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$5,750,000
9 Beds ⋅ 9 Baths ⋅ 26017628 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
$2,175,000
3 Beds ⋅ 3.5 Baths ⋅ 26010529 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
Redefining downtown living with a seamless blend of modern design and thoughtful functionality, 7 Carrere Court offers newly constructed luxury in the heart of Cannonborough-Elliotborough. Designed by Rush Dixon Architects and completed in 2022, this custom-built residence delivers a refined yet livable floor plan with three bedrooms and three and a half baths, including dual primary suite options. The private courtyard offers additional living space and a heated saltwater pool to enjoy year round.The main level features an open-concept living, dining, and kitchen space filled with natural light. Wide-plank European white oak flooring, custom built-ins, and a well-appointed gourmet kitchen with quartzite island, stainless steel appliances, gas range, and generous pantry create a space equally suited for everyday living and entertaining. The second floor offers two spacious bedrooms and two full baths, including one ensuite bedroom that functions as a secondary primary suite. A private terrace and convenient second-floor laundry enhance the livability of this level. The third floor is dedicated to the primary suite, complete with a beautifully finished bath, custom closet, and access to a large rooftop deck with sweeping views over downtown Charleston. Additional highlights include multiple off-street parking spaces and a fully fenced backyard, a rare find for downtown living. With approximately 2,100 square feet of heated and cooled space and an additional 350 square feet of outdoor living across balconies and the rooftop deck, the home offers a modern footprint within a historic setting. Tucked within a quiet, newly developed enclave just off Cannon Street, this location places you steps from some of Charleston's most celebrated dining, shopping, and neighborhood favorites. From acclaimed restaurants to local boutiques and cafés, the best of Cannonborough-Elliotborough is right outside your door.

7 Carrere Court, Charleston
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 26010215 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
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.

26 Catfiddle Street, Charleston
$3,100,000
7 Beds ⋅ 5 Baths ⋅ 26002821 MLS ⋅ Cannonborough-Elliotborough SubDv. ⋅ Active Status
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.

140 Spring Street, Charleston