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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.
| DAYS ON MARKET | 8 | LAST UPDATED | 6/18/2026 |
|---|---|---|---|
| TRACT | Cannonborough-Elliotborough | YEAR BUILT | 1852 |
| COMMUNITY | 51 - Peninsula Charleston Inside of Crosstown | COUNTY | Charleston |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| Elementary School | Memminger |
|---|---|
| Jr. High School | Simmons Pinckney |
| High School | Burke |
| ADDITIONAL DETAILS | |
| AIR | Ceiling Fan(s), Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Electric Range, Microwave, Refrigerator |
| AREA | 51 - Peninsula Charleston Inside of Crosstown |
| BASEMENT | Crawl Space |
| CONSTRUCTION | Wood Siding |
| EXTERIOR | Balcony |
| HEAT | Electric |
| INTERIOR | Ceiling Fan(s) |
| LOT | 6970 sq ft |
| LOT DESCRIPTION | Corner Lot |
| LOT DIMENSIONS | 0.16 |
| PARKING | Off Street |
| SEWER | Public Sewer |
| STORIES | 3 |
| STYLE | Carriage/Kitchen House, Charleston Single |
| SUBDIVISION | Cannonborough-Elliotborough |
| TAXES | 52737 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing Provided by Keller Williams Realty Charleston West Ashley
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Copyright 2026 Charleston Trident Multiple Listing Service, Inc. All rights reserved.
The broker providing this data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 Charleston Trident Multiple Listing Service, Inc. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.