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  • $8,400,000

    55 E Bay St, Charleston, SC 29401

    5beds
    7,343sqft
    Single Family Residence
    Built in 1785
    8,276.4 Square Feet Lot
    $8,460,700 Zestimate®
    $1,144/sqft
    $7,845 Estimated rent

    Home value

    $8,460,700

    $8.04M - $8.88M

    $7,845/mo

    Zestimate® history
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    What's special

    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    The Boulevard Company

    Bought with:

    The Cassina Group

    Source: CTMLS,MLS#: 25024554MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Cooling
    • Central Air
    Appliances
    • Laundry: Laundry Room
    Features
    • Ceiling - Cathedral/Vaulted, High Ceilings, Garden Tub/Shower, Walk-In Closet(s), Eat-in Kitchen, Formal Living, Pantry
    • Windows: Window Treatments
    • Has basement: Yes
    • Has fireplace: Yes
    • Fireplace features: Three +
    Interior area
    • Total structure area: 7,343
    • Total interior livable area: 7,343 sqft

    Property

    Parking
    • Parking features: Off Street, Other
    Features
    • Levels: Multi/Split
    • Stories: 4
    • Entry location: Ground Level
    • Patio & porch: Screened
    • Exterior features: Lawn Irrigation
    • Fencing: Wrought Iron
    Lot
    • Size: 8,276 sqft
    • Features: 0 - .5 Acre
    Details
    • Additional structures: Shed(s)
    • Parcel number: 4581301068

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Charleston Single
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Roof: Slate
    Condition
    • New construction: No
    • Year built: 1785

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Charleston Water Service, Dominion Energy

    Community & neighborhood

    Location
    • Region: Charleston
    • Subdivision: South of Broad

    Other

    Other facts
    • Listing terms: Cash,Conventional

    Price history

    DateEventPrice
    1/29/2026Sold$8,400,000-6.6%$1,144/sqft
    Source: CTMLS #25024554 Report a problem
    11/14/2025Price change$8,995,000-4.1%$1,225/sqft
    Source: CTMLS #25024554 Report a problem
    9/8/2025Listed for sale$9,375,000-2.3%$1,277/sqft
    Source: CTMLS #25024554 Report a problem
    7/29/2025Listing removed$9,600,000$1,307/sqft
    Source: CTMLS #25016001 Report a problem
    6/9/2025Listed for sale$9,600,000+231%$1,307/sqft
    Source: CTMLS #25016001 Report a problem
    2/27/2014Sold$2,900,000$395/sqft
    Source: CTMLS #1302757 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$16,672 +4%$133,400
    2023$16,038 +1.7%$133,400
    2022$15,768 -4.8%$133,400
    2021$16,568 -3.7%$133,400
    2020$17,202 $133,400 +15%
    2019$17,202 $116,000 +286.7%
    2017$17,202 +345.5%$30,000 +7.1%
    2016$3,861 +11.7%$28,000
    2015$3,456 -3.3%$28,000
    2014$3,575 --
    2011$3,575 -61.1%--
    2010$9,196 -0.3%$38,580
    2009$9,221 +3.5%$38,580
    2008$8,912 +10.9%$38,580
    2006$8,034 -0.6%$38,580
    2005$8,079 +33%$38,580 +62.8%
    2004$6,074 +1%$23,700
    2003$6,014 +2.8%$23,700
    2002$5,853 +51%$23,700 +78.3%
    2000$3,877 $13,290

    Find assessor info on the county website

    Neighborhood: Charlestowne

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Memminger
    • Middle: Courtenay
    • High: Burke

    Source: CTMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $8,460,700
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $8,460,700