Refine Search
Map
Sort by
$2,095,000
5 Beds ⋅ 26022425 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
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 Street ideal 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.

4 Bogard Street, Charleston
$1,899,000
9 Beds ⋅ 26019237 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Step into a rare piece of Charleston history at 279 Coming Street an 1852-built triplex that effortlessly blends timeless character with strong investment potential. Tucked within the vibrant downtown peninsula, this classic property tells a story of enduring architecture, thoughtfully divided into three separate residences, each offering 3 bedrooms and 2 full bathrooms. From the moment you arrive, the charm is undeniable. Historic details, generous proportions, and the kind of presence only a home of this era can deliver. Each unit lives comfortably with spacious layouts that invite both long-term tenants and short-term possibilities (subject to local regulations), while maintaining the integrity and feel of a true Charleston residence.In the rear, a valuable and oftenhard-to-find feature in this location--off-street parking--adds convenience and appeal for residents and guests alike. Whether you're looking to expand your portfolio, house-hack in style, or own a signature multi-unit property in one of Charleston's most sought-after corridors, 279 Coming Street offers a unique opportunity to own a piece of the city's past while positioning for its future.

279 Coming Street, 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
$3,980,000
7 Beds ⋅ 26016384 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Stunning, turnkey short-term rental opportunity in the heart of downtown Charleston. This exceptional two-unit property features a total of 7 bedrooms and 7 bathrooms, including a 4 bed / 4 bath Unit A and a 3 bed / 3 bath Unit B, offering immediate income potential ($375k+) with professional management already in place and a proven track record of consistent 5-star guest reviews. Originally a historic residence, the property has been completely renovated by a premier general contractor and interior design team, blending classic Charleston character with modern functionality. Each unit is professionally furnished and thoughtfully appointed, and the sale includes all appliances, fixtures, and furnishings providing a seamless, turnkey investment.The outdoor living experience sets this property apart, featuring a private backyard retreat with spa, built-in grill, expansive lounge deck, and large outdoor dining area. Blue stone patios and brick walkways are complemented by custom landscaping and iron gates, creating one of the most distinctive and upscale outdoor environments in the city. Projected 2026 revenue is estimated at $367,000, with over $200,000 already booked, underscoring the property's strong performance and demand. Additional financials and expense details are available upon request. Ideally located within walking and biking distance to MUSC, as well as the vibrant shops, restaurants, and nightlife of Cannonborough-Elliotborough and Upper King Street, this offering presents a rare opportunity to acquire a high-performing, fully permitted short-term rental asset in one of Charleston's most sought-after neighborhoods.

111 Cannon Street, Charleston
$5,300,000
26011252 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
114 Spring Street presents a rare opportunity to acquire a fully renovated, mixed-use investment asset in the heart of downtown Charleston. This turnkey property features multiple income streams, anchored by a successful triple net leased restaurant operating on a 10-year lease with built-in annual rent escalations, providing a highly stable and passive income foundation. Complementing the commercial component are two high-performing short-term rental apartments, creating additional upside and diversified revenue. The property is located within the City of Charleston's Accommodation Overlay Zone, further enhancing its long-term value and flexibility for short-term rental operations. Recognized as a Historic Charleston Foundation/Historic Caropolis award-winning building, the asset hasundergone a substantial upfit and restoration, thoughtfully preserving its historic character while incorporating modern, high-end finishes throughout. The income profile is driven by the stability of the long-term restaurant lease, allowing an investor to benefit from predictable, low-management cash flow, while the short-term rental units provide meaningful supplemental income and the ability to grow revenues through dynamic pricing and operational efficiencies. As outlined in the pro forma operating summary, the asset demonstrates strong gross income generation across both residential and commercial components, supported by a balanced expense structure. Strategically positioned on Spring Street--one of Charleston's most desirable and high-traffic corridors--the property benefits from exceptional walkability and immediate access to some of the city's top dining, retail, and entertainment destinations. The combination of premier location, award-winning historic significance, accommodation zoning advantages, and diversified yet restaurant-anchored income streams makes 114 Spring Street a compelling investment for buyers seeking both immediate returns and long-term appreciation in one of the Southeast's most resilient real estate markets.

114 Spring Street, Charleston
$2,095,000
5 Beds ⋅ 5.5 Baths ⋅ 25027274 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
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.

4 Bogard Street, Charleston
$3,197,000
6 Beds ⋅ 25007619 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
SEE ATTACHED BROCHURE. To qualify for B&B/STR, must be primary residence. 194-196 Rutledge Ave, ''The Rutledge Ave Inn'', is a 5 unit existing & operating Bed and Breakfast located in the Short-Term Rental Overlay. The main house (196 Rutledge), built in 1910, was renovated down to the studs in 2008 and includes four spacious rental units; two 2BR/2.5BA units A&B, and two 1BR/1BA units C&D. The units are in great condition with modern luxury finishes coupled with historic charm. The Cottage (194 Rutledge) which was built in 2008, is a two level 2BR/2.5BA detached house with it's own private fenced in yard and back porch. The Cottage is setback off the street providing a peaceful and unique oasis. The property exudes modern amenities with historical charm. (continued)

194-196 Rutledge Avenue, Charleston