Price Reduced 3.15%

$799,000 ($597.61 per sqft)

Est. Mortgage $3,832/mo *

Quick Pre-Approval

Virtual Tour Brochure

Call Text Schedule Tour Request More Information

Price History

$825,000
10/28/2025

$799,000
12/2/2025

266 Ashley Avenue, Charleston, SC, 29403

266 Ashley Avenue, Charleston, SC, 29403
View larger map Directions

2 beds

2 Full baths

1890

Cottage

1,337 sqft

Step into Charleston history with this exceptional 1890s Freedman's Cottage, meticulously restored and re-imagined for modern living. Renovated down to the studs in 2008, this one-of-a-kind home preserves its historic soul with original exposed brick, heart pine floors, and tongue-and-groove paneling--uncovered and lovingly preserved during the renovation. The light-filled, open-concept living and dining areas are anchored by a thoughtfully redesigned kitchen that blends seamlessly into the historic framework, offering both beauty and functionality for daily living or entertaining. A spacious eat-in kitchen flows effortlessly into a full side porch--perfect for enjoying Charleston evenings.Energy efficiency meets charm, with spray-foam insulation throughout, a new HVAC system (2024), and a tankless water heater. Enjoy morning coffee on the wide front piazza, or take advantage of the extra-wide tabby and brick driveway offering tandem parking for two vehicles. Whether you're looking for a charming primary residence, stylish pied-à-terre, or income-producing 30+ day rental (previously rented furnished for $5,500/month +), this historic home checks every box. This unique property is truly a must-see where timeless character meets smart design and unbeatable location. Located within walking distance to MUSC, Hampton Park, and some of Charleston's best dining and shopping, with easy access to I-26.

Status:

Active

Type:

Single-family residential

Subdivision:

Elliotborough

Community:

51 - Peninsula Charleston Inside of Crosstown

Heating:

Electric, Heat Pump

Cooling:

Central Air

Energy Features:

HVAC

Parking:

Off Street

Acreage:

0.05

Construction

Wood Siding

Utilities

Charleston Water Service

Amenities:

Trash

Elementary School:

Mitchell

Middle School:

Simmons Pinckney

High School:

Burke

MLS #:

25028990

Community Info

School Info

Walk Score

Yelp

Similar Properties

Price Reduced!

$748,000

3 beds

2.5 baths

1,936 sqft

3006 S Shore Drive, Charleston, SC, 29407

Price Reduced!

$777,000

5 beds

3.5 baths

2,450 sqft

2048 Ten Point Drive, Charleston, SC, 29492

$750,000

5 beds

3 baths

2,188 sqft

1103 Clearspring Drive, Charleston, SC, 29412

$775,000

3 beds

2.5 baths

2,221 sqft

1507 Layback Alley, Charleston, SC, 29412

$725,000

3 beds

2 baths

1,650 sqft

841 Hopewell Drive, Charleston, SC, 29492

$819,999

4 beds

2.5 baths

3,000 sqft

2152 Pentland Drive, Charleston, SC, 29412

$837,324

3 beds

2 baths

2,180 sqft

1233 Harriman Lane, Charleston, SC, 29492

$819,000

4 beds

2.5 baths

2,626 sqft

1108 Oak Bluff Avenue, Charleston, SC, 29492

Price Reduced!

$725,000

3 beds

3 baths

2,080 sqft

177 Romney Street, Charleston, SC, 29403

Price Reduced!

$735,000

4 beds

3 baths

3,240 sqft

1465 Brockenfelt Drive, Charleston, SC, 29414

$875,000

2 beds

1 baths

1,007 sqft

405 Sumter Street, Charleston, SC, 29403

$825,000

3 beds

2 baths

1,080 sqft

11 Dewey Street, Charleston, SC, 29403

Price Reduced!

$815,000

4 beds

3.5 baths

2,759 sqft

116 Low Tide Court, Charleston, SC, 29492

$849,999

4 beds

3.5 baths

2,626 sqft

1131 Oak Bluff Avenue, Charleston, SC, 29492

$813,500

3 beds

2 baths

2,091 sqft

252 Newsday Street, Charleston, SC, 29492

Price Reduced!

$784,990

3 beds

3.5 baths

2,676 sqft

1712 Grovehurst Drive, Charleston, SC, 29414

New or Coming Soon Properties

New Listing!

$778,115

4 beds

3 baths

2,833 sqft

1053 Island Preserve Road, Johns Island, SC, 29455

New Listing!

$725,000

3 beds

2.5 baths

2,262 sqft

2652 Scarlet Oak Ct Court, Mount Pleasant, SC, 29466

New Listing!

$722,815

3 beds

3 baths

2,670 sqft

2017 Cousteau Court, Johns Island, SC, 29455

New Listing!

$837,000

3 beds

2.5 baths

1,676 sqft

14 F Street, #B, Charleston, SC, 29403

New Listing!

$800,000

4 beds

2.5 baths

2,334 sqft

1412 Tara Road, Charleston, SC, 29407

New Listing!

$840,000

3 beds

3 baths

2,085 sqft

1820 Alice Drive, Charleston, SC, 29407

New Listing!

$850,000

3 beds

2 baths

1,885 sqft

96 Rebellion Road, Charleston, SC, 29407

New Listing!

$875,000

3 beds

2.5 baths

1,600 sqft

1023 Plantation Court, Mount Pleasant, SC, 29464

New Listing!

$799,999

3 beds

2.5 baths

1,468 sqft

670 Poaug Lane, Mount Pleasant, SC, 29464

New Listing!

$850,000

4 beds

2.5 baths

2,610 sqft

1330 Somersby Lane, Mount Pleasant, SC, 29466

New Listing!

$795,000

3 beds

1.5 baths

1,610 sqft

2121 Wappoo Drive, James Island, SC, 29412

New Listing!

$875,000

4 beds

3 baths

2,931 sqft

5033 Lady Bird Alley, Johns Island, SC, 29455

New Listing!

$799,972

3 beds

3 baths

2,149 sqft

1257 Harriman Lane, Charleston, SC, 29492

New Listing!

$849,000

4 beds

3 baths

2,297 sqft

4964 France Avenue, North Charleston, SC, 29405

New Listing!

$824,999

3 beds

2.5 baths

1,776 sqft

1125 Mathis Ferry Road, Mount Pleasant, SC, 29464

New Listing!

$850,000

4 beds

2.5 baths

2,712 sqft

2116 Tall Grass Circle, Mount Pleasant, SC, 29466

Copyright ©2026 Charleston Trident MLS
Listing courtesy of The Boulevard Company