The Brennaman Group

241 Bay Street : The Brennaman Group
The Brennaman Group > Charleston > Ansonborough > 241 Bay Street

241 Bay Street, Charleston, SC 29401 $5,500,000

At about 11,752 square feet, 241 Bay Street is the largest home for sale in Charleston (by total heated square feet).
Bedrooms 9
Full Bathrooms 9
SqFt 11,752
Updated 02/27/2026
Half Bathrooms 0
Price/SqFt $468
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General Features
Category Residential
Style Traditional
Stories 3
County Charleston
City Charleston
Subdivision Ansonborough
MLS number 26005458 (Active)
Address 241 Bay Street, Charleston, SC 29401 US
Listing Provided by Carriage Properties LLC
Sale Type Not an Auction
MLS Area 51 - Peninsula Charleston Inside of Crosstown
Description : Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping.
Beautifully restored and well maintained, this 4 unit masonry structure is located in the center of the Historic District, one block from the City Market, surrounded by fine restaurants and shopping. The property also includes its own parking with 9 spaces onsite. Zoned General Business and located within the accommodation zone, approval for 4 unit accommodations, currently operating as the Charleston Chestnut Mansion, a 4 unit short term rental. This versatile property can operate as short term or long term rentals, or offices giving one flexible use into the future depending upon market needs, especially with its corner location on East Bay and Guignard Streets. All 4 units are completely updated and furnished with bookings well into the future.Each unit has a separate entrance. The first floor has two 2 BD units at 1,400 SQFT each. The second floor is over 3,300 SQFT, with 3 BDs, 3BAs, and elevator access. The third level spans the upper floor with over 2,100 SQFT and 2 BDs. Originally 2 separate structures, with the original built in 1871 (241 East Bay), a later addition at 243 East Bay was added during the 1986 Restoration. Comprehensive renovations from 2015 to 2021, including mechanical systems, windows, interior updates. 2025 gross income $588,061. Showings limited due to bookings. This property is turnkey and ready to go!
Exterior Features
Exterior Block,Stucco
Roof Metal
Water / Sewer Public Sewer
Interior Features
Cooling Central Air
Heating Central,Ductless,Forced Air
Schools
Elementary School
Memminger
Middle School
Simmons Pinckney
High School
Burke
Ask About 241 Bay Street
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Broker ReciprocityProperties marked with the Broker Reciprocity logo are provided courtesy of Charleston Trident Multiple Listing Service, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than the website owner are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. The broker providing this data believes it to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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