55 E Bay Street Charleston, SC 29401
Listing Courtesy of: CHARLESTON / The Boulevard Company

  55 E Bay Street Charleston, SC 29401

Active (21 Days)
$9,600,000
5
BED
6
BATH
7,343
SQFT

Description

This stunning c. 1785 four-story masonry home has been carefully preserved, exhibiting significant historical integrity. It has undergone a meticulous 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 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.

MLS #:
25016001
Lot Size
8,276 SQFT
Type
Single-Family Home
Year Built
1785
County
Charleston County
Community
South of Broad

Listed By

Debbie Peretsman, The Boulevard Company
Source
CHARLESTON
Last checked Jul 1 2025 at 3:57 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Subdivision
  • South Of Broad
Utility Information
  • Utilities: Charleston Water Service, Dominion Energy
  • Sewer: Public Sewer
School Information
  • Elementary School: Memminger
  • Middle School: Courtenay
  • High School: Burke
Parking
  • Covered Spaces :0
Stories
  • 4
Location
   
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Disclaimer: Copyright 2025 Charleston Trident MLS. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 6/30/25 20:57