55 E Bay St
Charleston, SC 29401
Charlestowne- 5 Beds
- 5.5 Baths
- 7,343 sqft
$8,400,000
Last Sold: Jan 29, 2026
7% below list $8.99M
$1,144/sqft
Est. Refi. Payment $45,436/mo*
$8,400,000
Last Sold: Jan 29, 2026
7% below list $8.99M
$1,144/sqft
Est. Refi. Payment $45,436/mo*
5 Beds
5.5 Baths
7,343 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1785
Living Area
7,343 sqft
Price/Sqft
$1,144/sqft
About this House
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.
55 E Bay St, Charleston, SC 29401 is a 5 bedroom, 6 bathroom, 7,343 sqft single-family home in Charlestowne, built in 1785. It last sold for $8,400,000 on Jan 29, 2026 (7% below the $8,995,000 asking price). It is currently off market. The Trulia Estimate is $8,472,800, with a rent estimate of $7,845/month.
Home Details for 55 E Bay St
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MLS Status: Closed |
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 7343 Square Feet |
Appliances & Utilities Utilities: Charleston Water Service, Dominion EnergyLaundry: Laundry Room |
Heating & Cooling Has CoolingAir Conditioning: Central AirNo Heating |
Fireplace & Spa Fireplace: Three +Has a Fireplace |
Windows, Doors, Floors & Walls Window: Window Treatments |
Levels, Entrance, & Accessibility Stories: 4Levels: Multi/SplitEntry Location: Ground Level |
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Exterior Home Features Roof: SlatePatio / Porch: ScreenedFencing: Wrought IronOther Structures: Shed(s)Exterior: Lawn Irrigation |
Parking & Garage No CarportNo GarageParking: Off Street,Other |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 1785 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Charleston Single |
Building Construction Materials: Block, StuccoNot a New ConstructionNot Attached Property |
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Price List Price: $8,995,000Price Per Sqft: $1,144/sqft |
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Direction & Address City: CharlestonCommunity: South of Broad |
School Information Elementary School: MemmingerJr High / Middle School: CourtenayHigh School: Burke |
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Building Area Building Area: 7343 Square Feet |
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Lot Area: 8276.4 sqft |
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Listing Terms: Cash, Conventional |
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BasementMls Number: 25024554 |
Last check for updates: about 3 hours ago
Listed by The Boulevard Company
Bought with: The Cassina Group
Source: CTMLS, MLS#25024554

Price History for 55 E Bay St
| Date | Price | Event | Source |
|---|---|---|---|
| 01/29/2026 | $8,400,000 | Sold | CTMLS #25024554 |
| 11/14/2025 | $8,995,000 | PriceChange | CTMLS #25024554 |
| 09/08/2025 | $9,375,000 | Listed For Sale | CTMLS #25024554 |
| 07/29/2025 | $9,600,000 | ListingRemoved | CTMLS #25016001 |
| 06/09/2025 | $9,600,000 | Listed For Sale | CTMLS #25016001 |
| 02/27/2014 | $2,900,000 | Sold | CTMLS #1302757 |
Market trends in Charleston
Last updated June 2026
Avg. sale price
$585K
$15.83KMoM
Sale-to-List Price
97.2%
Price per sq ft
$335
$4MoM
Available listings
1775
66MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $17,923 |
| Assessment | $6,021,900 |
Home facts updated by county records
Comparable Sales for 55 E Bay St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $7,400,000 | 03/02/26 | 6 | 6.5 | 7,183 | |
0.27 | Single-Family Home | $7,800,000 | 05/07/26 | 6 | 5.5 | 6,766 | |
0.08 | Single-Family Home | $5,500,000 | 01/15/26 | 4 | 4.5 | 5,197 | |
0.26 | Single-Family Home | $5,550,000 | 08/15/25 | 6 | 6 | 5,895 | |
0.37 | Single-Family Home | $5,600,000 | 04/15/26 | 4 | 5 | 4,637 | |
0.24 | Single-Family Home | $4,850,000 | 06/12/26 | 4 | 4.5 | 4,278 | |
0.40 | Single-Family Home | $6,575,000 | 06/04/26 | 4 | 4.5 | 5,829 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 55 E Bay St.
What Locals Say about Charlestowne
At least 7 Trulia users voted on each feature.
100 % Say there are sidewalks
91 % Say yards are well-kept
88 % Say streets are well-lit
82 % Say people would walk alone at night
80 % Say it's walkable to restaurants
73 % Say there's holiday spirit
70 % Say it's dog friendly
70 % Say kids play outside
69 % Say they plan to stay for at least 5 years
58 % Say it's walkable to grocery stores
56 % Say car is needed
46 % Say there are community events
39 % Say neighbors are friendly
36 % Say parking is easy
29 % Say it's quiet
18 % Say there's wildlife
Sourced by Trulia users. Learn more about our methodology.
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright Charleston Trident Multiple Listing Service, Inc. All rights reserved. Information is deemed reliable but not guaranteed.

