49 Smith Street, Charleston, SC 29401
Local realty services provided by:ERA Greater North Properties
49 Smith Street,Charleston, SC 29401
$5,500,000
- 10 Beds
- 11 Baths
- 7,526 sq. ft.
- Single family
- Active
Listed by: harrison bocook
Office: exp realty llc.
MLS#:26009115
Source:MI_NGLRMLS
Price summary
- Price:$5,500,000
- Price per sq. ft.:$730.8
About this home
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....
Contact an agent
Home facts
- Year built:1860
- Listing ID #:26009115
- Updated:July 01, 2026 at 04:22 PM
Rooms and interior
- Bedrooms:10
- Total bathrooms:11
- Full bathrooms:10
- Half bathrooms:1
- Living area:7,526 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Electric
- Central air:Yes
Structure and exterior
- Year built:1860
- Building area:7,526 sq. ft.
- Lot area:0.2 Acres
Schools
- High school:Burke
- Middle school:Simmons Pinckney
- Elementary school:Memminger
Finances and disclosures
- Price:$5,500,000
- Price per sq. ft.:$730.8
Parking
- Total parking spaces:1
- Garage:Yes
- Garage spaces:1
New listings near 49 Smith Street
- New
$1,150,000Active3 beds 3 baths1,880 sq. ft.630 Parish Road, Charleston, SC 29407
MLS# 26018549Listed by: CAROLINA ELITE REAL ESTATE - New
$2,100,000Active5 beds 4 baths3,687 sq. ft.1105 Barfield Street, Daniel Island, SC 29492
MLS# 26018996Listed by: MATT O'NEILL REAL ESTATE - New
$759,900Active4 beds 3 baths2,637 sq. ft.1551 Chastain Road, Johns Island, SC 29455
MLS# 26018998Listed by: AKERS ELLIS REAL ESTATE LLC - Open Sun, 12 to 1:30pmNew
$3,575,000Active5 beds 6 baths4,624 sq. ft.544 Lesesne Street, Charleston, SC 29492
MLS# 26018987Listed by: CAROLINA ONE REAL ESTATE - Open Sun, 2 to 3:30pmNew
$2,195,000Active4 beds 4 baths3,012 sq. ft.124 Brailsford Street, Charleston, SC 29492
MLS# 26018981Listed by: CAROLINA ONE REAL ESTATE - New
$599,000Active4 beds 3 baths2,349 sq. ft.2416 Tiffany Drive, Charleston, SC 29414
MLS# 26018961Listed by: KAY REAL ESTATE GROUP, LLC - New
$419,000Active1 beds 1 baths416 sq. ft.54 Wentworth Street #Apt 9, Charleston, SC 29401
MLS# 26018503Listed by: HANDSOME PROPERTIES, INC. - New
$599,999Active3 beds 3 baths1,902 sq. ft.497 Spring Hollow Drive, Charleston, SC 29492
MLS# 26018843Listed by: THE FIRM REAL ESTATE COMPANY 
$880,613Pending4 beds 3 baths2,506 sq. ft.731 Minton Road, Charleston, SC 29412
MLS# 26018936Listed by: DFH REALTY GEORGIA, LLC- New
$974,000Active4 beds 4 baths2,964 sq. ft.2008 Riverbend Drive, Charleston, SC 29412
MLS# 26018916Listed by: TOLL BROTHERS REAL ESTATE, INC
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.