Cannonborough Charleston SC Homes For Sale | James Schiller Team

A converted single family house to duplex -1 bedroom 1 bath on 1st Floor and 2 bedrooms 1 bath on 2nd Floor.Moderately Conserved Units.

Tucked within the charming Catfiddle Street enclave in the heart of Cannonborough-Elliottborough, 26 Catfiddle Street offers a thoughtful blend of classic Charleston character and modern functionality. This three-bedroom, three-bath residence is designed with flexibility in mind, making it equally appealing as a primary home, investment property, or combination of both.The ground level features a private studio space with its own full bath, ideal for use as a guest suite, home office, or income-producing rental.Upstairs, the main level is centered around an open-concept living and kitchen space, complete with a fireplace and natural flow for everyday living and entertaining. A well-appointed bedroom and full bath are also located on this floor. The top level offers an additional bedroom and bath, along with a lofted area that overlooks the living space below, adding architectural interest and a sense of openness throughout. Recent updates include beautifully refreshed bathrooms in 2023 and a newly painted exterior, enhancing both the interior comfort and curb appeal. With its stucco exterior, efficient layout, and prime downtown location just moments from local dining, shopping, and neighborhood favorites, 26 Catfiddle Street presents a unique opportunity to enjoy the best of Charleston living in one of its most vibrant communities.

Nestled in the heart of Charleston's vibrant Upper Peninsula, 193 St. Philip Street presents a rare opportunity to own a thoughtfully updated, lock-and-leave residence just steps from King Street. Built in 2006 and located within the Midtown community, this 3-bedroom, 2.5-bath home spans approximately 1,768 square feet and includes two off-street parking spaces--an invaluable asset in one of the city's most walkable locations. Designed with both lifestyle and flexibility in mind, the home has served as a successful executive rental, generating approximately $7,000 per month. Its well-proportioned floor plan offers low-maintenance living, equally suited for full-time residency, a second home, or continued investment use.Significant recent upgrades enhance both function and long-term value. A $30,000 kitchen renovation completed in March 2026 introduces a full LG appliance suite with PrintProof stainless steel finishes, including a counter-depth smart refrigerator, 5-burner range with air fry convection oven, built-in dishwasher with third rack, and over-the-range microwave. Beyond the kitchen, the home has been extensively improved with hardwood floors throughout, fresh interior paint, new honeycomb window shades, upgraded insulation, two hardline dehumidifiers, and a tankless water heater--all completed in late 2025. Additional system updates include newer HVAC units (2019 & 2021) and updated appliances throughout. Positioned just one block from King Street and within walking distance to Charleston's most celebrated restaurants, coffee shops, parks, and cultural landmarks--including Chubby Fish, Xiao Bao Biscuit, Marion Square, and the College of Charleston--this address offers a lifestyle defined by access, energy, and ease. Whether you're seeking a primary residence, a refined pied-à-terre, or a proven income-producing asset, 193 St. Philip Street delivers on location, condition, and long-term potential.

Tucked behind the historic William Robb House (c. 1858), this charming 2-bedroom, 1-bath residence offers a rare opportunity to own a piece of Charleston's architectural heritage--complete with coveted off-street parking.Positioned within the original kitchen house, this condo is a true blank canvas, ready for your personal vision. Thoughtfully priced to allow for updates, it presents exceptional value for buyers seeking to create a custom retreat in the heart of downtown.The property features a private porch perfect for catching afternoon breezes, along with access to a beautifully maintained, fenced yard with lush green space, a fountain, and inviting seating areas--an uncommon oasis in the city.Ideally located in Charleston's vibrant dining and shopping district, you're just steps from renowned restaurants, boutique shops, and everyday conveniences, with MUSC, Roper Hospital, and the College of Charleston all just minutes away. The monthly regime fee provides outstanding coverage and ease of ownership, including general homeowners insurance and flood insurance, termite bond, pest control, water, landscaping, and exterior maintenance. A truly compelling value in one of downtown Charleston's most desirable and walkable locations.

EXCELLENT BED & BREAKFAST RENTAL OPPORTUNITY! LIVE IN THE OWNER'S UNIT; HAVE 2 B & B UNITS AND 1 EXECUTIVE RENTAL UNIT FOR 3 INCOME PRODUCING UNITSI! Don't miss this beautiful, turn-key, meticulously restored property located in the vibrant Cannonborough-Elliotborough neighborhood! This property has 2 LICENSED B & B units, an owner's unit, and 1 executive rental unit. Each unit has its own private entrance and private bathroom. This fully renovated property features hardwood floors, stainless steel appliances, an on-site laundry room for rental units, a laundry room in the owner's unit and outdoor seating for each unit. Furniture/appliances are included in the sale. The backyard allows for on-site parking for 3 vehicles. Operational Permit #OP2025-06166EXCELLENT BED & BREAKFAST RENTAL OPPORTUNITY! LIVE IN THE OWNER'S UNIT; HAVE 2 B & B UNITS AND 1 EXECUTIVE RENTAL UNIT FOR 3 INCOME PRODUCING UNITSI! Don't miss this beautiful, turn-key, meticulously restored property located in the vibrant Cannonborough-Elliotborough neighborhood! This property has 2 LICENSED B & B units, an owner's unit, and 1 executive rental unit. Each unit has its own private entrance and private bathroom. This fully renovated property features hardwood floors, stainless steel appliances, an on-site laundry room for rental units, a laundry room in the owner's unit and outdoor seating for each unit. Furniture/appliances are included in the sale. The backyard allows for on-site parking for 3 vehicles.This property is within walking distance to the city's best restaurants, Septima P. Clark Parkway, MUSC, CofC, Joe Riley Stadium, The Citadel, Hampton Park, downtown's entertainment district, and much more!

