201 Ashley Avenue, Charleston SC 29403 — photo 1 of 56
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$5,300,000

Active

201 Ashley Avenue, Charleston SC 29403

Charleston, SC 29403View on map

4468 sq ftResidential Income

Est. $28,180/mo with 20% down at 6.99%

MLS #26017624

Potential Cost Advantage with Nestor

$132,500

Based on $5,300,000 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

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

Quick facts

About this home

A rare opportunity to own one of Charleston's most distinctive hospitality properties, The Ashley Inn seamlessly blends historic grandeur, modern luxury, and proven income-producing potential in the heart of downtown Charleston. Originally constructed in 1852 as a magnificent Greek Revival Charleston Single House by prominent machinist and industrialist William Lebby, this meticulously restored landmark showcases nearly two centuries of Charleston history while offering today's most sought-after conveniences. Following an extensive renovation and restoration, The Ashley Inn stands as a turnkey boutique lodging property featuring eight beautifully appointed guest accommodations across the main residence and carriage house. The main house offers seven ensuite guest rooms, each thoughtfullydesigned to honor the property's historic character while providing modern comfort. Rich architectural details, including original heart pine floors, intricate millwork, oversized pocket doors, soaring ceilings, and preserved period craftsmanship, create an atmosphere that is both elegant and inviting. Signature Charleston double piazzas stretch the full length of the home, offering guests the quintessential Lowcountry experience with shaded outdoor living spaces overlooking the historic streetscape. One of the property's most captivating features is the renowned Speakeasy Suite, where a historic underground cistern has been transformed into a one-of-a-kind private lounge, creating an unforgettable guest experience unlike any other in Charleston. Complementing the main inn is a separate carriage house featuring two bedrooms and two baths, operating as a legal, active short-term rental. Complete with its own living spaces and amenities, the carriage house provides exceptional flexibility for continued hospitality operations, owner occupancy, or additional rental income. The Ashley Inn's premier location places guests within walking distance of Charleston's celebrated restaurants, shopping districts, museums, medical centers, and historic attractions. Rare onsite parking further enhances the property's appeal, an increasingly valuable amenity in downtown Charleston. This is a great value add opportunity to add a pool and further increase the income. Whether envisioned as a continued boutique bed-and-breakfast operation, a luxury hospitality investment, an event venue, or a grand private residence with income-producing accommodations, The Ashley Inn represents an extraordinary opportunity to acquire a fully renovated historic property with unmatched character, exceptional versatility, and an irreplaceable presence in one of the South's most coveted destinations.

Property details

Property typeResidential Income
Bedrooms
Bathrooms
Square footage4468 sq ft
StatusActive
MLS number26017624
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.

$5,300,000

201 Ashley Avenue, Charleston SC 29403

Charleston, SC 29403

4468 sqft

Potential Cost Advantage

$132,500

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.

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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.

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