Map
USASCCharlestonHarleston Village49 Smith St
Listing image | Image 1

49 Smith St, Charleston, SC

House

For Sale

Listed price in listed location currency (USD).
$5,500,000

1001

MLS® 26009115

Overview

Key Facts

Type Single Family Residence
Levels Residential
Size -
Garage Yes
Taxes $45,973
Days Active 29
Lot Size 
Approx. Age 1860
MLS® Number 26009115

Property Address: 49 Smith St, Charleston, SC, 29401-1718

Average square foot calculated using Size range provided by listing agent.

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 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.
MLS® Number26009115
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1860
Basement
Driveway1 Car Garage, Other
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 1, 2026List Date
$5,500,000List Price

Map

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Company

Stay Connected

1-844-683-4663

[email protected]

800 - 1070 Douglas Street, Victoria, BC, V8W2C4

Download Our App

Apple StoreGoogle Play Store
US Real Estate ListingsCanada Real Estate Listings

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Zoocasa Logo
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

eXp Realty holds real estate brokerage licenses in multiple states. Zoocasa (Canada), Inc. holds real estate brokerage licenses in multiple provinces. For information on licenses please contact us at [email protected]

For listings in Canada, the trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

MLS® Compliance Statements
Tony King – Designated Managing Broker, Broker Operations – TX. Texas Real Estate Commission information about brokerage services
Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations. To view The Fair Housing Notice - Please Click Here. Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H. To View - Please Click Here.

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny – Designated Broker
eXp Realty of Southern California, Inc. | CA DRE# 02187306 | Gina Saad – Designated Broker
eXp Realty of Greater Los Angeles, Inc. | CA DRE# 02188471 | Anita Cruz – Designated Broker
eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas Penny – Designated Broker
Fair Housing and Reasonable Accommodations
DMCA Notice