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 06/15/2026 9:11 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 169-189 of 253
19 Photos Sold 10 Jamaica Drive Charleston, SC 29407

10 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 19028462 / Sold
3 br, 2 ba, 1691 Sqft

Fabulous South Windermere home in one of Charleston's most convenient locations! Bright and sunny living room with fireplace welcomes you home. Har... 

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Sold Price: $460,000
Provided courtesy of Carolina One Real Estate
22 Photos Sold 105 Chadwick Drive Charleston, SC 29407

105 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 19032237 / Sold
3 br, 2 ba, 1517 Sqft

Wonderful 3 bedroom, 2 bathroom single-story home excellently located in the heart of South Windermere. Situated on premium corner lot with great l... 

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Sold Price: $452,500
Provided courtesy of Carriage Properties LLC
32 Photos Sold 13 Sheridan Road Charleston, SC 29407

13 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 20000750 / Sold
3 br, 2 ba, 2078 Sqft

Here is your opportunity to purchase a move-in ready property in highly desirable Windermere. . .at a competitively affordable price! This well est... 

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Sold Price: $455,000
Provided courtesy of Colony & Craft LLC
21 Photos Sold 6 Charlestowne Road Charleston, SC 29407

6 Charlestowne Road
Charleston, SC 29407
South Windermere
Residential

MLS# 1408905 / Sold
5 br, 2 ba, 1 Half Bath, 2368 Sqft

A Rare find in South Windermere! Great family home with loads of living space. An updated kitchen with plenty of storage and a gas range. Large Liv... 

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Sold Price: $430,000
Provided courtesy of Carolina One Real Estate
41 Photos Sold 283 Confederate Circle Charleston, SC 29407

283 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 15007382 / Sold
4 br, 3 ba, 1 Half Bath, 2738 Sqft

Welcome to 283 Confederate Circle! This charming, one story, Old Charleston brick home is located in one of Charleston's most sought after communit... 

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Sold Price: $413,600
Provided courtesy of Carolina One Real Estate
36 Photos Sold 127 Chadwick Drive Charleston, SC 29407

127 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 20033039 / Sold
3 br, 1 ba, 1 Half Bath, 1596 Sqft

Location meets charm in this updated 1950's rancher in the coveted South Windermere neighborhood. This home is a 2 minute walk to all the shops & r... 

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Sold Price: $458,000
Provided courtesy of Carolina One Real Estate
4 Photos Sold 18 Rebellion Charleston, SC 29407

18 Rebellion
Charleston, SC 29407
South Windermere
Residential

MLS# 1225147 / Sold
4 br, 2 ba, 1 Half Bath, 3566 Sqft

EXTRAORDINARY BRICK HOME IN THE PRESTIGIOUS REBELLION RD SECTION OF SOUTH WINDERMERE. BEAUTIFUL CONTEMPORARY DESIGN WITH AN ENORMOUS LIVING ROOM AN... 

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Sold Price: $395,000
Provided courtesy of Carolina One Real Estate
4 Photos Sold 2 Dade Drive Charleston, SC 29407

2 Dade Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1208857 / Sold
4 br, 2 ba, 1 Half Bath, 2550 Sqft

Gracious four bedroom home will catch your eye and capture your heart. Its spacious single floor plan is in Charleston's most desirable South Winde... 

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Sold Price: $450,000
Provided courtesy of Origin Realty Inc
1 Photos Sold 77 Chadwick Drive Charleston, SC 29407

77 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15021352 / Sold
3 br, 3 ba, 2296 Sqft

Competitively priced per SQ. FT. well maintained Charleston Ranch. LOCATION is amazing, so close to shopping/dining. Just a short walk to your morn... 

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Sold Price: $425,000
Provided courtesy of Coldwell Banker Realty
38 Photos Sold 267 Confederate Circle Charleston, SC 29407

267 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 16023088 / Sold
3 br, 2 ba, 2088 Sqft

All brick home on one of the most desirable streets in S.Windermere. Not to mention one of the best locations in Charleston...5 minutes to downtown... 