Welcome to 232 Rutledge Avenue, an exceptional circa 1885 Charleston Single nestled in the heart of Cannonborough-Elliottborough, one of downtown Charleston's most vibrant and sought-after neighborhoods.Rich in history and thoughtfully maintained, this elegant residence seamlessly blends timeless architectural character with modern livability. The main house offers three spacious bedrooms, while the front room is bathed in natural light and anchored by an original fireplace and can serve as a beautiful living space with direct access to one of the home's iconic double piazzas.Inside, you'll find a stunning collection of preserved historic details, including original fireplaces, exposed brick, original rafters, and intricate trim work--all thoughtfully integrated into a functional, flowing floor plan. The expansive, light-filled kitchen featuring luxurious Sub-Zero Refrigerator alongside Wolf and Cove appliances. This space offers ample space for an eat-in area, allowing for versatile use of the traditional dining room as an additional living or entertaining space. Set on an unusually wide lot for downtown Charleston, the property provides rare and valuable off-street parking, secured by an automated gate. Tucked behind the main residence, a charming carriage house has been converted into a private one-bedroom apartment--ideal for guests, long-term tenants, or supplemental income. Beneath the home lies a truly unique feature: a historic brick-arched cistern, offering the opportunity to create a one-of-a-kind wine cellar or atmospheric entertaining space. Located in the only neighborhood in the city within Charleston's short-term rental overlay, this property presents extraordinary investment potential. Just steps away, you'll find some of Charleston's most celebrated dining destinations, including Wild Common, Vern's, and Malagón, all recognized with Michelin distinctions along with local favorites like Chubby Fish and Roseline. Whether you're seeking a refined primary residence, an income-producing investment, or a blend of both, 232 Rutledge Avenue offers a rare opportunity to own a piece of Charleston's architectural legacy enhanced by modern comforts and unmatched location.

Fully renovated turnkey duplex investment offering immediate rental income with comprehensive 2025 renovations. Every major system updated for worry-free ownership. Major 2025 Improvements: Complete subfloor/crawlspace renovation with professional rodent proofing. Both units feature full kitchen renovations with modern finishes. New PVC plumbing installed from units to street connection eliminates future concerns. Recently sealed roof with reinstated termite bond. First floor noise dampening inserts enhance tenant comfort by reducing sound transmission between units. Fully leased generating immediate cash flow. Extensive renovations mean minimal future capital requirements, focus on income generation, not repairs.Perfect for investors seeking premium, low-maintenance rental property with strong tenant satisfaction and reliable income potential. Move-in ready with quality improvements throughout. Ideal turnkey investment opportunity.

An exceptional opportunity to acquire a fully renovated, fully licensed commercial short-term rental complex in the heart of downtown Charleston. 140 Spring Street is a boutique, three-unit offering designed to command premium nightly rates while delivering a rare combination of privacy, parking, and outdoor living--features that consistently outperform in Charleston's high-barrier STR market. The property features two spacious 3-bedroom / 2-bath residences and one well-appointed 1-bedroom unit, creating multiple income streams ideal for group travel, extended stays, and high-yield weekend demand. Renovations were thoughtfully executed to preserve historic charm while delivering modern finishes that today's guests expect.A true differentiator is the private, walled courtyard exclusive to one of the 3-bedroom units. Complete with a gazebo, brick fireplace, and dedicated sitting area, this outdoor sanctuary significantly enhances guest experience and booking appeal. The courtyard also offers potential for a plunge poolan extraordinary rarity in downtown Charleston and a proven lever for materially increasing ADRs and annual revenue. Off-street parking further strengthens the asset's competitive position, while in-place commercial STR licensing allows for immediate operation with no entitlement risk. Beyond operational performance, ownership offers significant tax advantages unique to short-term rentals, including the potential for accelerated depreciation and cost segregation, which may allow investors to offset a substantial portion of incomeoften without passive activity limitations, subject to individual circumstances and tax strategy. This is a rare opportunity to acquire a stabilized, scalable, and tax-advantaged STR asset in one of the Southeast's most supply-constrained and resilient markets. $300,000.00/ in annual revenue projected from a reputable local management company.

An exceptional opportunity to acquire a fully renovated, fully licensed commercial short-term rental complex in the heart of downtown Charleston. 140 Spring Street is a boutique, three-unit offering designed to command premium nightly rates while delivering a rare combination of privacy, parking, and outdoor living--features that consistently outperform in Charleston's high-barrier STR market.The property features two spacious 3-bedroom / 2-bath residences and one well-appointed 1-bedroom unit, creating multiple income streams ideal for group travel, extended stays, and high-yield weekend demand. Renovations were thoughtfully executed to preserve historic charm while delivering modern finishes that today's guests expect. A true differentiator is the private, walled courtyard exclusive to one of the 3-bedroom units. Complete with a gazebo, brick fireplace, and dedicated sitting area, this outdoor sanctuary significantly enhances guest experience and booking appeal. The courtyard also offers potential for a plunge poolan extraordinary rarity in downtown Charleston and a proven lever for materially increasing ADRs and annual revenue. Off-street parking further strengthens the asset's competitive position, while in-place commercial STR licensing allows for immediate operation with no entitlement risk. Beyond operational performance, ownership offers significant tax advantages unique to short-term rentals, including the potential for accelerated depreciation and cost segregation, which may allow investors to offset a substantial portion of incomeoften without passive activity limitations, subject to individual circumstances and tax strategy. This is a rare opportunity to acquire a stabilized, scalable, and tax-advantaged STR asset in one of the Southeast's most supply-constrained and resilient markets. $300,000.00/ in annual revenue projected from a reputable local management company.