Highgarden

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(843) 338-4054

(843) 338-4054

55 E Bay St, Charleston, SC 29401

$9,600,000

Charming pink three-story house featuring black shutters, window boxes, and a classic wooden front door at 55 E Bay St, Charleston, SC 29401
  • Bedrooms

    5

  • Full Baths

    5

  • Half Baths

    1

  • Year Built

    1785

  • Days On Market

    4

  • Sq. Feet

    7343

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Home 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.

  • Interior Features: Ceiling - Cathedral/Vaulted, Eat-in Kitchen, Family, Formal Living, Garden Tub/Shower, High Ceilings, Office, Pantry, Separate Dining, Walk-In Closet(s)
  • Window Features: Window Treatments
  • Appliances: Dishwasher, Dryer, Gas Range, Range Hood, Refrigerator, Washer
  • Garage?: No
  • Carport?: No
  • Parking Features: Off Street, Other
  • Lot Acres: 0.19
  • Lot Square Feet: 8276.4
  • Entry Location: Ground Level

Available now at 9600000

  • Total Bedrooms: 5
  • Total Baths: 6
  • Master Bedroom Features: Garden Tub/Shower, Multiple Closets, Walk-In Closet(s)
  • Master Bedroom Level: Upper
  • Laundry Features: Laundry Room
  • Cooling: Central Air
  • Fireplace Features: Three +
  • Property Attached?: No
  • Construction Materials: Block, Stucco
  • Foundation Details: Basement
  • Other Structures: No
  • Patio & Porch Features: Screened
  • Stories: 4
  • Roof: Slate
  • Fencing: Wrought Iron
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Charleston Water Service, Dominion Energy
  • Property Condition: Pre-Owned
  • Listing Terms: Cash, Conventional

Neighborhood

The average asking price of a 5 bedroom Charleston home in this zip code is $5,530,800 (42.4% less than this home).

This home is priced at $1,307/sqft, which is 18.5% less than similar homes in the 29401 zip code.

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School Information

  • Elementary School:Memminger
  • Middle School:Courtenay
  • High School:Burke

Financial

  • Approx Payment:$46,701*

Area Stats

These statistics are updated daily from the Charleston Trident Association of REALTORS® Multiple Listing Service. For further analysis or to obtain statistics not shown below please call Highgarden Real Estate at (843) 338-4054 and speak with one of our real estate consultants.

Listing Courtesy of The Boulevard Company. For information or to schedule a viewing of this property (MLS# 25016001), call: 843-338-4054

55 E Bay St, Charleston SC is a single family home of 7343 sqft and is currently priced at $9,600,000 . This single family home has 5 bedrooms. A comparable home for sale at 106 Murray Blvd in Charleston is listed at $7,750,000. In addition to single family homes, Highgarden also makes it easy to find Homes, Condos, New Homes and Foreclosures in Charleston, SC. French Quarter, One Vendue Range and King Street Lofts are nearby neighborhoods. MLS 25016001 has been posted on this site since 6/9/2025 (today).

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