49 Smith Street, Charleston, SC 29401 (MLS# 26009115)


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49 Smith Street, Charleston, SC 29401

New Listing
$5,500,000
Property Type: Residential Bedrooms: 10 Baths: 10.5 Square Footage: 7,526 Lot Size (sq. ft.): 8,712 Status: Active
Current Price: $5,500,000 List Date: 4/01/2026 Last Modified: 4/01/2026

Description

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 and complemented by a separate circa 1880 carriage house, 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,

Supplements: 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 2,000 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.

More Information MLS# 26009115

Contract Info

Primary Structure List Price/SqFt: 730.8 Sub-Type: Single Family Detached MLS List Date: 2026-04-01 Status: Active List Price: $5,500,000 Current Price: $5,500,000

Location, Tax & Legal

Legal Description: 49 Smith Tax Map #: 4570304093 Street #: 49 Street Name: Smith Street Suffix: Street County: Charleston State: SC Zip Code: 29401 Area: 51 - Peninsula Charleston Inside of Crosstown Tax District: 71 - City of Charleston Subdivision: Harleston Village Elementary School: Memminger Middle School: Simmons Pinckney High School: Burke Directions: Located on Smith between Wentworth and Montagu. Steps away from the Wentworth Mansion.

General Property Info

Primary Bedroom – Main Level: No Stories: 3 HOA Fee: No Potential Short Sale: No Other Structures Y/N: No Auction: No Bedrooms: 10 Baths - Full: 10 Baths - Half: 1 Baths - Total: 10.5 Primary Structure Apx SqFt: 7526 Year Built: 1860 Acreage: 0.2

Tax/Fees

Special Assessment: No Taxes: 45973

SqFt Source

Previous Listing: 1

Roof

Built-Up: 1 Metal: 1

Lot Description

0 - .5 Acre: 1 Other: 1

Misc Exterior

Garden: 1 Patio - Covered: 1

Exterior

Brick - Solid: 1 Stucco: 1 See Remarks: 1

SF Detached Style

Villa: 1

Attic Features

Other: 1

Foundation

Other (Use Remarks): 1

Garage/Parking

1 Car Garage: 1 Other (Use Remarks): 1

Stories/Levels

3 Stories: 1 Multi-Story: 1 Other (Use Remarks): 1

Equipment/Appliances

Other: 1

Cooling

Central Air: 1 Window Unit(s): 1

Heat

Electric: 1

Rooms

Other (Use Remarks): 1

Amenities

Other: 1

Assumable

No: 1

Proposed Financing

Any: 1

Misc Interior

See Remarks: 1

New Owned

Pre-Owned: 1

Floors

Other: 1

FP Desc/Location

Other (Use Remarks): 1

Possession

At Closing: 1 Tenants Rights: 1

Showing Instructions

Contact Listing Agent: 1

Water/Sewer

Public Sewer: 1 Public Water: 1

Utility Suppliers

Charleston Water Service: 1 Dominion Energy: 1

Property Features

SqFt Source: Previous Listing SF Detached Style: Villa Lot Description: 0 - .5 Acre; Other Misc Exterior: Garden; Patio - Covered Roof: Built-Up; Metal Exterior: Brick - Solid; Stucco; See Remarks Attic Features: Other Foundation: Other (Use Remarks) Misc Interior: See Remarks New Owned: Pre-Owned Rooms: Other (Use Remarks) Cooling: Central Air; Window Unit(s) Floors: Other Heat: Electric Possession: At Closing; Tenants Rights Showing Instructions: Contact Listing Agent Utility Suppliers: Charleston Water Service; Dominion Energy Amenities: Other Proposed Financing: Any Assumable: No
Listing Office: EXP Realty LLC
IDX
Last Updated: April - 01 - 2026
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