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 06/19/2026 7:18 AM
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 64-84 of 253
35 Photos Sold 24 Rebellion Road Charleston, SC 29407

24 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 20007825 / Sold
4 br, 2 ba, 1 Half Bath, 3038 Sqft

Beautiful, remodeled home with gorgeous pool, located in desirable and sought after South Windermere...welcome to 24 Rebellion Road! As you arrive,... 

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Sold Price: $765,000
Provided courtesy of Carolina One Real Estate
15 Photos Sold 78 Rebellion Road Charleston, SC 29407

78 Rebellion Road
Charleston, SC 29407
South Windermere
Vacant Land

MLS# 23008545 / Sold
0.33 Acres, n/a Lot(s)
Type: n/a

The property includes .33 acres of high ground and 2.90 acres of marshland. Located in sought after South Windermere, on a tidal creek, overlooking... 

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Sold Price: $650,000
Provided courtesy of Carolina One Real Estate
13 Photos Sold 52 Chadwick Drive Charleston, SC 29407

52 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 22021598 / Sold
3 br, 3 ba, 2163 Sqft

WELCOME to 52 Chadwick Drive located in the very desirable and sought out neighborhood of South Windermere that is less than 3 miles to downtown Ch... 

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Sold Price: $729,000
Provided courtesy of JPAR Magnolia Group
36 Photos Sold 118 Chadwick Drive Charleston, SC 29407

118 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 22006855 / Sold
3 br, 2 ba, 2137 Sqft

Immaculately updated mid century stunner located in the heart of highly desirable South Windermere! The house has been meticulosity renovated over ... 

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Sold Price: $890,000
Provided courtesy of The Exchange Company, LLC
3 Photos Sold 90 Chadwick Charleston, SC 29407

90 Chadwick
Charleston, SC 29407
South Windermere
Vacant Land

MLS# 15000706 / Sold
0.42 Acres, n/a Lot(s)
Type: n/a

Rarely available....Beautiful lot on the stunning Wappoo Creek steps from intracoastal waterway. Unbelievable location in desirable South Windermer... 

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Sold Price: $795,000
Provided courtesy of Tidewater Realty LLC
47 Photos Sold 43 Dade Drive Charleston, SC 29407

43 Dade Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 15017947 / Sold
4 br, 3 ba, 1 Half Bath, 2632 Sqft

Beautiful custom home renovated from top to bottom with high-end finishes!! This stunning home has luxurious options throughout and is conveniently... 

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Sold Price: $735,000
Provided courtesy of REMAX Advanced Realty
79 Photos Sold 283 Confederate Circle Charleston, SC 29407

283 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 18024048 / Sold
4 br, 3 ba, 1 Half Bath, 2738 Sqft

A fully updated home in the desirable South Windermere neighbourhood on Confederate Circle. This home was taken down to the studs and everything fr... 

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Sold Price: $740,000
Provided courtesy of The Boulevard Company
22 Photos Sold 108 Chadwick Drive Charleston, SC 29407

108 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 1324144 / Sold
4 br, 3 ba, 2555 Sqft

An amazing transformation has taken place on this classic ranch style South Windermere home. This fully renovated 4 bedroom, 3 bath home is nestled... 

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Sold Price: $705,000
Provided courtesy of The Avalon Company LLC
4 Photos Sold 12 Rebellion Road Charleston, SC 29407

12 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 1217225 / Sold
4 br, 3 ba, 1 Half Bath, 2824 Sqft

Exciting new home with all of the whistles and bells in one of Charleston's most sought after communities, South Windermere on one of it's premier ... 

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Sold Price: $720,000
Provided courtesy of Carolina One Real Estate
43 Photos Sold 112 Chadwick Drive Charleston, SC 29407

112 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 20003473 / Sold
3 br, 3 ba, 2595 Sqft

MARSH FRONT and only 5 short minutes to downtown Charleston. As you arrive at 112 Chadwick Dr. boasting circular drive with plenty of parking and s... 

