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$799,000
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Property Description
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-á-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.
Full Property Details
Full Property Details for 266 Ashley Ave
General
- Price: $799,000
- Status: Active
- Type: Single Family
- Source: Charleston_Trident_MLS
- MLS ID: 25028990
- Updated: 12/2/2025
- Added to Site: 81 day(s) ago
Interior
- Interior Features: Beamed Ceilings, High Ceilings, Eat-in Kitchen
- Fireplace: Yes
- Fireplace(s): Gas Connection, Gas Log, Living Room
- Flooring: Ceramic Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Lower, Upper
Exterior
- Deck/Patio: Front Porch
Parking
- Parking Features: Off Street
Location
- Area: 51 - Peninsula Charleston Inside of Crosstown
- County: Charleston
- Subdivision: Elliotborough
- Driving Directions: Take Ashley Avenue North From Calhoun Street. Property Is On Right Hand Side Just Before The Crosstown.
School Information
- Elementary School: Mitchell
- Middle School: Simmons Pinckney
- High School: Burke
Community
- Community Name: 51 - Peninsula Charleston Inside of Crosstown
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Utility Description: Charleston Water Service
Structural Information
- Architectural Style: Cottage
- Construction: Wood Siding
- Foundation: Crawl Space
- Roof: Metal
- Windows: Window Treatments
- Stories/Levels: 2
- Building Size: 1337
- Square Feet: 1,337
- Year Built: 1890
Lot Features
- Lot Size (Acres): 0.05
- Lot Size (Sq. Ft.): 2,178
- Fencing (Description): Partial, Fence - Wooden Enclosed
Green Features
- Energy Efficient: HVAC
Financial Considerations
- Terms: Cash, Conventional, VA Loan
Listed by The Boulevard Company
Get Pre-Approved Today
Schools
Schools serving 266 Ashley Ave
School District:Charleston County School District
| Name | Grades | Distance |
|---|---|---|
Mitchell Elementary School 2 Perry Street, Charleston, SC 29403 | PK-5 | 0.2 mi |
James Simons Elementary School 741 King Street, Charleston, SC 29403 | K-5 | 0.6 mi |
Simmons Pinckney Middle School 244 President Street, Charleston, SC 29403 | 6-8 | 0.3 mi |
Burke High School 244 President Street, Charleston, SC 29403 | 9-12 | 0.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 266 Ashley Ave
Date
Details
Price
Change
Source
12/02/2025
Price Reduced
$799,000
-3.15%
MLS
10/28/2025
Listed
$825,000
16.2%
MLS
8/31/2023
Sold
$710,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 266 Ashley Ave
Year
Property Taxes
Change
Tax Assessment
Change
2024
$12,231
31%
$42,600
27%
2023
$9,346
4%
$33,600
—
2022
$8,972
277%
$33,600
81%
2021
$2,383
-4%
$18,550
—
2020
$2,471
63%
$18,550
67%
2018
$1,518
-66%
$11,120
-33%
2017
$4,424
3%
$16,680
—
2016
$4,281
—
$16,680
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 266 Ashley Ave
266 Ashley Avenue, Charleston, SC 29403 (MLS# 25028990) is a Single Family property with 2 bedrooms and 2 full bathrooms. 266 Ashley Avenue is currently listed for $799,000 and was received on October 28, 2025. Want to learn more about 266 Ashley Avenue? Do you have questions about finding other Single Family real estate for sale in Charleston? You can browse all Charleston real estate or contact a Coldwell Banker agent to request more information.

