49 Smith Street : The Brennaman Group

The Brennaman Group > Charleston > Harleston Village > 49 Smith Street

49 Smith Street, Charleston, SC 29401 $5,500,000

49 Smith Street is the only 10 bedroom home for sale in the Harleston Village neighborhood of Charleston.

Bedrooms 10

Full Bathrooms 10

SqFt 7,526

Updated 04/01/2026

Half Bathrooms 1

Price/SqFt $731

General Features

Category Residential

Style Villa

Stories 3

Lot Description 0 - .5 Acre,Other

County Charleston

City Charleston

Subdivision Harleston Village

MLS number 26009115 (Active)

Address 49 Smith Street, Charleston, SC 29401 US

Listing Provided by EXP Realty LLC

Sale Type Not an Auction

MLS Area 51 - Peninsula Charleston Inside of Crosstown

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.

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 facade, 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 2,000 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.

Exterior Features

Exterior Brick,See Remarks,Stucco

Foundation Other

Roof Built-Up,Metal

Water / Sewer Public Sewer

Misc. Exterior Garden

Interior Features

Fireplace Other

Flooring Other

Cooling Central Air,Window Unit(s)

Heating Electric

Schools

Elementary School
Memminger

Middle School
Simmons Pinckney

High School
Burke

49 Smith Street is currently listed for sale at $5,500,000 and is in the 29401 zip code, in the Harleston Village neighborhood of Charleston. Nearby schools include Memminger, Simmons Pinckney and Burke.Of course the best way to learn about this home for sale is to come and see it in person, just call me at to arrange a showing of 49 Smith Street.

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This is a 10 bedroom single family detached property at 49 Smith Street in Harleston Village in Charleston which is listed for $5,500,000. The total heated square footage is about 7,526 sq ft, and this translates to $731 per sq ft. This home was built in 1860 and has 10 full and 1 half bathrooms. Exterior features include Garden.

Properties marked with the Broker Reciprocity logo are provided courtesy of Charleston Trident Multiple Listing Service, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than the website owner are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. The broker providing this data believes it to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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