Viewing Listing MLS# 26009115

49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401
75 Photos
49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401 49 Smith Street Charleston, SC 29401
Interested in this home?
Schedule a Tour

$5,500,000 | 10 beds | 10 full baths | 1 half baths | 7,526 sqft

$5,500,000 No Recent Price Change
49 Smith Street
Charleston, SC 29401
  • 10Beds
  • 10Full Baths
  • 1Half Baths
  • 7,526SqFt
  • 1860Year Built
  • 0.20Acres
  • MLS# 26009115
  • Residential
  • Single Family Detached
  • Active
  • Approx Time on Market2 months, 4 days
  • AreaHistoric Charleston
  • CountyCharleston
  • Subdivision Harleston Village
Overview

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 faade.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.

Agriculture / Farm

Grazing Permits Forest Service:  No

Grazing Permits Private:  No

Grazing Permits Blm:  No

Farm Credit Service Incl:  No

Association Fees / Info

Community Features:  Other

Bathroom Info

Halfbaths:  1

Fullbaths:  10

Building Info

Levels:  3 Stories, Multi-Story, Other (Use Remarks)

Year Built:  1860

Floors:  Other

Business Info

Buyer Compensation

Exterior Features

Misc Ext:  Covered

Exterior Features:  Garden

Style:  Villa

Garage / Parking

Gar Pkg:  1 Car Garage, Other

Garage:  Yes

Green / Env Info

Interior Features

Desclocation:  Other

Interior Features:  See Remarks, Other

Fireplace:  Yes

Lot Info

Lot Size:  0.20

Lot Desc:  0 - .5 Acre, Other

Lot Size Units:  Acres

Acres:  0.20

Lot Sqft:  8712

Irrigation Water Rights:  No

Offer Compensation

Other

Mobile Home Remains:  No

Property Info

Property Type:  A

Stories:  3

Foundation:  Other

Exterior:  Brick, See Remarks, Stucco

Roof:  Built-Up, Metal

Property Subtype:  No

Building Area Units:  Square Feet

Home Warranty:  No

Habitable Residence:  No

Room Info

Beds:  10

Sale / Lease Info

Lease Renewal Option:  No

Lease Considered:  No

Lease Assignable:  No

Special Features

Sqft Info

Sqft:  7526

Unit Info

Utilities / Hvac

Water Source:  Public

Utilities:  Charleston Water Service, Dominion Energy

Heating:  Yes

Heat:  Electric

Water Sewer:  Public Sewer

Cooling:  Central Air, Window Unit(s)

Cooling:  Yes

Waterfront / Water

Schools

Elem:  Memminger

Middle:  Simmons Pinckney

High:  Burke

Directions

Located On Smith Between Wentworth And Montagu. Steps Away From The Wentworth Mansion.

Courtesy of listing office EXP Realty LLC 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
On palmettocoastrealestate.com since Wed, Apr 1st 2026
No Property History recorded for this listing.
Residential, Land, Other Disclaimer:

Broker Reciprocity The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than Palmetto Coast Real Estate are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. Last updated on 06-06-2026 6:14 AM EST . The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Charleston Trident Multiple Listing Service, Inc. All rights reserved.
Commercial Sale/Lease: Copyright 2026 South Carolina commercial MLS, Inc. All rights reserved. Last updated on 06-06-2026 6:14 AM EST est.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website.


This real estate website and IDX data is Powered & Hosted by IDX data is hosted by Dynamic IDX, LLC Real Estate Web Solutions