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Sold Price: $465,000
Provided courtesy of Elaine Brabham and Associates
27 Photos Sold 23 Lord Ashley Drive Charleston, SC 29407

23 Lord Ashley Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15024907 / Sold
4 br, 3 ba, 2666 Sqft

Welcome to 23 Lord Ashley Drive! This traditional South Windermere style home has charming character and great bones! As you drive up, take notice ... 

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Sold Price: $413,500
Provided courtesy of Carolina One Real Estate
37 Photos Sold 131 Chadwick Drive Charleston, SC 29407

131 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16005284 / Sold
5 br, 3 ba, 3070 Sqft

Welcome to 131 Chadwick Drive! Tucked away on .22 acres in the heart of South Windermere-Charleston's highly sought after community, and only 5 min... 

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Sold Price: $430,000
Provided courtesy of Carolina One Real Estate
25 Photos Sold 19 Sheridan Road Charleston, SC 29407

19 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 20015216 / Sold
4 br, 2 ba, 2387 Sqft

Check out this stunning home! The seller has priced the home well below market value for a quick sale. It will not last long! Classic, traditional ... 

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Sold Price: $451,000
Provided courtesy of EXP Realty LLC
39 Photos Sold 240 Confederate Circle Charleston, SC 29407

240 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 16005077 / Sold
3 br, 2 ba, 2092 Sqft

Charming home on one of the best streets in South Windermere. Not to mention one of the best locations in all of Charleston...5 minutes to downtown... 

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Sold Price: $450,000
Provided courtesy of Elaine Brabham and Associates
21 Photos Sold 248 Confederate Circle Charleston, SC 29407

248 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 1415943 / Sold
3 br, 2 ba, 2018 Sqft

Mid-century modern residence complete with terrazo flooring, open spaces, and all original architectural elements. Beautifully landscaped with gran... 

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Sold Price: $435,000
Provided courtesy of Lois Lane Properties
26 Photos Sold 5 Jamaica Drive Charleston, SC 29407

5 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15007643 / Sold
4 br, 2 ba, 1 Half Bath, 2044 Sqft

Price reduction in established, highly sought after neighborhood-- South Windermere-- in West Ashley. This location allows one to be close to it al... 

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Sold Price: $440,000
Provided courtesy of ERA Wilder Realty
28 Photos Sold 6 Lord Ashley Drive Charleston, SC 29407

6 Lord Ashley Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16021431 / Sold
3 br, 3 ba, 1940 Sqft

This home is precious throughout and located on a large corner lot with beautifully landscaped front and back yard. This one-story home must be see... 

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Sold Price: $447,000
Provided courtesy of Carolina One Real Estate
41 Photos Sold 16 Jamaica Drive Charleston, SC 29407

16 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 18018773 / Sold
5 br, 3 ba, 2538 Sqft

This is a beautiful home in the Heart of South Windermere with shadowing Oaks embracing the fence in backyard. Stunning wood floors grace this open... 

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Sold Price: $436,000
Provided courtesy of Carolina One Real Estate
4 Photos Sold 121 Chadwick Drive Charleston, SC 29407

121 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1217635 / Sold
3 br, 3 ba, 2104 Sqft

Wonderfully renovated brick ranch in desirable South Windermere that has everything! The home features an open floorplan, hardwood floors throughou... 

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Sold Price: $419,250
Provided courtesy of John Poston & Company, Inc.
23 Photos Sold 81 Chadwick Drive Charleston, SC 29407

81 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16025044 / Sold
3 br, 2 ba, 1524 Sqft

Do not miss this beautiful, renovated brick home in highly sought after South Windermere! This home is very fresh and clean and truly move in read... 

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Sold Price: $431,000
Provided courtesy of The Cassina Group
4 Photos Sold 17 Lord Ashley Drive Charleston, SC 29407

17 Lord Ashley Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1203222 / Sold
4 br, 3 ba, 2351 Sqft

Wonderful updated house in South Windermere! This 4 bedroom, 3 bath home has many features hard to find in this great neighborhood. Large and very ... 

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Sold Price: $405,000
Provided courtesy of Lois Lane Properties
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 06-15-2026 9:03 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 06-15-2026 9:03 PM EST est.

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