South Windermere Houses for Sale

/46
$1,595,000
- 4 Beds
- 2.5 Baths
- 3,127 Sq Ft
26 Rebellion Rd, Charleston, SC 29407

Ideally located in the highly desirable South Windermere neighborhood, across from scenic Wappoo Creek, this expansive 3,127 sq ft single-story home blends modern comfort with timeless Lowcountry style. Thoughtfully designed for entertaining and everyday living, the home features 10-foot ceilings, classic crown molding, and a cozy stone fireplace that creates an inviting central gathering space.

Keely Burd

The Boulevard Company

(843) 699-8655

26 Rebellion Rd, Charleston, SC 29407
Explore South Windermere
/33
$2,199,000
- 4 Beds
- 2.5 Baths
- 3,480 Sq Ft
28 Rebellion Rd, Charleston, SC 29407

Welcome to 28 Rebellion Rd, a stunning home in the desirable South Windermere neighborhood. This Lowcountry gem offers breathtaking marsh and river views and an unparalleled Charleston lifestyle. With a brand-new roof installed this year, and new trex porches, this 4-bedroom, 2.5-bathroom home boasts a classic design with plenty of space and character. Inside, you'll find gleaming hardwood

Robertson Allen The Cassina Group

28 Rebellion Rd, Charleston, SC 29407
/52
$2,975,000
- 4 Beds
- 4.5 Baths
- 3,807 Sq Ft
351 Confederate Cir, Charleston, SC 29407

Welcome to this one of a kind designer home being offered furnished! Located in the beloved neighborhood of South Windermere, this home has everything you could dream of - proximity to beaches, shops, & restaurants, an idyllic marsh view, mid-century modern architecture, and a contemporary design that perfectly blurs the lines between indoor & outdoor living. Upon entering the home through custom

Gregory Gelber AgentOwned Realty Charleston Group

351 Confederate Cir, Charleston, SC 29407
/52
$1,965,000
- 4 Beds
- 3 Baths
- 3,088 Sq Ft
345 Confederate Cir, Charleston, SC 29407

Located on one of the most sought-after streets in South Windermere, this 4-bedroom, 3-bath home offers sweeping views of the marsh and tidal creek from an expansive corner lot framed by majestic oaks. Thoughtfully maintained with timeless details and a flexible floor plan, this property captures the essence of Lowcountry living in one of Charleston's most established and desirable neighborhoods!

Trey Morrison The Exchange Company, LLC

345 Confederate Cir, Charleston, SC 29407
/39
$939,000
- 3 Beds
- 2 Baths
- 1,911 Sq Ft
3 Lord Ashley Dr, Charleston, SC 29407

Nestled in the heart of highly sought-after South Windermere, this classic 3 bedroom, 2 bathroom ranch-style home blends timeless charm with tasteful updates. Built in 1955, the home showcases a beautiful mix of preserved mid-century character and modern comforts.Freshly painted inside and out, the home welcomes you with curb appeal and a warm, inviting feel. Step inside to find spacious mudroom,

Nina Freeman Beach Residential

3 Lord Ashley Dr, Charleston, SC 29407

South Carolina Charleston County Charleston South Windermere

Why Live in South Windermere

South Windermere, located across the Ashley River from downtown Charleston, is a neighborhood characterized by its proximity to Wappoo Creek and a variety of older homes dating back to the 1950s and 1960s. The area is known for the West Ashley Greenway, a 10-mile path that was once a railroad bed, providing a scenic route for walking and biking. The Charleston County School District serves the neighborhood, with highly rated schools such as Saint Andrews School of Math & Science and Porter-Gaud School. South Windermere Center, a local shopping hub along the greenway, features over 40 shops, including Three Little Birds Café, Earth Fare, and Normandy Farm Artisan Bakery. Housing styles in South Windermere range from brick ranch-style homes to two-story farmhouses, with properties varying from 1,500 to 5,000 square feet. The neighborhood is a few miles from the Charles Towne Landing State Historic Site, which offers a glimpse into the history of Charleston and South Carolina. Folly Road, on the eastern edge of South Windermere, leads 10 miles south to Folly Beach, a popular destination for water activities and events. Public transportation is accessible via CARTA buses with stops along Folly Road and Highway 17. The neighborhood has a low crime risk compared to the national average, making it a practical choice for potential home buyers.

Learn more about living in South Windermere

Home Trends in South Windermere, SC

On average, homes in South Windermere, Charleston sell after 13 days on the market compared to the national average of 52 days. The median sale price for homes in South Windermere, Charleston over the last 12 months is $970,000, down 27% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$970,000

Median Single Family Sale Price

$1,595,000

Average Price Per Sq Ft

$539

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.00

Median List Price

$1,085,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-27%

How to Buy a Home How to Finance a Home How to Sell a Home

In South Windermere, there are currently 5 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $939,000 to $2,975,000, there's something for every budget. As of September, 2025 the median home price in South Windermere, Charleston is $1,085,000, while the average sale price is $1,435,726, providing insight into local market trends. On average, houses spend 13 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in South Windermere, Charleston and find the perfect place to call home.

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage