Address
49 Smith Street, Charleston, SC
Price
$ 5,450,000
Property Attributes
- MLS#26009115
- TypeSingle Family
- Listing Status Pending
- CountyCharleston
- CityCharleston
- Area51 - Peninsula Charleston Inside of Crosstown
- NeighborhoodHarleston Village
- Zip29401
- StyleVilla
- Year Built1860
- Price$ 5,450,000
- Bedrooms10
- Full Bathrooms10
- Half Bathrooms1
- Sqr Footage7526
- Lot Size0.2 Acres
Data Source:
Charleston Trident MLS (CTARMLS)
Property Description
A renewed opportunity to pursue one of Harleston Village's rare historic compounds. The prior buyer elected not to proceed at no fault of the seller. Tucked within the heart of Harleston Village, 49 Smith Street presents an extraordinarily rare opportunity to own one of downtown Charleston's most distinctive historic compounds. Originally anchored by a circa 1860 main residence (5000sf) and complemented by a separate circa 1880 carriage house (2500sf), this landmark European villa-style estate blends architectural pedigree, private compound living, and exceptional long-term potential across approximately 7,525 square feet.Behind its striking two-tone English Flemish brick façade, the property unfolds as a true multi-structure estate--an offering seldom found in one of Charleston's most sought-after neighborhoods. The sprawling three-story main residence encompasses over 5,000 square feet. It is currently configured as seven independent residences, many of which feature original fireplaces, stately wood interiors, hand-poured glass windows, and an abundance of natural light that pours through the historic façade. Complementing the main house is a fully private two-story carriage house exceeding 2,500 square feet, accessed through its own gated entry and complete with a garage, expansive porch, and elevated rooftop terrace. This secluded secondary residence offers an extraordinary living experience--ideal as a luxurious guest residence, private office, studio, or boutique retreat. What sets 49 Smith apart is the extraordinary balance of immediate utility and future vision. The opportunity to thoughtfully reimagine the main residence into one of Harleston Village's most compelling private homes has already been carefully explored, with preliminary architectural and construction guidance reinforcing the extraordinary potential of the estate. For the right buyer, this presents a rare chance to create a grand three-story historic residence while preserving the carriage house as a private, design-forward complement--an offering that would be exceptionally rare within the downtown Charleston market. Equally compelling is the lifestyle this property affords today. Morning light filters through the hand-poured glass windows, illuminating preserved historic interiors and rich architectural details. Evenings unfold across the veranda patios and rooftop terrace, creating a layered indoor-outdoor living experience that feels both private and deeply connected to the rhythm of downtown Charleston. Just moments from Colonial Lake, King Street, Broad Street, and the iconic Wentworth Mansion, the location offers a walkable lifestyle surrounded by Charleston's most celebrated architecture, dining, shopping, and cultural landmarks. Whether envisioned as a legacy private residence, a multi-generational compound, or an income-producing hold with exceptional upside, 49 Smith Street offers a level of scale, flexibility, and architectural significance that is rarely available. This is more than a property--it is a once-in-a-generation opportunity to steward one of Harleston Village's most remarkable estates into its next chapter.
| Elementary School | Middle School | High School |
|---|---|---|
| Memminger Elementary School | Simmons Pinckney Middle School | Burke High School |
| Price History | |
|---|---|
| 4/1/2026 | Listed $5,500,000 |
| 7/24/2026 | 1$5,450,000 |
General Features
| County | Charleston |
|---|---|
| Property Type | Residential |
| Subdivision Name | Harleston Village |
| Status | Pending |
| Directions | Located On Smith Between Wentworth And Montagu. Steps Away From The Wentworth Mansion. |
| High School | Burke |
| City | Charleston |
| MLS Area | 51 - Peninsula Charleston Inside of Crosstown |
| Lot Size Units | Acres |
| Lot Size Square Feet | 8712 |
| Elementary School | Memminger |
| Middle/Junior High School | Simmons Pinckney |
| Building Area Units | Square Feet |
| Standard Status | Pending |
| Utilities | Charleston Water Service,Dominion Energy |
| Sewer | Public Sewer |
| Heating | Electric |
| Cooling | Central Air,Window Unit(s) |
| Roof | Built-Up,Metal |
| Garage Spaces | 1 |
| Construction Materials | Brick,See Remarks,Stucco |
| Year Built | 1860 |
| Community Features | Other |
| New Construction | false |
| Garage Y/N | true |
| Other Structures | No |
| Patio/Porch Features | Covered |
| Architectural Style | Villa |
| Stories Count | 3 |
| Levels | 3 Stories,Multi-Story,Other (Use Remarks) |
| Property Subtype | Single Family Detached |
| Full Baths | 10 |
| Carport Y/N | false |
| Property Attached Y/N | false |
| Virtual Tour | https://vimeo.com/1178947535?share=copy&fl=sv&fe=ci |
Interior Features
| Interior Amenities | See Remarks,Other |
|---|---|
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Total Bedrooms | 10 |
| Fireplace Y/N | true |
| Half Baths | 1 |
| Room Type | Other (Use Remarks) |
| Flooring | Other |
| Fireplace Features | Other |
Exterior Features
| Lot Size Area | 0.2 |
|---|---|
| Lot Size Acres | 0.2 |
| Lot Features | 0 - .5 Acre,Other |
| Parking Features | 1 Car Garage,Other |
| Water Source | Public |
| Foundation Details | Other |
| Building Area Total | 7526 |
| Covered Spaces | 1 |
| Exterior Amenities | Garden |
| Total Parking | 1 |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 29401
Price
Year Built
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Copyright © 2026 of the Coastal Carolinas Association of REALTORS® MLS. This information is deemed reliable, but not guaranteed. Neither the Coastal Carolinas Association of REALTORS®, nor the listing broker, nor their agents or subagents, are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Coastal Carolinas Association of REALTORS® for use by its members and is not intended for any other purpose. Broker ReciprocitySM information is provided exclusively 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.
This data is updated on a daily basis. Some properties which appear for sale on this web site may subsequently have sold and may no longer be available. August 25, 2026 2:23 PM UTC
