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 06/17/2026 1:10 PM
Class Total Number Price Beds Baths Age
Residential247$730,1573.52.463.3
Vacant Land3$723,000---
Multi Family3$532,6674.7-69
Displaying results 190-210 of 253
24 Photos Sold 20 Jamaica Drive Charleston, SC 29407

20 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1419943 / Sold
4 br, 3 ba, 2300 Sqft

Enjoy the South Windermere Lifestyle! Location, Convenience, and Charm!! Stroll with your neighbors to the best Shopping and Restaurants in town! A... 

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Sold Price: $392,500
Provided courtesy of Carolina One Real Estate
15 Photos Sold 12 Charlestowne Road Charleston, SC 29407

12 Charlestowne Road
Charleston, SC 29407
South Windermere
Residential

MLS# 15021982 / Sold
3 br, 2 ba, 1 Half Bath, 2170 Sqft

**LESS THAN $200 PER SQ FT!!** Location, Location, Location! This GEM in SOUTH WINDERMERE is just a short stroll to fabulous shops and dining. This... 

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Sold Price: $407,500
Provided courtesy of EarthWay Real Estate
25 Photos Sold 22 Charlestowne Road Charleston, SC 29407

22 Charlestowne Road
Charleston, SC 29407
South Windermere
Residential

MLS# 18031568 / Sold
3 br, 2 ba, 2003 Sqft

WELCOME to 22 Charlestowne Rd. in conveniently located South Windermere, just a few houses from St. Andrews Elementary School for Math & Science. T... 

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Sold Price: $415,000
Provided courtesy of Elaine Brabham and Associates
32 Photos Sold 93 Chadwick Drive Charleston, SC 29407

93 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15001736 / Sold
3 br, 2 ba, 1 Half Bath, 1837 Sqft

Gorgeous brick ranch in sought after South Windermere. Walking distance to the West Ashley Greenway, South Windermere Shopping Center and the Trian... 

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Sold Price: $420,000
Provided courtesy of Century 21 Properties Plus
24 Photos Sold 7 Sheridan Road Charleston, SC 29407

7 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 19005285 / Sold
3 br, 1 ba, 1 Half Bath, 1382 Sqft

Beautifully maintained one story ranch with attached one car Garage on approximately one half acre lot in most desirable South Windermere ~ spaciou... 

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Sold Price: $420,000
Provided courtesy of Elaine Brabham and Associates
23 Photos Sold 16 Sheridan Road Charleston, SC 29407

16 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 17013230 / Sold
3 br, 2 ba, 1616 Sqft

South Windermere charmer with great curb appeal and a privacy fenced back yard and patio. This 1616 sqft 3 bedroom/2 bath brick ranch has been well... 

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Sold Price: $435,000
Provided courtesy of Beach Residential
27 Photos Sold 17 Tarleton Drive Charleston, SC 29407

17 Tarleton Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16027039 / Sold
4 br, 2 ba, 2040 Sqft

This home has the character you are looking for. This home offers hard wood floors throughout most of the home. The kitchen has been recently updat... 

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Sold Price: $415,300
Provided courtesy of Carolina One Real Estate
23 Photos Sold 22 Sheridan Road Charleston, SC 29407

22 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 18022417 / Sold
3 br, 2 ba, 2289 Sqft

Unique and spacious mid-century home ready for new life!! INCREDIBLE location in West Ashley's desirable South Windermere neighborhood. Two doors d... 

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Sold Price: $435,000
Provided courtesy of Daniel Ravenel Sotheby's International Realty
4 Photos Sold 5 Sheridan Road Charleston, SC 29407

5 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 1117807 / Sold
4 br, 3 ba, 2754 Sqft

This lovely brick ranch is move-in ready. It has a brand new roof and many cosmetic improvements. This is only the 3rd owner, and you can tell that... 

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Sold Price: $400,000
Provided courtesy of Carolina One Real Estate
35 Photos Sold 14 Jamaica Drive Charleston, SC 29407

14 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15012023 / Sold
3 br, 2 ba, 1689 Sqft

Move-in ready brick ranch in highly desirable neighborhood, close to downtown and walking distance to Starbucks, Earthfare, Avondale bars and West ... 