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Sold Price: $778,000
Provided courtesy of Coldwell Banker Realty
33 Photos Sold 10 Charlestowne Road Charleston, SC 29407

10 Charlestowne Road
Charleston, SC 29407
South Windermere
Residential

MLS# 22023774 / Sold
5 br, 3 ba, 2765 Sqft

Welcome to 10 Charlestowne Road! This charming brick home is tucked away in the highly sought after neighborhood of South Windermere! You will be i... 

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Sold Price: $720,000
Provided courtesy of Carolina One Real Estate
40 Photos Sold 21 Lord Ashley Drive Charleston, SC 29407

21 Lord Ashley Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 20013484 / Sold
4 br, 3 ba, 1 Half Bath, 3084 Sqft

**Recent professional measurement of home realized a 300+ increase in square footage. A price adjustment reflects the square footage increase. Outs... 

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Sold Price: $740,000
Provided courtesy of Maison Real Estate
29 Photos Sold 1 Lord Ashley Drive Charleston, SC 29407

1 Lord Ashley Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 23009967 / Sold
3 br, 2 ba, 2160 Sqft

Charming brick home on a quarter-acre corner lot in highly desirable South Windermere. This home has tremendous curb appeal with mature landscapin... 

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Sold Price: $810,000
Provided courtesy of Beach Residential
30 Photos Sold 18 Jamaica Drive Charleston, SC 29407

18 Jamaica Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 22020489 / Sold
4 br, 3 ba, 2465 Sqft

Fabulous Location!! Enter into a large living room, with abundant natural light, and a wood burning fireplace. Continue into the spacious dining ro... 

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Sold Price: $700,000
Provided courtesy of Maison Real Estate
16 Photos Sold 50 Chadwick Drive Charleston, SC 29407

50 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 21005618 / Sold
4 br, 3 ba, 2321 Sqft

Welcome to South Windermere, one of the oldest and most sought after neighborhoods in Charleston. This mid century charmer is a unique find that's ... 

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Sold Price: $730,000
Provided courtesy of Carolina Elite Real Estate
49 Photos Sold 112 Chadwick Drive Charleston, SC 29407

112 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 19001683 / Sold
3 br, 3 ba, 2595 Sqft

MARSH FRONT, beautiful, brick ranch home in sought after South Windermere...Welcome to 112 Chadwick Drive! As you arrive, take notice of the lovely... 

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Sold Price: $720,000
Provided courtesy of Carolina One Real Estate
9 Photos Sold 18 Rebellion Road Charleston, SC 29407

18 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 1321836 / Sold
4 br, 3 ba, 1 Half Bath, 3566 Sqft

Please note that Listing Agent is partial owner. If you are looking west of the Ashley, look no further. This completely refurbished home is the fi... 

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Sold Price: $712,500
Provided courtesy of William Means Real Estate, LLC
34 Photos Sold 598 Windermere Boulevard UNIT A & B Charleston, SC 29407

598 Windermere Boulevard UNIT A & B
Charleston, SC 29407
South Windermere
Residential

MLS# 22000902 / Sold
6 br, 2 ba, 2420 Sqft

Multiple investment strategies here! Imagine rolling out of bed, walking just a few steps from your front door to enjoy a fresh croissant & coffee ... 

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Sold Price: $680,000
Provided courtesy of Charleston Home Team
30 Photos Sold 8 Sheridan Road Charleston, SC 29407

8 Sheridan Road
Charleston, SC 29407
South Windermere
Residential

MLS# 21019201 / Sold
3 br, 3 ba, 2240 Sqft

Here's your chance to live in one of Charleston's most sought after neighborhoods, South Windermere! This lovely home has been tastefully updated b... 

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Sold Price: $675,000
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
1 Photos Sold 112 Chadwick Drive Charleston, SC 29407

112 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 17010319 / Sold
4 br, 3 ba, 2595 Sqft

Beautiful one story home in South Windermere-home is in great condition and offers 2,595 SQ FT, four spacious bedrooms, and three full bathrooms. H... 

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Sold Price: $699,000
Provided courtesy of Carolina One Real Estate
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 06-19-2026 6:16 AM 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 06-19-2026 6:16 AM EST est.

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