income producing luxury short-term rental combines historic charm w/ modern elegance, offering 3 turnkey units & onsite parking.The property features two 1 bed/1 bath units & one 2 bed/2 bath unit. Each unit has been thoughtfully updated with high-end finishes, creating inviting & stylish spaces that consistently attract guests seeking an authentic Charleston experience. The home showcases classic double porches, perfect for relaxing & enjoying the city's charming streetscape. Onsite parking (3 spaces), plus additional off-street parking available via an easement across the street (can be purchased separately) adds to theconvenience. Additionally, this property has a proven track record as a top-performing short-term rental investment. Whether you're looking to expand your investment portfolio or secure a luxury multi-unit property in one of Charleston's most desirable areas, 169 Spring Street offers an unparalleled opportunity.

Victorian Elegance Meets Modern Luxury -- with Income Potential in Downtown Charleston.Step into timeless Charleston charm with this one-of-a-kind 1895 Victorian in the heart of Downtown's sought-after Cannonborough-Elliotborough neighborhood. Just blocks from MUSC, Ashley Hall, Upper King Street, and Colonial Lake, this residence blends historic elegance with thoughtful, high-end renovations. Offering 4 bedrooms, 4.5 bathrooms, and 3,064 square feet, the home showcases original heart pine floors, soaring 11-foot ceilings, multiple fireplaces, oversized windows, and coveted off-street parking for 4 vehicles.Adding to its appeal is a fully licensed short-term rental unit with private entrance, ideal for generating income or hosting extended guests. The centerpiece of the home is a spectacular reimagined kitchen that marries form and function. Completely redesigned, it now boasts quadruple the storage and double the counter space, with diamond cabinetry, unlacquered brass Rohl faucets, Creations Bird hardware, a workstation sink with integrated accessories, and 17 drawers designed for every conceivable culinary tool. Black-and-white marble flooring, full-height marble and granite backsplash, Hoodsly vent hood, and top-tier KitchenAid and BlueStar appliances bring a chef's dream to life. The island offers casual seating, while the adjacent bar, complete with moody stone counters, illuminated glass cabinets, and a second full-size sink, creates an entertainer's haven. Every detail, from the Visual Comfort lighting to the custom pantry systems and artful display niches, reflects masterful design and Charleston sophistication. Beyond the kitchen, thoughtful upgrades span the home: new HVAC and ductwork (2023), updated electrical, mechanical, plumbing, and appliances (2022), fresh interior paint, custom wallpaper, molding, trim, and all-Visual Comfort lighting throughout. The mudroom and laundry spaces were reconfigured for style and function, and the exterior hardscape and driveway improvements make city living effortless. The legal short-term rental suite offers its own living/dining area, full kitchen, spacious bedroom, and luxury bath with double vanities and a smart toilet, perfect for guests, an au pair, or as a proven income stream. With high ceilings, large windows, and the same architectural character carried throughout, the suite feels private yet seamlessly connected to the home. This property is a rare opportunity: historic charm, modern luxury, investment potential, and a location that defines Charleston living. Words hardly capture its character, you truly must experience it in person.

Amazing opportunity to own a LEGAL short term rental airbnb in great condition with strong revenue in a historic home in the heart of Downtown Charleston --awesome 3 bedrooms and 2 bathrooms with lots of original floors. New exterior paint and wood repairs This unit is the bottom half of a duplex with renovated main bath with newer shower white subway tile and off street parking this place has 7 plus years of operation and hundreds of 5 star reviews. Most furnishings convey

Rare opportunity to own a freestanding, fully furnished condo with private entrance in the heart of Charleston. Originally built as a chapel on the grounds of the Historic William Robb House, Unit C at 12 Bee Street is a one-of-a-kind open studio featuring a 12-foot domed ceiling, hardwood floors, and a European kitchen with marble countertops. This charming and efficient space offers historic character with modern updates and includes two off-street parking spaces. Located in the desirable Cannonborough-Elliotborough neighborhood, it's just steps from MUSC, The College of Charleston, and some of Charleston's premier dining and shopping.

Experience the best of downtown Charleston in this luxurious 3-bed, 3-bath home in the Short Term Rental overlay. Built in 2019, it features high-end finishes, vaulted shiplap ceiling in the master, and a bright open-concept living area with a designer kitchen. Double front porches offer Charleston charm, and the drive-under garage fits two cars--rare for the area. Sold fully furnished with an active STR license and strong rental history. Steps from hospitals, restaurants, and colleges, it's ideal as a residence, rental, or investment. Schedule your private tour today!

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.