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Property Description

A renewed opportunity to pursue one of Harleston Village's rare historic compounds. The prior buyer elected not to proceed at no fault of the seller. 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 (5000sf) and complemented by a separate circa 1880 carriage house (2500sf), 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 facade.


Complementing the main house is a fully private two-story carriage house exceeding 2,500 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.

Overview

Property Status
Sold
Date Sold
September 15, 2026
Lot Size
8,712 Sq.Ft.
MLS ID
26009115
Property Type
Residential
Year Built
1860

Features & Amenities

Total Area
7,526 Sq.Ft.
Neighborhood
Charleston
Architecture Styles
Villa
Stories
3
Garage Spaces
1.0
Water Source
Public
Utilities
Charleston Water Service, Dominion Energy
Roof
Built-Up, Metal
Lot Features
0 - 5 Acre, Other
Parking
1 Car Garage, Other
Heat Type
Electric
Air Conditioning
Central Air, Window Unit(s)
Fireplace
Other
Other Interior Features
See Remarks, Other
Sewer
Public Sewer
Substructure
Other
Other Exterior Features
Garden
Elementary School
Memminger
Middle School
Simmons Pinckney
High School
Burke
Sales Price
$4,750,000

Downloads

Three-story brick house with black shutters, a white balcony, mature trees, and a side driveway.

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We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Thank you

for your interest in 49 Smith Street, Charleston, SC 29401

49 Smith Street
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Aerial view of Charleston’s tree-lined historic district, colorful rooftops, church steeples, and water at sunset.

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A city in South Carolina, known for its historical significance, coastal charm, cobblestone streets, and antebellum architecture.

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Success Stories

I had the pleasure of working with Ayana during my recent home-buying experience, and I cannot recommend her highly enough! From our very first meeting (over 1 year ago), Ayana demonstrated an impressive level of professionalism, expertise, and dedication. She took the time to understand our needs and preferences thoroughly, which made me feel confident that I was in the right hands. Throughout the entire process (we toured 30+ homes over 9 months), Ayana was always available to answer my questions, provide valuable insights, and offer guidance, making the journey so much smoother. She displayed an extensive knowledge of the real estate market, providing me with up-to-date information and strategies that helped me make informed decisions. Whether it was negotiating a fair price or giving advice on necessary repairs and requests, Ayana went above and beyond to ensure our best interests were always at the forefront. She was able to work around our chaotic schedule, moving from out of state and navigating the inconsistent schedules of our two children. What truly set Ayana apart was her commitment to negotiating the best possible terms on our purchase. Ayana was able to negotiate a total of $40,000 in seller concessions, including a new water heater, new HVAC, new furnaces, window repairs, and HOA fees. Her proactive approach and tireless work ethic made me feel supported every step of the way. She even provided references for our home inspection, HVAC, Window Repairs, Pest Control, and Painter! If you’re looking for a top-notch real estate agent who truly cares about her clients, look no further than Ayana Johnson with Rose Gold Properties. Thank you so much for all your hard work and dedication – my wife and I are absolutely thrilled with my new home!
I had the pleasure of working with Ayana during my recent home-buying experience, and I cannot recommend her highly enough! From our very first meeting (over 1 year ago), Ayana demonstrated an impressive level of professionalism, expertise, and dedication. She took the time to understand our needs and preferences thoroughly, which made me feel confident that I was in the right hands. Throughout the entire process (we toured 30+ homes over 9 months), Ayana was always available to answer my questions, provide valuable insights, and offer guidance, making the journey so much smoother. She displayed an extensive knowledge of the real estate market, providing me with up-to-date information and strategies that helped me make informed decisions. Whether it was negotiating a fair price or giving advice on necessary repairs and requests, Ayana went above and beyond to ensure our best interests were always at the forefront. She was able to work around our chaotic schedule, moving from out of state and navigating the inconsistent schedules of our two children. What truly set Ayana apart was her commitment to negotiating the best possible terms on our purchase. Ayana was able to negotiate a total of $40,000 in seller concessions, including a new water heater, new HVAC, new furnaces, window repairs, and HOA fees. Her proactive approach and tireless work ethic made me feel supported every step of the way. She even provided references for our home inspection, HVAC, Window Repairs, Pest Control, and Painter! If you’re looking for a top-notch real estate agent who truly cares about her clients, look no further than Ayana Johnson with Rose Gold Properties. Thank you so much for all your hard work and dedication – my wife and I are absolutely thrilled with my new home!
James E.
Ayana was our agent for a sale and a purchase. She is the consummate professional. She has surrounded herself with a great team, and they are all courteous, resourceful, and driven to get the best outcome for the clients they represent. Ayana is a tough negotiator! She was right by our side, guiding us through the negotiations to ensure we landed on the best deal. We have worked with other realtors in the area, and can say we will continue to only work with Ayana going forward. She is head and shoulders above other realtors. She has a positive can-do attitude, is thoughtful, listens to her clients, seeks creative solutions to challenges, and is there every step of the way for the transaction!
Ayana was our agent for a sale and a purchase. She is the consummate professional. She has surrounded herself with a great team, and they are all courteous, resourceful, and driven to get the best outcome for the clients they represent. Ayana is a tough negotiator! She was right by our side, guiding us through the negotiations to ensure we landed on the best deal. We have worked with other realtors in the area, and can say we will continue to only work with Ayana going forward. She is head and shoulders above other realtors. She has a positive can-do attitude, is thoughtful, listens to her clients, seeks creative solutions to challenges, and is there every step of the way for the transaction!
Margaret B.
Ayana did an excellent job working with my schedule, with all that was going on. She negotiated everything in my new home, including my blinds lol. Will definitely be using her services again shortly when I get ready to purchase again. I recommended her to friends, and they have purchased homes with her representation as well.
Ayana did an excellent job working with my schedule, with all that was going on. She negotiated everything in my new home, including my blinds lol. Will definitely be using her services again shortly when I get ready to purchase again. I recommended her to friends, and they have purchased homes with her representation as well.
Buyer

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