South Windermere Real Estate

Market Snapshot of Listings in South Windermere - Charleston, SC 29407
The current prices for all Real Estate Listings in South Windermere - Charleston, SC are reflected in the the table below.
Averages based on current search criteria as of 07/24/2026 3:31 AM
Class Total Number Price Beds Baths Age
Residential125$937,8283.52.563.8
Multi Family2$599,5005-71
Vacant Land1$799,000---
Displaying results 1-10 of 128
62 Photos 140 Chadwick Drive Charleston, SC 29407

140 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 26019787 / Active Contingent
3 br, 2 ba, 1 Half Bath, 2191 Sqft

Located in the highly sought after South Windermere neighborhood on a tidal creek with a dock, 140 Chadwick Drive is a wonderful three bedroom, two... 

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$1,000,000
Provided courtesy of William Means Real Estate, LLC
75 Photos 46 Chadwick Drive Charleston, SC 29407

46 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 26017771 / Active Contingent
4 br, 3 ba, 2544 Sqft

Opportunities of this caliber are increasingly rare in the Lowcountry. Tucked away on an expansive, ultra-private 0.717-acre lot in the highly cove... 

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$1,950,000
Provided courtesy of Carolina One Real Estate
71 Photos 261 Confederate Circle Charleston, SC 29407

261 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 26017101 / Active Contingent
3 br, 4 ba, 1 Half Bath, 3388 Sqft

Offered for the first time, this cherished family home of 65 years is ready to welcome a new chapter. Well maintained by one family, this residence... 

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$2,195,000
Provided courtesy of Kay Real Estate Group, LLC
1 Photos Sold 112 Chadwick Drive Charleston, SC 29407

112 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 26012968 / Sold
3 br, 3 ba, 2999 Sqft

Tucked away on the marsh in highly sought-after South Windermere, 112 Chadwick Drive offers a rare combination - a fully reimagined Charleston ranc... 

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Sold Price: $2,375,000
Provided courtesy of William Means Real Estate, LLC
70 Photos 260 Confederate Circle Charleston, SC 29407

260 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 26011046 / Active
4 br, 3 ba, 1 Half Bath, 3218 Sqft

Fully renovated to the studs and expanded in 2022, this classic two-story Colonial Revival sits on high ground in the sought-after South Windermere... 

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$2,995,000
Provided courtesy of William Means Real Estate, LLC
18 Photos Sold 146 Chadwick Drive Charleston, SC 29407

146 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 26007496 / Sold
3 br, 2 ba, 1740 Sqft

Come see this 3BR/2BA Mid-Century Modern , one story Brick Ranch in one of Charleston`s most sought after Neighborhood of ``South Windermere``. Hom... 

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Sold Price: $740,000
Provided courtesy of Gibbs Realty & Auction Co, Inc
46 Photos 345 Confederate Circle Charleston, SC 29407

345 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 26002620 / Active Contingent
4 br, 3 ba, 1 Half Bath, 3088 Sqft

Marshfront living on one of South Windermere`s most sought after streets, this four bedroom, three bath residence offers sweeping tidal creek and m... 

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$1,775,000
Provided courtesy of The Exchange Company, LLC
16 Photos Sold 96 Rebellion Road Charleston, SC 29407

96 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 26000108 / Sold
3 br, 2 ba, 1885 Sqft

Competitively priced renovation opportunity in sought after South Windermere neighborhood. With a little imagination, this 3-bedroom, 2-bath, 1885 ... 

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Sold Price: $675,000
Provided courtesy of Carolina One Real Estate
40 Photos Sold 132 Chadwick Drive Charleston, SC 29407

132 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 25030411 / Sold
3 br, 2 ba, 1855 Sqft

Tucked beneath a veil of lush, mature plantings, this classic 1956 ranch in South Windermere feels like stepping back into a quieter, steadier time... 

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Sold Price: $995,000
Provided courtesy of Colony & Craft LLC
47 Photos Sold 26 Rebellion Road Charleston, SC 29407

26 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 25024511 / Sold
4 br, 2 ba, 1 Half Bath, 3127 Sqft

Incredible value in South Windermere! This sprawling single-story traditional home offers 3,127 square feet with 4 bedrooms, 2.5 baths, and generou... 

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Sold Price: $1,250,000
Provided courtesy of The Boulevard Company
Residential, Land, Other Disclaimer:

Broker Reciprocity The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than Marshall Walker Real Estate are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. Last updated on 07-23-2026 11:51 PM EST . The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Charleston Trident Multiple Listing Service, Inc. All rights reserved.
Commercial Sale/Lease: Copyright 2026 South Carolina commercial MLS, Inc. All rights reserved. Last updated on 07-23-2026 11:51 PM EST est.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website.


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