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.

Downstairs unit vacant in April so owner occupancy financing applies.Built in 1865, this historic duplex is located in the highly desirable Cannonborough-Elliottborough neighborhood, just steps from the King and Spring Street corridors. Enjoy excellent walkability to downtown dining, shopping, and nightlife, all while being situated in an X flood zone. The property features two 1 bed / 1 bath units (approximately 504 SF each) with separate electric and water meters, in-unit washer and dryer, gas stoves and water heaters, porches, and rare off-street parking. Unit A (downstairs) offers maple flooring and epoxy wood countertops, while Unit B (upstairs) features Brazilian cherry floors and ceilings with exposed wood beams. The home has been well maintained with updated electrical,approximately 90% of plumbing updated, a roof coating completed under 10 years ago, and a transferable Terminix termite bond. The property is currently receiving a fresh exterior paint job, enhancing curb appeal.

TWO prime short-term rentals in the heart of Downtown Charleston! Located one block from King Street and nestled in the vibrant Cannonborough-Elliotborough neighborhood! 179 St. Philip Street is a 3.5 story, fully furnished, turn-key property that is a solid investment property. Unit D is approx. 531 square ft and has one bedroom/one bathroom. Unit E is approx.1327 square ft. and has 3 bedrooms/3.5 bathrooms. Four parking spaces are located on the property. This property offers a strong rental history, an amazing location, and off street parking. All furnishings convey with the sale. Do not miss this amazing investment opportunity!

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.

Location. Flexibility. Income. All in one unbeatable Charleston property. Two Homes, One Lot, Prime Downtown Charleston! An exceptional opportunity in the heart of Historic Downtown Charleston--just one street off King Street. This versatile property offers two fully independent homes on a single lot, totaling 5 bedrooms of rentable and livable space in one of the city's most in-demand locations. Ideal for investors or anyone looking to offset their mortgage with reliable rental income. The front home (4 Bogard), a beautifully preserved circa 1890 Charleston Single, offers 1,320 square feet, featuring 2 spacious bedrooms, 1 full bath, and a half bath--perfect for long-term tenants or an owner-occupant. Original hardwood floors, tall ceilings, and classic Lowcountry charm are balanced by modern updates, including a renovated kitchen and updated systems. Behind the main house sits a separate 2006-built residence, a fully self-contained income-producing unit with 3 bedrooms and 3 full bathrooms. Designed for flexible use, each bedroom can be rented individually for maximum return, or the home can function as a high-demand rental for a single tenant or group. The upstairs boasts a bright, open-concept kitchen and living space, plus a private rooftop porch ideal for relaxing or entertaining. Potential Income: · Live in one home and rent the other · Rent each bedroom individually for increased monthly income · Long-term rental rates in this area remain strong and stable · Walking distance to MUSC, College of Charleston, and King Streetideal for students, professionals, and traveling nurses Whether you're an investor seeking steady cash flow, a buyer wanting to live downtown while building equity through rental income, or someone looking for a flexible multi-use property in a premium location, this is a rare opportunity that delivers on all fronts.

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.