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$8,400,000
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Property Description
This stunning c. 1785 four-story masonry home has been carefully preserved, exhibiting significant historical integrity. It has undergone an extensive renovation, elegantly updated to accommodate modern living and entertaining. Book-ended by Rainbow Row and High Battery, the Jonathan Simpson House was built within the original walled city by a wealthy merchant. Twelve-foot ceilings and grand rooms allow the house to be filled with light. The pine floors run the full extent of the house (28'). Much of the original molding, cypress paneling, doors, and interior shutters remain. The current owners created a hyphen to connect the original home and kitchen house under the direction of renowned Charleston architects Dufford Young, with construction by Artis, winning a 2019 Carolopolis Award.The project allowed for a new side garden design by Sheila Wertimer. The gourmet kitchen features a butler's pantry, mudroom, and floor-to-ceiling steel doors overlooking the side garden. The former kitchen house now features a spacious second-floor guest suite or office and a large secondary living room flanked by original fireplaces, as well as access to the screened porch overlooking the magnificent backyard that encompasses nearly a quarter of an acre of peace and tranquility. Plans were created for a 10' x 30' swimming pool and have been approved by the city. The existing custom-built "shed" could be easily converted to a pool house with bathroom. The original staircase remains, rising eloquently for all four flights, one of the tallest in the city. The second floor of the home has a 21x25 drawing room with five floor-to-ceiling windows. Across the hall, a primary suite with a fireplace and a private porch overlooking historic rooftops and palmetto trees. The third floor includes two spacious bedrooms, both with en-suite bathrooms, as well as a laundry room. The front bedroom offers clear views of Charleston Harbor. The back bedroom offers a private porch that's perched in the palmetto trees. The fourth floor is laid out as a two-room guest suite with a full bathroom and a living room, incredible historic and water views from every window. Of significant architectural interest is the cantilevered marble balcony, which projects from the second floor and is the only one in Charleston constructed in this manner. The elliptical fan light and the use of tall, glazed windows typify the work of the Adam period. Also of notable distinction is the detailed woodwork and roping around the door frame, which makes this one of the more attractive entrances in historic Charleston. The home retains architectural features of the late Georgian period, also embracing the ornamentation that more closely resembles the Adam style or the Federal period of architectural development.
Full Property Details
Full Property Details for 55 Bay Street E
General
- Sold For: $8,400,000
- Status: Closed
- Type: Single Family
- Source: Charleston_Trident_MLS
- MLS ID: 25024554
- Added to Site: 165 day(s) ago
Interior
- Interior Features: Ceiling - Cathedral/Vaulted, High Ceilings, Garden Tub/Shower, Walk-In Closet(s), Eat-in Kitchen, Family, Formal Living, Office, Pantry, Separate Dining
- Fireplace: Yes
- Fireplace(s): Three +
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Garden Tub/Shower, Multiple Closets, Walk-In Closet(s), Upper
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: Lawn Irrigation
- Deck/Patio: Screened
Parking
- Parking Features: Off Street, Other
Location
- Area: 51 - Peninsula Charleston Inside of Crosstown
- County: Charleston
- Subdivision: South of Broad
- Driving Directions: Broad St Or S. Battery To E. Battery / E. Bay
School Information
- Elementary School: Memminger
- Middle School: Courtenay
- High School: Burke
Community
- Community Name: 51 - Peninsula Charleston Inside of Crosstown
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Charleston Water Service, Dominion Energy
Structural Information
- Architectural Style: Charleston Single
- Construction: Block, Stucco
- Foundation: Basement
- Roof: Slate
- Windows: Window Treatments
- Entry Location: Ground Level
- Stories/Levels: 4
- Building Size: 7343
- Square Feet: 7,343
- Year Built: 1785
Additional Structures
- Other Structures: No, Shed(s)
Lot Features
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,276
- Lot Features: 0 - .5 Acre
- Fencing (Description): Wrought Iron
Financial Considerations
- Terms: Cash, Conventional
Listed by The Boulevard Company
Sold by The Cassina Group
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Schools
Schools serving 55 Bay Street E
School District:Charleston County School District
| Name | Grades | Distance |
|---|---|---|
Memminger Elementary School 20 Beaufain Street, Charleston, SC 29401 | PK-5 | 0.7 mi |
Simmons Pinckney Middle School 244 President Street, Charleston, SC 29403 | 6-8 | 2 mi |
Burke High School 244 President Street, Charleston, SC 29403 | 9-12 | 2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 55 Bay Street E
Date
Details
Price
Change
Source
1/29/2026
Sold
$8,400,000
-6.61%
MLS
11/14/2025
Price Reduced
$8,995,000
-4.05%
MLS
9/07/2025
Listed
$9,375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
55 Bay Street E, Charleston, SC 29401 (MLS# 25024554) is a Single Family property that was sold at $8,400,000 on January 29, 2026. Want to learn more about 55 Bay Street E? Do you have questions about finding other Single Family real estate for sale in Charleston? You can browse all Charleston real estate or contact a Coldwell Banker agent to request more information.