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Sold Price: $422,000
Provided courtesy of Carolina One Real Estate
29 Photos Sold 134 Chadwick Drive Charleston, SC 29407

134 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15005922 / Sold
3 br, 2 ba, 1611 Sqft

Traditional brick ranch situated on tidal creek in South Windermere conveniently located to shopping and dining, and only minutes from Downtown. Pr... 

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Sold Price: $410,000
Provided courtesy of John Poston & Company, Inc.
18 Photos Sold 10 Jamaica Drive Charleston, SC 29407

10 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15005630 / Sold
3 br, 2 ba, 1753 Sqft

Meticulous renovation in the heart of South Windermere, one of the most conveniently located neighborhoods in town. Beautifully updated kitchen an... 

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Sold Price: $415,000
Provided courtesy of The Cassina Group
27 Photos Sold 123 Chadwick Drive Charleston, SC 29407

123 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16030024 / Sold
3 br, 2 ba, 1941 Sqft

UNBELIEVABLE LOCATION!!! Close to it all! Do you want convenient, move-in ready 3BR, 2BA home in West Ashley just minutes from downtown, Folly Beac... 

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Sold Price: $415,000
Provided courtesy of Matt O'Neill Real Estate
16 Photos Sold 113 Chadwick Drive Charleston, SC 29407

113 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1406856 / Sold
3 br, 2 ba, 2086 Sqft

Beautiful turnkey property in one of the best neighborhoods in Charleston. Set among grand oaks on a beautifully landscaped yard only minutes from ... 

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Sold Price: $410,000
Provided courtesy of Carolina One Real Estate
4 Photos Sold 251 S Confederate Circle Charleston, SC 29407

251 S Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 1218260 / Sold
3 br, 2 ba, 1 Half Bath, 1934 Sqft

Well maintained traditional brick ranch in much sought after South Windermere. As you walk up the steps to the full front porch and enter the foyer... 

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Sold Price: $370,000
Provided courtesy of Carolina One Real Estate
21 Photos Sold 127 Chadwick Drive Charleston, SC 29407

127 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 19005262 / Sold
3 br, 1 ba, 1 Half Bath, 1596 Sqft

Charming brick ranch home just two traffic lights from downtown Charleston!! This property is situated in the highly sought-after South Windermere ... 

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Sold Price: $395,000
Provided courtesy of William Means Real Estate, LLC
4 Photos Sold 9 Tarleton Drive Charleston, SC 29407

9 Tarleton Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1311943 / Sold
3 br, 2 ba, 2099 Sqft

WHAT A CREAM PUFF!!!.....This is a wonderful opportunity to live in a renovated, ""beaver-cleaver-esque"", South Windermere home that oozes the cha... 

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Sold Price: $390,000
Provided courtesy of Carolina One Real Estate
4 Photos Sold 43 Chadwick Drive Charleston, SC 29407

43 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1305712 / Sold
4 br, 3 ba, 2358 Sqft

Don't miss this opportunity!! This wonderful large brick ranch in South Windermere is a one owner home that has been meticulously taken care of. Th... 

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Sold Price: $405,000
Provided courtesy of AgentOwned Realty Preferred Group
10 Photos Sold 41 Chadwick Drive Charleston, SC 29407

41 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 17010143 / Sold
3 br, 2 ba, 1810 Sqft

Remodeling on this home started in 2009 and included a complete rewire with new electricity, and cable throughout (including the attic). The roof w... 

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Sold Price: $403,000
Provided courtesy of Skye Properties, Inc.
Sold 69 Chadwick Drive Charleston, SC 29407

69 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1401978 / Sold
3 br, 2 ba, 1 Half Bath, 2229 Sqft

 

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Sold Price: $402,500
Provided courtesy of Carolina One Real Estate
18 Photos Sold 144 Chadwick Drive Charleston, SC 29407

144 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 19002138 / Sold
3 br, 2 ba, 1442 Sqft

Marsh front home just two traffic lights from downtown Charleston!! This brick ranch is situated in the highly sought-after South Windermere neighb... 

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Sold Price: $399,900
Provided courtesy of William Means Real Estate, LLC
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 Premier Properties Charleston 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 06-17-2026 12:50 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 06-17-2026 12:50 PM EST est.

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