19 Ashton Street, Charleston SC 29403 — photo 1 of 37
1 / 37 photos

$699,990

Active

19 Ashton Street, Charleston SC 29403

Charleston, SC 29403View on map

2 bedrooms2 bathrooms1111 sq ftResidential · Single Family Detached

Est. $3,722/mo with 20% down at 6.99%

MLS #26011378

Potential Cost Advantage with Nestor

$17,500

Based on $699,990 and a typical 2.5%–3.0% buyer-side compensation. Actual savings vary.

No buyer agent commission requested

You pay a flat $599 fee to Nestor when your offer is accepted — that's it.

Why Nestor flags this home

103 days on market — longer time listed often means the seller is more open to negotiation.

Quick facts

About this home

Perfectly positioned just over the Ashley River bridge from Charleston's renowned medical district, 19 Ashton Street offers exceptional convenience to MUSC, Roper Hospital, the Ralph H. Johnson VA Health Care System, and the best of downtown Charleston. Whether you're a physician, medical professional, student, or simply value an unbeatable downtown location, this sought-after Westside address places world-class healthcare, acclaimed restaurants, shopping, and the city's vibrant cultural scene just minutes from your doorstep.19 Ashton Street is a rare opportunity to own a comprehensively restored Freedman's Cottage that seamlessly blends Charleston's rich architectural heritage with the quality and confidence of modern construction. Rich in historic character yet thoughtfully rebuilt fcontemporary living, this residence stands apart from other cottages of its kind due to the extraordinary scope of its structural renovation. The home was completely lifted and rebuilt with an elevated, walk-under foundation, all-new piers, hurricane strapping, ties, and anchors installed per structural engineer specifications--an uncommon and highly valuable improvement that offers long-term peace of mind, enhanced functionality, and superior protection from the foundational issues that often affect comparable historic homes. Unlike many Freedman's Cottages that remain close to grade, 19 Ashton has been over-engineered and meticulously reconstructed from the ground up. Exterior improvements further elevate the property's appeal and include a new standing-seam metal roof, new masonry steps with an iron railing, horizontal wood louvers between the masonry piers, and carefully executed architectural details that honor the home's historic roots while enhancing its overall presentation. As a Freedman's Cottage, the home carries important historical significance, representing a meaningful piece of Charleston's architectural and cultural heritage while offering buyers the rare combination of authentic historic charm and modern structural integrity. Few homes of this era have undergone such an extensive restoration, making 19 Ashton Street a truly turnkey opportunity in one of downtown Charleston's most convenient and rapidly evolving neighborhoods.

Property details

Property typeResidential · Single Family Detached
Bedrooms2
Bathrooms2
Square footage1111 sq ft
StatusActive
MLS number26011378
CityCharleston
StateSC
Zip code29403

How buying works with Nestor

1

Get Nestor Certified

Complete identity verification to meet the requirements for requesting showings through Nestor.

2

Schedule your tour

Request showings through Nestor. NovaCasa coordinates the appointment and notifies you when it is confirmed.

3

Make your offer

Nestor helps you build a strong, competitive offer based on comps and market data.

4

Nestor tracks to closing

We manage deadlines, inspections, and keep you on track to close.

Listing information deemed reliable but not guaranteed. © 2026 Nestor. All rights reserved.

$699,990

19 Ashton Street, Charleston SC 29403

Charleston, SC 29403

2 bd2 ba1111 sqft

Potential Cost Advantage

$17,500

Est. 2.5–3% buyer-side savings vs. traditional agent. Flat $599 Nestor fee applies.

EQUAL
HOUSING
OPPTY

Equal Housing Opportunity. All real estate listings are provided without regard to race, color, national origin, religion, sex, familial status, disability, or any other protected class. Listing data is deemed reliable but not guaranteed. Nestor and Novacasa LLC are committed to full compliance with all applicable fair housing laws. MLS data is provided for informational purposes only and does not constitute an offer or solicitation.

Nestor

A service of Novacasa LLC

Technology-assisted transaction brokerage for independent home buyers.

Equal Housing Opportunity. Nestor and Novacasa LLC are committed to compliance with all federal, state, and local fair housing laws. We do not discriminate on the basis of race, color, national origin, religion, sex, familial status, disability, or any other protected class. All listings are provided without regard to protected characteristics.

Listing data provided by the Coastal Trident MLS (CTMLS) and the Charleston Trident Association of REALTORS® (CHSMLS) via Bridge Interactive. Information is deemed reliable but not guaranteed. Listings are provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. NovaCasa Realty, LLC is an authorized IDX/VOW participant. All listing data is subject to CTMLS/CHSMLS copyright.

© 2026 Novacasa LLC d/b/a Nestor. All rights reserved.

SC Real Estate Brokerage License #28722

Broker