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 06/14/2026 11:58 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 1-21 of 253
1 Photos Sold 333 W Confederate Circle Charleston, SC 29407

333 W Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 25010534 / Sold
4 br, 4 ba, 1 Half Bath, 4667 Sqft

If you are looking for the ultimate in a bespoke living experience, with every surface carefully curated and exquisitely designed, this incredibly ... 

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Sold Price: $5,850,000
Provided courtesy of Maison Real Estate
46 Photos Sold 92 Chadwick Drive Charleston, SC 29407

92 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 25002332 / Sold
3 br, 2 ba, 1 Half Bath, 3700 Sqft

TRUE DEEP WATER just minutes from downtown Charleston! Live in the prestigious South Windermere neighborhood, where this fully renovated mid-centur... 

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Sold Price: $3,850,000
Provided courtesy of The Cassina Group
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
Reduced -$80,000
Provided courtesy of William Means Real Estate, LLC
52 Photos Sold 351 Confederate Circle Charleston, SC 29407

351 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 25023982 / Sold
4 br, 4 ba, 1 Half Bath, 3807 Sqft

Welcome to this one of a kind designer home being offered furnished! Located in the beloved neighborhood of South Windermere, this home has everyth... 

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Sold Price: $2,900,000
Provided courtesy of AgentOwned Realty Charleston Group
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
75 Photos Sold 337 Confederate Circle Charleston, SC 29407

337 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 25020556 / Sold
3 br, 3 ba, 1 Half Bath, 3436 Sqft

Elegance meets Lowcountry charm in this exquisite South Windermere residence, perfectly positioned to capture sweeping marsh and tidal creek views.... 

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Sold Price: $2,325,000
Provided courtesy of Carolina One Real Estate
72 Photos 261 Confederate Circle Charleston, SC 29407

261 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 26017101 / Active
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
44 Photos Sold 351 Confederate Circle Charleston, SC 29407

351 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 24010783 / Sold
4 br, 3 ba, 1 Half Bath, 3807 Sqft

This Just May Be Your Dream Home... Step inside the double front doors to an expansive living space. On one side is an airy and open living room wi... 

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Sold Price: $1,955,000
Provided courtesy of Handsome Properties, Inc.
65 Photos Sold 37 Rebellion Road Charleston, SC 29407

37 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 24016664 / Sold
6 br, 3 ba, 1 Half Bath, 3264 Sqft

Welcome to 37 Rebellion Road, a contemporary marsh front oasis! Nestled in the established and desirable South Windermere neighborhood, this elevat... 

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Sold Price: $1,850,000
Provided courtesy of Carolina One Real Estate
34 Photos Sold 63 Chadwick Drive Charleston, SC 29407

63 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 24030355 / Sold
5 br, 3 ba, 1 Half Bath, 3604 Sqft

Welcome 63 Chadwick Dr, in the highly coveted neighborhood of South Windermere, less than 10 minutes to downtown and just 20 minutes to Folly Beach... 

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Sold Price: $1,800,000
Provided courtesy of The Boulevard Company
1 Photos Sold 18 Rebellion Road Charleston, SC 29407

18 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 24026563 / Sold
4 br, 3 ba, 1 Half Bath, 3566 Sqft

Discover your dream home minutes from downtown Charleston and Folly Beach! This charming 3,566 sq. ft. residence at 18 Rebellion Road offers 4 bedr... 

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Sold Price: $1,717,500
Provided courtesy of Maison Real Estate
46 Photos 345 Confederate Circle Charleston, SC 29407

345 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 26002620 / Active
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
Reduced -$120,000
Provided courtesy of The Exchange Company, LLC
10 Photos Sold 258 Confederate Circle Charleston, SC 29407

258 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 24013422 / Sold
5 br, 4 ba, 1 Half Bath, 3749 Sqft

A Charleston traditional, one family owned home for over 60 years, on most desirable Confederate Circle, in the well established and sought after S... 

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Sold Price: $1,500,000
Provided courtesy of Elaine Brabham and Associates
59 Photos Sold 78 Chadwick Drive Charleston, SC 29407

78 Chadwick Drive
Charleston, SC 29407
South Windermere
Residential

MLS# 16014197 / Sold
5 br, 5 ba, 1 Half Bath, 5280 Sqft

DEEP WATER LIVING WITH PANORAMIC VIEWS OF THE MARSH AND BEAUTIFUL LIVE OAKS! Located in desirable South Windermere, you will be close to delicious ... 

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Sold Price: $1,500,000
Provided courtesy of REMAX Results
50 Photos Sold 25 Rebellion Road Charleston, SC 29407

25 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 20003109 / Sold
3 br, 3 ba, 1 Half Bath, 2984 Sqft

Artistry finds its true definition in a show stopping, modern architectural masterpiece, beautifully set on deep water. Welcome to 25 Rebellion Roa... 

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Sold Price: $1,600,000
Provided courtesy of Carolina One Real Estate
33 Photos Sold 28 Rebellion Road Charleston, SC 29407

28 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 25023984 / Sold
4 br, 2 ba, 1 Half Bath, 3480 Sqft

Welcome to 28 Rebellion Rd, a stunning home in the desirable South Windermere neighborhood. This Lowcountry gem offers breathtaking marsh and river... 

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Sold Price: $1,376,400
Provided courtesy of The Cassina Group
45 Photos Sold 324 Confederate Circle Charleston, SC 29407

324 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 23022788 / Sold
4 br, 3 ba, 1 Half Bath, 3140 Sqft

Located on one of the best streets in one of Charleston's most beloved neighborhoods. 2 traffic lights to downtown and remodeled! Large home, mostl... 

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Sold Price: $1,485,000
Provided courtesy of Carolina One Real Estate
24 Photos Sold 35 Rebellion Road Charleston, SC 29407

35 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 17032124 / Sold
5 br, 5 ba, 1 Half Bath, 3758 Sqft

Completely remodeled home located in one of Charleston's most sought after neighborhoods, South Windermere. The home is located just minutes from d... 

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Sold Price: $1,400,000
Provided courtesy of King and Society Real Estate
40 Photos Sold 236 Confederate Circle Charleston, SC 29407

236 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 23021110 / Sold
4 br, 3 ba, 3132 Sqft

Step into luxury in this elegant brick beauty nestled in coveted South Windermere. With a living room that radiates warmth from its exquisite firep... 

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Sold Price: $1,330,000
Provided courtesy of Century 21 Properties Plus
30 Photos Sold 307 Confederate Circle Charleston, SC 29407

307 Confederate Circle
Charleston, SC 29407
South Windermere
Residential

MLS# 21010777 / Sold
4 br, 2 ba, 2 Half Bath, 2881 Sqft

Marsh front brick ranch home on a tidal creek in one of Charleston's most popular established neighborhoods, South Windermere. 307 Confederate Circ... 

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Sold Price: $1,400,000
Provided courtesy of Disher Hamrick & Myers Res Inc
34 Photos Sold 65 Rebellion Road Charleston, SC 29407

65 Rebellion Road
Charleston, SC 29407
South Windermere
Residential

MLS# 22016348 / Sold
5 br, 3 ba, 1 Half Bath, 4078 Sqft

65 Rebellion presents a great opportunity for this stately brick ranch nestled on a rare, oversized 1/2 acre lot in the highly sought-after South W... 

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Sold Price: $1,225,000
Provided courtesy of Beach Residential
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 06-14-2026 11:26 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 06-14-2026 11:26 AM EST est.

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